0 comments/ 127866 views/ 48 favorites High School Friend Has A Secret Ch. 02 By: horneyguy99 It had been a little over a month since my first transsexual encounter and it still felt like it was yesterday. My night with Michelle had been a night of many firsts for me but I regretted nothing about it, only that I had to hide it from my girlfriend. I wasn't the cheating type and it did bother me to a certain extent that I was keeping this from Brittany. I was more worried that she'd be grossed out than anything. But after a month of keeping it from her I felt it was time to spill the beans and fess up. It was spring break and instead of staying in my crappy apartment I decided to spend it at Brittany's house. It was a small but very nice house and she lived there with one roommate, Katie. Katie was one of Brittany's oldest friends; I believe they've known each other since before first grade. She was a very attractive girl; about 5'6, long brown hair, lightly tanned skin and nice C cup tits. Her mom was beautiful in her hay-day, she used to look like Elizabeth Hurley when she was younger, and Katie shared a lot of her mom's best qualities. She was a very sweet girl as well, always soft spoken and very friendly. When I got back to Brittany's house Katie and her were relaxing in front of the T.V. as they normally were. After I greeted them both I set my things down in Brittany's room and decided it was time to tell her, no more waiting. I told her we needed to talk and she gave me a confused and worried look; I felt awful. "Well there's no easy way to say this but I guess I'll start at the beginning, Michelle.... she's a transsexual," I told her trying not to make eye contact. She stared at me for a second, with an awkward look on her face and said, "I know..... but why would she tell you?" "What do you mean you know?!?" I said in instant surprise. "I mean I already knew... my mom has been helping pay for her surgeries, (Brittany's parents were extremely rich) but how do you know that she is a transsexual?" "Well...." It was now or never, I had to finally fess up, "she came over to my place about a month ago and we had sex, I hope you don't hate me forever, I didn't plan for it to happen it just did. She found your strap on in the closest and one thin led to another. I'm so sorry." To my surprise she didn't instantly freak out like I thought she would, she just sat there for a few seconds, speechless. "Well I guess it could be worse," she finally said after a long pause. "What? You're not going to freak out or break up with me?" I said in complete shock. "Well no... its not like you're going to break up with me and marry a transsexual... at least this way I know it's just sexual," she told me. I was completely amazed by her outcome. As my mind processed what she was saying it began making some sort of sense to me. I certainly had no intention of marrying a transsexual, I wanted a family later in life; my affinity for transsexuals was simply lust. "So you're not going to break up with me?" I asked still a little confused. "No I'm not going to break up with you.... but how about next time you call me and I'll come over to join you," I nearly creamed myself right there. This conversation had already been one of the most shocking moments of my life and it just got even crazier. I nearly choked as I said, "so you want to have a threesome with Michelle and me?" "Well I'd rather be a part of it, if you enjoy doing it then I want to be there with you, I just don't want to be excluded," she explained. "And it doesn't necessarily have to be Michelle, it can be any tranny." "Don't tell me you know more than one..." I said completely amazed. "Well yea... Katie is a transsexual too, my mom began helping her get through the surgeries a long time ago and I met Michelle through Katie," she explained. While it made some sort of sense I was still completely in shock. This conversation had gone from me thinking I was going to get dumped to my girlfriend revealing another one of her friends as a transsexual. Brittany and I talked for a bit longer, she told me that she'd tell Katie that I knew she was a tranny, and she eventually got more of the details about my night with Michelle. If it wasn't mistaken I'd say that she was turned on by it... Surprisingly it wasn't awkward being around Katie. I thought she would be weird or nervous about me knowing her secret but she acted completely normal. Eventually I worked up the courage to ask her about it and she told me how she and Michelle had been friends and how she introduced her to my girlfriend. Everything was starting to make more and more sense. Spring break moved by slowly until Brittany's aunt called one night. Turns out her aunt had a business emergency and she asked Brittany to baby-sit her two kids while she was out of town for a day or two. Brittany and her aunt were very close so she told her aunt she would help. I was a little bummed out that Brittany was going to have to leave for a couple nights. I though about having her ask her aunt if I could stay over too but I decided it might be inappropriate. She probably didn't want two horny teenagers in a house alone with her kids, pretty understandable. Around 9 that night she left to head over to her aunt's house, leaving me and Katie alone in the living room. "That sucks Brittany had to leave at the last second to help out her aunt," Katie said; I could tell she was trying to make conversation. "Yea, this isn't the first time this has happened though, her aunt asks for her help a lot," I replied. The two of us sat together watching movies on Hbo and Cinemax for about 30 minutes before I began to feel comfortable around Katie. I still felt a little awkward knowing such a big secret about her but she had been very easygoing when we walked about it before and she did her best to lighten the mood. We continued chatting and both began getting a little more settled in as the night went on. It was about an hour and a half after Brittany left that she dropped the first bomb of the night... "So how was your night with Michelle?" she asked with a smile on her face. I nearly choked when she said it but replied in shock, "who told you about that??" "Michelle and Brittany both told me. You honestly didn't think someone wouldn't tell me did you? I've known Brittany and Michelle forever." "Well I guess I didn't really think about it, they haven't told anyone else have they?" I asked, fear racing through me. "No, no no, don't worry about that, I know neither of them would ever tell anyone about it, and neither would I; you've got nothing to worry about." "Wow... you scared the hell out of me for a second their, I thought Michelle had told everyone she knew." "No she wouldn't do that.... But really.... How was it?" she asked again. "Your really want to hear about it? I thought you said Michelle already told you about it?" "Well yea she told me that she loved it, but I haven't heard if you likeed it or not. I want to here your side of the story," she explained. I finally gave in and gave her every little detail. I told her about how Michelle found Brittany's strap on and how nervous I was when Michelle was about to shove her 8 inches of meat inside me. Katie never broke eye contact with me as I went on and on about our night. As Katie continued to listen I could tell she was getting aroused. I looked down at her thigh and noticed her hand slowly massaging up and down her leg, moving closer and closer to her groin. She was trying to be discrete about it but I knew she was getting turned on by every little detail. "So I guess its safe to say that you loved your tranny experience?" she asked with a large grin on her face. "Yea defiantly, and Michelle said she wanted to meet up again but unfortunately she's a thousand miles away in New York," I told her. "Well she may be in New York but I'm here," she said as she stared into my eyes. It took me a second to realize what she actually said but when I did I knew exactly what she meant. I didn't say anything as we sat on the couch together staring at each other for a few seconds until she leaned over towards me and starting kissing me. I instantly began kissing back and pulled her down on top of me as we continued making out. I brushed her long brown hair to the side as we passionately kissed for what seemed like forever. She finally broke out kiss and sat back up for me to admire her. She was wearing a tight white t-shirt and short sleeping shorts that barley made their way past her package. I leaned up towards her and pulled her shirt over her head, exposing her black bra and beautiful breasts. I instantly un-strapped her bra moved toward her chest and began kissing and massaging her tits. She moaned in delight as I flicked my tongue across her raging hard nipples. Before I could finish she leaned onto her back and slowly slid her cotton shorts off, exposing her satin black thong. I tried to make my way down to her groin but she pushed me onto my back and began to strip me down. She ripped my shirt and jeans off like they were on fire and then my boxers with the same fury. Before I could do anything else she had started for my cock. She took me in her mouth and slowly began working her way up and down my shaft. It took mere seconds before I was rock hard. She was now in the doggy style position as she furiously sucked me off. I glanced around at her beautiful ass that was arched up into the air and I couldn't wait any long to start fucking her little ass. "Stop, stop," I begged as I could fell myself getting close to cumming. "What, is something wrong?" she asked with a worried look on her face. "No, everything is amazing, wait right here," I instructed her. I quickly ran into the bedroom to grab some lube and headed back to the living room. When I got back Katie was lying in virtually the same position, now with her stomach flat against the couch with her beautiful ass staring me right in the face. I moved over to the couch and pulled her legs apart, exposing her black thong. She instinctively moved up onto all fours as I began kissing her gorgeous ass. I slowly planted small kisses all over her ass cheeks. As I moved closer to her asshole I could tell she was becoming more and more horney. I finally pulled her thong aside and began passionately eating out her ass. The second my tongue touched her asshole she let out a load moan and it didn't stop. She groaned loudly as my tongue began to loosen her tight asshole. I flicked my tongue across her hole countless time and began driving my tongue against her sphincter. Slowly she began to relax as I continued to tongue her ass. After a few minutes I could tell she was ready for me. "Have you ever done this before?" I asked before proceeding. "Yea but just a few times, you'll have to be gentle," she replied with her ass still beautifully propped up in the air. "I will be, don't worry," I assured her. I reached for the lube and graciously covered my cock and applied a large glob to her asshole. With my cock now ready I positioned myself behind her and slowly moved her thong aside. Carefully pushing my cock against her ass I could hear her moan as the pressure against her asshole increased. To my surprise my cock pushed past her sphincter but not without a loud yelp from Katie. "You okay?" I asked with only a couple inches of my cock buried in her ass. "Yea just give me a second or two, you've got by far the largest cock I've had inside me." I let my cock rest inside her ass for a minute or to until she finally began pushing herself back against my groin. I nearly came right there as she pushed her ass against my dick. I watched in awe as all 7 inches of my cock slowly disappeared into her asshole. Once all of my meat was inside her she rested again for a second or two until her ass had become accustomed to my cock. After she had relaxed a bit more I began slowly pushing my cock in and out of her tight ass. She moaned in delight as my dick steadily glided in and out of her. I leaned town towards her shoulders and pulled her hair, pulling her face back towards mine. I furiously kissed her as I quickened my pace, now rapidly pumping in and out of her. She began moaning loudly in the middle of our kiss; I was so turned on by the fact that she couldn't even kiss me without losing control of her moaning. I continued picking up the pace and grabbed her ass to hold on. I loved it when girls kept on their panties while I fucked them and Katie's ass looked amazing in her black satin thong. It was still pulled to the side, racing across one of her ass cheeks, exposing her asshole to my cock. I looked down to watch my raging cock as it thrusted in and out of her perfect ass. She was still on all fours, moaning so loud I thought the neighbors would hear us as I continued to pound her rear. After what seemed like forever I slowed my pace and pulled my cock from her asshole. I quickly grabbed her ankles and rolled her over onto her back. I looked down and saw her large package staring me right in the face. I had gotten so