Hey everyone! Thanks for all the good feedback on my [last gonewildstory!](https://www.reddit.com/r/gonewildstories/comments/bq7d5y/mf_that_time_i_finally_got_frisky_with_my_high/) This is part two. After the frisky part, here’s the actual sex now! Hope you enjoy this as much as I do when I think about it. Again, scroll down for the sex part. I marked it!
After my frisky moment with Hanna at the water park, it was finally the night time, and the time for a good fucking. That night, I was sitting in my hotel room with my bros. While I had briefly told them what had happened earlier in the day, I now finally got into the full details. Naturally, they told me it was my chance to finally get in Hanna’s pants.
My bros gave me a plan. My best friend texted one of Hanna’s besties and and made up a bullshit drama story that would get Hanna and me alone in her room together. It’s now over 7 years since this happened, so I don’t remember the exact details of what he had done, but it worked. Hanna’s friends left her in the room alone and went to see another group of girls in another room.
The problem, though, was that I needed to get across the hall without being seen by the teachers chaperoning our trip. My plan was to get ice from the ice machine, and then have my friend distract the chaperones while I sneaked into Hanna’s room. It worked.
So there I was. All sweaty and nervous from sneaking around. I knocked on the door to the room where Hanna was staying, and Hanna opened it. She didn’t even ask me what was up. She just looked at the ice bucket I was holding in my hand and let me into her room.
**
I was wearing shorts and a white v neck vest. She was fully clothed, of course. Had on a white tank top, and long sleeping pants. I still got a good look at the top of her breasts, small cleavage and the straps of her sexy black bra through her white tank top. Again, being the horndog I was, just imagined what I would do to her. That only got worse when i saw her bikini sitting on the clothes rack in the room, alongside some of her friends’
With a slight erection growing in my pants, she had asked me what I was doing in her room alone — and where her friends went while she was showering. I told her I had no idea, and that my friends probably did something to leave us here on purpose. I guess she forgot she wanted to talk to me (as you recall from the OG story.) She quickly ran over to the clothes rack and grabbed her bikini. Anyways, in the time she was doing that, I closed the door silently. It was a bit late, only around 9 PM. I peered into the hallway and it was empty.
So, we sat down on the bed. We talked about her life, how she’s moving to XYZ college and won’t be in XYZ city anymore to see me or any of her friends. I told her we could continue our sexts and keep texting, emailing, talking on AIM, like we used to all throughout the high school. She laughed. I asked her about her parents, and them wanting her to be a virgin until marriage, and how they surprisingly let her to XYZ college b/c its a party college. She said they’ve changed in four years and they now want her to explore.
This was the first time that we’ve been alone, in a private place like this, not in a school or in public. All while talking, I kept staring at Hanna’s eyes. Just like I did when I first met her in Algebra in our Freshman year, i saw something interesting. Something told me she wanted me…
Her body turned me on. I looked into her eyes and could tell she wanted wanted me to touch her in all the wrong places. So I did. She was saying something about her new college, and I just reached up and grabbed her curvy waist and pulled her to me. She didn’t object at all. She just took her hand and put it on my leg.
With my hands still on her waist, I started to run it down own the side of her body, feeling her sexy curves. She was still clothed, but started to giggle like a little girl. While she giggled, I felt her move her hands closer down to my crotch. She was touching the head of my 5 inch cock, which was piercing through the hole in the middle of my shorts. It was those thin shorts, so my cock easily penetrated my boxers and my shorts.
It was hard for me to control it. This was the first time I had a girl’s hands on or near my cock. It felt weird. I had a boner, but it didn’t feel like it did when I watched porn or sexted Hanna. Her finger tips felt soft and delightful on the tip of my cock. My cock was throbbing to be played with, I kept squeezing my ass to make it throb. I never was this hard before.
We both remained silent. I reached under her tank top, and started rubbing my hands on the side of her skin. I was touching a girl for the first time ever. I reached up near her breasts and wanted to squeeze them, but was stopped by her bra.
With her hands still circling the tip of my cock, and my hands resting on her bra, I asked her if she knew what we were doing. That we’ve never had physical contact like this in four years of friendship. She said she didn’t care anymore. She’s going off to a new life, and wanted me badly.
