The Second Date
“But it's non-negotiable, Steve. That's the point.”
I wanted to punch Dan and his gloating little face. “But fuck, Dan. I'm totally using this poor guy. He's kind of in to me. What kind of a shitty person am I?”
I could tell that my anger was scaring him a little. But he didn't budge. “No. You've got me to do some out there stuff over the years so I don't see why this is any different.”
We were sitting in this coffee shop and I was working on my third cappuccino so I was kind of hopped up. Dan's face was defiant and I knew it was a losing battle. “Fine. But I think we need a new rule after this. No involving innocent people in our stupid dares.”
He shrugged. “Sure. Whatever. You still have to go through with this one.”
Why was he my best friend? I was beginning to wonder.
--
I fretted the whole week. I was going through with this. I was going to get naked with a guy. And I realized that for Greg's sake I wanted to try and make it good. That way he at least got something out of it. Right?
Greg texted me a few times. Just friendly, checking in. Nothing I hadn't done with women. He told me about this movie he just saw that I had seen and we had a pretty intelligent conversation about it. Not that that's surprising, but I guess I was struck that I enjoyed talking with him.
On the Friday, he texted me the address of a gallery near our neighbourhood. Some opening. Then dinner. Nice.
I got to the gallery and realized it was an opening. There were lots of people there with way better clothes than I had on and more interesting hair cuts. Shit. I walked around the gallery looking for Greg and I snagged a glass of wine. Then I saw him across the room. He gave me a big smile and waved me over. He had on a really white shirt and a blazer and I had to admit he looked really good. I felt more guilty. He was standing next to this woman with pink hair and big pink-framed glasses.
“Hey!” He gave me a quick peck on the cheek, so I hugged back. “This is Eunice, Eunice, Steve.”
She looked me over and I could tell she knew this was a date because I felt appraised. I shook her hand and told her her glasses were awesome. And they were. She smiled and blushed and I knew I had her. Score one for me.
We walked around and looked at the paintings. They were abstract and colourful and I could totally imagine having one in my living room. I like art. Don't be so shocked.
Finishing our wine and saying bye to Eunice and a few other people, we went outside and Greg hailed a taxi. I said, “Where are we going?”
He grinned like a little kid. “My place.”
I gulped and tried not to look terrified, but I was. I said, “Cool...”
We sat in the cab and I didn't know what the protocol was. Were we supposed to hold hands? Cuddle? Pretend like we didn't know each other? It was all so confusing. If I had been with a woman, I would have casually taken her hand, so I did. He gripped mine back and I guess I did the right thing.
His house was really nice. Modern and minimal with glass and chrome and art and a cat. I like cats so I bonded with Sadie. I hoped me bonding with the cat would make things easier.
We ate pizza that he made and drank wine. It was chill and easy. We talked about our university days, about our families. I decided I wanted to to try the whole bi thing, so after he talked about his first boyfriend, I cleared my throat. “You know...I should probably tell you that I'm bi. Is that cool?”
I hoped that was a reasonable question. He smiled at me and said, “You know, I thought there was something about you. But that's cool. I've dated bi guys before.”
Relief washed over me. For some reason I felt like less of a fraud and in fact felt almost happy. Like I had pleased him and for some reason I was into that. I relaxed and drank my wine. But I was still fucking nervous. I mean clothes were going to be coming off and soon. It was obvious.
We went and sat in the living room and he sat beside me. Close. He put his arm around me and then ran it up my neck then down my back. I went through all the ways this could play out and most of them involved me being in control so I didn't have to worry that my cock was saggy. So I turned to him and pulled him to me. The kissing part I realized I could do. Tongues, spit, lips, it all felt familiar and actually kind of nice.
He was excited. I could tell. He almost swallowed my tongue and I felt him slide a hand under my shirt and up my back. It almost tickled. I did the same to him and went further by pulling it out of his pants and undoing the buttons and sliding it off him. He was sitting there, shirtless, his chest all covered in trimmed hair and I could tell he worked out, but not too much. He had the slightest little paunch which was a relief. I could smell cologne and a guy smell and I realized I was kind of into it. I leaned closer to his chest and inhaled. That smell men get when they're turned on. I recognized it and what was so surprising was...I liked it.
