Tranny in Toronto Chapter 2
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Introduction: Message me on forums and tell me whether you like my story or not. Thanks. I wrote this story in an hour, let me know what you think about it. Have a happy Valentines Day. ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Discreet Couple Lookn For Valentines Day Fun – mw4t (DownTown T.O) Wife and I want to fuck a lovely female tranny on Valentines Day. Must be bisexual, message me. ________________________________________ Hello, I hope...
Anger management issues affect many men in today’s world, and teaching such men how to deal with their anger constructively is a huge part of my therapy. My name is Khadija Johnson, and I’m a Howard University-trained psychiatrist living in the City of Toronto, Ontario. I was born in the City of Atlanta, Georgia, but moved to the Capital region of Canada right after graduating from Howard University with my Ph.D. in Psychiatry in Washington D.C. in May 2000. Thirteen years later, I’m a dual...
Ok, fact of the matter is, this hotel is a dump. But it’s a really nice dump. I know that sounds a bit contradictory, but believe me when I say it’s not contradictory at all. It actually makes perfect sense. You see, it’s a bit of a rundown building, but it is loaded with character. When I hoboed over the years I’d usually try to find a very characterful derelict to live in. Often old train stations, believe it or not. They are often outrageously grand structures. So this place appealed to...
A trip to Toronto By Debbie Cybill It all began when I told my wife, Chantal, that I had to go to Toronto for a meeting at the university. This was a regular meeting that I anticipated with pleasure, for I should meet with old friends and colleagues from other universities. "You can't fly until you are fully recovered," she said, "Why don't you go by train?" I was recuperating from a spell in the hospital and this trip would mark a major step in my recovery, my first trip...
When we found ourselves alone at the party and grabbing food in our friends kitchen, Helen and I began small talk. She asked if I was transgender. I told her the truth, that yes I was and asked how she knew. She said that she would never have guessed that but Luci (our mutual friend) had told her. Before I could say anything, she said, "it's fine, I love that you're talking to me and you look amazing, would love to see that body in action!" I smiled. She asked what I did for a living and...
There were lots of Indian people at the intersection of Brimley and Lawrence walking by shopping at the nearby stores. I wondered how their lives were doing. It was almost Winter 2012, snow would be falling soon. I watched as a white Dodge Caravan pulled up towards the Tim Hortons. I quickly took out my phone and wrote down their plate number as they parked in the small parking lot beside the Tim Hortons. Two men came out, both brown males, around 30 years old, short black hair and brown...
Introduction: Hello everyone, I apologize for not writing any recent / new stories. Ive been really busy with stuff. Heres a quickie. Helen is a good friend of mine. When the following occurred, Helen and I had known each other for only a couple of weeks. We met at a party a mutual friend of ours was hosting and we instantly connected. To describe her, she was smoking hot. She was a blonde in her late 30s with piercing blue eyes, huge tits, firm ass and I believed to be a closet lesbian. She...
Introduction: Read Past Stories Before This One. I stood outside Tim Hortons with a small coffee in my hand, sipping away on a cool windy day. I looked at the cars driving by me, just waiting for the white van to show up. Two men from Craigslist messaged me and asked me for a Sunday afternoon fuck. I agreed to my first MMF threesome. They called it a MMT threesome and were really excited to fuck a prostitute, and not only that but they wanted a shemale really badly. They told me to come to...
The cheering in the stadium was deafening, and yet still Kenneth Lutz couldn’t hear much. He was too busy coming back to reality and focusing on the fact that he needed to breathe. For seven years Ken had worked his ass off to get to where he was now. Where he belonged. He had finally achieved his life’s dream - sitting on a stage, hearing people chant his name. For one glowing moment in his life, however long it would last, he was the biggest name in eSports. Ken wasn’t thoroughly stupid....
“And that’s it! That’s it! It’s over!” the commentator babbled into their headset. “The match goes to Klutz! I can’t believe it!!”The cheering in the stadium was deafening, and yet still Kenneth Lutz couldn’t hear much. He was too busy coming back to reality and focusing on the fact that he needed to breathe.For seven years Ken had worked his ass off to get to where he was now. Where he belonged. He had finally achieved his life’s dream - sitting on a stage, hearing people chant his name. For...
Voyeur“And that’s it! That’s it! It’s over!” the commentator babbled into their headset. “The match goes to Klutz! I can’t believe it!!”The cheering in the stadium was deafening, and yet still Kenneth Lutz couldn’t hear much. He was too busy coming back to reality and focusing on the fact that he needed to breathe.For seven years Ken had worked his ass off to get to where he was now. Where he belonged. He had finally achieved his life’s dream – sitting on a stage, hearing people chant his name. For...
