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Virgin No More

Category: Gay Male
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“Hey Jim, you enjoying the party?”

I looked up, and saw that it was my host, Bruce, walking up to the couch I was sitting on. I was a co-worker of his sister, and she was constantly bragging about his parties, and that I should come to one with her. I gave in, more out of curiosity than anything, and here I was, sitting on his couch, drinking his mojito, and people watching.

“I am, thanks Bruce, just taking a load off for a minute.”

“Sounds like a good idea, I’ll join you.”

He eased into the other seat of the two-seat sofa, balancing his wine.

“You have a great house.”

It was great, a two story place, one level below a McMansion, Bruce was a software developer with at least one nice patent, or so it seemed. The living room, where we were right now, was quite large, with five other couches spread around in the very dim light, all of them occupied in some way. You couldn’t see specific faces unless you knew them really well, just shapes. I had mingled a bit earlier, but the only one I knew at the party from before was his sister.

“Once we’ve both rested, I’d be happy to show you around.”

“I’d like that, thanks. You throw a great party.”

“I’m glad you could make it, Lisa has told me a lot about you.”

His sister was not a dating candidate for me, she was into rocker types that I totally wasn’t. But we were the same age, 26, and had enough in common that we were close friends at the office, and buddies outside of it.

“She’s always bragging about you too.”

“Is she your date tonight? No girlfriend?”

“Not right now, just haven’t met the right woman. What about you? No man to share this with?”

“So she told you I’m gay?” An eyebrow was raised.

“Of course, shouldn’t she have?”

Bruce was 33, medium sized in most ways, with dark hair. He didn’t look ‘gay’, but only in that he wasn’t effeminate. Stylish would be the right word.

“Not at all, I just forgot that you two are such close friends. Have you ever experimented with a man before?””

“No, never.” Most gay guys I met asked me that, so this wasn’t a surprise. Either it was part of their way of putting me at ease, or they just wanted to sniff out a homophobe right away, or both.

“Grossed out by it?”

I laughed.

“If you’d asked me that 5 years ago, I’d have said yes. But now, I just haven’t had the inclination.”

“Interesting. Too bad too, you’re the kind of guy that I usually go for.”

I was very flattered at hearing that, this guy could have his pick of gay guys.

“Well thank you, that’s nice of you to say. The type of guy you go for as a boyfriend? Or sexually?” I knew at once that I shouldn’t have said that, but I hid it, as it was too late now. I had fallen into a slight trap of sorts, without realizing the full implications.

“Both, if you want to know the truth.”

We got off that subject for a bit, instead talking about Lisa and what she must be up to right now in another room, she was a bit slutty.

“You haven’t been with her?”

“Just a kiss or two at New Year’s, that’s it.”

“You don’t want to?”

“I don’t know, we’re just too good a friends to mess with it.” Not true, I would nail her in a minute if I could, though I would never count on her to be faithful. But even with a gay man you don’t admit that you want to fuck his sister. It’s just not done.

We talked about other things for awhile, and wound up sharing his wineglass for the last few sips, as mine had run out. The party was still in full swing, and swing was right, as a couple in the couch opposite us had started to make out, heavily.

I couldn’t help but notice, and Bruce turned his head too. He leaned close and whispered to me:

“They really should get a room, but I don’t want to be a spoilsport.”

“I think they’re probably not the only ones going at it right now.”

He had scooted over to do the whispering, his arm on the back of the couch behind me, and now his breath was warming my face. It felt good, and I didn’t want it to stop as he replied.

“Good bet. You need to imitate them, find a nice girl to hook up with.” There were straight people at the party of course, it was probably 50/50.

“I’m fine where I am, you should find a nice boy.”

“I’m fine where I am, but I appreciate you thinking of me.” His arm was now around my shoulders, and without thinking I slipped mine around his waist.

“No problem. Will you stop them if clothes come off?” Now I was thinking about that arm, but he had moved his body so that it would be awkward to take my arm away.

“I don’t know, I wouldn’t want to ruin your show. It’s two guys you know, doing that.”

I couldn’t really tell, only that they were both slim, but I guess I would have to take his word for it.

“So that’s why you’re not stopping it.”

“I’ll give you $100 right now to go over there and say something to them.” He quietly chuckled.

I laughed quietly at the offer, the coin wasn’t worth what the reaction would be.

“No thanks, not going to do your dirty work.” Plus, it was too much fun watching them, I was hoping that clothes might come off.

His arm squeezed around me.

“Admit it Jim, you’re turned on. You hope that one of them will start sucking the other off.”

“Of course I’m turned on, it’s sexy as hell.” The two figures were now fondling each other, while still making out heavily.

“You really never thought about being with another man?”

