Went To an Underwear Party My Freshman Year in College - Part 2

Everyone is 18.

“You’re an animal,” I said to Mike. 

“Yeah, man, you really like to party,” Jayden said.

When Mike sat back on the bed, Jayden stayed standing and went back to rubbing his cock while watching the porn. I was inspired by little Mike’s balls, and got off the bed and grabbed a handful of Jayden’s ass.

”My turn,” I said, and Jayden looked me in the eyes and smiled.

It was finally my chance to touch my roommate’s monster hog that had been assaulting my brain all night at the underwear party. I kept my hand on his muscular, teen jock butt cheek, got down on my knees and sat my bare ass on my heels, my own big boner sticking up in the air. I grabbed his cock by the base and stroked it toward my face. A big drop of precum came out of the end and I stared at it. It was so taboo and exciting, and I licked it off. As soon as the skin of his cock touched my tongue, I felt warmth radiate through my body from my chest to my crotch. This was everything I wanted in the world at this moment, my big jock of a roommate letting me play with his body. I tried my hardest and was able to stuff the head into my mouth, but there was no way I was going to get much more of it inside me. Still, I persisted. I put his hand on my head, then grabbed his meaty ass with both hands and pulled him into me. He pushed my head down firmly, and while my jaw stretched and ached, he started to moan as we got more of his cock into me with teamwork. I tongued the underside of it as much as I could and made out with the sensitive underside. I started to jerk him off, with my hand not even going all the way around his shaft. He seemed to really like that, and groaned and released a drop of precum every few seconds for me to swallow. I looked like one of those cartoon pigs with the apple stuffed into their mouth.

When my jaw needed a break, I stood behind him and caressed his sides, moving down to his hips and his ass. His big monster jutted out obscenely in front of him, still throbbing and clearly desperate for more touching, and he just waited sort of patiently, turning his head to watch my next move and see what I would do. Mike got off the bed and returned to his knees in front of Jayden, still apparently horny and enjoying worshiping this hung Adonis with me. I reached around to firmly stroke Jayden’s log, making him close his eyes and start moaning again. I lifted his heavy cock to allow Mike to get in there and lick his big balls. Mike was probably about five foot eight, so not a short guy, but shorter than us. And, he couldn’t even fit one of Jayden’s balls in his mouth. He just tongued them aggressively and licked his sack. I had a feeling of euphoria in my stomach that I was doing something so very college, and experimenting with my hung roommate and a random kid from class. I already knew in that moment that this memory would stay with me forever.

Feeling Jayden’s soft skin and tight body in front of me, I couldn’t help but thrust my hips, rubbing my cock on his ass and squeezing it between his cheeks. I let out a few grunts as I took my pleasure from his perfect butt. The lubed up feeling my precum was making was pure sex. I guided myself with my hand, and even started to probe his hole with the head of my cock. When I started to really get in there, Jayden reached back to hold my hips, and released some low grunts. His gorgeous ass was seemingly hungry for me, and after lots of teasing, and jerking him to keep him happy, I was finally able to press the head of my cock inside him, using my precum as lube.

Jayden grunted with some surprise at the sensation, but soon leaned over to accept it fully. My own cock looked magnificent as I began to toy with his hole. I repeatedly jammed the thick head past the ring of his hole and felt it tighten and stretch around me. I had never thought I would be putting my cock inside a boy, but this was exactly the time to do it. Mike seemed encouraged by watching Jayden slowly learn how to take a cock. He looked up at Jayden, whose eyes were closed, and put a hand on his abs.

“Do you want to fuck me?” He asked, with the same nervousness he had before. 

Jayden looked down at him, unphased by the requested escalation, and simply said, “Ok.”

Mike slowly stood up and walked into the bathroom, while I held my cock inside Jayden, and pushed another inch inside, reaching the thickest part of my shaft. In seconds, Mike had returned with a bottle of baby oil.

“Lube.” He said, shortly, then tipped the bottle and poured a generous amount onto Jayden’s ample shaft and my own thick cock.

Jayden moaned some more as Mike rubbed the oil up and down Jayden’s cock, then sat up on the bed and lifted his legs up, his knees nearly touching his shoulders.

I looked down at his hairless pink hole between his pale, bouncy cheeks. The sight of him in that position intrigued me. My brain was telling me that he was converted into a girl in that moment, a fuckable hole for men to use. His own sizable cock rested on his slender tummy. 

I pulled myself out of Jayden and walked over to Mike on the bed. Even though he asked Jayden to fuck him, I had a feeling he would be better off if my cock warmed him up. He looked at me apprehensively as I grabbed his thighs, and used my hips to line of up cock to his hole. He looked down and grabbed my cock at the base, and pressed the head of my cock into his little hole. He looked a bit scared, like he was unsure if he had bitten off more than he could chew.

“I put a finger in my ass when I jerk off in the shower,” he said out of nowhere, sort of reassuring me that he was interested in anal.

