The Red Guy had just finished fucking Cow's ass. Now they just stood there enjoying the afterglow, Both with their eyes closed, Red having his arms around Cow and his softening cock still planted within her ass. Cow had just pulled out a fairly large strap-on dildo from her purse. A promise of things to come. After a bit over a minute more of rest, Red grabbed her hips and raised her up from her kneeling position, his member still inside her. Cow looked back at him with a slightly puzzled look.

"Please allow me to clean you up, my dear." he said.

"Oh! Yes, please." she replied.

After getting up, Red moved her so that the table was on her left. She bent down and assumed a "face down, ass up" position to make sure as little of his cum would spill. But after removing his now flaccid cock from her anus, cum still started leaking out of her and onto the floor. Red quickly got on his knees and started slurping his cum off of her vagina and quickly up to the anus, sucking directly from the source. Only a few drops of cum landed on the floor and a few on his legs. He put his lips around her puffy ass-hole and started drinking, his lips smearing purple lipstick on the hole, originating from the long and sloppy kiss she gave him when she arrived. Red was amazed at how much of his hot man-juice he blasted into her ass. He was glad he saved up for her. It felt quite filling. He also starting shoving his tongue into her sphincter. Cow barely had to push it out at all after the massive amount he filled her up with. He kept carressing the sides of her large, round buns as he drank his own seed out of her ass. Cow got into an upright position and put her hand on the back of his head, pushing it further between her cheeks. She started slowly twerking her ass from side to side, making her buns jiggle and Red getting some cum on his lips and chin. Being domineering felt nice. And it feel even better later. She was starting to feel empty after a few more seconds. That's when she clecnhed her ass shut and moved it away from Red's face.

"I wanna drink some warm boy-milk too. With this." Cow said as she handed him a long glass she got off the table.

"Certainly. I'll help you collect it. We should both... share the love." Red said as he kneeled down and held the glass under her ass.

Cow spread her cheeks apart. He watched as her plump anus opened up and his thick cum poured out into the transparent glass. There was still a tiny bit of smeared lipstick a short distance away. He was fairly certain her lipstick tasted like blackberries, but with everything else that happened, he barely had enough time to register its taste.

"Gotta say: Your big leaking butthole is just... such a beautiful sight, dear Cow."

"Thanks."

She pushed the cum out of her ass until there was almost none left inside. It filled up nearly half the glass. She took it from his hand and placed it on the table.

"If you still feel peckish, i could use some more... kisses down there. My pussy wants some attention too."

"Your wish is my command, Mistress..."

He started tonguing her pink pussy and sucking on its lips. It was drenched in her orgasmic juice, Red loving the taste and eagerly sucking it up. Cow mooed softly in appreciation. Her udder looked quite tempting, hanging there. He couldn't resist. He got on his back underneath her, then used his arms to raise himself up and put his lips around her lower-right teat. He started thirstily suckingmilk out of it. But Cow had other plans. She put her thumb and index finger on the base of that teat and squeezed tightly, cutting off the flow of milk to Red. He removed his mouth from it and looked at her with big, sad, almost puppy-like eyes.

"Ah-ah-ah! Naughty, greedy boy! My milk is for dessert! And besides... you won't be getting it in that hole. Now get up. I got something else to feed you." Cow said, shaking the index finger of her other hand.

Red smiled at her and got up. Cow started drinking the cum from the glass, gulping down thirstily and making "mmm" sounds in appreciation. After emptying the glass, she opened her mouth to show off to Red the thick white fluid in her mouth and on her tongue. Red, ensorcelled by this sight, started kissing her hungrily and sloppily, sticking his tongue in her mouth as well. Cow held his face in place and slightly tilted her head upward and opened her mouth, with her tongue in his mouth. She let the semen mixed with her saliva slide down and snowwball into Red' mouth, which he gladly accepted. After transfering the fluids, she gave him a sloppy kiss, Red swallowing as she did. She broke the kiss and saw the purple lipstick smeared on and around his lips.

"You got a good appettite." Cow said.

"I can't help myself. You're so... mouth-wateringly yummy."

She smiled and pushed down on his shoulders, mking him kneel.

"Time for your punishment, naughty boy."

"Yes, Mistress."

She then started equipping the strap-on. It was a black leather thong-like underwear with a purple dildo and balls connected to a metal ring in the center of the front of it. The dildo was made from hard, but bendable plastic and was quite detailed. There were straps on the side. On the inside was a another smaller, less detailed dildo connected to the back of the other one and going in the opposite direction. Above that was a patch of very soft rubber "spikes" that would rub against the clitoris and around it when when thrusting. She inserted the smaller dildo into her pussy and then fastened the straps on her hips. Her large udder made it a bit awkward to wear, hanging over the front dildo. Luckily, the dildo was longer than the length of her udder. But she could make this work either way. She approached Red, the rubber cock mere inches away from his face.

"You like my new toy?"

"I do! Excellent crafmanship! Very... life-like."

She grabbed the base of the dildo and angled it so that the tip touched his lips.

"Show me how much you like it. Give it... kisses."

