Underpants
My older sister finally got married today. I don’t mean it like that, it’s just that Becca and Carter have been dating since they were allowed to go on dates and they’ve known each other since pre-K. I’m just 3 years younger so I’ve know Carter almost my whole life. He’s the greatest guy and has always treated me like his kid brother. Becca and Carter were the first people I came out to when I was 15 and they had my back when I told my parents a couple years later.
At the reception I was having a blast. I’d turned 21 last month and didn’t have to hide my drinks from Mom anymore. As the evening progressed I was getting pretty tipsy and I know I made some pretty flirty comments to a couple of Carter’s frat bros. Mind you, I’ve met most of these guys several times over the years and Carter always had my back. It only took one threat to punch anyone that made a homophobic remark and the guys treated me like any other little brother. But, tonight I might have pushed it a little too far. I saw a couple of the guys with their heads together, maybe talking about me, and decided I better reel it back in before I went too far.
Nearing the end of the evening, one of the bros, Steve, came up to me. “Hey Mike, you doing okay? Not drinking too much?” he asked with a wink as he put a hand on my shoulder. Steve was a pretty hot guy, tall, handsome, nicely built. I’d love to get under that guy, but I needed to keep my hormones in check.
“Fine, maybe one or two too many, but I stopped a while ago,” I responded a little sheepishly.
“That’s good, didn’t want to have to hold your head as you puked later,” he laughed out, which only made my mind go to the part of him holding my head. Fuck me, I’ve got to get a handle on myself, I can’t keep thinking about these hot guys like this. I really need to get to my room and jerk off before I embarrass myself.
“Some of the guys are meeting up in my room for one last drink before calling it a night,” he tells me casually before adding “Why don’t you join us? My room is next door to yours, I think, on the 5th floor.”
I stammer a bit before answering. I really wanted to spend more time with the guys, but knew I was this close to being inappropriate. “Uh… sure?” I respond, not sounding very sure of myself.
Steve chuckles at my hesitation. “Come on, I promise it’s just one drink, you’re brother would kill me if I didn’t take care of you.”
Take care of me? What did he mean by that? My mind of course went to my base desire, but deep down knew that was not on the list of possibilities. “No… yeah I mean, that would be great.”
Steve beamed at me. “Great, why don’t you change out of that suit, the other guys are getting comfortable too. We can’t wear this crap any longer,” he added with a laugh. “We have adjoining doors, I’ll open my side and you can come through when you’re ready.”
Steve and I moved off toward the elevator and were joined by Mitch, Ray and Carl. These four guys were a little buzzed but seemed to be very much in control of their facilities. It was going to be tough for me to keep my mind out of the gutter, but I was definitely going to be filling my thoughts for later. I slipped into my room as Steve and the others went into his. I quickly took off my suit, pulled on my sweats and a loose T-shirt. I took a look in the mirror and splashed some water in my face as a little freshener. I heard a noise and realized it was Steve opening his side of the adjoining door, followed by a couple knocks and a muffled “Doors open, come on over.”
I took a quick look at myself and nervously walked to the door, “keep it in check,” I mumbled to myself. God, the last thing I needed was to lose control and stare too long or something. I took a deep breath and opened the door. I was not prepared for the sight as I stepped into Steve’s room. All four of the guys had removed their pants, shirts in various stages of unbuttoned, ties down or off. “Fuck,” slipped out of my lips as I froze staring at them, eyes taking in the chest, the white boxer briefs they each wore, their bulges on display.
Steve laughed “Come on in, we’re just getting a little comfortable, I’m sure you don’t mind,” he said with a wink.
“No, not at all,” I mumbled out, not sure if this was heaven or hell. What the fuck was I going to do, and my cock was hard as a spike and pushing forward in my sweats, no way to hide it.
“I think Mike likes us,” Carl chuckled. “What do you think Ray.”
“Yep, he definitely has a boner over this,” was Ray’s deadpan response.
Steve came over and dropped an arm around my shoulder and leaned in. “I told Carter, we’d take care of you,” he said quietly. My eyes went wide with the realization that Carter knew.” Steve just laughed as Mitch came over, shrugging off his shirt as he approached.
“Are you ready to get this party started?” Mitch asked.
My eyes darted from one guy to the next, each seemed to be holding his breath, waiting for me. “Oh fuck,” was all I could moan out as looked Steve in the eye and placed my hand an his bulge. His eyes lit up liked he’d won the lottery. I felt the bulge pulse and grow as I licked my lips. Keeping my hand in place I turned to Mitch and put my other hand on his crotch. He got that devilish grin that has always turned me on and then both guys moved closer. Mitch’s hand was on my ass as Steve moved in for a kiss. I was stunned at first, but moved into the kiss as Steve’s tongue started to probe my mouth.
