8 comments/ 109340 views/ 57 favorites Daddies New Girlfriend By: LilLindaMelons Part 1 Doug suspected his 19 year-old son Jerry was stealing money. Doug worked far too much trying to provide for his son to supervise him properly but drew the line at theft. So he decided to set up a web-cam behind the mirror in his bedroom, he'd used the very same 2 way mirror to film his dead wife Cynthia on more than one occasion. Jerry had been dressing up every Friday night for about three months and still every time he went snooping thru his Mother's stuff he was amazed at the things he found lurking at the back of his parents' huge walk-in wardrobe. Then he found the chest containing his Mother's lingerie, seeing this new abundant collection of lingerie poor Jerry couldn't help himself. The suspenders G-strings and matching bra sets in his room paled in comparison to what the chest held. Slowly reaching into the wooden chest as the silk, satin and lace touched his skin it sent electric shocks through out his entire body, his teenage cock was rock hard and he knew why. Jerry had been fantasizing for some time now just what it would be like to wear just such totally feminine clothing. He kept looking slowly stroking his dick through his shorts. "Why the fuck not!" Jerry pushed his shorts and under pants down then kicked them away into a corner, his 6 inches bobbed to and fro. Gently gripping his shaft Jerry looked at his reflection in the mirror and he liked what he saw. Slowly he started moving his clenched fist along his ridged tool a long low groan of pleasure escaped his throat. "Your gonna look so good in sexy lingerie Jerry, I can't wait to see your cock hidden behind sexy Lycra and lace." Jerry picked out a 4 inch wide black lace trimmed in fire-engine red suspender and matching cup bra. He quickly snapped the suspender around his waist followed by the cup bra around his chest. His rampant dick poked out at a right angle, Jerry hadn't been this turned on in his life. He put his hands on his hips and admired his reflection, Jerry liked wearing sexy lingerie and when his next thought came he simply shrugged his shoulders and went with the flow. "We'll have to hide that Jenny, and where are your stockings?" Jerry crossed to the trunk and quickly found the black Lycra G-string and lace top stockings he knows were in there. Pulling out a new packet of black fishnets he saw a zip up bag in the corner. Opening it Jerry was delighted to find it contained a whole host of make-up. 4 or 5 different shades of mascara at least 10 separate packs of eye-shadow / eyeliner what seemed like a ton of blushers in a myriad of shades but strangely there was only a single tube of lip stick. Jerry took it along with the stocking and sat at the dresser he rolled the fishnets up his smooth legs and clipped them to the suspender. Standing he stepped into the Lycra G-string, buy now his erection had subsided and he was able to bend it backwards between his legs tucking it away. Jerry struggled to get the Lycra prison all the way up around her boyish hips but finally managed. He had to stop himself from staring at his reflection because it made him far to excited, instead he opened the bag and dumped the contents out onto the dresser. Taking a big gulp of air Jerry looked himself in the eye. "Come on Jenny you know you've always wanted to do this." A sexy smile crossed his face. "Oh yes I have wished this day would come. What do you want me to do? Make myself all slutty for you? Is that what you want?" As he said the words he felt exhilarated and even though he was submitting him-self he still felt liberated funnily enough. Every fiber of his being seemed like it was pleasured at the same instant twenty minutes later Jerry had finished putting his face on and was proud of his handy work, Jerry pursed his painted lips and blew his reflection a kiss it was now time to put the finishing touches on. Jerry rummaged around in the wardrobe until he found a sexy short latex mini that shows Jenny's stocking tops clearly. As usual Jerry went down stairs and watched a little television before retiring to his Father's King sized bed where he masturbated while watching himself in the huge mirror. Doug pushed the last file into his out tray finally able to take a break he logged onto the home security system. As the web-cam opens he finds Jerry son sitting directly in front of the mirror dressed in his dead wife's clothes. Doug immediately moves to close the web cam but when Jerry picked up Cynthia's butt length red wig and slipped it onto his head the resemblance to his dead Mother was uncanny. Doug couldn't believe it, his cock started to get hard for the first time since Cynthia's death. "Fuck off! He's your Son. He's a fag!" But Doug still couldn't stop himself from watching, his brain was telling him no but something far stronger over rode those impulses. As Jerry started applying bright red lip stick Doug realized he was rubbing the growing bulge in his trousers. Pulling his hand away as if he'd received an electric shock Doug clicks the close icon on the web cam. "Agh what are you thinking!" Doug closes his eyes and tried to get the images out of his head instead of Jerry all he sees is Cynthia. "Oh God how I miss you Cynthia Honey." Before going home that night Doug brought up the security program and played back the footage he'd copied earlier. He quickly saves a dozen or more still photographs where Jerry resembles Cynthia the best. Arriving home he studied Jerry's face as closely as he dared and couldn't detect the slightest hint of make up and it would be the last thing he'd ever mention it to Jerry. For the next week Doug found it harder and harder to concentrate on his work, he couldn't wait for everyone to leave each day so he could check his home security system. As each day goes by and he doesn't discover his special girl Cynthia, Doug finds it exasperating. Finally on Friday he was surprised at how delighted to see his son sitting by the mirror applying eye shadow when he logged on. This soon becomes a Friday night ritual and Doug doesn't let on but continues to secretly photograph Jerry's cross dressing sessions. Now when ever his son is dressed Doug refers to him as Cynthia. Soon Jerry starts trying more of his Mother's make-up, but still picks up his favorite long red wig every time and this pleases Doug as it to is his favorite wig too. Jerry could still detect a feint trace of his dead Mother's perfume. Inhaling deeply he sighed and thought that this is probably why his Dad hadn't gotten rid of Cynthia's considerable wardrobe. Each week Jerry stole more and more of his dead Mother's lingerie, he didn't wear anything his normal clothes but his Mother's sexy underwear anymore. With out realizing it Jerry's Friday night ritual had become his Father's Friday night ritual too. Doug had quickly come to terms with watching his son dress up in his wife's clothes it was as if Cynthia lived on through the dressed up Jerry some how. What clinched it was the fact that he actually got an erection while watching Cynthia's Friday night shows. The first time He'd kept watching and saw Jerry slowly peel off his Latex G-string to reveal a freshly shaved semi hard clitty he thought he'd be repulsed but instead was hooked. There was something extremely erotic about a totally hairless cock poking out from between some sexy lingerie Doug wrapped his fist around his rigid tool and enjoyed a long awaited wank. It was the first time he'd cum since Cynthia's death, Doug continued to collect still photos and a few cam shows from Jerry's Friday nights he even found himself fantasizing about using Cynthia, as time passes he warms to the idea. Doug had now been watching his special girl Cynthia via the security system web-cam for nearly 5 months now and decides its finally time he took the next step. Arriving home 3 hours early Doug switches off the motor and rolls down the drive and into the garage almost silently. Creeping up the stairs he glances at his Rolex and knows exactly where to find Jerry AKA Cynthia. Walking into his bedroom and finds his teenage son lying on his stomach across the King size bed, dressed in a pair of four inch spike stiletto heels with black fish-net stockings the tops of which peek out from under his short Lycra mini skirt every time Jerry kicked his feet. Neatly tucked into the wide waist band was a sheer white semi see-thru blouse, from behind it was clear just how see-thru it was. The low back and thin straps of Jerry's body suit were there for everyone to see and his father new from seeing his dear departed wife in the very same outfit when his son turned around nothing would be left to the imagination. The air was filled with the familiar scent of his dead wife Cynthia's favorite perfume. Jerry didn't hear his Father come into the room behind him Doug folded his arms and waited. Doug glanced at the dresser mirror and spied his son's reflection, sure enough he could see almost all off his son's Latex waist clincher/body suit with the suspenders attached. What really caught his attention was the waist length red wig Jerry was wearing he spent some time doing his make-up and wore his Father's favorite super slutty shade of red lipstick. (What choice did he have anyway? None.) Jerry's eyes were covered in mascara, eye-shadow and eyeliner. Doug saw the blood drain from Jerry's face when he realized it was his Father's reflection in the mirror he was blowing kisses at. "What the fuck is going on here?" "Dad! It's not what you think." Jerry's movements caused his skirt to ride up showing more of his smooth thighs the higher it goes the harder Doug got. Putting a slight hint of menace in his voice Doug asks. "What the fuck am I going to do with you?" Jerry could bring himself to meet his Fathers gaze any longer. Dropping his eyes Jerry nervously bit his lower lip, before he knew what He'd said Jerry replied in an almost inaudible voice, it just slipped out. "Whatever you want." In a flash Doug steps forward he didn't want to give Jerry a chance to reconsider, this was better than he'd imagined. "What did you say?" Jerry knew he was trapped his faced started to burn as he blushed brightly, lucky for him the heavy make-up he had on hid this from his Father. Clearing his throat Jerry answered in his best girlie voice only a little louder. "Whatever you want Daddy." "That's what I thought you said well for starters you can suck my cock you little whore." Jerry gulped and his eyes almost popped out, did he hear his Father right? Did he say? "Suck his cock?" His Father's actions answer that particular question Doug pushes his trousers down around his knees and moves beside the bed. Jerry can't believe his luck he'd been watching slutty girls just like himself doing just what his own Father wanted him to do. Jerry had fantasized about men's cocks but never actually even seen another mans cock in real life, he was eager to have his first taste though. Licking his shiny red lips Jerry looked at through the long red fringe into his Father's eyes. "Did I hear you right Daddy? Did you say suck your cock?" Having never done this before Jerry wasn't quite sure where to start, he couldn't believe it was his own Father's tool less than an inch from his lips. He needn't have worried because Jerry took to it like a natural. Wrapping his hand around his Father's shaft as best he could Jerry pulled his Father closer. Flattening his wet tongue Jerry slurped at the huge bulbous head greedily swallowing the gathering pre-cum. Opening his mouth as wide as he could Jerry took his Father's thick cock into his warm wet mouth. Looking down Doug swats away Jerry's hand and grasps his meaty shaft directing it towards Jerry's open sucking mouth. Then reaching out Doug places a hand on his Jerry's head to hold him still he slowly starts thrusting his hips slowly driving his hard tool deeper into Jerry's throat. Changing his grip Doug strong fingers are twirled and twisted through the long wig and deep into Jerry's soft hair underneath. Pulling Jerry forward wit each thrust Doug forces his cross dressed son to suck his thick cock. Having Jerry call him Daddy and making his son swallow a fat cock made Doug even hotter and thinking of him as the Cynthia he'd always desired made it even sexier. "That's it Cynthia, suck Daddy's fat cock, you little whore." Hearing his Father call him Cynthia made Jerry so happy that he desperately wanted to return the favor. Without letting his Father's rigid cock escape his sucking mouth Jerry rolled over onto his back and relaxed allowing his head to drop backwards. He'd seen loads of girls in this position and he knew it allowed Doug's tool easier access to his willing throat. Doug grunted with each quickening stroke, it had been so long since he'd had any sort of sex and it didn't take much before he was ready to explode. "That's it ya little Cockpig, suck that big fuckstick, suck Daddy's cock ya little whore cause He's gonna cum down your slutty throat soon Cynthia Honey." Jerry couldn't believe the way his Father was talking to him but it was such a turn on. Sucking his first cock Jerry was surprised just how much better the real thing was compared to what he'd ever imagined or fantasized about for that fact. He'd been drinking his own cum for ages he couldn't wait to taste his Father's sticky jism. "Get ready Cynthia Honey, I'm gonna empty my balls in your mouth soon." Groaning loudly Jerry redoubled his suction and began running his fist along his Dad's rock hard shaft. "MMMMMM ughhhhh ughhhhh ughhhhh MMMMMMM." Jerry slides up across the bed slightly, trying to