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1 year ago
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My Dominant Sissy

With the news that one of our largest customers, a clothing company that specialized in apparel for the black urban hip hop scene, was considering going with a marketing firm that was more in touch with there target market, Anthony and I were chosen to go and try to save the account. I had worked my way up the ladder (Director of Marketing) with the company over the last couple of years, while Anthony was a relatively new to the company. Anthony was hired for his uncanny since of style and had...

1 year ago
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Trained by The Tranny

I have always been considered a strong athletic straight black man. I have fucked a plenty of women being an executive in a high profile position. I had everything a man could ask for Power, Property and Plenty of Pussy. Well in life, all things change. I had just landed another two million dollar client and was out celebrating with friends over a local bar. I was feeling real good and I never believed in going home alone…..so why should tonight be different. Then after a few or too many drinks...

1 year ago
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Smooth Sensation

God I was glad to be home, a two-hour train nightmare. Every stop from Liverpool Street London on the 6pm slow train to the dreary little Essex village that was the only place I could afford to rent a studio flat. My only consolation was the bag of goodies I brought in my lunchtime and the anticipation that tomorrow was Friday and my big night in with my mysterious blind date. I had been living in my little studio flat for about a year and I have to admit, after a string of disastrous...

1 year ago
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Taping a Train

Ever since I took the leap and became and transformed my body into the one I was supposed to have I have never been happier. I love my soft skin, long dark hair. When ever I can I will look in my mirrors at home while naked and rub my hands up and down my body, feeling my big D cup breasts then running down my flat belly to my 7 inch clit and around to my perfect round ass. I've become I guess you could say promiscous since my transformation. I just cannot get enough sex, its almost like I'm a...

1 year ago
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It was a very enjoyable and naughty evening

I was living in Phoenix, AZ and I was very horny one night. I liked to do a little POV action and would often pick up a sexy girl strolling the infamous Van Buren Street. Van Buren is one of used to be one of those streets with lots of hour rate motels and lot and lots of working girls. While driving about looking for the right girl to approach and get the hourly rates I pulled into the local Airport adult video store to watch some Porn in the Arcade. I went in and got change for twenty and...

1 year ago
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She was male

Near my home, a red light is the hub of prostitution in the town. Personally, I have no interest in having a prostitute but some of these sluts are nasty and attractive. Among them there was a tall blond green-eyed chick whom I had a special feeling to her. She had such a sex appeal that I could not resist staring her. Her name was Ashley. She always smiled at me and she had such a behavior I sometimes thought we knew each other. Her sexiness ignited my imagination so I decided to pick her up....

1 year ago
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His and Hers Tits Temptation and Proposition

Canada is a progressive and liberal country. Toronto is its largest city and an incredible place to find state-of-the-art hybrid sexual beauty. Let's talk tits, for example. Young girls with cunts get new and enhanced tits every day. Now it's wonderful to see young girls with cocks get the same high-tech sensual vision. First let me tell you that the old phrase, "the best of both worlds," is much too trite to describe the modern TS from TO. These women ARE women. That they have pretty cocks...

1 year ago
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The club

"Okay ladies," Missy said to her guests, "relax and get ready because I have a very special treat for today's meeting!" "What is it?" and excited Jayne asked while removing her sweat shirt and jeans. "Now you know better than to than that" Missy replied with a giggle to the buxom twenty five year old. "You don't want me to spoil the surprise do you?!?" Sixty three year old Anna who was already naked on the sofa with a thick fat dildo buried in her gray haired cunt looked over to Audra and...

1 year ago
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Freshy

It was to be my first day of highschool. I had spent a week out of town on the East coast and had already missed the first three days of school. I had my class list, books and the usual items and went to school. School was kind of a bore during the day. Finaly 8th. period came along. As I was aproaching my class a senior started talking shit. I was about to deck him when a teacher approached and broke the whole thing off. She was HOT. she sent us on our seperate ways and I went to class with a...

1 year ago
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Alabama Nan Behind A Closed Doors

"How's chinese?" I asked Karen. "That's fine Nan. Is this a real fancy place or what?" responded Karen from the bathroom. "It's your regular mom and Pop, type restaurant. I'm going to dress casual." "Sounds fine by me?" said Karen. My stomach growled, so I quickly put on black low cut bra and matching bikini panties. "Karen, I hope you don't take long - I'm starving." "Little sisters are such pains. Don't rush me Nancy." I shrugged my shoulders. I pulled my jeans on and slipped into my pumps. I...

