Virgin No More

"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.

"Okay?"

"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.

"Yeah."

"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?"

"No."

"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.