[M]y story of how I lost my virginity to my high-school crush [F]

This is my first post so I’m sorry if I make any mistakes with formatting or the long-winded bits of the story!

This girl, for privacy sake, let’s call her Andrea. Now, Andrea and I met when I was in Year 9 and She was in Year 11. This may be confusing for some American folk since I am from AUSTRALIA (G’Day mates), so I’m pretty sure that I would of been an American junior and she would be a sophomore. We met because our friendship groups mingled and almost instantly there was just a flurry of chemistry. Now, Andrea was two years older than I so I wasn’t very experienced with flirting being fairly new to the entire concept. For most of my younger life, I had been the shy student who didn’t really say much with words and was only just opening up to being flirty openly.

I felt odd that she was attracted to me because I was a 5’7” man-let, although I was very muscular from years of playing soccer, she was slightly taller 5’7.5”-5’8”, Lebanese background with a fat ass and plump DD breasts, she played sports on and off but not as much due to some issues with her knees but she was still fit as FUCK. She was honestly one of the most physically attractive women that I had seen and just the thought of her would drive me crazy.

We would text on and off and tell each other of the things we would like to do to one another, just the general things that people do when they are young and are exploring their sexuality.

Fast forward a couple of years and I’m finally a high school sophomore and she’s already graduated the year before, but only recently had been accepted into university. Through the years we would flirt still on and off, but this time was different. She had been going through a rough patch with her boyfriend of two or so years. And she decided to message me. At first, it was the usual “How have you been?”, “What have you been up to recently?”. But eventually, it got a little bit more heated. It didn’t help that we had always been drawn to each other and there was an apparent sexual tension between us for the entire time we had known each other but nothing was ever done about it. I am certain that we have masturbated over the thought of one another on several occasions proceeding this date.

Over the next few weeks, we start exchanging sexts and sexual fantasies of what we would like to do with one another. We would Skype almost daily where she would strip tease for me and would flash her tits, all whilst I would flash my cock for her and tell her how much I would love for her to place her plump lips over my cock. And, she would tell me about how she would take my cock all the way down her throat (this was one of my huge turn-ons)

Now Andrea was very sensitive and it was incredibly easy to make her cum, just her hearing my talk about what I would do to her would push her over the edge and make her cum, so I knew that if I ever got a chance to fuck her that I wasn’t going to disappoint her in the slightest.

Eventually over the next month or so we finally get up the courage to meet (she had her license and I was still in the process of getting mine so she would pick me up in her car) Also, bare in mind that she was still in and off with her current boyfriend so that fact that he could find out at any point in time made us both a little more crazy.

The first time she picked me up from my house it was a little awkward, we sorta just drove around my area and parked up on a lookout close to our houses, The entire time that she had been driving I was holding my hand in her inner thigh running it up and down, getting close to her vagina but never actually touching, I could tell it was driving her a little crazy. She was already wet by the time we stopped because of the wet patch coming through her panties and through her grey leggings. I leant over, putting my face close to hers, I looked her in the eyes and kissed her. It was almost like she had been waiting for this moment for years. Years of built up sexual tension just exploded and she was so aggressive kissing me back, It was amazing. My hands slowly guide themselves to her plump breasts, she’s not wearing a proper bra, something like a bra-let, I was holding them in my hands and gently squeezing them and it was driving her crazy.

Tense moments passed by and she jumped over the centre console of the car onto my lap, all whilst our faces are melted together and weren’t coming apart any time soon.

She starts grinding on my very apparent bulge that I have peering through my joggers. I could feel her wetness and this was pushing me to the edge! Her soft moans plus her aggressive thrusts, it was so hard for me to contain myself.