“I never said that, I said that I have never had sex with another guy, not that I never thought about it.” No, I’m not a lawyer.

His reply was to reach down with his free hand and feel my cock.

“You’re hard Jim.”

“I know.” Boy did I know, I was hard enough that I didn’t take his hand away, even though I knew that a line had been crossed here, even more than the arms around each other.

“This turns you on.”

“A lot, yeah.” Dangerous to be so honest with him, maybe it was the booze talking.

“Turn your head this way, I want you to see something.”

I did as told, and looked at him, wondering if someone was fucking on a different couch.

“See what?”


He leaned the rest of the way over and planted his lips onto mine, holding my head as his tongue easily sundered my defenses, entering my mouth with a smooth thrust.

Now, I’m not going to sit here and tell you that I didn’t know that this was going to happen. I did. From the moment his arm went around me, and I didn’t resist, I knew that a move was coming, it was just a question of when, and what would I do about it. Well when was now, and his hand was still on my cock, very slowly rubbing it.

When I’m horny, I’m very suggestible, very. So him rubbing my cock through my pants, guaranteed him as long a kiss as he wanted. And he wanted a long one, and I responded, thrusting against his tongue with mine, enjoying the experience of my first time kissing a man. His tongue seemed heavier than a woman’s, and his face was of course rougher, even after a clean shave before the party. I thought about those things for a few seconds, then just gave in to the tongue action, the slight amount of alcohol I had imbibed smoothing the way for it. We went at it for a few minutes, deep making out. I have to admit that the forbidden nature of the thing was the real turn-on here, though he was an outstanding kisser. I couldn’t remember ever being this eager for a kiss, and being this hard from it.

Without breaking mouth lock, I reached over to feel his package, though I’m not expert enough to know how big it was right then. But he liked what I did, and we were now like the other couple, making out and fondling. I was trying to undo his belt, very clumsily, when he pulled off my mouth.

“So how about that tour of the house?” He wasn’t even breathing hard.

I, on the other hand, was about to faint, even though the kiss had barely lasted five minutes. I’ve made out for an hour without being this out of breath.

“Whatever you want, sure.” I knew that I was about to get a good look at that cock, I guess he didn’t want that look to be in public.

“Excellent, let’s go.”

He got up off of the couch, and offered his hand to me, to help me up. I took it, and came off the couch right into his arms, where he met me with another kiss. He wrapped his arms around me, and I couldn’t help but do the same as we made out, standing, right there in the living room.

It was official, now that I was standing up: kissing a woman had never made me this hard, not as an adult anyway, and I was now resolved to do whatever he wanted. I heard some of the party noise in the background, but no one seemed to be commenting on us, or the couple on the couch. I guess this kind of thing happened often at his parties. But mostly I thought about how aroused I was, and about what he would want next. This kiss was a bit more sensual, and a little slower, but I was loving every second of it.

He ended the kiss, slowly extracting his tongue.

“Nice Jim, very nice, you kiss like a pro.”

“Thanks, you do too.” I could barely talk, and my cock was so hard that it almost hurt.

“Your first with a man?”

“Of course.”

“Let’s find somewhere private, and give you some other firsts.”

I didn’t get a chance to respond as he put his arm around my shoulder and guided me out of the room. I was a bit sobered up now, and was really hoping that I wouldn’t see Lisa on the way to wherever we were going. We were friends, but you never know what she might say at the office.

But we didn’t, and Bruce led me up the stairs and down a long hallway. He produced a key from his pocket, and unlocked a door at the end. He saw my questioning look.

“I don’t want anyone fucking on my bed, unless it’s me, and these parties can get a little wild.”

“Good idea.” I didn’t know what else to say.

We walked into the room, and it was a very nicely decorated master bedroom. Huge bed in the middle, with all the usual accoutrements around the room. There was no mirror on the ceiling or anything like that, like I had wondered about on the way up. It wasn’t a fuck pad type bedroom, it was just a typical master bedroom with a huge bed. The décor didn’t even look, for lack of a better word, ‘gay’, though neither did he.

“Now Jim, are you ready for this?”

Was I? But it was really too late by now wasn’t it? I was still half hard, and he hadn’t done anything more than put an arm around my shoulders for the last couple of minutes. But I had to answer fast:

“Yes, I believe I am.” Surely we would kiss more, which would make me hard enough to go through with this.

“Good, you do seem to have a bi side at the very least, judging by how you kissed me back. Not too many straight guys would make out without another man that well, or be that into it. Who knows, you might be gay, not bi.”

“I don’t know.” But I liked women, didn’t I? I was certainly attracted to them like crazy. But I just shrugged this off as him setting a mood.

“Do you want me to guide you?”

