An Unexpected Reunion

Back in my “blank profile” days on Grindr, I was still very much in denial about my sexuality and so deep in the closet you could’ve turned on a light and you wouldn’t find me. I was not new to meeting up with guys for sex, in fact, I had taken the baby step to acceptance by having stopped blocking guys immediately after I let them fuck me. I actually had a guy who was a sort of regular hookup at this point.

I wouldn’t say “regular” in that we fucked often, but since literally all of my previous m/m sexual encounters had been a one-and-done situation, I would say more than once at this point was regular.

Russell had a weird chip on his shoulder about me claiming to be straight and just horny, especially since I only hit him up when I had been out for drinks. Today, I get it, but at the time it was annoying that he couldn’t just accept it. It was frustrating to me and clearly frustrating to him. He would ask me every time we met up if I had come out yet. I would tell him the same story I told him every time, no.

Again, I want to stress that we only had sex maybe 4 times, and one backseat blow job where he nut in my mouth and it really freaked me out. I didn’t reach out to him again after that.

****

Four years later Facebook actually recommended we be friends, so I clicked. It turns out he was about 5 years older than me, closing in on 30 at this point, and had clearly been hitting the gym since I last saw him.

He popped up on messenger, asking what I was up to and why I asked to be friends. I told him it was the algorithm and curiosity. He then jumped right into, “Did you come out yet?” and I was instantly not interested anymore. I told him no and then pretended to be busy and bounced out of that conversation.

About 2 years after that, I had started coming out as bi to my close friends, but only the gay ones. Mostly because I had gotten drunk at a gay bachelor party and hooked up with one of the guests who just assumed I was gay if I was there and one of the bachelors walked in on the sex and naturally had questions the next morning (but that’s a different story).

So here we are, I’m about 27 at this point and out at a bar not far from my place celebrating the birthday of the boyfriend one of my closest gay friends. He had invited a bunch of people I didn’t know from his office. To my surprise, one of them is my former Grindr friend Russell. From the look on his face, he’s equally surprised to see me. When introduced we smile and do the “nice to meet you,” without telling anyone we know each other.

Throughout the night we all get pretty drunk and Russell is always catching my eye. I’m not sure if he’s looking at me or if I’m looking at him, but we didn’t really talk at all.

The birthday boy leaves, along with his boyfriend (my friend), leaving me with a couple of people I kind of know and a few people I don’t really know at all.

The group squeezes into the empty seats, Russell now seated right next to me. He man-spreads and his leg is flush against mine. We are all talking, getting to know one another, the “well how do you know the birthday boy” question goes around like an STI. “Where do you live,” was another popular one. Turns out Russell has moved to Staten Island, which is a hike from where I’m at in Manhattan only a few blocks from the bar. When the question comes to me I casually mention I’m only a few blocks from here and make a point of *not* making eye contact with Russell, but I feel his stare burning a hole in me.

A round of shots and a couple of drinks later, I’m pretty wasted. I go take a piss, then to the bar to cash out. Russell is already signing his receipt.

“Heading out?” he asked.

“Yeah, ready for bed,” I joked.

“You asking me to join you?” He half-joked.

I signed my receipt and looked up to meet his eyes, he was as drunk as I was.

“You didn’t drive did you?” I asked.

“I did,” he said.

“Well, you can’t drive home. You want to crash at my place?” I asked.

He looked around, “do you want me to come over?”

I laughed, “I’m offering you my couch.”

“Boo,” he joked.

“I’m heading out now, are you staying?” I asked.

“I’m going with you,” he said.

We walked the few blocks to my place, riding the elevator in awkward silence.

I let him in, the apartment was dark and quiet. It was a one-bedroom, but small, and shaped weirdly. The bedroom barely had room for a queen-sized bed and you couldn’t get the door to fully close because of it. You could only access the bathroom through the bedroom, and because of the bed you had to barrel roll over it to get to the bathroom. The living room/kitchen was all of 20’x7’, with just enough room for the couch and a coffee table and nothing else.

“You can crash on the couch or share the bed with me, up to you,” I told him. “I’m going to hop in the shower real quick.

I took a quick shower just to wash off NYC before getting in bed. Russell took the shower next.

I put on a pair of army-green briefs and face-planted in the bed, my head spinning, but feeling good.

A few minutes later I heard the water turn off. Russell came out. I half rolled onto my side and turned my head to see him, toweling off but otherwise naked. His body was much more cut than it was years ago when we hooked up. He smiled when he noticed me checking him out.

“Like what you see?” he asked.

I got a little embarrassed and put my head back on the pillow. I mumbled something like, “Eh, sort of.”

I felt him climb onto the bed, then he climbed on top of me. I felt his naked body flush against mine, he’s bigger than I am in every way so he fully covered me. His weight felt nice and comforting, his hardening dick rubbing between my underwear-clad ass cheeks got my heart beating. The thin layer of fabric of my briefs between us did little to curb the hormones rushing through my body from the touch of his dick.

“What are you doing?” I mumbled into the pillow.

He felt up my body and dry-humped me, “Mmm, you going to give me this ass again?” He reached down to squeeze my waist, his thumbs massaging the cleft at the top of my ass cheeks as the waistband of my briefs gave way to his massage.

“I’m too tired,” I mumbled.

I felt him sit up, straddling my ass, massaging lower now, spreading my cheeks with his hands. It felt good, I let out a little low moan.

“Come on man, old time sake and all that,” he said, massaging my lower back down to my ass, letting his hands slide under my briefs so he could continue his massage.

I groaned something that sounded like, “No, nah” but didn’t push him off.

He tried to tug my briefs down, which exposed my ass easily but my hard dick kept them in place in the front and I wasn’t trying to help him on this quest. I really was tired and drunk, not to mention I wasn’t really into him after our last hookup.