“And that’s it! That’s it! It’s over!” the commentator babbled into their headset. “The match goes to Klutz! I can’t believe it!!”The cheering in the stadium was deafening, and yet still Kenneth Lutz couldn’t hear much. He was too busy coming back to reality and focusing on the fact that he needed to breathe.For seven years Ken had worked his ass off to get to where he was now. Where he belonged. He had finally achieved his life’s dream - sitting on a stage, hearing people chant his name. For...
What do you think “Sluts with Nuts 4,” “One Hung Bitch,” and “My Girlfriend is my Boyfriend” all have in common? If you guessed they all had tranny babes doing kinky shit, then you were right. All of those titles are from DVDs that you can view for absolutely free on the site I have for you this time around. What’s not to love about watching some thick dicked chick fuck some hot bitch in the ass? I get that it’s not everyone’s cup of tea, but damn you’re missing out on some good shit if you...
Premium Shemale Porn SitesMy wife and I have had a stressful last couple months, and I was required to go on a business trip to Toronto to attend an uneventful conference. It was a cool mid-November week. And, my wife wanted to attend the conference with me at my side. My assistant had booked a room right downtown near the busiest street in the big town. We were a doorstep away from Younge Street. So, finding a place to have dinner and some drinks was at the tip of our fingers. There was no reason to research the...
True account of how my wife’s long time fantasy became a reality.A little about Deb to start. She’s 41 now but this happened just after her 40th birthday in Toronto Canada. She’s not really changed much in the last 20 years still slim, cute looking and fun to be with. Statistics are 5’3” 32D and short cropped black hair with blue eyes.As a surprise 40th birthday present I decided to take deb away for a few days somewhere nice. I eventually chose Toronto so that I could take her to see the...
It all started when I moved to a new apartment near my college in Toronto. I and my roommates were moving in our furniture early morning around 7 a.m. As we were waiting for the elevator to open, a Caucasian girl in her early 20s’ came out of the elevator in her gym gear. As she was leaving the elevator, there was a moment where I looked at her and she looked at me and there was some kind of connection already. Gradually time passed and I forgot about her. The building I stay in has 35 floors...
This is just a story, okay? I don't advocate having sex with underage people and I realize that probably most cross-dressers aren't gay. Yeah, and most females who choose to hang around gay dudes aren't evil either. Most 'fag-hags' seem to be nice people and some may even resent that term of endearment. And it's never been my intention of slandering the Vegan lifestyle, Wicca, Druids, the rest of the occult and all the other great religions of the world. This is just a story, okay? It...
My wife & her sister wanted to go shopping in Toronto last weekend, but neither of them wanted to drive, so my wife sweet talked me into driving them. "What the fuck am I supposed to do while you two shop?" I asked. My wife told me that if I drove them, later that night when we got home she would give me a blowjob. As I took a moment to ponder her offer she added that I could cum on her tits. Bingo! I'm in! We left for Toronto around 9am and arrived shortly after 11am. We parked...
“And that’s it! That’s it! It’s over!” the commentator babbled into their headset. “The match goes to Klutz! I can’t believe it!!” The cheering in the stadium was deafening, and yet still Kenneth Lutz couldn’t hear much. He was too busy coming back to reality and focusing on the fact that he needed to breathe. For seven years Ken had worked his ass off to get to where he was now. Where he belonged. He had finally achieved his life’s dream – sitting on a stage, hearing people chant his name....
Tyrone and Kimberly Woods kissed as all of the guests at their house party cheered them on. It was their first anniversary and they were celebrating this night with family and friends. There were close to forty people in attendance – most of whom had brought some form of alcohol and all of whom had brought a gift. There was great music and excellent barbecue as Kimberly’s dad and Tyrone’s uncle manned the grill. Folks were laughing, dancing, and having a great time. In one corner of the yard,...
“Ask me again baby,” he groans as he supports himself above me on his hands and toes and frantically slides his full eight-inches into me. “Would you like to blow a tranny while I watch?” “Yes, baby yes, so fucking good, yes,” he moans as we orgasm together. I had just the tranny, Rosie, in mind, I hadn’t told Roger but she propositioned me recently and hinted that she would enjoy me and Roger at the same time. We always go to some trouble to dress or undress to turn on our guest when they...