caught up in fucking her ass I almost forgot about her little secret; Kaite was so hot though that it was very easy to forget that she wasn't a normal woman. Before I could reach for her cock she grabbed my dick and pulled it back towards her asshole. I could tell she wanted me back inside her and of course, I granted her wish. My cock easily slid past her asshole this time; I had already given her ass a long pounding. She began moaning again just as before but this time I wasn't going to ignore her cock. While I was still thrusting in and out of her ass I reached for her black panties. I could see she was already extremely hard as her cock was shoving itself against her thong, begging to be released. Slowly pulling them aside I finally exposed her rock hard dick. She wasn't as big as Michelle but still a very impressive 6 to 7 inches or so. I was certainly relieved to see she wasn't any bigger than Michelle, I was pretty sure I couldn't take anything bigger than Michelle's monstrous cock. With her cock finally released I began jacking her off in rhythm with my thrusting. As my dick slammed in and out of her tight ass my hand moved furiously up and down her shaft. She began grabbing at her breasts as she groaned in delight. Eventually I took my hand from her cock and pushed her thighs up against her chest. Leaning forward I began kissing her again as I continued to pump in and out of her. As we kissed I could hear my balls slapping against her ass as I buried my cock inside her tight ass. Breaking from our kiss she took control over her cock for me and began jacking herself off as I continued fucking her. I could feel myself getting closer and closer to cumming as Katie continued jacking herself off. She looked so incredibly gorgeous while I was pumping her tight ass. Her perfect tits were bouncing back and forth and she had her head cocked to the side, her mouth gaped open as she filled the room with her moans. Just as I felt myself getting closer to cumming she began jacking herself off even faster. I tried to hold my load for just a few more minutes to make sure she came along with me. I kept trying to look somewhere else in the room to distract myself from her but my eyes always made their way back to her beautiful body. "Oh fuck me faster, I'm so close," shed moaned. Her talking dirty to me certainly wasn't going to help me hold my load but I sped up the pace as best as I could. All 7 inches of my cock were rhythmically slamming in and out of her now loose ass. Only a few seconds after I sped up she began moaning even louder. "Ohhhhhhhhh...... Ohhhhhhhhhh..... Ohhhhhhh....." she finally let out a loud shriek and began cumming all over her chest as she jacked herself off while I continued fucking her ass. Glob after glob of cum covered her stomach, thong and tits; I didn't think her cock would ever stop cumming. Seeing Katie's cock cover her tits with cum was finally enough to send me over the edge. "Ohhh Katie I'm going to cum," I screamed out in pleasure. "Cum inside me," she moaned to my compete surprise, but she certainly didn't have to tell me twice. I felt my cock grow a bit more inside her ass as I came closer and closer to filling her ass with cum. The sensation her ass was giving me cock only intensified as I finally started cumming in Katie's perfect ass. Just as I came I moaned on the top of my lungs and I noticed Katie giving me a sly grin. I felt my cum fill her ass as I sent load after load into her ass. I continued pumping in and out of her as my cum lubed up her ass even more. I looked down to see my cum slowly ooze out of her ass as I finally slowed my pace. After my cock finally stopped I let it rest inside her ass for a second or two before finally withdrawing it. More cum continued to ooze out of her as my cock popped out of her. I tired to continue admiring the pounding that I had just given her asshole but she pulled my face down to hers and planted a long kiss on me. I felt her cum covered tits brush up against my chest as she pulled me on top of her. "That was incredible," she cooed after she finally broke our kiss. "Ditto," was all I could get out of my mouth as I was still panting and trying to catch my breath. I pulled myself off Katie and made my way to the bathroom to clean up. I was never much for "cuddle-time"; not to mention we were now both covered in her cum. She made her way into the bathroom a few seconds after me and gave me a smile and my ass a smack as she walked by. It had been an amazing night but all I could think about was the fact that we still had one more night alone. High School Friend Has A Secret Ch. 03 Waking the following morning I could think of nothing but my amazing night with Katie. Everything had happened so fast that I barley had time to take it all in. I wanted her again so badly. I laid in bed for a long time after I awoke, fantasizing about fucking her all over again. I still wasn't sure how she'd feel about our fuck the morning after but I prayed she wanted it again as badly as I did. I finally dragged myself out of bed and grabbed some shorts. Walking out my bedroom I headed directly for Katie's room. To my dismay, however, her door was closed. I didn't want to bother her but I could think of nothing but being with her again, "Hello?" I said as I knocked on her door. "Hey," I heard in her normal perky voice, "I'm just getting dressed, I'll be out in a minute, don't go anywhere." "Ummm O.K.," I mumbled through her door. What did she mean by 'don't go anywhere?' That had to be a good sign. She certainly didn't sound like she felt awkward or embarrassed. I could here her rummaging around in her room and decided to give her some time to get ready. I headed for the kitchen to start breakfast; I could never make it more than a few minutes after waking up without something in my stomach. Not more than 10 seconds after I made it in the kitchen I heard Katie's door open. My stomach twisted with nervousness, I tried not to notice that she was heading for the kitchen as I buried my face in the fridge, pretending to look for food. "Last night was incredible," I heard from a sexy voice behind me. At the same time my stomach untwisted and my cock began to grow. I was so happy that there wouldn't be any awkward situation that I'd have to deal with. I was glad that we could just forget about Brittney and enjoy ourselves, no strings attached. Katie and I were luckily on the exact same page. "Well I'm glad we're agreeing about something," I said as I turned from the fridge towards her. I instantly noticed that she was not really getting dressed like she said she was. She was standing there in the doorway of the kitchen wearing nothing but a sexy little black outfit; though I'm sure it's not a complete 'outfit.' Katie was wearing a tight black garter with dark stalkings that accentuated the bulge pushing against her tiny black thong. As my gaze flowed past her thin waist my eyes stopped at her beautiful breasts, barley hidden in a small black bra. Her long dark hair was pulled back behind her head in a pony tail and she was staring right at me. I couldn't say anything, I was at a loss for words. "Well don't just stand there staring at me like an idiot, get over here," she said with a large grin creeping across her face. Shutting the fridge behind me I started for her. Rushing towards her my cock was already completely erect, and I began kissing her almost violently. I buried my tongue deep into her mouth, releasing all the tension I had felt about the morning after. As we passionately kissed I began groping her perfect ass with both hands. Each cheek in one hand I massaged her round ass and began making my way towards her asshole, I was so incredibly horny, I couldn't last any longer without her. When my fingers finally did find their way down to her tight little asshole she broke our kiss and stopped me. "What?" I asked in confusion, "Is something wrong?" "No no no," she replied, "I'm still sore from last night, you weren't exactly gentle." "Oh," I said with a certain amount of relief and worry at the same time. I was satisfied that my cock was big enough to leave her sore the day after but pissed that I couldn't fuck her perfect ass again. My worry was instantly erased seconds later when she replied, "This morning it's your turn, I'm doing all the work." Before I had a chance to say anything she spun me around and pushed me up against the breakfast table. She instantly pushed her body up against my back, at the same time she reached around my waist and starting groping at my package. My cock had been rock hard the second she walked in the kitchen and she quickly went to work on my raging member. Through my khaki shorts she slowly pumped up and down my shaft. At the same time she began grinding her groin up against my ass. I could feel her hardening cock push against my ass. Even though we'd just started I wasn't sure I could last much longer. I could feel her package grinding against my eager ass, I wanted her badly and she noticed my moans. Every time she slowly pushed her groin against me I let out a soft moan. She observed my pleasure and began grinding against me with more and more haste. I began moaning louder and louder and as I nearly reached my limit Katie began to slow her thrusting down. "We can't have you cumming before I even get your cock out of your shorts now can we?" she whispered into my ear. Undoing the button on my shorts and unzipping my fly Katie was finally about to releasing my raging dick. Once unzipped, she slowly pulled my boxers and shorts down, exposing my bare ass to her groin. She gave my ass a quick thrust and I felt the cotton of her thong push up against my asshole. The sensation of panties brushing over my sphincter caused a chill to crawl up my spine. I then felt Katie's lips slowly push against my mid back. She began tracing her way up and down my spine, planting small kisses along the way. After about a minute her kisses began heading towards the crack of my ass. Still bent over the table, her mouth had easy access to my waiting asshole. Her lips ran up and down the crack of my ass, between my asshole and lower back. She teased me for what seemed like eternity. She finally got down and her knees and fully spread my cheeks. Just as I was about to explode with anticipation she dove towards my asshole. She wasn't teasing anymore as her tongue furiously flicked across my tight ass. Her hands grabbed at my ass cheeks as she continued to spread them apart for easy access. I spread my feet farther apart to help her access my asshole even easier, I was so eager for her to service me. Her tongue felt like hot fire as it grazed across my tight hole. I moaned in delight as she began to thrust her tongue against my hole. With every thrust of her tongue my hole loosened more and more, slowly becoming used to its new intruder. As my hole relaxed Katie began fucking my hole with her tongue. She continued to thrust her tongue in and out of my ass as my moans grew louder and louder. "If you don't calm down a little you aren't going to hold your load 5 minutes into this thing," she said as she continued to service my ass. I didn't care about holding my load anymore, I was past caring, I was in complete ecstasy. After what seemed like eternity her mouth broke from my asshole and stood up behind me and turned me to face her. Before I had a chance to do anything she pushed me down onto my knees, my face staring straight at her bulging black thong. I knew instantly what she wanted and began to kiss around her package, teasing her as she had teased me. She quivered in delight as my lips slowly traced around her package. Her panties were slightly see-through and I could see her cock desperately trying to break from her restrictive thong. With one hand I began caressing her bulging thong and with the other I reached around and began grabbing at her ass. Still teasing my lips around her package I could hear her moans grow louder and louder. After a bit more teasing I finally replaced my hand with my mouth and began kissing her package. Her cock was so hard I could nearly suck up and down her shaft through her cotton thong. Not wanting her cock to suffer any longer I finally released it from her panties. I slowly pulled her thong aside and exposed her long shaft. Her cock seemed even harder now than it had the night before as it easily stretched 7 inches. Katie was still a bit thinner than Michelle's massive tool but not by much. Deciding not to tease her anymore I drove her cock into my waiting mouth. With one hand on the base of her shaft I slowly began sucking back and fourth on her long cock. I couldn't even take half her cock into my mouth but she seemed to be enjoying herself none the less. I barley had an opportunity to suck her cock on my own before Katie began slowly thrusting back and forth into my mouth. I felt her hands reach down and lightly grab either side of my head as she began fucking my mouth faster and faster. I had little control over the situation while she pumped her cock into