Breaking the shy girl [MF]

I stumbled across this subreddit and found it interesting. I’m not a very good writer so bear with me. This story happened in college about 6 years ago when I was a junior in college. I thought it would be worth sharing since it’s one of my best college memories.

The way everything started was very unorthodox. To give a little background, I had recently broken up with my girlfriend of a year and a half about two months prior. She took my virginity even though she was very experienced when we met. Dating her opened my eyes to a lot of things. I’d say it was almost like getting an associates degree in sex ? After the breakup with my girlfriend I got on tinder and hooked up with 3 girls before the following events.

I remember seeing this girl in our dining hall almost every day during dinner. We’ll call her “Jane”. Jane was probably 5’5, blonde, 32DD, and a very nice ass. After writing a paper one night I scrolled on Facebook and she came up in my recommended friends. We had a few mutuals so I said fuck it why not. I added her and after she accepted I sent her a message. She replied, I replied, then she ignored me.

Maybe a week later (just about?). I walked by Jane in the dining hall. I looked at her and we made eye contact, and she noticeably did a double take. An hour later she responded on Facebook “you’re really tall”. She gave me her number, we talked for a bit and she agreed to come to my dorm. When Jane got to my dorm things we’re very awkward. I’m a very outgoing and sociable guy but she seemed disinterested in the convo, giving one word answers, and in general seemed like a very awkward person. It was legitimately like I was talking to myself. After 45 minutes Jane decided to leave. At that point I was convinced she just didn’t like me.

15 minutes later I text her “you shoulda slept over”. She responded “do you want me to?”, and agreed to come back. Even when she got back she was still shockingly quiet and responding with one word answers. After about an hour I asked her if she wanted to go to bed and watch a movie. Jane obliged. I took my shirt off and she took both her shirt and yoga pants off, wearing only a bra and panties. At that point I knew we were going to hook up.

We got into bed to “watch netflix”. 10 minutes into the movie I start thrusting my pelvis into her, she was thrusting back.
I took my other hand and started rubbing her through her underwear, which got and immediate response. She let out a faint moan. I took my other hand and squeezed her right tit under her bra, kissing her on the neck. She let out one of the most sexy and pleasing moans I’ve ever heard. Her voice literally shook. To this day wish I had an audio recording of it ?

The moaning was the first form of emotion she showed that made me believe she wasn’t a blank piece of wood (sorry I don’t mean to be harsh). The response turned me on and motivated me to try to get more out of her. I went under her panties and started fingering her. Jane was literally a pool by that point. I went a little harder and she grabbed my arm with both of her hands while continuing to moan. I whispered in her ear “I want to fuck you”.

She turned her head back with a kind-of deer in the headlights look. There were no words, she just got up took took her panties and bra off. I took my shorts and boxers off. She climbed on the bed and presented herself doggystyle. My cock went in like a knife through butter. She let out another response of “holy fuck”. That gave me a lot of motivation to break her. It started off slow but I was in a very dedicated mood. My hands explored every part of her body from her boobs to her clit. Her moans got louder and she occasionally let out faint high-pitched screams.

Out of no where she pulled away from me and fell onto her side vigorously rubbing her clit. I couldn’t tell at first, being in the dark, but she was squirting all over my bed. That kinda made me mad since I only had a single bed. I asked “are you okay?”. Jane nodded her head and then I fell on the bed on top and started kissing her. She wrapped her arms around my neck and we started fucking in missionary. Her eyes had such a submissive + lustful look. After a little bit I tried picking Jane up and fucking her in the air (idk what you call that position) but I wasn’t able to do that for too long. So we ended up getting on the bed with her on top.

At this point I noticed we were both covered in sweat, which, um, was absolutely the hottest thing I’ve ever seen. She rode me for a bit but I could tell she was exhausted, so I pulled her down to my chest and started going as hard as I could. I whispered some really depraved things into her ear which I don’t recall, but it sent her over the edge. Jane let out two moans that could legitimately be characterized as screams. She made a comment that I don’t even think was directed at me, but just as a statement in general “oh my god I just came again”. By this point I was exhausted too so I told her to ride me. The view of a gorgeous girl, drenched in sweat, riding me, and moaning was the best thing I’ve ever witnessed. Especially given her demeanor earlier in the night. And yes, that was one of the most intense orgasm of my life.

We hooked up numerous times after that, but it never lived up to that first time. We ended up going home over break and losing contact. I moved into an apartment when I got back and we saw eachother maybe a handful of times. But yeah, that was one of the most fulfilling sex experiences of my life. I still take pride in my endurance that night ?

As a side story, my roommate (a gay guy I didn’t even really know) supposedly heard it and I kept him out of the room until like 3:30 am. The resident assistant ended up knocking on my door the next day and I had to come down and talk to him. Supposedly 3 people individually reported a noise complaint to him including my roommate. He moved out a week later. That actually ended up working out for me though ?‍♂️

Anyways that might not be an entertaining story but I still recall it vividly. Cheers!

Source: reddit.com/r/gonewildstories/comments/n3iq6n/breaking_the_shy_girl_mf