Mitch groaned as I continued to palm his still covered cock before I finally slipped my hand down the front. “Fuck yeah,” he moaned.
I could see Carl and Ray out of the corner of my eye taking off their shirts. Carl pulled his cock out, tucking his underwear under his balls, slowly stroking his cock as he watched. Ray pushed his underwear down and off, being the first one completely nude.
Steve pulled back, lips slick from our spit, eyeing me closely. “Your move, what do you want?” he quietly asked.
I took a quick look around and made a split second decision. “I want to suck you guys, then…” I trailed off unsure.
Ray stepped closer. “Then?” he encouraged me to continue.
I looked at the guys closely and saw nothing but lust in their eyes, no judgement, nothing but desire. “Then… fuck me. I want each of you to fuck me.”
I quickly dropped to my knees as the guys all chuckled and pulled out their cocks. I reached for Steve’s engorged prick, his boxer briefs tucked under his balls. I was determined to show these guys a good time as I stroked him and felt the guys get closer. Steve’s prick was rock-hard, with precum oozing from the slit. I lapped it up and reached sideways to feel another hard cock within reach. I heard Mitch moan as I latched onto his cock, giving him a firm stroke as I proceeded to take Steve’s head into my mouth. “Fuck,” Steve groaned.
I tugged on his briefs and Steve quickly got the hint and pulled his off, the other’s followed suit and I now had 4 hot men surrounding me, hard cocks bobbing as i groped each in turn. I took my mouth Steve and moved to Mitch. His was uncut and tasted fantastic. I licked under his foreskin gathering more of his delicious nectar. Mitch’s prick was girthy, and my mouth stretched wide to take in more and more of him.
I sucked for a little while then moved on to the next guy, Ray, and proceeded to get his cock as wet as the first two, while now stroking Carl’s. The guys weren’t saying much just watching me suck their buddies. An occasional “fuck” or “shit” escaped their low moans but otherwise it was just the sound of my mouth slicking up cocks. I finally made it to Carl and gave him the same treatment. I was so fucking hot by then. These 4 basically straight guys enjoying my ministrations. I watched them closely as I made another circle on my knees, sucking each again for a couple minutes before I finally moved to stand up.
“Bed, now,” was all I said before realizing I still had my sweats and T-shirt on.
Steve laughed. “Clothes off, now,” he barked out.
I grinned as Ray and Carl quickly helped me out of my clothes. Once naked I moved to the bed and crawled onto the large king sized bed getting on all fours in the middle. I heard a low whistle and felt the bed move as the other’s climbed on. Hands soon started stroking my body, up and down my back, my thighs, stroking over my cheeks. I felt at least two sets of hands start massaging my ass, pulling my cheeks apart. Someone moved in front of me and I took the bobbing cock into my mouth. I could tell it was Mitch’s uncut girthy monster. I heard someone say something about lube but I was lost in the sensation of hands on my ass and a cock in my mouth.
It became apparent that Steve was running the show. He told Ray to eat my ass and get me loosened up while telling Carl and Mitch to swap places. “We’re gonna take good care of you Mike,” he whispered into my ear, while I sucked Carl now. All I could do was whimper in response as i felt Ray’s tongue probe my ass.
“Ray’s going to fuck you first, Carl, then Mitch. Mitch is the thickest of us all so I want him to take you last,” Steve continued telling me directly into my ear as he rubbed my back. “You okay with that?”
I didn’t pull off of Carl’s cock, just nodded and grunted my acceptance. I noticed Steve hadn’t put himself in the mix and I was a little disappointed but barely had time to think about it with a mouth full of cock and Ray eating my ass like an expert.
The next couple hours were a blur of sucking and fucking. Ray lasted barely 5 minutes the first time in my tight hole before dumping the first of his 3 loads. Carl followed up sliding his spit slick cock into my loosened and wet hole. It took him a little longer before he dumped his seed deep in my hole, bellowing like a bull as he came. I was sure the whole hotel heard him, but I was in such a fuck haze I didn’t really care. Mitch was so wound up that he almost shoved Carl aside to get at my used entrance. As Mitch slid in my warm, wet, insides, Ray offered me his cummy cock to clean off, and the cycle proceeded again.
