Roommate [F] caught me [M] masturbating [college] [inexperienced]

Resubmitting because I didn’t see the the new account rules. —

Hello /r/gonewildstories. I’ve lurked for a while now and have been thinking about contributing – time to finally do it! This story took place almost a decade ago when I was a sophomore in a college in the deep south. It’s not a story of crazy kinks or giant orgies, but it remains one of the hottest experiences of my life. Fair warning – the [inexperienced] tag means that this story involves a lot of five finger shuffles, priming the pump, taming the one-eyed snake, whatever.

I was 19, just under 6′ tall, normal build at about 180lbs, not super athletic, but not a couch potato either. And I was a little awkward and very sexually inexperienced. I’d only had a few dishes from the classic sampler of experiences that nerdy kids got in high school and freshman year – some awkward grinding at school dances, a bit of over-the-pants rubbing from equally nervous and inexperienced classmates, and the small collection of handjobs and toothy blowjobs that I still jerked it to a couple years later. To put it mildly, most days it felt like my balls were fit to burst, I noticed tits and ass on college girls every time I went to class, and I was constantly thinking with the wrong head. That being said, freshman year was great. I’d learned a lot about confidence and getting out of my shell, and I had met a lot of great friends that stuck with me through college, and even to the current day.

For whatever reason, my constant teen horniness didn’t seem to apply to the couple of girls in my close friend group. They were all fairly attractive, but it felt like they existed in a different bubble somehow – they were the ones who gave you advice about girl problems or bad dates, not the ones you wanted to ask out. So I only jacked it to them occasionally. (Sorry, but it’s true)

One of those girls was Vanessa. She was a bright and cheery brunette, always energetic and quick to laugh. She was very cute, with small, pretty smile. And she was tiny – maybe 5’1″ and probably not even a 100lbs. She was a runner and very athletic with petite A-cup boobs, and a small and impossibly round, perky ass. She made yoga pants her bitch.

Anyway, we’d met in orientation week and hit it off immediately. We came from the same part of the country, shared a similar sense of humor, and even had the same major. After we became fast friends, a friend group sort of formed around us, and I spent most of my free time hanging out with that group of 8-10 people. Over the weeks that followed, we learned a lot about each other. Vanessa had more sexual experience than me, but was actually very sheltered as a person. She wasn’t as into the party scene as much as some of our other friends, but on rare occasions you’d see an adventurous streak in her – a moment of flirtiness during a drinking game, an uncharacteristic sexual joke right before she blushed deep red, and just once, an epic keg-stand.

She was trying to do long-distance with her conservative and highly religious high school boyfriend. I even met the guy several times when he visited and he was a really friendly person, but over time she opened up more about their problems. Religious guilt he had whenever they finished having unsatisfying missionary-only sex, not trusting her fidelity while they were apart (which was ridiculous, it would be impossible to imagine Vanessa cheating on anyone), and so on. Maybe it’s because she was in a relationship for our whole friendship, but I never really saw someone that I would be sexually interested in, even after they finally broke up near the end of freshman year.

Fast forward half a year, sophomore year was starting and Vanesssa, myself, and another friend of mine named James decided to move in together into a nice three bedroom apartment a few blocks from campus. My dynamic with Vanessa hadn’t really changed other than getting closer as friends, especially after the distress of her breakup. That all changed on one fateful Saturday evening.

———– SKIP TO HERE IF YOU’RE LOOKING FOR THE DIRTY STUFF ————

I was having a quiet night that Saturday evening, one of those days where you just don’t feel like going out. Both James and Vanessa were out with a couple of our familiar friends – a concert for some band I wasn’t interested in. After an hour or two of boredom, I did the only natural thing – I put on my headphones, pulled up some porn site and started indulging in my favorite solo hobby. (Look, I warned you that this was a big part of the story). I had my headphones on with my door closed, so I doubt I would have heard much short of the TV turning on or something like that.

Because some people will ask and I didn’t get to in my original description, my penis is truly and honestly average in size – 6″ long, and average thickness. My only super power in the dick department is that when I come, it’s a firehose. When I’m turned on enough, it’s easily 7 or 8 spurts that can fly several feet. This was awkward to learn in earlier years, where I’ve done a poor job of angling my junk, and cum has flown over my head and hit stuff behind me. Also, promise you that this is relevant.

