My Daughter's Roommate From Hell Part 3 free porn video

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My Daughter's Roommate from Hell - Part 3 Back at work, my supervisor, Cara, was waiting for me. It was 2:30 PM and I had been gone since 11:30AM. Cara was also a strong woman who did not care for men in general, and often display contempt for me. She called me into her office. She told me to take a seat. As she walked around me, she told me that my work level and focus had fallen down. She decided that she would put me on a new program or give me the option to quite. I had no choice. I needed a job and she knew that. My fate was in her hands. As she stood over me, she noticed that my pink shirt was open at the top. She could see the slight swelling of my breasts. She smiled. Allen she, said, "I want you to be my personal assistant for the next two weeks. Vicky is gone, visiting her sick mother. I think you would be a perfect fit." Personal assistant? Secretary? No way. Cara said that I could take the work load off several of the women in the office, who had more important things to do than paperwork. I would sit in the desk right outside of Cara office, and I would start in the morning. Cara then reached downed and touched one of my nipples through my pink shirt. My nipple responded and became very hard. She twisted the nipple and I jumped in pain. She looked at the other nipple and noticed a stain. "Allen, if looks like some on has been sucking on your nipples?" "Is that so?" I turned completely red in the face again. I looked down as she waited for my answer. "Well?" I tried to mummer something. Just then, her phone rang. She told me that she had to go, but that she was pleased we had come to mutual understanding and agreement. I did not think we had. I left her office and thought my whole world is coming down on top of me. When I came home that night, another email was waiting there for me from Sara. I had no escape. Sara told me that my day at the salon would pay off in the future, and that I should not worry my pretty little head. Sara told me that I still had many things to do before next weekend, the big party weekend. I wonder where the party was going to be. With spring break coming, my daughter informed me that she and three of her roommates would be gone. Sara apparently was not going to join them. I was excited. Maybe I could be with Sara, alone. Maybe the party was for two - the two of us! I certainly hope so. Sara's second email that day gave me another list to be completed, yet that night! I was to go to the stripper boutique again. This time I was to purchase 3 different sizes of butt plugs: a small, a medium and a large. Also, I was to purchase the largest, black penis they carried in stock! My knees were weak as I read Sara's list. She told me to email her back as soon as retuned with the items. I did not even eat dinner that night but went instead across town to that seedy shop. There were only a few other customers inside, but I was still felt very self-conscience that everyone was looking at me. Sara's mail was explicated in that I was to give my "shopping" list to the clerk. The male clerk read my note, and then read it again, ALOUD. Every customer in the shop turned to the counter. All of their eyes were on me. I felt like the smallest parcel on earth. The clerk read in a very clear and slow voice, "Let's see, a small butt plug, a medium butt plug, a large butt plug, and for dessert, the largest black penis in the store! Hmmm I think we can fill that order." I followed the clerk around the store like a little kid as he collected the items. He asked if I wanted them in a bag. I said "Please," and he put them into a "clear" bag. There I was walking through the store which had started to fill up with more customers, and of course, everyone looks at "your" bag. One guy standing at the door asked me if he could walk me to my car. I quickly ran out of there. Back at home, I emailed Sara and told her that I had acquired all of the items. She replied back and told me to wear the small butt plug tonight to bed and to open the video link she sent me in the email before I went to sleep. When I changed for bed, I striped down and looked at my body. Hairless, with small breasts starting to appear. I had breasts of a young, pre-teen girl. And my lips! My lips were full! They looked like women's lips! I decided I should put on my pink camisole. My perk little nipples pushed against the silky material. I tingled. I then applied KY jelly to the small butt plug. I wasn't too sure about this. I hated prostrate exams. I bent over and start to insert the small butt plug into my hole. I thought of Sara as I pushed the plug into me. It was painful at first, and then it felt ok. In a few minutes it actually felt good, like it belonged back there. It did come try to come out, so I put on my faithful pink thong and that held it in place. I could not resist, so I put on my 5 inch, pink high heels, and walked around my apartment. I looked at myself in the mirror. My butt looked sexy. Up high due to the heels. Stuff with a plug. I really felt like a little tart. What was happening to me? Just then I remember to check Sara email about the video before I went to bed. It was an instructional video. But first, I had to retrieve one of my new purchases - the big, black penis or cock, or what every you prissies call those things. It was humongous. My hands, which seemed to be becoming smaller, barley, fit around its diameter. I could also put my hands on top of each other and still not match its length. Do men really have this type of equipment! I don't! Back at the computer, I sat down with the butt plug in me. Boy, this was a different experience. I opened the video. It was on how to learn to suck a man's cock. It was an educational video with instructions. I had to perform each task and follow each step. I also had to key in on the computer, my progress, so Sara, my teacher, could review my development. The instructions said that if I practiced every day, and committed myself, that I could take the entire cock into my mouth and throat by the end of the week. What a goal. Sara told me to work hard work on it every night for a minimum of one hour per night. I put the black monster on the table next to my computer screen and watch the "prissy" in the