Note: This story was dynamically reformatted for online reading convenience. ï>¿Anna's Diary by UrbanStories Anna's Diary Ch. 01 Anna's introduction to college life. -Anna's Experiences at College- I started dating Anna about six months ago and she moved in with me last month. Last weekend she took her kids to visit their grandfather on the other side of the state so I for the first time in awhile I had the house to myself. While rearranging our bedroom closet I found a box full of old diaries and decided to read them. I was completely shocked. Of course we've talked about our past but not even in her most inebriated state did she mention most of the exploits I read. Anna is a short girl of five foot one inches. I've seen photos of her when she was young and although Anna was never a thin girl she held a lot of her excess weight in the best place possible, her ample chest. She's always had very long hair and while in her late teens and early twenties it hung down clear past her ass it's now only a little past the middle of her back. Her hair is dirty blonde and although I've never seen her with a bush I have no doubt that her hair color is natural. Anna went to Western for only two semesters but apparently during that short time she had quite an adventurous time. I have collected them here in small groups because individually some of them are kind of short. The only form of editing I've done is choosing which entries to submit and which to not. These are all her stories in her own words. August 27 2013 Moved into my dorm room today. This is the first time I'm going to be away from my family for more than a week. Part of me is nervous but most of me is very excited. I was about half way unpacked when my new roommate came through the door. Jemila's a sophomore but less than a year older than me. She was advanced from sixth to seventh grade because of her intelligence. Jemila is a little taller than me, isn't everyone, with straight black hair that hangs down to her shoulders. Her skin tone is dark brown, nearly the same shade as dark chocolate. Black people are a rare thing in Grand Haven, especially in the off season. My family never taught me that one race was better than another so I haven't any underlying animosity towards Jemila. In fact I'm excited to live with someone with different life experiences than mine. Part of my desire to attend college was to open up myself to a wider reality. Jemila introduced herself and gave me a hug which took me by surprise but at the same time instantly calmed my nerves. She had already claimed the top bunk which was fine with me. Taking a break from unpacking Jemila and I took some time to get to know each other. She's from Port Huron, a city clear on the other side of the state. She has two younger brothers, Rob and Darius. She prefers dogs over cats, the opposite of me, but loves all animals. Jemila's majoring in neurobiology, and I thought I was smart, so she's going to be in school for a long time. She told me that after I was done unpacking, while on our way to dinner, she would show me the town then she jumped into the shower. She just came out of the bathroom. I was about to close my journal when she released the towel that was wrapped around her. This girl's even more comfortable being naked then I am. I mean, jeez girl we just met less than an hour ago. It's proving difficult not to stare. Her body type is close to mine except she's a few inches taller than me and her backside is much plumper than mine. Before she comes over and asks me what I'm doing I'm going to go. September 7 2013 Jemila's a very interesting person and I've enjoyed getting to know her better. I think I'm really fortunate to have ended up with such a fun and open minded roommate. With her easy going nature, her giving personality and her exhibitionism, which seems to exceed my own, these last couple weeks have been filled with continuous mind expanding experiences that have helped me grow into a more well rounded person. September 9 2013 Jamila and I have spent almost every night since I've been here either out meeting people or in our room drinking and getting to know each other. Last night we added a new dimension to our conversation. We sat together on the floor and after sharing a bottle of wine we started joking about how comfortable it would be if we could just sit around naked. When she came out of the bathroom stark naked I couldn't help but laugh. Ignoring me she sat down criss-cross applesauce. I couldn't help but notice Jemila's most private of areas. Where I have a completely shaved kitty she has a perfectly maintained triangle of fur with bald lips underneath. I've never seen skin so dark. God only knows how many times she caught me glancing at the unobstructed view but it must have been a few because a playful giggle escaped her mouth before she said, "you know, they're all slightly different but they're all beautiful in their own way," she smiled her warm smile at me and continued, "don't you think?" Hastily I turned away and sheepishly said, "I wasn't staring?" "Yes you were," her smile was still warm and inviting, "but that's perfectly fine. Curiosity is what drives the human spirit." We both broke out in laughter. I didn't know what to say, I had been caught staring and thanks to the liquor I began to feel like it was no big deal. "Ok now, that's enough," Jamila said as she raised her knees to her chest and crossed her ankles. "You need to join me," she said as playfully as she could but I could tell she was serious. Crossing her ankles did little to hide her nakedness, repositioning herself just gave me a different view. "What's wrong," I joked, "I thought curiosity was a good thing." "I'm not uncomfortable," she lied, "my leg was falling asleep." We both giggled like school girls and took another drink of our wine. Surprisingly I was calm about the whole situation and it wasn't just because of the alcohol. Standing up I nonchalantly removed my pjs and panties. I hadn't done anything like that before, not even when I had the chance to with my roommates at camp. The closest I've come was when I had a sleep-over once. After everyone went to bed us three girls compared breasts. We ogled and even squeezed each other a few times but that's as far as it went. On occasion, Steph and I had cuddled with each other while we slept but that was with PJs on. I've never seen anybody else's kitty in real life, only my own. Jemila has a way about her that makes any scenario she presents to me seem like a plausible idea. My inhibitions can't hold up against my desire to expand my horizon and my new roommate seems to be doing everything she can to help push me through a world consumed by restraint and and into one of possibilities. September 13 2013 Well last night was something new. Jemila and I went out drinking with a few of her friends. While out to dinner I was introduced to Dwayne, a sometimes boyfriend of Jemila. He's so tall. Apparently he's on the basketball team so that makes sense. None of that's the new thing I'm writing about though. We were both a little tipsy when we got home, her more than me, and pretty much crashed right away. Even though I've lived with Jemila for only a couple of weeks I've become used to her not caring if she's nude around me. She showers with the door open and only momentarily covers herself with a towel when she's done. A few times I've walked in on her shaving her legs while sitting on the edge of the tub. One time while I was peeing and she was showering she bent forward to get her ankle and I got an unexpected view of her big round ass. Her lack of inhibitions encourages me to do the same. Most times we sit together in the evening and just talk. We're either wearing just our nighties or our undies or occasionally even completely nude. It's both odd and liberating at the same time. Physically we do have a few similarities. Like the same shoe size. We both prefer our nails long but real. Her breasts are pretty close to the same size as mine, we've actually tried on each other's bras and hers fit perfectly. It's so cool how well we get along. It feels like what I've always imagined having a sister would be like. Anyway, back to last night. We both got into our nightgowns and as she attempted to climb the ladder into her bed it became obvious that she wasn't going to be able to do it on her own. While helping her up I had to place my hands on her ample back side and push her up the ladder. I've smacked a girl's ass before but I've never grabbed one or put my hands on one like