get as much of his Father's massive dick into his willing throat that he possibly can. Hearing his Dad is close to orgasm Jerry reaches out and starts scarping his brightly painted cropped finger nails across Doug's hairy ball sack. "Aghhhhhh fuckkkk yessssss Cynthia Honey MMMMMMM, fuckkkk yessssss." Doug's peach sized balls tighten and grunting loudly he lets his orgasm overtake him. Doug's hips piston back and forth as he drives his tool into Jerry's throat. The first thick ropey squirt of Doug's cum both surprises and nearly overwhelms Jerry. It fills his mouth and throat then is followed so quickly by the next that he chokes and coughs Doug laughs loudly "What's a matter Cockpig? Can't Daddy's Little whore take it?" Two thick streams of man juice squirt from his nose but his Father couldn't care he just thrust his cock back into Jerry's throat Holding him firmly on his pumping tool until he empties his balls deep in Jerry's throat. Poor Jerry doesn't have any other choice but to try and swallow as best he can or suffocate. After what seems like three or four cups full of semen is deposited in his gullet his Dad's tool finally stopped shooting and pulsed as the last few drops leaked from the single eye. Jerry's best effort would only be half an egg cup at best so he can't quite believe just how much wonderful tasty cum his Dad can shoot at once. Doug pulled up his trousers he felt so much better now and it didn't worry him in the slightest that it was his Son who'd just sucked his cock but with Jerry dressed like he was Doug didn't trust himself, he didn't want to spoilt it now. "Get off my bed Cynthia I'm finished with you for today." Feeling used Jerry stands and walks to his own room, his stiff dick is bent back painfully and he can't wait to relive himself. Closing the door behind him-self Jerry reaches under the hem of his skirt and pulls the G-string aside. Out pops a semi hard hairless 7 inch clitty and two smooth balls watching himself in the mirror Jerry strokes his shaved clitty He's so worked up from sucking his Father's tool it only takes seconds before his balls tighten and cum is squirting into his cupped palm. His Father ignores him for the next few days, they hardly speak. Jerry's not sure what to do He doesn't want to bring it up but one thing is for sure he definitely wanted a repeat performance, three days later he has a plan. Since the last time his Dad noticed him was when he dressed up to look exactly like his dead Mother Cynthia, Jerry was going to make sure his Father caught him dressed again only this time he'll be dressed as even more of a super slut. Jerry couldn't wait any longer so he went decided to skip classes that afternoon. So Jerry arrives home from school early to get ready for his Dad's arrival later that night. Jerry had spent days thinking carefully about his outfit, eventually deciding on a black and red cup-less Latex dress which from experience would look as if it'd been spray painted onto his petite frame along with stockings a suspender and matching G-string. The matching Latex bra top came separate and Jerry also knew that the fake tits he'd bought from the Internet would look quite good in it too. This was all laid out beside the black 4 inch stiletto boots. Taking courage from the previous encounter Jerry showered then dressed taking special care with his make-up. Even though Doug had spent the last hour and a half locked away in his office down town watching Jerry prepare for his arrival. When he did arrive home half an hour later Doug still had to look twice to make sure it wasn't a very slutty version of his dearly departed wife Cynthia. Jerry met Doug in the kitchen carrying a glass of Bourbon the heels of his boots clicked in time to the ice clinking in the glass. "Here you go Honey." Jerry felt a rush of pleasure when he called his Father Honey, and didn't get an adverse reaction after all it was his Mother's pet name for her husband. "Thanks Cynthia Baby I need this." Doug had quickly decided to play along just to see where it might lead, in truth watching his cross dressed son parade around for him excited Doug quite a lot. Taking a large gulp from the glass Doug slipped a hairy arm around his son's Latex torso slowly allowing it to rest gingerly on the wide elastic belt enclosing his slim torso. Even though Jerry was wearing 4" heels he was still several inches shorter than his Father. It wasn't the first time Jerry had thanked God that he'd taken after his Mother's side of the family. At 4'9" tall and 115 lbs he was blessed with a petite frame, almost exactly the same size as his Mother. Since her death two years earlier he hadn't had a hair cut and his reddish blonde hair had grown well past his shoulders. "Agh that hits the spot Cynthia Honey." Doug placed his glass on the counter top and pulled Jerry closer with a finger under his chin Doug lifted his Son's face upwards. Looking up Jerry could smell a mixture of sweaty masculine aroma and Bourbon. Moving closer to his Son's expectant upturned face Doug plants a wet kiss on his son's lips, slowly he pushing his fat tongue into his boys' mouth. Jerry simply melted into his Father's arms this is exactly what he wanted. As Doug's wet tongue probed his Son's willing mouth his free hand was busy roughly kneading Jerry's latex clad butt. After the initial shock Jerry kissed his Father back, playfully teasing him with the tip of his pierced tongue, now he could taste the Bourbon. Jerry marveled at how erotic his Father's rough whiskers felt against his freshly shaved skin, he moaned into his Dad's open mouth. Doug pulled back and broke their kiss a strand of saliva still joined the pair for a fraction of a second. "Mmmmm that was nice Baby such a talented tongue. Now what's for dinner?" "Steak and salad I hope that's okay Honey?" A devilish grin formed on Doug's mouth, he smiled broadly. "Well it's not just a Man that needs meat is it Sweetness?" Jerry blushed brightly but quickly recovered. "Oh Honey your so, so right. We girls need a good dose of meat occasionally." "More than occasionally Cynthia Sweetie more than occasionally." As Jerry passes his Father's chair Doug swats his sons' Latex clad butt playfully. Daddies New Girlfriend Ch. 02 Part 2 AKA A walk in the park After the torrid love making session he had enjoyed with his Father just over a week ago, Jerry knew his life would never be the same. That night Doug had tenderly held his special Gurl against his chest and had warned his son that if he ever caught him dressed up as Cynthia again he would not be able to control himself because he resembled his dearly departed Mother so much. Doug told his Son about the type of relationship he had had with his deceased wife. How she adored playing the Sub role and in her younger years was a confirmed exhibitionist but toned it down, as Jerry grew older. One thing that his Father said had been playing on Jerry's mind all week. His Father told him if he saw Cynthia, again she would be his special Gurl no ifs or butts she be his Father's property to do with whatever he wanted no questions asked. Little did Doug know, this has been one of his son's secretly fantasizes for quite a while. Jerry has always been bisexual and he adored cross-dressing but there was something extra special about having your very own Daddy fucking you while he referred to you as your departed Mother that had Jerry's cock hard in seconds. He just could not help it, incest was such a decadent topic, and it pushed all his buttons. Every day Doug arrived home, he was disappointed not to find Cynthia waiting. He did not say anything because he did not want to frighten Jerry off besides he always had loads of Jerry's web cam shows recorded that he could watch. What he saw that Thursday night when he walked into the kitchen took him completely by surprise. Jerry was leaning against the doorjamb, his hips thrust out provocatively. Doug could see a nice pair of lumps under Jerry's T-shirt and was emboldened. They had not spoken about what had happened but seeing his teenage son obviously offering his body like this encouraged Doug and just like him, he knew Jerry wanted more. "I knew you liked our little session last week Jerry and by the way your standing I can tell you'd like a repeat performance but I told you Jerry only want to fuck Cynthia. So if that horny little bitch can get her ass out here she'll get the fucking of her young life." Jerry could not believe what he had heard his Father say. Recovering from the shock, he swallowed and smiled up at his Father. "So you were serious then Dad? "Was I serious about what Jerry?" "What we talked about last week, you know, me being your special Gurl." "Of course I was serious Jerry, I'll do anything to make my Boy happy, and it'd make me very happy to have a special Gurl." Jerry did not answer his Father the broad smile on his Son's face told Doug everything he needed to know. "So are you going to be Daddies special Gurl?" Not trusting his voice Jerry just nodded. It was Doug's turn to smile this is just what he wanted. "That a good Gurl, now strip for your Daddy its inspection time." Ever since being given the ultimatum, Jerry had purposely been wearing loose fitting clothing he did not want any of marks on his skin other than those of his lingerie to show. Ever since their first encounter he had been wearing lingerie of some sort every day that. Jerry slipped his thumbs into the waistband of his sweats and slowly pushed the track pants down over his hips. Releasing them as they slide past his thighs Jerry allowed them to pool around his ankles before kicking them off. Gripping the hem of his over sized T-shirt Jerry quickly pulled it over his head and dropped it beside the discarded track pants. He stood before his father in a matching white lace bra and G-string set. The dark aureoles of his fakies and a hint of reddish pubic were visible under the frilly nylon but his tucked clitty hidden for now. Although Jerry was resigned to his fate whatever that may be, he was still eager to show his Father just how keen he was to please. Doug was impressed but did not show any signs of it but slipped into the dominant role he loved. "Well Cynthia you really must be desperate to whore that body of yours. Just look at you. Show me your underarms Cockpig lift your arms. Show your Daddy how his Little Cockpig has shaved her entire body so it's just how her Daddy likes his Gurls, nice and smooth all over." Jerry was not sure what gave me more of a rush hearing Doug refer to himself as Daddy or him as one of his Gurls, either way it gave him a huge thrill and Jerry's happy contented smile was not missed by his Father. Holding his palms, together Jerry lifted his arms high above his head and slowly twirled around on the spot. Jerry was extremely proud of his now hairless body, it had taken him most of the afternoon to achieve. After using depilatory foam, Jerry used a whole packet of five bladed razors to go over nearly his entire body. The only places Jerry had not shaved were his head and eyebrows the latter to he had plucked to perfection. "That's my Gurl now how about another little twirl for your Daddy. God I'm gonna have some fun with you Cynthia Cockpig a whole lotta fucking fun with a capital F." This last comment made Jerry blush and from Doug's smile Jerry knew he did not miss this either. "Right Cockslut do your face, you know how Daddy likes his Fuckpig's face." Since Doug had been calling himself Daddy, it was natural progression for Jerry to do the same but it still sounded strange but really, good "Yes Daddy I know extra slutty." Jerry sat in front of the dresser mirror and began applying foundation quickly followed by black eyeliner. Licking the tip of the pencil to darken his brows then added his trademark mole. Opening the drawer Jerry took the new eye shadow that had only arrived in that mornings post, Jerry felt his heartbeat quicken just looking at the container. He expertly applied a thin quarter inch line of dark purple just above either eye followed by a thicker band of slightly lighter metallic purple that he expertly feathered out over his eyelids. To finish off his super slut look Jerry used the eyeliner pencil to draw half-inch long dark hooked up lines from the corners of his eyes. Jerry knew his Father loved long lashes his Mother always wore heaps of Mascara. So the effect Jerry striving for was semi Gothic with nice dark eye shadow with heaps of lash lengthening mascara. Watching his dearly departed mother had taught Jerry how to use the applicator brush in both upwards and downwards sweeps to cover both sides of the lash. Then using the brush Jerry pushed backwards of each the lash as he closed his eye. This bent the lash accentuating their length and thickness. To finish his slutty appearance Jerry applied a bright fire engine red lippy. The whole time Doug had sat in a chair beside his son and watched every move in the mirror, it was as if he was transfixed somehow. Glancing down at his crotch Jerry could see a sizable lump. "What are you staring at Cockpig?" Jerry pointed at the tent in his trousers. "Err um, that Daddy." "All in good time Cynthia, you'll get you chance at that, all in good time my Special Little Gurl all in good time." Doug stood up, retrieved the package he had brought home with him. "I was so sure you'd agree to my little ultimatum Cynthia that I went shopping this afternoon." He tossed the bag in his son's direction. "Oh thank you Daddy, are you sure I deserve a present?" "It not just for your benefit my little Fuckpig and I am sure you'll earn it." Opening the shopping bag Jerry