My First Virgin [FM][Non-Fic]

Note: This is the event that turned me on to having sex with guys who were sexually inexperienced. It’s more of a diary submission than erotica. The plus side is it’s all true. I might retell other encounters later on.

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Some kinks come unexpectedly. That’s how mine showed up in my life. I had never thought of myself as someone focused on the idea of virginity or sexual experience; I just had sex with guys I enjoyed being around and found attractive. Rarely did we ever discuss our pasts or experience levels. I found it irrelevant.

Honestly I don’t remember ever being hung up on a guy’s virginity. Every guy I had slept with up until I was 22 had sexual experience. Now, that doesn’t mean they were all good, but they knew what it felt like. They knew what to do.

My first virgin matched with me on Tindr. I was few months out of a year relationship and looking for someone to spend a wild night with. My intentions were hair pulling, ass slapping, mind blowing sex. The actuality was Justin.

I matched with Justin as I casually browsed during my lunch. He was a bit gangly with a goofy smile, but it had it’s charm. I had always been a bit chubby myself, so I would often lean outside the ideal body shapes.

He was 22, like me, and at a college a couple of towns over. We chatted for a bit about some mutual interests. I immediately appreciated how he was polite and respectful, never once bombarding me with inappropriate messages or pictures. After a couple of days I decided I wanted to fuck this guy. Out came the sexual innuendos and cheeky comments.

Another day passed of us sending lewd suggestions and naughty photos. But to my frustration, he never dropped the “when do you want to meet” line. So I did it for him. Quickly his tone seemed to change and avoided the idea. Suspicious, I asked him out right if he just wanted to exchange dirty messages or if he wanted to hook up. I didn’t really expect the answer he gave.

Justin immediately apologized and admitted he wasn’t 22, he was 19 and in his first year of college. He had lied about his age to make it seem like he would be more sexually experienced. I told him age wasn’t that important for experience and I asked how many girls he had been with sexually. It was zero.

I didn’t reply right away. Admittedly I was a little shocked he was a virgin. It wasn’t my plan to have some awkward, cherry popping sex; I’d gotten that over with years ago. Then I felt a bit guilty. This was still the same polite and respectful guy I had been chatting up. All that had changed was how many vaginas he had been in contact with.

I told him I would be happy to show him the ropes and that it didn’t bother me. I found him handsome and wanted to enjoy some casual sex. So we made some plans and decided to meet up at a sandwich shop for a lite meal and chatter in a few days.

The date arrived and we met outside of the cafe. He looked like his photos, but seeing him in person did show a bit of that youthful shine a lot of late teens still have. He committed how my hair was more red in person as opposed to the brown it appears in photos. I said it was natural and he’d see for himself soon enough. He turned red, but played it pretty cool.

I drove behind him back to his dorm. It was the typical small room with two beds type of deal. He assured me his room mate had agreed to stay out until Justin told him it was good to come back. I told Justin to he owed that guy a beer or something. He laughed awkwardly and looked at me.

It was that hesitant, but quick, moment when you look at each other to see who moves first. Honestly, I couldn’t tell you who did. We were on each other, kissing deeply and squeezing whatever parts we could get our hands on. He might have been a virgin, but this guy knew how to kiss.

I remember nibbling on each other’s lips and moving to kiss the other’s neck and jaw. Most his movement stayed close to my face, but it was becoming obvious he was getting worked up. His hands outlined my breasts, seemingly nervous to take them fully into his hands. The desire was evident. I pulled back and he gave me this look of confusion. But I just smiled and pulled my shirt off. His eyes lit up looking at my breasts overflowing from my lacy bra.

He just goes “Wow, they’re big.” A bit of a dumb statement, but he was clearly in shock of having a woman sitting across from him with her shirt off. I said something about being chubby and big tits before taking his hands and letting him squeeze and shake them through my bra. He kept that goofy grin of his as he explored my exposed skin.

“Can I take your bra off?”

A simple statement. But let me tell you, it made me nearly soak my panties. Something about the absolute hunger being restrained by inexperience and anxiety just got me worked up. Guys had paused before or checked my reaction when they undressed me. But Justin was the first to ever outright ask. He didn’t even have his hands on me yet. At this point, any doubt in my mind of popping this guy’s cherry evaporated.

I told him it was okay and adjusted a bit to let him reach around. After a few fumbles, I could tell he wasn’t quite getting it. Without a word, I reached around back and put his hands in the right place and talked him through unhooking it. He seemed a bit embarrassed, but I told him it was okay and he was learning. That seemed to calm him a bit.

Finally I felt the relief of my bra going loose. My breasts rested in place, fully exposed. I had always had pale skin and soft, rose pink nipples. Even when my breasts had grown rapidly, my nipples remained petit and lightly colored. Justin set my bra aside and looked at my exposed chest. He inhaled sharply and audibly before taking handfuls of my tits and squeezing gently.