video. I started to follow the steps and began to suck this monster. I had difficulty at first, even opening my mouth wide enough to take just the full head in. This was going to take a lot of practice. After an hour, I again went to bed that night exhausted. My mouth was sore, my lips were sore, my chest hurt, my belly-button was sore. I had to lie on my back. My butt plug was the only thing that seemed to fit and feel good. I quickly fell asleep. And this was only Monday! I woke up with a start on Tuesday morning. Had I overslept, no, but I felt panic in that I had a million things to accomplish today. I laid in bed, just for a second. I looked down and saw my pert, little breasts. My pointed, pink nipples were pushing out the tight pink silk camisole. I could also see my new belly-button ring and, and I could feel the small butt plug, deep inside me. The butt plug, at least, felt wonderful. I wasn't looking forward to removing it. I decided to check my email before getting ready for work. Sara had emailed me! Yikes! It read... "Good morning my little Prissy Ally, I do hope you slept well. You will certainly need to be rested for the coming week!" Sara's email continued with her usual, detailed instructions. I was to go to my beauty salon appointment today, over lunch, and I was to be on time! Sara had already emailed Margo, the beauty salon manager, about the services I required today. Oh no, not more pain. I was not looking forward to this appointment. Sara, of course, told me that I would enjoy the benefits of my hard work and that I need not be a little sissy about it. I decided that I would ask my office manager, Cara, for more time over lunch, so I would not get into trouble like the last time. Sara's email also provided specific directions for me to get ready that morning. I was to take out my butt plug, wash and sanitized it, take a shower, and apply a light application of Nair - hair removal, to my entire body except for the small triangle patch at my crouch. I was also to apply a little lotion to my belly ring to make sure it would not become infected. When I dried myself, I was to pat my body down with pink baby powder and then lubricate and insert my butt plug again. Finally, Sara's email said to apply a thin coat of pink lipstick onto my new, fuller lips. And not to be forgotten, my pink thong. I thought to myself that I should really purchase a few more pair of them. Yikes! I was doings things that I never would have fantasized about a week ago. It was like I was going along for a fast ride, somewhere I did not know, and that Sara, not I, was driving. I finished dressing and went to work to take "my place" at the secretary's desk outside of Cara's big office. My name plate on my little desk read, in large characters, "PERSONAL ASSISTANT." On my desk was a beautiful vase of pink flowers. They looked so delicate and feminine, truly for a fem assistant. Everyone was very nice to me in my "new position." At about 11:00 AM, I reluctantly approached Cara in her office. She of course, was on the phone and continued to talk as if I was not there. Finally, she was finished with her call. I asked her if I could have a little bit more time for lunch today. She inquired why, and I, embarrassed again, and looking downward, told her that I had another appointment at the beauty salon. She looked at my lightly colored pink lips. She said she understood and that I could go, but first, I had to asked each woman in the office if they needed any beauty supplies as I would be very eager to pick things up for them. I found myself standing at each women's desk and writing down the items they each needed from the beauty salon: nail polish, lipstick, hand lotions, facial creams, hair remover, shampoo, make-up, hairbrushes, etc.,etc., etc. I felt like a little errand runner. I finally completed the list - a rather long list - three pages in total, and found myself off to the salon, not wanting to disappoint Sara. When I checked in at the salon, there was yet another new receptionist, Michelle. She asked if I had an appointment, just like the last time. I said yes, at 12:00 noon. "Ally?" "Yes," I quietly, and reluctantly offered. Again, several women customers watched my every move at the front desk. Michelle made a note in her appointment book and then loudly announced, "Oh, Margo said to be sure that I bring you right back to her area for all of your "special" services today. Right this way, Ally." I went back with Michele only to see Margo waiting impatiently for me. "Oh Ally, so good to see you again" Margo said with sarcasm. "Well, do you like all the things we did for you last time?" "Yes, sort of... I guess so," I offered. "We knew you would, and today we have several more things to do to you, per Sara's instructions." "Why don't you just lie down in my reclining chair, again," Margo teasingly said. Did I have a choice? I slowly lowered myself into the black leather chair. Margo quickly positioned the chair, so I was horizontal. She had Michelle removes my shoes, sox's and trousers. When Michelle saw my pink thong, she laughed. "Ally, your thong is so precious on you," said Michelle. With that, Margo proceeded to abruptly remove my thong. I was sure she was going to stuff them in my mouth again, but no, this time she gave then to me to hold. Today she said, Sara requested that I receive a G-string wax job. Wax job! It involved hot wax and razors. Oh great. Margo took my penis and tucked it under me between my legs and said, "we won't be needed this pathetic little thing around here anymore." She then took a template of a small triangle and drew lines on my crouch area. Next, she started to pour hot was on the outside of the triangle lines. I jumped at the first drop of wax. It was very hot, and I started to tear up. Margo gave me a look of utter disgust. She then looked at my hand holding my pink thong. I knew what to do. I stuffed my pink thong into my mouth! Margo then snapped both of my arms into the armchair buckles. I could not move. Margo continued to pour more hot wax onto my skin and move it around into position, just outside the triangle lines. She then took a rather large razor blade and cut away any hairs outside of the template lines. The razor strokes were long and very painful. It felt like my skin was being removed. When she was done, she