I still wanted to be in control but now it was out of curiosity rather than fear. So I started to kiss his neck and shoulders. I licked up to his chin and we kissed for a while longer, then I went for the nipples. Pornhup had given me a nice tutorial about sucking on a guy's tits, so I went for it. No one had ever done that for me, and I felt like I was making it up as I went along. But he seemed to be into it because he started making some low moaning sounds. I was both excited and afraid to look down, down below his belly because I was sure there was all kinds of things going on in those pants.
But he surprised me by pushing me back onto the sofa and unbuttoning my shirt. He practically ripped it off me. He pushed my arms up and back and pinned me down and then brought his face close to mine. I could feel his breath and I could feel his cock pushing into my belly through his pants. Then he did what I did. He kissed me all over the place and licked my chest and sucked on my nipples and bit them. Which shocked me and made me squirm. But not because it hurt. Nope. It felt good.
Then I felt his hand slide down my belly and right into my pants. I almost jumped off the sofa. Mostly because I was afraid there was nothing happening down there, but as soon as I felt his hand touch my cock I knew I was wrong. There was something happening down there all right. A lot. My dick was rigid. I wanted him to touch it. I wanted him to fucking hold it and stroke it and do whatever he wanted with it.
He chuckled and undid my pants. I felt paralysed by lust. I was beyond my ability to know what to do, but he yanked my pants down and off and there I was in my little blue boxers with this fuck off hard-on. I looked up into his face and he looked back at me. He looked so open and excited, again like a little kid. My cock was telling me a story I had never heard before. A story about how maybe there were some things that were fun to try. That I wanted to try and in fact had always wanted to try. My dick twitched and it was like a gear changed in my head and my balls at the same time. Fuck it.
I reached for his pants and undid them, opening his zipper and I hauled out his cock which was big and hard. I stroked it – I knew how to stroke dicks, after all – and then I pulled his underwear down and he kicked them off. He was naked and, with his help, so was I. I wanted to be. I wanted him to be. I had stopped asking what was going on and why it was going on. I just wanted to fuck. I wanted to fuck this guy.
I took his ass in my hands and pulled his body down, mashing our dicks together. I could feel that we were both getting slippery. I gripped his ass cheeks and pushed him into me, my hips grinding back at him. I felt a little wild and my mouth found his and we went at it again, our tongues wrestling, our cocks rubbing together.
He started to kiss my neck and then with a bunch of little bites, he went down my chest and licked my belly button then totally went down on me, sucking my cock right into his mouth, into his throat, it felt like. I gasped and grabbed his head with my hands as if I was going to go into space if I didn't hang on. I could feel his tongue exploring the sides of my cock and then licking around the head before pushing it all the way into his throat. I started to make this sound that I didn't recognize and I had the thought that I had never been sucked off so well in my entire life.
I grabbed his head and pulled him off my cock because I wasn't ready to cum, so he moved up and we kissed a whole bunch, then I slid out from under him and flipped us around so I was on top and I knew what I wanted even though I had never had it before. I wanted his prick in my mouth. I wanted to taste a cock and I wanted it to be his.
I moved my face down, licking his skin which tasted nice and a little salty then his cock was just there. Right in front of me. I could feel the heat coming off it. I could smell his smell. His body. So different than a woman. More musky and, I realized, more familiar. I stuck my nose into his balls and then licked them and played with them with my tongue. I liked the feel of the soft skin in my mouth. Who knew I would like that? And his cock? Well I sucked on the base. I licked around the base and up the shaft and spent some time exploring the head, tasting precum which I liked from tasting my own. Who hasn't tasted their precum? Come on. Be honest.
