Taking his virginity [mM]

I was down at the club doing my usual thing on the dance floor between drinks. There’s usually all sorts to be seen, though on that night in particular I had noticed a little clique of friends who seemed like they were there for a special occasion, and after a little bit of prodding around, I found out that they were there to celebrate a birthday. They figured that they’d hook up the birthday boy, having hit eighteen at last. I could already kind of see the flaw in that plan; his friends were clearly in their comfort zone in club. Him? Not so much. He put on a brave face until they weren’t around him anymore, and you could see he’d rather be anywhere but. If I’ve seen anything, it’s not the kind of attitude that will get a guy girls in such a proactive place.

He was a bit of cutie, tall and dark haired, and a little bit on the lanky side. If he had glasses, he’d have a nerdy appeal. Whilst his friends were more or less picking up dance partners left, right, and centre, whilst they had left him in his little corner, which was a bit of dick move if you asked me. Feeling a bit sympathetic, I thought I’d go and get him out of his shell a little. He was pretty amazed that someone came up to him and asked him to dance with me with a wink.

Of course, you will have probably noticed that this is an M/M thing, and no self-respecting guy is going to go on the dance floor to go and dance with another guy. So, a little about me: I fancy myself a trappy cross-dresser. With my short build and a little makeup on, I don’t think many, if any there had figured it out. The only thing the birthday boy had to go on was a pretty face in a tight black mini, CFM heels, and a padded out frilly top.

Denis was a bit slow at first, but I took the time to show him the ropes and he gradually started to open up. After a bit of egging him on, he was finally brave (or maybe just horny) enough to grope my butt, and I could feel his hard on through his pants that he tried to hide by pulling his hips away until I pulled him back. After that, there was a whole lot grinding and I gave him some of my best moves. We hadn’t done much more than groping at that point. It was a real turn on for me to see him all cute and flustered.

Still, I wasn’t going to lead him on all night, and I figured I had to drop the bomb on him. I asked him if he wanted to have some fun to which I got an unambiguous yes. Having already confirmed that, I thought it might be a good time to put the fact up to him. It certainly got his attention and our rhythm faltered a bit. Naturally he asked if I was joking and I promised him I wasn’t, but assured him I wanted him to do me that night, whispering it in his ear. I brought him back to his seat and left him there, telling him that if wanted more, he could find me in a corner.

It was another 15 mintues of will-he-won’t-he waiting, before I saw him come sheepishly over. I offered my hand and he took it and we slid into the shadows. There was a whole lot making out and groping and once I started to tug at his cock through his pants, he was practically melting. I was tempted to blow him there, but there wasn’t enough privacy, so I settled for rolling my girly butt on his crotch which had his hands on my hips in short order.

By nine, we had ditched the club and made our way to a cheap little hostel. Denis was starting to get nervous again, but then I had his trousers at his knees and started sucking his stiff cock, running my tongue up and down the hot throbbing length. Denis was trembling and his prick as soon starting to dribble, so I started to rub his cock all over my lips and flick my pink tongue under his glands. To my surprise, he blew his load right then. In hindsight, perhaps I should have been a little less aggressive. Denis was mortified seen his load clinging on my face. I wasn’t put off, though I did have to start reassuring him everything was okay.

After he had calmed down, I stripped him and started telling him how horny it had made me to watch him spurt and I was going to ride his big cock all night. He was probably around the 7″ range, but he had a nice thickness and his slender build just made it look that much bigger. I licked my lips and then his balls and then started to suck his shaft again. It took a few minutes, but he got his erection again. Once he was ready, I reached into my hand bag and took a little squirt of lube and started getting my hole ready, which doesn’t really take long since I’m well used to taking stiff objects in it.

With my skirt hitched up, I bent down at the base of the bed, bent over and pulled my panties down just enough to keep my junk hidden, but leave his reward in full view. To his credit, he figured out what to do, especially when I told him I wanted his studly cock buried in my ‘pussy’. He came up right behind me and I gripped the edges of the mattress in anticipation when hesitated again, realising that he hadn’t brought a condom. I clucked mentally, since I hadn’t brought one myself, but we were practically already there.

I purred that it wasn’t like I was going to get pregnant, though I knew that wasn’t the issue, but since I was clean and he was a virgin and we were both horny… fuck it. Virgin cock was going to be buried in my ass one way or the other. I looked at him over my shoulder under lashes thick with mascara and unrepentantly told him to fuck me like a whore. A moment later and his swollen head was pushing against my pliant ring.

With Denis being a virgin, I wasn’t expecting anything except a furious fuck, and that’s exactly what he gave. His fingers in my hips, pulling me into every thrust, my body began to rock and my toes were curling in my stockings. Denis’ cock was stretching me full and shafting full hilt, and my own cock was stiff with arousal and staining my lacy panties. I decided not to leave him guess and gave him the moans and whimpers that let him know he was doing all the right things by me, though he was still sweet enough to ask if he wasn’t hurting me. I reached between our legs, caressed his balls and told him I was loving his big dick. The sordid sounds of our hips meeting started up again.

After a while he started tugging at my top, so I got off of him and stripped down to my panties and stocking. He surprised me a little by taking the initiative by pulling off my knickers. He tried to stroke my cock, but he was awkward at it, though it was a sweet gesture. I whispered that it was his birthday and his cock was the only one getting serviced. I pushed him flat and mounted him. Slipping his length back into my hole, I squatted atop him, leaning back and started to go to town on him and I finally started to tease some groans from him as my hips and ass bobbed in a rapid staccato on his length, holding on to my own cock and balls to keep my pre from flying all over the place. He slipped free a few times, but I quickly slid him back inside.

Before long, he sat up and I was forced to slow the pace. A bit of a romantic I suppose, he caught me up in his arms and started teasing my puffy little breasts with his tongue and teeth. I rewarded him by clenching my muscles as hard as I could around his cock and I continued to drive it in. There was practically no resistance at this point and it was all slippery and divine, and he was thrusting upward everything I came down on him.

He gasped and told me he was going to come, and I took his head in my hands, looking him straight in the eye as I continue to pump his handsome cock with my ass. I told him I wanted him to cum, and all he could do was gasp as I started up the pace for the last round. He started to tell me he could pull out, but I put a finger on his lips and gave him my meanest fuck face, and told him to blow his load up my slutty ass. A few more pumps and he was clenching his teeth, his fingers sinking in my ass cheeks as he planted his hot oats up my wild ass.

We cuddled up for a while and I stayed till morning. When I was getting ready to head off, he tried to give me his number. I told him I wasn’t going to make promises since I know infatuation when I see it. I gave him a blow job until he pumped in my mouth and left him sleeping on the bed as I pulled the sheets over him and went out of the door.

Source: reddit.com/r/gonewildstories/comments/65uqqc/taking_his_virginity_mm