was delighted to find it contained a red Lycra Bra, Suspender, and crotch less panties set all trimmed with short black fur. Jerry was puzzled about the panties because there was not a snowflakes hope in hell of the thin straps hiding his clitty. Obediently Jerry did as ordered and began removing his bra quickly followed by the G-string. Pulling the six-inch wide red Lycra suspender around his waist Jerry clipped the clasps together as if he was an expert it hugged his hips and the tight lace up front clinched his waist in nicely. Reaching behind his back Jerry clipped the four hooks of the matching bra around his beating chest. Dropping his fake latex boobies into the restrictive cups filled them to perfection and the fake nipples were clearly trying to push their way right thru the shiny red Latex. The super sexy lingerie was beginning to have an effect on poor Jerry's clitty. He wasn't game enough to put the crotch less panties on just yet instead Jerry sat on the edge of the bed and rolled the sheer black stockings up his freshly shaved legs then replaced his white four inch stilettos. Miraculously Jerry's clit had subsided by the time he had clipped the suspenders to his stockings. Quickly stepping into the panties Jerry stood and pulled them up over his hips, the fur tickled his smooth Boi-pussy sending shivers rocketing up his spine like bolts of lighting. Doug stepped behind his son and roughly pulled the panties up between Jerry's butt cheeks. The pressure on his greedy fuck hole caused a throaty groan to escape Jerry's lips. "Mmmmmmmm mmmmmmmm Daddy." "That looks much better, okay my little Fuckslut Whore I paid good money for what you're wearing, the least you can do is give your Daddy a fashion parade." Jerry walked the length of the room several times doing accentuated twirls at either end of the room. Every time Jerry turned his clitty slapped against his thigh loudly, this excited him even more. Jerry tried to concentrate on anything other than his throbbing clitty. "Oh Daddy it's beautiful, how can I ever thank you?" "I'm sure I'll find a way my little Fuckpig I'm sure we'll find a way. Put on your Leopard skin print skirt, the tight Latex one and that black off the shoulder long sleeve top you like so much." Breathing a sigh of relief Jerry stopped strutting along the carpet. He was right Jerry had been wearing that particular outfit or one just as sexy every night for the last week hoping his dear old dad would come home early and find him. "It'll show my bra straps Doug. Can't I wear something else, please Daddy?" "You'll wear what I say you useless WHORE. I like the way it hugs ya big tits now get dressed." Hearing his Father yell out and call him a whore made Jerry smile. Stepping over to his wardrobe Jerry opened the door and pulled out the garments. Jerry slipped into the arms of the stretchy top and pulled it over his head flipped his trapped hair out and smoothed the top down over his tummy. When Jerry pulled the super tight skirt up over his hips his clitty was poking out in front because Jerry didn't have his usual restraining G-string on. Doug pointed directly at it and laughed. "Hahahaha hahahaha hahahaha, that'll never do Fuckslut." He reached into his pocket, pulling out a shiny chrome cock-cage complete with pad locks and all said. "Over here Cynthia this should help control that naughty little clitty." Jerry stood before Doug, he pulled up the front of the Leopard skin skirt, and in seconds had the cage around Jerry's clitty. The cold metal helped Cynthia stay soft while Doug clipped the first lock into place it held a ring around the base of Jerry's scrotum preventing him from removing it. The second lock kept a cage around his clitty that prevented it from growing any larger than half its usual size. That is to say, Jerry could only get half hard before room in the cage ran out and right at the point where it touched, the eye of his clitty there was a shiny metal protuberance. If Jerry continued to get excited, the ring would be forced forward tugging on his smooth nuts forcing the nipple into his snake eye. Doug ran a wet finger up over his Son's anus before readjusting Leopard skin skirt. The cage had done nothing to hide Jerry's clitty now he was excited it stood out further than ever. Jerry was so busy concentrating on his clitty that he did not notice Doug had walked around behind him. Before Jerry knew what was happening his Father had wrapped a two-inch wide studded black leather collar around Jerry's neck and was fastening the ends with a pad lock. Jerry's heart was pounding in his chest so hard he thought it would burst. Doug walked back around the couch and took a short dog leash from his pocket, from the look on his Father's face Jerry knew there was no use arguing not that he wanted to. Jerry stood there meekly and allowed his father clip the leash to the collar Doug gave the leash a few quick jerks nearly toppling Jerry head over heels. "That's better Cynthia you've got a snow flakes chance in hell of getting away from me now." "I don't want to get away Daddy I loved what we did last time." Looking up Jerry batted his long lashes and smiled as sweetly he wanted to look as feminine as possible and using the soft girlie voice he had practiced said. "I've been dressed in sexy lingerie every night hoping you'd visit me Daddy." Doug laughed then shook his head from side to side. "Gee Cynthia you're such a little whore aren't ya? I fuck you once and now here you are you're craving more." "It's because you're so, so good at fucking Daddy and you've spoilt me with your big dick and massive loads of yummy cum." Doug led his Son over to the sofa, he sat down and jerked the leash forcing Jerry to stagger forward by pulling the leash too, and fro he directed Jerry into a position beside him. As Jerry stood beside the sofa Doug ran his huge bear like paw up and down his Son's stockinged leg stopping a fraction of an inch before his bare thigh. "It's obvious you like dressing up Cynthia. Have you ever dressed up for anyone else?" As he asked this question, his rough hand traveled higher just brushing Jerry's rapidly hardening clitty, taking a huge gulp Jerry shook his head and replied. "Yes Daddy I've dressed up for others but none of them are in your league." "Who have you dressed up for Cynthia? Tell me right NOW." A little scared of his Father's tone Jerry quickly stammered. "It was only once Daddy it happened last year at Aspen with my collage room mate and his brother. We were invited to a fancy dress party and I got lumbered with the dregs at the costume hire shop I didn't fancy going as a banana and the only other costume was a one piece snow bunny outfit complete with a long blonde wig. To cut a long story short later that night the boys were teasing me but as they got progressively drunker, the teasing took on a more sexual nature. Going back to our Hotel room, they were pinching my butt in the elevator and when I opened the door to our room and both of them jumped me. I sucked and fucked both of them for the next three hours." "You should've taped it Cynthia I'm sure it would've been a huge hit on the Internet. Is that the only time you've had cocks in that slutty mouth Cynthia?" As he finished this sentence, his huge meaty fist closed around his Jerry's trapped balls. His rough skin excited Jerry even more, the slow rhythmic tugging soon made his clitty harder, and the cage rode up. "No Daddy I've visited a glory hole before and sucked six guys until they all had cum in my mouth." Jerry did not want to tell his Father that his Son visited that glory hole at least twice a week. Pulling on the leash Doug said. "Keep your legs straight and bend over Cynthia. Bend over for Daddy, bend over, and grab your ankles you little whore." Doing as he was told forced the already restrict cage to tighten even more, the half inch nipple was imbedded deep inside his piss slit while his smooth nut sack was stretched to the max. There was only one thought running through Jerry's mind at that particular moment, he was oh so glad he was so excited and that copious amounts of pre-cum was lubricating the half inch stainless steel nipple. When Jerry first saw the nipple protruding from the cage, it scared him but now he marveled at its ingenious design. Jerry felt his Dad's hands on his hips guiding him to turn it hurt his confined clitty when he moved but allowed his Father to position him a little closer and side on to the sofa. "That's a good Gurl now open your legs a little more." Jerry shuffled his feet as best he could Doug took the leash and pulled it up between his son's legs and tugged on it as he said. "Wider Baby Gurl, open those sexy legs wider for ya Daddy." Doug pushed the tight Leopard skin skirt up over Jerry's bootie exposing his clitty straining against in its cage. Doug turned his son back around and using one hand under Jerry's trapped balls the other firmly wrapped around the base of his clitty he pushed them towards each other. This forced the half-inch shiny nipple deeper into Jerry's wee hole Doug pulled his boy closer grinding the nipple into the teen's clitty's eye. Just having the cage on was stimulating but the treatment his Father was dishing out brought a series of loud groans. The way Doug maneuvered the cage had Jerry wondering if his father had even worn it. The series of long low guttural moans and groans of delight flowing from Jerry's throat encouraged Doug. He slid his huge meaty fist along Jerry's cock sliding the cage up and down as he went. Poor Jerry's clit was so hard that when Doug finally released his Son's tool the nipple stayed firmly embedded and his nuts poor were forced almost half way along the shaft of his super hard clit. "Mmmmmmmm ohhhhhhhhhhh mmmmmmmm ohhhhhhhhhhh myyyyyyyyyyyyyyy mmmmmmmmmmmm." "Well, well it looks like my little Gurl is a pain slut. Do you like the special nipple Cynthia? It's another way your Daddy's gonna open his little slut." What happened next really took Jerry by surprise. Using the leash and a hand around the base of Jerry's clitty Doug pulled his son closer. Doug leant over the arm of the sofa and took Jerry's cock-cage, and all in a single gulp it was as if the only thing that stopped him taking all seven inches was Jerry's trapped balls hard against his Father's whiskered chin, this forced the nipple deeper. Doug swirled his tongue around Jerry's caged clitty poking from one side then the other his expert tongue soon had his special Gurl at the brink of exploding what stopped him was Doug fiddling around under his stretched nut sack. "I'm gonna cum Daddy I'm gonna shoot Daddy." It was exactly what Doug had been waiting to hear because suddenly he had unlocked the cage freeing Jerry's smooth balls but he kept the nipple end of the cage firmly embedded in Jerry's piss-hole using just his mouth. Pushing the cage with his tongue Doug sucked as hard as he dared. Jerry could not take much more and when Doug's finger started exploring his anus Jerry cascaded over the edge. "Aghhhhhhhhhhhhhh cummmmminggggggggggg Daddyyyyyyyyyyyyyyy I'm cummmmminggggggggggg Daddyyyyyyyyyyyyyyy." Doug rolled his sons smooth balls in the palm of one hand stretching them between his huge fingers then squashing them together gently. Doug pushed the cage's nipple against Jerry's clitty eye harder than ever, Jerry was not sure why his father was trying to stop him from shooting but quickly realized he was in fact intensifying the experience. "Oh Daddyyyyyyyyyyyyyyy you're the best Daddyyyyyyyyyyyyyyy mmmmmmmmmmmm suck me Daddyyyyyyyyyyyyyyy suck my clitty, Aghhhhhhhhhhhhhh yessssssssss. Ohhhhhhhhhhh Daddy." Finally, the pressure in Jerry's balls overcame the pressure from the nipple and cum erupted out around it flooding into Father's waiting mouth. Doug rocked back and forth draining his boy's clitty, Jerry was glad his Dad did not miss a drop because it would have ruined his skirt. It was not until he had completely emptied and cleaned up every trace that Doug lifted his head. Looking up he smiled a wicked smile. "It was to obvious what you were with your cage on Cynthia and if I'm gonna take you out for a drive we couldn't have it poking out like it was now could we?" "A drive Daddy?" Daddies New Girlfriend Ch. 02 "Yeah Baby Gurl a drive now bend over and I'll show you a trick your new Latex G-string has to hide that yummy clitty of yours." Jerry looked up between his legs and watched as Doug pulled his clitty back under his body. This trapped Jerry's smooth nuts on either side, Doug pushed them up inside just how he had seen Jerry do on web-cam many times. Doug then adjusted the inch wide strips of red latex so they held Jerry's nuts up in place. Next, he held Jerry's clitty in the tucked position while sliding a tube of latex up over the gap Jerry had not noticed the small piece of bunched latex and was amazed at how well it hid his clitty. Finishing Doug playfully patted Jerry's creamy white butt a few times. "There you go Gurl I knew it'd work perfectly Smoothing the skirt back down where it should be Jerry turned to the full-length mirror. Looking at his reflection he was relived that now his clitty did not poke out at all. Jerry picked up his late Mother's gold mesh purse and turned to Doug. "There Daddy I'm all ready." Doug was spinning the cage around on one finger he tossed it in Jerry's direction. "Here Cockslut put that in your purse you never know Daddy might just need it on our little drive in the country." Jerry caught the shiny chrome rings and put them in his purse. Doug stood and tugging the leash led me towards the front door. "You're taking me