“Yes, please.” It would be easier if I just let him tell me what to do and how to do it, I decided.

“I’m happy to, you’re a nice guy and it’ll be my pleasure to initiate you into gay sex.”

“How often do you do this?”

“Break in straight guys?”

“Yeah.” I had the feeling that I wouldn’t be his first.

“Not that often, but you’re not straight Jim, like I said, you’re just inexperienced. Take your shirt off and come over here.” He crooked his finger at me.

I did as he said, while he took his off, and then walked the five paces over to him, next to the bed.

“Do you want to kiss some more Jim?”

“I’d like that, yes.” It would keep me horny if nothing else, and he was really good at it. My cock jumped just at the suggestion.

“Good, so would I. I’ll put one hand on your head to keep us together, while you use yours to take off my pants and underwear, then I’ll use my free hand to remove yours.”

“Okay, sounds good.” I was a bit relieved that he was so detailed about it.

“Don’t worry, it’s okay to be nervous, it would surprising if you weren’t.”

I didn’t answer, as he pulled me into our third kiss, while I again fumbled for his pants, this time with no couch contortions getting in my way.

Now of course I’ve multi-tasked like this before, kissing and stripping, and I’m usually pretty good it at too. But this time, the removal of the other person’s pants would produce something long and hard that was going to enter me in both major holes. That made it different.

But I managed to get the pants down, and the underwear, boxers, off in short enough order, while still thinking fuzzy because of his tongue in my mouth, and oh man was it a talented one. I knew that he was going to be the one fucking me, not the other way around, and I was going to be sucking him any second now, but a small part of me was hoping that his talented tongue would be on my cock at some point.

I got my first feel of a cock that wasn’t mine, and it was very strange to be touching it from the angle I was, since I was used to gripping my own cock from 180 degrees opposite. I didn’t want to be too rough, so I started gently caressing it with both hands. I felt his slight moan in my mouth, as his free hand now went down to my own slacks.

He had them, and my own boxers down in about half the time with one hand that I’d needed with two, all the while deepening our kiss. This guy was skilled.

Now that we were both naked, each taking care of our own socks, he pulled me right against him, and our cocks were now touching. I couldn’t stroke him now, so instead I started massaging his ass cheeks as I pressed my lips harder into his, trying to make his tongue go deeper into my mouth as our cocks rubbed together. It did, and my moan was very deep and very long as he soul kissed the life out of me, and all the resistance.

We must have made out for 10 minutes before he pulled away, my cock was so hard right now it hurt.

“No straight or bi man kisses like that Jim, you’re gay. I’m so pleased to be the one to show you your true sexual self. Now, what do you want to do?”

I still didn’t think I was gay, just bisexual and very horny. But I didn’t want to argue with him, not if there was the slightest chance that he would back away because of it. I had to have him.

“Whatever you want me to Bruce.” Said in a quiet voice.

“Do you want to suck my cock Jim?”

“Yes please.”

“Say it, it’s the next step for you. I can feel your need, now I want to hear it.” His voice was very convincing, though not quite hypnotic.

“I want to suck your cock Bruce.” It did feel better after I said it, for some reason.

“Why Jim? Why do you want my hard 8 inch cock in your mouth?”

“Because the idea of it makes me so horny.”

“More horny than licking pussy?”

“Yes.” That was easy, I wasn’t wild about sucking pussy with the best looking of women, the smell and the hair were both kind of a turn-off.

“Before this night is over, I’m going to make love to you, and after that, you’re going to tell me that you’re gay, I guarantee it.” He sounded very confident.

“What makes you so sure?” No way, women were too attractive.

“I can feel it in you Jim, your mouth said it without talking. Your cock is so hard right now, because you know you’re about to be changed. Now I’m going lay on the bed, and you do what you want to do.” He got on top of the bed, settling in a sitting position, his legs spread.

My legs were trembling as I got up on the bed, between his legs. I was actually shaking all over, but I was about to lower my head when his voice paused me.

“One more time Jim, I want to hear you tell me what you’re about to do.”

“I’m going to suck your cock Bruce.”

“Whenever you’re ready Jim, please do.”

I didn’t need another invitation as I bent my head and tentatively stuck out my tongue, touching the tip of his cock with it. It had a musky taste at first, which was pretty good, so I began licking the head, up and down. I had received enough blowjobs, and seen enough porn, that I more or less knew what to do.

“That feels good Jim, just do what feels natural to you.” He sounded pleased so far, which I took as a good sign.

At that very moment I was lowering my mouth over the head, kissing it as I went down, and swirling my tongue. It’s hard to describe the feeling, having a tube of flesh in my mouth for the first time. Even though he was rock hard, it was still very easy to tell that this was part of his body, it felt so alive in my mouth, twitching as I ran my tongue all around it.