my mouth, moaning louder with every thrust. Still on both knees in front of Katie I could feel her cock slamming against the back of my throat over and over again. Oddly enough my gag reflex was relaxed and I allowed her to pump in and out my mouth as she pleased. "Warm your tight little ass up for me," she instructed between moans. I was pretty sure what she wanted me to do but I was nonetheless a bit hesitant. I had never gone anywhere near my own ass, I'd always allowed my partner control over that area. Not wanting to dampen her mood however I reached one of my hands up to her mouth. She opened for my approaching hand and coated my fingers in her own saliva. Now that I had some form of lube I reached down between my thighs and searched for my hole. I wasted no time, thrusting my middle finger past my sphincter with one fluid motion. Katie had slowed her thrusting, presumably to watch me as I followed her instructions, pleasuring my ass for her. I let out a soft, muffled moan as my finger slid deep into my ass. Her cock still buried deep in my mouth made any noised coming from my mouth nearly inaudible. "Oh yea that's it, work your little ass for me," she moaned, only encouraging me to give my ass more attention. I began thrusting my middle finger in and out of my eager asshole. She continued pumping her cock in and out of my mouth but she leaned to the side a bit, obviously trying to catch a glimpse of the attention I was giving my ass for her. Shortly after my middle finger found the inside of my ass, my ring finger followed. I let out another loud moan as my two fingers now stretched my asshole so a size closer to that of Katie's cock. I looked up at her and she gave me a broad smile of approval as I began working both fingers in and out of myself. It was an odd feeling, very different from begin fingered by your partner. There wasn't the feeling that something foreign was being stuffed in your ass, it was a more welcoming feeling, like my ass knew exactly what it was being filled with. As my ass became more and more accustomed to my fingers I began slowly fucking my own ass. Katie could see my arm moving faster and faster against my ass and I could tell she was loving it. "That looks so hot, are you almost ready for me baby? Have you given your ass a long enough working?" She questioned me. I nodded yes to her and she finally withdrew her saliva coated cock from my mouth. I followed suite, withdrawing my fingers from my ass with a pop. She pulled me up towards her face and planted a short but furious kiss on me. "Wait right here," she instructed. She ran back towards her room and was back in the kitchen in less than 10 seconds. I couldn't help but stare as she ran towards me, her massive tool bouncing up and down in unison with her large tits. She didn't say anything; once she got near me she turned me around and pushed me down towards the table. I was now hunched over the side of the table, Katie standing directly behind me, her massive tool point strait at my quivering asshole. My ass seemed to know that it was about to be abused by Katie's massive tool. I looked back towards her to notice the bottle of lube that she grabbed from her bedroom. She began coating her long cock in lube, using her hand to rub it in. My dick began to grow again as I watched her stroke her member as she covered every inch of her tool in lube. When Katie was done with her cock she squirted a generous amount of lube onto two of her fingers and used them to apply the glob to my waiting asshole. Now that I was finally ready for her to enter me I felt my stomach twist again; I'd wanted her inside me for what seemed like hours and she was finally about the grant my wish. My ass jumped as I felt Katie's tool push up against my sphincter for the first time. I looked back over my shoulder to watch her as she guided her cock into my waiting ass. One hand on my ass, the other on the base of her cock, she stared down at my hole as she guided herself into me. My sphincter did its best to resist her cock, denying her entrance to my quivering asshole. She pushed harder against my hole, fighting the constraint of my sphincter; she knew it would eventually give way. After a bit more pressure her cock finally popped inside of me. Within half a second 3 inches of her cock was buried into my ass. I always loved the first few seconds of penetration; it certainly hurt like hell but at the same time it felt so good to feel your ass being filled by a fat cock. I let out a long moan the second Katie popped into me, I could do nothing put grip the table as hard as I could, waiting for the initial pain to pass. Katie let her pole rest inside my ass for a minute or two until I was finally accustomed to her. When the pain finally began to subside I reached back and grabbed her ass. Pulling her towards me, her cock slowly buried itself deeper and deeper into my ass. I continued to pull her towards me until I finally felt her groin against my ass. Katie then began slowly pumping in and out of me. She slowly pulled her cock almost all the way; I felt my sphincter strangling the head of her cock. Just as her cock was about to pop out of my ass Katie thrusted it back into me. My knuckles were completely white as I gripped the edge of the table with all my might. Katie was now quickening her pace as she continued to fuck me from behind. With both her hands on my hips, Katie slammed her cock deep into my ass over and over again. Turning my head back around, I watched Katie as she pummeled my ass. Her tits were bouncing all over the place as she slammed herself into me. Her eyes were staring down at her cock, she was completely concentrated on servicing my asshole. She looked amazing in her garter and stockings, so incredibly feminine. She reminded me of secretary that was fucking her naughty boss. She finally caught me staring at her and gave me a smile and a wink. Katie was even better at holding her load than me; she never slowed her pace as she slammed her cock in and out of me. My moans grew louder and louder with every thrust, at this point I didn't care if any of the neighbors heard. I was in complete ecstasy as Katie continued to pummel my ass. The slapping of her groin up against my ass was nearly as loud as my moans. Katie was now fucking me as hard as she could. Her groin slammed up against my ass over and over again and she fucked me with all the energy she could find. I glanced back and saw my ass cheeks try to absorb the force of her thrusts. Without even touching my cock I felt myself becoming closer and closer to cumming. Never before had my cock become this excited without any attention. Just as I felt myself seconds from cumming Katie slowed her pace and withdrew from my ass. Before I could ask her why she had stopped Katie had grabbed my hand and guided me out of the kitchen. As I followed her through the hallway my eyes found her gorgeous ass, bouncing back and forth with every step she took. She still had her black thong on and it only accentuated her ass even more. When we finally reached the bedroom Katie pulled me towards her and began kissing me. She buried her tongue deep in my throat as she groped my ass. Not 10 seconds after she started our kiss she was pushing me down onto the bed. I laid down onto my back and Katie lowered herself down between my legs. I noticed the bottle of lube in her hand as she began coating her cock in lube all over again. Once her massive cock was properly lubed she grabbed both my ankles and pushed them up into the air, exposing my ass to her massive tool. As she began pushing forward I reached down and guided her cock towards my hole. Katie's cock was rock hard and felt as wide as cucumber. I had no idea how my ass was able to handle her girth but I guided her back into me once again. Katie's cock thrusted past my sphincter for the second time that night and I let out another long moan as she entered me, this one even louder than the first. She wasted no time the second time around as Katie instantly began pummeling my sore hole. Katie began to lean down towards me, pushing my legs up against me chest, exposing my ass even more to her massive cock. With both hands on her ass I helped her slam her cock into my ass with fury. Katie was now staring into my eyes as she filled my ass to the brim. I stared right back at her while moaning on top of my lungs. I was now almost past simple moaning, nearly elevated to screaming while Katie's relentless cock fucked me. I quickly felt myself nearing orgasm once again. Taking one hand off her ass, I began jerking myself off as Katie fucked my hole. Mere seconds after I started jacking my cock I felt my orgasm building. My moaning became even loader and Katie continued to quicken her pace. "Ohhhhh cum for me baby," Katie moaned through clenched teeth. I didn't need anymore instruction than this and instantly began shooting my load all over my chest. I could feel my prostate swell as I shot glob after glob of cum onto my stomach. My swollen prostate only heightened the sensitivity of my ass as Katie continued to bury her cock in and out of me. I was screaming louder than I ever had before, far past mere moaning, this was full blow yelling. It had been by far the most intense orgasm I'd ever felt and I got the feeling that Katie knew it too. As I finally stopped cumming Katie slowed her thrusts and leaned down to kiss me again. "So I guess that was pretty intense for you?" she asked with a smile on her face. "That was absolutely amazing," I replied. "Your little ass is just so tight I knew you would love it," she said. With Katie's cock still buried in my ass we finished our kiss and she finally withdrew from me. I rolled out of bed and headed for the bathroom, cleaning myself off when I reached the first towel I saw. Once I'd finally cleaned the massive load off my chest I headed back for the bedroom. Katie was now sitting against the headboard her back upright and her legs straight forward, and her pulsing tool still sticking straight up in the air. I knew she wanted more and I was ready to give it to her. Grabbing the lube in one hand I mounted her, moving both my legs to either side of her. I reached back around and squirted some lube on her cock. Once she was properly lubed I began lowering myself down onto her tool. This time her cock pushed pass my sphincter with barley any resistance. The head of her cock pushed deep inside my ass once again as I began riding her cock. Katie placed both her hands on my asscheeks and began moaning softly as I serviced her cock with my ass. For the first time that night I was servicing her. I did all the work as I began quickening my pace. I bounced up and down on her cock with fury now and I could hear her moans quicken. The bed began to creek as I slammed myself up and down on Katie's member. "Oh ya that's the spot, don't stop, don't stop," she moaned as she stared into my eyes. Following her orders I rode her cock the best I could, trying to keep my speed up. Her moans began getting louder and louder and I knew she was nearing her climax. "Oh yea John that's so good baby, can I cum in your ass?" she asked through moans. She caught me off guard for a second but deep down inside I knew I'd always wanted to know what it felt like to have a hot load shot in my ass. "Ya baby you can cum in my ass," I replied as I continued to work my hole up and down her cock. Only a few seconds later her moaning quickened and I could feel her cock swelling inside my ass. High School Friend Has A Secret Ch. 03 "Ohhhhhhh baby I'm gonna cum in your ass!" she screamed. Seconds later she screamed out and I felt her hot cum shoot up into my ass. Load after load of her hot cum shot into my sore ass. I continued grinding myself up and down on her cock as she squealed out in delight. It did feel a bit odd having Katie shoot her cum up my ass but I loved every second of it. I finally began to slow my pace as I felt Katie's cock soften in my ass. Lifting my ass up off her cock she popped from my ass and cum began falling out of my ass and onto her groin. I looked up at her and smiled as she kissed me again. "That was un-fucking believable!" she told me, both of us still breathing hard. After Katie finally came in me we both cleaned up and relaxed around the T.V., neither of us could take our eyes off each other. We knew Brittney would be home the next day but we'd fucked the hell out of each other before our time had run out. Hours later when the ecstasy from our fucking finally wore off I knew I had to tell Brittney. For the second time I had cheated on her with a transsexual and I could only hope that she would be as understanding the second time around. High School Friend Has A Secret Ch. 04 My story last left off with me cheating on Brittney for a second time. While she was gone I had fucked and been fucked by one of her best friends, named Katie. Brittney had been o.k. with me sleeping with Michelle but I wasn't sure how'd she'd feel a second time around. Right when she got home I decided I wasn't going