held up a mirror for me to see my "new" crouch. I looked like a young adolescence girl - thin legs, with a dark triangle of hair in the middle. Margo said Sara requested that my new crouch be dyed a dark color, so it could be seen through transparent clothing! After the dye, I thought that I my appointment was finished. Boy, was I wrong. Margo unbuttoned my shirt to look at my chest. "Hmmm, not bad, but we need to do better. I have a new ingredient which should work better on you." Margo retrieved a large needle and filled it with a powerful solution of Collagen. Margo inserted the needle with a sharp jab, first into my left breast and then into my right breast and proceeded to empty the full contents of the syringe each time. All I could do was to lie there and watch. My breasts immediately felt fuller and quite heavy. I was going to need a bra, I thought. Margo looked at her work and said, "Now that looks better." I again thought that I was finished for the day when Margo unbuckled me. I stood up. But Margo said, "One second dearie, one more procedure for our little prissy sissy'! She then called for Michelle, the new reception to join us. I started to panic. Michelle could not be more that 18 years of age. She responded to Margo without hesitation. Margo told Michelle that she was going to inject a very large needle into each of my buttocks and that Michelle would have to pacify me, so I would not faint, that is. Faint! How large was this needle? Margo had me turn around, so my butt cheeks were right at her level as she sat next to a tray filled with all types of metal instruments. She told Michelle to reach down and "milk me." Michele asked if she should have a Kleenex ready. Margo said that would not be necessary as I would clean up! Michelle touched my penis and it immediately became stiff. She took my pre cum and ran it over my penis head and expertly massaged the tip of my penis. At 18, I wondered how she was so proficient at this! Margo then told Michelle to take her other hand, remove my thong and put three fingers into my mouth, so I would not scream. I looked back, only to see the largest needle ever manufactured being picked up by Margo. I thought the needle for my breasts contained a lot of Collagen. This one look like an oil drum! Margo then abruptly pinched a chunk of my flesh, and with a very sharp jab and a lot of force, stuck the needle deep into my right buttock and proceeded to emptied all of the fluid into me. I tried to scream. The pain was unbearable. But with Michelle stroking me and having her fingers deep down into my throat, the best I could do was to jerk, moan, and jerk again. I felt a combination of severe pain, pleasure and helplessness. I also was not ready for the next needle jab. It came fast, very fast, and again, very forceful. It was painful to feel the fluid go into me. It seemed to take forever to empty the contents of the oversized syringe. Michelle had been stroking me during this time and finally, as I concentrated on the pleasure and not the pain, I started to cum, but then Michele started to tease me by slowing down her stroking. I keep pushing into her hand. Wanting to finish. I looked at her in desperation. She had a weird smile on her face, like she was enjoying my displeasure. With a look of absolute pleading, she finally let me cum. I exploded. She reached down with her other hand to catch all of my cum. Michelle then brought up each of her hands to my mouth and just looked at me as if I knew exactly what to do. I did. "Open up, be a good little girl. That's it; get it all, it belongs to you." I licked all of the cum off her hands, swallowed, and then suck each of her fingers dry. Margo stood up and announced that my appointment was complete for today. As I left Margo's area, she reminded me again to make yet another appointment for next week! I nodded slowly. I sat down in my car in the parking lot. My chest was sore, my buttocks were very sore, and my crouch burned from the hot wax and the very close razor cuts. What was happening to me? It was like I had no control over my life. Women were directing where I went, what I did, what I wore, and how I looked - every facet of my life was under a women's control. I felt weak as I started back to the office. Oh no, I forget the beauty items which I was supposed to bring back for all the women in the office. I returned to the salon only to have Michelle help me fill the large order. Of course, the beauty salon was now full of women clients in the early afternoon. Michelle requested that I walk with her around the saloon and help her pick out all of the items. She took pleasure in asking me in front of all the women a number of questions on each item. "Large or small, scented or unscented. What did I like?" I kept telling her they were not for me. She played along like it was a game and that all the items were my purchases. This seemed like it was taking forever. By the time I finished, all, and I mean all, of the women in the saloon were giggling. As I walked back to my car, I could feel that the weight in my body had started to shift. My breasts were heavier and my "new" buttocks, which now seemed to be gigantic beef cheeks, had of mine of their own. I was somewhat off balanced with the new added weight on both sides of my body. I was walking different, like a woman! Back at the office, Cara buzzed me in to see again why I was so late. I told her the items took a long time to select in that I had to make sure the selections were correct. Cara told me that it was good I was knowledgeable in this area. Cara also noted my different look - my buttocks and chest. She told me that my clothes did not fit and that she would purchase some things for me to wear which would be far more appropriate. Great. Now I have my women boss buying clothes for me. That night when I arrive back home, there was yet another email from Sara. I felt very weak and tired, but I felt like I was under a spell and had to read her email before retiring for the evening. "Ally, my little prissy. Margo said that you are making tremendous progress. Good girl. I know you had it in you. Tonight, you will move up to the medium size butt plug. Given your more ample buttocks, a girl like you should be moving up to a larger size butt plug! Also, you need to keep working on your cock sucking