out like this? What if someone sees us Daddy?" "Then they'll know you're my Bitch now shut the fuck up and get that slutty little ass of yours out that fucking door." There was not any use arguing, buy being caught dressed up he had agreed to his Father's ultimatum and Jerry had to do whatever was ordered. Jerry was not sure what to think he was a little worried but gave in because he looked at it this way. No one would recognize him because most people would be way to busy looking at his scantly clad body instead. Doug led his son out into the drive and up to his Mustang; he opened the door for Jerry and closed it once Jerry settled in the seat. Doug started the engine and pulled out of the driveway as Doug changed gear he rested his hand on Jerry's stocking clad thigh. Each time he changed gears his hand would return to Jerry's thigh. Jerry teasingly opened his knees a little more this action encouraged Doug's hand travel a little further up his boy's thigh. Every subsequent gear change his father's hand got closer to Jerry's G-string clad mound Jerry closed his eyes and enjoyed the moment. Jerry relaxed against the seat closed his eyes and enjoyed the moment, after a short twenty-minute drive Doug was stopping the car Jerry sat up and looked around. They were in a small car park at the end of a secluded lane surrounded with trees. In front of the car was a path leading further into the woods. "Here we are somewhere we can walk around outside and talk undisturbed. It won't hurt you to get a little sun either Cynthia Baby." "Oh Daddy your so thoughtful." This is another of Jerry's favorite fantasies but he had never told anyone, all he could think about was. "How does my Daddy know that one of my fantasies is to walk in the park on the arm of my Daddy dressed as his whore?" Jerry leant over and kissed his Father on the cheek. Doug turned and they enjoyed a long French kiss, their tongues danced against each other their saliva mingled finally well over a minute later they broke apart. Jerry's heart was racing and his breath came in short gasps. Jerry watched Doug get out and come around to the passenger side of the car. He opened the door and reached for the leash attached to his son's collar. "Come on Cynthia its time for your walk." Stepping out of the car onto the rough gravel surface Jerry nearly fell all that saved him was that he had instinctively grabbed his father's arm. Doug waited for Jerry to steady himself before leading his son across the car park to the concrete path where he shrugged his arm, which told Jerry he best let go. Doug did not drop the leash he slipped it over his wrist so there was not any hope of it slipping from his grasp, not that Jerry had the slightest intention of doing so. Now on a stable surface it was easy much easier to walk along side his father in the four inch white stilettos. It was a nice fall day the heat of summer was gone it was a perfect day for a walk. They continued along the tree-lined path as it meandered its way through a small valley. Ahead Jerry saw a small clearing where the afternoon sun is breaking through as they'd been walking for about fifteen minutes and Jerry wasn't use to it wearing heels feet were starting to tire after all Jerry wasn't use to wearing stilettos when he should've really been wearing joggers instead. As they got closer to the clearing, Jerry saw there was a wooden bench about ten feet from the pathway pointing towards the afternoon sun. "Oh Daddy can we sit down for a little while, I need a rest?" "Yeah why not Cynthia you can soak up some rays." Jerry unfolded the blanket Doug had been carrying and spread it out over the grubby bench. It was then that Jerry noticed that there was a plank missing from the seat. Sitting on the narrow bench was not easy Jerry had to sit forward and this caused his short Lycra skirt to ride up. They sat and chatted and in the awkward pauses, Jerry watched the puffy clouds passing overhead, most of the chat centered on his experience or clothing preferences. The longer they sat there the odder it seemed to Jerry that he had not seen anyone else. It was the perfect afternoon for a walk in the park but not a sole was around. What Cynthia did not realize was that they were on private property she had missed the No Trespassing signs when they drove in. It was a ten thousand acre ranch, which belonged to one of Doug's oldest friends. The pathway they had been walking on is part of his personal Pony-Girl exercise track. Now they were sitting down Doug could not keep his hands off his son, one huge rough bear-like paw was sliding along his boy's thigh between his stocking top and his straining G-string. While the other was busy crushing the fake boobs against his son's beating chest. Jerry thought his father was going to kiss him but Doug stopped less than an inch short. His was so close Jerry could smell a mixture of Bourbon and tobacco smoke on his Dad's breath which he found surprisingly erotic, Jerry moved in closer hoping for a kiss but Doug drew back. "Now, now Baby Gurl there's no need to rush tell your Daddy what his little slut wants most?" Looking straight into Doug's brown eyes Jerry smiled and replied in the sweetest most feminine voice he could muster (he'd been practicing for weeks). "Your Little Slut wants cock Daddy your little slut wants all the cock in the world her Daddy can give her." As Jerry spoke Doug's eyes widened in surprise and his broad smile told Jerry, his Dad approved of his special Gurl's voice. Jerry knew it was the voice because Doug already knew his son was a cock slut. "Oh Baby Gurl that voice of yours is incredible from now on it's the only one you'll use when your with me." Jerry smiled, fluttered his long lashes, and replied. "Yes Daddy anything for you." Doug's lower hand had progressed to the point where he was blatantly rubbing Jerry's swollen crotch. "So my Gurl wants cock does she?" "Oh yes Daddy I'd love some cock but out here? What if someone saw us?" "I haven't seen anyone all afternoon besides the chance of being caught adds to the thrill and if anyone does happen to see us I'll just ask them if they wanna join in." Jerry blushed as bright as a fire hydrant, still Jerry did turn back towards Doug, and smiling said. "If your game Daddy so am I." "That's my Gurl, you know what Daddy likes." Jerry sure does, he slides a hand into his Father's crotch, and then leaning closer Jerry open his mouth for Doug's searching tongue. His Dad's tongue snakes its way into Jerry's open mouth, slowly exploring every crevice it would reach. Jerry gently sucks on it once or twice moaning loudly as he does so. All the while, his hand continues grinding into the rapidly rising lump in Doug's jeans. "Mmmmmmmmmmmm." Pushing his son back, Doug asked. "Tell me Cynthia have you ever had more than two cocks to play with at once?" A little confused but certainly not shocked at the question it took a second before Jerry replied. "One after the other yes but never all at the same time but why do you ask Daddy?" "Because Jerry have a surprise for my special Gurl a very special surprise and I'm sure you're going to love it." "Another one Daddy what is it? When do I get it?" "Patience my Dear patience it should be along any minute." "Along any minute Daddy what do you mean are you expecting someone Daddy?" "Yep that's right Baby Gurl now sit still face the trees and enjoy the sun." Jerry did as instructed and sat with his back was to the track so he could not see who was walking along the concrete path but Jerry could hear them getting closer. Doug stood up and went behind his son. He still held the leash Jerry was half-glad he had not made him turn around to face who ever it was that approached them. Even though Jerry was dressed as a slut complete with heavy Goth make-up Doug's rough hand had worked him into a hard spot if you get what Jerry mean. Having to sit still somehow made the situation worse Jerry could not keep still his Lycra skirt slid against the blanket and Jerry had to plant his stilettos in the soft earth to stop himself from sliding right off. Jerry could hear Doug talking but could not make out what he said then Jerry heard a strange male voice. His pulse quickened as his ears strained for any detail. Soon Doug walked round in front of the bench and stood looking down at his son. "Cynthia why don't you tell us just what a whore like you wants most." Jerry did not know who was behind him and Jerry did not care less. Jerry was thriving on the situation and was secretly hoping Doug had asked the stranger to join them and Jerry was keen on showing Doug how much his special Gurl wanted to please his Daddy and make him proud. Not knowing who was there Jerry did not want to scare them away so he purposely did not use his pet name for Doug. "I want cock Doug your little slut wants all the cock she can get." "What will you do with a cock Cynthia tell us what you wanna do ya little slut." "I wanna suck it lick it rub it all over my face then deep throat it before sucking like a demented vacuum machine until it spews its delicious load down my hungry cum-hole." "Is that all ya wanna do with it Cynthia? Tell us what else you'd do with a big hard dick." "I wanna fuck it to, I want a big hard dick in me, and I wanna ride a cock that's what I want." Doug chuckled and Jerry could hear rustling noise behind him. "What would you do with two cocks Cynthia? Tell us what you'd do with two fat dicks." Jerry's mind was racing that was the second time that Doug had said "us" was it a slip of the tongue or was there more than one person behind him. Jerry was so turned on that he did not care this was much better than any fantasy he had ever had. "Why, I'd suck one while I ride the other, silly." This time Jerry was certain he heard more than one person laugh. "That's my Gurl you're such a good little slut. Seeing the way you went crazy on my dick last week I knew my little whore would like several dicks to play with." Jerry did not know what he liked best, having Doug call him Sissy Slut. On the other hand, knowing the stranger standing a few feet away would soon have their dick in his throat and Boi-pussy was very appealing too. "So are you still keen to fuck Cynthia even though she's a special Gurl?" Jerry's heartbeat quickened when he heard his Father's question obviously, they were not alone. He strained his ears trying to hear the reply. When it came, it was a vaguely familiar voice. "You know it doesn't make any difference to me Doug, I'd let any one suck my cock but if Cynthia is half as cute as those photos you showed me I'll love watching her face as she rides my big dick." Photos? What photos Jerry thought. Then he blushed because he had never thought of himself as cute but absolutely loved being described as cute. "Cynthia shut your eyes stand up and come around here behind the bench." Doing ordered Jerry waited. "Now put your hands on the back of the seat." Again, Jerry does as instructed. Sensing someone approaching Jerry tensed up a little suddenly a pair of hands was kneading Jerry's moderate fakies. "She hasn't got very big tits but hormones will fix that. I don't think anyone will care how big the sluts' tits are when they find out about that snapping pussy you told us about Doug but its still nice to have a pair of tits to play with." The hands traveled down and slipped under Jerry's Leopard skin skirt for a quick grope. One hand rubbed his Boi-pussy while the other roughly massaged his right butt cheek "Mmmmmm nice mound on her too. I reckon if ya keep her clitty trapped and under control you'll think you're fucking a real girl." Doug moved closer his after-shave was overpowering and his whiskered cheek grazed Jerry's as he whispered in his boy's ear. Take your skirt off and push your ass out for us Cynthia. Show us that sexy G-string and creamy white butt of yours Baby Gurl." Jerry straightened slightly and reached for the zipper behind his back. Taking his time Jerry lowered the zip slowly exposing more of his body, he then wiggled his butt as he pushed the tight skirt over his hips. Carefully stepping out of the skirt Jerry folded it and placed it on the bench in front of him. Then as ordered Jerry thrust his hips backwards, whoever was behind him was treated to a pair of creamy white butt cheeks framed by a pair of shiny inch wide red Latex suspender straps and a matching G-string disappearing between the teens creamy white buns, being on display like this excited and thrilled Jerry Jerry's little impromptu show received an audible groan and the statement. "Wow she looks like a real girl from here." Doug tugged on the leash and said. "Okay Cynthia turn around and put your hands out make sure you keep those eyes closed too." Not knowing why Doug would want him to put his hands out Jerry started to wonder but quickly complied, he would not dare disobey his Father wishes. So there he was a half-naked Gothic slut standing in a park, eyes closed hands out palms up. A pair of huge semi hard warm cocks graced his palms this was not what he had expected. It was much better in fact it was just like having all his prays answered. Jerry tried in vain to close his hands around their pliant shafts to no avail. He desperately wanted to open his eyes but Jerry resisted the temptation. Feeling the cocks coming to life in his palms Jerry gripped the massive dicks and slowly began stroking the loose skin back and forth. Their cocks were huge and Jerry really needed two hands to control each one properly still his efforts were rewarded with grunts of approval. This was all encouragement Jerry needed and he continued stroking