that. It wasn't really sexual for me, it was more of an odd feeling, like I was somehow taking advantage of her. Less than five minutes after we were both settled in I felt the bed begin to shake slightly. If I wasn't so buzzed I probably would have guessed right away what was going on but it wasn't till she began to moan that I realized that my roommate was masturbating directly above me. I giggled into my blanket uncomfortably. I tried to keep completely silent and motionless but as Jemila's moans increased in volume and the bed increased in movement I found it more and more difficult. It wasn't until I heard the vibrator turn on that I began to get a little horny myself. Hearing the buzzing sound get quieter and louder as she penetrated herself excited me more than I would have ever believed. My fingers made their way down my body and I began touching myself intimately to the sounds of my roommate getting herself off. It didn't take long before I heard my roommate climax. She nonchalantly turned her vibrator off and moments later I heard the familiar sound of her slow and slightly snoring breath informing me she had fallen asleep. Not wanting to wake her I carefully got out of bed and went into the bathroom where I finished myself off. The closest thing I had ever come to that before was hearing my mother and stepfather doing it in their bedroom down the hall. There was nothing sexual about that for me but last night was very erotic. I keep my dildo buried in a drawer but after last night I think I will also hide it under my pillow as I assume Jemila does. I'm not going to tell her what I heard because I'm afraid she won't do it again. Anna's Diary Ch. 02 Anna finds her first college boyfriend. -Anna's Experiences at College- I started dating Anna about six months ago and she moved in with me last month. Last weekend she took her kids to visit their grandfather on the other side of the state so I once again had the house to myself. While rearranging our bedroom closet I found a box full of old diaries and decided to read them. I was completely shocked. Of course we've talked about our past but not even in her most inebriated state did she mention most of the exploits I read. Anna is a short girl of five foot one inches. I've seen photos of her when she was young and although Anna was never a thin girl she held a lot of her excess weight in the best place possible, her ample chest. She's always had very long hair and while in her late teens and early twenties it hung down clear past her ass it's now only a little past the middle of her back. Her hair is dirty blonde and although I've never seen her with a bush I have no doubt that her hair color is natural. Anna went to Western for only two semesters but apparently during that short time she had quite an adventurous time. I have collected them here in small groups because individually some of them are kind of short. The only form of editing I've done is choosing which entries to submit and which to not. These are all her stories in her own words. September 17 2013 Met a guy in my Applied Mathematics today. I've noticed him ogling me a few times but today he took the leap and sat next to me. It was so cute, he was so nervous I thought he wasn't going to be able to talk to me. When the class ended he must have gathered up all his willpower and introduced himself as Brad while looking everywhere except for into my eyes. He's not a tall guy, definitely taller than me but as far as men go he seems a little short. He was wearing basic blue jeans and a red Polo style short sleeve shirt. I can't say too much about the features of his face because Brad has a well maintained but thick beard. His dark brown eyes darting everywhere made me giggle inside. But after a few awkward back and forths he started to gain a little more confidence I guess he figured I wasn't going to shoot him down right away. We walked and talked about normal stuff like where we were from and what we were studying until we got to a point where we had to part ways to get to our next class. Before we did he asked me if I wanted to go out, I said sure and then we exchanged phone numbers. September 18 2013 A couple of hours ago I met Brad at a coffee house. We sipped our coffee and bs'ed about almost everything. He's from Ludington and this is his second year here. He's majoring in political science. I can't believe this, people actually study to go into politics. I just thought any idiot can get elected and then you work your way up but no, you can actually take classes to learn how to be a politician. I don't know if he's practicing or not but he is a good listener and he really seems to care about the subjects we discuss. The only thing we didn't talk about was politics. When I brought it up he kind of sidestepped the conversation and quickly moved on to something else. "Brad's gonna make a good politician," I thought. Overall he seems like a nice guy and by the end of the date I decided I would give him another so we're going to meet this Friday for dinner. September 21 2013 Last night was my date with Brad. He took me to an Italian restaurant in downtown Lansing. I got lasagna and he got chicken marsala. The food was excellent, it tasted really authentic and homemade. He was kind enough to let me taste his because I've never had chicken masala before. I'm definitely going to have it next time though. We talked some more about everything and nothing at the same time. You know, favorite colors, favorite cars, favorite animals, those types of things. We just dove a little deeper into each other's likes and dislikes then we did on our first date. After getting to know him even more I still like him so again we planned on another date. Now I have to decide, because this will be the third date, on whether I want to sleep with him or not. I mean, I probably will, this is college and that's what you do right, experiment and try to expand your boundaries. To me that includes sexual experiences but that doesn't mean I won't be nervous about it or wonder if It's the right thing to do. I've only been with one other guy and he was a tourist so we only had sex seven times before he had to leave. I'm sure if he initiates it I will probably have sex with him. My biggest question is where. Should it be in his dorm room or mine? September 23 2013 Well, Brad definitely didn't try to coax me into having sex with him. We had a passionate make-out session that I thought was going to lead somewhere but Brad stopped it abruptly. He didn't even try to get under my shirt. I can see wanting to take it slow but it couldn't get much slower. I think I'm going to have to push this along. October 4 2013 It's about time. I mean, it's not like I was looking to have sex on the first date or anything but it's been like ten. I think Brad was a virgin, at least I kinda hope he was, because everything he did seemed like he learned it from a movie or the internet. He knew all the mechanics but he didn't have any rhythm to his movement. Even though the lights were on it felt like he was fumbling in the dark. Jemila went out with her basketball friend and before she walked out the door she whispered, "don't expect me back tonight." Knowing the place was mine completely I invited Brad over with every intention of getting laid, even if I had to set up road flares directing him to my vagina. Brad's not much of a drinker but I made sure I had two glasses of wine ready when he arrived. After about half a glass Brad started to get a little looser with his touching. I wore a skirt to give him easier access but his hand didn't seem to want to go much above my knees. Once we began passionately kissing each other I took it upon myself to place my hand in his lap. I wasn't even being subtle about it, I rubbed him through his jeans. Feeling him grow beneath my touch was exhilarating but he didn't reciprocate. "This guy," I thought, "is either incredibly shy or incredibly dense." After about ten minutes of making out and him still not getting the hint I excused myself to the restroom to freshen up. When I came back out I was wearing a sheer nightgown with matching panties. Brad couldn't take his eyes off my chest. His gaze followed my tatas as they jiggled and bounced with every step I took towards him. When I reached the bed he finally placed a hand on my breast, though it was very gentle. I in turn grabbed the back of his head and buried my tongue aggressively deep into his mouth. I was tired of his slow, meek approach. I took complete control of the situation, either he was