Accidentally took a hookup’s virginity [M],[F].

Tried to make this a quick story but I kept remembering things as I typed. Hope you all enjoy.
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Several years ago I was around 25 years old or so, I had recently become newly single out of a long term relationship I was doing everything I could to keep myself busy and improve on myself. I watched what kinds of food I would eat and I would hit the gym sometimes twice a day. A few months into getting into the grove of my new lifestyle, I had that feeling that I was ready to start being a little more adventurous and out going to enjoy the single life.

I had downloaded a couple dating apps and at the time I was into using Snapchat to post the highlights of my day (mainly gym, beer and food stuff). On both apps I had put my Snap username since the chat/messages features for the apps sucked ass. I would get random girls adding me as a friend but would never get any messages even with them clearly looking at my story/posts on Snapchat.

One day I got a random message from a girl who we’ll call Stephanie. Stephanie had been a “friend” on Snap for a couple weeks now. I didn’t know much on how she fully looked like. Her stories were mainly videos of food and her getting ready to smoke a blunt (nothing too exciting). She was 19, Hispanic, had a cute-ish looking face and thats pretty much all I knew about her just from her Snaps.

In the first message She said, “Hey, we haven’t talked before but you seem like a really nice guy” then introduce herself.

We did some chatting back and forth until she randomly said, “Can I ask you something?”

I said “Sure”

She then proceeded to ask if I would be down to come over to her place so she can practice giving a blowjob. She went on to explain that she barely turned 19 and had only had sex once and it was with some guy. She wanted to get better to impress future guys and figured since I was about 5 years older than her that I’d know how to help her improve.

My red flag alerts were getting ready to go off but after some thought, I said, “sure, why not?”. It’s not everyday that a 19 year old hits you up for casual sex.

She joked about me probably thinking she’s crazy but I ensured her that it was definitely more straight forward then what I’m use too but I was down.

So we make plans, for the next day and I head over to her place. She was living with her sister who happened to be out of town so that was a plus. She opens the front door to her place and I finally get an in-person look at Stephanie. She had nice tan colored skin, a little on the curvy side (which isn’t a deal breaker), and had a nice smile. I notice her outfit and she’s wearing comfy looking short shorts with a thinner T-shirt. I then notice that she’s busty as fuck. I got excited knowing I was about to get a hopefully decent BJ and have a nice rack to look at as a bonus.

We head into her room and it’s kind of awkward. We both knew why I was there but, didn’t know exactly how to start it. I was kinda nervous for some reason and could tell she was too so I just struck up a conversation to help get us relaxed. I come to find out she barely lost her virginity a couple weeks prior to us talking. She also told me how she was disappointed that it was over so quickly. I tell her how the first time is typically not the best for most people. I brag a little and tell her how I lost mine several years ago and had plenty of practice since then.
As we laid on the bed talking she decided to slide her hand over to cock to get a feel through my shorts. I was already semi hard and she had a little smirk while she look at me.

I tell her, “Well, you already know why I came over”

She took the cue and started to unbuckle my shorts while moving towards the middle of the bed. I slid my clothes off and my dick was now hard and looking extra thick. Stephanie looked at me and smiled. I asked what the smile was for? And she said she was so glad I was bigger than the last guy. She took a firm grip on me and said I’m so much thicker too as she went down on me.

My dick is uncut so I was surprised to see her sucking it properly. Not many girls know but she made sure to have the head nice and exposed for her lips and tongue. I could see her swallowing the extra saliva as she’s going to town. In my head I’m thinking she must really be enjoying the taste. Then I start thinking to myself, this girl doesn’t need practice, she’s got the right technique already. She was now working my dick good and I decided to step for things up. I tell her to take her shirt and bra off so I can take a look as her breasts. With no hesitation she sits up and lifts both bra and shirt off at the same time and her big ass breasts are now fully exposed. Let me just say her tits were perfect. Nipple were gum drop sized and her areolas were wider and soft looking, basically perfect proportions for her big tits.