He put his lips around the glans and kissed it, making wet smacking noises and "mwah" sounds. After doing this a few times, he started fellating it. Cow lifted up her udder to allow him better access. He moved his mouth forward and back on it, sucking more of it each time, until, finally deep-throating the dildo and holding in his throat for a few seconds. His gag reflex did not hinder him, as he had done this quite a few times before. Just as it was getting hard to breath, he took his mouth off it. The didlo now was covered in spit. Cow lightly tapped the glans against his lips.

"Very good, Red! I'm jealous! I still have some trouble going that deep."

She then pulled out a pair of handcuffs and horse whip that was split into two half, the handle needing to be screwed onto the other half. She assembled the whip, took Red's hands and brought them behind his back and locked the handcuffs in place on them. She put the key on the table.

"Ooh! I like where this is going, mistress. You really came prepared today." Red said.

"I've been saving up my allowance. I've used some of it to buy these things. Now it is time for your punishment, naughty boy." Cow said as she slowly moved the business end of the whip down his chest.

"The safeword is... Trigger number three."

"Come again?" Red asked.

"Uh... Trigon... numb tree?"

"Trigonometry?"

"Yes. That's the one. Let's begin, shall we?"

She then spanked his right butt-cheek hard with the whip, causing Red to flinch slightly and let out a playful "oh".

"You've been making trouble for me and Chicken for a long time. Got anything to say?"

Cow felt a certain amount of genuine anger. But she also relished having power over him. Red felt a small amount of guilt after hearing these words.

"Well... yes. I... i must admit i've been somewhat obsessed with you too for a while now."

Cow whipped his other cheek.

"Ooh! But, i believe i've found a better... outlet for that. One that works for us both. I promise i'll be good from now on. Anyway i can make up for what i've done?"

She spanked the same cheek again.

"Hmmmmmm... I wonder if Chicken likes boys too."

"If he's willing... I'd be glad to let him... take out his frustrations on my naughty backside."

"I'll remember to ask him. When you've had enough, just say you're sorry."

She continued repeatedly whipping his ass. She was unable to see any marks caused by her abuse. After all, his ass couldn't get any redder. His tolerance for pain was fairly high. He also had a masochistic streak and enjoyed this "punishment", as evidenced by his twitching, rock-hard cock starting to leak precum. But even he had his limits. After a large number of whacks on his butt, he apolpgized.

"I'm sorry."

She stopped whipping.

"And i mean that. I'm sorry. I'll be good from now on."

"Glad to hear that. But i'm not done with you. I'll give a small break. After that i shall... probe."

She re-applied some lipstick, then Knelt down behind him. She could clearly see that it was bigger than last time. Bigger than their size before they both fattened up. She grabbed his aching buttocks and spread them open. This caused him to feel a sting, but he bared it. Cow got a good luck at his puffy pucker before wrapping her lips around it and sucking. Her long tongue slid inside easily and probed deep. Deep enough to to forcefully rub past his prostate.

"Oh, my, that's deep! I forgot about that long tongue of yours. Careful around that area."

"Mmm?" Cow vocalized with her lips still glued to his anus.

"Your touching the prostate. It's where boys keep their... love-juice. I'd prefer my member not blow its load prematurely.

"M-hm!"

She started very gently licking that area with her tongue before going deeper into his colon and avoiding that area.

She removed her lips from his anus, moved her head back and watched as her tongue slid out of his anus. When it got out completely, his anus remained slightly open and a bit of her saliva leaked out of it. She could see that his anus was almost completely purple from her lipstick, as well as a little of the area around it. She let go of his buttocks and planted a kiss on both of them, leaving a purple kiss mark on each cheek.

"I kissed it to make it feel all better."

"Why, thank you, mistress."

"You'll need it."

She then squeezed her two upper teats and sprayed milk on his ass. It covered both cheeks and ran down the back of his legs. It seemed to soothe some of the pain he received from the whipping. She then aimed one of the teats so that the milk went right between his buttocks and running down his balls, which she also sprayed some on. She then dipped her hand in the vaseline jar and covered the entire length of her dildo in the stuff. She placed her rubber cock between his cheeks and leaned in close to his ear for a whisper.

"I'm gonna ride you like a pony."

"Nnnn-he-he-heigh..."

And with that, she pushed his head down on the table and slowly shoved the dildo up his ass. It was bigger than he was used to. It was slightly larger than even the largest cock or dildo he had ever taken. He felt like his ass was getting quite the workout. But the combination of vaseline, milk and saliva greatly helped it enter. As a bonus he loved the feel of the veins on the fake dick entering him. They were rigid and hard, unlike the ones on an actual penis, making the sensation feel similar to the one he got from a ridged dildo. As Cow entered him, she lifted her udder. When she entered him up to the hilt, it was resting on top of his ass, the teats going beyond it and resting on his lower back. Red vocalized a contented "mmmmmm" after Cow achieved maximum penetration.

She grabbed his large ass and proceeded to caress and squeeze his milk-covered buttocks. She then started slowly thrusting in and out of his ass. Her udder slid back and forth on top of his ass. As she picked up the pace of her fucking, she started caressing his belly with one hand and pinching one of his nipples with the other.