The whole time the 3 guys are rotating from mouth to ass and back Steve is beside me, rubbing my back, whispering in my ear. “Fuck, you’re such a good boy, look at you taking these cocks like a champ.” He’d occasionally reach under me to stroke my aching cock, but he could tell from my whimpers I was so close to shooting off. “You’re going to cum just from getting fucked, aren’t you Mike.” It really wasn’t a question, more of a statement of his belief. “Fuck you’re so hot like this, the sound you make while the guys fuck you. You need this, your holes need this.”
I could only grunt and moan as my first orgasm was triggered by Mitch’s pounding my ass for the second time. I’d held off for as long as I could and my whole body shook in spasms as my cock let loose a huge load into the sheets below me.
“Look at that fucking load, fuck dude,” one of the guys said.
Steve patted me on the back and kissed my temple. “Good job, you’re loving this, aren’t you? You love having your hole shared, getting fucked repeatedly, cleaning off their cocks. I’ve never seen such hot sight, your ass getting pounded, your mouth stretched around one cock after another,” Steve continued his litany of praise quietly into my ear as each of the guys took their turns, eventually leaving 3 loads each in my body. I’d swallowed a few but the majority were in my now loose hole. I’d cum a second time, again untouched, this time while Carl was hitting my prostate just right.
The action had stopped as the guys caught their breath and slowly moved from the bed. I was exhausted and was just going to collapse on Steve’s bed, laying in my own spunk and the loads leaking from my ass, but Steve pulled me to the side that was less messy and ushered the other guys out of the room as they made small talk, slapping each other on the back.
I must have dozed for a second but felt the bed shift a little and Steve jostling me a little. “Let’s get you to your room,” he said quietly. I was disappointed that Steve hadn’t fucked me but took his offered hand as he helped me stand. “Maybe a quick rinse,” he chuckled as I felt the cum running down the inside of my leg and then the surprising feel of Steve’s hand on my ass, followed one, then two fingers, rubbing around my cum filled ring. I moaned out loud as it felt so good.
We stepped into Steve’s shower and he proceeded to wash me down, wash my hair, clean my ass, probing a little with his fingers to get some of the cum out. I thought maybe he’d take me in the shower, but instead Steve shut the water off, toweled us both off and lead me to my room and my bed.
As I settled in my bed, sleep almost taking me, I felt Steve’s hands run up my legs, stoke my cock, then move up my body as I felt his body move up and over me too. My eyes opened wide as his body settled on top of me and his gently kissed my lips. “That was the fucking hottest thing I’ve ever seen,” he whispered between kisses. “Can I fuck you now?”
I didn’t answer, just spread my legs, wrapping them around his waist, tilting my ass up as I sought the blunt head of his rock-hard cock.
After the earlier fuck-fest, Steve’s private session was more intimate, sensual. He fucked me slowly for 15 minutes before telling me he couldn’t hold off any longer and had to seed me. I just pulled him in for a passionate kiss and held on tight as his rhythm increased and soon was moaning into m mouth as his huge pent up load escaped his cock and flooded my insides with his warmth. Steve was obviously prepared for this and took a damp cloth from the nightstand to wipe us both down before settling behind me and pulling me tight to his chest as sleep finally took me.
I woke the next morning still in Steve’s arm. I listened to his slow breathing as I recalled the events of the previous night. My ass wiggled around, feeling his cock start to harden. My hole ached in a good way and knew how good it would feel to have him in me again. I was caught up with trying to capture his hard cock with my entrance that I was a little startled when Steve chuckled into my ear. “You’re so eager for cock.” Steve proceed to slow fuck me from the back as he laid kisses on my neck and stroked me to completion before dumping his load deep inside. This guy really seemed to know what to do.
After a few moments of letting our hearts settle down we realized we had just an hour before check-out time. After getting ourselves together and checking out I was prepared to say goodbye, but Steve asked if I was hungry. I realized I was famished and also realized I wanted to hang out with him a little longer, so I quickly agreed to lunch at the dinner down the street.
I found out a lot about Steve over a long lunch. He considers himself bi, and loves sharing and watching. He told me he’d found me so attractive when Carter brought me around to the fraternity and really wanted to get in my pants from the beginning, but last night was better than he’d ever expected. I confessed my attraction to him and how being shared was a top fantasy of mine.
We have a date later this week, and he also mentioned something about a poker night and a bowling group he’s part of. I’m pretty sure I won’t be playing poker or doing any bowling. My hole is quaking in anticipation.