going to get scared and run away or he was going to give in to the power of a woman who knew what she wanted. When he responded with a tight squeeze of my boob I knew Brad finally relented to my seduction. I guided him to lie on his back and then climbed atop of him. As I started grinding I quickly realized that his jeans were going to hurt my delicate little kitty so again I took it upon myself to rectify the situation. As he kicked his shoes off I unbuttoned his pants and yanked them to the floor. He wore loose fitting checkered boxers but I could clearly see he was aroused. Climbing back on him I felt the full extent of Brad's manhood for the first time. It was bigger then I would have guessed, thicker too. Spending the past few weeks fantasizing about that very situation I longed to feel Brad's hardness fill my tight hole. I thought about it while I touched myself, I said his name under my breath as I brought myself to completion and on more than one occasion I dreamt about him and woke up wet and horny. In that moment I ached to feel him, my body was nearly quivering in anticipation. Throwing myself at him like I did gave him no doubt of what my intentions were and he didn't disappoint this time. Maybe I ought to be ashamed of the way I behaved but the fact is I felt sexy and empowered. Brad began sliding his erection up and down the length of my engorged lips. With each thrust his dick pressed against my clit shooting pulses of arousal throughout my body. Neither of us could take the teasing anymore. As I stood to yank my panties off Brad pushed down his boxers. There it was, on full display. I wanted to see what my tiny fingers would look like wrapped around his girth, I wanted to find out how much I could fit into my mouth but as charged up as we were I was afraid he'd explode prematurely. I was determined to bury him inside me. All in one motion I straddled him, grabbed his throbbing cock and guided it into my eagerly awaiting pussy. It felt so good as it went inside me. It stretched my walls more than anything had ever done before and I loved it. He filled me so completely that I had hints of pain like I did when I lost my virginity. With every slow thrust Brad penetrated deeper and deeper until it couldn't go any further. Gaining speed and intensity he soon pounded that large member inside of me. It hurt so good I could hardly contain myself. I wanted to scream out in pleasure but restrained myself so as not to let the whole dorm know what was going on in my room. The intensity grew wilder as I met his thrust with my hips. My titties swayed violently in all directions as our bodies smacked together. More than a few times I felt one of my boobs hit Brad in the face but he only reacted with a smile. Ten minutes in it was perfectly clear that Brad was not going to cum too quickly as I had feared. Paul wasn't a two pump chump or anything but if he lasted five minutes it was like a marathon for him so I was now in new territory. Brad rolled us over and once on top he began to pound my pussy relentlessly. If that was his first time, like I still think it was, he was a quick learner. His rhythm got better but he tried to do too much at once. He fell out of me more than a few times while attempting to also suck on my nipples. One time he nearly entered my back door unexpectedly. When his cock pressed against my asshole my brain screened right before my mouth did. I had to stop him and tell him to concentrate on one thing at a time for now. After twenty minutes of intense fucking in multiple positions I was getting tired and my little kitty had become sore. I already had two orgasms but he wasn't showing any signs of even reaching one. Repositioning us I went down on him while I stroked his shaft and played with his balls but to no avail. I felt bad, and still do, but what was I supposed to do? Luckily he didn't seem to mind and we just climbed into bed together and Brad stayed the whole night. Amongst many highlights of last night, falling asleep in his big strong arms was up there as one of my favorites. I had never literally slept with a man before and unsurprisingly I enjoyed it immensely. Sometime in the early morning I felt his hardness pressing against my butt and immediately got horny for another round. I arched my back and raised my leg, giving him an easy pathway to slide his manhood inside me once again. Slowly and methodically he made love to me. It felt so wonderful but after a few minutes I was ready for a different position. Guiding him to his feet I bent over the side of my bed and Brad took me from behind. Of course he started off slowly but soon he was gripping my hips tightly and crashing his pelvis against my ass intensely. Before I knew what was happening Brad had pulled out and was ejaculating all over my back. He shot his spunk all the way up to my shoulders getting plenty of it in my hair which led to another new experience for me. I got to shower with him. Showering with Brad was awesome. We ran our soapy hands over each other's naked bodies not missing a bit of flesh. It wasn't as sexual it as I figured it would be but still very nice. After we were finished we wrapped ourselves in towels and sat down together in my desk chair. I sat in his lap while we shared a small bag of chips and a pop. It was only six in the morning. I honestly expected him to get dressed and head back to his dorm but was pleasantly surprised when he laid down in my bed and as cute as can be he patted the mattress gesturing me to join him. Once again we fell asleep in each other's arms and it wasn't until I heard my roommate's voice that I woke up again. "And what do we have here," Jemila said playfully. Barely awake I said, "oh, good morning Jemila." For a split moment I forgot that there was a naked man pressed against me. "Good morning indeed, though I would probably guess you had more of a good night, huh?" "Shh," I said, "you'll wake him. "What are you doing home so early anyway?" "Early, it's nearly ten thirty." "Oh," I said, starting to wake up completely, "well go take a walk or something and I'll get him up and..." "And dressed?" Her smile was pure evil. "Nah, I think I'll sit here and enjoy you two trying to put your clothes on without exposing yourselves." "That's not funny, just give me ten minutes and then come back," I thought for a moment and then added, "please." Adding just a little attitude Jemila responded with a snippy but fun-loving' "fine, I guess I'll be taking a walk." Even before I could say thank you she added, "but I'm getting details." "OK, just go before he wakes up." The purposeful slam of the door woke Brad up. That was too bad because I was thinking of a much more enjoyable way to do it. I've been told by a couple of guy friends that the best way to be woken up was by a blow-job and I wanted to do that for Brad. I wanted to make every bit of our passionate night together memorable but Jemila altered that plan slightly. Instead we kissed and before long he was maneuvering me onto my back so he could climb on top of me. "Jemila's going to be back any minute," I said. "So." "So you want her to walk in on us," I said firmly. Brad surprised me by seemingly thinking it over for a split second. He's definitely gained some confidence from last night. I guess it's true what people say, sometimes you just need to get laid. "No I guess not," he said before rolling off of me. I got up and quickly started to get dressed while Brad followed close behind. By the time Jemila opened the door again we were both sitting on the edge of the bed, fully clothed, holding hands and lightly kissing each other. She smiled a wicked little smile at me and made her way directly to the bathroom. When she emerged I asked her if she wanted to join Brad and I for breakfast. She agreed and all three of us spent the afternoon together. Anna's Diary Ch. 03 Anna's first game of strip cards. -Anna's Experiences at College- I started dating Anna about six months ago and she moved in with me last month. Last weekend she took her kids to visit their grandfather on the other side of the state so I once again had the house to myself. While rearranging our bedroom closet I found a box full of old diaries and decided to read them. I was completely shocked. Of course we've talked about our past but not even in her most inebriated state did she mention most of the exploits I read. Anna is a short girl of five foot one inches. I've seen photos of her when she was young and although Anna was never a thin girl she held a lot of her excess weight in the