So, there’s the answer, and the consent I thought. Not wanting this to be rape, I asked her again, if she really wants to have sex… right here, in this hotel. I read the date and time. I was so stupid. I asked her again, probably two or more times. She kept laughing at me, and told me it was okay.
I had no idea what I was doing. From years of watching porn, I just did what I saw in amateur porn. I pulled my hands out of her shirt and pushed Hanna down to the bed. Her fingers came off the tip of my cock, and so did a bit of precum. Like I said, it was hard to control. She then pulled off her shirt, and then her bra. And I pulled off my shirt and my shorts. I kept on my boxers for the moment.
So, with Hanna sitting on the bed, I just threw myself on top of her. She breathed hard and let out anbig outch, I thought I was squishing her or something. My cock was again piercing through my boxers, so I finally pulled them off. Based on how we were, my cock was now perfectly lined up with her pussy and was just poking her black panties.
I again asked her if she was okay. She said yes but that we should use protection. She reached and pulled a condom out from the draw by the nightstand. Joke before this trip was that all the girls went with condoms on hand because sex is common occurrence.
So I slid on the condom, and we made out for what I think was three minutes. It was sloppy, we sucked tongues like in Japanese porn. She wasn’t a good kisser and I wasn’t either. While we made out, I put my hands on her breasts and rubbed them softly. Never had I felt the breasts of a girl before. It was warm, soft, and smooth. I moved my fingers to her nipples and briefly touched them. I pulled away, because I didn’t want to hurt her.
And so the rest started. I reached down and slid down her soaked panties and wiggled my cock against her thick pussy hair. I moved my fingers off her tits and rubbed her pussy against her pubic hair. Unlike what I saw in all that porn, her pussy was closed shut and the publc hair surrounding it was soaked in goo. So, I decided to finger it. She started moaning outch, outch in my ears and bit and grabbed at me to stop. She said too hard. I instead fingered her a bit more, trying to keep it soft, barely putting my fingernails inside of her. It was a slight fingering, not deep like in porn. She masturbated before, but told me she only rubbed, and never fingered. She reached up and grabbed my cock while I fingered her. She rubbed it, and I let out some more precum.
I didn”t want to look down to her pussy but I did. It was a hot pink color, so I stopped fingering, worried I cut her. I also noticed a slight bit of red blood on my fingers. I stopped. I told her I didn’t want to hurt her. She said to keep going.
We made out again, and I took my hand and rubbed her pussy a bit more, on the outside. I then asked her if it was okay for me to put it in. She said yes. So, I slid it in. My cock is small and thin, so it wasn’t in issue to pierce her cherry. I had a condom on, so I can’t speak for how her pussy really felt. I just felt the inside of the condom and how soaked my cock was getting from precum. I looked down and it was a mess. There was some more blood on the tip of the condom, but I kept going. She kept morning and moaning, just like those Asian chicks do in porn.
Sadly, I didn’t last long. I cummed almost right away. I pulled out of her pussy and told her sorry for not lasting. She said its ok. I took off the condom and some cum dripped on the bed. She said she wanted to taste my cock. And so she got on her knees. My cock was soft, but sucked me, and my cock instantly grew harder when it touched the insides of her mouth. She rolled her tongue on it. I’m small, so she didn’t deep throat. She kept teasing me and rolling her tongue up and down. I cummed again in her mouth. She stopped and said it didn’t taste good and spit it out on a cloth.
And so I told her that I didn’t get to taste her. She just laid up against the bed and spread her legs. Looking at her pussy made me nervous. I didn’t want to hurt her, I just took her virginity, even if it was with a condom. I just sucked her pussy once or twice, touching the juices. It smelled weird to me so I stopped.
I ended by telling her this was fun. She was all red, and was grabbing her pussy for some reason and looking down on it. I asked if she was ok, she said yes. She ran over and kissed me. I tasted my own cum in her when we kissed, and Im sure she tasted her pussy juices too.
After I watched her shower and clean up, i ended up sneaking out the same way I came in. I made it back to the room and told my bros everything I just said here…
Source: reddit.com/r/gonewildstories/comments/bqqdjn/mf_the_time_i_fucked_my_high_school_crush_during
Fantastic story! Glad you got to sleep with your high school crush!