to keep it from her, I'd tell her everything. To my surprise Brittney already knew all about it. Once Kaite found out about me and Michelle she asked Brittney if she could have sex with me too. Katie was in the same position as Michelle; it being nearly impossible for her to have safe sex with someone she trusted. Brittney told me she was a little apprehensive at first but eventually gave in. "I knew both of you were going to have sex when I left," Brittney said. "Well if you and her both knew, why the hell didn't she tell me? She didn't say anything about you knowing." I said. She laughed, "Yea, Katie said she wanted to mess with you a bit. She thought you might enjoy it more if you thought you were doing something wrong. I didn't mind her not telling you that I knew, I think it's hilarious you had to suffer over telling me about it for a few days." "So you're not mad about me and Katie having sex? Not at all?" I asked confused. "We've gone over this before you dork. I know that you aren't going to dump me for a transsexual, I know that its purely sexual, so I'd rather you fulfill your fantasies as opposed to keeping it bottled up all your life." She said as she stared into my eyes. "But if I ever catch you having sex with a girl, I'll kill you!" She smirked. "Believe me, you're all the woman I can handle, I have no desire to have sex with any other women," I replied. "So am I allowed to have sex with Katie again?" "Yea sure, just invite me next time," she said as a smile crept across her face. So I was in the clear. After worrying for days about telling Brittney it turned out that she knew about me and Katie all along. And not only was I allowed to have sex with Katie again, Brittney wanted to join. Just thinking about a threesome with me Katie and Brittney sent my over the wall. The thought of watching Katie pound Brittney's little pussy while she sucked on my cock made me crave our threesome more and more. By the time Brittney got back from babysitting there were only a few more days of spring break left. I wanted so badly to have our threesome but had no idea how to bring the topic up. Time was running out and I had to do something about it before I went back to school. I knew I'd go insane thinking about it all semester if it never happened. I didn't want to just casually bring it up in conversation but I was hoping a few drinks might lighten the mood and lead us into the bedroom. My wish finally came during the last night of spring break. One of my best friends called me on Saturday afternoon and told me he was having a end of spring break party for everyone that was still in town. I immediately told him I'd be there and quickly informed the girls. "Ryan's having an end of spring break party tonight, do you two want to go?" I asked Brittney and Katie. "Yea sure, we don't have anything else planned for tonight," Brittney said. "That sounds fine to me, do you know what time it starts?" Katie asked. "I dunno, we'll probably show up around 10, 10:30 if that's fine with you two." I replied. 10:30 it was then. The night was set and it was all I could think about. I played the night through my head over and over. I spent the entire rest of the day fantasizing about how our night could turn out. All the positions we could try, who would fuck who. There were endless possibilities with the three of us. But I knew that none of it would happen if I didn't initial something. Just a little spark would be enough to get the three of us going. 10 finally came and I could barely contain myself. My cock had been pretty much rock hard all night just thinking about what could happen. "It's about 1015, you two want to start heading over there?" I asked from the living room. "Yea, I'll be out there in a sec," I heard Katie say from her room. Brittney walked in just a few seconds after I called her and she looked amazing. She was wearing a short jean-skirt and a black top that really showed off her tits. Her tits weren't huge, about a B cup, but when she wore a push-up bra with this top they somehow looked huge. Katie walked in just after Brittney and she looked equally amazing. She was wearing a simple outfit, just jeans and a shirt, but she looked hot as hell. Her top was extremely tight around her large tits and just barely came down to her waist, exposing her stomach just a little. My stomach felt like it had dropped out my ass when I looked at the two of them standing there. I tried to compose myself, "Ready?" I asked. The party was your usual house party. Good keg beer, drinking games, and lots of old friends. For the first time all day I relaxed and had a good time. I needed something to take my mind off the night ahead, it was starting to kill me just thinking about it. The night was going well. I after about an hour and a half of drinking I was starting to feel it. All the drinking games were beginning to take their toll on me; Katie and Brittney were right there with me too. A nasty game of circle of death put the three of us exactly where I wanted us to be. I could tell Brittney was starting to get buzzed because she started getting very affectionate. Whenever she gets buzzed she starts kissing my neck and grabbing my leg and tonight was no different. Katie's tell-tale sign was her uncontrollable laughter. Whenever she started feeling it she couldn't stop laughing to save her life. With the two of them beginning to relax and enjoy themselves I knew I had to make my move if I wanted this threesome to happen. "I've got to take a piss, save my spot," I yelled to everyone at the table. I walked over to the bathroom but the line was fairly long. Knowing there was a 2nd bathroom upstairs that no one ever used I headed upstairs. In the bathroom I began collecting my thought, trying to think about how to initiate a threesome. Did I just flat out ask the two of them? Did I start having sex with Brittney and then ask her if she wanted Katie to join us? I'd certainly never done anything like this and had no idea how to go about it. As I started washing my hands, still mulling things over in my head I heard a knock at the door. "Open up," said a girly voice from the other said of the door. "One second," I replied, figuring it was some drunk bitch that didn't want to wait downstairs. But when I opened the door I saw Katie standing there. "Oh, hey, didn't know it was you; go right ahead, I'm done," I said. Without saying a word he put her hand on my chest and pushed me back into the bathroom. She shut the door behind her and instantly planted her lips on mine. The release I needed had finally come. I had been longing for it all night and it came when I least suspected it. We started passionately making out as our hands explored each other's bodies. I pushed her up against the wall as we gasped for breaths between kisses. I immediately made my way to her ass and began groping each cheek in either hand. She let out a soft moan as my hands squeezed her ass as hard as they could. She followed suit as I felt her hands start to work their way down to my ass. The groping and grinding intensified with each passing moment. "Call Brittney," Katie murmured between breaths. "You want me to invite her up?" I asked? "Yea, I know she would want to be here for this," Katie replied. Katie began passionately kissing my neck as I pulled out my cellphone and texted Brittney; Upstairs bathroom, NOW. Within 30 seconds I heard the knock on the door. Katie and I broke from our embrace and Katie opened the door and peeked though the slit in the door. I watched as Katie reached outside the doorway and pulled Brittney into the bathroom with the two of us. Just as she saw the two of us standing together in the bathroom a big smile crept across her face. Once Katie noticed her excitement she grabbed Brittney by the back of the neck and pulled her mouth towards hers. The two of them met with so much passion that I thought I might bust my nut right there. I watched in awe as these two beautiful girls made out in front of me. I watched for what seemed like an eternity. With each passing moment the room became hotter and hotter. Their hands began exploring all over each other's bodies just as me and Katie's had minutes before. I watched as Brittney's hands crept underneath Katie's shirt and up to her large breasts. Katie's head tilted back with a moan as Brittney began squeezing Katie's tits underneath her shirt. Brittney had surprisingly taken the dominant role and was all over Katie. After Brittney had shown Katie's tits the proper attention her hands fell down to her waist. Brittney teased her as she let her fingers slowly slide beneath the top of Katie's jeans. Luckily there wasn't too much teasing as Brittney began to unbutton Katie's jeans. The denim gripped her perfect thighs tightly as Brittney slowly pulled Katie's jeans down to her knees; exposing her red cotton thong. I could instantly make out the outline of Katie's bulging member beneath the tiny piece of fabric. But before I had a chance to enjoy the view any longer Brittney turned to me and pulled me face to hers, kissing me with so hard I thought my jaw would break. But the kiss was short-lived; Brittney pushed down on the top of my head and motioned me down to Katie's eager groin. Without saying a word I dropped to my knees and positioned my face right in front of Katie's massive bulge. As Katie and Brittney continued to kiss and grope each other I began slowly kissing around Katie's groin. I started with each thigh, starting at the outside and making my way closer and closer to her cock. Kissing up and down her inner thighs I could hear her beginning to moan louder as Brittney struggled to keep her quiet. My teasing continued as Brittney reached down with one hand and started caressing Katie's bulge. Between my teasing and Brittney's groping I wasn't sure how much longer Katie would last. I watched out of the corners of my eyes as Brittney delicately stroked Katie's bulging member, by now her cock was almost rock hard beneath her panties and it was begging to be let free. Brittney finally obliged as she pulled Katie's red thong aside, allowing her cock to pop free. Just as Katie's cock was finally set free Brittney put one hand on the back of my head and used the other to aim Katie's 7 inch cock right towards my mouth. I couldn't believe that Brittney was being so open and aggressive with this threesome. She was the one guiding Katie's cock into my mouth. Not wanting to disappoint Brittney, I opened my mouth and allowed Katie's member to slid deep into my mouth. I immediately went to work on Katie as I began sucking back and forth on her throbbing dick. As I continued sucking I looked up to see that Brittney had pulled Katie's shirt up above her breasts, exposing them for her to suck. As I worked Katie's cock Brittney was grabbing and sucking on Katie's big tits. "Oh my God," Katie started moaning. She was getting louder and louder and I hoped that she hadn't forgot that we were in the bathroom at a party. I certainly didn't want to draw any attention to us. Luckily Brittney noticed this and tried to cover Katie's mouth with her own. Brittney and Katie began kissing again as Brittney tried as hard as she could to keep Katie quiet while I sucked her off. Her nice long cock was easy to work on. I kept varying my pace, sucking slowly, then fast, then slowly again. I was using one hand to cup her round balls and another to hold the base of her cock. With her cock held in position I let her cock slowly pop out of my mouth before I dove back onto it. I still wasn't about to take her whole length inside my mouth, in fact I could barely even take half of it. Katie didn't seem to mind however has her breathing grew faster and faster. Knowing how much I loved it when Brittney sucked on my balls I knew I couldn't ignore Katie's. I took her cock from my mouth and dove toward her quivering sack. With one hand I furiously jacked off Katie's dick as I sucked on her perfect nuts. I tried my best to be carful as I stuffed almost her entire sack into my mouth. With both her balls in my mouth I used my tongue to please her nuts. After her balls had been given adequate attention I stuffed her cock back into my mouth. "Ooooooooooohhhhhh, I'm going to cum," Katie whimpered through clenched teeth. Having heard this Brittney began fondleing Katie's tits again as I quickened my pace on Katie's. Her big cock began to swell even larger as I could feel her getting closer and closer to cumming. As she neared her climax I grabbed the base of her dick with my hand and started to jack her off while I continued sucking back and forth on the front of her cock. Katie's moans continued to get louder until she finally released in my mouth. I tired my best not to gag as stream after stream of hot cum shot down my throat. At this point Brittney simply resulted to covering Katie's mouth with one hand to try to block out some of the noise; she was practically uncontrollable. I continued to suck up and down Katie's shaft as the last of her hot cum flooded my mouth. I tried to swallow