the oversized dicks as best he could. "Mmmmmmmm two big dicks, thank you Daddy." "Open your eyes Baby Gurl there's more than two cocks for you to play with." His father was right besides Doug there was three men standing around the bench they were all naked. The dicks Jerry held belonged to his neighbors down the street Jeff and his brother Rolf. Both of them spent most of the time surfing and they had that bleached blonde surfer type look the contrast of their dark tan versus the snowy white skin where their board shorts usually were was intoxicating. Jerry's head swung from one side to the other, his eyes fixated on their huge cocks. Sliding his fists along their shafts Jerry inhaled deeply, taking in their heady aroma. Twenty year old Jeff has a beautifully thick ten-inch cut dick and nineteen-year-old Rolf has a nearly equally enormous nine and a half inches of glorious uncut man meat. The situation and the semi hard dicks pointed in Jerry's direction helped him overcome any nerves at being discovered by another two guys that lived in the same street one only three doors down in fact. Jerry loved being dressed up playing the slut, he was so excited that he couldn't care less if the whole world found out about his kinky little secret at that particular moment. The other man was a little older than Doug what little hair he had was very grey he watched every move Jerry made intently as the teen wanked the big thick tools. Unconsciously Jerry licked his shiny black lips and the older guy barked out an order. "Come on Cynthia suck those dicks, you said you wanted cock so suck em you little whore suck those fat dicks then lick em like lollipops. Show us just how much of a Cockslut Doug's Special Gurl is." Jerry did not really need any encouragement. Pulling Jeff closer he flattened his tongue then lapped at Jeff's the fat purple knob greedily cleaning up the weeping pre cum. "Hey give me some of that Cynthia, suck my dick too ya fucking whore." Cried Rolf as he pushed his dick against Jerry's cheek, pulling back his foreskin Jerry took the whole head into his willing mouth and speared his wet tongue at Rolf's snake eye spreading the copious amounts of pre-cum all over the bulbous knob. Pulling back a little Jerry quickly lapped at the remainder before taking the head and a little more of his shaft back into his mouth. Jerry increased his suction while flattening his tongue then tried to lap the whole head at once. Just as Jerry got into a steady rhythm Jeff started tapping Jerry's cheek with his now rock hard cock. "Here Cynthia don't forget me." Jerry dropped Rolf's tool and turned to face Jeff, his cock is much thicker, and Jerry had trouble getting the head into his wanton mouth. Doug saw his son's dilemma but instead of coming to his rescue, he ordered Jerry onto his knees. "Get into your favorite position Cynthia yeah that's right on your knees Baby Gurl." Even though he was on grass Jerry knew, he would probably wreck his stockings but that made him feel even sluttier. Obediently Jerry dropped to his knees and reached out. Grasping their cocks Jerry pulled the surfers closer he then took turns going from one to the other taking their shiny knobs in his mouth sucking hard then releasing them with a loud popping. "Suuuuuuuuuck POPPPPPPPPPPPP aghhhh God I love cock I can't get enough." As Jerry sucked one, he was busy wanking the other to keep it nice and hard. "Suuuuuuuuuck POPPPPPPPPPPPP aghhhh God I'm such a Whore. Jerry bobbed his head from one to other sucking licking and slurping noisily. His eyes kept flicking from his father to the older guy, Doug's rather large erection and smile told Jerry he was doing just fine. The older guy watched on and began wanking his huge monster cock. Cynthia could not believe how large it was growing it seemed like it would never stop when eventually it did it dwarfed the younger guys. Without a word of a lie it was a touch over 14 inches long, 2-1/2 inches of that was made up of a massive four inch wide mushroom head the remainder was a solid shaft the size of a Coke-a-Cola can. Cynthia knew she would never be able to take it in her mouth but she was sure she would take it in her pussy or die trying. Jerry found himself wondering if the older man would cum in proportion to the size of his massive dick. Jerry pushed Jeff and Rolf's cocks together and looked over them directly at his Father as he tried to shove both huge purple knobs into his mouth. When Jerry could not he satisfied himself with noisily sucking and slurping the boys hard cocks. "Hey Doug, can we see ya slut's Boi-pussy?" The older guy asked. Daddies New Girlfriend Ch. 02 "Of course you can Eric." Jerry heard his Father reply. Doug walked behind his son reached down and slid his hand into Jerry's G-string. He knew by pulling up he would squash his son's balls into his stomach. Poor Jerry did not have a choice he had rise up and Doug kicked his knees while saying. "Up you get slut, wider apart you fucking whore." Jerry felt his Father's rough hands slipping the Latex tube forward until Jerry's smooth clitty popped into view. Doug held the G-string up with one hand and tugged his son's semi erect clitty head down with the other. After few quick strokes and Doug was, happy that Cynthia's balls would not drop down and he did not want to get his special Gurl too excited just yet so he let go. Stepping back Doug was impressed at just how well the Latex G-string hugged his son's body and held everything in place perfectly but the best thing was that only the head of Cynthia's clitty peeked out from under the shiny red Latex. The cool afternoon air hitting his sphincter and the loose skin hanging between Jerry's crotch-less G-string sent shivers up the teen's spine to say nothing of the throbbing he was experiencing in his trapped clitty. "Okay Cynthia stand up and take that blouse off, I'm sure the guys wanna see the full effect of your sexy lingerie as much as I do." As quickly, as he could Jerry unbuttoned the blouse and flung it over the bench. Seconds later, he stood with his hands on his Latex clinched waist. "There you go Boy's, I hope you like what you see." The two started chanting. "Pussy. Pussy. Pussy. Pussy." Smiling Jerry did a little twirl on the spot, stopped with his back to the group his feet planted feet nearly a yard apart bent over at the waist and looked between his knees up at them. "Is this what you want Boys'?" "Fuck yeah." Came the chorus "There's no hurry boys' I'll fuck you both at the same time if you want." Jerry cooed sweetly as he could but would come to rue that statement later. Before Jerry could move the were on him, Rolf had one hand on the small of Jerry's back the other he used to position the head of his huge cock against the entrance of Jerry's Boi-pussy. Jeff stood beside Jerry grabbed his hair and pulled his head up towards his straining man meat. "While Rolf fucks that snapping pussy you can suck my cock Cynthia." Half-screamed Jeff as he used one hand to direct his long dick at Jerry's face Jerry struggled to turn his head so he could tell Rolf there was lube in her purse but Jeff forced his cock between Jerry's lips as soon as he opened them. A mouth full of dick muffled all he could manage to say. "Mmmmmmmppppppfffffffff need mmmmmmmppppppfffffffff lube mmmmmmmppppppfffffffff in mmmmmmmppppppfffffffff purse." Jeff tossed Cynthia's handbag to Rolf. "Here Dude the slut said there's some lube in there she wants you to use." Jerry mentally crossed his fingers and hoped like Hell Rolf would use the KY-gel. Seconds later, he received the answer. Rolf slid three slippery fingers into Jerry's Boi-pussy well past the second knuckle. These he spread apart as he pulled back then poked them back again. This relaxed Jerry's sphincter and he missed the invasion when Rolf removed them. If his mouth was not stuffed full of Jeff's big purple knob Jerry would have screamed and begged Rolf to put them back in again. Only one thing stopped him and that was the gullet full of thick cock but he wished and hoped Rolf would replace his fingers with his magnificent fuck-pole. This was exactly what Rolf intended he was as keen on fucking this horny Tranny as was Cynthia of taking it. Placing his huge mushroom knob against Cynthia's Boi-pussy, he squeezed some lube onto his cock head and began pushing slowly increasing the pressure. He had to steady his cock to stop it from slipping off target. Jerry was so eager to have a dick in him that he thrust his hips backwards forcing his body back against Rolf's cock. Finally, the pressure on Jerry's sphincter overcame its tightness and with a grunt, Rolf slid forward several inches. Not satisfied Jerry bucked his hips another six inches of cock slid into his body. Rolf grabbed Jerry's hips and started hammering away driving more and more of his long cock into Jerry's Boi-pussy. "Is this what you want you fucking Cockslut?" Screamed Rolf at the top of his lungs, this is exactly what Jerry wanted, every time Jerry came up for a breath low guttural moans came from around Jeff's tool. The position the surfers had him in made it easier for Jerry to take their cocks the fact that they were tugging Jerry from here to there all over the place had a lot to do with it. With them fucking Jerry from both ends, it did not take long before they got into a rhythm where one was balls deep while the other only had the head of their dick still inside Jerry. Jerry was that turned on and excited he completely forgot where he was or how he was dressed. All that mattered to him was pleasuring the cocks in his body and he was doing his level best to milk Jeff's big dick. Jerry wanted to taste Jeff's cum, no, he wanted to drink Jeff's cum, and he had to tell him. Pulling back a little, Jerry managed to alert Jeff who thought Cynthia's jaw must need a break and he let his big stiff cock pop free of Jerry's still suctioning mouth. Jerry's hands came up encircling Jeff's shiny wet cock. He slid them up and down along Jeff's tool while kissing the fat knob. "Kiss, kiss. Such a lovely cock you have Jeff. Kiss kiss. I could suck it for hours." Taking a quick peek over his shoulder at Rolf Jerry mewed. "Mmmmmmmm oh yeah that's it fuck my pussy with your huge cock. Oh yeah fuck me, fuck me, fuck me." Turning his attention back to Jeff's fat tool Jerry continued kissing and licking the massive mushroom head. "Lick kiss lick kiss. Oh Jeff your big dick is so tasty I bet your cum is yummy. Come on Jeff give slutty Cynthia a taste of your yummy cum. Lick lick kiss lick kiss." From the corner of one eye Jerry saw his father and Eric were standing beside them they were both naked. He was amazed when he saw his father reach out and grasp Eric's rather large semi erect tool. The way Doug reached out and slowly starting tugging was such a natural reaction that Jerry knew this was not the first time his Dad's fingers had been wrapped around Eric's dick. Jerry felt a pang of jealousy even though he had never seen Eric's thick tool before that day. Jeff's screams and his twitching dick shook Jerry from his daydreams. "Here it come Cynthia, here comes ya fucking spunk. Aghhhhhhhhhhhhhhhh fuck fuck yessssssssssssssssss aghhhhhhhhhhhhhhhh yessssssssssssssssss mmmmmmmm mmmmmmmm." Poor Jerry was not quite ready for Jeff's massive orgasm. The strength of the first few sticky ropes of jizz erupting into Jerry's mouth made his cheeks puff out and he almost choked. Once the initial shock wore off he swallowed as fast possible but the sweet sticky cum still flooded his mouth. Jerry reveled in the taste, he'd never experienced such an intense orgasm. Finally, Jeff's cock stopped pulsing and the flow of cum stopped Jerry could not believe how much cum he had just swallowed. He could fell it in his belly there was so much that it started having an aphrodisiac quality on him and Jerry craved more. Jeff's cock wilted before Jerry stopped licking the fat knob. He then turned his attention to his Father and Eric. "I hope your getting those nice and hard for me Boys. I have a cum hungry hole available for one of ya. Ahhhhhhhhhh." Jerry hoped it would be his Dad that stepped forward, firstly because he was not sure he would be able to get any of Eric's now enormous dick into his mouth. It was fucking huge, at least 14" long and a little larger in circumference at 15" and secondly he wanted to watch his Dad stroke Eric. All this time Rolf had been quietly fucking away this soon changed with Jerry's statement. Redoubling his efforts Rolf's hips flashed back and forth, as he positioned his long dick into Jerry's willing Boy-pussy. A loud slapping noise from their bodies clashing together filled the air around them. Now that Jerry's mouth was not stuffed full of cock everyone could hear him express himself and his desires. "Oh yessss Rolfy Baby fuck Cynthia's Boy-pussy with that big cock. Fuck me Baby fuck me hard. Fuck slutty Cynthia's Boi-cunt with that fat fuck pole Rolfy Baby. Dick me Baby dick me." Tossing his head to one side to remove his hair from his eyes Jerry looked up at the two older men. "Aghhhhhhhhhhhhhh feed me. Aghhhhhhhhhhhhhhhh feed me." "Okay Cynthia Cumpig Fuckslut if that's what ya want you dirty Fuckpig whore here you fucking go. Slut aghhhh slut aghhhh slut aghhhh slut aghhhh slut aghhhhhhhhhhhhhhhh fucking whore." Suddenly Jerry felt Rolf's jism filling his ass. It was so hot it felt like it was scalding his bowels. Each powerful squirt was punctuated with the word slut this thrilled Jerry to no end. Just like his brother Rolf also ejaculated by the cup full and he'd made sure every drop was deep inside Jerry's cum hungry