She started fucking him even faster till her hips were slamming against his wet ass, each hit creating a wet impact noise. The inside of her strap-on panties had gotten wet. Red's cock was still leaking precum. She pulled out the dildo completely and spread his cheeks open. His anus gaped quite large, but she felt it needed further widening for what she had in mind. She took off her strap-on and left it under the table.

"Oh, that looks roomy. Could be roomier. I need to be certain my butt-slave is prepared for the... final phase." Cow said.

She inserted all three fingers of her right hand into his anus and moved them in and out a few times before inserting his entire hand inside. She formed a fist, which she moved back and forth. She then inserted her left hand inside until it was at the level of the other one and formed it into a fist as well. And like that, she vigorously double fisted his ass.

"Oh! Mistress Cow! Your giving my rectum such a work-out! I can't remember the last time i've been stretched so much. My poor, poor ass will be sore in the morning. And maybe the morning after that. Stil... Worth it!

She spread her fists away from each other inside him and could see the pink flesh of his rectum between them. Red was hurting. It was starting to really feel like an endurance test for him. But he also enjoyed it. Cow grabbed the sides of his anus and pulled it open as much as she could. The gape, while massive, seemed to her to be a bit less than three-quarters the size of the circumference of her udder. Luckily, her udder was soft and flexible. And would lose most of its mass fairly quickly once inside.

While still holding his ass wide open, she got up from her kneeling position and immediately shoved her udder into his open hole. It did not go in immediately. But she persevered and kept pushing. Her lower teats were pointing bacwards as the udder was slowly being pushed inside, squirting milk onto her thighs and splashing back onto Red's ass. She moved her hips from side to side and up and down. The movement helped her udder with the final push until it went all the way inside Red's ass. The tight squeeze caused a lot of her milk to already flow into his large intestine and his belly was already expanding.

"Yes! I'm in! My big milky udder is completely inside your sexy big butt! Mooooooo! I knew it could be done. Even in the normal way. Oh, it fits like a glove.It feels sooooo good."

"Ooooooooh... Yes! I've never felt this... full before. Not even... last time. When we fattened ourselves up. I feel your udder and the warm milk flowing from it... so much more intensely now."

She started masturbating herself with her right hand and grabbed his erect cock with her left and started stroking.

"Now, my beautiful big booty devil... clench. Slowly. I want to fill you with aaaaall my warm milk. Mooooooo... Squeeze my udder with your ass."

He gladly did as he was told. He clenched his anus around her udder, stopped, then clenched again. With his hands still cuffed and with Cow's leaking udder inside him used as something of a makeshift penis, he was completely at her mercy. And he loved every second of it. Cow was loving it too. His anus squeezing on her udder was driving her wild. A small amount of her milk flowed down onto her pussy and the hand currently pleasuring it. She decided to tell him about her previous exploits while his bowels filled up.

"Do you know why you slid in so easily on my first visit?"

"Well, i barely gave that any thought. Until now. I'm all ears."

"It wasn't the first time i had sex. Do you know who my first was?"

"Uuuuuuh... Lemme think. That handsome short boy you were stricken with for a while?"

"No. My big brother. Chicken."

"Oh! Very kinky! Guess you've been a wild one longer than i thought."

She felt her hand getting sticky with his precum as she was jacking him off. She saw his belly getting bigger. She felt her udder get emptier. And her pussy closer to climax.

"We smoked cigarettes. I used my milking machine on his cock. It's a big one. Shoots lots of seeea-men."

"Oh! Oh yes! I'm close! Did he... Did you two...?"

Red was feeling himself close to cumming as well.

"I squirted milk on his cock. And in his mouth. He squirted his boy-milk on my udder. And then he... fucked my pussy. And came in it. My pussy filled up with my brother's chicken milk."

This sent him over the edge. His cum shot out in long ropes, landing, at the farthest point, more than half-way across the table. He still ejaculated a considerable amount, even if it was still far less than the amount he deposited in Cow's ass. As he came, he started clenching his ass harder, causing Cow's udder to rapidly empty itself of most its remaining milk. Cow came shortly after he did. Red's belly had expanded to almost twice the size of a nine-month-pregnant woman. A small puddle of milk and pussy-juice formed between their legs.

After a long time of standing, heavy breathing and savouring of afterglow, Cow reached forward to grab the handcuff key and released Red's hands. She asked him to grab a bowl for her. As soon as she pulled out her deflated udder from inside him, she quickly placed the bowl under his ass. It quickly filled up. As it overflowed, Cow decided to return the favour and started drinking her milk from his flowing ass-fountain. But even then it felt like too much. Red handed her another bowl after she drank as much as she could, Red gave her a much larger bowl he picked from the table, which filled up almost to capacity when milk stopped leaking out of him. His wide-open wet anus was visible.

After Red drank some of the milk in one of the bowl, Cow decided to undress and follow him into his room and spent the night in his bed and in his arms.

After another round of passion the next morning, Cow left. After she did, he looked at the purple kiss marks all over his body and at that moment he wished they would always remain there.