Yes, it felt amazing.

I went down a little bit more every minute or so, always keeping him in my mouth. I had one hand under him, palm holding his ass cheek, while the other hand was just kind of hanging out, before I decided to touch his balls. I was very careful not to tickle them too hard, while at the same time not scraping his cock with my teeth. The latter was more difficult……I was going to say ‘harder’…….because his cock was pretty thick. Overall it was an inch longer than mine, and about 10 percent thicker. Mine was still totally hard while I was doing this, which helped a great deal, or so I kept telling myself.

He didn’t say much else while I sucked him, just a lot of ‘mmmm’s’ and ‘ahhhh’s’. I guess I never did badly with the teeth, because surely he would have mentioned that. I tried to go all the way down, be a deepthroater, but my gag reflex would only go 6 inches for me, but he still sounded happy as he made his noises, and he never asked me to try to go further. He seemed determined to let me do it my way, with no training.

“Jim, I’m about to cum in another few seconds, think about where you want it.”

That was the easy one, I didn’t do all of this to not taste the cum after he shot it. I withdrew enough so that just his head was in my mouth, and then I took my hand off his balls and started jacking him a little.

He didn’t say a word, just a loud grunt as his cock stiffened up, and served me his cum. It was surprisingly warm, you hear the term ‘hot cum’ and think it’s hot in a different way, but no, it was quite warm.

And very salty, and I swear I could taste wine in it too, but it was not a liquid I would want to drink for the hell of it. I reflexively swallowed the first two spurts, but managed to keep the rest in my mouth as he finally stopped after six spurts, the first two were quite long too, hence the swallowing. I heard his breathing slow down to normal, and I pulled off his cock, keeping my mouth closed. I waited until he was looking at me, and then I made a big show of swallowing all of the cum that was in my mouth. He did look impressed that I didn’t spit any of it out.

“You were terrific Jim, the best oral sex I’ve ever had from a virgin before.”

“Thanks.” The residue was very strong, and I had no doubt that I needed some gum for my breath. He seemed to think of that.

“Lay down here next to me, let’s wash your mouth out.”

I did as he said, and he rolled on top of me, kissing me. It was a long, languid kiss that involved his tongue examining every inch of my mouth. All the while his cock was rubbing against mine, and I could feel it getting harder with every passing moment. I had managed to look over at the clock as I laid down, and my blowjob had taken 15 minutes exactly, which said a lot about his stamina, and about my technique too. We kissed for an equal amount of time, me loving every second of it, as he was now fully engorged again.

“How was your first blowjob Jim?”

“It was wonderful.” My horniness was like a drug now, and my hand was lightly playing with his cock.

“You’re a natural, you knew just what to do. Your mouth is very skilled, both on my cock, and with kissing.”

“I do love kissing.”

“You do it very well.”

“So do you, your mouth is perfect. I really love kissing you.” With my other hand I was rubbing his ass.

“How did you like having a cock in your mouth?” He was caressing me now, which was keeping me rock hard.

“It was very strange at first, but I got used to it really quickly.”

“You think you’ll suck more cock after we’re done here?”

“Tonight?” That was the first thought that came to mind.

He didn’t sound the least surprised by me saying that.

“Well that’s not what I meant, but if you want to, I have some friends downstairs that would be happy to cum in your talented mouth. But first there is the matter of your virginity.”

I was still reeling from the idea that he might want me to suck his friends off, but I quickly focused.

“I want you to take it please.” Stating the obvious.

“You want me to put my cock in your ass Jim?”

“Very much, please put your big cock in my ass.” I figured he’d like the directness.

“I would love to.”

After putting my ass up on a pillow for better leverage, he reached over to the nightstand, and took out a bottle of lube. He put some on his fingers and started working them into my ass, slowly and gently at first.

Now this, of all the things that had happened tonight, was not new for me. Well the guy part was new, but I had had fingers up my ass from women before, and loved it every time. It always made me harder, and on the occasions when I was being blown at the same time, the orgasm was always awesome. He worked one finger, then two inside me, loosening me up.

“Look at your cock sticking straight up, you must like this.”

“I do, I’ve always liked fingers inside me.”

“Just like I said, you’ve been in the closet for way too long my friend. It’s your choice, do you want to be on your back, or on your knees?”

“On my back, I want to watch it happen.” I wouldn’t miss this for the world.

“I was hoping you would say that. Ready?”

“Ready.” I put my hands on my ass cheeks, and spread them for him, watching as he put a condom on. I was vaguely disappointed that I wouldn’t get to feel the cum in me, but this was for the best overall. I mean after all, he was a stranger.

“So eager and helpful.”