1 year ago
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Tranny Fuck

This is a true story. Its about midnight, and I'm horny a fuck. Couldn't find one of my late night freaks to come over and milk the cow, so i headed over to the east side to see what was going on at the strip club. As I get off on the exit, there's this long road that leads to the strip clubs. Its dark, on this side of town there's no street lights, so you can barley see who's who. I approach a stop sign and to my surprise its 4 or 5 woman hanging on the corner. This one particular female...

1 year ago
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Alabama Nan Round 1

It had been three years since I had last seen my family for the holidays. I don't go see them often because none of them understand me, except for my older sister Karen. This year I got brave again and decided to go see them for Thanksgiving. Knowing how much coming home bothered me, Karen was coming up to Atlanta from Mobile to get me. As I waited on Karen, I began to fantasize about what Karen would or would not be wearing upon her arrival to my apartment. Thinking like that, got me horny...

1 year ago
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Alabama Nan Round 2

I looked at Karen and said "What the hell do you mean Round 1." Karen gave me no answer. Instead, she removed her shirt and began to spread some of my cum on and between her tits. Watching her do this, quickly got me hard again. I licked my lips and purred. I knew what Karen had in mind. It was something I just loved doing, I was going to fuck her 40C's. "Slide to me," said my bared tittie, cum covered sister. I did as was told. I was soon back in the world of sexual bliss. Karen wrapped her...

1 year ago
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Alabama Nan On The Road

On the way home from work, I thought about the stuff Karen and I had packed. I wanted to be sure I had packed everything I needed for the week long stay. By the time I reached my apartment, I was certain that I had everything. I opened the door and yelled "Get our bags Karen. It's time to go." "I'm way ahead of you sis," replied Karen. I looked by the couch and saw that all the bags were lined up and ready to go. Karen came out of the bathroom and her attire got me hard instantly. She was...

1 year ago
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Be Careful in the Park

My God! I was going to get raped. And the people I thought I knew, if only slightly, were going to do it. I could just make out in the dim light from the moon the members of a local street gang that were about to extend their escapades to include rape. There were six of them, a street gang I had seen around my ‘patch’. They had never given me trouble and I thought they had me pegged as a sad old transvestite cruising for trade (which I was). They were all young, fit and no doubt full of the...

1 year ago
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Trannys Feminize Dandy Boy Sequel

So being feminized is a sort of intimate experience? Believe me it's more than that! In fact I don't know how I can say everything about how I feel now or then when it started happening to me. But that's how my life goes. Things tend to get done to me. However much I try to regain control of my life I find others dominate me. For those of you who haven't read my story so far it is basically this: I was an effeminate schoolboy and all my friends knew I was not cut out for macho things. Then one...

1 year ago
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The Shop

Every day I had passed the shop, and longingly looked in the window! Once or twice I had plucked up the courage to venture in and touch the beautiful pretty things! This was to be one of these times. I was still at school, and this shop was in a little shopping quad that I had to out of my way to get to. Quite a bit out of my way. But here I was again, the door bell chimed as I pushed it open; I timed it so there was a woman going in at the same time as. My theory was that she looked like she...

1 year ago
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Superstar fun an evening to remember

Starting with a little history, let me say that I started getting into tranny fun back around 1990. I went on a visit to New York and had always been an avid reader of Screw magazine/ newspaper. Before the Internet was in full-bloom it was distributed nationally to all cities around the country and had a very extensive female escort and especially tranny escort section with pictures (it went out of business in 2003 coinciding with the explosion of the Internet). My cock would get pretty hard as...

1 year ago
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A sexy surprise

I was sitting in the bar after a hard day’s work at the conference looking forward to a couple of drinks then a good night’s sleep and a late start tomorrow when she caught my eye. She walked in and took a seat on the other side of the bar, sliding her curvy figure onto the barstool. She was absolutely gorgeous, tall (almost as tall as me), with olive skin and shoulder length dark hair. Her make-up and jewellery were understated but classy, adding further to her allure. She was dressed in a...

1 year ago
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Be Careful In The Park

Note : This story is completely fictional! My God! I was going to get raped. And the people I thought I knew, if only slightly, were going to do it. I could just make out in the dim light from the moon the members of a local street gang that were about to extend their escapades to include rape. There were six of them, a street gang I had seen around my ‘patch’. They had never given me trouble and I thought they had me pegged as a sad old transvestite cruising for trade (which I was). They were...