Back to the exciting story of me beating my meat like I’m training to fight Apollo Creed. It was a lazy Saturday night, so I wasn’t in any sort of rush to finish. I’d been browsing porn, edging, browsing porn, edging for maybe a good 30 or 40 minutes when I decided to finish things off. Without taking my eyes off the screen, I reach over to my tissue box and find that it’s completely empty. Now that you know that my orgasm brings on a Hurricane Katrina level of semen, and that these tissues are the only levees that could hold back the tides, you’ll understand why I didn’t just finish, collateral damage be damned.

Being young, probably kind of stupid, and definitely kind of horny, I decided I’d just walk out into the apartment in nothing but a T-shirt and go to the bathroom to finish. The apartment was empty, and I knew that my roommates would be gone for another couple hours at least – why wouldn’t I just go? Still, years of quiet masturbation at home meant that I kept up some stealthy habits. I cracked my door and peered out, my crotch hidden well behind the lip of my door. I didn’t hear a thing, and the living room is completely dark. I reach the only logical conclusion with my powers of deduction: I’m still alone here. Besides, as close as I am, it’ll only take a minute to finish up, so all lights are green. At this point, it’s worth noting that from my bedroom door I can’t see Vanessa’s room on the other side of our apartment.

I walk quickly to the bathroom, flick on the light, and kick the door shut with my foot. I walk over the toilet and resume jerking it (is that gross? I’m not sure – I promise you that all three of us were very OCD about hygiene and cleaned everything in the apartment frequently). About twenty seconds later, a million things happened in the span of a few seconds. I’ll try and break it down.

I’m going at it, my eyes were closed, and I’m nearing the familiar point of no return when I hear something. I open my eyes and turn my head, trying to figure out what the sound is, and in that split second see something terrible, something absolutely horrifying: the door isn’t closed. I have just enough time to realize that my foot probably hadn’t pushed the door with enough force to close it, and so now it hung ajar by a solid foot. Before I can process this further, and before I’ve even taken my hands off my penis, the sound grows louder. Something in a corner of my brain recognizes it as footsteps, the rest is just paralyzed. And then I hear Vanessa’s voice “Hey! I didn’t think anyone was home -” and then the door opens.

It’s a freeze frame. Vanessa’s voice trails off into something kind of like “Did you…” as she meets my eyes, my shocked expression, and looks down and takes in me holding my swollen member standing at full attention. I feel completely paralyzed – nothing like this has ever happened to me, and my mind is completely and totally blank. It felt like a million years, but I realized after the fact that it couldn’t have been more than three seconds that were burned into my memory.

We both finally react. Her hands flew to cover her mouth first. “Oh my god!” she yelled. I think I made some incomprehensible noise and then “Whoa! Whoa!” as I tried to cover my junk with my hands. Eloquent, I know. I didn’t even think to grab the towel right next to me, I just frantically tried to cover my crotch and turn a bit, making my dick bounce up and down a couple times until I finally got it covered it up. Even in that crazy moment, I looked back up at her, and immediately noticed that her eyes were completely glued to my dick.

“Oh my god!” she repeated, this time finally covering her eyes. It had felt like hours, but it couldn’t have been more than 5 or 6 seconds. “I’m so sorry!” Her voice was muffled, and she turned away, grabbing the edge of the door and pulling it closed. I heard foot steps retreating quickly, and I was left standing completely shell-shocked in the bathroom with a rapidly deflating penis.

I was lost. I wasn’t even embarrassed really, I think I was just completely floored by what had happened. I’m normally so careful! I’d been doing this for years, how the hell did I slip up!? I literally started pacing in this tiny bathroom, and I started finally feeling the adrenaline that was making my heart pump so fast. I took a deep breath, and then turned on the shower. It makes no sense now, but at the time I found that I didn’t want to come out of the bathroom and needed some pretense for staying in there.

After another minute of pacing and breathing, some semblance of logic came back. I first considered whether I wanted to finish, but chose not to. That would be so damn weird right now, I decided. Then I wondered what the hell to do about Vanessa. That was when the embarrassment started to hit hard – holy fuck, your friend just saw you jacking off. What if she tells everyone? What if she thinks you’re small? What if she tells everyone you’re small??? My heart was beating faster, but then a bit of clarity struck through my head – wait, we’re in college! Everyone masturbates, I think? I should go talk to her, and apologize. Maybe three or four minutes had passed by then.

