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Lost my virginity to my friend's roommate [m/f] | 2016
I was a late bloomer. I was a freshman in college and I'd never had a girlfriend. There was this one girl that I hung out with but nothing had ever happened between us. I knew her from high school but we only really started hanging out when we both moved to the same city for university. A couple of weeks into the first semester she invited me over to sleep at her place on a Friday night. I thought she meant to take things further, but turned out she didn't. "I'm sorry... If I really was into you I would have been too shy to invite you over to sleep in my bed..." That hurt, but as I said, it's not like I had much else going on, so I sucked it up and we kept hanging out. Sleeping over became a regular thing, and I got used to seeing her walk around with only her underwear on, but nothing happened until that one night.
My friend, Mary, had a roommate, Stephanie. Stephanie was a good-looking redhead with skin pale as milk. I'd always been facinated by her skin. I always made sure neither girl caught me eyeing her out, but whenever I was her walking around I couldn't help but wonder what that white skin looked like underneath that shirt.
Mary and Stephanie didn't get along so well. Apparently when they decided to become roommates, the plan had been that they would both take college very seriously and they would keep the place calm and quiet so they can study a lot. But Stephanie met a guy and those plans fell through. Mary constantly complained how loud the both of them were, and I knew for a fact she was right because they'd kept me up a few times too. Stephanie liked to be very vocal when she got fucked.
She'd been a virgin before but she was making up for lost time. Mary wasn't, she'd had a boyfriend in high school and she had told me pretty much all the details of their sex life. I was the only inexperienced one, and I'd be lying if I didn't admit it weighed on me sometimes, like when I was lying in my boxers next to a cute girl in her white panties while we listened to her pretty roommate get fucked in the next room... But as I said, my options at the time seemed pretty limited.
But then Steph and her boyfriend broke up and things quieted down. She spent more time in the apartment and we had breakfast a few times. We got to chat while Mary would shower and I got to know her a bit better. We got along, and I think she liked getting some male attention just as much as I liked the female attention.
One Friday night I came over for a movie and to sleep over. Steph was out clubbing and we went to bed before she got home. I couldn't sleep though, so after some tossing and turning I took my phone and I got up.
Their place was small and Mary was using the living room as her bedroom. The kitchen was right next door so if I wanted some light the bathroom was my only option. I shut the door, sat on the toilet, and started playing Candy Crush to pass the time.
I must have played for an hour sitting there when I heard the front door. Steph walked in and she went straight to the bathroom.
She probably didn't expect to find me in there. She opened the door and walked in. I apologized, turned my phone off and got up to get out, but she told me to wait outside the door. After a couple of minutes she let me back in and we talked while she washed her face.
We talked about Mary and me, about her former boyfriend, that kind of stuff. She laughed a lot. She wasn't exactly sober. I would rank her about right there in the middle between tipsy and drunk. Anyway it seemed to me she was having a good time. When she was done washing her face, she told me to look away, because she was going to get in the shower.
I resisted the urge to sneak a peak. Only when the curtain was drawn did I open my eyes again. Her dress was on the floor with her bra and panties on top of it. I couldn't help but stare while she kept chatting from behind the curtain.
She turned the water off and asked me for a towel. She reached a hand out so I could hand it to her. She didn't dry off. She just wrapped the towel around her chest and got out of the shower still dripping wet. She went to the mirror again to put some face cream on. The mirror was right in front of the toilet, and the toilet was where I was still sitting, and so her ass was inches from my face, and the towel sure was small... I could see the water dripping down her thighs.
She turned toward me and she asked me why I was so shy. It wasn't the first or the last time I heard that, but what and how do you answer to a question like that? I admit it, I'm not the aggressive "in your face" Casanova type, but when did being respectful become the same as being shy? Anyway she tells me it's ok, that she likes to be the one in control. And just like that her towel drops to the floor.
Finally I get to see what that pale milky skin looks like without clothes on. I was hoping for a bit of red down there, but she's clean shaven. Her nipples are a pale pink and the rest of her is white and smooth from her hips to her toes. A few drops of water still cling to her skin here and there and all I want to do is to bend down and lick each one of them.
I took my t-shirt off and she pulled my boxers down and took me in her mouth. My heart was racing and I didn't know what I should do (hold her hair? her head? get her up and pin her down and fuck her hard?) but anyway I was hard in an instant. She told me I had a big cock. (I know it's lame and I don't know about that but I thought I'd mention it because that helped to calm me down a lot. My tape measurer and those size charts on the internets say I'm nothing special, but it was nice of her to say that)
She leaned against the sink with her legs open and I got in close between them. I kissed her skin and I licked the water off. Her nipples were rock hard and she leaned back when I sucked on them. Soon she was taking my cock in her hand and guiding it inside her.
She was dripping wet and I slid in easily. I started off slow and she wrapped her legs around me. She pushed/pulled on my ass to urge me to pick up the pace. This was a girl's bathroom mind you, with tons of little bottles and lotions and makeup and whatnot lying around, and soon the sink was shaking and those bottles were rattling and falling down. She wasn't as vocal as she'd been with her boyfriend, she wasn't moaning or screaming or anything, but she made enough sounds to let me know she was enjoying it.
I was huffing and puffing, expending way more energy than I really had to probably, and I kept trying to find a good spot for my hands (I wanted to grab her boobs because she seemed to like that, but I needed to brace against the sink to get some good traction if you know what I mean) but her pussy was the tightest, wettest thing I'd ever shoved my cock into (obviously) and damn if that wasn't the best feeling ever. I was finding my groove, she was getting into it more and more, breathing hard, pressing hard me inside her and whatnot, and nobody gave a fuck about all those makeup bottles flying around all over the place.
Which is probably why I didn't hear Mary until she was right outside knocking on the door.
She asked through the door what I was doing in there. Did you have a shower? Yes, I said (I don't know why, maybe she heard the water running?) She asked why. I was stumped. I didn't know how to answer that. Besides, Stephanie was leaning against me whispering "Don't stop don't stop" in my ear and I was having a hard time focusing on the conversation. I brought the pace of fucking down and Steph reached a hand down to her clit. I was still talking, and I came up with some lame reason why I needed to shower in the middle of the night (really early Saturday morning something something, you know? brunch. yes, brunch with friends) and Steph was grabbing her own juices off my cock to get her clit nice and wet, and damn every time she touched my cock I had to stop talking for a sec, because I was getting so close it was all I could do not to come right then and there, and I must have sounded like I was having a seizure or something, but thank God Mary didn't insist and she just said she would be waiting for me in bed.
The moment she left Steph was coming, and her pussy squeezing my cock was more than any human could possibly take so I was coming too. I shot rope after rope but her pussy wouldn't let go. It was still squeezing and milking me and she was still coming long after I was done.
When I finally got my senses back I looked at her and she just thought this was the funniest thing in the world. I had to cover her mouth with my hand to stop her from laughing out loud because I thought for sure Mary would hear us. I don't know why I didn't want her to hear, it's not like we were dating or anything, but I didn't want her to know about this at that particular moment.
But anyway Steph calmed down and just smiled and told me we should do this again some time. And like a dork I'm thinking like a boyfriend/girlfriend thing? but she shoots that down immediately. But if I'm not seeing anyone, and she's not seeing anyone, then we should do it again some day. That sounds pretty fucking great, actually.
So we say goodnight and I put my clothes back on and I get back in bed with Mary. And I'm not shitting you this is probably the first time ever that the girl wanted to cuddle. She grabbed my arm and wrapped it around her and got in close, little-spoon style. She even wiggled her ass a bit until she my cock started to twitch, then she settled in and fell asleep.
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