1 year ago
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Fill er Up

It had been nearly a year since it had all started. The emails back and forth, late night text messages, and the pictures…Ohhhh, the pictures. It had taken me nearly 2 months to get her to send me one. Well, one like I wanted. I remember the very first one she had sent. She was gorgeous. Black hair, dark eyes, tan skin, and cleavage as deep as the San Fernando Valley. She had great tits. It didn’t take me no time to get her to show me them puppies, But I really wanted to see that pussy and ass....

1 year ago
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Big surprise from petite brunette with nice size breasts

I was at a conference and it was boring as usual. The second night I went to the bar ordered a drink and sat there sipping on it. The bar was crowded and when a very petite brunette asked if anyone was sitting next to me I was so glad. She introduced herself as Marci and I said hello, I'm Ben. She had 2 drinks to my one and with each drink it seemed as though she was getting friendlier. Now I'm an average looking guy nothing to brag about but obviously she saw something she liked in me. We had...

1 year ago
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My first encounter with a tranny Part 2

We laid there touching and feeling each other’s naked body as my wife dropped her bags and said “seems like you two were having fun”. I introduced her to Judy who patted the bed and said “why don’t you come join us?” I will, let me freshen up first said my wife. Now my wife is one hot piece of ass, she’s about 5’1 and weighs about 160, on a count of her double D boobs. Her long beautiful hair reaches down to her butt, and she has a very pretty delicate face. Her best feature I would have to say...

1 year ago
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My Lesbian Shemale Experience

Me and my friend Sarah was driving to Calfornia , for Summer Vacation. SO we packed our bags , and sat them at the door , and we were ready to go , and then my friend Sarah had to go pee, man was i mad , when she said that, because i just wanted to hit the road. so i waite until she was done, and then we were on our way. by the way she was wearin a short skirt and her shaved puss i coudl see, and i was wearin a skirt, with a thong. she was so excited that we were going to Calfornia, and so was...

1 year ago
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Shemale Fantasy Suck Fest

This story is completely fictional - in fact it is a fantasy of mine that I will describe in great detail, contact details are at the bottom if you want to make this a reality! I arrive at your house on the evening. You let me in and show me to the spare bedroom. I walk in and close the door behind me. It's all there laid out on the bed and on the dresser. It's my outfit for the night along with the makeup. And everything is just the way I like it. Before I get changed let me tell you a little...

1 year ago
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Trannys Feminize Dandy Boy

"Yea I thought the singing was OK but I don't really go for that style too much" "And the girls?" Brian prompted me. "Oh come on Brian leave him alone we all know he's not really interested in girls." "Give him a chance, people can change! Perhaps Carl's developing an eye for them now eh Carl?? I mean they weren't bad looking. So, apart from their style what did you think of them?" I was together with Mike and Bryan and a number amongst many of my old school friends. The local pub had got in...

1 year ago
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The Ultimate Cock Ball Torture

I miss my cock. Sometimes. I had one once - one of my very own, connected right to me - but now it's gone. Never thought I would miss it. I'm sure you've guessed by now that I am a full transexual. I had the boob job and started hormone treatment years ago and felt much better as a shemale than as a male. Just being gay I got my share of cock to suck and to be fucked by, but as a shemale I got so much more I couldn't believe it. For the most part I still loved my own cock too, but a year ago I...

1 year ago
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Trans Sexual Clinic 04

It was some six weeks since Johnny had attended the clinic with Wendy and now he found himself wanting to go there more and more. He could not get DR. Francine out of his mind, he desperately wanted to have her hard cock in him again as he fantasized about leaning forward and sucking on her delectable tits. The thought of his cock rubbing against her body as she fucked him up the arse was almost too much. He called Wendy at work and asked if she could and would book another appointment at the...

1 year ago
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Shocking shemale surprise

I had been out with friends partying after a professional basketball game and reached my hotel around 12:00 I wasn't yet tired and not needed anywhere the next day I decided to call for a massage. I had an adult newspaper and really didn't read the add. I basically called the first number I came to. The operator asked what I wanted and I suggested a petite blonde. Her reply was she had the perfect girl though it would be about an hour due to the traffic from the busy night. I took a shower than...

1 year ago
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Robbed And Raped

Note : This story is completely fictional! I was in the ensuite off the bathroom applying the last of my make-up to complete my transformation from Martin to ‘Michele’ when I heard the disturbance. My wife Kerry was waiting for me in the bedroom nursing a gin and tonic. We had just returned from a boring party and I had convinced Kerry that tonight should be our ‘monthly special’. Kerry and I are in our mid 40’s and she has known about, and tolerated, my crossdressing from early on in our...