anus. This action was too much for Doug his dick was painfully erect and he knew he would cum in seconds. Seeing his son, filled from both ends and taking huge loads of cum was better than he had ever imagined. Doug walked around in front of Jerry and proudly announced to the watching trio. "You young guys are so worried about getting your rocks off that you've both missed the spot Cynthia likes best." Doug grasped his shaft, ran his fist up and down several times then exploded shooting rope after sticky rope of creamy white cum at Jerry's slutty gothic face. He had cum running down both cheeks and dripping from his chin. There was a huge dollop right in the middle of Jerry forehead that Doug dipped his knob into which he used to smear Jerry's bright red lipstick. "Okay Boys get the slut ready for Daddy." It was the first thing Jerry had heard Eric say, he hoped the older gentleman would take it easy but resigned himself to the fact that he wasn't in control anymore and would have to take what ever came his way. Rolf and Jeff grabbed Jerry's arms pulled him to his feet and led him over to the park bench. The surfers bent Jerry over the bench forwards and from nowhere they produced a pair of foot long rubber bungie cords. Theses had loops on each end, which the surfers slipped over Jerry's ankles and wrists. Jerry was trapped and on display for whomever may walk by. Jeff started playing with Jerry's Boi-pussy with a pair of lubricated fingers then as Jerry's sphincter relaxed a touch Jeff pulled his cheeks wide apart and offer Cynthia's hole for Rolf's inspection. It took Jerry by surprise when Rolf began lapping at his winking rosebud. "Ahhhhhhhhhh ohhhhhhhhhhh fuckkkkkk mmmmmmmmmmmm yeahhhhhh. Ohhhhhhhhhhh fuck yes lick my pussy Rolfy Baby." Holding Cynthia's butt cheeks apart Rolf dived into his all time favorite meal. His frantic poking prodding probing was rewarded when Jerry's sphincter relaxed a little more and Rolf could taste his own cum. This cause the young surfer to go nuts he slipped a couple of fingers into Cynthia's yawning hole and started pulling them apart. This opened Jerry's Boi-pussy and Rolf's thick cum began running out. Rolf lapped and scooped up his cum as it ran from Cynthia's ass he even managed to produce a suction force several times. Way too soon, for his liking, Rolf stopped sucking and tongue-fucking Jerry's Boi-pussy and began fingering it again. He added heaps more lube and was busy sliding three then four fingers past Jerry's gripping sphincter. It was not until the fifth and sixth fingers slipped inside that Jerry realized that Rolf was using fingers of both hands. When he did, he looked back at Rolf over his shoulder and said as sweetly as he possibly could. "Mmmmmm Rolfy Baby that feels so nice pull them apart a little more for me, aghhhhhh that's it open Cynthia's slutty Boi-pussy." Rolf slid the seventh then eighth finger in and after a few wiggles he quickly pulled one hand back and shoved the other forward. After the rough fucking and eight fingers Jerry's ass opened and greedily accepted the new invader Jeff, Rolf and Eric all cheered. "Slut." "Slut" "Slut" Rolf kept pushing and before Jerry knew it Rolf's arm was buried in his ass halfway to his elbow. Jerry felt the surfer close his hand as he slowly made a fist. The full sensation Jerry felt was overpowering to say the least. He was grateful when Rolf opened his hand and slowly pulled out. After such a large invasion Jerry's sphincter remained relaxed this allowed Rolf to squeeze a huge glob of lubricant deep inside Jerry and another that he spread over Jerry's open Boi-pussy. Before Jerry's sphincter had a chance to snap shut Rolf had shoved his fist back inside. Luckily, Jerry he was so well lubed that he had no worries taking Rolf's knuckles this time around. Now Jerry's Boi-pussy was well lubricated and use to this wonderful invasion Rolf's closed fist bought nothing but groans of sheer pleasure from Jerry's throat. "M mmmmmmmmmmmm aghhhhhhhhhhhhhhhh mmmmmmmmmmmm aghhhhhhhhhhhhhhhh mmmmmmmmmmmm aghhhhhhhhhhhhhhhh mmmmmmmmmmmm aghhhhhhhhhhhhhhhh mmmmmmmmmmmm aghhhhhhhhhhhhhhhh." Hearing a commotion behind him, Jerry looked back over his shoulder and saw Eric was standing beside Rolf who was stroking the older mans considerable dick with his spare hand. As Jerry watched, Rolf swapped hands so now he was sliding a greasy fist along Eric's shaft. Spying a glob of pre-cum gathering on Eric's tool Rolf pulled the older guy closer popped out his tongue and swiped it away. Eric reached out slapped Jerry's buns several times then gently squeezed the young Tranny's butt. "Ever since Dougie told me how much of a Cockpig you are Cynthia I've been dying to get my hands on you. Boy am I gonna love fucking you Cynthia and if you were impressed with the size of my Boys wads then you just wait until their Daddy fills you Honey. Outta my way Boy." Eric pushed the young surfer aside and as Rolf's hand slipped from Jerry hugging Boi-pussy it was immediately replaced with the huge mushroom head of Eric's 14" monster. Eric's huge rough hands closed around Jerry's lithe waist at the same time he felt Eric's hairy body tickle and scratch him as the older gent leant over him. Jerry was busy watching his Father, Jeff, and Rolf all wanking while they looked on. Eric got Jerry's attention when he poked his tongue out and put it Jerry's right ear. Jerry opened his mouth turned and began seeking Eric' tongue. As their tongues danced against each other, Jerry could not believe how erotic Eric's unkempt beard felt against his smooth skin. Gently sucking on the older gent's tongue Jerry wondered what Eric's stubble would feel like on other hairless parts of his body, his pubic region in particular. The heavy kissing and Eric's monstrous mushroom knob plugging his butt was more than Jerry could bear, he had to have more no he needed more. "Fuck me Eric, please fuck me. Shove that big cock all the way up my slutty Boi-pussy Eric. Please fuck this little Cockpig Fuckslut, please please fuck me with you monster cock Eric." "Well if that's what the Gurl wants then who am I to deny such a horny little Cockpig Fuckslut. Get ready for the fucking of your sweet young life, brace yourself Cynthia." Eric tightening his grip was the only warning Jerry got before Eric violently thrust his hips forward, which drove another few inches of his mighty fuck pole into Jerry's greedy hole. Six of seven short stabbing thrusts later Eric manages to bury half of his meaty cock deep inside the teen's expectant hole. Jerry reaches back and pulls his cheeks apart trying to give Eric more access he takes this as a green light and raises the stakes. Pulling back on Jerry's hips for leverage Eric drives his over grown dick deeper and deeper with every thrust, Jerry could feel the huge head moving inside his bowel rubbing back and forth over the sensitive bulb of his prostate. This was something he had never experienced but absolutely loved it from first touch. Jerry arched his back and pushed his butt out towards Eric meeting every powerful thrust. He wanted to show the older man he wanted more and it was okay for Eric to increase his pace, he wasn't hurting Jerry in the slightest. "Mmmmmmmmmmmm that's it Eric Honey fuck my slutty Boi-cunt with your monster tool. I love your huge cock Eric, it is filling me so so much, but I still have a little more room Honey. If you can't get it all in you can always untie me I'll ride that gorgeous flagpole cock." "Good idea Cynthia stay right where you are, Rolf untie the Bitch." Jerry was enjoying Eric's knob rubbing his prostate so much he would not have gotten off Eric's dick if you paid him. Eric placed a hand under either of Jerry's thighs and picked up the teen quite easily keeping his dick firmly planted three quarters of the way inside Jerry he swung him around and sat on the bench. Now it was Jerry's turn to perform a little Gymnastics squatting on down on Eric, Jerry managed to get his feet onto the bench which allowed him to spin around so he could face Eric while riding him. Jerry was secretly hoping Eric would play with his clittie he was set to explode and was sure it would not take much before he sprayed cum all over the place. It would be such a turn on to spray his sissy cum all over Eric's hairy belly then have Eric watch while Cynthia licked her fingers clean. For now all Jerry wanted to concentrate on was getting all fourteen inches of Eric's massive cock in his ass, gripping the back of the bench to balance Jerry began bouncing on the huge dick. Tossing his head from side to side, Jerry drove his body down, forcing the monster cock further and further, deeper and deeper into his already stretched Boi-pussy. Bouncing up and down on Eric's huge flagpole dick outdoors in broad daylight had Jerry feeling so slutty. It felt like he was about to split in two when he finally felt his hairless nut sack brush against Eric's curly pubic hair. Slowly grinding himself against Eric's massive boner Jerry showed just how much he loved having such a super sized fuck pole to play with. Eric was impatient he wanted to fuck this gorgeous teenage Tranny not just have her grind away at him. Reaching down Eric grasped Cynthia's stiff clittie and pulled it upwards Jerry got the idea quickly and was soon bouncing up and down on Eric's over sized dick. At the bottom of each stroke Jerry's painfully erect clittie smacked into Eric's hairy potbelly then back up against his own hairless stomach Jerry knew he would not be able to hold out much longer. He concentrated on his rhythmic hip movements but when he heard his Father, talking to the surfer Brothers it pushed him over the top. "Yes Boy's my special Gurl Cynthia is quite the Slut. Fuck! The horny Bitch will do just about anything I tell her." Jerry's clittie exploded cum erupted from his snake eye, spraying all over Eric's hairy chest and tummy. "Aghhhhhh mmmmmmmm mmmmmmmm yessssssssss look what your big cock has made me do Eric." Rather than being annoyed at Cynthia he was actually quite pleased. Eric swung his huge bear like arms around Jerry and pulled the young teen closer his tongue searched out Jerry's warm tongue. Jerry surrendered he opened his mouth allowing Eric's fat tongue to slide in and out in quick fucking movements. Jerry sucked on Eric's tongue, hoping the older man would take it as a hint and tongue wrestle with the teen. All the time they were French kissing, they were sliding their cum slicked bodies against each other. Eric reached out and slapped Jerry's butt several times. SLAP SLAP SLAP "Okay Cynthia its time for real man to cum, get your Boi-cunt moving Bitch." Jerry moved his feet a little further apart on the bench so he was more comfortable. In his new position, Jerry only had to rock forwards a little and he would slide six to eight inches along Eric's huge dick. Although Jerry's sphincter was incredibly relaxed, he had never taken anything this big before but found it amazingly easy to take Eric's monster tool. He was enjoying himself so much that he made a mental note to order a similar sized dildo from the Internet. Rocking back and forth Jerry rode a good eight inches of Eric throbbing dick he was so eager that their balls and thighs were slapping loudly. Sensing his orgasm approaching Eric takes control by grabbing Jerry's curvy buns, repeatedly lifting, and dropping the object of his desires onto his flagpole dick. Arching his back Jerry reaches back and starts playing with Eric's peach sized nuts. Daddies New Girlfriend "You look especially nice tonight Cynthia Baby, did you dress up for me?" Tossing his head to flick the long red fringe out of his eyes Jerry looks back over his shoulder smiled as sweetly as he could possibly manage. "Yes of course Daddy. Who else do I have to dress up for?" "Well that can always be fixed can't it? I suppose I could always bring one of the out of state reps home for dinner sometime. That's if you're a good girl Cynthia Baby." Jerry didn't trust himself to answer this question right then and there he quickly left the room using the excuse he had to check the steaks. Seeing Jerry's embarrassment Doug followed his son into the kitchen, he'd seen the reaction and was intrigued to see just how far Jerry would let him push it. "So is there a special reason why you're all dolled up tonight Cynthia Baby?" Jerry smiled back at his Father, slowly toying with the two inch gold hoop ear ring hanging from his right ear. "Well there's no special reason really, I just wanted to look good for my Daddy." Smiling sweetly Jerry continued. "Can't a girl dress up nice for her Daddy?" Doug wanted to take it slow with his son he didn't want to scare him off but from Jerry's actions and conversation he was becoming more and more certain there wouldn't be a problem. They ate their meal in near silence only making small talk now and then. Jerry was starting to get desperate for something to say and Doug making sure not to change the topic of conversation to what he really desired, sexual relief or gratification. It took almost all of his will power to stop himself from jumping on his son. The only thing that did was the fact that he masturbated twice in the office while watching Jerry transform into Cynthia before coming home. Finishing the delicious meal Doug pushed the plate away and feeling somewhat indebted Doug pulled out his wallet and dropped three hundred dollar bills on the table. "Great meal Cynthia Baby, get your-self something nice with this." "Why thank you Daddy you're too kind, do you have any suggestions?" "Well I do like those boots you're wearing Baby. How