And holy shit, typing this right now, I remembered that I didn’t even wash my hands. I just grabbed my towel hanging from the rack, wrapped it around my waist, and started walking to her room. Maybe I was full of righteous determination, maybe I was in shock, maybe the erection had prevented me from getting enough blood to my brain – I don’t know. But I walked in a T-shirt and towel toward her room. I was going to go in there and say… I stopped right outside her room with my hand outstretched to her closed door and I could see light coming out the bottom. What the fuck was I supposed to say? I was just peeing? Sorry you caught me with my hands full? It’s weird, but porcelain really excites me?

That’s when I heard it, so soft that I couldn’t be sure. I small noise coming from the door. I’m 100% sure that it was my displeased libido that made me hope I knew what that sound was. I held my breath and I couldn’t hear anything but my own heartbeat ringing in my ears. Ten long seconds passed and I was going to give up when I heard it again – completely unmistakable. I heard a soft, muffled moan come Vanessa’s room followed by a breathy exhale. I blinked, there’s no way that could be what I — another tiny, quiet moan, and this one didn’t sound muffled.

Holy shit. Vanessa was masturbating. She caught me in the bathroom, and five minutes later was touching herself. As soon as I comprehended that, my libido came rushing back. And my brain was flooded with filthy thoughts about Vanessa that I’d never considered. I suddenly realized that I was the hardest that I’d ever been in my young life, listening to this beautiful, petite college girl finger herself in her room. Another moan, and I got closer to the door. My ear was almost pressed up against it – I still couldn’t believe it. I had to be sure. The next moan answered it for me – a sharp intake and then definitely her voice, a lot higher than usual, “Nnngh… yes…”

I took off my towel, and picked up where I had left off. I was impossibly hard, and I almost came on the very first stroke, I was so turned on by what was happening. But I had to make it last, I had to hear as much of this as possible. I’m not proud, but I’m not remorseful of it either. I kneeled at the door, my whole body tense, listening to Vanessa touch herself, stroking myself more slowly than I’d ever done so that I wouldn’t come too early. It only took a couple of minutes as I started to hear the moans get more frequent and more desperate. “Ahh… fuck… Mnnn” My heart was beating like crazy and I was picturing this cute brunette lying on her bed, smooth, thin legs spread, fingers desperately stroking herself, looking for release.

Her pace sped up and I could hear all of her gasps now. Her voice was getting higher pitched and the moans were more insistent and urgent. I finally heard a wet, slick sound start coming in on top of her gasps. When I heard how wet she was, I couldn’t resist anymore – I started picking up my rhythm with full strokes. The most I had done was finger a girl a few times and only a couple times to orgasm, but somehow I could sense that she was about to come. Her moans were louder and fuller, and it sent me over the edge. I quickly spread my towel on the ground as I started to cum, thick ropes of semen shooting all over, easily ten spurts or more. I could feel my balls clenching so hard that they almost cramped, as my body was shaking from the release. It took everything I had not to make a sound. And I was cumming, I could hear her moans build and build and build until there was a moment of total, tense silence, and then a huge groan followed by ragged gasps on the other side of the door.

Within seconds of cumming, rational thought started coming back. Carefully, oh so carefully, I got up and grabbed the towel and tip-toed back to the bathroom. I realized my towel was soaked through in parts, and my whole body was shaking. I turned off the shower, and went back to my room to hide and think about what to say when I had to confront her the next morning. I realized, unexpectedly, that the embarrassment was gone and that it was replaced with a lot of awkwardness and a totally new way that I was thinking about Vanessa. I didn’t know it yet, but things were about to get more interesting for us.

This has gone on a lot longer than I thought already, so I’ll stop there. When I sit down to write more, I’ll pick up in the weeks that followed. Hope you guys enjoyed the story – it’s still one of my favorite memories of my college days.

Source: reddit.com/r/gonewildstories/comments/59t4ga/roommate_f_caught_me_m_masturbating_college

59 comments

  1. I love petite women, and awkwardness. So this us ringing all the right bells. Do continue.

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