best place possible, her ample chest. She's always had very long hair and while in her late teens and early twenties it hung down clear past her ass it's now only a little past the middle of her back. Her hair is dirty blonde and although I've never seen her with a bush I have no doubt that her hair color is natural. Anna went to Western for only two semesters but apparently during that short time she had quite an adventure. I have collected them here in small groups because individually some of them are kind of short. This one blew me away. I wish I had have the experience in college that she had. The only form of editing I've done is choosing which entries to submit and which to not. These are all her stories in her own words. September 20 2013 Last night sure was a new experience, at least for me. Jemila invited me and Brad to go hang out at another one of her boy-toys apartment. This one's name was Stan. Thinking it was going to be a night of drinking filled with conversations about nothing important we said yes. Jamila drove Brad and I to the apartment. It was far enough outside town that it'd be an especially long walk back to the dorms. I'm wondering now if she took that into consideration beforehand. Within ten minutes of arriving I knew we were in for more than we had figured. There was an uneasy energy in the air and I felt like an animal must feel when the trap springs and it knows it's been duped. I've met Stan before but his roommate Quinn had to be introduced. Both of them were skinny and tall, I'm starting to think Jamila has a type. Stan had brown hair and blue eyes and Quinn was blue eyed also but had a very carrot colored mop on top of his head. A mixed drink of vodka and 7 up was put in our hands mere moments after we arrived. As we were seated around the table there was a knock at the door. Jemila got up and answered. Turning around I was pleasantly surprised to see Yolanda would be joining us for the evening, she's one of Jamila's good friends. I've met her a few times now and find her pleasant to be around. I'm not into girls but I can surely appreciate the beauty of one and Yolanda is a knockout. Tall and thin but still curvy in all the right places. Her hair hung down to the middle of her back in tight small braids. Deep purple in color it looked amazing against her milk chocolate skin tone. The eyes that gaze back at you are a soft brown that sparkle majestically, inviting you to get lost in them. Taking the chair next to Jamila she looked around the table and presented each of us with her warm smile. Quinn playfully said, "hello there gorgeous." There was definitely some history between them that I had not known about. "Hello to you," she responded but then quickly added, "handsome fella." "So," piped up Stan, "the rules to strip thirty-one are." "What thirty-one," I blurted out. With the sliest smile I have ever seen Jemila present she said, "oh, did I forget to tell you. Oops." Brad and I looked at each other knowing what the other was thinking. Finally he spoke up and said, "I'm game if you are," so the decision was made and we decided to play. I was a little mad at Jamila for setting me up but that quickly changed when I thought about potentially seeing Stan and Quinn in the buff. The rules were simple enough. You get three cards, on your turn you pick up from the deck or the discard pile, you discard the one you don't need. The objective is to get thirty-one, or as close as you can, in the same suit. When you think you have a good hand you knock and everyone else gets one more chance. The closest to thirty-one wins, the furthest away loses. If someone gets thirty-one they don't have to knock, they just lay their cards down and everyone else loses. If you lose you lose a piece of clothing. For that game Stan said that because there were so many of us that shoes and socks each counted as one. First round went to Stan while Jamila lost. I was happy she lost, she deserved it for ambushing me and Brad. The rule was you had to stand up and take your piece of clothing off. That wasn't a big deal when it was shoes or socks but pants or undies, that seemed to make the game even more risquÃ(C). The second round went to Brad, yay, and Quinn lost. My drink seemed to disappear faster than I realized and I became more comfortable with the idea of being nude in front of all of them. That's not to say I wanted to lose, I was just less nervous. It went round and round with everyone losing pretty evenly, except for Stan. Into the seventh round he still hadn't lost. The best part of that was right after he opened his mouth and bragged about it he lost two in a row. Once Quinn lost his shirt the evening seemed to become much more exciting. His chest was toned and hard, he had a tattoo of an American Eagle on his left pec. With its wings spread wide and its talons extended it looked like it was about to strike. Jamila was the first girl to lose her shirt, again I couldn't help but feel she deserved it. She stood up and methodically unbuttoned her blouse. Each button revealed a little more of her pastel orange bra underneath. It seemed to glow against her dark skin. The lacey garment struggled to contain her substantial chest. I noticed Brad relentlessly staring at her. I imagined he was comparing her size to mine. I wasn't jealous. The only real difference between hers and mine is the skin tone. The next round I had the lowest hand so I had to remove my socks. I was very aware that if I lost again I would be showing some real skin. Because I wasn't warned about the plans I hadn't made preparations. I had on my sheer black bra that I knew got Brad riled up. It didn't even cross my mind when I put it on that someone other than Brad was going to see it. Of course I lost the next hand also. I was so nervous. Yeah, Jamila and Quinn both had their shirts off already but I knew much more of myself was going to be on display. I was very aware that every pair of eyes were focused on me, on my chest to be precise. On the ride over I teased Brad by grazing my hand over his crotch and whispering in his ear what I had on under my clothes, so he knew what kind of show I was about to put on. I looked over at him and he was grinning like a cat who just swallowed the canary. After taking a big drink from my glass I stood up, quickly and matter-of-factly removed my shirt and then quickly sat down. "Wait a minute, " Stan said, "aren't you supposed to give us a twirl?" I stood, twirled and then sat back down, all within two seconds. Everyone laughed and moved on but the two boys sitting across from me could not stop staring at my chest. I felt so uncomfortable but it also excited me. The slight tingle between my thighs told me I was enjoying myself more than not. The first thirty-one was accomplished by Quinn. Everyone else had to lose a piece of clothing. The other two boys lost their shirts as well as Yolanda. Stan's toned chest had no tattoos on it but both his nipples were pierced. That was the first time I had ever seen that in person. Yolanda had on a cute little purple bra that matched her hair perfectly, apparently she got the courtesy of being informed about last night's activities. The bra covered up her small breasts completely with ease but it was still erotic. Jamila and I had to remove our pants. We waited until the other three were done before we started. Simultaneously we stood and dropped our pants to the floor. Jamila was wearing a miniscule black thong that barely covered her. The fact was, if someone looked close enough, and apparently I did, they could see her bush creeping out the sides and top. She did a slow spin and even bent slightly over to display her nearly bare ass. I was beginning to understand just how much of a flirt my roommate is. Again, I was not informed of the night's activities. I had worn panties that matched my bra in every way, right down to the sheerness. I know my slit was visible. The panties covered some of my ass but the transparent fabric left little to the imagination. I did my spin and sat down. The next loss fell to Brad and he had to remove his pants. Standing up he undid his button and fly and slid them off. His red boxer-briefs hugged his erection tightly. It was pushing against the stretchy fabric seemingly begging to be set free. The other two ladies couldn't take their eyes off of my man's bulge and it made me even more aroused. Jamila lost the next hand which meant she was the first girl to show titties. Mine were pretty visible but technically covered. Having seen them many times I