about a pair of thigh high boots with 6 inch heels and it wouldn't hurt if you got your ears pierced either." The next four Friday nights were pretty much the same Doug would arrive home to a warm welcome from Cynthia. They'd sit down for a hearty meal and then Doug would retire to his study. Poor Jerry was desperate to have his Father again so he decided this weekend he would step it up a notch. Little did Jerry know but his dear old Dad had that same idea. Instead of watching his Son transforming into Cynthia he was recording it and was out shopping for a special gift for his son. Some sexy lingerie a matching G-string and bra set the assistant at the lingerie store was very helpful when it came to choosing a lace up corset that matched. The one Doug finally picked had six suspender straps. Jerry on the other hand was quite a bit bolder in his plans he had long passed the point of caring what anyone else thought. The only thing on his mind was how to bring about another session with his Father Jerry was desperate to taste his Dad's big cock again. He dressed in a matching green semi see thru G-string, bra and 6" wide suspender set. To the suspenders he clipped a pair of white stay-up stockings then stepped into his knew white six inch stilettos and strapped them around his ankles. From his Mother's wardrobe he'd taken a green and red tartan skirt that couldn't have been any shorter, in total it was only 12" wide from waist to hem. So not only did his stocking tops but nearly the entire suspender straps were showing. Jerry lifted the fake boobs into place he'd ordered them from Ebay weeks ago and they had only arrived that afternoon. He'd spent over two hours trying on most of his lingerie seeing which outfit looked the best. The one he'd chosen was made of stretch Lycra and the weighted fakies filled the cups of his bra perfectly. Jerry adjusted the straps of his bra and reached for the long sleeve white blouse he purchased that morning, it hung over the back of the chair. Buttoning the blouse Jerry admired his reflection in his Father's large dresser mirror. Tossing his head from side to side Jerry stood on one hip then the other checking his profile. Pursing his lips Jerry blew a kiss at the long haired red head looking at him from the mirror. "My Cynthia, you do look gorgeous don't you?" "You bet I do." Glancing down at the clock Jerry realized it would be quite a while before his dream man would be home. To pass the time he decided to paint his nails, he knew just which draw held his Mother's considerable collection but he already knew which colour he was looking for, something to match his slutty red lipstick. Crossing his stocking clad legs Jerry proceeded to paint his nails, carefully blowing them dry when finished. For the next half hour Jerry practiced his slutty girlie looks. When Doug arrived Cynthia was waiting with a double Bourbon as he walked in. "Agh your a marvel Cynthia Baby, you know what I need." Doug had worked on this opening line it could be taken to have so many meanings. Rewardingly Jerry could not have answered any more positively. "That's right Honey Cynthia knows what her man needs." Although encouraged Doug let it pass. "You've out done yourself tonight Cynthia Baby, you look absolutely gorgeous." Jerry took hold of the hem of the super short skirt and pulling it outwards he bobbed down in a mock curtsey. "Why thank you Honey, your so kind." From the kitchen came the beeping of the microwave oven, it had finished heating their TV meals. As they ate Doug devoured the food nearly as heartily as his eyes devouring Jerry's scantily clad body. Pushing his plate away Doug loosened his belt a notch and belched loudly. "Not bad for a quick TV dinner Cynthia Baby." "Thank you Honey, I could've made something better if you wanted." "No, no I can't expect you to prepare gourmet food all the time now can I Cynthia Baby?" "Whatever you say Honey, it doesn't bother me." "That's my girl." Hearing his Father refer to him as his girl made Jerry's chest swell with pride, he smiled licked his lips seductively and batted his dark mascara covered eye lashes. Jerry's brain was doing somersaults his plan was working out better than he dare hope. "I'll always be your girl Honey, you know that." Jerry stood and cleared the table, Doug watch his boy marveling at the way he instinctively knew what to wear to excite his old man. It did help that he was using his Mother's wardrobe for the main part. "Another drink Honey?" "Mmmmmm yeah why not Cynthia Baby, make it a double and have one yourself." This was the first time Doug had let his Son drink alcohol even though he knew Jerry had tried it before. Doug followed Jerry into the lounge room he sat on the sofa while Jerry half filled his Father's glass with Jack Daniel's then another with Vodka into which he squirted a little soda. Jerry dropped several ice cubes into each glass and turned towards where his Dad sat. Doug took the offered glass, picked the remote up from the table and patted the seat beside him-self. "Come sit here Cynthia Baby." Jerry slid into the leather seat beside his Father, Doug's meaty right hand settled onto Jerry's stocking clad upper thigh. As they watch Television Doug's fingers slid over Jerry's thigh slowly tracing the suspender straps and the line of his stocking tops over and over again. This was having such an effect on poor Jerry, he was glad he'd later decided on wearing two G-strings. His clitty was getting so hard it would've ripped its way out of a single Lycra prison. Jerry gulped down half of his Vodka when his Father's hand slides higher. Doug takes the glass from Jerry and places it beside his on the coffee table. Turning back he pulls his teenage son closer and into an erotic embrace slowly massaging his fake boobs while his hot wet tongue searches the insides of his boys' mouth. Jerry could taste the Bourbon on his Father's tongue this was a huge turn on. "Cynthia Baby, do you remember saying you would do whatever I asked?" "Yes of course I do Daddy, of course I do and my offer still stands." "Good cause my dick needs another good hard sucking Cynthia Baby do you think you can handle that?" Smiling broadly Jerry let his painted fingernails trace their way down over Doug's stomach and onto his zipper. "I'm sure I could handle that and a whole lot more Honey, anyway if I can't I sure hope you're willing to teach me." Seconds later Jerry had unzipped Doug's fly and was fishing around in his trousers trying to get his Dad's big dick into the open. Lifting his buttocks off the chair Doug unclipped his belt and Jerry pulled his Father's trousers down around his knees. Looking up Jerry's gaze was drawn to the sizable lump in Doug's underpants. He sank to his knees and lightly gripped his Father's ankle. "Honey, you'd be more comfortable if I take your shoes off, then we can get those trousers out of the way too." Doug lifted first one foot and allowed Jerry to remove the shoe then the other was offered. Before straightening up Jerry slipped his Father's trousers off folded them and place them on the floor beside the lounge. Kneeling in front of his Father Jerry put his hands on his Dad's knees then looking up through his eye lashes he smirks then asks. "Well Honey if you want Cynthia to suck that big dick of yours, you'd better get it out for her." Doug can't get his boxers off quick enough and as he struggles to push them off his feet the head of his tool waves inches from Jerry's face. When his Dad collapses back into the leather sofa Jerry moves in between his knees. Reaching for the hard 10" cock poking out from his Father's curly pubic hair Jerry lazily stroked. "Such a nice big cock you have Daddy, Cynthia can't wait to taste it again." Jerry ducked his head and licked the fat bulbous knob then took it into his mouth and sucked hard. Pulling back his Father's dick came out of his mouth with a loud popping sound. "Mmmmmmmm your big dick soooo yummy Daddy." Doug put is right hand on Jerry's head and pushed him down again. "Shut up Cynthia and suck my fucking cock you little whore." Jerry didn't have to be told twice his mouth opened and accepted his Dad's huge cock head Jerry's tongue flashed around the swollen gland while he applied steady suction. Tickling the heavy sack with his painted fingernails brought groans of approval from his Father. "Aghhhhhh fuckkkk yeahhhhhh Cynthia Baby, that's nice but lick my fuck pole lick it like it's an ice-cream." Doing as he is ordered Jerry pulls back and begins licking his way along one side then up over the knob paying particular attention to the leaking snake eye before working his way back down the opposite side. Up one side and down the other then from front to back Jerry doesn't leave a single spot untouched by his hot wet slippery tongue. Having seen it on the Internet many times it only seemed like the natural thing to do and he knew he would love to have it done to him. Rhythmically stroking his Father's cock Jerry tilted his head and ducked down beside his Dad's massive shaft. Jerry buried his nose in Doug's pubic hair and inhaled deeply before quickly giving his heavy peach sized balls a severe tongue lashing Jerry opens wide and sucks one into his warm moist mouth he try in vain to roll it with his tongue, its way too big but he's encouraged when he hears his Father's loud groans. "Ohhhhh-aghhhhhh-aghhhhhh. Fuck Cynthia Baby you're a cocksucking marvel" Jerry's technique surprises the hell out of Doug in two ways. Firstly he didn't believe his son was experienced enough to try and secondly he was amazed Jerry's mouth could open wide enough for his balls to fit his Mother could never manage that little feat. Jerry grasped his Dad's tool in both hands and began forcing himself down onto it, he was desperate to show his Father how good a cock sucker the new Cynthia was. Doug relaxed into the plush leather sofa and throwing back his head gazed down at his special girl's head as it bobbed up and down. "That's it Cynthia Baby, lick it whore, lick my fucking cock you fucking Cockslut whore. Lick that cock like the little whore you are. Show your Daddy what a little whore he has for a daughter." Being referred to as his Daddy's daughter gave Jerry a huge thrill. Quickly changing positions Cynthia concentrates on working half of Doug's tool in and out of his wet mouth, loud slurping noises fill the air. Jerry had been using bananas to practice his deep throating technique but his Father's massive 10" fuck stick was a whole new dimension. "That's a good girl Cynthia Baby make your Daddy's cock nice and slippery." Jerry was too caught up in the moment to realize the true meaning to his Father's comment he continued licking away at Doug's shaft blissfully unaware what his Dad had in store for his special girl. "That's it Cynthia lick my fat tool you little whore." When Doug pushed Jerry away he didn't know what was happening, at first he thought his Father was having second thoughts and was going to pull out. He felt heart broken and when he looked up pleadingly tears weren't far away. "What's wrong Honey?" Doug stood above Jerry's kneeling form, looking down at his Son he couldn't help smiling. "Nothing Cynthia Baby, nothing at all. There's a present for you on the washer." Jerry stopped licking his Father's shaft and looked up. "Can I have it now Daddy? Please?" "Of course you can Baby. It'll give Daddy some time to catch his breath." Jerry jumps to his feet and scurries towards the laundry where he finds the promised gift. Jerry carries the gift wrapped box back into the lounge. Doug pats the seat beside himself. "Sit here Baby girl." Dropping into the plush leather chair Jerry rips at the bright wrapping paper, inside he found a white box. Opening the box he gasps. "Oh thank you Daddy, it's beautiful. Do you want me to put it on for you?" "No not tonight I'll let you surprise me Baby, besides you look so sexy tonight that Daddy's gonna fuck his special girl." Jerry wasn't sure if his Father's huge cock would even fit inside his ass but he could hardly wait to try. Doug grabbed his Son's wrist and spun him around so he was now facing away from him. Doug pushed his son down towards the coffee table and began stroking his enormous dick to keep it hard. "Okay Cynthia Baby show Daddy just what's under that sexy skirt your wearing." Jerry quickly flipped the tartan skirt up showing his Father the Lycra G-string disappearing between his plump butt cheeks. In a flash Doug had reached out and landed a slap on Jerry's left butt cheek it made Jerry jump and Doug laugh. Then there was a second on his right cheek. "Get that fucking G-string off how do you expect me to fuck you when you have that on?" Jerry bent from the waist at right angles and reaching up he slowly and seductively as he possibly could begins rolling the light blue Lycra down over his hips and then thighs, allowing them to gather around his knees. "That one too ya silly Cockpig." Jerry does as He's told and quickly slips the black lace G-string over his hips and down his legs. The cool air hitting his freed clitty made Jerry gasp in pleasure. "Ooooooooooo that feels so goooooood." "It looks good from my point of view to Cynthia Baby. Now back up a little more." Doug's rough hand rested on his sons' creamy white butt, gently guiding Jerry into position on the coffee table. "That's it Baby just a little bit further, that'll do. Now arc your back and get ready for your Daddy, Cynthia." Jerry didn't bat an eyelid at the word "Daddy" but he definitely noticed the way his Father's voice changed when he said it, Jerry was sure that his father found it a