Thomas' Threesome
Thomas had to adjust the bulge in his pants when he heard the heavy "knock, knock, knock" that he was expecting on his crumby motel room door. The banging clued him into his immediate prospects with the equally horny figure on the other side. The horse checked out his scruffy mane in the mirror to make sure it looked how he wanted it to, then opened the door.
A hulking, tubby honey-colored bear with a dark mop-top haircut and backwards blue baseball cap was standing on the other side. Thomas couldn't tell, but he assumed the bear was looking at him from under his long bangs. The bear flipped his hair and reached his paw into the back of his sagging mesh gym shorts to scratch (what appeared to be, from the front anyway) the fattest ass Thomas had ever seen. The bear said in his low voice: "Thomas?"
The horse smiled. "Hi Bradley! Come on in."
The bear crossed the threshold into the room, and Thomas closed the door behind him. "Nice room you got here."
"Yeah, it's not bad. The bed's comfy enough; bathroom was clean. Thanks for letting your friend know about this. The discount he got me was really nice!" Thomas said, patting the bear on the arm. "What was his name again?"
"Dempsey," the bear said. "That guy's a total buttslut, heh heh."
Thomas's ears perked up. "Oh yeah? How do you know?"
"Cause I used to bang him all the time. He's always so busy with the housekeeping at this motel now I never get to tap dat booty anymore."
"That's too bad," Thomas said. The horse held his arm and stood there in awkward silence as the bear breathed heavily in front of him, not saying a word. To break the silence, Thomas swallowed and said: "But anyway...so..." He nervously reached his arms around the bear and hugged him, then lifted his shirt off. Bradley raised his arms to help the undressing go smoothly, and when the shirt was off, Thomas put his hands on Bradley's waistband and dropped his shorts, revealing a pair of bright pink plaid boxer shorts. "Nice pink shorts," Thomas said, blushing.
Bradley grabbed the horse's waistband and tugged his pants down. "Heh heh, eager boy. Nice jockstrap." He took Thomas's shirt off, and pushed the horse on the bed, butt-up, then straddled him, lining his hardening cock up with the horse's hole.
Thomas rolled around onto his back. "Woah, hang on!" he interjected.
"Oh, we can do it missionary if you prefer," Bradley said.
"No, no, hang on. I'm not a bottom!" Thomas said with his tail between his legs. "I thought you were versatile!"
Bradley guffawed. "Sometimes. But I can only take small dicks, I'm not a very good bottom. You're a horse, dude, there's no way."
"Oh, Bradley," Thomas said with a frown. "I bought special lube and everything!"
Bradley pulled his boxers up from his ankles and back onto his waist. "Sorry bro. I mean, I can always go see if Dempsey's around. He'd join us in a heartbeat. When I say that guy's booty could take four cocks at once, I mean it, and he'd beg for more like a bitch."
Thomas smirked. "Holy shit dude, he's that gay?"
"You'll never meet a faggier donkey," Bradley said, snorting. With that he walked right out the motel room door--in his boxer shorts--and returned within five seconds, pulling Dempsey along with him by his tail. "Faggy donkey was trying to watch us through the window."
Dempsey blushed. "No I wasn't Bradley, shut up!" He turned to the horse. "Don't listen to this bear, he's only out to cream as many asses as he can." The donkey stuck his hand out and shook the horse's. "I'm Dempsey, by the way."
Thomas was flabbergasted. He took everything back he said about the bear's butt: Dempsey's was the fattest ass he'd ever seen. "Oh, hi," he choked out. "I'm Thomas."
Dempsey smiled. "Nice to meet you Thomas. So, you guys need a third?" He wiggled his butt, and Thomas could see it jiggling under his tight shorts.
"Oh yeah, totally. I think that'd be fun," the horse said, gulping.
"Great!" the donkey said, winking, as he flicked his hips with his thumb in his waistband and dropped his shorts, revealed a red and white jockstrap. "I'm always ready!"
Bradley looked at Thomas and jabbed him in the arm. "Told you."
Dempsey playfully hopped onto the bed, getting in doggystyle with his gargantuan rump high up in the air and his velvety balls and long cock hanging low between his legs.
Thomas did not hesitate this time: he knew what to do. He approached the donkey's ass and shoved his face between his cheeks. His face disappeared between them as he enjoyed the soft, globular pillows; he'd never felt anything as heavenly before. They consumed his face as he motor-boated them, making the donkey giggle like a girl.
"Oh Thomas! You eager boy!" Dempsey shouted with a toothy grin on his face.
Bradley took in the sight through his mop-top and then got onto his knees and crammed his face between the horse's meaty cheeks. His broad, wet bear tongue lapped at the horse's pink asshole, making both of them shiver, and making Thomas moan.