1 year ago
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Fetish party with a twist

The smell of rubber and and the combination of the strobe lighting was overpowering, the techno sound of the club just added to the already intoxicated atmosphere of the place. The club was a frenzy of half naked, latexed, rubberised bodies covered in sweat dancing to the frenzied sound of techno which was flooding and filling every square inch of the warehouse. So far the party was in full swing, if you got tired of dancing, you could go and watch one the many shows in different parts of the...

1 year ago
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My Sex Change

It was the day I had been waiting for. My bags all packed, two years of saving and working hard and I could finally go on my round the world trip. I said goodbye to my friends and family and checked myself onto the plane. First stop; London. With my final waves and promises to return with presents I walked through the doors and sat myself on the plane. It was finally happening. The cabin crew began with take-off instructions and I began to force myself to sleep- 15 hours of flying ahead.........

1 year ago
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The glory hole of shemales

I walked in to a adult book store where I was heading for the glory hole in the back I have been there be for and know its safe.. I walked to the tooth I normally take and found it locked and some one was in there. So I walked to the one that had the x on the door wonder why did not hit me yet. I closed the door and popped my 20 bucks in the player and pulled my pants off I did not want cum or lube to be on them and hung them on the door. I picked anal blowjobs for the movie and lubed my self...

1 year ago
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Gambling debt 3

On the next day at 5 am my cell phone rang. When I answered I heard Shawns’ voice. Shawn asked me what time my wife had to get up to go to work and I told him that she usually got up at around 7 am. Shawn asked how I slept and I told him that I could not sleep that night. Shawn then told me get in front of the webcam so that he could make sure I was following directions. Shawn then told me to go put my nose in the corner, put my hands down to my side, with legs together, and stand straight...

1 year ago
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Fulfilling A Girl s Male Fantasy Part 1

"Get undressed," the pretty brunette told me, and I obeyed. She was called Jennifer, we'd met the night before at the rock nightclub, and I'd thought that she looked gorgeous in her goth make up so she invited me back to her place. It turned out that she was eighteen and still living at home, so we locked her door and did our best to keep quiet as we fucked the night away. Now it was noon, her parents were at work, she was on half-term break from sixth form college, I had the day off uni and we...

1 year ago
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My wife and I switch roles

One night my wife Stacey and I were laying in bed. She told me that she had a dream that she used a strap-on dildo on me. She told me that she would like to try it and started to rub my cock. I started to get hard as she started to talk dirty. She went down on me and started to suck my cock. When I started to get close she stopped and looked at me and asked if I would let her be the man for a night. I was so close that I agreed and then she finished sucking me off. A couple weeks went by and I...

1 year ago
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Trans Sexual Clinic

Johnny, 5 ft 10 inch tall slim build male, his girlfriend was Wendy, 5’5’’ blonde petite figured female with 36 A bust. Wendy had noticed over the last several months that every time she and Johnny made love he was becoming more and more engrossed with her anus. It had started with him probing with his tongue while licking her pussy, and when she did not object her then started to insert his little finger progressing to his index finger. Last night he had hinted he wanted to slip his penis into...

1 year ago
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I Knew Her Secret

I had a serious crush on the postal lady, I would wait on her until I saw that she was coming and then I would either make up some reason to go outside and exchange words with her or I would watch naked from inside of my house. I know it sounds perverted but I just couldn’t get enough of her. Her name was Marla. Obviously, she wore the whole postal get-up with the blue shorter than usual shorts on a daily basis. Usually the post ladies when they wore shorts they would come to the knee, Marla’s...

1 year ago
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Sauna Special Service of a Kind

My name is Yaki, a shemale in Tai Chung, Taiwan. One Saturday afternoon, I dress in my usual lady costumes and go to the sauna palour on Daya Road with my three CD friends. This sauna palour is really gorgeous. It occupies three floors with over 20,000 ft in area. In their usual manner the waiters greet us at the reception area in unison and lead us to the changing area. We have been here a few times before. This place does not preclude entrance of cross-dressers, so I often come here to enjoy...

1 year ago
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Weakened and Taken

It started simply enough. I see an attractive woman at the hotel bar and offer her a drink. She accepts and we converse. Soon, we are laughing and joking like intimate friends. She recommends that we take the conversation and drinks to her room, and I agree. I allow her to walk ahead, not only to lead the way, but also so I can admire the extreme curves of her ass. The sight of their provocative sway entices me, and I feel myself harden. She stops at her door, and with a sensual glance, opens...