He put the head of his cock at my entrance, and slowly pushed in……quickly alerting my hole that this was not a finger, but something much fatter. He eased a couple of inches in, just past the head, before he spoke.


“It’s good, please don’t stop.” I gasped that out, and could barely summon that much speech.

“Your virginity is gone Jim, it belongs to me.”

He pushed a little more, then a little more, and he was halfway in. He paused for a few seconds, and then very gently pushed all the way in to me, until he was bottomed out.

“How does that feel?”

“I feel so full Bruce, oh my god it’s like nothing I’ve ever felt before.”

“Doesn’t hurt?”

“No.” Hurt wasn’t the word I would use, no.

“Good, now I’m going to start pulling out.”

He did so, and that too was unlike any feeling I’d ever had. He got all the way to the middle of his head, then he started pushing in again, about twice the speed of his earlier pushing, which still wound up being pretty slow. This guy was skilled at breaking in virgins, I could tell, no matter what he had said earlier about not having them that often.

His third thrust included no stoppage, and was done to let me savor the first full stroke. He had a big smile on his face, and I probably did too, as he pushed in, and pulled out slowly a few times more.

“How do you like it Jim?”

“I love it Bruce, it feels so good.”

“All those years, wasted. But we’ll make up for lost time.”

He started going faster, no stopping this time, as he built up a good rhythm. He put my legs over his shoulders for deeper penetration, and I felt him starting to hit my prostate.

“How does it feel now?”

“Oh God, so full, I’m stuffed.”

“That’s the idea, you know you love it. Look how hard you are.”

My cock was sticking straight up, and was straining even without me thinking much about it. I didn’t want to touch it………well hell yes I did, but I knew that it wouldn’t take much touching to get me to cum, and who knows what I would think about all of this if I wasn’t horny. I wasn’t about to tell him that though.

Bruce didn’t touch it either, and he got into his steady pattern and proceeded to sort of pound me for the next while. It was sort of because I could tell that he could go harder and faster if he wanted to, but he wanted to keep it okay for me and not put me off being fucked. That was my theory anyway.

Did I like it? Well it was good, but not the mind-blowing experience that I had thought that it might be right before he started fucking me. His cock wasn’t going deeply enough to hit my prostate, but I did like the feeling of having something inside me. My cock never even hinted at deflating for the next 30 minutes, and neither did his, my ass was totally full. I really dug the feeling, as eventually I started slowly fucking back.

I closed my eyes for a little bit of the time, I wanted to fully savor the feeling of having him inside me. But every time I opened them back up, I could see him smiling at me. Bruce was very skilled, and he was building me up to mind blowing.

“You’re so tight Jim, perfect, just perfect. I bet you didn’t think this was going to happen to you tonight when you came over, did you?”

“No, oh no.”

“I’m about to cum Jim, do you want me to pull out and cum on you?” His voice gave no hint on whether he wanted me to say yes or not.

“Whatever you want Bruce, whatever you want.”

“Let’s ease into this then, I’ll cum in the condom.”

Bruce leaned forward and went all the way inside me, which just felt amazing each time he did it. But this time he held it, and did some very short thrusts, which all but sent me over the edge.

“Oh God!!”

“Do you want to cum Jim?”

“Please, please.”

He kept up the short thrusts, making them stronger and stronger. Then he reached out his right hand, using the other to balance, and did a quick rubbing of my cockhead, which made my eyes cross as I exploded. He had only done it for about three seconds, but it was the most powerful orgasm I’ve ever had. I cried out, and when my eyes focused again, he was smiling as he pounded in me a few more times, softly grunting with each thrust.

And then he came.

The condom was on, he was so big it wasn’t going to slip off, but I could feel the cum rush up his cock into the tip. It wasn’t the same as feeling the cum inside me, but it was better than nothing.

When I couldn’t feel the cum anymore, I relaxed a bit, as he cooled down with a few light thrusts inside me. He had done most of the work, but I was the one who felt exhausted.

“Oh wow Bruce.”

He eased out of my ass, and I heard the plop, as his still semi-hard cock left me. I knew that there was a gaping hole down there, but I couldn’t say that I ‘felt it’, per se. But my ass did feel empty, that was for damn sure.

“You don’t need to tell me that you loved it Jim, I watched your face the entire time. I’ve never had a virgin take my cock so well as you. No one has even been close.”

I wasn’t sure what that said about me, but I accepted it as a compliment.

“Thanks, it helped that you were so gentle, yet firm.” My cock was now not so firm, though I wouldn’t call it limp.

“I knew what you needed.” Bruce pulled the condom off, and deftly tied a knot in the tip, tossing it on to the table next to the bed. I guess I wasn’t going to drink it, but that’s fine.