as much as I could but cum shot out between her cock and my mouth and Katie's cock was still covered with cum as I sucked up and down her shaft. I continued to slowly jack off the base of her dick in order to get the last little bit of cum out. When she finally finished I backed up a bit to admire her beautiful cock. It was still semi-hard, about 6 inches long, and covered from the middle of her shaft to the head with cum. Unable to resist I dove back towards her dick to take it in my mouth one last time. "Lets get back to my place, NOW!" Brittney said with a smirk on her face. All of us knew their was no reason to try keeping this quiet any longer, it was time to let loose. Still trying to catch her breath Katie pulled her shirt down over her breasts and stuffed her still cum coated cock into her little red thong. Just as she pulled her jeans up Brittney opened the door and pulled the two of us out before we could say a word. We didn't bother saying goodbye to anyone. Katie was flushed red and could barely walk straight so we headed straight out to the car. I ran around to the driver's seat and the two of them both hopped up front together. Brittney sat in Katie's lap and the two began kissing again before I had even turned the car on. I had no idea how I was going to keep my eyes on the road but I knew I wanted to get home as fast as possible. Trying to stay concentrated I turned the engine over and headed down the street. Before we made it to the first light Katie and Alex had pushed the seat all the way back to give themselves more room. With Katie sitting in the seat Brittney got down on her knees in the footwell, kneeling between Katie's legs. Before Katie had a chance to catch her breath Brittney unbuttoned her jeans again and pulled them completely off. Both of them breathing heavily, Brittney's hands dove towards Katie's panties and pulled her soft cock out of her thong. With Katie's cock still covered in cum from earlier Brittney gave her no time to rest. She started licking up and down Katie's cock, getting every last drop of cum off Katie's dick. I couldn't believe that Katie would have any energy after the bathroom but after only a few seconds her cock began to grow again. Each time Brittney bobbed up and down on Katie's cock it grew bigger and bigger. I Desperately tried to keep my eyes on the road but could always see Katie's growing cock out of the corner of my eye. As Katie's cock finally reached its full length Brittney made her move. Failing to keep my eyes on the road I watched as Brittney pulled up her skirt and straddled Katie who was still sitting in the passenger seat. Brittney had to lean forward towards Katie's face to keep from hitting the roof but as she did the two of them began kissing passionately. The two of them were now full on making out with Katie's cock grinding against Brittney's exposed panties. Brittney began thrusting back and forth along Katie's shaft as her moans grew louder and louder. Finally Katie had enough teasing and reached down for her moist cock. With one hand she reached down and pulled Brittney's thong aside, exposing her aching pussy. With the other hand she guided her member directly into Brittney's ass for the first time. Brittney let out a long and loud moan and Katie thrust her cock deep inside her. At this point I thought for sure that we were going to crash. Katie grabbed onto Brittney's ass with both hands now and began fucking Brittney hard. Brittney leaned down towards Katie and the two of them began kissing again, the both of them moaning louder and louder. "Holy shit your little ass is tight," Katie moaned to Brittney. Just as I thought I was either going to nut or we were going to die we finally reached the house. I pulled up into the driveway, the two of them still feverously fucking each other. As I stopped and turned off the car neither of them even noticed, they were so caught up in the moment that they hadn't noticed we were home. I reached over and put my arm on Brittney's back as she looked over to me. "We're home," I said with a huge grin. The two of them finally slowed, Katie's cock still buried in Brittney's ass. With both of them trying to catch their breath I opened my door and headed for the side door. Just a few seconds afterwards Brittney fan up to the door with Katie right behind her. Katie hadn't even bothered to put her pants back on as her hard cock bobbed up and down as she ran into the house. Thank goodness our driveway and side door were hidden by a large hedge or it could have been an interesting night if one of the neighbors saw us. Before we even made it to the bedroom Brittney started simultaneously kissing me and undoing my pants. As she took my pants off she dropped to her knees and started sucking my already hard cock. Katie walked up to the two of us and started kissing me as her cock pointed straight at Brittney's face. Brittney then stopped sucking my cock and took Katie's cock and mine in each hand. Katie and I laughed as Brittney looked up at us with a grin, holding both hard cocks in her hands. She took turns sucking on each dick. She'd spend a minute or two on mine and then switch over to Katie. I think I liked watching her suck off Katie even more than I liked having my own cock sucked. After a few minutes of being sucked off I couldn't take it any longer. I grabbed Brittney by the waist and bent her over on the couch. Just as Katie had before, I didn't even bother undressing her. Simply sliding her little thong aside I slide my cock into her very wet pussy. She was still very moist from the pounding that Katie had just given her so I quickly gained speed and was fucking her furiously within seconds. Just as I started slamming in and our of her Katie sat down on the couch in front of Brittney's face and guided her cock into her mouth. The sight of it all was almost too much for me to bare as I struggled to hold my load. "Wow your girlfriend sucks a mean dick," Katie said as we made eye contact. "You're telling me," I said as I watched Brittney's head bob up and down on Katie's cock. "How does her pussy feel?" Katie asked. "Tight as hell, you want to try it?" I replied with a smirk. "I bet it does, now let me get a piece of it," Katie said. I then pulled my cock from Brittney's pussy and allowed Katie to take over. Just as before Katie pulled Brittney towards her and made her straddle her cock. Katie quickly inserted her dick into Brittney and started pounding her all over again. But this time I had perfect access to Brittney's exposed ass. As Brittney rode Katie's cock I started slowly playing with her ass. I quickly ran to the bedroom to grab some lube and rushed back. Squirting a little bit out on my finger I began massaging Brittney's sphincter. After a bit of massaging I worked my index finger into her hole. She let out a soft moan as she reached back and spread her cheeks farther apart, giving me the go --ahead. I'd stuck fingers in her ass before while we fucked but never anything more than a finger. This would be her first double-penetration experience. After working a couple fingers into her hole for few minutes I generously lubed up my cock started pressing it up against her hole. High School Friend Has A Secret Ch. 04 Katie slowed her thrusting as I tried to push past her resistant hole. After a bit more effort my cock finally broke free and plummeted 2-3 inches into her ass. She had just broken her dp cherry, and it certainly wasn't quiet. The loudest moan that had ever come from Brittney's mouth bellowed throughout the house. "Holy shit!" she yelped. "I'm sorry, are you O.K.?" I asked a bit concerned. Breathing heavily she replied, "Yea, yea, just give me a sec, I feel like I'm about to tear in half." My eyes caught Katie's and we couldn't help but smile at each other; both our cocks were buried deep into Brittney and she was about to get the fucking of a lifetime. But before that could begin we had to wait for a minute or two until Brittney was able to relax. "Alright, very slowly," she instructed. I didn't need to be told twice as I instantly began slowly pumping in and out of her hole but her asshole was so incredibly tight that my cock could barely even move. I did my best to keep in motion with Katie as we both began working our respective holes. "So, how is it?" Katie implored. "Fucking incredible," Brittney replied between moans. Brittney's moaning continued to increase in volume as Katie and I kept fucking her brains out. I had finally built up some speed and Katie was now on the same page with me. We were now rhythmically fucking in and out of her with increasing speed. By now Brittney was definitely worn in as my cock finally began stuffing her asshole with ease. As my pace quickened I could feel myself getting closer and closer to cumming. I tried my best to hold my load but all of it was just too much. I was finally sent over the edge when Brittney and Katie began making out. Brittney was moaning so much now that Katie was doing all the work. I couldn't hold it any longer, "Fuck, fuck fuck, I'm going to cum," I screamed as I began shooting up Brittney's tight little ass. "Fuck yea, fill her little hole," Katie instructed as I emptied load after load into Brittney. I kept fucking her little ass as long as I my cock would allow. Even after I came I tried to keep going but I felt my worn out cock begin to soften. I finally slowed my thrusting and pulled my meat from Brittney's sore hole. "Wow, that was fucking intense," Brittney said as she turned her head back towards me. " Ya, I'd imagine having over 14 inches of dick in you as one time is pretty intense," I replied with a laugh. "Well, my cock is spent, it looks like the fucking is gonna be left to you Katie." "You little wimp," she said with a grin, "fine, I can take over." "Alright, I'm going to leave you two to it, I need to get cleaned up before you stuff drips out one hole and into the other," Brittney said. "Oh, well I guess you've got a good point," I said a little discouraged but understanding. Brittney then quickly got up and headed back to the other side of the house, leaving Katie and me alone. "Well I think you know what time it is," she said with a large grin on her face. "Yea, I most certainly do," I said. Just after I finished my sentence Katie was up on her feet next to me. She still had her top on so I quickly managed to get it off, exposing her beautiful tits hidden beneath a black bra. I quickly ditched the bra, finally getting a good look at her perfect breasts. But before I could enjoy them for more than a few seconds Katie had taken hold of me. Grabbing my by the waist she pushed me onto the couch. I was now in doggy style bent over the top of the couch, my eager ass exposed for her to abuse. She didn't waste any time as she dove towards my hole with her mouth. The second her tongue hit my sphincter it felt like fire. She didn't bother teasing me as she feverously dove her tongue in and out of my ass. As she continued to eat me out she grabbed for the lube and began soaking her massive tool. She didn't bother warming me up with finger, which kinda worried me at first. My shivering asshole tried to resist as she pressed her head up against my hole but it was to no avail. Her cock quickly penetrated me as I let out a load and long moan. "He O.K. in there?" I heard Brittney yell from the other side of the house. I couldn't believe that I was moaning loud enough for her to hear me from the other side of the house. "He will be in a few minutes once I start fucking his brains out," Katie yelled back. The first few inches of her tool sat in my ass for about a minute as I put my hand on Katie's waist, letting her know that I needed a second to get accustomed to my new intruder. Once the pain had subsided I removed my hand from her waist. "You ready now?" She asked. "Yea, have your way with me," I replied. She wasted no time as she slowly started pushing all of her meat deep into my ass. I felt every inch of her as she buried her cock deeper and deeper into me until her balls finally hit my ass. She then pulled all the way out to the head, only to ram all 7 inches deep into me all over again. With her hands around my waist she began fucking me with full force. Her pace continued to quicken as the sound of her balls slapping up against my ass got louder and louder. I turned my head to look back as her beautiful body as she slammed into me over and over. She gave me a small smile as she saw me observing her beautiful body. I couldn't take my eyes off her tits as the bounced up and down with each thrust she made into my ass. Breaking my view of her tits she leaned forward and started kissing me as she continued to fuck me. With one hand she grabbed the back of my head and pulled my mouth back towards hers; I'd never felt more like someone's bitch in my life. After a few more minutes of fucking me doggy style she pulled her dick from my ass and instructed me to roll over. Now on my back she grabbed both of my legs and pushed them up against my chest, exposing my sore hole