“Ask me again baby,” he groans as he supports himself above me on his hands and toes and frantically slides his full eight-inches into me. “Would you like to blow a tranny while I watch?” “Yes, baby yes, so fucking good, yes,” he moans as we orgasm together. I had just the tranny, Rosie, in mind, I hadn’t told Roger but she propositioned me recently and hinted that she would enjoy me and Roger at the same time. We always go to some trouble to dress or undress to turn on our guest when they...
I started crossdressing as a teenager. I had a young mom, who always had some interesting and sexy clothes. I was 13 the first time I took her clothes (she was 31 at the time). I took a metallic silver jacket and some lacy thongs, and I put on her pink lipstick. I took a couple of photos, but they all came out blurry. But I liked how it felt, the only trouble was I did not know what to do... it felt wrong enough to hide it but right enough to get me interested. I dressed up quite often, but not...
I have always loved sex with trannies, even more than sex. Friendship and closeness that I would struggle to fin in a guy. My wife had no huge preference for Tgirls but she did have a ravenous appetite for sex and was curious enough to try everything. We decided to go to Manchester and their regular Saturday night Tranny evenings and from previous visits, we had a few drinks in Napoleon's Lounge. It was a popular meeting place for "girls." Trannies who liked other girls, trannies who preferred...
Hi, readers! Jignesh here from Toronto (Brampton) my email id is First, a little information about myself: I’m a 34 years old Gujarati married guy.6 ft tall with an athletic body. The heroine of this story is my neighbor Kiran. She is a twenty-seven-year-old female, married, short and chubby with long black hair and a fair complexion. Other details are her 34d bust, 38 panty size, pierced nose, thick puffy slit, sultry looks and a loose pussy after her experiences with me. Her husband Gurman...
When I came to Toronto I was 18 and I knew I had a chance to explore my sexuality to the most. I was a simple guy from India with big plans and confused sexuality. Not that I was novice and had no experience but my experience had been very limited in its possibilities. Most of my bisexual experiences had been when I was a kid and the most we did was feel each other up. As a teenager I was more interested in exploring girls. Now was the time when I wanted to experience both the sexes….at the...
I had been feeling particularly horny one day and waiting for Joe to come home I got to thinking about having sex with a black woman and then watching as Joe took her and then thought even more that perhaps a black tranny might be a bit more fun. So when Joe came home I easily talked him into going down to the alternative nightclub we had visited once before and off we went. Upon entering the club I saw that it was as crowded as usual and Joe and I took up a small table and settled with our...
Fabianes ersten ErfahrungenFabiane, die ursprünglich einmal Fabian hieß, war eine Tranny und hatte gerade ihren 20. Geburtstag gefeiert. Sie war Berufsschülerin. Als solche übernachtete sie regelmäßig die Woche über in dem Hotel, in dem ich an der Rezeption arbeitete. Dieses Hotel war zwar an sich eine Jugendherberge, aber ganz im Stiele eines Hotels. Somit hatte ich mit vielen jungen, coolen Menschen zu tun. Mit einigen entwickelten sich manchmal Freundschaften, so auch mit Fabiane. Sie kannte...
Tranny Night: My name is Andrew and I had known Jane since we were very young. She was a precocious child and could play piano and read music from a very early age as well as reading complex novels when most children our age were struggling with reading Enid Blyton novels. I was the brightest boy in our class and would have liked to pretend I was the brightest pupil in the class but Jane's results were always better than mine, although I would not admit it as she was a girl. As...
Tranny Night Out and One Kinky SessionGuess I should start by explaining myself, as a young guy I always knew I was not the same as a lotof my friends and enemies for that matter, girls had no interest in me at all apart from ones who werelong term friends.I knew something was wrong but never worked out what it was till one evening whilst dating a girlnamed Becky I had met on an online dating service who seemed to accept me for who I am.We had been dating for 3 months or so and I always loved...
It was a hot Toronto summer Sunday evening when I was headed back home from spending an evening downtown with my friends. As 23-year-old junior college students we were enjoying the much-needed break from our semester exams. I was about six subway stops past the Bloor-Yonge line in an empty cart, I was seated near the doors having a perfect view of the empty seats opposite of me. The humidity was getting to me so I decided to unbutton three of the top buttons of my silk white shirt. My black,...
We liked how clean and wonderful Toronto was. Our quick trip was drawing to a conclusion. The night before I'd suggested anal sex, and she gave her standard never response. Two different groups had tried to blackmail me with her in porn tapes. In all of the tapes she had been airtight. Figured it would end in a losing argument for me. So we were having a late lunch after a trip to a museum. Our good mood seemed to continue with drinks and food. We went to the bar to waste a little time, before...