watched the boys' reactions. Stan's expression told me that wasn't the first time he saw them. Quinn and Brad though, they were like kids on Christmas morning. The gleam in both of their eyes was cute. Their smiles grew as the bright orange fabric slid down her arms. Her nearly black nipples were pert and so alluring. When she did her spin Jemila's large breasts bounced and swayed, captivating everyone else in the room. After the next hand it was time Quinn to show off what color underwear he was wearing. His shorts slid down to the floor revealing a pair of white bikini style undies. They were tight and it was very obvious he had a boner. Unfortunately it was also obvious his sausage was more like a hotdog and not even a bun-length hotdog. It was a relief to know Brad wasn't the smallest. Yolanda seemed pretty happy sitting at the head of the table. She and Stan were tied for the most clothes remaining. That all changed when she lost the next hand and had to remove her skirt. It was long, tight and made of black leather. Yolanda turned around and slowly unzipped. Each centimeter displayed more of her smooth milk chocolate skin. When the waistband of her panties came into view it was revealed to be the same color purple as her bra and the highlights in her hair. As the skirt slinked down her thighs that small alluring backside of hers caught all of our attention. Her skin was perfectly smooth and her ass was so tight that I felt a hint of jealousy. In my whole life I never had an ass like that. Before I could implant her perfection to memory she did a quick spin and sat down ending the show. Yolanda's luck did not change. She lost again immediately. With exaggerated disappointment she stood and unfastened her bra. Turning around to face away from the group Yolanda tossed her bra over her shoulder. Like a dirty version of throwing the bokey it remarkably landed in Quinn's lap. We all laughed as Quinn mocked putting the bra on but when Yolanda turned back around our attention emeditly went back to her. Her hands covered her small breasts entirely. She teased us by spreading and closing her fingers all the while skilfully continually covering her nipples. When she finally exposed herself totally we all cheered. Her breasts were beautiful. Superbly round they were as smooth as chocolate milk and the same color too. Her dark brown nipples pointed away from each other, I think it's called east west style boobs. They extended outwards, doubling the length of her breasts. I've never seen nipples that long before. My own thoughts kinda shocked me, all I could think about was what it would be like to suck on them. The only flaw, if you could call it that and I wouldn't, was that the left one was a little smaller than the right one. It made no difference to me, or anyone else in the room I'm guessing, those little tities of hers were flawless. The game abruptly neared the end with the next round. Brad slammed down his cards in triumphant glory. He had thirty-one. The smile on his face was full of bravado I had not seen before. That one hand ended the game for Quinn, Yolanda and Jamila. My roommate took her panties off first. Again Brad and Quinn unapologetically stared at her. She didn't seem to mind a bit. During her spin Jamila bent slightly and gave herself a good smack on the ass. Brad instinctively began rubbing his cock through his underwear while Quinn pulled his out and began stroking. His penis looked smaller beneath his underwear than it did on full display. It was still smaller than Brad's but bigger than I had anticipated. The most noticeable thing about it was Quinn's orangish-red pubes. I had never seen that before and I must admit I didn't really like the way it looked. That certainly didn't stop me from staring though. When he did his spin Quinn made sure to flop his hard-on numerous times before sitting. Stan stood and unceremoniously dropped his pants and spun around. Luckily I was looking because it happened fast. All I remember was noticing he had boxers emblazoned with the college's colors and logo. It was my turn. As calmly as I could I removed my bra allowing my boobs to drop. With both nervousness and excitement I watched them ogle me. I knew Quinn and Stan were committing every inch, every bump, every soft blue vein that was visible beneath my skin to memory. I slowly did my spin. Allowing the room full of people, three of which were strangers two hours ago, to leer at all I had to offer. The total exposure exhilarated me much more than I care to admit, even now. Just before I came full circle I began to bounce. The reaction was exactly what I expected. All the boys began to hoot and holler, even Brad. I sat down and looked to the head of the table. Everyone could see Yolanda was not happy. She stood up with a jerk. "I wasn't supposed to lose," she snipped. I couldn't tell if she was being serious or not until she let a smile escape. "I never lose." "Well tonight you did," responded Stan, "now let's see what you got hiding beneath those cute purple panties." Yolanda smiled in a playful manner. She turned around and slid her panties to the floor. Her butt was small and tight. When she faced us again her nakedness was truly on complete display. The boys were practically drooling and I can't say I blamed them. A small inverted triangle shaped patch of perfectly manicured fur was surrounded by skin as smooth as it could possibly be. Her pubic hair was as purple and as bright as the highlights on her head. It was the prettiest vag I've ever seen. Yolanda sat down and our attention reluctantly went back to the game. There were only three of us left. Me, Brad and Stan. We only went around twice before Brad knocked and after laying the cards down I was the loser. Brad gave me a look as if to apologize. Stan and Quinn on the other hand were both ecstatic. All the girls were about to be naked. I decided to not be upset about losing. If I had to put myself on display, and I did, I was going to put on a show. I'm sure the third glass of Rum and Coke had something to do with that. Standing up I slid a hand into my panties. The sheer fabric gave them an almost unobstructed view of my fingers gliding over the soft bare skin of my pussy. All around me eyes bulged. The boy's reaction exhilarated me much more than I would have previously thought. I think I like being watched. Like really like it. I got so into it I slipped a finger between my lips and rubbed my clit. I closed my eyes and threw my head back slightly. A little moan escaped before I could stop it. That's when I lost my nerve. Opening my eyes I saw everyone staring at me and it felt so awkward I simply pushed my panties to the floor and sat down. I didn't even do the spin. Nobody complained though. I guess they figured they got enough of a show. Brad leaned in, kissed me passionately while one of his hands squeezed my breast. Whispering into my ear he said, "that was fucking hot," and then gave my hardened nipple a light pinch. It was intoxicating. My hand made its way under the table and back between my thighs. Gliding a finger just past the surface of my slit I felt the warm sticky sap exuding from with-in me. God I was so horny. I would have let him fuck me right there on the table in front of everyone if he asked me to. Of course he didn't though. Insted Stan interrupted us by clearing his throat. He smiled at him and proceeded to shuffle the cards. "One last hand," Brad said with conviction. "Last hand," Stan repeated. "You know, we both already won. We both got to see what we wanted. We could just stop." I could see Brad contemplating the idea. Before I could speak up Jamila beat me to it. "To hell you can," she said with authority, "we can all get dressed right now and never play this again." "I was only kidding," Stan said, trying to backtrack. "You better be." The smirk on Jamila's face told everyone she wasn't upset. "Deal the cards Brad, us girls want at least one more show." Looking directly at Brad she continued, "personally I hope it's you. I want to see what puts that smile on Anna's face." Brad's cheeks turned red. I would have scolded Jamila but I was thinking nearly the same thing about Stan. "Take him down honey, I want to see what puts that smile on her face." Jamila and I both giggled while Brad dealt the cards. After a couple turns Brad still didn't have two of the same suit. All he could hope for was that Stan was having the same problem. When he picked up a fourth high card and had every suit I let slip a "jeez" which made Stan immediately knock. Brad gave