I had always gotten decent feedback on my tits, but I had never seen the absolute awestruck expression as he had on then. He was purely mesmerized by them. By me. I was receiving genuine admiration and disbelief. He ran his palms and thumbs over my nipples, taking the time to squeeze and lift softly. Then, without a pause, he dove forward and took my left breast in his mouth.

He suckled and licked on my little nipple as if he was starving. His left hand stayed on my right breast to knead and push and pull. I myself was amazed at the lust and hunger that was building up behind his movements. He switched to my other breast and repeated the movements. The gusto in his actions sent a shock right between my thighs, lighting up my own desire.

A shaking moan escaped my lips. Justin pulled back suddenly to look me in the eyes. I leaned forward to kiss him and circle our tongues together while he cupped my tits a few more times. When he pulled back again, he hesitated while looking at me. He wanted to say something, but wasn’t speaking.

“What?”

He licked his lips before replying.

“I have a condom.”

Good lad. I nodded to him and he slid out of bed to rummage through his desk drawer. A few seconds of scraps and clattering went but before he emerged with a swatch of metallic blue. He removed his clothes. Well, except his socks. But it was kinda cute. I removed the rest of mine since he was occupied with the condom. I remembered not to judge as he had never done this before.

He struggled for a bit, but managed to get it open. I could tell he had become unsure because he flipped the rolled condom over a few times. Without a word, I crawled forward and took it. He kneeled and watched me work. I acted slowly, making sure he saw the important movements. Pinch, place, roll. I laid back, opened my legs, and pulled him towards me.

Honestly, this is where he fell off a bit. But I don’t hold it against it him. It was actually a bit arousing to see how someone first reacted. I genuinely enjoyed observing his expressions and movements.

He held himself up over me. My knees were bent back, making sure my vulva was accessible and inviting. He prodded around a bit, lost on where to go. He stared becoming a bit nervous after a few unsuccessful pokes. He grabbed his penis and tried to guide it, and failed. I kissed his neck and put my hand over his on his erect member. Gently I guided him to the right spot.

I gasped in his ear as he slid the full length inside me.

And with vigor and excitement, he pounded my pussy like his life depended on it. The rhythm was a rough and inconsistent, but I barely noticed. All I could focus on was that goofy grin as he looked at me. He reminded me of a kid stepping into Disney Land for the first time. If the kid was 19 and Disney Land was my vagina.

I was actually extremely aroused and loved every second. The slaps of his skin against mine. Feeling his balls whack the curve of my ass. Watching him grin, frown in focus, then grin again. Each time we made eye contact that big dumb smile came right back.

It felt good, but I knew I wouldn’t cum. He hadn’t really done much for foreplay. Even so, I was mentally recording this to masturbate to later. I found it incredibly hot. He jack rabbited me for a few good minutes before I noticed he began to pound harder and faster. His eyes squeezed shut and his breath became quicker. I knew what was happening.

I rubbed my nose against his neck and lifted my face to whisper in his ear. “I want you to cum. I want to be the woman that first took your cock.”

That did it. With a low groan, he pulled what could have been mistaken for a grimace. But I knew better. He was releasing an orgasm. His first orgasm with someone else, and I had the honor to witness it. I was the one who took possession of his virginity. And I adored that.

He thrusted a few more times before collapsing over me, his goofy grin now a smirk of satisfaction. I planted kisses over his face and and congratulated him with soft enthusiasm.

“You did it. I’m so proud of you. You were great.”

Only two of those three statements were true. But hey, I’m all about encouragement. I adjusted so his cock would slide out of me without him moving. He rested on me for a couple of more minutes until his breathing slowed down. I let him roll over and stare at the ceiling.

“How was it?”

That grin returned.

“Amazing. It was… amazing. You’re amazing. Thank you. Thank you so much.”

My heart swelled. He was so grateful for something I figured was so small. I had always downplayed sex, but to this guy, it had meant the world to finally have it. I felt like I had done some great deed.

And the best part? He never stopped looking at me like I was a piece of art. It was adorable and flattering. We laid in bed and chatted for an hour or so. He admitted he really wanted to try it again a few times since he was worried he didn’t do that well. I agreed to show him some tricks and talk him through oral.

He texted his room mate. Ran to get condoms from the health department. And brought them back with some water. Another benefit to being a guy’s first is how quickly and how much he can go again and again.

We met up twice after that first encounter. But I told him we weren’t relationship material and it was time we moved on to prevent misunderstandings. He agreed reluctantly. I made sure to give him a pep talk and remind him he has all the charm and looks needed to find someone else.

The last thing I said to that kid was reminding him to buy his room mate a beer.

Source: reddit.com/r/sexystories/comments/6liuqb/my_first_virgin_fmnonfic

5 comments on “My First Virgin [FM][Non-Fic]

  1. That was a wonderful story and, if the let-down is accurate, probably the most honest, yet tactful I’ve ever heard.

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