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Falling For My Roommate

By: VTDarkAngel



You can tell it's fall again. The wind's blowing enough to almost knock one over, the fans in the dorm windows have stopped blowing, and the ground is covered with dead leaves. When walking around campus, one can't help but notice that, while ditziness remains in full force, the short shorts and skirts are gone, replaced with the atrocious combination of sweatpants and Uggs. People now move a little more quickly from one building to the next to avoid the cold, and the half-naked sunbathers have ceased to gather between Lee and New Res. However, some things never change. On any given Friday or Saturday night, hordes of freshmen still gather in front of the coliseum waiting for the buses at 10PM, only to return four hours later in a drunken stupor, staggering back to their dorm rooms in their drunken revelry. 

This is college, a life that some wouldn't trade for the world. Some of us, on the other hand, just shake our heads and just try to adjust. For not all of us enjoy the drunken antics that characterize college life. There are some of us who choose to keep our hair jet black instead of dying it blonde. We also don't bother sitting under a light for hours to tan our skin. I don't really know why I say 'we,' because I seem to be the only one here who thinks that way. I'm that goth chick that nobody wants to hang out with, who nobody cares about, and perhaps, who nobody knows even exists. Yet I still roam around here, hopelessly searching for someone who might actually make me smile. 

When I was a freshman here, I tried the whole party scene to see if I could potentially find somebody decent. I had always been told that I'd never find anyone worthwhile there, but I didn't really believe them until I at least tried. Not knowing how to dance can severely hinder one's chances of meeting folks at parties, but not knowing how to dance AND not drinking can really throw a wrench in things. My roommate, who wasn't exactly the blonde bombshell of every frat boy's dreams, but still the kind of girl they'd drool over, invited me to a party one night at a frat house. She said that almost every girl was guaranteed to get in free. Needless to say, I brought money to get in, and I needed it. 

After we got in, the first person to say a word to me asked "Are you here to steal our souls?" I couldn't help but laugh at him.

"Why no. I think I'm the only one in here who has a soul to start with." 

Well, I suppose it goes without saying that this didn't go over very well, and he never spoke to me again. After about thirty minutes, I just curled up on the couch and watched the folks dancing and drinking and playing beer pong, which appeared to be a bigger sport than football in this town. After a few minutes, my roommate landed right next to me in a rather tired state. "These folks can't dance," she complained. After sitting there complaining about the folks at the party, we got up and walked back to Lee, where we lived. During the walk home, we ran across a couple semi-drunk guys who claimed to be bisexual. I knew something was awry when one of them asked my roommate and I if we were bi as well. She lied and said 'yes.' If she was bisexual, I was George Washington. She then proceeded to invite the two of them over to our room. Could things possibly get any worse? By the time we got back to the dorm, I knew that I had to get out of there. Not wanting to change in front of those three, I went to the bathrooms at the end of the hall to change. After I got some pants on and something decently warm for the rest of me, I went outside and got on my bike. It was time for some late-night cycling. I was out for an hour and change before finally heading back to campus to see if my roommate still had company. There was no way in the world that I wanted to walk in on her, only to be asked by the guy(s) to join. I noticed from outside that the lights weren't on, so I was hoping that they were asleep. When I got to the door, I heard nothing. I finally breathed easily knowing that my roommate had finally gone to bed....well, maybe not. I unlocked and opened the door and the room was dark, but I didn't feel too confident about the situation. I threw my backpack onto my bed and heard a shout. It was one of the two guys my roommate and I met on the way back home. Suffice it to say that I was rather pissed. I turned the lights on and demanded to know what this guy was doing in my bed. My roommate said that since there was only room for two in her bed, that she told the odd guy out to sleep in mine. Well, after dragging our resident advisor out of bed and getting a judicial referral written, I went to sleep and hoped to wake up to a better day. Maybe I expected too much.

The next morning I woke up to notice that my roommate wasn't there, which didn't disappoint me at all. However, on Monday, I got a note from the building's head honcho requesting a meeting. Evidently my roommate thought it was MY fault that some random guy was in my bed. The lady who we talked to thankfully realized what happened, and that it wasn't my fault. Nevertheless, my roommate wanted me to move out. According to the rules though, it was she who had to move. This was fine by me, and this resulted in me getting a roommate who was a sophomore, and seemed to be a bit of a nerd. At least this was better than some future sorostitute. When we first met, she seemed rather skeptical of me, but at least she seemed accepting. 