He got out from between my legs, and came over to lay beside me. Idly, he started massaging my cum into my abdomen and pubic hair, which got me half hard instantly. I pulled him half on top of me and started kissing him. My cock immediately went to full hardness as we made out. He played lightly with my cock all throughout our kiss, and I was soon back up to full hardness, and the harder I got, the more passionate my kissing became.

Which was the whole idea I guess.

I was so into it that I forgot to stroke him, but I could feel his cock rubbing up against my leg at times. I have no idea how long we kissed, but it was long enough to leave me totally out of breath when we stopped.

“Very nice Jim, you see how hard you are, right after cumming?”

“Because of you.”

“No, because of you. You still don’t think you’re gay?”

“But I love women, I love to look at them……I can’t do that and be gay, can I?”

He pondered that for a moment.

“Perhaps yes, perhaps no. But you are at the very least bi.”

“I’m not going to argue that.” I was still a bit out of breath, and he picked up on that.

“You need some time to rest, and I should get back to my guests. The bathroom is over there if you would like to clean up.”

“Sure, thanks………and thanks. That was great, what we did, what you did to me.”

“It was for me as well.”

I got up, and limped to the bathroom, my ass a bit sore now that I was putting pressure on it by walking. I quickly washed my face and my crotch, and gurgled some water for a few seconds. I doubt I was in there for three minutes, counting peeing, and I walked out, wondering if he was still going to be there.

He was, waiting by the door, having gotten dressed. I got my clothes on and joined him there. He held out a card.

“If my sister drags you off later before we have a chance to talk again, here are my numbers, if you would like to get together again. I’m not looking for a boyfriend right now, so don’t worry about that yet. But there’s no reason that we can’t become…….particular friends.”

“I’d like that, a lot.” Thank goodness about the boyfriend, though I knew that I would be back in this bed again. That much was certain.

We left the room, him locking the door behind us. My limp was now pretty much gone, and he strode with the walk of someone who just got laid. Confident, and relaxed. As we got to the edge of the stairs, we came across another of the party guests. Bruce stopped and smiled:

“Ah Brandon, good to see you. Jim, this is Brandon. Brandon, this is my new friend Jim.” Emphasis on the new.

“Hi Brandon, nice to meet you.” I looked him over, he was tall, slim, and my gaydar was going off like crazy.

“My pleasure Jim. I wandered up here looking for a free bathroom, I didn’t expect to run into anyone. So what have you two been up to all by yourselves? Eh?” He winked at us, while blatantly checking me out.

“Jim and I have been getting a bit closer. And yourself? Any luck tonight?”

“No, nothing, you need to beef up your guest lists Bruce. Literally.” He was now, very blatantly, giving me the once over.

“Poor thing, but the night isn’t over.”

“You were gone quite awhile.”

“Jim is new at this kind of thing.”

Now I was a bit embarrassed, but I didn’t say anything, not really knowing if I should. Brandon nodded as if he could believe it.

“And how was it Jim? Your first time, right?”

“It was great, I enjoyed it.” All true, though I still would have lied if I had thought otherwise. I was uncomfortable with the scrutiny, but it would be over in a second, right?

“You are a cute one…..Bruce, would you mind if Jim and I got to know each other a little better?”

I was speechless for a second, as I looked over and saw Bruce nodded his head in agreement, pulling out his room key.

“Be my guests.” He handed the key to Brandon, it was almost as if they were shaking hands.

“Awesome, let’s go Jim.”

He took me by the hand, and I followed back to the room, still in a daze at being handed off like that. Bruce caressed my ass as he left, but soon we could hear him going down the stairs and back to the party.

“I saw you two making out in the living room , you were very hot. Was tonight your first time with everything?” He unlocked the door and we went in.


“You sucked and fucked him just now?”

“Once each.” Somehow I was spilling all of this private stuff to someone I had just met.

“He’ll be back for more, I could see it in his eyes. Did you cum?” He was now caressing my arms with his hands.

“Yeah, while he was fucking me.”

“Without being touched?”

“He touched for a second, that set me off.”

“Impressive, very impressive. Now let’s get these clothes off.”

He shucked his own clothes off in a heartbeat, and quickly got mine off too. I got on to the bed, and he followed, pulling me into a clench.

“Now let’s see how that mouth of yours does Jim baby, give me a kiss baby.”

His mouth quickly captured mine, and we began to kiss heavily, his tongue almost immediately thrusting against mine. Bruce had been slower, more seductive, while Brandon was more concerned with thrusting. And unlike Bruce, he knew I would let him fuck me, without all of the first time jitters. So I thrust my tongue back, and it was soon a wrestling match of sorts as we kissed hotly for a few minutes. Our cocks were rubbing against each other, and mine seemed like it had never been so sensitive. I moaned in his mouth more than once, which only seemed to excite him more as he thrust his tongue inside my mouth as far as it would go, and held it. It was my first male soul kiss, and I was worried that I might cum during it.