to her waiting meat. She then pushed her cock towards my hole but missed by an inch. With both hands I grabbed the shaft and head of her cock and guided her right into my hole. She instantly slammed her entire pole into my ass as I began moaning louder and louder with every thrust. She placed my legs on her shoulders and leaned down to start kissing me and we continued to fuck. It so much stimulation that I could feel my cock growing hard again. The feeling of her breasts pushing up against my chest and her cock slamming in and out of me sent me over the edge. I couldn't manage to kiss her anymore as I was moaning so much. Reaching down I grabbed my dick and began jacking myself off. "Are you close," she asked, panting. "Yea," I replied, barely even about to get out one word between moans. "Good, me too, I want to cum in your ass again," she said, staring straight into my eyes. I gave her a nod and started kissing her again. Just as I did her moans began to match mine as I could feel her cock swelling inside my ass. "Oh fuck, oh fuck, I'm gonna cum up your ass," she yelled. Just as she finished her sentence I felt her cock shoot her hot cum deep into my ass. The sensation of having my ass filled with cum and the sight of Katie going crazy sent me over the edge. Mere seconds after she started cumming I followed. My cock began shooting what little cum I had left all over my chest as Katie refused to slow her thrusting. The sensitivity of my prostate went through the roof as I began cumming with her massive tool still buried in my ass. Once her cock had finally finished emptying its load into me she began to slow her thrusts. We both tried to catch our breaths as Katie let her cock rest in me, my ass still squeezing her dick for dear life. "Holy shit, I don't think I've ever came that hard before," she said with a smile on her face. "Well I guess you enjoyed my ass then," I said, smiling right back at her. Katie finally pulled her semi-hard cock from my hole gave me one last kiss and headed for the bathroom. I laid there by myself for a few seconds, my cum on my chest and Katie's cum still buried deep in my ass. I couldn't believe that all my fantasies had finally come true. High School Friend Has A Secret Ch. 05 Spring break was gone now but it was far from a distant memory. My amazing week with Katie and Brittney had been some of the best sexual experiences of my life. I played those nights over and over again in my head for months afterwards. Brittney even seemed to share my passion for our threesome. She constantly reminded me how great it felt to have Katie and me inside her at the same time. She wanted me to come back to her house so we could have a repeat but I never found the time during the rest of my semester. Every week I tried my best to make time for a trip back there but there was something always in the way. Before I knew it summer had arrived. Finals were coming to a close and I couldn't wait to get back to Brittney and Katie. Once again I was planning ever position out in my head. First, I thought, I want to try sucking Katie off while I fuck Brittney. Then I figured I could try fucking Katie while she ate out Brittney. The possibilities were endless to me. But all my plans went out the window during the last week of class. "John, come over here for a second," my professor said. "What is it Dr. Stephens," I asked him. A big smile crept across his face as he said, "You got the internship!" I sat there confused for a second, "Wait, which one, Chicago, Dallas, L.A., New York?" "New York," he exclaimed. "One of my old friends in the company let me know when I told him that you'd applied." "Wow, that's incredible, when do I leave? Which term is it?" "The first term, a two week internship, you leave right after school ends," he informed me. I was so excited I didn't know what to do with myself. I just sat there in awe for a few seconds, thanked my professor and walked out into the hallway. Just as I entered the hallway I felt my stomach drop. I'd just remembered something incredible about New York. I couldn't believe that it took me more than 1 second to put it together but I had just remembered that Michelle lived in New York. It had been so long since I'd last seen her. I had so many questions racing through my head: Would she want to see me? Could she be in a relationship with someone else right now? I fumbled in my pocket for my cell phone and immediately dialed her number. I waited a few excruciating seconds as the phone rang and rang. "Hey you!" It was Michelle's sweet, soft voice. "What have you been up to?" I completely ignored her question, "I'm coming to New York in about a week, do you want to hang out?" "What? You're coming to New York City?" she asked. "Yes! For an internship, do you want to see me?" "Wow that's incredible, of course I want to see you. I've been dying to see you again since that night in your apartment. I still think about it all the time." I instantly sighed a breath of relief. Not only was she free to see me but she seemed just as excited about it as me. "I think about it too. So you're not seeing anyone right now or anything like that?" "Are you kidding? I haven't been with anyone since I've been with you," she told me. "I know this may sound selfish but that's exactly what I wanted to here." She laughed. "No, I've been very single lately. I've wanted to come back home to see all of you guys but there just hasn't been any time." "I know what you mean, but I can't wait to see you. I think about you and that night we had, I can still remember how sore my ass was for days afterward." "Yea you took a beating that night. I'd love to give you that feeling all over again," she said with a sly tone. I could feel my dick growing in my pants as the conversation went on. We talked for a few more minutes. I told her about my nights with Katie and Brittney, she said she was jealous that she wasn't there. We finally wrapped our conversation up and I told her to head to my hotel the second I got into town. She agreed. While I was extremely excited about my trip to New York, the information came at a bad time. I was in the middle of finals and it was all I could think about. Trying to study while thinking about Michelle pounding me with her huge dick wasn't easy. But I finally made it through finals and was ready for my trip up to New York. Brittney met me at the airport to see me off. "So, are you gonna call Michelle when you get there?" She asked with a slight smile on her face. "Yea I was thinking about it, would that be O.K. with you?" "Go for it, I know how much you enjoyed yourself last time you were with her. Maybe I can make it over there next week and the three of us can get together." Brittney said. Her school ran a week longer than mine so she was still in school during my first week in New York. "Wow," I told her. "I would love it if you came up, and I'm sure Michelle would too. It's been a while since she's seen you and you two used to be such good friends." "Yea, I'll see if I can find a decently priced plane ticket. Well you'd better go before you miss your plane. I love you." "I love you too," I told her. I gave her a long kiss and then headed for my terminal. A few hours passed and I found myself hailing a cab in New York. My hand was nearly shaking as I reached for my cell once I was in the cab. "Are you here?" Michelle said as she picked up the phone. "Yea, I'm in a cab on my way to the hotel, do you want meet me there in an hour?" "Definitely, I'll call you when I'm in the lobby." The trip to the hotel took forever. Of course ,the typical Manhattan traffic screwed me. When I finally reached the hotel I checked in and headed for my room. Sitting on the bed I felt like I couldn't do anything. Instead of relaxing and turning the TV on I just sat in silence. My nerves were way too tense and I couldn't calm down. The thought of seeing Michelle again was finally coming to life and I couldn't take it any longer. Just when I thought I was going to go insane my phone rang and it was Michelle. I gave her my room number and she said she'd be up in a second. For what felt like eternity I sat and waited for a knock at my door. When it finally came I nearly fell off the bed in excitement as I raced for the door. When I opened it I saw Michelle standing in the threshold, she looked just as amazing as I remembered. She was wearing a pair of short, plaid shorts and a tight black t-shirt. The shirt was perfectly accentuating her tits as it looked like it might rip from the tension any second. Her long red hair was straightened and fell just below her shoulders. But before I had more than a second to take her body in she pushed me back into the room and started kissing me. She thrust her tongue into my mouth and all my anxiety was finally gone. I grabbed her ass and lifted her off the ground. She wrapped her legs around my waist as I continued fondling her ass while I held her. She had her hands on my face as she continued to pummel my mouth with her tongue. When she finally broke our kiss I could do nothing but stare into her eyes, breathing heavy. "Wow, I needed that," she said, also breathing heavy. "Yea, I was so anxious I thought my head would explode, it has been so long since I've seen you," I told her. "I know, too long, but lets not rush, I think we both need to relax a bit." "What do you mean?" I asked, a bit confused. "I looked your hotel up on the Internet, it has a pool," Michelle informed me. "Yea, I guess it does, you want to go for a swim?" I asked. "Yea, I think we should. We're both really tense right now and I think it would help us both relax." She suggested. "Um O.K., sure. But how exactly are you going to wear a bathing suit?" I asked. "What do you mean?" "There's no hiding that thing of yours. It's huge, you're going to have a massive bulge in your bathing suite," I told her. "Well I guess I'll just have to get under the water fast and hope no one notices," she replied with a grin. I quickly grabbed a bathing suite out of my bag as Michelle pulled hers out of her purse. Once we arrived at the pool I headed into the male changing room and Michelle into the female. When I had changed into my suit I emerged into the pool area to see no one in sight. I breathed a sigh of relief; I knew there was no way the Michelle could hide her tool from anyone. I walked around the pool a to check things out. The pool was on the 15th floor of the hotel so it offered some great views out the floor to ceiling windows. There was a relatively small poll and a hot tub at the end of the pool. Just as I dipped my toe into the water to feel the temperature Michelle emerged from the changing room. She was wearing a simple black two-piece bikini. Here top was barely big enough to hold her tits as they looked like they were spilling out all over the place. Her bottom was small and only covered about half of each ass cheek. She walked towards me as I watched her tits bounce. As she got closer I could easily see what she was packing. I knew that little bikini wouldn't be able to hide anything. The bulge in her tiny little bottoms was huge. She smiled as she caught me staring at it. "I don't think its too bad," she said with a grin. "Are you kidding me? I could see that bulge from the other side of the pool. And I'm seeing it from the front right now!" I told her. "Does this help?" She said sarcastically as she turned to the side. Once she turned it became even clearer that Michelle had something extra. The crotch of her bikini was jutting out in a large, round arc. "It took me forever to find a bathing suite that fit right. Most all off them just let my junk spill out the sides." I could feel my cock quickly growing as I admired what was hidden beneath that tiny little piece of fabric. But before I had a chance to admire any longer Michelle was headed for the deep end. "Well are we just going to stand here all day or are we gonna get in?" She said. I was still frozen though, watching her as she dipped a toe in to feel the water. "The water in the pool is heated, it feels amazing," she told me. Without another word she hopped straight into the pool. The splash made an echo in the room as she came up to the surface for air. She looked at me for a second and then motioned for me to join her. I didn't need to me told twice as I headed for the edge of the pool and dove in. The water was quite warm and it felt great. It was just what I needed to calm myself down. I had been so tense just seconds before but I already felt myself beginning to unwind. I took a breath and dove under water again and started swimming towards Michelle. I tried my best to just relax and enjoy what little time I had with here. There wasn't any time to waste being anxious or awkward. We went on to shoot the shit for about 20 minutes or so. She asked how Brittney was and how I was enjoying school. I told her about my internship and she pretended to be interested which was nice. She explained how life in New York was tough, and very expensive. As the minutes passed I felt