*[I’m in my mid-20’s now but this is about how I lost my virginity. I’m sure that’s never been done here before. I hope you guys find it interesting even though it’s all completely true so nothing too crazy happens. As long as you don’t think infidelity is crazy. I think I kept all references to it above the dividing line. If you get bored by the long set up, the action also starts after the long dividing line.]*
__
Due to a combination of overly protective Catholic latino parents and having a relatively introverted personality, I made it all the way to 18 before I had sex. I’m aware it sounds conveniently like a porn. That’s just coincidence. The guilt from aforementioned Catholicism played a role too probably. I don’t know about other Catholic teenage girls but I never let it stop me from going right up to the edge of having sex with whatever boy I was attracted to when they took the initiative in trying to fuck me. I’d do anything except actually them. Soooo it was just very frustrating *(for them)* make out sessions and maybe oral for the one or two that I liked enough for it.
Anyway, I never really clicked with guys my own age. I liked older men, the way they looked, the way they talked, the confidence, the experience, everything really. But I was shy at the time and the types of places I met guys at *(school and parties)* didn’t lend themselves to meeting the type of guy it would take to help me overcome whatever mental blocks I had when it came to sex.
Cue my meeting Rick. We met at work, at my first real job. Won’t get into what he did but he wasn’t directly my boss and he was only periodically in town, almost never overnight. Everything about him was insanely hot to me. He was about 40, starting to go grey but he was one of those men who was clearly getting more attractive with age. We hit it off talking after work, first as part of group outings and then later, alone. We made out but not much more. I definitely wanted to though.
The only problem was, of course, that he was married. He implied he was separated but all of our messing around was still very secretive for a reason *(sorry to any and all moral authorities we let down)*. Whatever distance we clung to fell apart completely when he finally got my number… took no time at all for our chemistry to manifest in blatant sexting, exchanging dirty pictures in the reduced friction environment that is texting/social media. There’s a reason people slide into DM’s and send dick pics instead of escalating face to face… it’s sooooo much easier to be “bad.”
After a few weeks of this, he had a business trip to Atlanta one week. We decided I’d come along for the ride.
I arrived at the airport wearing my favorite short shorts and a colorful crop top that exposed my shoulders. In retrospect, I probably looked more ready for spring break than a business trip to Atlanta but at 18, I didn’t always have a great sense of what was/wasn’t appropriate business clothing. But that was fine because I wasn’t there to work. This felt different than the other times we’d hung out after work because I knew I’d mostly come there to go to his hotel and get fucked. He had his arm around me during the walk to his car and I could feel myself getting wet.
When we got to the car, he pushed me up against it and kissed me. Took no time at all for him to realize I was a bit beyond just making out. He nudged my legs apart with his knee and touched my pussy through my thin shorts. I had already soaked through them. I don’t remember how we got into the car but we ended up in the front seats, still kissing. Him in the driver’s seat and me in the passenger’s *(we were pretty focused on getting to the hotel even through the mental fog of horniness).* I’m pretty sure he just wanted to kiss and tease me but my enthusiastic reaction made it hard for him to stop. Rubbing me turned into him slipping a finger inside me. I got insanely close to orgasming in the car but foot traffic in the airport parking garage picked up at that point and I suppose Rick decided there were too many people around to keep messing around in the car.
_______________________________________________________________________
We got to the room and continued where we’d left off in the car. We were naked VERY quickly. I sucked his cock until he quickly stopped me. He wanted to fuck me. *Finally*.
We had a bit of a problem getting his cock to fit in my pussy though. I was *(obviously)* a virgin and he was very very conscientious of that fact. Because of that, he wouldn’t just shove it in. He was very patient. Borderline TOO patient. At one point, he seemed to give up, took the condom off and rolled onto his back. I climbed on top of him to keep kissing and rubbing against him. My pussy was already sore from just him pushing the tip of his cock in me *(he was average sized but we’d been doing that for 20 or 30 minutes, again, his patience was SAINTLY)*. But I’d never been more turned on in my life. My pussy had been dripping wet since we made out in the airport over an hour earlier. Earlier really, I’d been anticipating fucking him for the first time since I’d woken up that morning. Him touching me and teasing me with his cock forever didn’t help. My wetness was all over my thighs, had dripped down my ass. Lack of lubrication was *not* the problem.
I think he realized this and reached under me to make his cock point up into me. The tip of his cock was inside me again and like before, I wasn’t sure that it would fit. He put his hands on my hips and gently pulled me down. Finally, I felt him go deeper than just the first inch or two. It hurt, a lot. But it also felt… kind of amazing. I didn’t know it at the time but I’m one of the lucky girls who can orgasm from penetration. After all that hesitation, I loved the way he felt inside me. Even the pain felt so good in a primal way that is hard to compare to anything else.
I loved the feeling of being full of his cock but the soreness got the better of me. I lifted myself and turned to slide his cock down my throat. It was my first time having sex but I already knew I loved sucking cock. The only difference now was that I could taste my pussy all over him. The fact that I was absurdly wet meant that my pussy had dripped down to completely cover even his balls in my cum. I also already knew I loved tasting myself on my own fingers. I tasted even better on his thick cock though. I couldn’t stop thinking about how it had just been all the way inside me as I slide my lips all the way down to the base. It’s easy to deepthroat in the 69 position.
As I was doing my best to gag on his cock, he eagerly started licking me. As I got closer to orgasming, I realized I was going to cum with my mouth full of his dick. The thought of that pushed me over the edge and I made sure my lips were as far down as I could go, the tip of his cock was pushing down my throat the same way it had pushed down my pussy… I think he loved feeling me moaning around him and my pussy squeezing his tongue because he started shooting his load down my throat. That was a bit too much for me and I pulled it out, letting his cum splash on my tits. I leaned back down to clean whatever cum had landed on him with my tongue. His balls still tasted like my pussy.
__
We had a lot more fun that week and for a few months after that too. It turns out sex gets better as you become more experienced. I’ll always feel pretty lucky though that despite my first time not being the most traditional or wholesome experience, I loved it, and it encouraged me to love sex instead of seeing it as taboo.
My tastes and experienced have expanded a bit since then but shout out to Rick for being as close to the perfect dude anyone could’ve asked for to do this shit with.
__
**TL;DR – It fit.**
Source: reddit.com/r/gonewildstories/comments/9o8haq/fm_how_i_actually_enjoyed_losing_my_virginity_to
no blood ?
Hot! Hope you keep writing about your other experiences too.