me a look of disappointment and then said, "thanks alot." If I hadn't been sitting there completely naked I probably would have felt much worse. Brad discarded and immediately picked up another card, an Ace to go with his Jack of spades. Too late though. He laid down his eleven. Stan laid down twenty-six. "Yeah, thanks Anna," he said in triumph. Brad stood and removed his underwear. His cock was at full erection. "Enjoying yourself I see," I said playfully and then squeezed his stiffness. He instinctively shuttered in pleasure but pulled away from me and gave me a stirn look. I could tell he wasn't mad but I think he was punishing me for helping him loose. Quinn broke the moment, "now what?" "Now Stan removes his undies and we all move to the living room to drink and bullshit," responded Jamila. "What if I don't want to," Stan said with a playful grin. Jamila just glared at him. Yolanda on the other hand spoke up, "well, we could all get dressed. Is that what you want?" Stan didn't say anything. He just pushed his boxers to the floor. He was definitely bigger then Quinn but he probably wasn't bigger then Brad. I would have liked them to stand next to each other and compare but I was too shy to ask. We all moved into the living room. Yolanda and Quinn shared the recliner. With her strewn across his lap I was disappointed his penis got covered up by her legs. Immediately after they got situated Quinn's hand began delicately caressing Yolanda's breast. His fingers slid around her pert nipple in tiny circles. My whole body warmed up. Every few seconds he would pinch her and she would moan uncontrollably. The rest of us sat on the couch. Boy girl, boy girl of course. I was wedged in between Brad and Stan, my hips touching Brad's hip and Stan's butt. Jamila and Stan faced each other and kissed passionately and loudly. I didn't know how to react so I just downed my fourth Rum and Coke and turned slightly to kiss Brad. My ass pressed against Stan's and my hornyness increased. "Are we going to do this?" I whispered. I didn't know what "this" entailed but I wanted to get a read on Brad. Anna's Diary Ch. 04 Anna watches her roommate have sex. I started dating Anna about six months ago and she moved in with me last month. Last weekend she took her kids to visit their grandfather on the other side of the state so I once again had the house to myself. While rearranging our bedroom closet I found a box full of old diaries and decided to read them. I was completely shocked. Of course we've talked about our past but not even in her most inebriated state did she mention most of the exploits I read. Anna is a short girl of five foot one inches. I've seen photos of her when she was young and although Anna was never a thin girl she held a lot of her excess weight in the best place possible, her ample chest. She's always had very long hair and while in her late teens and early twenties it hung down clear past her ass it's now only a little past the middle of her back. Her hair is dirty blonde and although I've never seen her with a bush I have no doubt that her hair color is natural. Anna went to Western for only two semesters but apparently during that short stay she had quite an adventurous time. I have collected the best of them for your entertainment. The only form of editing I've done is choosing which entries to submit and which to not. These are all her stories in her own words. October 26 2013 What an uncomfortable yet exciting night I had. Brad went home this weekend so I took the opportunity to catch up on some school work. Although Jamila practically begged me to go out I insisted I stay in. Right around midnight I called it a night and went to bed. I don't know what time it was but I was woken up by the shaking of the bed once again. This time there were both distinctive male and female moans emanating from above me. It was blatantly obvious Jamila had a man in her bed. I was a little angry at first. How could she disregard my feelings like that? She had to know I would wake up. I wanted to say something, I wanted to end their fun right then, punish her for being so inconsiderate. The fact was though I would have been just as embarrassed if they found out I knew. I quickly realized I was going to have to just lay still and keep quiet. Reminiscent of the time Jamila masturbated while I listened I started to enjoy the sounds of their heavy breathing and soft grunting. Before too long I was touching myself. The man had a deep gravelly voice that I knew but couldn't quite place. Part of the difficulty was that he wasn't saying much. Every so often I'd hear him say Jemila's name or "yeah, take it all," or "you like my big cock fillin' you, don't you, you little slut." I was taken aback by his crass language. I felt like he was being disrespectful at first but soon I began to enjoy hearing it also. It wasn't disrespectful at all, was it, it was being straightforward and truthful. I've come to know my roommate pretty well and she enjoyed being promiscuous. She would often say that college was for opening one's mind to new ideas and experiences and that included sex. About ten minutes into their play time I heard Jamila say, "we're gonna wake up my roommate. Let's move this down to the floor." I was petrified, I was going to have to pretend I was sleeping. The worst thing about it though was I was gonna have to stop touching myself. The guy came down the ladder first. With each step I saw his manhood bounce up-and-down. I had never seen a black man's penis before in real life but that wasn't what shocked me. The guy was huge. Probably the biggest I've ever seen anywhere. Definitely the biggest I have witnessed in person, maybe bigger than I've even seen on the net. I was mesmerized by his endowment as it bobbed in front of my eyes. The darkness prevented me from making out too much detail but I could tell he was definitely circumcised. At that moment I envied my roommate. I wanted to know what it was like to be fucked by such a monstrous cock. The fact of the matter is it would most likely hurt me, maybe even damage me. I'm pretty inexperienced and a penis that size would probably split me in half. I had gone to bed wearing only a pair of panties, as I often do, and for a brief moment I thought about pulling the covers down just enough to expose my breasts but I chickened out. Lost in thought I almost forgot to close my eyes before he descended completely. I wasn't able to see his face yet so I still didn't know who he was. When Jamila reached the floor I heard her whisper, "we gotta be quiet so no dirty talk." "Now how are you going to be quiet with my cock in your ass," the man asked. The tone of his voice told me he had a shitting grin strewn across his face. Jamila giggled and responded with,"what did I just say. Now behave or we won't be doing anything." That was the first time I heard anything about anal coming from my roommate. She's obviously done that before and it sounded like she was going to do it right in front of me tonight. Of course she didn't know I was awake, but still. I've never done anal and to be honest I don't think I ever will. The idea doesn't appeal to me at all. The next thing I heard was them kissing. I figured it was safe so I took a peak. He was facing away from me and bent down low to reach Jamila's face. It finally came to me, the guy was probably her friend Dwayne, the basketball player. He was extremely tall and thin. He had a tiny little ass that barely stuck out from his body. His shoulders were broad and his back was muscular. His dark skin glistened in the soft glow of the streetlamp shining just outside our window. After a couple moments of kissing, Dwayne stood straight up while Jamilia bent slightly and presumably took his girth into her mouth. My fingers instinctively went back to rubbing my clit as I heard her moan and gag while she tried to conquer that beast that hung between his legs. Although his breathing increased I didn't hear him moan as my roommate pleasured him orally. I on the other hand was struggling immensely to keep my moans quiet. I was really enjoying this live sex show and found myself getting closer and closer to an orgasm. I knew there was no way I could keep quiet if I brought myself to completion so I backed off forcing myself to calm down. Suddenly Jamila moved and I had to slam my eyes shut and lie completely still. A few minutes went by before I gained enough courage to peek again. Jamila faced away from me as she sat in her desk chair with her legs spread wide across the armrests. Dwayne