“No way, me too,” said Jayden nonchalantly as he approached Mike on the bed and tapped his hefty cock onto his abs.

I chuckled at these two, apparently full of surprises tonight. I pressed in further until I was balls deep inside Mike. He huffed and puffed a bit, and groaned between breaths. The look on his face told me that my own big cock was not the same as a finger, but his cock was as hard as ever, and he rubbed it slowly as I gently rocked our joined bodies, loosening up his guts for the big show to come.

When I realized I was about to cum already, I carefully pulled out instead, and moved Jayden by his hip to get him in front of Mike. In a moment he was lined up with him, and Mike stayed still, holding his knees to his shoulders and tentatively waiting to see what would happen when Jayden went for the big one.

Slowly, Jayden lined up his cock and pressed forward. Even though he had just been penetrated by my thick cock, nothing compared to Jayden’s pringles can. I could see Mike's ass cheeks fold in, even with all the lube spread around, and refuse to take the giant cock inside. I reached down and jerked Mike’s cock for him, while Jayden slowly moved his hips back and forth, trying to penetrate. I grabbed Mike’s ass cheeks, and gently pulled them apart, and spit on his hole, where the apple-sized head of Jayden’s cock was trying to enter. Finally, the bulbous tip started to penetrate. Mike released a nervous moan, and grabbed onto both me and Jayden. We froze, before Jayden started to push in slightly more, getting another inch of his head inside, and expanding Mike’s hole obscenely already. 

“It hurts, but I can take it.” Said Mike.

“You really like to party.” Jayden replied, and pushed in another couple centimeters, clearly hungry for some real penetration.

I had to ask, “Have you ever gotten it fully inside a girl?”

“I’ve never even had sex,” Jayden admitted with a chuckle, “Just handjobs and girls slobbering on it sometimes.”

“Mike is the girl for you I guess,” I said, making us both laugh, but Mike released another nervous moan.

Jayden started to pull out, and push back in the few inches he had been able to get inside so far, and after several minutes, finally got the whole head inside, causing Mike to yelp.

“It feels so good,” Jayden said, closing his eyes.

“Careful,” warned Mike. 

I got so hard watching his little ass get obscenely stretched by Jayden’s monster hog. I continued to hold his cheeks apart while Jayden’s abs were in my face. He finally thrust enough to get another inch in, and I released Mike. He still looked nervous as hell, while precum dripped from his cock onto his abs, making a sticky pool in his belly button. 

After another hour or so of Jayden playing just-the-giant-tip with Mike’s hole, it was nearly sunrise, and he was essentially balls deep inside him, just moving extremely slowly. Mike’s cock was still rock hard, basically blue balled from not getting to cum yet. The aroma of sweat from tonight, so far, had permeated the room and only made the experimentation more exciting. I realized I liked everything about these boys. I looked at Jayden’s arm pit hair, which stood out against his otherwise hairless upper body, and got curious. I stood up and put my face in his arm pit, to which he didn’t even react. I took a big whiff, and I was overcome with the raunchy, male smell and started to lick, then make out with it. I started to jerk off, bathed in his manly scent. I knew I had to cum soon.

I approached Jayden again from behind, and without saying anything, got down on my knees to put my face in his ass, and smother myself in his luscious cheeks. I tongued and probed his hole, and he groaned and started pumping a bit faster into Mike, and pushing back against my tongue. I stood up and put my cock between his cheeks that I had gotten to know earlier. Within a minute I had achieved penetration, rocking my body to push him deeper into the smaller guy. Jayden took it like a champ, and seemed to love being stimulated on both sides. He grabbed Mike by the hips and started properly fucking him.

Within a minute of this position, all three of us were releasing loads. 

“I’m gonna cum,” Jayden said, clenching his broad jaw and humping his monster cock sporadically into Mike.

Mike grabbed his cock and rapidly stroked himself. The sight of these two dudes cumming was enough for me, and without even moving inside Jayden, I was over the edge. I let Jayden’s pulsing hole milk my cock as he unloaded inside Mike. Mike released a stream onto his chest and abs while Jayden’s cum leaked out of him before he even pulled out his cock. When he was done, he slowly moved his hips back to pull out of Mike, then turned his body to pull off of my cock. 

“That was hot,” Jayden said, “I’m going to sleep.”

Without even washing up, he walked over and plopped down onto his bed face down, curling up one leg, and showing his meaty cock hanging below. His big, plump ass stuck up in the air. I wanted to use his butt cheeks as a pillow. He was snoozing within seconds. 

I didn’t say anything, just followed his lead and walked over to his bed to lie next to him, with my hand over his balls and ass from behind, my fingers grazing the shaft of his meaty cock. Mike crawled over me to join us in bed on the other side of Jayden. I was surprised we all fit. Jayden turned to his side and held Mike close to him, big spooning the little guy. Even though I was drifting off to sleep, I got hard again and rested my boner between Jayden’s ample butt cheeks. I slept well, and was certainly enjoying college so far.