But I didn’t, even as he slightly wiggled his tongue against my tonsils….and then he eased out of my mouth over the course of about half a minute, exiting with a plop.

“Nice Jim, you’ve got a great mouth.”

“Uh, thanks, it was fun.”

“How sore is your ass?”

“Not bad I guess.”

He smiled at me, and stroked my face.

“Something tells me if you were too sore, you wouldn’t be naked with me right now.”

“Do you want to fuck me Brandon?”

“Is that a question or an offer Jim?”

Heh heh

“Both I guess.”

“Yes to both questions. You must really have liked it to want it again so soon.”

“I did, it gave me a lot of pleasure.”

“I’d have you suck it to get it hard, but our making out did the job there.”

“That last kiss was so hot.” I was wondering a bit if that would get him to give me another one.

“I’d have us repeat it, but I really want your ass.” He leaned over me and grabbed a condom and the lube out of the nightstand, knowing exactly where to look for them.

Brandon grinned at me, and handed me the condom.

“Put it on me, if you please.”

He got on his back, and his cock was definitely sticking up. It looked a lot like Bruce’s, to the point that I couldn’t tell who was bigger or fatter. My ass would be the ultimate judge I guess, as I stroked it a bit before I put the condom on him.

“Very good Jim, very good. So did Bruce make love to you, or fuck you?”

“More like lovemaking I guess. If lovemaking is a 1 on a 1-10 scale, with 5 being sex and 10 being fucking……I’d call it a 3.”

He giggled.

“I’ve never heard that scale before. What do you want from me?”

“I want to be able to walk afterward, otherwise do what you’re inclined to do.” I finally stopped stroking, and put the condom on him.

“I won’t 10 you, don’t worry, though I hope that the quality will reach that for you. Now if you will get on your knees and assume the position.”

I did so, and looked around to see him lubing up his condom-covered cock. He then put some on his fingers, and eased one inside me.

“How’s that?”

“It’s good, I’ve always liked fingering.”

“Because you always wanted something bigger in there.” He put another finger in me.

“That’s what Bruce thinks too.”

“So let me put something bigger in you. Do you want that Jim?”

“Yes please, put your cock in me Brandon.”

“Well since you said please.”

I felt his head put through my outer ring, and I sighed in pleasure.

“Someone likes that. Let’s see how you like this.”

He pushed further in me, slowing going balls deep over the course of about a minute. It felt really good, and elicited a few moans, which caused him to chuckle.

“Yes sir, a true bottom. I love true bottoms.”

He pulled out, and then shoved back in a little harder, then a little harder, and so on for the next few minutes before he was pounding away at me with a nice rhythm. Like with Bruce, I found that since my ass is so tight, there wasn’t a lot of ‘wiggle’ room to do anything different than go at different speeds. A few minutes later:

“How does this feel Jim?”

“Great, really great.”

And it did, maybe better than Bruce because I was a little bit used to the feeling now. I didn’t tell him that, he seemed like the gossipy type, but my moans were giving him all of the feedback that he needed. A few minutes after that:

“Tell me babe, do you have a girlfriend?”


“Not into Bruce’s sister?”

“I am, she’s probably not into me.”

“I could arrange a threesome probably, she and I are pretty tight.”

I had not known that, she’d never mentioned a gay friend named Brandon…….or any friend named Brandon. And did I want Lisa to know I’m bi?

“Let me answer that when my cock isn’t hard, she and I work together.”

I heard him chuckling.

“Fair point. Don’t worry, your new secret is safe with me.”

Now I was chuckling.

“Thanks for not asking for another fuck as payment.”

“Why would I do that? I would bet good money that this isn’t our only time in bed together.”

“Keep doing what you’re doing, and it won’t be.”

So he did, eventually ratcheting up the cadence to an 8 on the scale I told him about. And his stamina was pretty impressive. Brandon’s body was pretty slim, as opposed to the rather muscular Bruce, but he was really good at putting what power he could into his thrusts, and it felt wonderful pretty much the entire time.

Which lasted 40 minutes, and I knew I would have trouble walking out of here afterward. He gave me about a minute’s notice before he shot into the condom, which I felt, but like before didn’t really ‘feel’ the cum shooting into me, just his cock expanding a bit……and hearing him grunt and moan as he came.

Brandon pulled out of me gently, and I immediately felt the lack of cock in my ass. And it was pretty sore, I wasn’t sure I could do either of my lovers again that night, them willing or not. I rolled gently onto my side, a bit out of breath even though I hadn’t been doing much since he started on me.