development. You should be to take the entire penis head into your mouth comfortable and be able to go down on the shaft at least 4 inches by now. Your goal, remember is to deep throat the entire shaft by this weekend. I know you will not disappoint me, will you." I ate a small salad for dinner, per Sara's diet instructions. I have been losing about 1/3 lb. a day. I felt weak and soft. That night before I went to bed, I went into the bath and took off all my clothes. I looked at body. In my mirror I saw a very fem figure. Fuller, emerging young breasts. My nipples in particular were protruding significantly! I estimated my breast size was now about a full B cup. My waist was smaller from losing weight, but also from the size of my emerging buttocks. My large bottom made my entire abdomen look smaller. I turned around and looked closer at my butt in the mirror! Oh my, it was astounding. I had never seen such a sexy butt. My cheeks were perfectly shaped, fleshy, and they stuck out like a "Sister's" butt. I was becoming turned on, just looking at myself. With that, I felt more confident as I pick up the medium size butt plug. It still seemed large, but I wanted it in me! Again, I thought of Sara as the part of inserting the larger plug into me became difficult. The initial stretching and pain were replaced by a full and satisfying feeling. It was completely inside of me. I moved it around a little and started to moan. I had to admit, I did like having something in my anus. Next, I practice on "my" favorite black penis until I could take at least four inches into my mouth. I notice that the prissy in the training video was not sucking but rather had "her" throat position as a total reciprocal for the large penis she was sucking. I thought that I had better change my technique in order to take all 10, yes, all 10 inches by the weekend. With my new larger butt plug in its home, and with my lips still tingling from all the penis practice sucking, I finally fell asleep. The next morning, Wednesday, I decided to wear bulkier clothes as my breasts and buttocks were noticeably protruding. So, with my larger size, medium butt plug deep inside me, my pink thong washed and now on, I touched up my toenails and my fingernails and went to work. Cara surprised me when I came into the office by inviting me into her office. "Allen, I was hoping you would be here first thing today. I saw how you looked yesterday, so I made a few purchases for you." On her desk were two large boxes. One wrapped with a white ribbon and one with a pink ribbon. Great, just how fem can we get, I thought to myself. Cara told me to wait one moment as she called all of the women co-workers into her office. I had to open the boxes in front of everyone. But first I had to remove my clothes. I turned a beet red. "Allen, what is the matter," demanded Cara. "I don't want to," I softly offered. "Nonsense. You will strip right now." With that, she got up out of her chair and came over to me. I had no choice. I reluctantly sat down in a chair and took off my shoes and sox's. All of the women gasp when they saw my pink toenails. It became worst when I dropped my pants. There I stood, in front of them, in my pink thong! They all had their mouths open. Finally, when I took off my shirt, they all cheered. For what was standing in front of them was truly a feminine and submissive young man. Cara asked me to turn around so everyone could see my back side. Was he wearing a bikini or thong they wonder? That was the question. When I turned around, they all cheered again. It was a thong. Cara said what an ass. The best in this office. One woman said her boyfriend was an ass man and that he would give anything to get into my ass! Oh great. I turned my attention to the first box. The first box with the white ribbons. As I peeled back the tissue, there was a white women's blouse looking back at me! It was tailored and very transparent. Under the blouse was a pair of black pants. They did not look and feel like men's slack. Finally, under the pants were two more items. A pair of white pantyhose and a pair of black, 3 inch women shoes! "Oh Allen," everyone cheered. "You are going to look so nice." I nearly died. Did they expect me to wear these items? Cara then put the other box, with the pink ribbon and bow, in front of me. "Open it." She said she could not resist buying this when she saw it and thought of me. I again open the box and peeled back the tissue. There was another feminine looking blouse. This one was pink. It also was tailored and transparent. Under the blouse was not another pair of slacks, but a SKIRT! A black pencil skirt! Under the skit was a pair of pink pantie hose and a pair of black heels, about 4 inches in height! "Oh Allen," Cara announced, "we can't wait to see you in your new outfits. Why don't you put on the white blouse and pants now?" I put on my new blouse. It fit like a glove. With no bra, my nipples pushed against the material and were clearly visible. I looked half naked wearing the blouse. The effect was absolutely sinful and alluring. I sat down and took out the white panty hose. One of the women offered to help, but Cara said no, I would not need any help. She felt confident that I "knew how to put on pantyhose." I sat down and rolled up one leg on put it on my toe and gently pulled it up to my mid-thigh. I did the same with the other leg and stood up to pull the pantie hose over my thong. "Oh my," said Cara. "Girls how cute is this. You can see Allen's, or should we say Ally's pink underwear right through his pantyhose." I then pulled up the black slacks. I had trouble getting them over my large buttocks. Finally, with a thug, they fell into place. Oh my, they fit me like a skintight glove. I felt like the crack in my ass was deep and pronounced. Cara had me turn around slowly, to show all the women. Cara announced that with the "new look," that I will be using the women's bathroom from now on, as I may not get back to work, if I used the men's restroom. With that, I slipped into my new heels. They only made my butt stick out more and tip me forward. One of the women retrieve some of her new make-up and proceed to apply a foundation to my face. Not too much, keep it natural she said, with that, she finished with a spray of perfume. Everyone cheered. "Welcome, Ally," they yelled.