Things had changed since I got a new roommate, mostly in how quiet things were in the evening. I didn't have to hear that annoying, high-pitched, squealy voice of my old roommate inviting her 'friends' to dinner or trying to find some frat party that night. No, this girl was the quiet type. After she had settled in, I noticed that she didn't get back one evening until rather late. I asked her where she went. She said she went to go study since she found it hard to concentrate in her room. While I didn't doubt that she actually did go to study, I wondered whether or not that was all she did. Either way, we got along, so I was happy. As with most roommates, we posted our schedules on our closet doors. This helped us figure out where each other was at most any given time. She almost always had to get up earlier than I did, which was a mixed blessing. She usually was up and gone an hour before I had to get out of bed, which gave me plenty of time to relax alone before I had to get up to go to class. With my old roommate, she seldom went to class, and got quite fussy if I woke up before she did, because she "couldn't sleep." 

One Monday morning, I woke up to someone shaking me. "Kirby, wake up! You don't want to miss class, do you?" I rolled over and looked at my alarm clock. It was 10 minutes later than I normally woke up. My new roommate, Jesse, woke me up so I could get to class on time. Needless to say, my old roommate wouldn't have done that for me. From that point onward, I began to realize that Jesse was a much better friend than I originally thought. Even though we never studied together, she was quite eager to have me around in most other circumstances. On Friday and Saturday nights, instead of partying, she often stayed home and watched a movie or just some random tv show. It wasn't exactly the most fun I ever had, but it worked. Once we got too tired to watch tv, we'd go to bed... without having to worry about some random guy being in our beds. One evening, after we turned the lights off, she asked me "Do you know any good single guys around here?"

Quite frankly, I was dumbfounded by this question. As soon as I got over the shock of it, I replied "Well, no. If I did, I'd be dating him. I decided to somewhat give up on guys... and girls." As soon as those last two words escaped my mouth, I realized what I had just said. I could almost see the words traveling across the room. However, what shocked me even more than what she first said was what she told me next.

"Well, I think I'd settle for a nice girl too." At that point, I wanted to jump across the room into the bed with her. It took quite a lot to resist that temptation, but I did. I never even thought about that for a week or so, until one night when it was just the two of us, bored out of our minds. I was just laying in my bed, when she got up and laid down next to me, almost like someone who wanted something. "Do you think I'm a nice girl?"

"Of course," I responded. "You don't bring back random guys, you're quiet, you clean up after yourself, and you actually hang out with me. What more could a roommate want?" 

She gave me a strange look and said, "Well, a kiss would be nice." Now I realized that what I had suspected was all too real. She wanted to kiss me! While few things would have made me happier than to give her a long, slow kiss, I knew there was something I had to tell her.

"Jesse, there's something I probably should have told you before."

"What's that?"

"Well, I'm not as much of a girl as you think."

"How so?" she asked, with a puzzled look on her face.

"Well, um, I've got all the girl parts but, well, I somehow wound up with one guy part." At this point, I was horribly nervous. I was shaking, worried that she would freak out. She immediately reached for my crotch. By this time, I had already become rather hard down there. She felt the outside of my skirt briefly, then put her arm around me, moved a little closer, and pressed her lips to mine. I slid my tongue into her mouth as the two rings in my lower lip pressed against her. Surprisingly, she didn't try anything more than just a kiss, but that was fine by me. What was more important was that I realized that I had found someone who may not have necessarily understood me, but who mainly accepted me. Instead of trying to make small talk, I just pulled her closer and drifted off to sleep. 

When I woke up, I was pleasantly surprised to see that my roommate was still laying in bed with me, sound asleep. I laid my head back down and slept a little more before the two of us finally woke up. Neither of us wanted to break the silence, but I finally did. "It's kinda odd for me to go to sleep happy."

She grinned a little and responded, "But did you wake up happy?"

"Well... yeah. I've never woken up next to somebody I liked before."