certain turn on. Bent over the coffee table with his ass pointing skywards Jerry felt so vulnerable but still couldn't wait for his Father too make his favorite fantasy come true. Jerry tossed his head several times trying to move the long fringe from his eyes finally he looked back at his Father. "Is this where you want me Daddy?" Doug didn't miss a beat hands massaged Jerry's white cheeks roughly. "Umm, yeah that's fine Cynthia Baby." Suddenly Jerry felt a fat digit circling his puckered anus. Doug had picked up the tube of KY gel and unscrewed the cap he squeezed another large glob directly onto Jerry's hole. The combination of the cold lube and his Father's fat thumb made Jerry shudder. Doug smiled when he saw Jerry's anus tighten due to the cool lube. Doug wiped the lube across the purple head of his large cock then pulled Jerry backward until his fat bulbous head rested against his Son's lubricated sphincter. "Okay my little Cockpig, Daddy's gonna leave it up to you to set the pace." Jerry was so horny and having rehearsed this very occasion with everything from vegetables to candles until he finally bought a dildo a month ago he was more than ready. So pushing back Jerry tried to take his Father's thick tool. Jerry was having quite some trouble fitting his Dad's big knob inside his ass until Doug grabbed his Sons hips and thrust forward. "Oooohhhhhhhhhhhhhhhhh Daddddddddy, ohhhhhhhhhhh yessssssssss Daddddddddy. Your soooo big Daddddddddy soooo deliciously big." "Well Cynthia Baby if you like that just you wait till Daddy's cock is all the way in." Jerry moaned as the plumb sized knob entered his anus, Doug chuckled as he began thrusting his hips slowly. Doug stands up and holding Jerry's hips he pounds away at his sons greasy hole, gradually easing more and more of his monster tool into Jerry's virgin ass. Reaching around Doug wraps his fingers around Jerry's throbbing clitty and whispers in his ear. "Does Cynthia like having her Daddy's big cock in her ass?" "Oh God yes Daddy, your little Cockpig whore Cynthia loves your big dick deep inside her willing anus. Fuck my ass Daddy fuck your little whore's ass harder." Doug couldn't believe how loose his Son's ass was, it had taken several different dildos' to open his Mother's anus so she would be ready for his sizable tool. Jerry's ass had accepted his Dad's 12" fuck pole with ease. The way he pounds his cock into Jerry's slippery hole soon has Doug's big hairy balls slapping his son's body loudly on each down stroke Jerry moaned in time to the soft slapping sounds. "Mmmmm Daddy, mmmmm Daddy, mmmmm Daddy, mmmmm Daddy, mmmmm Daddy." Feeling his balls tighten Doug knows he's nearing orgasm, sinking his cock all the way to his balls Doug pulls Jerry back against his groin, drilling his huge cock even harder into his Son's virgin ass. As he comes his hips buck and thrust involuntarily luckily Jerry had been holding onto the coffee table like his life depended on it otherwise they both would've gone head over heels. "Ughhhhh, fuckkkkkking sweeeeeeeet assssssss Cynthia Baby. Fuckkkk yessssss aghhhh yeahhhh take that Cynthia Cockpig, take your Daddy's sticky cum." Jerry wanted his Father to enjoy this night as much as possible so he started talking dirty too. "Oh Daddy your shooting in my ass. I can feel you're hot cum deep in my slutty ass hole Daddy. Your little whore has an ass full of her Daddy's sticky cum." Doug slowly restarted pumping his hips, slowly driving his still leaking dick into Jerry's sloppy hole. "Aghhhh Fuck Cynthia Baby, your ass is a perfect fit for my fuckstick. When I pull out I expect you not to spill a single drop of your Daddy's special baby fluid, not a single drop. Understand Cynthia?" "You want me to hold it in Daddy?" "Yes Baby Girl. Hold it in for Daddy." Doug pulled back until his cock flopped out with a loud slosh/plopping followed by a rush of air that'd been trapped. Jerry snapped down on his sphincter as quickly and tightly as he could and just managed to stop any of his Father's seed from escaping. Doug sat back on the sofa and admired his Son's cross dressed form. Daddies New Girlfriend "Pull your panties up little Miss Cynthia Cockpig." Watching his Son rearranging his lingerie Doug quickly came to the conclusion that actually fucking Jerry was ten times better than watching him dress up via the security system. Now it was time to put his plan into action, with luck in ten minutes time he'd know just how much further Jerry would let him push the boundaries. Standing Doug offered his son a hand. "Time for a shower Cynthia Baby." Jerry took his Father's hand his was dwarfed by his Dad's meaty paw. Doug pulled Jerry to his feet and guided him upstairs. Walking into the bathroom Doug opened the glass recess door. "Inside Cynthia Baby." Jerry stopped and started to undress. "I SAID INSIDE COCKPIG." Jerry jumped at his Father's raised voice. "But my clothes Daddy?" "You should've thought about that earlier Cynthia Cockpig." Doug knew full well that Jerry couldn't of known but that was part of the fun of being a dominant their always right even when their wrong. Jerry bowed his head and stepped into the shower recess, not sure what was about to happen he turned to face his Father. "On your knees Cynthia Cockpig, on your knees before Daddy, he's got something special for his little Cockpig." Slowly sinking to his knees Jerry wasn't sure what was happening but did as he was ordered. Doug positioned himself in the door way about two feet from Jerry. Taking hold of his now soft cock he points it at Jerry's face, grunting Doug did the one thing his dead wife never let him he directed a stream of hot yellow piss at his kneeling son. "Look up Cynthia Cockpig. Look up at your Daddy ya little whore." Looking up his Father directs his wee straight at Jerry's face, neck and chest. His urine soaks into Jerry's clothing and Doug is pleased with the sudden new wet look. "Ohhhhh fuckkkk, ughhhhh, ummm, ughhhhh Daddy." The surprise and excitement is evident in Jerry's voice. He'd dreamt and fantasized about golden showers he'd even tried peeing on himself. This turned him on it was somehow erotic or exotic besides you'd be surprised just how hot it really is. Doug decides to push Cynthia a little further just to see how far Jerry would let it go. "Open wide Cynthia Baby. Open your slutty mouth for Daddy Cynthia Cockpig." Jerry had fallen into a comfortable submissive position when he'd began dressing up that afternoon so by now he was conditioned to do whatever Doug told him to. Jerry's mouth opened before Doug had finished speaking but his aim was spot on. The long stream of piss arced across the gap quickly filling Jerry's waiting mouth, he didn't know what to do he'd only seen this in pictures on the Internet. Seeing Jerry was in a dilemma Doug pushed it again, closing his hand he reached out and slapped Jerry's face. "Swallow it Cockpig, drink down your Daddy's nectar Cynthia Cockpig." "Gulppppppp, gulppppp gulppppp gulppppp. Yes Daddy gulppppp gulppppp." Doug expected Jerry to baulk or cough and choke but fuck me dead it was him that got the surprise of his life, Jerry's was drinking his piss. His fucking Son was drinking his piss, Doug changed his aim and sprayed Jerry's chest and neck before ensuring the last few drops ended up in Cynthia's open mouth. Jerry had happily drunk every drop and was smiling sweetly when Doug stood back from the glass door. "Gee Cynthia Baby, you must've been thirsty, Hehehehe." "Thirsty Daddy? Why do you say that?" "Well the way you just gulped down Daddy's pee, I just thought that you must've been thirsty." "No not really Daddy. You told me not to spill a single drop, so I'm trying to be a good girl for Daddy." "Hehehehe you silly girl, I was talking about the cum in your ass hole." "I know Daddy but Cynthia Cockpig just wanted to be sure besides I've told you I'll do whatever you tell me whatever Daddy wants." "That's a good girl Cynthia Baby, now you'd better have a proper shower. Daddy will see his slutty Cockpig Whore Cynthia Baby later." That night instead of doing his usual thing and slinking off to his bedroom after his shower Jerry powdered his hairless body then slipped into another Internet purchase, a sexy red and black see thru Baby Doll nightie. Jerry checked his make-up in the mirror and went to find his Father. Doug was relaxing on his King size bed Jerry crawled onto the bed and curled up against his Father's hairy barrel chest. Looking up through his reddish blonde fringe he put on the voice he'd been practicing for weeks. "Honey, can Cynthia be your bitch all holidays? Please Daddy I'll do whatever you say I promise I'll do what you want all holidays Daddy." The last word rolled off his teenage tongue naturally and Jerry wasn't worried what his Father would say because he had every intention of dressing as a girl all holidays anyway. "Daddy would like having his very own Cynthia Cockpig 24/7. Do you think you could keep up the required appearance for a whole two weeks Cynthia?" It made Jerry feel much, much closer to his Father now that they seemed to share the same type of fantasies. "Oh yes Daddy, I'm sure I'll be able to do it. Can I please, pretty please?" Whenever Jerry had been cross dressed his Father hadn't even refereed to him as anything other than Cynthia that was until now. "What's this then? My sissy little fagot of a son wants to be his Daddy's little Cockpig Whore does he? Do you think you can live up to that special name Sissy fagot boy?" Hearing his Father talk like this amazed Jerry, the size of the tent growing in his tight black nylon panties left no doubt he was excited too. Jerry swallowed hard and looked up at his Father. Doug's wide smile gave Jerry some encouragement, batting his long eye lashes Jerry replied. "Oh yes please Daddy I want to be your Cockpig Whore for more than a night. I love you Daddy, and I can't imagine anything better than being your real life special girl. Here for your pleasure to use wherever, whenever and however you desire." "Well if it was permanent you'd have to go on hormones because those fake tits are a poor substitute for a real pair." "Oh could I? That would be incredible Daddy. I'd give anything to have my own pair of real tits. I'd do anything for my Daddy, anything he desires." "It's the very least I expect from any personal Cockpig I'm looking to own 24/7 but if the whore can't follow orders or look after me I'll throw her Tranny ass out in the street." Jerry didn't miss the underlying hint in his Father's last statement and gulping in a few rapid breaths he replied before he could stop himself. "I'll make a deal with you Daddy, I'll gladly become your live in Transsexual Cynthia Cockpig and if I could go on hormones as soon as possible all the better. Legally that's once you've lived as a woman for a whole year I can't wait that long to have tits big enough for a boob job. I'll do that if you let me become Cynthia Cockpig for real all I ask in return is that you find someway of getting me the pills earlier Daddy." "So my sissy fag boy Jerry really wants to be a girl does he?" Jerry blushes brightly. "Yes Daddy, I'd love to be a real girl and big tits would make me feel ever so feminine. Hopefully they'll make my Daddy want his Cynthia Cockpig even more. Beside all the clothes I've been buying are sized to fit me with a DD sized bust, it'd be fantastic to fill them out with real boobs instead of these fakies." Jerry cupped his fake tits and jiggled them up and down a few times. "It'd cost me a pretty packet I bet." "I'd make it worth your while Daddy, just imagine what you could make your kinky little Cynthia Cockpig do. She'll do whatever you desire." Doug slides his hand down over Jerry's nylon covered clitty. Grasping his Son's hard clit through the thin material Doug slowly rolls his wrist this brings gasps of pleasure from Jerry's throat. "What about this Cynthia Cockpig?" "Mmmmmmm aghhhh. Well it would be up to my Daddy to decide. Wouldn't it but I'd rather keep it if possible Daddy." "Agh then you can't be Cynthia then." "Oh Daddy if that's what it takes I'll do it for you." Doug's hand tightened around his boys' dick. "Why be so hasty Sissy Boy, watching you has brought out a different side to your Daddy, I've found out I like my girls to have a special clitty. Just because you can't be Cynthia doesn't mean you can't still be Daddy's special girl. You just need a proper name Sissy Fag Boy, just doesn't do it for me. If you'd been born a girl your Mother and I were going to call you Jennifer so I think the perfect name for my new daughter is Jenny Cockpig." "So it's a deal Daddy? I can become your girl 24/7?" "Yes Baby Girl, that's what I said. From this day forward your Daddy's special girl you'll never dress a male again and you'll take over every role that a woman would do. Every order I give is too be carried out without question. If you can please your Daddy your outside life can carry on although you'll have to be dressed up as a girl then as well. I don't want a Sissy Fag Boy for a son so Jerry is no more. Of course Daddy will supply his daughter with a suitable allowance sufficient to purchase all manner of lingerie or clothing. You might as well make full use of what ever you find amongst your Mother's stuff to I know there's some great Latex, Lycra and Leather gear that fits." It didn't really register what his Father said Jerry was way too excited about. "What about my tits Daddy? When can I get my tits Daddy?" "Leave it up to me, my little Cockpig daughter I'll get them fast tracked because I can't wait to tit fuck my sexy little Cockslut."