Please read the previous part to understand this one. She poured two glasses of cabernet sauvignon, one for me and the other for herself. We sat facing each other on a three-seater sofa. We looked at each other and were sipping the wine. She took out a packet of cigarettes and asked if I smoke, I refused and told her that I don’t smoke cigarettes, I just smoke weed. She laughed and said ‘’I wouldn’t mind some either.” I told her that I could go to my place and get some to which she replied,...
The Great Shift: Toronto Problems By Harles It was another Friday afternoon school had just ended and I was ready for another weekend. I was talking to my friend Elad about the events of the night. "So what is happening tonight," I asked. "I don't know, I think Steve is having people over for Julia's Birthday Party at like 7:30 at Steve's mom's house," replied Elad. "I see, you going to go?" I asked. "Yeah I think so," replied Elad, "so when you going to ask out...
hey - so my imagination runs wild when i am in tranny mode and i can't help to think about hard cock to suck and fuck - i am so addicted to my gender bent life style that i have these yearnings for erotic entertainment as fem fatale - get my franny on and pleasure other cd lovers - whether they dress or not - always great to gobble gay dick in crotchless pantyhose but naked men can be so very sexy with their fleshy bodies and their sweet boners just begging to be satisfied so after a ride...
I dressed in her bathroom. Comfortable nylon stockings and my black body with suspenders, black thong, my beautiful silicone breasts in C-cup and between blond wig with ponytail up on my left shoulder. High heels had to wait this time. Then I pulled on my red short dress in jersey. He who runs away from each other so good around my body and butt and let my tranny cock visible as a bulge in the front. Her breasts hung heavy and stuck out in the red dress.She came out of the bedroom and met me...
I was out late looking for a cheap hooker with £15 in my wallet I should at least get a blowjob. After 20 minutes of searching I see a young girl stood on the corner. I pull up along side her she tall long legs short skirt stockings m holdups long dark hair as she bends down I tell her how much for a bj. For u darling £10 for everything I m more than happy with that. Once in the car she tells me to drive down the road and take 2nd left. We end up down a dark alley at the end a quite car park....
This past Friday morning my phone rang. It was Chandra my tranny friend who I met and fucked some weeks ago. She told me that she had nothing to do this weekend and that her roommate was out of town and she was alone. I told her that if she wanted to get out of the city that she could spend the weekend at my place. She said that was a great idea and that she would be over in a few hours. When Chandra got to my place she was horney as hell. She dropped her overnight bag, dropped to her knees and...
TRANNY TALES... MY BIRTHDAY PRESENT FOR MY BOYFRIEND Like most of us 'girls' I have been dressing secretly all my life. Although it was only three years ago that I went into my passion a bit more seriously. When I could afford a place of my own that offered me the freedom and privacy I needed. I completely shaved my body, becoming nice and smooth full time, and expanded my female wardrobe. Building up from a couple of pairs of knickers to several complete outfits including heels,...
Tears of pain pricked my eyes as Julia drove her huge black cock into my ass. In my wildest dreams I had never expected myself, an all-American straight white male to be in this situation, beaten, bound, and being ass-fucked by a transsexual with a huge cock. I am a normal sort of person, happily married, with two kids, and with normal middle-class values and behaviour. I don’t hate gays or blacks or anything like that but I don’t want them in my neighbourhood. My only fault is that I...
UltimateFantasyOne of my greatest sexual fantasies has always been to have my ass fucked by a nubile, horny transsexual. Being taken by a girly with a solid erection must be the ultimate sexual pleasure and I have often dreamed about how it would feel and how I would feel about it. The following is a story albeit it is how I would like this to happen.I met up with Carol and Ellen who were going to get me prepared for my anal screwing. They were both dressed in leather corsets with their breasts...
A true story…I’d woken earlier than I’d wanted for a rare day off from work and decided to see if I could have a little fun. So I did my make up and found the longest false lashes I had, touched up with the darkest mascara there is… with a touch of glitter… bright red lippy, a naughty smile, get the picture?I put on some sexy underwear and a black lace top, little skirt with heels and hold-ups… I was on the hunt for cock but how could I trick a complete stranger into some naughty fun with a...