During the course of that conversation, I confessed something to her. I had a small crush on her ever since she moved in. Maybe it was because she looked a little bit boyish, or maybe it was because she was actually nice and not a total ditz like my old roommate. Whenever we went anywhere together, before or after the kiss, no guys ever hit on us, whether or not we were together. Don't get me wrong. Jesse's probably one of the cutest girls I've ever met, but for some reason guys just didn't want to date her. Maybe it was because, at a distance, she could be mistaken for a guy, or maybe it was because she tended to spend more time with a book than a beer bottle. But then again, I like her for those reasons quite well. Evidently she realized this earlier than I thought. Either way, I wasn't going to complain. I had a nice girlfriend and someone to talk to. Even though the two of us liked each other quite a bit and even considered ourselves as dating each other, we were still rather reluctant to display that publicly. As liberal as some said this school was, it was still a technical school, and folks didn't take much of a shine to couples such as us. Another reason for us to not show affection towards each other was the tendency for guys around here to constantly request us to kiss each other. Somehow I never could quite understand why guys thought that watching two girls kiss was so entertaining when they thought it was disgusting to watch two guys do the same thing. But then again, I always thought that watching two guys kiss was rather cute, but then again, so was watching two girls kiss. I suppose it goes without saying, though, that simply watching two people kiss is nowhere near as fun as actually kissing someone. 

During the course of that semester, we found ourselves using my bed together quite often, but without anything more than a kiss. Granted, every time our lips touched, I felt a little desire to do more, but never enough to act upon. I was very well content with just laying there, knowing that I had someone who was there for me, physically and emotionally. Going to sleep with her in my arms just felt right, but somehow not quite as right as waking up in the same manner.

Falling For My Roommate Ch. 02



Naturally, the thing I dreaded the most was the end of the semester, when the two of us would eventually go home and not see each other for a solid month. Thanksgiving break wouldn't be so bad, since that's only a week, but nonetheless it weighed on my mind as the weeks went by. About a week before Thanksgiving, I commented to Jesse, "It's gonna be hard to adjust to sleeping alone again."

She replied, "I suppose it will," with a noted lack of enthusiasm. I began wondering about this girl. Was there someone, or something, that she wasn't telling me about? Was there a reason why we only just kissed and didn't do a thing more? 

Eventually, her comment faded out of my brain and I began to think happier thoughts, such as going home for a week and not having to do school work. We parted ways on Saturday with a long kiss in our room, although I had secretly hoped that she would have wanted more. 

The drive home was rather uneventful, and that week was rather boring. My mom asked me if I had found a boyfriend at school, which I didn't. She was rather disappointed to hear this, but she knew just as well as I did how hard it would be to find a decent guy, especially one who would accept me for who and what I am. I refrained from telling her that I had a girlfriend, especially since I realized that the two of us were not as close as I thought. 

With Thanksgiving came a two-person-size dinner, since my parents had divorced as soon as my dad had come out as being gay. This also meant that my brother Mike, who was also gay, wound up living with Dad. It was a rather bitter divorce, especially since Mike and I were moderately close and still talked to each other after the fact. I dare say she coped with it rather well. If only I could've coped that well with loneliness...

The trip back to school was one I almost didn't want to make, since I would be leaving Mom alone and would be going back to a person who I had seriously begun to doubt. When I got back to our dorm I noticed that she was already there and had begun the unpacking process. When I first saw her, I noticed that something was amiss. For one, she had her hair cut much shorter than when first we met, almost as short as most of the guys on the hall. The other thing that didn't set well was her apathy at my arrival. I didn't expect a passionate kiss there on the spot, but I did want at least a hug or something. 

Since we were both somewhat tired from the trip back, we both just sat around in the room for a while before eating supper and stocking up on groceries. For once, she made her own pilgrimage to the store, which bothered me slightly. I knew that she would be going to the exact same store that I would and always asked me beforehand if I wanted to accompany her. I just chalked it up as tiredness and went on about my business, not thinking anything of it. I felt somewhat of a temptation to snoop through her things, but I decided not to violate her trust. It was a good thing, too, because within five seconds of me thinking that, she opened the door and walked in with the groceries. For the first time in a while, there was somewhat of an awkward silence in the room. 

On Monday morning, she went to her early class as she always did, and I stayed in bed, as my classes were much later in the day. For some reason, I woke up as soon as she shut the door on her way out. After a few minutes, I got up and curiosity got the better of me. In one of her desk drawers, I found a photo album. I cautiously flipped through it, and found some pictures of a couple, and I stopped for some reason. The girl looked eerily familiar, and the guy was somewhat cute. Eventually, it hit me like a ton of bricks. The girl in that picture was my roommate! I never imagined her with long hair, and I never thought that she would be caught dead in a dress. This shocked me to no end. As the tears started forming, I just put the album back in her drawer and crawled back into bed for a few more minutes. 

