My (F23) first time with a virgin (M18).

My best friend has an 18-year-old brother who can sometimes be a little asshole. He once told us how one of his friends was the only virgin in their group. The more he talked, the meaner he got, making fun of his friend. It really pissed me off.

Apparently his friend "B" had lied about sleeping with some girl. I've met B and he’s genuinely a nice guy, just very shy and a little awkward. I started defending B and asked how my friend’s brother even knew he was lying.

He said it was obvious because B could barely talk to a girl. I told him some girls actually love quiet, shy guys.

The next few times I saw B at my friend’s house, I was extra nice to him. I complimented him whenever I could and laughed at his jokes. He’s actually really funny when he speaks up. He just needed a little confidence boost.

I got a chance to speak to B alone and steered the conversation toward what he’d told my friend’s brother. It got quite deep, and he opened up. It was true, he was still a virgin. At some point, while trying to make him feel better, I blurted out that I would sleep with him.

He got annoyed and called me out, saying it was bullshit and that I was just saying it to make him feel better. He was half right.

I asked him about the lie he’d told his friends and kept pressing for more and more details. He seemed confused that I wanted specifics about a fake story. I smiled and said I needed the details if we were going to make it true. He started getting even more annoyed and accused me of fucking with him. I told him I was completely serious.

My plan was to recreate the story he’d told his friends, but this time with proof. We’d take pics and clips (without showing my face), and he could show them to his friends. He liked the idea but pointed out it wouldn’t make sense, because if he actually had pics or clips, he would’ve shown them already.

Plan B then: he’d skip school, I’d come over, we’d fuck, and he could show his friends the evidence the next day.

I was much hornier than I expected when I got to his house. It was a little awkward, but in a good way. We both knew exactly what was going to happen. It felt like planning a porn shoot.

We decided his room made the most sense. Since he was a virgin, I asked what experience he had. The most he’d done was finger a girl. I asked him to show me how he did it. We started kissing, and I reminded him to take his time, we had all day.

It was so hot whispering advice to him as he went. I told him not to go straight in but to tease me first. He rubbed my pussy over my panties. There was already an obvious wet spot where the cotton had soaked through.

I told him to take them off. Every time he did something right, I let him know with soft moans of approval. I told him to start slow, and eventually he was gently pushing two fingers into me. I showed him how to use his thumb on my clit at the same time. I took my top off and told him to suck on my nipples while he fingered me.

He was a good student and didn’t need much guidance. Once he found a rhythm I liked, he stayed with it and adjusted his speed exactly as I told him. It wasn’t long before I was arching my back and moaning into his mouth as he kissed me. I came hard on his fingers. I smiled and told him he was a natural.

Once I caught my breath, I asked if he’d ever had a blowjob. He hadn’t. I pulled his pants down and his cock sprang out. It was unusually straight, with every vein fully engorged and clearly visible. He was rock hard, as hard as I’ve ever seen a cock get. I took a quick pic of my hand gripping the base of his shaft, mostly for myself, if I’m honest.

I’d barely started sucking when I felt him twitch in my mouth. He warned me he was going to cum just seconds before hot spurts filled my mouth. I sucked and swallowed as much as I could. He let out a deep, guttural moan, half pleasure, half frustration. I told him it was okay and we could go again as I wiped his cum off my chin.

He got us drinks from the kitchen. While I played with his cock, I told him how much I liked it. It only took a few minutes before he started getting hard again. One of my favorite things is feeling a semi-hard cock grow in my mouth.

Once he was fully hard, I told him to lie back and relax. I reassured him that I was having fun and there was no pressure to last. The important thing was that he enjoyed it. I straddled him and rubbed his shiny head between my slippery lips.

I slowly lowered myself onto him, going so slow I felt every inch. We looked straight into each other’s eyes the entire time. The look on his face is something I’ll never forget. It was a tighter fit than I expected. He wasn’t huge, but he was incredibly hard.

Once I was sitting on his balls, I told him to squeeze my ass. I reached back and took a pic of his cock buried inside me, with enough of his room visible in the background for his friends to recognize.

I checked how close he was, and he told me not to move too much. So I leaned down and we kissed. It was really sweet taking it so slow for once. After a while, he started slowly thrusting up into me while I rocked my hips in rhythm. I whispered in his ear how good he filled me up. He told me my pussy felt like heaven, which made me giggle.

I sat back up and started riding him properly. He got a clip of me slowly bouncing on his cock. I didn’t need to exaggerate the sounds I was making, they came naturally. Every time he said he was close, I stopped until he was ready again.

I rolled him on top of me and took a couple of pics and a clip of him fucking me with my legs spread wide. I told him to slow down to a pace I liked and to keep me guessing with each thrust, one deep, one just the tip. At one point he pulled out completely, then plunged back in, his balls slapping my ass. He really was a natural.

Every time he got close, we’d freeze until he could continue. We were smiling and laughing now, the nervous awkwardness had completely disappeared. I looked up at him and asked him to fuck me doggy style. He needed no convincing.

I turned over, head and shoulders on the bed with my ass up and fully exposed. I took a couple of pics as he positioned himself behind me. He’d learned fast, he teased me with his cock, rubbing it between my lips. He grabbed my ass, and then I felt him press into me.

I melted into the bed as he entered.

He sped up, finding the rhythm I liked. He moaned about how good it felt. I knew he wasn’t going to last much longer, so I told him not to hold back. He gripped my hips tight and fucked me hard. He even chuckled when his cock made my pussy fart.

His balls were slapping my clit and I could feel my juices running down my thighs. I was surprised he hadn’t cum yet. I stuck my phone between my legs and recorded a clip of his cock and balls pounding my dripping pussy. I started rubbing my clit, and a few thrusts later I was cumming hard, clenching around him.

He must have felt it, because he told me he was going to cum. I told him to cum inside me. He made a primal sound and emptied his balls deep in me. I wasn’t sure if it was my pussy clenching or his cock throbbing, but all I felt were waves of bliss.

I eventually collapsed flat on the bed with his sweaty weight on my back, his cock still twitching inside my slimy hole. We were both breathless. Feeling the weight of a man pinning me down is one of my favorite things, and he was a man now.

I told him he was starting to squash me, so he rolled off. I quickly grabbed my phone to get a clip of his creampie oozing out of me (again, mostly for myself).

The last “pro tip” I gave him was to fetch a warm facecloth and clean me up. He did so happily.

We lay there naked and sweaty for a while before getting up and showering. We had lunch and chatted. He asked if he could lick my pussy while I told him how, which led to us fucking again on the couch.

He asked if I would be his girlfriend, but I suggested friends with benefits instead.

The next time his friends gave him shit, he showed them the pics and clips. None showed my face, but it was clearly him in his room.

I heard later that at least one of the clips had been passed around. Suddenly, he was getting a lot more attention from girls his age. Last I heard he has a girlfriend now.