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My Daughters Roommate from Hell Part 2

My Daughter's Roommate from Hell - Part 2 As I drove home that night, I looked in the rear view mirror. I had pink lipstick on my lips, black eye mascara on my eyes, and cum on my cheeks. I tried to lick off the cum with my tongue. I could not reach all of it, so I just left it on my face. I didn't care. Before I went to bed, I washed my pink thong in the sink and hung it up to dry, just as Sara instructed me to do. Exhausted, I quickly fell asleep. In the morning, I found...

4 years ago
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Daughters Roommate from Hell Part 4

Daughter's Roommate from Hell - Part 4 I woke up with a start on Tuesday morning. Had I overslept, no, but I felt panic in that I had a million things to accomplish today. I laid in bed just for a second. I looked down and saw my pert, little breasts and my pointed pink nipples still pushing out the tight pink silk camisole. I could also see my new belly-button ring and, and I could feel the small butt plug, deep inside me. The butt plug, at least, felt wonderful. I wasn't...

4 years ago
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Guiding my roommate to the Dark SideHer first s

I had been a promiscuous slut for Blacks while in high school and found no reason to discontinue my indiscriminant sexual encounters while in college. In fact I now had more freedom than ever before to whore around. Having already been introduced to the fraternity brothers of Kappa Alpha something from some prior high school fuck buddies, I was in the enviable position to get as much Black Cock that I could take. So college looked to be an adventure in the making, if only I didn’t have to...

2 years ago
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New Roommate Pt 2

Nathan entered the bathroom, feeling a combination of embarrassment, surprise and relief. It wasn’t ideal to be caught wanking by your new roommate but the result was unexpected. There had been many rumours about Jay’s successful pursuit of the girls on campus and Nathan hadn’t been sure about being his roommate on this football trip. But that changed pretty quickly when he felt Jay’s warm mouth descend on his throbbing cock. Now he stood in the bathroom wondering what to do next. His new...

First Time
3 years ago
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Me And My Roommate Enjoy A Slut From The Bar

It was supposed to be a celebratory night for us. My good friend had just been promoted and we were supposed to meet at a local club to celebrate. I had just reached and ordered a beer when I got the phone call from him, “Hey bro, sorry man my girlfriend is free and we are spending time together. We will celebrate another day. Sorry man.” I never liked his GF, too controlling and well, kind of a bitch. She had a nice rack though so I understand why my buddy puts up with it I guess. I had no...

3 years ago
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My New Roommate

About six months after my divorce, I decided to accept the company’s long-standing offer and transfer to New York. Being a small-town guy from the Midwest, I was a little intimidated about moving to such a big city, but I felt like the change would do me good. Most of my friends had been my ex-wife’s friends first, so I was beginning to feel isolated. If some woman had come along in those six months to pique my interest, I might have stayed longer to see if the relationship might go somewhere,...

Gay Male
2 years ago
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Roommate Wanted

Marie’s survey of the kitchen was slow and methodical. As she scrutinized the room, she took a deep breath and a much needed break. She had washed all the dishes, mopped the floor, scrubbed the sink, waxed the dinner table, and organized the food in the pantry and fridge and freezer. And yet, the nagging feeling that she had missed something remained. Maybe she hadn’t been thorough enough with the sink, she fussed. Maybe it needed the toothbrush treatment, she thought to herself, not without a...

4 years ago
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Bisexual Roommate And Hot Gangbang

Hello everyone, my name is Anuj and I am from Gurugram. This story is not mine but of a fan which he sent me. I will tell this story in his own words. My name is Vishal. I live in Bangalore, I am 27 years old and work in MNC. I live in a flat in Bangalore, with college friend Rahul. My roommate Rahul works in another company. We live in a flat which has 2 bedrooms, an open kitchen, a dining room with a TV and a sofa set. This flat belongs to Rahul. My story starts one year back when only Rahul...

Gay Male
3 years ago
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Charlenes Roommate

Charlene was dressed like a high-school girl, and a prudish one at that - white blouse buttoned up to her neck and tucked into a pleated gray skirt that came down almost to her knees. Not that the skirt length made much difference with her legs being totally covered by white stockings.Tommy wasn’t even sure he wanted to admit knowing her. And such a shame too, he thought. Charlene was a pretty girl – not too short and not too tall, petite, but shapely, blond hair to her shoulders, blue eyes and...

College Sex
4 years ago
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Charlenes Roommate

Charlene was dressed like a high-school girl, and a prudish one at that - white blouse buttoned up to her neck and tucked into a pleated gray skirt that came down almost to her knees. Not that the skirt length made much difference with her legs being totally covered by white stockings.Tommy wasn’t even sure he wanted to admit knowing her. And such a shame too, he thought. Charlene was a pretty girl – not too short and not too tall, petite, but shapely, blond hair to her shoulders, blue eyes and...