When I finally managed to get up, I was still crying somewhat, and had no idea what to do. Should I confront her about her boyfriend, or should I just shut my mouth and continue our relationship in ignorant bliss? 

I decided to just let it be, rather than try to inquire about the picture, or what it meant. I had already begun to realize quite a few things I had questioned. Sooner than I thought, my questions were answered.

On the last day of fall classes, Jesse walked in and locked the door, which was something she only did when she wanted to kiss me, or when we went to bed. She immediately walked over to her desk and put down her backpack. Things didn't look too promising. "Kirby," she said, glancing over to me with a stare that could kill most mortals, "I've been holding something back from you that I probably shouldn't have." I could see it coming, just like a bomb. "I have a boyfriend at home. I felt horrible when I saw him and couldn't stop thinking about you, and I almost cried."

Amazed at her bluntness, I just held out my arms and gave her a long hug, crying onto her shoulder, not knowing what to do. "Thank you for telling me," I managed to say through my tears. It seemed like that hug lasted forever. When we finally relinquished our grip on each other, she began to explain her life.

She started off by showing me the picture of her and her boyfriend, and explained that she was afraid of being tempted to cheat on her boyfriend while at college. She confessed that she had her hair cut extremely short, to 'look like a lesbian.' Come to find out, she hadn't even thought about kissing a girl until she met me. This flattered me quite much, since almost nobody ever wanted to kiss me. 

Despite the fact that I now knew that she was taken, we still continued to share the bed and kiss each other good night, but it just didn't have the same feel that it first did. Regardless, it still felt quite comforting to fall asleep in somebody's arms.

As we packed our bags for Christmas break, I couldn't help but wonder if she would tell her boyfriend about me and, if so, what would happen. I almost didn't want to think about it, but the thought still burned inside my mind. 

With the new year came a new semester, and new classes, new people, and new worries. Driving back to campus, I had a rather uneasy feeling that I probably would never kiss my roommate again. I could not have imagined how wrong I was.

This time, when Jesse walked in the room, she left the door open, dropped her bags and held out her arms. I suspected she wanted a hug, but instead gave me a kiss, which was a very pleasant surprise. It also surprised me that she left the door open, because she always insisted that we kiss behind closed doors, rather than in the open where others could see. After what seemed like a blissful eternity, our lips slowly parted, and she whispered to me, "My boyfriend's history now."

With my arms still around her, I finally began to understand the magnitude of this situation. As my hands slid down her arms and eventually grasped her hands in mine, one of our hallmates walked by and stopped in, evidently curious as to what we were doing. Jesse took the easy way out and said that I was helping her to cope with her break-up, which seemed laughable to me, since I knew that she was rather enthused about getting away from him. After all, why would she have, upon the first sight of me, given me that deep, passionate, wet kiss rather than telling me how heartbroken she was? 

That night, we sat in an almost awkward silence, almost as if we were wondering what the other was thinking. It didn't take very long before I would out either. Jesse turned out the lights and I moved over to the side of my bed to make room for her, since these dorm beds are notoriously small. I was greeted with the now-familiar kiss on the lips that had a modest amount of tongue to it. She tried not to admit it, but she seemed rather fascinated by my tongue, as was the case with my lips. I had gotten the stud in my tongue in high school, but had only gotten the two rings in my lower lip since I came to college. I had noticed a good number of people stare at them, but none would ever accept my mental invitation to kiss me, except Jesse.

Our kiss lasted much longer than normal, and we even rested briefly, only to resume kissing for another long while. I hadn't paid much attention, but it became evident to me that Jesse was attired in a slightly different fashion tonight than she normally was. Normally she wore a t-shirt and boxer shorts that could've belonged to her boyfriend, but tonight, she had a slightly tighter shirt and her spandex pants that hugged her hips all too well. I seriously doubted that she had bothered putting any panties on beneath them, since I couldn't see any lines through her pants. Unlike Jesse, my sleepwear was the same as normal: some random t-shirt, a really long parachute skirt, and bikini bottoms, but not for long.

