Steve Goes Further
When I woke up it was not quite light and the room was dim. Greg was wrapped around me and the first thing I noticed was his cock – his big cock – pressing against into the crack of my ass. The second thing I noticed was the cat – Sadie – kneading my shoulder and purring.
I lay there and thought about the previous evening with, I had to admit, a lot of puzzlement. Like what had happened? How? I had done everything. I sucked a cock, I took a load of cum and swallowed it, and even more, I had fucked a guy. All firsts.
I wondered if I should call a psychiatrist. How can this happen? It wasn't just that I went with the moment, which I did. It was that I totally loved every fucking second of it. I know that straight guys in certain situations make exceptions, but those involve jails and warships and boarding schools.
This? I had gone into yesterday evening fulfilling a dare and I ended the night having awesome sex with a really nice guy and sleeping with him. I began to feel a little ball of panic in my belly. I had to move. I untangled myself from Greg and got out of bed and went downstairs. I paced around the house feeling strange. I was also naked which didn't help.
I sat on the sofa, staring into space, my mind swirling with confusion. Two opposite things were true and it was fucking me up. I was straight and I just had amazing sex with a guy. My head hurt.
After some time, I heard Greg get out of bed and he came downstairs. I watched his strong legs and his big cock flopping around. I felt like a little kid at a sleepover who gets homesick. He said, “You all right?”
I tried to smile, but I knew it was fake. I said, “Not really.”
“What's going on?” He sat beside me, but he seemed to get that I didn't want him to touch me in that moment. I think I would have disintegrated if he had. I took a big breath.
“Remember when I said I was bi?”
“Yeah...”
“Well...maybe I am given what happened last night. But until last night I had never slept with a guy. Ever.”
He looked surprised. “Really? You're a fucking fast learner.”
I winced. “Ok, so I want you to just listen. I have to tell you something.”
“Uh oh. I don't like the sound of this. Does this involved a wife?”
I was shocked. I hadn't even thought of that. “Oh! No. No, nothing like that.” I took another breath. “Greg, the first thing I need to say is you turn me the fuck on. I have never felt so into someone before and I hope it was obvious.”
“Yeah, it kind of was.”
“The second thing you have to know is when we went out last week, I was fulfilling a dare.”
“A dare? What kind of dare?”
I felt like crawling into the floor but I kept going. I realized I wanted to be honest with him. It was the least I could do. So I explained my history of dares with Dan and his recent one, and the fact that as far as I knew I was straight until a week ago. I couldn't look at him. I figured he would throw me out on my ear or hit me or something I felt I deserved.
The room was silent. I could just hear him breathing. I turned just enough to see his face. He was sitting there with this half-smile on his face. I said, “What?”
He laughed. It just burst out of him. He laughed really hard. He doubled over and laughed some more. I realized I was getting annoyed and said so. He looked up at me and collected himself. “Sorry, Steve. But come on. That's hilarious. And even more, I'm totally flattered. I converted a straight guy. It's what every gay guy fantasizes about. There are a million bad porn films about it. Don't you get it?”
I hadn't thought about that. “So...you're not pissed?”
“Oh, I'm a little pissed. But after last night how could I stay pissed with you? If you weren't into it then you would have deserved a fucking Oscar for that performance.”
I had to laugh. “It was pretty amazing, Greg. It freaks me the fuck out it was so amazing. You were amazing.”
He smiled but there was a glint in his eye. “Well, that's sweet. But I think I get some payback for what you guys cooked up before last night, don't you think?”
I gulped. “Yeah, I suppose...”
“You suppose right. I think your payback is going to be me fucking the hell out of that hot ass of yours. How about that?”
I knew that's what he was going to say. What else? “Uh...you mean, like now?”
In answer, he put his hand on my leg and gave my thigh a stroke or two, then we both watched my cock start to grow, unfurling from my bush of brown hair. “It looks like your cock answered the question, don't you think?”
He stood up and I realized his cock was way ahead of mine, just sitting there all hard and throbbing. It was very close to my face and what else was I going to do? I leaned forward and took the head of it in mouth and sucked like it was a popsicle. His dick tasted warm and woodsy and my tongue played along the shaft, enjoying the ridges and the light salt of his sweat.
He took my shoulders, however, and pulled me up. “Don't get distracted...”
He led me up the stairs and into the bedroom where he pushed me backwards onto the bed. He walked over to the little table by the bed and got the lube. So we were doing this.
He got between my legs and lubed up his hand and started to massage around my asshole. The place where no one else had ever been but me. I was scared and excited.
He massaged around there in circles, more firmly each time until a fingers started push, then slid in. Despite what my cock was saying, I felt a little panic. How was this even happening?
“Uh...Greg...can we, like do this...later?” It sounded lame and I knew I had no leg to stand on. I cleared my throat when he didn't answer. “Yeah, so. I guess this is what we're doing, right?”
In answer he slid another finger into me. It felt...strange. Like a feeling I had never had. It was both an invasion and a fucking turn-on. My dick got even harder. He looked at me and grinned. “Why don't you give yourself a little stroke. It might help.”
Did I need help? That scared me. Why would I need help?