College Sex
1 year ago
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Watched by My Roommate

My wife and I had been dating for about three months when I got a new roommate. Jason was decidedly gay, though he did a good job of covering it up. As far as roommates goes, he wasn't a bad one at all. Most weekends he was gone and didn't come back until late Sunday evening, so on those weekends that Laura and I were strapped for cash and couldn't afford a hotel off base, it was nice to know that we had some privacy in my room. Because it was a training command, having a guest of the opposite...

Bisexual
2 years ago
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Roommate Issues

James and I had planned to get married for the longest time. It seemed to take forever for him to find the romantic moment for him to kneel and ask me to be his bride.The ring was perfect. I said YES!I was so excited to finally plan my wedding. I had been imagining every detail since I was seven or eight. I knew the kind of dress I'd wear, the church we would have it in, the way I would look as I walked down the aisle to become Mrs. James Hook. It would be beautiful. I would be beautiful. It...

Lesbian
2 years ago
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My Roommate Takes My Girlfriend

After I graduated from college, I moved in a new apartment and shortly afterwards met my girlfriend Becky. I’m not a very attractive guy, so I was incredibly lucky to have managed to get her. At the time, Becky was twenty-five and a total knockout. She had a cute button nose, a killer smile, and long, dark brunette hair, which she usually put in a pony-tail. She worked out a lot, and her body showed it. She had a small, tight butt and a slim, defined torso. Her breasts were a large C cup, full...

2 years ago
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The First Time I Secretly Recorded My Roommate

I wanted to share another story, about the first time I secretly recorded my roommate. By this point we had been living together for over a year. I had the pleasure of listening her have sex with various guys on a number of occasions. It still didn’t happen often as she often waited until I was out of the apartment (between that and the cleaning she really was a courteous roommate).On the few times she had come home with a guy for sex, I had taken to listening behind my door. I would bring a...

2 years ago
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A College Roommate Visits And Husband Gets His Wis

Three days before Maire’s visit I asked Terry that we abstain from sex so that we will be both revved up for her visit. She agreed. From that first time through the last several nights her enthusiasm for fucking me in the ass had steadily diminished. The impending visit of her college roommate and what might take place between the three of us was on her mind, to the point of distraction. She told me she was thinking of Maire’s visit several times a day, sometime an hour. “I really liked sex...

3 years ago
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Blackmailed Roommate8217s Girlfriend

Hello everyone, I am Aakash from Bangalore. I am 24 years old working in it company. I am staying at flat with my friends. Thanks for your feedback to my last story. This sex story is about how I fucked my flatmate’s girlfriend by blackmailing them. We are staying together for last one year. He has a girl friend. She used to come at home many times. But I didn’t know that they are into physical relationship also. So one day I returned from outside. I had spare key and he didn’t lock it properly...

4 years ago
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My Roommate Takes My Girlfriend

After I graduated from college, I moved in a new apartment and shortly afterwards met my girlfriend Becky. I'm not a very attractive guy, so I was incredibly lucky to have managed to get her. At the time, Becky was twenty-five and a total knockout. She had a cute button nose, a killer smile, and long, dark brunette hair, which she usually put in a pony-tail. She worked out a lot, and her body showed it. She had a small, tight butt and a slim, defined torso. Her breasts were a large C cup, full...

4 years ago
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My Roommate Takes My Girlfriend

After I graduated from college, I moved in a new apartment and shortly afterwards met my girlfriend Becky. I'm not a very attractive guy, so I was incredibly lucky to have managed to get her. At the time, Becky was twenty-five and a total knockout. She had a cute button nose, a killer smile, and long, dark brunette hair, which she usually put in a pony-tail. She worked out a lot, and her body showed it. She had a small, tight butt and a slim, defined torso. Her breasts were a large C cup, full...

3 years ago
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When Did My Roommate Get a Girlfriend

Here's the next installment of a story in search of a video.Setting: living room of an apartment. Nothing fancy. It has typical living room furniture - coffee table, couch, armchairs, TV. There’s a closet by the front door. This is an apartment for college girls.We see Cristy, an attractive young woman enter. Medium height. Dark hair. Could be kind of curly, down to around her shoulders. She has a club outfit on. short skirt, shiny. There should be a cutout in the skirt. If not, a slit up one...

1 year ago
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Roommate revenge sex

This happened when I had a girl roommate in college. First it's important to know that whenever we both got bored, we would fool around and sometimes have sex even though we never really dated. We shared a bathroom but whenever she used it, she had to walk all the way across the apartment to get back to her room since they were on opposite ends. One day when I had some guy friends over, I thought I'd play a prank on her. My friends and I were playing video games in the living room when my...

Erotic
1 year ago
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The Roommate Agreement Chapter 2

I did my best to act business as usual around him, and for the most part I succeeded. That is, unless Gavin was around. And as Vincent had moved out of the dorms and in with his new fiancée the week prior, Gavin was now around a lot. I couldn’t face him, couldn’t even see Gavin without the feeling of guilt eating me alive. I felt an almost physical pain even being in the same room as him, so like any brave, moral person, I hid my shame, lied my ass off, and ran away every time he was...