each of us relax more and more. "How about the hot tub?" She asked after we were caught up. She swam over to the ladder and slowly starting climbing out of the water. I caught an amazing glimpse of her ass as she pulled herself up and out of the pool. Half of here ass was spilling out the sides of her bottom and I wanted to reach out and grab it so bad that I could barely contain myself. She looked back and caught me staring at her ass. I tried to look away quickly and play innocent but she just laughed and headed for the hot tub. I quickly followed her up the ladder and out of the pool. I watched as she dipped her foot into the water. "Wow that's hot as hell," she cried out. "You're such a little baby," I said making fun of her. "Come over here and feel it, it's insane," Michelle said. Thinking that she really was just being a big baby I headed for the hot tub and stuck my foot in. I was right, she was just a little wimp. "You are such a little girl," I said as I quickly hopped in the hot tub and sat down. "Shut up," she said playfully. "I think I'm just gonna dip my feet in." She then sat down on the edge of the tub and slowly lowered her legs in. "So you're just gonna sit on the edge with your calves in?" I asked. "Yea, you got a problem with that?" she asked. I knew that I certainly didn't. I was sitting in the hot tub looking up at her beautiful body sitting on the edge of the tub. My eyes plundered up and down her entire body. My eyes finally stopped on her enormous package. The massive bulge in her black bikini was impossible to miss. While I was admiring it I saw her hand slide down towards her crotch. Just as her hand reached her bulge she started massaging her cock through her bikini. "I see you staring, is this what you want?" She asked with a smile on her face. I didn't say a word but simply nodded. She motioned me over to her with her finger and I immediately obliged her. Just as I reached her she pulled me head up to hers and started kissing me. Her tongue vigorously explored my mouth as I struggled to keep up with her. Putting both of her hands on the back of my head she pulled me as close and possible. Kissing Brittney had become stale after so many years but with Michelle it was like I'd never kissed anyone before in my life. After a few minutes of making out I felt Michelle grab my hand and guide it down to her crotch. She used my hand to massage her massive tool and I immediately knew what she wanted. Breaking from our kiss I looked around quickly to make sure that no one had joined us in the pool area and then slowly made my way down towards her eager cock. She was still sitting on the edge of the hot tub and I was inside it, so I simply pushed her legs apart to give me perfect access to all her meat. Once her bulge was exposed to me I started slowly kissing her cock through her bikini. I heard her soft moans and I teased her to her limit. Her growing cock caused her bikini to swell even more as her bulge seemed like it would rip her bottoms in half. It didn't take long before she could on longer handle my teasing. With one hand she reached down and pulled her bikini to the side, finally freeing her massive tool. Even semi-hard her cock was still 5 inches long, easy. She then used one hand to grab the base of her cock and the other to was grabbing at the back of my head. I opened my mouth as wide as I could as she pulled my face closer to her cock. My mouth finally met her cock and I quickly took as much in as I could. Even with her cock semi-flaccid I couldn't take her all in. Just before my mouth reached the base of her cock I felt my gag reflex fire up. I backed off her cock and brought my mouth all the way back to the tip of her head, and then dove down with my mouth again. Using my right hand I grabbed the base of Michelle's cock from her grasp and did all the work myself. I could hear her moans begin to grow with each bob I made up and down her shaft. As her moans continued to grow I could feel her dick growing in my mouth. Each time my mouth went down on her cock I was able to take less and less of her growing tool in my mouth. "Oh yea baby that's it," I heard Michelle moan out. After a minute or so Michelle's cock finally stopped growing and I pulled it from my mouth to admire it. It looked even bigger than I remembered. "What's wrong? Why'd you stop? That felt incredible." Michelle asked. "Nothing's wrong," I said as I stared at her massive tool, "I'm just admiring what you've got. It looks even bigger than I the last time I saw it." She giggled, "Yea, well, you're right, it has grown a little in the past few months I think." "Are you fucking serious?" I said in amazement. "As if YOU needed an even bigger dick." "I measured last night when I got hard thinking about you. 8.5 inches now," she told me with a big grin. As Michelle sat on the edge of the hot tub I looked up at her in wonder. Who would think that this tiny, beautiful women was packing one of the biggest dicks I'd ever seen. It was a cock that would put 99% of men to shame, including myself. As I admired her tool I began slowly stroking up and down her shaft with my hand. The water from the hot tub acted like a lubricant as I let my hand glide from her base to her head. It didn't take long for her moans to start again as I quickened the pace of my hand. After a few strokes I simultaneously tightened my grip and began increasing my pace. Her moans grow louder and louder with every stroke as I continued to work her cock with my hand. I jerked her off for a minute or two longer until she finally stopped me. Without saying a word she grabbed my hand and took it off her throbbing cock. I was confused for a second until she used my arm to pull me up to her level. I thought she was going to start kissing me but she had something else in store for me. She got up off the side of the hot tub and stood next to me, both of us knee deep in the water. Before I could do anything else she turned me away from her and bend me over the side of the tub. She undid my bathing suite and pulled it down. With my ass exposed to her she quickly bent down spread my cheeks apart with both hands. There was no hesitation as I felt her hot tongue against my asshole. A shiver was sent up my body as she started flicking her tongue all over my hole. But as soon as she started she replaced her tongue with a finger. The spit from her tongue helped her index finger slide into my hole without much resistance. I felt my hands tighten their grip on the edge of the hot tub as she added a second finer to my ass. But again, just as I had come accustomed to her fingers she took them out. I knew what she wanted and she wanted it right now. She wasn't going to wait any longer. I looked back at her and saw her grab her cock with one and as she placed the other in her mouth. She gathered some spit from her mouth and coated her cock with as much of it as she could. Without saying a word I felt her push her cock up against my quivering asshole. When her cock pressed against my hole I could feel its girth. It felt like she was about to shove a mag flashlight into my ass. I felt her place one hand on my back as she used the other to guide her dick into me. I felt the pressure against my hole rise as she pushed forwards with her hips. The pressure grew and grew but nothing happened. "Damn you're tight, " she said as she continued to push up against my resistant sphincter. "It's not that I'm extremely tight, it's just that your dick is so huge," I tried to explain to her. She grabbed some more spit from her mouth and applied it to the head of her cock and began pushing against my hole again. I felt the pressure against my hole growing again and it finally became more than my sphincter could bear. Her dick shot about 4 inches into my ass with a pop. It felt like a fire had just been set in my ass. My entire body tensed and I instinctively reached back and grabbed Michelle by the waist, preventing her from pushing any more of her dick into my strained ass. My breathing became nothing but long, deep breaths as I tried to relax my body. It took about a minute before the pain finally started to subside. I could tell Michelle was eager because the second I took my hand off her waist she started furiously pumping away at my ass. The spit wasn't working all that great as a lubricant as she had trouble pushing more than 4 to 5 inches of her cock inside of me. It didn't seem to matter though as her moaning grew exponentially. The water splashed in and out of the hot tub as her pace quickened. After only about a minute I could feel her cock throbbing inside my ass. Her hands on my ass clinched as I could tell she was getting closer to cumming. "Oh fuck John, I can't hold it any..." before she could even finish her sentence I felt a hot spurt of cum shoot into my ass. Michelle was virtually screaming at this point as she continued to dump her load into my colon. It must have been an enormous load as I could feel the cum oozing out of my hole and running down my leg. All the cum did help to act as a lubricant as her cock was now smoothly fucking in and out of my hole. She continued to moan as she pulled her cock from my ass and started jerking herself off. To my amazement she still hadn't stopped cumming as I felt a few more spurts shoot against my asshole. High School Friend Has A Secret Ch. 05 "Holy shit," she said as she thrust her cock back into my ass. My body tensed again as she shoved her cum soaked tool deep inside me. I could feel her cock beginning to soften in my ass as she tried to continue fucking my hole. After a minute or so of slowly pumping in and out of me she finally withdrew again and held her semi-hard cock in her hand. She slapped her cock against the crack of my ass a few times as my sphincter continued to tremble. I turned my head and looked back towards her, she stared right back with a big smile. "Sorry that was kinda a poor effort," she told me. "I think I got myself too excited over the past week thinking about it." "No, no, it wasn't a poor effort," I tried to explain to her. "I only lasted a minute..." she said, sounding disappointed. I smile back at her, "I was just as excited as you, and I know I wouldn't have been able to hold it together if I had to do the fucking. It's easy for me to just sit here and get fucked." "Well I've got more left in me if you're still up for it," she quickly said. "I cant see how you could actually have more left in you; my entire ass, inside and out is covered with your cum," I said. "Come on, let's head up to the room," she said with a grin on her face. As she finished her sentence she grabbed her cock and shoved it back into her tiny little bikini. I was still covered in cum so I just sat back down into the hot tub. The filters will get all this I thought to myself as I wiped all the cum off my ass. Pulling my bathing suite back up to my waist I hopped out of the tub and started for the men's changing rooms. Michelle looked back at me and tried to hide a smile as she made her way to the women's changing room. I couldn't wait to see her on the other side. In the changing room I threw simply threw my robe on over my bathing suite and headed for the exit. Michelle was only a few seconds behind me and we both headed for the elevator. "I promise I'll do better the second time around," she pleaded as we entered the elevator. "No, it really wasn't bad, I understand that you were a bit anxious," I said, trying to comfort her. The elevator finally dinged at our floor and we both headed out towards my room. Reaching into my pocket I grabbed the key and opened the door. We both headed into the room and I expected a slight break before the action might resume; I was dead wrong. "Hey, I have something I want you to wear for me," Michelle said from the other side of the room. "Um, and what would that be?" I asked tentatively. She pulled what I guess could be considered an outfit from her suitcase. She laid out on the bed a pair of black stalkings, a garter belt, and a black thong. "I loved seeing you in my panties last time, I want you in them all over again," she said. Michelle really was a lot freakier than I gave her credit for. From the outside she seemed so quiet and timid, but once you got her in the bed room everything changed. "I'm going to rinse off real quick, you'd better be dressed when I get out," she instructed me. Just as she finished her sentence she pushed herself against me and began kissing me. I was so cold from the water that it felt amazing to feel her hot tongue in my mouth. As we began kissing she opened my robe and pulled down my bathing suit. At the same time I too reached for her robe and pulled it apart, exposing her black bikini. We continued kissing as I pulled her bikini bottoms off and our two cocks hung inches apart. I broke from our kiss to look down at her huge dick, which easily put my cock to shame. Maybe it was the cold water but my cock was shriveled to an embarrassing couple of inches. Meanwhile her dick was unfazed, easily hanging 5 inches. Her cock