She [F] wasn’t a virgin, but I [M] was the first guy to fuck her.

(Skip to ————————— for sexy time)

I’ll be honest: when I swiped on this girl, I was swiping for her tits. Her profile wasn’t bad, and she had a cute face, but these are things I noticed after we had matched. When we started chatting, I found that she was funny and innocent in a cute way. She was a kindergarten teacher, which upon learning made me imagine dads at parent-teacher conferences trying not to look down at their kids’ teacher’s tits. Luckily for me I was just a guy she had shown interest in, which meant I had a shot of seeing her tits for real.

We chatted more about what we did for work, our hobbies, our pasts. I learned that she was a bartender in college, which in my head gave her some kind of edge I don’t usually associate with kindergarten teachers. She had gotten out of a serious relationship not too long before, and was looking to get back into dating. Things were going pretty well, so I asked her out for drinks. She said that sounded nice, and we decided on a bar.

When the time came I met her outside the bar, and we exchanged greetings and went inside. She was wearing jeans and a modest top that didn’t reveal much cleavage, but regardless there was no hiding the size her tits. We got our drinks and talked for a bit, then decided to hang back at my place. I could tell she wasn’t ready for anything sexual, but I thought it would still be nice to get more comfortable with her. When we got to my place we sat on the couch for a bit and watched a show. After a while I put my arm around her and she cuddled into me.

We kissed while cuddling, which turned into us making out and feeling each other up. My hands naturally gravitated toward her tits; she seemed receptive to this, so I gently grabbed and squeezed them over her top. She let out a quiet moan that gave me the confidence to slip my hands under her top, feeling the cups of her bra and her tits behind them. She seemed to like that even more, so I went for it and reached under her bra and held her bare tits. They were amazingly plump and soft, and as I squeezed and played with them she moaned louder.

We continued making out and touching like this for a while, before pulling away from each other. She wasn’t ready to go further on our first date, so we agreed to leave it there for the night. When the date came to an end, I kissed her goodnight and we made plans to go out again.

Between the first date and the second, she told me that she loved when I felt under her bra, and that she hoped I would do it again. I assured her that I would love to do it again, and maybe do even more. She had mentioned her previous relationship in passing before, but before our second date I learned that it had been with a woman. That wasn’t a problem for me, but after putting together a few other things she’d said I realized that she hadn’t had sex with a man before.

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Our second date was a movie night at my place. She came over on a Saturday night and brought some wine, and we drank and watched a movie together. Over time our cuddles got more handsy, and before long her shirt was off and I had my hands under her bra again. I could tell she loved the feeling, and at one point she said, “let me help you out” and removed her bra altogether. Her big tits bounced out in front of me and I immediately started to kiss and squeeze them, and she moaned as I did.

After making out and playing with her tits for a while, I asked if she wanted to go to my bedroom. She giggled and said sure, and we went to my bed together. I undressed to my boxers and she took off her pants, and we fell onto the bed and resumed kissing. Her tits felt amazing in my hands, and she loved when I touched them. After a while I turned to lay up against the headboard, and put my arm around her shoulders. My hard cock was bulging through my boxers, and when she noticed it she started to stroke me over the fabric. I kissed her while she touched me, and slowly pulled down my waistband to reveal my cock.

She grabbed it and looked up at me, her eyes silently asking if I wanted her to. I told her to give it a try, and she said she’d never given a blowjob before. I said that was ok, and that she could go slowly and I would help her. She bent down toward my cock and hesitated for a moment, before wrapping her lips around the tip. I made sure to compliment and encourage her as she sucked on the tip and kissed down the sides of my shaft. She gradually took a bit more into her mouth and sucked me, holding the base of my cock in her hand and bobbing her head.

She looked so cute and shy while blowing me, and it was really hot to see her in this position. After she sucked my cock for a while, I asked if she wanted to feel me inside of her. She glanced at my cock and gave an unsure look, but said she did if I went slow. I assured her I would be gentle, and she laid back on the bed while I grabbed a condom. Once I had it on, I kissed her lips and moved down to her tits again. I couldn’t get enough of them, and I squeezed and caressed them while teasing her nipples with my tongue, causing her to moan.

After a minute I moved down between her legs and started to eat her pussy, sliding my tongue inside her and licking her clit. She moaned and whined as I worked on her tight wet pussy, and I reached up to feel her tits as I ate her out. It didn’t take long before she was holding the back of my head and saying she was going to cum. I pushed my tongue into her tight pussy as she came, and kept licking until she was finished.

I was fully hard and she was dripping wet as I aligned the head of my cock with her pussy. I slowly pushed in the tip and pulled back out, letting her begin to feel me inside of her. I pushed in again a bit further and she moaned, and I pulled back out. I continued pushing a little further each time, and she whined each time she felt more of my cock. She was incredibly tight, and with each stroke her pussy gripped my cock from all sides. I gently increased my pace, and played with her now-bouncing tits again as I started to fuck her with rhythm.

She was loud while I fucked her; each time I thrust into her she let out a high pitched squeal that I’m sure my neighbors enjoyed. I didn’t mind at all, as the tight grip of her pussy was getting me closer and closer to cumming. With a few final deep strokes, echoed by her squeals, I blew my load into the condom. I felt her tight pussy pull each pump out of me as I came, and when I finally finished I felt drained.

I rolled off of her and laid back on the bed, thoroughly satisfied. We kissed and she told me she loved feeling me inside of her, and that she definitely wanted to do it again sometime. I was glad that I could make her first experience with a guy a positive one, and I was looking forward to the next time.

Source: reddit.com/r/gonewildstories/comments/smr4fe/she_f_wasnt_a_virgin_but_i_m_was_the_first_guy_to