1 year ago
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The Best Roommate Ever Part I

Unfortunately, sex was about all she loved. Tina and I had been together for about seven months. After the sixth month she and I decided it was time we moved in together. We fucked from sun-up to sun-down, left to right, all over the apartment. I had just gotten a good job in Providence and I met her as soon as I moved from Buffalo. I was staying in a hotel for the first few weeks and she helped me find the apartment. It was a big, three bedroom house with two stories, a fireplace, and...

1 year ago
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The Roommate Agreement Chapter 2

Two weeks passed and, like I hoped, the incident between Eric and I had either been completely forgotten or ignored. I prayed that it was the former, but as Eric didn’t seem to be treating me any differently from before, I didn’t particularly care.I did my best to act business as usual around him, and for the most part I succeeded. That is, unless Gavin was around. And as Vincent had moved out of the dorms and in with his new fiancée the week prior, Gavin was now around a lot.I couldn’t face...

Straight Sex
4 years ago
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My Roommate Wins

"Oh My God! Fuck me! Harder baby! Fuck me with that big, black, cock!" These were the sounds that greeted me as I walked in the door after a long day of work and class. It was the normal thing, and probably wasn't the first time they had been fucking today. Anna was an insatiable redhead, and Ty was like a machine. Even if he had just cum, it seemed like he was always ready to fuck again. It was normal for them to fuck multiple times throughout the day. For once they had actually made it to the...

4 years ago
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My Sissy Roommate

I swear he’s always like this. So worried about everything. I don’t know how the kid has survived this long. Probably because I’m always here to calm him down. It’s kind of funny, not many people can see Andrew and me as being friends. Him being a meek, petite, nerd who’s often confused as a girl and me a muscle-bound, jock who gets all the girls. We’re complete opposites from each other. And yet, Andrew and I have always been best friends. We grew up next door to each other, I’m always...

2 years ago
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Roommate Shift Ch2

Last night was the second time they had sex. Now this was the second time today. Just like the last two times, her need, her lust, controlled her body. Forcing her to submit to her roommate, regardless of the fact that she was a lesbian. And what was a lesbian that craved cock? Cindy didn’t know. All she knew was that she couldn’t deny it. Her tits slapped together as her body shook to Robert’s thrusts. Shivers of pleasure ran from her well pounded twat to the tip of her scalp. She moaned...

3 years ago
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Janices Roommate Part II

I was back at J’s house a couple of days later. After fucking J to sleep, I lay sleepless in the bed beside her. Once I was sure J was sound asleep, mainly because of her girly snores, I got up, put my pants on, and decided to wander a little. A quick glance at J’s clock on the nightstand told me that it was 2:00 am. The rest of the house seemed quiet, and I wondered if it was too late to run into J’s roommate again. She was probably busy since her boyfriend had spent the night too. Even if I...

Cheating
1 year ago
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The Sexy Roommate

Eighteen-year-old Katherine Sparks moved into her dorm room to find gothic-looking posters up on the right side of the room. She planted her box of stuff on the single bed on the left. A busty pretty girl with long black hair in a black skirt and short cut top with heavy gothic makeup on walked in. She turned to her."Hi, you must be my roommate, I'm Nina Davis," she said and shook Katherine's hand. "Katherine," Katherine replied. Her blue eyes lingered down to her roommate's bust and...

Lesbian
4 years ago
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The Roommate

Chapter 1: Doin' The College Thing It's hard to believe you finally did it. You really made it to this point in your life. Have you actually gone away from home? Have you actually come to college? Are you actually standing in your own room at Western State College? You can't believe it. It seems like only yesterday that you started High School and suddenly you are out on your own and moving into your own Dorm room. You're not sure you are really ready for this. In fact, you aren't even sure you...

2 years ago
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Life Gets Better Part Two The New Roommate

 Brian looked down at Stacy. He couldn't believe he might be fucking these huge tits for the last time. The two of them had a good thing going on between them for these past three months. They both had decided not to put a label on their relationship. Instead, they just enjoyed each others company, as well as fucking each other to the point of exhaustion. All of that would have to was on hold for now. Stacy and her ex-husband had agreed to go on a long trip together. It was their last attempt...

Interracial
1 year ago
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My Girlfriends Roommate

Back in college I was dating this girl Shannon. She was on the school volleyball team so she was in incredible shape. The only problem was that, during the season, she was often busy, and when she wasn’t busy she was tired. This often left me lacking when it came to sex, and I would often be left to take care of myself. When she wasn’t in season, though, she could and would screw me until I couldn’t take it anymore. I think it was part of her off season training plan to stay in shape. After a...

College Sex
4 years ago
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My Sons Roommate

Something happened to me not long ago that altered my life. I am not a gayman. I have never liked gay men. I could never imagine how a man could besexually attracted to another man. It's unnatural. I always believed thatit surely must be against God's will.When my son, Mike, moved into his dorm room at college during his Freshmanyear, his mother and I visited him to make sure he was comfortable and thatall arrangements were satisfactory. We met his roommate, Tom. He seemedvery nice, and...

4 years ago
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Mind control of roommate

As I approached the dormitories at the beginning of my sophomore year, I have to admit I wasn’t entirely happy. I’d had such a great roommate my freshman year that I wasn’t looking forward to a new one. No, it wasn’t what you’re probably thinking. My previous contentment had nothing to do with sex, since Gerry had been totally straight and not at all physically my type; but he was smart, funny, neat, and tolerant, and, in short, perfect to live with. When he decided, over the summer, to get an...