I tell her how I had no idea she was so busty. She took the compliment as she squeezed her tits. At this point I’m in a dominant mood so I tell her to come bring her tits closer so I can enjoy them. Sure enough she crawls up over my body and I take a nipple into my mouth and fondled the other. She’s moaning and telling me how horny she is and how wet her pussy feels in her soaked panties. I already know this girl is submissive and I’m honestly ready to get my dick in her 19 year old pussy so I give her the option of continuing to suck me off or she can drop the rest of her clothes and I’ll show her how older cock feels in her. She was too down for the second option.

Stephanie got off the bed to drop her shorts and panties. I get my first view at her pussy and it is freshly shaven with clearly visible juices dripping out. I get up from the bed my dick is still fully at attention. I reach into my wallet and pull out a condom as Stephanie lays in her bed legs spread wide. She’s grabbing her tits and pinching her nipple as I get the tip of my penis at her entrance. I rub the tip up and down the lips of her pussy to use her juices as lube. As I slowly begin to enter her I’m surprised at how tight she is. It’s not like firm grip tight either, it’s like I seriously have to put force and weight to slide in tight.

I look at Stephanie and she’s squeezing her tits hard and making a semi unpleasant face. I ask if she’s okay and if she wants me to stop. She responds by telling me it kinda hurts but she’s still horned up from knowing how much thicker I feel. She tells me to keep going and starts rubbing her clit. I’m putting in smaller thrusts trying to get more of myself into her. At this point tip is in her but my thickest part of the shaft is holding things up. I decide to just say fuck it and give one big thrust into her. Stephanie let out a loud yelp and just like that I felt this release of pressure, kind of like a pop and I was in now fully in Stephanie.

Her legs are up in the air as I’m now pumping back and forth into her teen pussy. Things are going as expected, she’s moaning and covering her mouth to help with the noise. Her big tits are hypnotic as they bounce up and down. She tells me she’s about to cum then goes quiet as I continue my pace. Her legs start shaking as she gasps to catch her breath.

She’s yells, “Fuck I came so hard! I’m so glad you said yes”.

I tell her, “I am too, now it’s my turn”.

I fuck her hard and tell her I’m ready to cum. She asks me to cum on her tits and I gladly oblige. I pull out, take the condom off and completely cover her tits. I watch as she smiles then see her take a finger and scoops a little cum up and licks her finger clean. It was a perfect way to end a hot session. Stephanie and myself are covered in sweat and the room stunk of sex. She asks if I would like to rinse off in the shower, of course I say yes and she leads the way.

Here is where the little plot twist comes into play.

As we showered ourselves off we kissed a little and talked about the session we just had. Everything was all good then Stephanie looks down a sees a small trace amount of red going towards the drain. She audibly says, “what the fuck?”. I look down and see it too, I ask if she’s okay. She tells me how she’s not on her period so is kind of worried where the red was coming from. I ask if she was supposed to start soon since I was no stranger to girls be horned up just before Mother Nature comes to visit. She tells me no it shouldn’t be that time already but is still very embarrassed.

As we stood there, a thought comes across my mind. I ask Stephanie if It hurt her when she lost her virginity to the one guy before me. She told me no. I tell her I feel like I must have torn her hymen. She ponders for a bit and laughs a little. I jokingly say, “does this mean that I actually took your virginity?” She responds with, “I told you that you were much bigger than the last guy” as she grabs my cock again. we laughed a little more while we finished up the shower.

We hung out for a couple more hours which consisted of getting my dick suck on more and me playing with her big tits. As we said our good byes, she thanked me for coming over and said that she already wanted us to fuck again so we made plans and had fun a few more times the next few weeks.

END.

Let me know what you guys think. I used to post stories of my experiences several years ago and have thought about sharing again.

Source: reddit.com/r/gonewildstories/comments/hhpg5z/accidentally_took_a_hookups_virginity_mf