I felt his hand on my head and it felt like encouragement. That I was doing the right thing. I got to work and took my first cock in my mouth. It felt gigantic and I almost gagged, but I managed to take it down about three quarters of the way and, remembering what I liked, started to move my head and use my tongue at the same time.
Greg was making these little sounds that told me I was doing the right thing. I was feeling a little crazy by this point, and I was totally fucking the sofa as his cock slid in and out of my mouth. I heard him say, “You want a mouthful?”
Did I? I had no idea. But I wanted to find out. I fucking wanted to find out. I moved my head faster and gripped the base of his cock with my hand so I could give him a little stroke while I sucked and in a few moments he gave a kind of choking gasp and sure enough a big burst of cum blasted into my mouth and all over my tongue. I was so surprised I froze and let his cock keep pouring, coating my teeth and oozing out the corners of my mouth. It tasted intense and complicated and made my tongue tingle and I remembered a time when I was a teenager and tasted my cum. I decide I should move, so I kept going and the cum kept pouring and eventually the intensity of the flavour made me gulp and swallow.
I pulled off his cock and looked over at his face. He was watching me with a big smile. He pulled me up and we fucking kissed again, and I shared his cum with him. I felt his hand go to my prick and he got down and returned the favour. He was better at it than I was, because he could totally jack me and suck me at the same time and that sent me over the moon. I grabbed his head and fucking filled his mouth with what I had thought was my straight guy cum, but now I realized it was just my cum. He swallowed and moaned and moved back up and we kissed again – it seemed like the millionth time – and I got a taste of my own cum, our tongues sharing all that goodness.
He finally let go and fell onto his back, breathing heavily. We were both breathing heavily. I had just sucked a guy off and I fucking loved it. I don't know what latent part of me had been hiding this little surprise, but I didn't care. Because the thought that really hit me, I mean, hit me like a ton of bricks was: I wanted more. I wanted more of this guy. I wanted more sex with this guy. I had no idea how this had happened and why I hadn't felt this way before, but I didn't care.
I had just had an amazing orgasm and let this nice dude cum in my mouth. So I was clearly beyond caring at this point. Dan could go fuck himself for all I cared.
We lay there, breathing heavily and then Greg got up and I watched him walk across the room to the kitchen. I admired his strong legs, his great ass, his smooth back, his cock...well his cock.I had had it down my throat and I wanted it there again and soon.
A little voice in the back of my head said, 'what is going on here?' I couldn't answer. I didn't have an explanation. It just was.
He got us some water and some ice cream which we ate naked on the sofa. We sat facing each other, cross-legged and ate ice cream. It was like the best kind of sleepover. He looked at me a few times, almost shyly and I realized I felt the same way. Part of me wanted to tell him that I had never had sex with a guy before. But that felt shitty and I didn't want to spoil the moment. Some day.
We finished our ice cream and Greg said, “You want to sleep here?”
I thought a moment. Did I? Yes, I did. I totally wanted to hang with this really sweet dude and sleep in his bed. How could I not?
“Yeah, Greg. Is that cool?”
He gave me a big smile. “That's cool.”
So we got into his bed. Another first. I mean I had shared beds with guys before, including with Dan, but not after sucking their cocks. This felt different. And to be honest, there was no sign that either of us was going to sleep.
Greg got down and started to suck me off again, licking all over the place and tonguing my balls, and spending some time at the helmet of my cock, dicking his tongue into the piss slit. I was moaning and writhing and then he lifted his head up and said, “Will you fuck me?”
I looked at his – yes – beautiful face and I knew the answer. I wanted to fuck him. My first guy. My first guy fuck. I wanted it to be with him.
But I knew this was the real test. I could feel myself getting scared. He was looking at me and he said, “You haven't fucked a guy in a while?”
Of course he could tell, but I was glad I had said I was bi because now it seemed plausible. And I didn't want it to be just plausible. And I realized I didn't want help. This was mine to do and I also realized I wanted to do this for him. A little part of my brain was wondering who I had become, who had stepped in and decided he liked cock all of a sudden, but I ignored it. I just knew that in that moment I wanted to fuck him.