Three fingers. Then four. Fuck. This was getting intense. I felt stretched and a weird kind of ache as if my asshole was protesting. He worked his hand a little faster then, to my surprise, he leaned forward and started to suck my cock as his hand worked inside me. The intensity changed to a really nice intensity and I threw my head back, a little overcome.
I felt his hand slide out of me and I felt empty. But not for long because Greg lubed up his fucking big dick and started to slide it in me. Not very slowly. He leaned down real close to me face and said, “So this is the part where I fuck you, Steve.” He pushed a little further and I felt stretched beyond anything I could have imagined. His mouth covered mine and he pushed until it felt like my body was splitting in two and I made some sound into his mouth, around his tongue which was fighting with mine.
I felt his long prick bottom out in me. Bottom the fuck out in me. He leaned back and said, “So Steve. This is where I fuck you, right? You're going to take my cock to pay for that little stunt you and your friend pulled. And more to the point, I think you're going to like it.” He leaned back and looked down at my cock. “Yup. Hard as a fucking rock. What do you think that says, Steve?”
I gulped. It was hard to think with all that flesh impaling me but I knew what he was getting at. The intensity was more than pain, better than pain. I felt his hips take a slow push into me, then a slow pull back. He kissed me a few times, then did it again. And again...and again. Each time a bit more forcefully, a bit more intensely, with a bit more speed. My legs were being pushed out to the sides and he was gripping my thighs as he fucked.
“You really like this, don't you Steve?”
I closed my eyes and said, “Fuck, Greg. I really fucking like this. Keep going.”
“Keep going, what?”
“Keep fucking me. Harder.”
“This hard?” He increased the energy of his thrusts. I felt like my body was opening up to him. I didn't think I could feel that way.
“Yeah. But harder.”
He took this as permission, I guess, because he gripped my legs more firmly and started to piston his body into mine. I could feel every bit of his dick as it went into me and pulled out. He even pulled all the way out a few times and jammed himself back in and I groaned and pulled his face closer to mine, trying to swallow his tongue. I was past the point of being able to think about what was happening. It was all just sensation. I could feel sweat dripping from him onto my face. I ran my hand up his back, then down, then cupping his ass with both hands, feeling his power as he moved with the pace of his dick.
I felt like we were running a marathon. We were both sweaty and breathing heavily. He was fucking me fast and it was more than intense. He pulled his mouth away from mine and said, “I'm going to fucking give you my cum, Steve. You think you can take it?”
What was I supposed to say? Of course I fucking wanted his cum. “Give it to me, Greg.”
He smiled and his mouth opened a little more and I realized he was almost there. He shut his eyes and his body moved even faster until he started to gasp and he buried his face in my neck and I knew what it looked liked for a guy to cum because I had looked that way myself. And he was coming. I gripped his ass even harder, pushing him into me, imagining that big piece of cock spewing cum deep in me.
He finally stopped moving, his cock still deep in me. I felt a kind of fire in my ass, an amazing sort of burn that wasn't a burn so much as an overload of pleasure. I massaged his ass with my hands, then slid my finger into him where my cock had been before. He wriggled his hips as I dug deep. He kissed me a bunch, and we traded tongues.
I finally managed to say, “Fuck, Greg. Your cock is...awesome.”
He writhed his body a few times, swirling his dick inside me along with all his cum. “Yeah. Your ass is amazing.” He kissed me a few more times but more gently, more sensuously. I hadn't been kissed that way before. How had that not happened?
Finally, he slid his cock out of me and he reached down to my ass and slid his fingers in, then brought them to my mouth. I just had to suck them, right? I did. I have to say, I tasted amazing.
Greg rolled onto his back and we both lay there breathing. I realized he was holding my hand which felt really nice.
After a few minutes, he rolled onto his back and said, “Fuck me, Steve. Fuck me again. Fuck me like you've never fucked a girl.”
That sounded like a challenge and as always, my cock was way ahead of me. I got between his legs and this time I didn't prepare anything. I just pushed into him, hiked his legs over my shoulders – as if I had been doing it for years – and went. I stared into his eyes and pummelled his asshole. I was fucking him so hard, I bashed the bed into the wall. Things were falling off the side tables and the floor creaked every time I fucked. It was crazy. It was amazing.
Over and over I took him and we never stopped looking at each other. I was running out of breath and I could feel some kind of crazy orgasm building in my balls when Greg said, “Cum in my fucking mouth, Steve. Pull out now.”
I did as I was told and I slid my dick out and moved so my cock pushed into his mouth enough that I could jack myself off but the end sat on his tongue. It only took me a second and I blew and I almost fell over I came so hard. I could feel buckets of cum filling Greg's mouth. When I was empty, he pulled me down and I realized he wanted to share. We traded my cum back and forth for a while, and it was crazy. Sex with a woman could never – I mean never – be like this. How could it?
By this point, I was spent. I fell to the side and lay on my back again, staring at the ceiling as my body cooled down. All I could taste was the sharp salt of my cum.