I guide one of my hands down her leggings and start to touch her pulsating and wet pussy (this is my first time every touching a vagina, yet instinctively I just knew what to do, thanks to porn no less) I had been preparing for this my entire teenage years. I sink one finger under her panties through all the wetness in-between the labia, she lets out a collective moan as if she had been waiting years for me to do this also. It’s an awkward angle but i try to sink a finger into her pussy, it goes in with no resistance whatsoever, she’s so wet its practically a waterfall down there. I finger her for a while but nothing more than grinding and finger happens.

When she drops me back home she tells me how amazing the night was and that it turns her own so much of that fact of how sneaky we were being. I’m not gonna lie it turned me on insanely also.

More nights of meeting in her car and grinding, fingering and eventually dry humping happen, each night the same it would end without fucking. I have to say I was getting a little frustrated because she was right there and wouldn’t fuck me, I guess she had to build up the confidence to properly cheat in her boyfriend, all it required was more coercion from me.

Then one night, while we’re making out in her car she tells me about how badly she wants to have sex with me, and that she feels she is finally ready. Now, this was going to be my first time and I wasn’t really sure about how to approach this so I told her straight up that it was going to be my first time.

This was almost a huge mistake because she instantly began to get cold feet. For some reason women hold a really big importance of taking someone’s virginity, all I knew is that I wanted to fuck so badly and I didn’t care who it was with.

She kept insisting whether I was “sure you want your first time to be with me?” I kept insisting that I wouldn’t want it to be with anyone else because of the insane chemistry that we had, this was true, our fling had so much insane passion it was crazy, she told me that her boyfriend at the time was never much of a lover and this was so much better than anything he had ever done.

Eventually, she caved in. I knew she wanted to fuck me, I just had to convince her that she really wanted to and it worked.

Like every-time before, she’s been mounting me on my lap on the passenger seat of the car. Only this time, she lifts up her plump ass to pull down her joggers and panties so that it exposes her wet and pulsating pussy, every time we met she was always already wet and would practically be wet the entire time we were with each other. So far over the time, we had been doing the car flings she had to throw out two pairs of panties because they were just ruined from being soaked through with her cum.

As she holds her ass in the air I push down my pants past my knees so they fall down around my ankles, and push the seat so it’s laying down flat against the back seats of her car.

She takes my cock in her right hand and starts to stroke it. My pre-cum is practically overflowing at this point and I anticipate the feeling of her pussy.

She gently lowers herself onto my cock and I slip in so easily. Immediately she moans and tells me that I’m far larger than her boyfriend. (yay me) She begins to ride me bouncing up and down on my cock she’s just going crazy. I manage in the chaos to get her top off to expose those large breasts of hers, I start to squeeze them hard and literally within a minute of her starting to ride me, her vaginal muscles contract and she lets out a loud moan as she cums all over my cock.

Pausing for a few seconds to catch her breath she tells me that she’s never had an orgasm that intense from fucking. Only ever when she’s been playing with herself to the thought of me, has she orgasmed like this.

We continue to fuck like there is no tomorrow, for what felt like hours. She rides me until she’s orgasmed at lear 4 times and says that she needs to rest, I tell her to get on her back and I fuck her missionary. Its very hard to fuck in a small car so we aren’t really able to experiment with positions due to the space, but it still felt amazing and surprisingly for my first time I was lasting for so long. After half an hour she asked me “If I was ever going to cum?!”

I told her that i was saving myself for the grand finale, Although it got to a point where she was so exhausted from cumming that she couldn’t physically go on.

I pull out my cock and want myself until I cum all over her chest and chin, she manages the strength to pull herself up from the chair and clean up my cock, she swallows all the cum that she manages to get into her mouth and it was so hot.

We laid there in the car for another 10 minutes before getting dressed again and her dropping me home just like she usually would, except this time we finally got what we had both wanted for so long.

– Sorry if the formatting is pretty wack if I ever get enough feedback I’ll go back and edit with more detail but I feel like I got the basics and the important parts in.

Source: reddit.com/r/gonewildstories/comments/7f81rz/my_story_of_how_i_lost_my_virginity_to_my