After a good ten minutes of kissing, Jesse began to slowly rub my stomach, her hand slowly wandering higher and higher, almost as if to tease me. I'm sure she could've told by now that I also had a ring in each nipple, identical to the rings on each side of my lip without even touching them, but soon she would know for sure. As her hand went gradually higher and higher, my nipples began to harden and so did my cock. I tried to maneuver the cock away from her a little, but she seemed to realize that I was getting aroused. I began to slowly let my hand wander up her shirt was well, my finger running circles around her navel, then proceeding slowly upward towards her breasts. Soon, her fingers were caressing my nipple rings and my hand was fully around one of her breasts, gently feeling its suppleness.

Our lips slowly parted, and we each stripped out of our shirts, only to resume kissing each other's lips briefly. Then, the temptation got the better of us and we began to kiss each other's nipples, slowly biting and tugging at them, taking turns and getting more aroused by the minute. As my hand kept rubbing her stomach, she moved somewhat closer to me, practically forcing my hand down to her waistline. As I was about to move my hand back up to her stomach, she gently pushed it back down a little bit. I nervously moved my hand down below the waist of her boxers, inching my way down very slowly. She returned the favor by slowly sliding her hand down my skirt. She didn't have as far to go as I did, seeing as how I was already quite hard and my cock was almost peeking out over my panties. Eventually, my fingers reached her moist lips, where I began to gently rub and slowly slide a finger into her, then rubbing her clit with it. By this point, she had begun to rub my cock through my bikini bottoms, but eventually she just slid her hand beneath them and began to stroke me.

I was getting more and more turned on as we eventually stopped kissing so that she could remove her boxers and I could shed my skirt and panties, leaving us both completely naked. This time, when we resumed kissing, I immediately slide two of my fingers into her, then used my index finger and my thumb to delicately pinch her clit. She then proceeded to grasp my cock and begin to stroke it again. Our lips parted yet again, except this time she laid down on me, with her face hovering above my cock and her pussy directly above my face. She then relaxed and my tongue slowly slid into her, and I could feel her lips slide down the shaft of my hard, wet, cock. I could also feel her lick her fingers, then slide a pair into my vagina, exploring around. I decided to test her kinky limits and licked one of my fingers, then rubbed a circle around her butt until I felt it begin relaxing, at which point I heard her moan slightly, then I slid it in.

I couldn't stand it much longer, and eventually, as she licked my tip with her tongue while her lips still enveloped me, I came right in her mouth. She knew just as well as I did that the fun was only part of the way over as she shifted her efforts from my cock to my pussy, as she timidly slid her tongue into me, while her fingers began to give my butt some attention. After a few minutes of me licking her deeply, I carefully positioned my tongue piercing right on her clit and began to slowly wiggle it around. It didn't take much of this before she came and I lapped up her wetness happily. This managed to get me closer and closer to orgasm until I eventually just couldn't hold it anymore and came right in her face. By this point, we were both slightly tired and rested for a moment until Jesse turned around and kissed me gently, and I could detect the taste of my own cum in her mouth. 

Seeing as how I wasn't very sexually experienced, it took me quite a while to recover from what just happened. It was rather easy falling asleep that night, and somewhat surprising to wake up naked next to someone. However, pretty soon after our eyes opened, reality set in. We had to go to class. Getting up, getting dressed, and walking to class in the frigid weather was difficult enough, but what made it a little more pleasant were the thoughts of that night, a night like which I had never seen before, and didn't think I'd ever see again.



Falling For My Roommate Ch. 03



If there's one good thing that college taught me, it was that concentrating in class the day after getting your first blowjob is very difficult. I must've gotten aroused at least four times during my first class, and a couple during the next. It was a true pity that I wouldn't be back in my room for a few hours because, if I was, I'd definitely pleasure myself to the thought of last night. Lunch came and went uneventfully, and I finally made it out to my last lecture of the day, by which time I began to wonder what that night would bring. Would my roommate try to go even farther in bed with me, or would it be a simple good-night kiss? 

When I got back to my dorm, I put down my backpack and lazily plopped down on my bed, still rather tired from the night before. Evidently I was tired enough that I fell asleep with the door ajar, and pretty soon Jesse returned from her classes. I heard the door shut calmly and the next thing I knew, I was being gently moved towards the wall as she slid into bed with me. 

"You must've gotten worn out last night, eh?" I questioned, as she settled down next to me.

"Yeah, but not as worn out as you," she laughed.

"Hey, that's the first time I'd done a lot of what we did last night, so take it easy dear."

"It's quite alright. You were the first person to get me to orgasm without me having to, shall we say, intervene."