was kneeling in front of her, thrusting himself in-and-out of my roommate slowly and methodically. With his head cocked back Dwayne moaned in pleasure uncontrollably. Jamila too moaned and with each thrust she seemed to be getting slightly louder. Dwayne steadily increased the speed of his hips until he was pounding her unmercilessly. They both must have been caught up in the moment because the idea of being quiet was completely forgotten. He grunted with each drive of his pelvis while she moaned and gasped with uninhibited gratification. I wasn't being stealthy anymore either. My fingers were back between my thighs as I watched the show being put on just for me, even if it was unintentional. Dwayne swooped his arms down and picked her up seemingly with no effort. His biceps bulged, skyrocketing my lust. With her legs wrapped firmly around his waist Jamila vigorously bounced on Dwayne's manhood. My sight line was fixated on the rhythmic dance Jamila's plump backside was displaying so when I glanced up and saw Dwayne looking directly at me I was taken completely by surprise. Instinctively I shut my eyes and halted masturbating but I knew it was too late. I had been caught and there wasn't any mistaking what I was doing. Opening my eyes slowly I found Dwayne smiling as he stared at me. I smiled back and just watched them for a moment. I didn't even realize I had started fondling myself again until his eyes darted from my face down to where my hand was moving under the blanket. The whole experience emboldened me enough to pull the blanket down just enough to expose my breasts for him. He smiled even wider as he drew his tongue across his lips. Jamila's moans grew louder as her gasps for air became more sporadic. Tell-tale signs she was getting close to an orgasm. I too was close and decided I would join her in ecstasy. In barely stifled shouts praising God and Jesus both Jamila exploded in euphoric delight. Thankfully she continued to moan loudly as my orgasm hit me. Hushed moans escaped my lips as I tried to subdue my shaking body. I don't know if Dwayne heard me but I'm sure he enjoyed watching me quiver in pure fulfillment. Moments passed by while Jamila and I both came down from our highs before she finally realized how loud she must have been. "Oh my God, Anna I'm sorry," she said as she swung her head around. I had already shut my eyes and was pretending to be asleep. I didn't have time though to cover my bare chest so my breasts were still on display. "My God she must be a deep sleeper," she giggled. "I guess so," Dwayne said with a mocked shocked tone in his voice. "She didn't open her eyes at all?" "Not that I noticed," Dwayne lied. "But I bet you did notice her tits, huh?" I then felt Jada delicately pull at my blanket. I pretend to be slightly disturbed and let her cover me up. "She really didn't wake up?" "Not that I seen't," Dwayne lied again. "Damn that girl musta been tired." "Or passed out drunk," Dwayne added. "Yeah, maybe." I heard kissing begin once again and knew I had fooled her. After a short time Dwayne quite bluntly asked, "now it's my turn, right?" "Of course baby," Jamila responded without hesitation, "let me go pee and then I'll get the lube." After a moment I heard the familiar sounds of a woman peeing and opened my eyes once again. There at the edge of my bed was Dwayne stroking his enormous cock not three feet away from me. "Like what you saw," he whispered. "Shh," I said, "I don't want her to find out." "And you don't want it to end either, right?" "Shut up," I giggled. "Do you want to touch it," he asked me while looking down at himself. Of course I wanted to feel such a massive example of a male member in my hand, "What, what about Jamila?" "We'll hear the toilet flush before she comes back out." "No," I said, trying to do the right thing, "I don't want to help you cheat on her." "Cheat on her," he laughed, "her and I ain't got no commitments to each other. Besides, didn't you two go to a party at Stan's last weekend, and play strip poker?" "Oh yeah," I said sounding dumb. I reached my hand out and rested my fingertips on the head of his humongous cock. Grasping it in my hand I couldn't believe how thick it was. My fingers didn't quite touch as I gripped it. When Dwayne released his grip I felt the entire weight of it. I hadn't even considered how heavy that mass of meat would be. That, I wasn't expecting. I only got in about two strokes before we heard the toilet flush. I abruptly let go and put my head back down on my pillow. Dwayne on the other hand didn't move. He simply went back to stroking himself again. I was amazed by his boldness. He was surely going to get caught by Jamila if he didn't back off right now. My eyes darted back and forth from his engorged member to his never flinching face. "What are you doing," my eyes slammed shut when I heard my roommate's voice, "is she awake?" "No." "Then what are you doing?" Her attitude had changed slightly. The playfulness began to leave being replaced by concern. "I don't know. You went to the bathroom." "And?" "And I just walked over here." "To do what?" "I don't know." I was starting to think that Dwayne was going to crack. He was going to have to come up with something quick or out me. Thankfully Jamila did it for him, "you were trying to get a glance at those titties again weren't you?" "I don't know, maybe," he was cornered, grasping for straws and actually scaring me. I really thought I was going to have to admit that I've been awake and heard, not to mention saw, everything. Thinking about it now I shouldn't have worried. They were the ones who woke me up with their sex, he was the one who presented his manhood to me, I only did what any curious girl would do, right? With no doubt in my mind I know Jamila would have done the same if the situation was reversed. In that moment though I felt like I had done something wrong and I was petrified. Again Jamila diffused the tension, "you dirty little dog. Am I not enough for you, you want my roommate too?" The tone in her voice was obviously playful again but her next words took me by complete surprise, "maybe next time." Was she serious? I've had all night to think about it and I still don't know what I would say if she presented that scenario to me. I mean, he's definitely cute but is Jamila planning on being part of it? I have no problem being naked with her but I've never thought about being intimate with her, or any woman for that matter. Besides that I don't know if my little kitty can handle Dwayne's massive cock. I guess I'll just decide if the situation ever presents itself. If I'm being completely honest though, with a couple of drinks in me I'm guessing I'd say yes. With my eyes still closed I heard them start kissing again. Jamila was making cute little soft moans as if she was eating something that tasted very good. I opened one eye ever so slightly to get a glimpse. Dwayne faced away from me and was bent over down to meet Jamila's lips. His tight little butt was about four feet away and if I was brave enough I would have reached out and squeezed it. Of course I wasn't and didn't. Instead I opened my eyes a little more. Dwayne's legs were separated and I could see a silhouette of his testicles hanging between them. They swung to-and-fro which told me that my roommate was probably stroking him. The tantalizing thought engaged my desire and soon my fingers were back between my thighs teasing myself again. I shut my eyes almost all the way as she broke away from the kiss. Through barely opened eyes I saw Jamila lube up her fingers and skim them between her ass cheeks. Adding more lube to her hand she coated Dwayne's mega prick thoroughly and then bent over her desk presenting herself to him. I couldn't believe I was about to witness my roommate allow this giant of a man to force the biggest dick I've ever seen into the tightest hole on her body. Slowly stroking himself Dwayne guided the head of his penis to the entrance, or exit, or whatever, of her butt hole. I was frozen with anticipation. Only my eyes darting back and forth from Dwayne's cock and Jamila's face and the movement of two of my fingers gently caressing my clitoris beneath the blanket would have given me away. She gasped when Dwayne entered her though not as much as I would have figured. This was obviously not her first time. From what she said earlier I'm sure this wasn't even the first time with him. He slowly pumped his hips and with every stroke Dwayne's thick cock disappeared more and more. One of Jamila's hands had made