1 year ago
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Webmeets Diary Chapter 3

Note to the reader: In this diary I will tell the stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible. I'd been using the swingers' site for more than a year but still had not managed to fulfil any of my fantasies of bisexual threesomes. So it was a very pleasant...

1 year ago
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The best of two wolds 2

Nicky packed her bags and we went to my car. It was a short drive to her apartment. As I followed her up the stairs to the second floor I could see her big dick clearly visible under the short dress she was wearing. I was getting hornier be the second. The inside of her roomy apartment was filled with pictures and statues. It was all done with class and good taste. - ‘I will get ready first’ she said. - ‘Get yourself a drink from the bar’. I made a couple of drinks and sipping on one I followed...

1 year ago
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First time anal for young man

Over the past few years, Danny had desired the need to be penetrated. To be bent over and thoroughly shafted. He didn't consider himself gay, but still felt the need for some anal action. He first discovered his longings whilst he was masturbating. One day, out of curiosity he placed a finger in his arse. The orgasm was heightened and was far more intense than usual. From that day onwards, Danny had entered the world of anal sexuality. After many months of experimenting, often with dildos or...

1 year ago
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Shy girl with a big secret Part 2

After Maria unloaded her seed in my mouth, I was amazed at the flavor, for it was sweet like sugar but had a bit if a salty tang. I kept most of her seed in my mouth, turned around, and kissed her full on the lips, letting the delicious cum flow from my mouth to hers. As this was going on, I started to rub her rather large breasts. They were silky soft and her nipples where like little mountains in an open field. After I drained all of her cum into her mouth, I started to suck on her tits....

1 year ago
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Lost bet

It all began as a bit of a joke really. We'd all been out clubbing in some raunchy nightspots and were still high on the atmosphere. As the night wore on and morning was quickly rearing its bright and beautiful head, the group began to dwindle until only three of us were left. My husband Phil, my best mate Lisa and of course me. My name is Helen and what follows is a story that we three will never forget. Lisa lived far away so, we invited her to stay at our place. She readily agreed but...

1 year ago
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The Sheriff

I am Steve a Deputy with my local Sheriffs Department. I am 29 years old 5’9” and weigh 165 lbs. My wife Sarah also works at the Sheriffs department she is 27 and a has 36DD breast. Sarah is a office worker. We have both been good employees and have not been in any trouble since we started working there. Although a scandal has ran through our small department with a couple people being indicted. On one Friday I received a phone call to go to the Sheriffs Department after my shift ended at 7 pm....

1 year ago
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First time Crossdressing

I am a bisexual man, meeting straight, bisexual or gay men for our sexual pleasures. I post messages on various message boards like Squirt and Adam4adam that allow members profiles and posting messages. I also post to local Yahoo groups in my area that allows one to post messages to a small geographical area or to a distant user group. However, the best place to find no-strings attached meeting is on Craigslist where you can post an advertisement for a geographic area in a personal group erotic...

1 year ago
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Fulfilling A Girl s Male Fantasy Part 2

Since our first meeting had gone so well, Jennifer and I started going out together. Other than the fact that in the bedroom I was the "man" only about half the time, it was a fairly normal relationship, apart from possibly being even more open with each other about our desires. One day a couple of months after our first encounter, we were both in her room talking and listening to music. "Kat's having a party next weekend," she told me. Katrina, Kat for short, was one of her friends, who I got...

1 year ago
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The Sheriff Part 2

I had trouble sleeping that night because every time I closed my eyes I had visions of me on my knees sucking The Sheriffs cock. When my wife Sarah and I got up at around 9 am she told me that she had to go shopping items for the vacation. Sarah took measurements of my body from head to toe. I asked Sarah what she needed measurement to buy but she told me that The Sheriff told her she could not tell me what she was buying. Sarah returned from shopping at around 8 pm. I asked her where all the...

1 year ago
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Mistress

My wife (Airlia) and I are open minded when it comes to sex. We are pretty much into everything, but at the moment we found ourselves going to a for a bit of fun. We have been to our mistress four or five times so far and we both enjoy watching the other getting abused, especially Airlia when my mistress uses her strapon with me, but this session is one I will remember for a long time to come. I found myself standing, legs apart, my arms outstretched above me, cuffed to chains hanging from the...

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