"I'm flattered. But then again, I am a girl after all. Well, ok, mostly a girl," I chuckled. After a little awkward pause, I decided to finally spill the beans on why I was so unique down there. "Ya see, I kinda baffled a few doctors when I was a baby. They saw something that looked like a little penis, so they thought, 'ooh, it's a boy,' but then they realized that I had a vagina too, and they decided that I should probably be raised as a girl. My mom was there when they were going to cut off my penis, and she told them not to. She didn't want them to do something like that, since there's always a possibility with intersex kids that they may want to be the gender other than the one they were raised with. I'm glad I'm a girl, but I'm also pretty glad my mom made them keep my cock."

"Next time you see her, tell her how awesome that decision was." With that, Jesse leaned towards me and gave me a soft kiss, and we both fell off to sleep for a couple hours, surprisingly devoid of any sexual activity.

By the time we awoke, it was getting close to sundown and it was time for us to eat something other than each other. Jesse snuck out and ate with some of her friends, which left me to eat alone, as usual. While my thoughts were still filled with the previous night, a few doubts had begun to emerge. After all, why would she eat with her friends and not invite me along? Was I just being used for sex now? Even if that was the case, it was certainly better than not having anybody to be affectionate with. 

I walked back to my room and noticed that my beloved roommate was still gone, but that was ok. I knew she'd be back. I also knew that she'd probably never bring any of her friends back to our room, let alone introduce me to any of them, for fear of them finding out about us. The thought somewhat plagued me, but I did what I normally did to try and forget about it. I started reading one of my texts in true nerd fashion. In the course of an hour, I'd managed to read all I ever cared to know about influence, and had managed to get rather sleepy in the process. Since Jesse hadn't returned, I got ready for bed and read some more, still waiting on her to return. 

Somewhere around midnight, she finally returned back, and finally came to bed an hour later. She seemed almost reluctant to settle into bed with me, but nonetheless she gave me a little kiss and we both drifted off to sleep. 

For the next couple months, things seemed to be okay between us, but things still didn't make any sense. Not once did she ever bother trying anything beyond a kiss. That is, not until the night before we left for spring break. 

While we packed for spring break, I could tell we weren't both going home. She was packing swimwear, shorts, and sandals. I was packing uber-long skirts, long-sleeved shirts, my nice comfy long coat, stockings, and boots. Needless to say, I wasn't the one going to Cancun over the break. 

As she sorted through more swimsuits than any one girl should be allowed to have, she asked me a question which I never, EVER wanted to hear. "Hey Kirby, I need your advice on something... Which of these looks better?" She held up two that looked almost identical, and I arbitrarily picked the one in her left hand. She then proceeded to do something that she had never done before. She stripped naked in front of me before she put it on. Without putting a finger on me, she managed to gain my cock's full attention as it stretched my panties beneath my skirt. I didn't bother letting on that I was aroused, as I think she knew it rather well. She knew what she was doing.

She adjusted her top and twirled around in front of me, then asked me if I still thought it was the better of the two. I nodded in approval. She searched around and found a pair of sandals she was intent on wearing with it, and put them on. I was slightly baffled by why, but I soon found out. She walked over to me, almost like an exotic dancer about to give me a lap dance, and she said down on my lap. "Take it off," she said.

"Your swimsuit, or my outfit" I timidly responded.

"My swimsuit, silly."

"Alright," I said, as I reached around behind her to unfasten her top. It was almost too easy. I then untied the side strings on her bottoms and pulled them out from underneath her. All she had left on were a pair of shoes fit for a stripper (a pair I wouldn't mind having myself), yet I remained fully clothed. Realizing that this was my chance to have some fun, I leaned forward and gave her a long kiss as our bodies moved closer together. I could feel her breasts touch my shirt, and I yearned to be naked, but somehow I didn't think that's what she had in mind. She lifted up slightly and pulled my skirt up, exposing my panties which had become slightly wet. She skillfully pulled them all the way off me, past my boots, which caught them, making it more difficult for her. She eventually just flung them across the room unceremoniously. I then became really nervous. I didn't want to lose my virginity just yet, but I had a feeling I would in short order. Even that thought didn't prepare me for what was about to happen.

"Would you ever do a girl in the butt?" she asked candidly, as I sat there in quiet amazement.

"Heck yeah," I responded enthusiastically.