was over twice as big as mine as I stared down. And it wasn't just the length, it looked like you'd have to double the girth of my dick to equal up to hers. Her gaze followed mine and noticed the discrepancy in size. She gave me a wide smile and planted a big kiss on my lips, clearly knowing she dwarfed me in size. Finally breaking from our kiss she gave me a slap on the ass and headed for the bathroom. Suddenly feeling very submissive, the first thing I thought was how the hell I was going to get a garter and stalkings on. Still drunken with lust I decided to give it a try. First I grabbed the black thong off the bed and pulled it up to my crotch. It took some adjusting but I managed to get my package inside the thong, it actually fit quite well. Then I remembered that these were Michelle's panties, if her tool could fit in them mine certainly could. Next I took a seat on the edge of the bed and grabbed a stalking. It was surprisingly easy to get on and I quickly followed with the 2nd one. Finally, I pulled the garter up to my waist and attached the clamps to the stalkings. When I had finished putting on Michelle's ensemble I finished drying myself off and got into the bed, pulling the covers over me to get warm. After a few minutes I heard the shower stop and not long after the door to the bathroom opened. Michelle walked out through the door, completely naked, and she looked absolutely incredible. From my spot on the bed I could take in her entire body. Her long red hair was still slightly wet and hung down on her back. My eyes made their way down to her tits, which were enormous and perky. Easily the biggest tits I'd ever seen in the flesh. I traced my eyes down her flat stomach to that amazing dick. She noticed me checking her out and smiled as she walked to the bed, clearly confident and comfortable in her own skin. I was sitting at the back of the bed with my back against the headboard as she crawled onto the edge of the bed and inched towards me on all fours. Just as she reached my face she pulled the covers back, exposing the outfit she'd given me to wear. "Wow, I'm so impressed that you were able to figure all that out," she said with a grin. "I did it just for you," I told her. "I know, thanks for playing along with my little fantasy. I love being the dominant one in the bedroom, I don't know why." "And I love being submissive to you, it's kinda hard not to be when you're packing as much heat as you are." She started kissing me, "Do you want me to fuck your little asshole with my big dick?" "Yes, I've wanted you for so long, fuck my brains out," I said as our kissing got more and more passionate. Michelle didn't need and more encouragement as she reached over to the bed stand, grabbing a bottle of KY. Her dick was already rock hard and she opened the bottle of lube and started lathering her cock. Michelle, now on her knees in front of me, grabbed me by the calves and pulled me towards her. With my back flat on the bed she pushed my legs apart and positioned herself in missionary position. As she pushed her groin closer to mine I felt her cock push up against my ass. Michelle started kissing me again as the anticipation grew. I was waiting for her to finally start fucking me but I think she was trying to tease me. Not being able to take it any longer I reached down and grabbed her cock and aimed it towards my eager hole. With the other hand I grasped one of her massive ass checks and pulled her towards me. Her cock finally met my quivering asshole and began pushing against my already tired sphincter. Using 2 fingers to pull my thong aside I used the others to guide her head against my hole. My sphincter gave up barley any fight as her dick plunged into my ass. I let out a load and long moan as her cock filled my ass, inch my inch. Michelle was kissing my neck now, her entire body pressed against mine as she continued feeding her tool inside me. 6 inches later I thought I was on the brink of ripping in half. My mouth was wide open now as I arched my head back and moaned louder than I ever had before. Michelle began kissing me again but I could hardly even concentrate on her mouth. I noticed her grinning as she kissed my open mouth, clearly happy that her massive tool was about to tear me in half. The last two and a half inches came slowly as I finally felt her balls resting against my ass. "Holy fucking shit," I said when all of her length was finally buried inside me. "You're such a little wimp." "I'd like to see what you like with eight and a half inches of fat cock buried in your ass." She smiled as she finally began pulling her cock out of my hole. Letting a few inches out of my hole she slowly thrust her entire length back in as my moans began all over again. Still in missionary position she began kissing me again as she thrust her dick in and out of me. Her pace was slow for a minute or so while my ass got accustomed to her massive tool. Once her tool was gliding in and out of my with less resistance she quickened her pace with every stroke. And with her quickening pace, my moans got louder and louder. With both hands I grabbed her head and pulled it to my mouth, moaning and kissing as she continued pounding my ass. I could now hear her balls smacking against my ass as she thrust her tool back and fourth. Michelle broke from our kiss and grabbed for my legs. I was completely submissive to her as she pulled my legs up to her shoulders. With my ankles resting on her shoulders she had even easier access to my hole. I could now take in her entire body as I laid on my back, letting her fuck my brains out. I watched as her d-cup tits bounced up and down with each thrust. As I admired her tits she started down at my package, still confined within my little black thong. I was in ecstasy as she fucked me but couldn't get hard because her cock was so big. My prostate was taking a pounding and my cock stayed limp. Michelle didn't seem to mind though as she began rubbing my package. She continued to fuck me for another 5 minutes or so until she pulled her cock from my hole. Without saying a word she rolled off the bed and grabbed my arm. She pulled me towards her and I follow her off the bed. Just as I stood up she guided me across the room. At the other side of the room was a big brown lounge chair. As we approached it she placed her hands on my hips and pushed me onto the chair. I put my knees on the seat and she pushed me down so that my chest rested against the top of the chair. I was now in doggy style on the chair as she stood on the floor, her cock aimed right at my hole. I looked back to see her applying more KY to her tremendous cock. It was still rock hard and looked as big as ever. I still couldn't believe that I could take her entire dick in my ass. "You in that thong and stalkings gets me so hard," she said as she stared at my ass. "I don't think you need any help getting hard right now, but I'm happy to be your little bitch boy," I said, a little surprised how nasty I was talking to her. Michelle didn't waste another second as she positioned herself behind me. I felt her pull my thong aside as she slid her dick back into my ass. My body tensed again as her dick filled me all over again. I felt my hands gripping uncontrollably against the chair as her dick filled every inch of me. She didn't bother starting slow this time around as she quickly began slamming her cock in and out of me. My whole body rocked back and fourth as her groin collided with my ass over and over again. "Is this how my little pussy boy likes it?" Michelle said as my moans increased. "Ohhh yea," was all that I could muster as my brain was taken over by the sensation in my ass. Michelle grabbed my ass with both hands and she continued to fuck me as hard as she could now. Her breathing increased as she struggled to keep up the pace. She was fucking me harder than she ever had before, in fact it was even hard than I'd ever fucked Brittney. After a minute or two of her dick furiously abusing my hole the finally slowed her pace to catch her breath. "Damn, you're wearing me out," she said as she gasped for air. As she slowed her pace she pulled her entire length out of my ass. Only letting my hole rest for a few seconds she pushed her dick back into my hole. Again she quickly pulled all the way out and then dove her dick back inside me. My entire body tensed and un-tensed over and over again as she dove her cock in and out of me. She finally pulled her cock out and just as I prepared for her to thrust it back in she stopped to catch her breath. Knowing she was worn out I decided that I could do some of the work for her. Getting up off my knees I stood next to her and guided her down onto the chair. As she sat down in the chair I kneeled down on the floor in front of her. As she tried to slow her breathing I dove my head down towards her crotch. I slowly began kissing her inner thigh as her cock began twitching in anticipation. I wrapped one of my hands around her cock as I continued to kiss closer and closer to her raging dick. My kisses finally reached her large balls and I started slowly sucking one of her nuts. I heard her slowly start moaning as I began working her nuts around in my mouth. I sucked slowly on her left nut and then made my way to her right one. I started to slowly pump my hand up and down on her cock as I covered her sack with my tongue. With my other hand I pulled her sack up to get every last inch of it. With my tongue a mere half-inch from her asshole I heard her moans increase. Not wanting to disappoint her I used each hand to push her thighs up against her chest, exposing her hole to my tongue. I started slowly teasing her, kissing in circles around her hole. Her moans continued to quicken and she reached down with her hands and spread her ass cheeks apart. I knew she couldn't take it any longer and I finally thrust my tongue against her hole. I pushed my tongue as hard as I could against her sphincter and the harder I pressed, the harder she moaned. My tongue traced all over her asshole and she loved every second of it. As I continued to eat out her ass one of her hands made its way to her cock and she began jerking herself off. She was getting close to cumming again and I could feel myself getting there too. Michelle's moans began to grow louder and louder so I finally stopped licking her asshole. Michelle looked upset for a second that I stopped but before she could say anything I straddled her and guided her cock up towards my ass. It easily slid in once again and Michelle's moans continued again. She placed her hands on my hips as I continued to bounce up and down on her dick. I finally felt myself getting close to cumming but strangely I still wasn't hard. I paid no attention though to my own dick as I was intent on working Michelle's as best I could. After only about a minute Michelle's moaning grew even louder and I knew she was about to cum. As her cock swelled more and more in my ass I felt like I too was about to cum. "Fuck, John, don't stop, don't stop, I'm gonna cum!" she yelled. Just as she fished her sentence I felt her cock explode in my ass once again. Just a few seconds after Michelle started cumming I felt myself too on the brink of explosion. "Don't stop yet, I think I'm about to cum," I told her as her cock continued to empty into my ass. My ass was on fire now as Michelle's hot cum filled me and her tool continued to punish me. Michelle had now began thrust her dick in and out of my cock as I started to finally cum. Even though I wasn't hard my cock dumped a huge load of cum into my panties. "Oh yea baby keep cumming, fill that little thong," Michelle said as she kept fucking my ass while I came. It was having one of the most intense orgasms of my life and I wasn't even hard. Michelle's massive dick provided more than enough sensation for me to reach an orgasm. When my cock finally stopped cumming Michelle slowed her pace to a stop. We rested for a few seconds, her semi-hard cock still buried in my ass. I leaned forward and kissed her on the lips. She smiled right back at me. I glanced down towards my crotch to see a huge semen stain in Michelle's panties that I was wearing. It was certainly a different type of orgasm but I was incredible. As our breathing finally slowed I raised myself up off Michelle's cock and kneeled down in front of her again. Her was bent over and lying on her left leg. It was fairly soft but still probably 6 inches long, and covered in her cum. I leaned back towards her and guided her cock into my mouth. I don't even think she was paying attention when I did it because her entire body convulsed as I wrapped my lips around her tool. "Holy shit my dick is sensitive right now," she said as I slowly sucked up and down on her dick. I tasted her salty semen in my mouth again and it was just as amazing as I remembered it. After a minute or two of helping Michelle wind down I finally let her limp cock fall from my mouth. "So, how was that?" I asked. "I think you know," she said as a wide grin crept across her face.