its way between her legs. Her moans steadily increased as she grew accustomed to how much her back door was being stretched. I could see her face tighten every time he entered her but the sounds emanating from her mouth told me the pleasure definitely surpassed the pain. Suddenly Dwayne looked straight at me. He smiled like a cat who had a mouse beneath its claws. I knew he knew I was masturbating and I didn't care. I wasn't on full display or anything but that was the first time I had a man watch me do that. The whole situation was exhilarating. My heart pounded in my chest, all my senses seemed to be heightened as the sights, sounds and smells of sex wafted throughout the room. My fingers felt like they were producing electricity, sparking volts of pleasure into my clitoris which made me tingle all over. Slowly I pulled down the blanket once again exposing my breasts for Jamila's man to enjoy. His smile grew even larger. He reached under Jamila grasping, then kneading one of her ample breasts. I felt like Dwayne was pretending it was mine he was enjoying which inspired me to squeeze my own in unison. My fingers moved from rubbing my pussy to entering it. Emulating the thickness of Dwayne's cock I plunged three fingers deep inside me and began relentlessly fucking my sopping wet hole. Since her boy-toy entered her my roommate had been rubbing her own clit. Her efforts seemed to be paying off because the moans and gasps for air told me that she was getting close to an orgasm again. Dwayne was gasping for breath also as his thrusts quickened. Keeping pace with him I mimicked his speed with my fingers. "I'm coming," Dwayne announced. "So am I," Jamila responded. "So am I," I mouthed to Dwayne who was still watching me. "Fill me with your cum baby," she begged in between moans of pleasure. With a deep thrust and a grunt Dwayne erupted inside my roommate's ass. "Ahhhh fuck yeah," his voice was nearly a yell, "God damn girl," he said as he slammed himself repeatedly into her. "Give it all to me baby," Jamila pleaded while her fingers buzzed across her clit, "don't stop, don't stop." Witnessing that sent me over the edge. Slight whimpers came out of my mouth before I was able to cover it up with my free hand. Thankfully Jamila was in the thralls of her own orgasm and didn't notice me. There was no time to bask in my euphoric state of mind. Not if I didn't want to get caught. I quickly regained my composure and went back to pretending I was asleep. Lying still I just listened intently. Their breathing slowed and I heard Jamila say, "you can have the bathroom first," and then a moment later the door closed. I could hear the sink running for a little bit, then about a minute after it stopped the toilet flushed. The door opened and Dwayne nonchalantly said, "your turn babe," and then I heard the bathroom door shut once again. Waiting a few moments I cracked one of my eyelids open just enough to notice that Dwayne was kneeling at the edge of my bed. Opening them entirely I caught an eye full of his oversized schlong. Even on his knees his waist stood above my bed. He methodically stroked his manhood for my pleasure. The monster that hung between his legs was growing again. "Did you enjoy the show," he whispered. I could feel the blood rush to my cheeks. I was too embarrassed to speak so I said nothing, I just nodded my head slightly. I couldn't stop staring at him fondling his member. "Do you want to touch it again," he asked as calmly as if he were asking me to pass the milk. "No," I said playfully while at the same time reaching out and wrapping my hand around his huge meat. It was already more than three-quarter hard again. I began slowly stroking him, feeling it pulsating beneath my grip. I was completely enthralled in that moment by my roommate's sexual partner. The sound of the toilet flushing ended the experience abruptly again. As Dwayne rose and stepped away from me I repositioned myself and again pretended I was asleep. Moments later I heard Jamila say, "is she still asleep?" "Yeah, I think so," Dwayne lied again. "Maybe she did have a little too much wine. I can't believe she slept through all that." I could almost feel them both staring at me. "You like watching her sleep, don't you?" "Yeah, I guess I do." It was nice to hear him say that. "I bet you'd like it more if her tits were still exposed," Jamila said jokingly. "Well yeah," he responded. I had to stifle my own laugh as they both giggled. "That thing looks like it's ready for action again. You didn't pull the blanket down to see those boobies again did you?" "Of course not," he said, obviously offended, ''what kind of guy do you think I am?" "Easy big fella, I'm just kidding." Jamila almost sounded nervous, like she had gone too far. "I know," Dwayne's voice was back to its normal calm tone, "so am I." "You were tempted to though," she said in a playful tone, "weren't you?" "Well now that's a different question, isn't it." Even without being able to see I could tell Dwayne had a smile on his face. "She is cute, lying there looking innocent and all peaceful like. I've been having fun exposing her to new experiences, maybe we can initiate her into the threesome club together." I couldn't believe what I was hearing. My roommate was actually planning her corruption of me, not just willing to go with some kind of flow but to actually coerce me into deviant behavior. I wanted to be pissed off at her but truth be told, I kind of asked for this. I wanted to experience new things at college and she was just helping me fulfill my own desires. When I was thinking about new experiences last summer I wasn't thinking that I would possibly hear my roommate masturbate and I definitely never thought I would be watching people have sex but that has happened twice now. Rarely my fantasies consisted of threesomes and when they did it was always with two boys. After last night though I find myself pondering the idea. Could I be with a girl? I can definitely appreciate a woman who is attractive but I never brought it to a sexual level. More like, that's a beautiful statue or painting kind of way. I really don't know what I'm going to do until I'm presented with the situation, so we'll see. "I wouldn't say no to that." I don't know if he was or not but I pictured Dwayne stroking himself as he said that. "Me neither," I could barely hear Jamila quietly say. "Now all I have to decide is do I present the idea to her or put her in the situation and see what happens." "It's always better to give someone a choice." I was pleased to hear Dwayne say it like that. "Well she would always have a choice. It's just that If you ask first, sometimes fear and anxiety overpowers desire. But with a glass of wine and the situation put right in front of you, people tend to be more open to new ideas." Unfortunately I have to agree with her. If she would have asked me yesterday afternoon if I wanted to watch her and Dwayne have sex I would have said absolutely not. Not because I wouldn't have wanted to but because I wouldn't have wanted her to know that I wanted to. "Well, however you want to approach her about it, you know I'm up for it." "Speaking of up for it you look like you're ready for another go," the sexual tone in her voice made it obvious she was, "you want to move this to the shower?" "Sure," I heard Dwayne respond. Moments later I heard water running. "You know, if you surprised us in the shower I'm sure she wouldn't have a problem with that." Opening my eyes I saw Dwayne a few feet away. The smile on his face was extremely inviting but I couldn't move. I couldn't speak either. I just laid there staring at him. "Think about it," he said as he walked toward the bathroom. Leaving the door open Dwayne left me alone to think about his proposal. There was no way I was going to join them in the shower. I knew that. I wanted to, but it wasn't going to happen. Maybe Jamila was right, I needed a glass of wine to loosen my nerves. A few minutes later I heard the smacking sounds of two wet bodies and Jamilia moaning again. If I was going to join them for a threesome it was going to be another time. Lying there thinking about what it would be like I fell asleep with my roommate's swaying breasts and her guy friend's huge schlong on my mind. I woke up with my panties thoroughly drenched and very horny. Before I wrote this I had to take a shower and pleasure myself first. I still don't know what I'm going to do if she asks me to join her and Dwayne. I have to process last night first. I guess I'll just have to wait and see.