3 years ago
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My Wifes excollege roommate Part 1

I was parked at the airport waiting for my wife and her ex- college roommate. Ami. Linda’s friend was arriving from overseas where she had lived the past 5 years. Linda and I agreed to let her stay with us until she could find her own place. I had only met Ami for a short time five years ago at our wedding and I enjoyed the idea of her being with us. Ami was a tall thin chocolate colored woman with very nice perky looking breasts.I knew that they were very close but was not able to spend any...

Trans
2 years ago
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THE ROOMMATE

Foreword: This entry is a direct continuation from my previous stories. Basically I’m just telling all of the most interesting and exciting sexual stories of my life in chronological order. I will try and include enough back story for a new reader to be able to jump right in, however I apologize if I fail to provide enough. In short, if you want to get the full effect, you may want to read the entire thing from the beginning. Thanks and enjoy. The RoommateJune 2002In the summer of 2002, I was...

2 years ago
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The Roommate Part VI

"The Roommate" (Pt. VI) Ted had watched me from the kitchen window as I pulled down the driveway. He'd also seen Jack! "Shit," he said aloud but under his breath at seeing Jack out in his yard and then realizing that he must have seen Laine! "Well, let's test the theory, see if it'll fly," Ted continued to himself as he grabbed his baseball cap and made his way out to start in on the yard work. He was inside the garage checking his mower over as...

4 years ago
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My Sissy Roommate

“Relax, Andrew. It’s just a party. Yeah, sure there will be girls there, but it’s not like they’re serial killers or something,” I tell my best friend as we make our way to the party. I swear he’s always like this. So worried about everything. I don’t know how the kid has survived this long. Probably because I’m always here to calm him down. It’s kind of funny, not many people can see Andrew and me as being friends. Him being a meek, petite, nerd who’s often confused as a girl and me a...

4 years ago
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My Best Roommate

You hate your job. You hate the long hours you have to work. You hate your fat, sweaty, incompetent boss. You hate the work you do and your clients' demands which are equal parts incessant and annoying. You hate that your job pays too well for you to quit. However, despite all the bullshit you put up with, your week is finally over. And working there has paid off in at least two ways. The first comes in the form an apartment that qualifies as more than just "okay." The huge living room packed...

2 years ago
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My Hostel Roommate Surabhi

My name is Fathima (34-25-35). This story took place when I was in my second year of the degree. I came from a very traditional Muslim family where I had to follow a strict dress code everywhere, even inside my own house. Everything had changed from the time I started living in a college hostel. I was free from those vigorous rules. Since my native was very far from the city I lived in, my parents visited me very less. This, in turn, resulted in me getting sufficient pocket money every...

Lesbian
2 years ago
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Raped by drunken roommate

This incident happened when I was staying with my bachelor friends. It was a 2 BHK flat where there were 5 boys staying together including me. We used to have drinks almost on a daily basis and were enjoying our lives as roommates, but none of us were involved in sex with each other as there were no gays in the group.We had 3 spare keys for the main door and any of the 2 roommates would keep each of them, and last key, we normally keep in the nearby bakery to avoid any last minute confusion...

3 years ago
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Straight Roommate No Inhibitions

Most people don’t have good experiences with their roommates in college. Not me. In fact, I can still remember my freshman year vividly…It had been a chaotic day of last minute shopping at Target. My parents and I had spent the better half of the day trying to get everything an eighteen year old would need for his first year. After piling everything into the car, we trudged into the entrance of Marks Hall, where I would be spending the next eight months of my life.203…. 204…. 205…206… I...

Gay Male
3 years ago
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My College Roommate

I arrived at my university in Colorado in late August for my freshmen year of college. Orientation and classes were starting and I was eager to meet my roommate. Lee had been on campus all summer prior to me arriving. He was a Linebacker on the football team and was also a true freshman like me. Lee was up early each morning and very busy each day but had time to help me with orientation, building locations, and introducing me to other guys on the football team. He seemed like a great roommate....

2 years ago
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Roommate Romance

“Where are they sending you this time?” Grace asked her roommate Hailey as she noticed her stuffing a suitcase.“New Orleans,” Hailey quickly responded.“What happened down there?” Grace probed trying to pry for more information.“Just a routine software upgrade, shouldn’t be more than a couple days,” Hailey replied, continuing to pack without averting her gaze.Grace slumped a little with a slight nod. Hailey had become somewhat distant recently and it was becoming increasingly apparent. She no...

Spanking
3 years ago
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Roommate Romance

“Where are they sending you this time?” Grace asked her roommate Hailey as she noticed her stuffing a suitcase.“New Orleans,” Hailey quickly responded.“What happened down there?” Grace probed trying to pry for more information.“Just a routine software upgrade, shouldn’t be more than a couple days,” Hailey replied, continuing to pack without averting her gaze.Grace slumped a little with a slight nod. Hailey had become somewhat distant recently and it was becoming increasingly apparent. She no...

Spanking

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