Two Guys One Me [FMM]

One of my girlfriends from college and I meet up every year in a different destination. She’s in a city without a decent airport on the east coast and I’m in the most boring town known to man, so it’s been fun for us to plan a long weekend somewhere new every year.

Of course, that didn’t get to happen in 2020, but in 2019 we picked Chicago. I’d just landed at Midway on a Friday afternoon when my phone started buzzing nonstop. There was some lousy weather pushing through off the Atlantic, and her connecting flight was canceled. She’d been rescheduled for the following day, so I was on my own for the rest of the night.

We had a dinner reservation at a really trendy seafood place, which I decided I didn’t want to go to alone. I opted to get some pizza at a little pizza joint by the hotel, and I headed to the bar to get a drink. In all honesty, I was exhausted. It had been a long week, so I just planned on getting a cocktail and returning up to the room to turn in early.

I’m not sure why, but I felt the urge to freshen up before I went to the bar. Yes, I was single, but I wasn’t actively trying to casually hook up with anyone. But for some reason, I changed into heels, a lower cut top with my jeans, and gave myself an overly smokey eye which I wouldn’t have tried to pull off at home.

The hotel we’d chosen was five stars. Right off Michigan Avenue, it was built at the turn of the century and had a gorgeous lobby bar with dim lighting, and big tufted booths tucked around the perimeter. Everything was black marble and gilded, and I found a spot at the end and perched in one of the red velvet stools.

The bartender was pretty cute and very friendly, asking if I was a guest and what I was in town for. When he found out my friend had been delayed a whole day, he took pity on me and gave me my Martini on the house. I’m not the kind of person who typically does things by myself, so sitting at a bar drinking alone was a tad bit awkward. But, after I’d finished half of my Martini, I was getting more comfortable, and there was some pretty decent people watching to keep me occupied, so I wasn’t in any hurry to leave. I was letting my eyes snake around the booths and wooden tables, which were quickly filling up when I spotted two drop-dead gorgeous men sitting at a table in the corner.

They were both tall – over six feet – and dressed in button-up shirts and blazers. They looked, for lack of a better term, yuppy. This wasn’t at all my type usually. But something about these two and their “Winklevoss twin” aesthetic made my pulse race. It was hard to tell exactly what their ages were, but both were definitely older than I was. Probably late thirties, if I had to guess, but they took care of themselves. One was dark-headed with a pretty decent tan, and the other had blondish hair and a bit of 5 o’clock shadow just coming in on his strong jawline. I couldn’t keep my eyes from drifting back to their table. After a few minutes, I realized the dark-headed one had noticed, and he shot me a thousand-watt smile and tilted his head in my direction.

Good grief, His teeth were perfect, and my stomach twisted as I realized I’d been caught openly staring at the guys. I shifted in my seat, crossing my legs and willing myself not to turn over my shoulder again.

“This round isn’t from me. This is from the two gentlemen in the back,” the bartender said a few minutes later, pulling me out of my thoughts as I looked at the fresh Martini he was sliding across the bartop to me.

I mumbled “thanks” almost more as a question than an answer, and I sheepishly turned to look in the direction of the two. Both were now looking at me, and the blondish guy lifted his beer in my direction.

I turned back to take a sip, and I was totally unsure what someone should do in this situation. I was almost thirty-two and way over my going out years, so it had been a while since a strange guy had ordered a drink for me…let alone two strange guys.

Before I had a chance to figure out how to handle this, I saw in the reflection of some of the mirrors along the bar the two were on the move and headed straight to my spot. I took a big gulp of my drink, willing myself to relax and not freeze up. And I felt that burn of vodka slipping down my throat as they both slipped up beside me at the bar.

“You look so familiar,” the dark-headed guy said as he leaned casually against the marble. They were even taller in person, and I felt like a little kid in a highchair compared to them.

“Are you here for Jake and Amber’s wedding? I feel like we’ve met you before,” the blondish one chimed in.

I explained I wasn’t, and I was only in town for a girl’s trip. It turned out they were both in town from North Carolina for a work friend’s wedding the next day. Both introduced themselves, and I found out the dark-haired guy was named Jeff, and the blonde one was Chris. They seemed friendly enough and were interested in chatting, so I accepted their invitation and moved back to their table.