Brandon was quiet for a minute, and then I felt him crawl on the bed. He got on my side, and I looked over at him, dangling a pretty full condom.

“I came pretty hard in you looks like. Thanks.”

“You’re welcome, that is quite a bit.” I’d seen my own condoms of course.

He tied it up, just liked Bruce, and threw it in the wastebasket next to the bed.

“Are you okay?”

“Yeah, I’m just a bit tired……and sore, yeah.” I smiled at him, and he responded by caressing my leg.

“It’d be shocking if you weren’t. How’s your mouth?”

“It’s fine I guess.”

“Would you clean my cock off for me please?”

“I’d love to.”

He looked pleased, as if he’d assumed that I’d say no.

“Just lay right there, you can have it for as long as you want.” Still caressing my leg, as he inched forward, until his cock was an inch away from my mouth.

I looked up at him.

“How about I suck you til you cum?”

He pressed the tip of his cock to my mouth, commenting as I took it inside:

“Please do, suck my cock Jim.”

I nursed the head, swirling my tongue all over it, tasting the cum already on it. Even though there wasn’t much, it still made all of my mouth taste like cum as there was still a tiny bit still in there

“Oh yeah, you’ve got me hard already baby.”

And he was, as I turned his cock into a baby bottle, suckling it more than sucking it, though I went a couple of inches further down the stalk. And it was very sexy. When you have something in your ass……well you can kind of pretend it’s a strap-on maybe (not that I’ve had one yet), especially since you can’t actually feel the cum spurt if there’s a condom on him. But a tube of flesh in your mouth? Yeah, that brings it home, particularly given that his body is so close to your head.

His nice cock was clean within the minute, but I nursed it for 15 beyond that. It wasn’t a traditional blowjob, as I did more licking than sucking, but he was hard the entire time he was in my mouth, and there were moans and groans thrown in there. I only sped up toward the end because my mouth actually was getting tired. It had done a lot of kissing and sucking cock, and it had been a few weeks since my last marathon sex session……..though that one didn’t involve two other people.

This cum was different, as I barely had the tip in my mouth when he started cumming, with no warning from him that he was ready. So pretty quickly my mouth was full of his salty fluid, and I got to taste it a lot more than I had with Bruce. I had to work a bit to swallow it before it overflowed out of my mouth, but it helped that he’d cum 15 minutes before.

But I was a trooper, and got it all down. Brandon just leaned back and sighed happily. His cock was now pretty soft, and I doubted that he could go a third time this quickly even if I wanted him to.

But he didn’t, and rolled off the bed. He went to his pants, and fished out his phone, sitting back down on the bed.

“What’s your number? I want to make sure we see each other again really soon.”

I told him my number, and he typed it in with practiced skill. I’m sure I’m not the only booty call he’s got in there. I was too tired to move to get my phone, but he got it for me, and I put in his number as well.

“Next time you’re feeling frisky, give me a call.” He winked as he said this, and I had to smile.

“If I wasn’t just sore enough now, you could have another round.”

He stopped grinning, and looked serious for a minute.

“I think you should call it a night Jim. You’ve sucked twice, been fucked twice, and kissed a lot. That’s a lot for your first night. Maybe take some time to reflect and rest.”

“Sounds like good advice…….but I know tonight isn’t my only night.”

“Glad to hear it. Now get up and get dressed so we can give Bruce his room back.”

I did as he wanted, slowly getting dressed, and limping just a tiny bit as I walked out of the room. Brandon locked the door back up, and brought me back to him for a goodnight kiss…..which lasted a couple of minutes. He walked downstairs first, while I found the bathroom and cleaned up a bit…..and washed my mouth out a bit, as it smelled and tasted like cum. That wouldn’t be good if I ran into Lisa, better that she be the only one with cum breath among the two of us.

Good thing too, as when I got downstairs I found her talking to Bruce.

“Hey you, I’m ready to get going if you are.”

“Sure, if you want.”

We said our goodnights, and took off. To her place.

It seemed that she had had just enough booze in her that her inhibitions were lowered to the point that she wanted sex. And I happened to be handy. So I had my third sexual partner of the evening, and I was really happy afterward that she wasn’t one for ass play, or I would have had a lot of explaining to do. But instead I got to dump two loads in her, one that night, one the next morning. I was romantic enough about it, given that I’d cum once that night already, that she was touched by the attentions that she told me that she wanted to explore us becoming a couple. I heartily agreed, and we wound up getting married six months later.

And yes, the bride’s brother gave the groom a long, deep fucking right up til 30 minutes before the ceremony. Giving me long enough to shower and put on the tux. But that’s another story.

The end.

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