Hard Up

Tony and I met through our ex-girlfriends and just kept hanging out. The break-ups happened around the same time and gave us a shared thing to bond over, plus we both liked to lift.

One weekend I had a date with this girl and it went well. We hung out the next night and that went well, too, but she was all about taking it slow. Both nights we made out for like an hour and I went home with blue balls.

That Wednesday she texted me saying she wasn’t feeling it, and wished me well. I was crushed. Tony and I did chest and then got smoothies and I was telling him about it.

“I’m so horny that I’m thinking about texting Sarah,” I said. That was my ex.

“Don’t do it brother,” Tony said. “Resist.”

“I gotta get my dick in something,” I said. “I’m going nuts.”

“Stick it in me,” he said, and I went to laugh but he was being serious.

“What?”

“Fuck me in the ass,” Tony said. This woman who was waiting for her smoothie totally heard him and gave us this look. But Tony was oblivious, or maybe he didn’t give a shit.

“Are you bi or something?” I said.

“Nah,” Tony said, shaking his head. “I’m just trying to help you out.”

“Have you, like, done that before?”

“I’ve stuck stuff up there.”

“We all have,” I said.

“It wouldn’t be too bad,” he said, shrugging and sucking on his smoothie. “Don’t get hung up on it, man. It’s just an offer.”

“Yeah…I don’t know if I’m up for that,” I said.

“Suit yourself. But have you seen my ass?” Tony said.

“Yeah it’s a nice ass,” I said. Tony stuck his tongue out at me and that got me laughing, but he’d still surprised the hell out of me.

There was part of me that wanted to over analyze it; like was Tony into me? But we worked out together the next two days and it never came up, though I was careful not to keep harping on how horny I was.

I guess it was after the second day that I started seriously considering it, cause we did legs that day and Tony really did have a great ass - round and muscular. I could imagine it bent over. I was imagining it.

Friday night we went out and had some beers. We were in a back booth and I got the courage to bring it up.

“So Tony, you’d still bend over for me if I asked?” I said. He laughed a little but shrugged.

“I might make you buy me dinner afterwards but yeah, why not?” he said.

“You’re serious?” I said.

“Like an expensive dinner,” he said. “But yeah. I’ll take it in the ass. I don’t relish the idea but if it helps you out, why not?”

“And you wouldn’t expect me to, like, return the favor?” I said.

“I mean I wouldn’t say no,” Tony said. “But yeah, that’s fine. As long as you go easy on me at first,” he said.

My cock was throbbing. Tony got us two more beers from the bar and I was fully checking out his ass in his sweatpants.

“So when could we?” I said, fully in ‘I wanna fuck’ mode, now.

“Whenever,” Tony said.

“Like tonight? We could go back to my place.”

“Sure,” Tony said.

There was some tension as we walked up to my apartment. Tony flopped down on the couch and flipped on the TV.

“So like, how do we do this?” I said, awkwardly standing there.

“Well…” he said, scrolling through movie choices. “I showered earlier. Do you have any lube?”

“Yeah. Well, coconut oil. That’s what I use when I jack off.”

“Should work,” he said. I was just watching him scroll. My cock was still half-hard and leaking. “Go get it,” Tony said. I came back with it and Tony just started shucking off his clothes. He looked at me. “You wanted to fuck now, right?”

“Yeah,” I said, and started stripping off my own clothes. Tony slid off his underwear. He looked around and decided on the ottoman, getting on all-fours on top of it. He directed his ass toward me and arched his back so it spread out.

“Think this will work?” he said.

“Yeah?” I said. His ass was incredible, and it was still awkward I guess but Tony made it seem like he was just helping me move furniture, or some shit.

I got behind him and dipped my fingers into the coconut oil. My cock was so hard and I lubed it up. Then I put some on Tony’s asshole, which tightened up as I rubbed it in. “That okay?” I said.

“Should be,” he said. “Just go slow at first.”

We had to adjust a little - he raised his ass up, I crouched. But I managed to line up my cock with his asshole. I popped the head inside; Tony took in his breath. “You okay?” I said.

Tony’s eyes were on the TV, where he’d put on a Marvel movie. “Yeah,” he said.

I pushed another inch into him. I had to stop myself from moaning. Even though I’ve had a couple girlfriends I honestly hadn’t fucked a whole lot, and I’d never fucked either of them in the ass. It felt tighter, but also it was the taboo of it. Anal sex. Gay sex. My heart was in my throat as I pushed more into him. Tony got short of breath but never asked me to stop. Then I was in him all the way.

“You okay?” I said again.

“Yeah, you can fuck,” Tony said. I slowly pumped out then back into him. His hole gripped me like a glove.

Up until now it had felt like an experiment. But looking down at Tony’s great ass, and my bare cock pierced inside and stretching him out, his words hit me: I could fuck.

So I did. I grabbed onto his ass cheeks and really started to pound into him. Not super hard or anything, but with a steady rhythm that made his ample ass cheeks rippled and his body bounce.

“This okay?” I said at one point.

“Quit asking me that,” he said, his voice strained. “Just fuck.”

“I’m just not sure how hard I can go,” I said.

“Go as hard as you want, I’m used to it now.”

Something about him giving me the go-ahead got me to the edge. I paused for a moment inside of him. I did some slow, shallow strokes. Then I pounded again, getting less tentative with each thrust. I started feeling up his butt. I could see his dick dangling down between his legs; it would sway when I pumped in.

“Goddamn,” I said at one point. Tony didn’t respond; he kept his eyes on the movie. Sometimes he would grunt if I went super deep or hard.

Then I got into this steady rhythm and I could tell it was doing something for him. He rose up a little and closed his eyes. He was moving with me, pushing back into me. Then he started clenching his ass when I went deep, like he trying to milk the cum out of my nuts.

“Where do you want me to shoot?” I said, cause I was super close.

“Doesn’t matter,” Tony said.

“Not inside though?” I said. My cum was just about to flood out.

“I really don’t care,” Tony said.

“Okay…fuck I’m cumming,” I said, and I started to blast. “I’m just gonna cum inside you dude…oh fuck I’m cumming inside you.” I’d never intended on it - I guess it seemed like a bridge too far, and also my last girlfriend always made me pull out. But I couldn’t resist just holding it deep and blasting so that’s what I did. “Oh fuck that’s good, goddamn…”

“Nice,” Tony said as my cock blasted ropes of cum in him, deep.

“Holy fuck,” I said. My head felt like it was filled with helium. I was starting to catch my breath when Tony pulled off me. With a sucking sound my deflating cock flopped out of his hole, which was gaping and leaking cum. The sight of it was so…I don’t know, shocking I guess. But hot. Like something out of a porno.

“You good?” Tony said once he’d stood up. He looked at me, keeled over, dick dripping. He laughed. “Yeah?”

“Yeah,” I said. “That was great.”

“Alright, I’m gonna shit this load out of me and shower,” he said. “You got a towel?"

“Yeah…use the one on the door,” I said.

“Cool,” Tony said. He left the bathroom door cracked. I heard him on the toilet, farting out my cum. “Holy shit dude you came so much!” he said.

“Yeah?”

“Jesus it’s pouring out of me,” he said. “Guess you really needed that.”

“Guess I did,” I said, thinking: I’d never known I needed it till you suggested it. And now I could see myself needing it again. Which meant I better start looking for some restaurant to take him out to, or get prepared to bend over myself.