I felt almost giddy, being the center of attention with these two hunks. Although I quickly found out Chris had a girlfriend who couldn’t make it to the wedding, it sounded like Jeff was single and definitely into me. It turned out the three of us had more in common than I figured we would. I was in marketing for a company they’d done business with, and we ended up connecting with each other on Linkedin, like real nerds. All three of us were avid travelers, so we talked a lot about recent trips. They were total gentlemen the whole night – although I caught both of them glancing at the bit of cleavage my top revealed. I got the feeling both were into me, and the attention was intoxicating.

Time flew. That Martini they’d bought me turned into another. Before I knew it, I felt pretty dang comfortable and started wondering if it would be too crazy for me to invite Jeff back to my room. But what about Chris? He’d mentioned a girlfriend several times, but the smirks and the eye contact he was giving me definitely wasn’t just friendly. I could tell he was feeling me too.

Before I got the chance to figure out just how to make a move with one of them, Chris went to find the restroom, leaving Jeff and me alone at the table.

“Listen, this is pretty crazy, but Chris and I think you’re fucking gorgeous. Would you want to come upstairs with us? For another drink or something?” Jeff asked sheepishly, and my eyes caught his.

My heart was about to beat out of my chest. Was this like…a threesome? I honestly didn’t know what to say. But they were both so freaking hot, and they seemed totally normal. But part of me worried this might be way too wild for me. I’d never had a threesome… I’d never even considered one. And I didn’t make a habit of going home and sleeping with guys on the first night. In fact, I could count on one hand the number of men I’d had a one-night stand with. And not to mention the safety issues. What if they were total creeps? Was I going to wake up in an ice filled bathtub without a kidney?

But, in spite of how bizarre this situation seemed, I knew I’d end up going back to the room with them. And it was true. I wanted them both. I bit into my lip and decided to throw every freaking inhibition to the wind and just see where this might lead.

I decided we’d go to my room, just to be safe. At least in my room, I knew I was in my own space, and we opened a ridiculously expensive bottle of cabernet that was in the wet bar.

But we barely got a sip in before things got very physical. I sat on the bed, and Jeff wasted no time setting his wine down and moving in beside me. His long hands slipped easily through my hair, dipping my neck back, and his mouth landed on that spot where my neck met my shoulders. His kiss was warm, and I felt my whole body goosebump from the sensation.

Chris settled into an armchair in the corner, slipping out of his blazer. Now in just his white cotton dress shirt, I could really appreciate just how muscular he was. But, it didn’t seem like he was joining in, just watching like some voyeur. I kept meeting his eyes as Jeff continued to kiss me, and it was thrilling having this other guy watching like a hawk as Jeff began to peel me out of my blouse.

Jeff was totally polite, asking my permission as he took off every article of clothing until I was left only in a nude-colored thong. He pushed me back on the bed, taking off his shirt and unbuttoning his slacks, and I let my hand move down to feel his erection beneath the fabric for the first time.

Good grief, he was hard, and I slipped my hand into his boxers, taking his full girth between my fingers and sliding down slowly. He let out a low sound – almost like a growl – and he quickly slipped out of his pants and boxers, revealing just how thick he really was.

My fingers continued moving up and down his rock-hard shaft, and his hands settled on my breasts as he flicked and sucked each nipple that hardened under his tongue. His hands moved down my stomach to the top of my panties which were now sopping wet.

I shifted on the bed, now able to make eye contact again with Chris who’s eyes were honed in on everything Jeff was doing to me. I bit my lip, feeling more turned on than I’d felt in my life, and gripped Jeff even harder in response.

“Fuck, your so wet for me,” Jeff said, and he hopped up to grab a condom from the back pocket of his slacks that had fallen on the floor.

“It’s for both of you,” I said, letting my eyes move back to Chris, who now had his hand on the outside of his jeans, rubbing what looked like a massive bulge beneath.

In no time, Jeff had rolled the condom on and was next to me, pulling me on top of him. My legs straddled his hips, and I knew my rear end was on full display for Chris as I peeled myself out of my thong. I don’t know what came over me, but I balled it up and tossed it in Chris’s direction, and he caught it with one hand.

I turned my attention back towards Jeff, grabbing his cock and positioning it at my slit. I shifted my hips, sliding down to meet his slowly, and I let out a cry, feeling him totally fill me up. He wasn’t the biggest guy I’d ever been with, but his body and the way his hands kept drifting to my clit totally made up for it. I pushed myself down, shifting my hips, and settled into a good rhythm as his hands moved from gripping my ass to rubbing my clit and back again.