"Good, then I won't need that little banana," she said, tossing it aside and handing me a tube of lubricant. I immediately put a little bit on my fingers as she sat down with her butt and pussy only inches away from my cock. She began to gently stroke me as I started sliding my fingers into her butt, then slowly out. Pretty soon, she put some lube on her hand and began to prepare my cock for entrance into her back door. I had to hold onto my sheets as she slid herself down onto my cock, and I could feel her butt squeezing me tightly, making me feel like I'd burst any second. 

Once my cock was all the way into her, she began to lift up, almost to the point where my cock would come out. She'd then relax and would envelop me again. It didn't take very long before I couldn't hold out any longer, and I eventually just released my cum directly into her butt. As I did, she sighed deeply and relaxed. She then bent forward and kissed me deeply with my cock still inside her. 

Jesse immediately went to take a shower, and I followed suit a half hour later, as to not arouse suspicion. We went to bed quite happy, although Jesse was a wee bit sore. 

The next morning, we both got up and got ready to head out, and we gave each other a long good-bye kiss and parted ways. As I was traveling home, I realized that she probably had a reason for what we did that night. 

Spring break wasn't all that special, although it did give me time to relax. I had hoped to catch up with some folks I knew in high school, but alas, they didn't really want to talk to me, so I wound up spending my break shopping with my mom. It made for a pleasant week, without all the questions of what would happen once the school year is over, whether or not Jesse would still want to associate with me, and whether or not I'd ever find anyone like her again. 

On the drive back, my mind was still filled with thoughts of my break and the fact that I didn't have anyone to sleep with, yet strangely didn't crave it. However, when I got off the highway and started heading towards campus, I began looking forward to having Jesse back in my bed again. For some reason, it wasn't as big of a deal to me as I had thought, but it still bugged me somewhat.

This time, instead of the romantic kiss we shared upon returning from Christmas break, it was a simple, yet sweet, kiss that didn't last very long. I knew it was more of a friendly gesture than anything, because she knew as well as I did that I was addicted to her kisses, hugs, and general cuddling that she gave me so freely. However, I felt that these things would be coming to an end along with the school year and our living together. I asked her if she wanted to live together in a dorm the next year, but she had already made plans. I was left to be assigned another random roommate, which didn't bring too much confidence in me, considering my first roommate and the troubles she brought. 

The next couple weeks made me feel like I was being cheated on, because Jesse's kisses just weren't the same as they were before spring break, and she became increasingly scarce and almost didn't want to talk to me. One evening as we both crawled into bed, she and I both laid there staring at the ceiling until she broke the silence. "I have a confession to make," she uttered, her eyes fixed on some far-off point above us, "I kinda fooled around over spring break...a lot."

"How much is a lot?" I queried, trying to figure out precisely what she had done.

When I saw her begin to count, I assumed that she was counting the number of guys she had sex with, but thankfully I was wrong. "Well, there were two guys, and I had sex in some form with each one about five times, and twice with both of them," she responded. "I almost knew that I'd give into temptation over the break, and I wanted to lose my anal virginity to someone who I at least knew, so I decided on you that night. Neither of those two random guys got the satisfaction of taking my virginity, which was rather good."

I looked over to her, half in jealousy and the other half in admiration. "Well, I'm glad to see you managed to have some fun." She finally looked back at me and, as our eyes met, we exchanged a kiss before we both fell off to sleep soundly. 

Spring semester exams were a rough bunch for both of us, and we scarcely got to see each other at all during that time, as Jesse pulled a few all-nighters, although where I didn't know. Somehow it seemed like only one of us were asleep at any one given time, so we didn't get to spend any appreciable time in our room together, much less in bed together. I didn't suspect anything until one day when I saw a pair of boxers underneath her bed, a bed which she almost never used. Out of morbid curiosity, I examined them and found them to be a few sizes too big for my relatively slender roommate. As I carefully put them back, I thought I knew what was going on. I figured that she had a boyfriend that she was seeing while I wasn't around, and perhaps he had been over for some fun.

On the day Jesse was moving out, I walked in and saw a guy who I'd never met before. She introduced him as her boyfriend, and I calmly, yet very awkwardly, shook his hand and introduced myself, resisting the temptation to say that I was her girlfriend, which I had somewhat considered myself to be. However, I knew that this meant that I was no longer her girlfriend, and that I should start searching for somebody else. At least I'd have a little time to grieve before I had to pack up and leave for home, but it did little to numb the pain that crept through my heart. Just when I thought I had found the right person, she was departing from my life, my bed, and my heart.