"Is Bradley licking your hole, Horsey?" Dempsey asked. "Why don't you do the same! See how deep you can go!"
Thomas pulled back from the donkey's cheeks. "Oh, I like that challenge!" and with that he slammed his face back into the crack and stuffed his tongue as far up the butthole as he could, making Dempsey cry out in delight.
"Ho-hooo-holy shit Thomas! Unf!" Dempsey giggled. "You're so good!" He wiggled his ass around, squirming as the tongue up his hole worked its way in and out. "Yeah, work it Horsey! Ooo-oh!"
Bradley pulled his tongue out of Thomas' butthole. "I'm gonna have a go at that stupid donkey," he said, pulling the horse's face from the engulfing ass cheeks. He reached over to the side table and grabbed the tube of lube and slathered his rock hard fat cock with it, and then hotdogged it. Dempsey moaned. "It's not even in yet, stupid," Bradley said, spanking Dempsey with a long "SMACK!" that caused him to writhe in pain and pleasure.
"You want the bear cock, Dempsey?" Thomas asked him, having completely shed his initial bashfulness. "Beg for the bear cock! Beg for it!"
Dempsey moaned like a faggy bitch. "Unnnnf, I want that bear cock! Please give it to me, Bradley, you big chubby lug! I love that cock, I haven't had it in so long!"
Bradley smirked dominantly and in one swift thrust--because he knew Dempsey could take it--slammed his cock into the tight hole. Dempsey's ears shot up and he screamed out, loudly enough for anyone within three blocks of the motel to hear, no doubt. And as Bradley began banging away, Dempsey began to let out deep, low moans, broken up by the occasional high-pitched scream and crying. Thomas began laughing and trotted to the front of the donkey, got on his knees, and shoved his long horsecock into the donkey's mouth. Dempsey's eyes widened as the horse's member filled his mouth, already leaking precum. Thomas and Bradley pumped away at their respective ends of their donkey boy-toy who, though he made the amount of noise only a bitch does, took it like a champ.
Within five minutes of their hot skewering session, Thomas was ready to blow his load. "Oh Dempsey, don't stop! Keep working that tongue! Yeah, yeah, yeah, just like that...I'm gonna, I'm gonna...!" The horse began firing shot after shot of impressively thick, white horse jizz all inside the donkey's mouth. Dempsey began choking as he tried to swallow every drop, but it simply wasn't possible, and it began to drip down his mouth and onto the bed. Thomas pulled his cock out and let the remaining blasts spray the donkey's exhausted-looking face.
Dempsey looked up at the horse with big eyes, as if to implore him for more. "Stupid bitch," Thomas said. "You want more, don't you?"
Dempsey nodded.
"Got room back there, big boy?" he asked Bradley.
"Heh heh, I told you we can fit a good four dicks in here. Slide on in," he said.
Thomas got onto his back and slid underneath Dempsey--whose dick, gushing precum, smeared all across the horse's belly--until his dick was lined up with the donkey's hole; Bradley put his fingers around the donkey hole and stretched it wide. Dempsey screamed in delight as he did so, and he screamed even louder when Thomas stuck his cock inside. The horse shuddered as he felt both Dempsey's insides and Bradley's chubby cock rubbing against his. He said: "let's destroy this fag."
"Let's do it, Thomas!" Bradley exclaimed as they both began to thrust and pump away wildly at the donkey hole.
Dempsey whined and whined in his slightly feminine voice. "Uh, yeah, uh, yeah, give it to me, uh, yeah, ooooh boys, oh I think I'm--!" Without warning, the donkey busted his nut. Ropes of creamy jizz sprayed all over the horse's chest.
Thomas and Bradley laughed at him. "He loves it, Bradley! Keep going, I think we can milk some more out of him!" The two of them continued double-penetrating him until Bradley's entire body tensed up and Thomas felt him shoot his load deep within the donkey's booty. "Oh yeah," Thomas said, "I love that cum. Makes great lube! Don't pull out yet Bradley, I'm close...yeah, yeah, fuck, yeah, here it comes!" Thomas shot his second load, mixing it with the bear cum in a hot, white, vicious frothy mess. They all laid atop one another for a minute to catch their breath until Bradley pulled out, causing the cum cocktail to pour out of Dempsey's wrecked, gaping hole. Thomas pulled out next, and picked up Dempsey by his sides and placed his butt square on his face. "Just sit on my face for a bit, donkey," Thomas said. "I'll clean you up." Thomas stuck his tongue as far up into the wide-open donkey hole as it had ever gone, and lapped happily at the cream.
Dempsey couldn't stop moaning, and as he did, he managed to form the question: "How long did you rent the room for, Horsey?"
3-page story commission for 
ThomasCaret! Drawing of Bradly above by 
rohly! Thanks for commissioning me, buddy!