But as much as I loved the sensation of being in total control, my body moving and setting the pace since I was on top, I wanted something else. Something was missing, and I wanted Chris to get out of that armchair and that dress shirt before I let myself come.

I pushed off of Jeff, repositioning and taking his lip between my teeth before I slid around on the bed facing Chris. I wanted him to take me from behind, and I propped myself on all fours, arching my back and parting my legs wide for Jeff to slip inside me.

At this point, Chris had unzipped his jeans, his large hand was wrapped around his member, and from what I could see, he was huge. Like, a good eight inches huge. And I needed to get my mouth and my hands on him as soon as possible.

I felt Jeff taking his time behind me, letting his hands rub across my ass, and I felt one finger, then a second, slowly dip into my pussy.

I mumbled something, god knows what I said, but it felt so good. And when my eyes opened at met Chris’, I knew he and I were on the same filthy wavelength.

In an instant, he’d unfolded himself out of that chair and had approached the bed. He slid his fingers through my dark hair, along my cheeks, and letting me suck the very end of his thumb as Jeff continued to finger me gently from behind.

“Is this alright?” Chris asked as he unzipped the rest of his fly and let the most gorgeous penis I’d ever seen pop out from his dark jeans.

He was long, smooth, and thick. The head of it glistening with just a tiny bit of pre-cum that had dribbled out. I nodded, putting my weight onto one arm as I grabbed him gently with the other and pulled the head of him up to my lips.

I just started kissing. And sucking. And letting my tongue trace down the pulsing purplish vein that ran from head to base. He was massive, and there was no way I’d be able to take all of him in my mouth at once, but I tried as best I could, feeling the head of him hit the back of my throat as I pushed my lips up and down. In and out.

I’d almost forgotten Jeff existed until I felt his erection at my opening. When he thrust into my pussy I almost lost my mind. My walls started to contract – gripping him tightly – as he slipped in and out of me with some force. This made me take more of Chris into my throat, and Jeff was hitting places I didn’t know were possible. My g-spot throbbed as he thrust against it, over and over again.

With Chris in my mouth, Jeff so deep inside me, I was in absolute heaven. And I knew it wouldn’t be long before I broke apart and came. My body was vibrating, almost buzzing with energy as Jeff picked up the pace.

“Fuck, I’m close.” He mumbled before he pushed into me one final time. I felt his cock jolt slightly as he came inside me.

It was like the two had choreographed this ahead of time or something. Or maybe they’d just done it before. Whatever was going on, I didn’t care, as I felt Jeff kiss my back and slide out of me before he moved to the bathroom. Within seconds, Chris had slipped out of his jeans, ready and eager to take his place.

“Can I fuck you? He asked in a raspy tone, and I let out a breathy yes. I’d been so close to coming before. This pause only made the wait that much more sublime.

He quickly threw on a condom and positioned himself behind me. I pushed my ass even higher until I felt his cock start to slip in.

Fucking hell, he was so thick. I’d known it when I’d been sucking him off, but the sheer difference between the two men was shocking and ripped the breath straight out of my lungs. My eyes clamped shut, my legs got a little weak as my pussy stretched as best it could to accommodate the man.

“Jesus Christ, you’re right,” he mumbled between thrusts. It took several before he was fully inside me, and the moans that started escaping my mouth were getting louder.

Jeff has come out of the bathroom now, a towel wrapped around his waist, and he took the position of voyeur. He was giving me a wicked smirk as his friend continued to pound my brains out.

Everything was building, my clit was throbbing, and I needed Chris to rub me there before my whole body imploded. I reached behind me, grabbing the hand that was gripping my backside for purchase, and pulled his fingers around to that perfect place just above my slit. He did exactly what I wanted, almost reading my mind. His fingers were delicate as they started pushing against my clit. He rubbed. And gently pressed. Then rubbed some more until my body threatened to come apart.

I let out a cry. My eyes caught Jeff’s as the whole room seemed to spin. The sensation of Jeff watching, of Chris’s giant cock so freaking deep inside, and his fingers teasing my clit was all too much. I contracted and tensed before feeling an earth-shattering release.

I came, and I came, and I came some more.

My body slumped down against the white sheets. My pulse raced out of my chest. And I realized just how happy I was my friend’s flight had been delayed a whole day. If not, I wouldn’t have gotten my first and only threesome.

Source: reddit.com/r/sexystories/comments/nuu4lt/two_guys_one_me_fmm