I said, “You have...?”
He laughed and dug into a drawer by the bed and removed a bottle of lube. “And...?”
“PrEP. I want you fucking bareback.”
I had no idea what he was talking about but I took it as permission. I lubed up my cock which was still thankfully hard and Greg lay down and spread his legs. I channelled guys from Pornhub and went to work. I got some lube and explored my first guy hole with my fingers. I liked how tight it felt, how smooth and warm. I slid my fingers in him and enjoyed his moaning. I leaned down and kissed him a whole bunch while I fucked him with my fingers.
I was both turned on and a little nervous but I knew I had to quit stalling. I lubed up my cock and started to push in. I felt resistance which worried me, then I suddenly slid in and he gasped and pulled my head down and our mouths got to work and I pushed further, feeling him envelop me and I started to moan in his mouth. How could this feel so fucking good? I mean women felt really good, but this? This was another thing entirely.
I got all the way in and I felt my balls come to rest on him. I looked down between us and his cock was rigid and really wet. He was gripping it like a stick shift. I looked into those crazy eyes of his and said, “How hard can I fuck you?”
With a little laugh and a whole lot of kisses he gave me an answer that ended with him grabbing my ass and pushing me deeper. So I went. I gave him a few exploratory fucks then I took off. It had been a while since I had properly fucked someone and I realized how much I had missed it.
I got my hips going and realized I had to hang on to his legs for traction and I sat up and I could look down and watch myself go deep, then pull out. He was making this sound, this low kind of growl while jacking his cock really slowly. I went a little faster and briefly wondered if I should draw this out, but at the same time I wanted to fill this guy with cum, I wanted to feel what it was like to blast seed into a guy for the first time.
Even thinking that got me going and between the complete novelty of what I was doing and the way his eyes kept looking at me, I knew that I was close. I said, “I'm going to fucking fill you up...”
“Do it, don't hold out...I'm almost there.”
I leaned down and licked the sweat that was running down from his forehead and our mouths found each other again, and I had the sudden thought that Dan didn't know what he was missing, the fucker. That thought sent me and I could feel my body start to catch fire and I fucked faster and faster and then all the energy went into my cock and I could feel my balls emptying into him as I fucked and fucked and shot my cum deep into him.
I opened my eyes and watched his dick explode all over his chest in long ropes then a big pool of cum poured out. I felt my last shot go into him and I collapsed forward and rested my face in his neck. He was hot and his body smelled amazing, like the best kind of dirty. I licked some more of his sweat and kissed under his jaw. We were both breathing really deeply. I felt his cum slopping around between us and I sat up and just looked at him. He looked beautiful. That really stunned me. A guy. He looked beautiful to me. I almost cried.
And I had just fucked a guy, him. And I had loved it. Was there an explanation for the fact that I had never done this before and never imagined wanting to? I don't know. But that's what happened. I would think about it later.
I slowly slid my cock out of him. I was still half hard and part of me wanted to fuck him all over again, but I was too winded. My dick was shiny and wet. I lay on my back beside him. He got a little towel from the drawer and wiped us up then threw it on the floor. He leaned over and gave me a really nice bunch of kisses, then tucked his face in my neck and lay on his side so one of his legs crossed over mine, his cock resting on my thigh, his belly against my side, his arm laying across my chest. Really nice.
I must have dozed because I woke up and the room was dark and we were under a sheet. We had changed positions so that he was lying behind me. I had totally spooned with girls before, but again – like everything that night – this was different. He was behind me, holding me, his cock tucked into my ass in a way that felt good. I could feel the stubble on his chest against my back and his breath felt warm against the back of my neck.
I suddenly remembered that I was supposed to take a picture, but then I thought: no fucking way. I had a better idea, and I went to sleep feeling really peaceful. I adjusted my body so I was closer to Greg, his cock pushing a little further into the crack of my ass. That was the other thing. To my surprise I knew what else I wanted.