He had freed my butt cheeks and was boldly feeling them up, spreading them apart and breathing heavily as he enjoyed the view. His strong hands kneaded my glutes eliciting another small moan from me.

I felt his weight shift and he leaned down, his tongue suddenly lapping at my hole. I couldn’t help but moan. I wasn’t trying to get fucked, but I’d certainly let him eat my hole. He had never eaten my hole back in Brooklyn, this must be a new skill he picked up over the years, damn it felt good. I couldn’t help but let my hole loosen enough to let his tongue really get inside my hole.

“Mmm, fuck,” I moaned into the pillow that I was now hugging, pushing up slightly onto my elbows.

“Your hole is still so tight,” he said with an appreciation in his voice and then continued eating.

After a few more minutes of getting my hole eaten, he shifted his weight again, suddenly his dick was sliding across my spit-covered hole.

“What are you doing?” I asked, muffled by the pillow.

“I really want to fuck you,” he humped gently across my hole, his balls gliding across my ass cheeks.

“Mmm, nah man,” I groaned.

“Come on dude, I’ll be quick,” he pleaded.

I laughed, “so, not much has changed,” I joked.

“Fuck you, dude,” he laughed, “let me get inside, I’m so horny I really will cum in a few pumps,” he said, spreading my ass and letting his dick head push on my hole.

“ugh…” I groaned, annoyed and now horny. “Fine,” was all I said, resigned to the fact that this was not going to be for me but to get him to go to sleep.

“Where are your condoms?” he asked.

I vaguely pointed behind him, “On the dresser with the lube.”

He leaned over, “There’s lube, but I don’t see any condoms.”

“Try the drawer?” I mumbled into the pillow, a little annoyed now.

He pulled open the top drawer, “underwear, Tic Tacs, poppers, and socks, but I don’t see any condoms.”

“Give me the poppers,” I said, sitting up on my elbows, and looking over my shoulder at him.

He handed them to me and I quickly took a hit, then another, then tried to offer him some.

“Nah, thanks. Do you have any in your bathroom?” He asked.

“No, if there are none in the drawer then I’m out, you don’t keep one in your wallet?” I asked.

“I’m not fifteen,” he laughed, climbing back on the bed, sliding his hard dick across my hole again while holding himself up in a pushup position.

“What are you doing?” I asked as he gently slid his dick across my hole using only his hips.

“I could fuck you raw,” he suggested, with a tone that made it sound like he was doing me a favor.

I laughed, and turned my head to look at him over my shoulders again, “Have you been tested recently?” I heard myself say when I should’ve just said, “No.”

“Yeah, all good,” he quickly answered.

I dramatically plopped my head into the pillow, “Fine, but be gentle, it’s been a while.”

He reached for the lube and started pooling it in my hole. I took another hit of poppers, then another. I felt him smearing the lube on his cock and then his cock searching for my hole. He pushed hard.

“Ow, fuck man, geez,” I nearly bucked him off. “Take it easy.”

“Sorry, just relax, you’re really tight,” he told me. Then started to gently push and my hole started to give in and the head popped in. “mmm,” he moaned.

“Ungh,” I groaned.

“Just breathe, let me in,” he whispered, still slowly pushing in.

Thankfully he was not huge, a solid 6” cut, and average thickness, felt like a baseball bat though.

He bottomed out and held it there. “Fuck you’re so tight, feels so good.”

I didn’t say anything, just tried to relax. Another hit of the poppers and he started to slowly pull out and push back in. It only took a minute for him to get a slow but good rhythm going. He wasn’t trying to pound me, but he was aggressively trying to get as deep as possible.

He lay flat on my back, kissing my neck and nibbling my ears. Holding tight to my hips as he rocked his dick in and out of my hole. It was starting to feel better, his precum was lubing me enough that I could enjoy the sliding across my prostate. I couldn’t help but let out a small moan.

With every thrust into me, I felt his grip tighten, his trimmed chest hair gently scratching my back, his trimmed pubes doing the same to my ass as his dick pleasured my insides. This was way better sex than when we hooked up years ago. I felt my hole letting him in deeper and my ass flexing up to meet his thrusts.

“Mmm,” I moaned, hugging the pillow tighter.

“Yeah, fuck, I’m not going to last long,” he warned.

Picking up the pace, really getting deep, I felt him start to swell inside me, more with each thrust.

“Fuck, I’m about to cum,” he warned.

“Mmm,” I moaned, flexing my ass as best I could to increase his pleasure, rocking my hips to meet his.

“Oh shit,” he nearly yelled, “I’m cumming,” he whispered, thrusting deep inside me. His dick spasmed and twitched, the heat from his load instantly radiating inside me as he thrust a few more times, smearing his cum as deep as he could, the cum aiding his dick to glide in and out of my hole.

“Fuck,” he gasped and suddenly stopped thrusting and his grip loosened. He lay on top of me, trying to catch his breath as his dick went limp inside me.

Our bodies were sticking together, he moaned one last time and then rolled off of me, his dick sliding out as he went.

I pulled my briefs back up and passed out.

I woke up a few hours later to his loud snoring and sunlight streaming in the open widow. I had a wicked hangover, very much regretting letting him fuck me again, and I can’t believe I let him breed me. Now I’ve had his cum in my mouth and my hole, gross, I thought. I got up and took a long hot shower to kill the hangover and wash away the sex and guilt.

I heard a knock on the door, “hey I have to head out,” he yelled through the door.

“Ok,” I yelled back.

“I’ll hit you up, let's hang out soon,” he said.

“Ok,” I yelled back again.

I heard the outside door shut and I finished up my shower. I toweled off and noticed a condom wrapper in the bathroom trash. It hit me, I did use the last condom last weekend. Oh well.