Greg got up and disappeared, coming back with two glasses of water and some chocolate. Inspired. I gulped water and ate chocolate sitting on his bed with my legs crossed like a little kid. Greg lay with his head resting on my thigh and I ran my hand through his hair. I could get used to this, is what I thought.
After a while, Greg sat up and sat facing me. He said, “So, Steve. What are you going to tell Dan?”
What was I going to tell Dan? “You know, I'm not sure. I mean, according to our agreement, I have to take a picture as proof that I fulfilled the dare.”
Greg laughed and reached for his phone. “Suck my cock.”
I knew what he was doing and I wanted to. I reached over and took his dick in my mouth. He was hard again, of course, and I totally deep-throated him. He said, “Got it.”
I didn't want to stop, but I figured we needed a break. I sat up, grinning.
I sat there looking at the picture. The picture of me with Greg's fuck-off amazing prick down my throat. I had an idea. Despite how this was turning out – really amazingly – I knew that I was pissed with Dan. This could easily have been a disaster and he must have known it. Sure, getting him to steal the scotch was pretty shitty of me. I get it. But this?
I said, “Greg, I just had an idea. I mean an idea of how I will return the favour to Dan. Are you in?”
“What am I in for?”
I thought for a moment. “I'm going to give Dan a non-negotiable dare to be fucked by both of us.”
Greg's eyes widened. “Really? Both of us?”
“I mean...only if you're into it. I can do it on my own, but...” and I leaned over and kissed him, “It would be way more fun if you were part of it.”
“Is he cute?”
I burst out laughing, but I realized it was a reasonable question. I scrolled through my phone until I found a picture of him. It was one of him last summer at a cottage. He was cute. I had never looked at him that way before. Greg grinned when he saw the picture.
“Yeah, I'm in. If I get to have two cute straight guys suck my cock then how could I say no?” This time he leaned over and kissed me. “But I get you at the end, right?”
I looked at him, realizing he was serious. Even after just two dates and twenty-four hours of sex, I knew that I was in. “Yeah, Greg. You get me.”
We spent the rest of the day in bed. Not really having sex, but just lying around talking. Well, ok, I did suck him off later in the afternoon. I was getting to like the taste of cum.
Finally, late in the afternoon, I said, “Well, Greg. I should get home and find some clean clothes and vacuum the house.” I stopped for a moment, then said, “So...what if I arrange to get together with Dan next Friday? At my place?”
He pulled me close and licked my neck then said, “Sure. I can't wait to see how this goes down. In the meantime, can we get together this week?”
I realized I was glad he asked and said, “Yeah. That would be very cool.”
--
He came over to my place on Wednesday and we fucked a whole bunch and had dinner in bed. I hadn't had that much sex in a long time and I wanted more. And more.
But Friday arrived and Dan had agreed to come over because I told him I had proof that I had fulfilled the dare. What I actually said was that I had two kinds of proof. I let him try to figure that out.
Greg and I were sitting in my living room having some wine when there was a knock at the door. I opened it and Dan came in expecting it to be just the two of us. He looked at Greg then back at me, and I could tell he was surprised.
“Hey, Dan. You remember Greg?”
Greg stood up with his wickedest grin and they shook hands. “Hey, Dan. Nice to meet you.”
I said, “You want a beer?”
I could tell Dan was confused. He said, “Yeah, sure.”
He sat down on the sofa but at the far end as if he didn't want to get too close to Greg. I handed him a beer and sat between them. I turned to Dan and said, “So, Dan. You want some proof?”
He gulped some beer and said, “Yeah, I guess...”
I pulled out my phone and found the picture of me with Greg's cock halfway down my throat. Every time I looked at it I got hard. I handed the phone to Dan.
He looked at the picture, then at me. Then at the picture again. “Uh...so. Yeah, that's proof. Dare complete...”
I smiled my best fuck-off smile. “Yeah, but Dan. Did you really look? Or maybe what you can't see, is how much I fucking enjoyed sucking Greg's cock.”
Dan was silent. He drank some more beer and pretended to be interested in something on the other side of the room.
“Dan? Earth to Dan?”
He turned back to me. “What?” He was clearly annoyed.
“So I decided that in payback for your last dare which, I might add, I passed with flying colours, I am going to counter-dare you. A non-negotiable counter-dare.”
He looked very uncomfortable. “Uh...Steve....maybe we need to cool it on the dares.”
“Cool it on the dares. Right. So you get me to have a sex with Greg.” And I looked at Greg, taking his hand. “Which, I might add, I thoroughly enjoyed. Several times. And now you want to call it off. This thing we've been doing for years. I don't think so. So on that note, my dare, my non-negotiable dare, Dan, is that you have let us fuck you.”
The room was silent. Dan looked scared and I have to admit, angry. “What the fuck, Steve?”
“Non-negotiable, Dan. That's the rule. I did it. I followed the rule. And I got a boyfriend out of it, I might add, but that's a fucking awesome bonus. You have to fulfil this, Dan. Non-fucking-negotialbe.”
He looked pained but he knew I had him. I could tell he was trying to figure out a way out of it. But the only way, obviously, was for him to do it. Be fucked. By us.
I smiled at him. My best evil smile. “So which one of us do you want to fuck you first?”