Tears of pain pricked my eyes as Julia drove her huge black cock into my ass. In my wildest dreams I had never expected myself, an all-American straight white male to be in this situation, beaten, bound, and being ass-fucked by a transsexual with a huge cock.I am a normal sort of person, happily married, with two k**s, and with normal middle-class values and behaviour. I don't hate gays or blacks or anything like that but I don't want them in my neighbourhood. My only fault is that I cheat on...
Tears of pain pricked my eyes as Julia drove her huge black cock into my ass. In my wildest dreams I had never expected myself, an all-American straight white male to be in this situation, beaten, bound, and being ass-fucked by a transsexual with a huge cock.I am a normal sort of person, happily married, with two k**s, and with normal middle-class values and behaviour. I don't hate gays or blacks or anything like that but I don't want them in my neighbourhood. My only fault is that I cheat on...
After going to Trannyshack and dancing the night away i left the club at 2am. I was drunnk as guys had bought me drinks all night. A few guys had sat next to me and made me feel their cocks - all were nice and hung lads. The guys liked my long legs shaven with fishnets - black court shoes and and painted nails. I was wearing a short black skirt and low cut top. Long dangling earings and long dark hair. I was made up with smokey eyes - dark plum lipstick and lots of rouge. My lashes were thick...
This happened about ten years ago and I thought I'd share it with you all for your enjoyment and mine! Like I've said before, although I'm bi-sexual, I don't walk around checking out other guys, nor do I like to be intimate with one. Sure, some might consider taking a cock in the mouth or ass intimate, but I consider it just sex. When I say I'm not intimate with other guys, I mean I don't kiss or cuddle or anything like that. It's always just sex, with no strings attached.......usually! There...
When I left my high school, I decided to go on a gap year and travel the world to see lots of interesting people and ways of life. My first stop was Thailand which was great and I had so much fun partying with my friends as around 5 of us went on the trip. After Thailand the next stop was in Brazil and due to the time of the year the nightlife was truly amazing. We had decided to stay in a rather swanky hotel as this was a dangerous place from what we heard from the guides and people there. The...
She MalesSo 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...
She MalesSwaying in front of me in a black shimmering sequin dress while swinging her black clutch in right hand, her hips seemed to sway in time to the tune she whistled: ‘Young Folks’. With her lips pursed, this atomic beach blonde haired beauty continued to whistle as she took the seat directly opposite me with her legs crossed. Wearing a pair of platinum guild Weitzman Stilettos, the intricately designed straps drew me to her thin ankles and well pedicured toes. Her nail polish and lipstick all...
The conference was to last five days, starting Monday and ending on Friday evening with a banquet. My brain hurt from the deluge of information and by Thursday I needed a break. I left the conference early and walked to the hotel to clear my head. The crisp autumn air and exercise felt good after sitting for the last seven hours.After reaching my room I lay on the bed with my eyes closed for almost an hour before having a shower. I felt refreshed and hungry. Instead of calling room service I...
ThreesomesPlease read the previous chapters to get the idea of the story line. Master John opened the door and we walked into the lounge of our suite. The double doors to the right led to the bedroom with a King size bed. I needed to get out of the clothes I was wearing and shower! I slipped my coat off and dropped it on the floor, then unzipped my skirt and let that drop too. I stepped out my clothes and took my shoes off. Master John was watching me as I stripped, I turned and looked at him and...
Stay the Course – Part eight: Day two: waking up … Please read the previous chapters to get the idea of the story line. I heard myself moan, you know that moment between deep sleep and waking up, trying to hold onto the dream that’s making you feel so good. Was I panting? I smiled, the dream I was having, it felt very real. I was bound to the bed, my ankles tied, my thighs spread, my arms stretched at the other end. ‘Mmmmmmm.’ I heard myself moan again and I bit my lip. I could feel...
Stay the Course - Part eight: Day two: waking up … Please read the previous chapters to get the idea of the story line. I heard myself moan, you know that moment between deep sleep and waking up, trying to hold onto the dream that’s making you feel so good. Was I panting? I smiled, the dream I was having, it felt very real. I was bound to the bed, my ankles tied, my thighs spread, my arms stretched at the other end."Mmmmmmm."I heard myself moan again and I bit my lip. I could feel something on...
BDSMPlease read the previous chapters to get the idea of the story line. Master John opened the door and we walked into the lounge of our suite. The double doors to the right led to the bedroom with a King size bed. I needed to get out of the clothes I was wearing and shower! I slipped my coat off and dropped it on the floor, then unzipped my skirt and let that drop too. I stepped out my clothes and took my shoes off. Master John was watching me as I stripped, I turned and looked at him and...
BDSMThe story I am narrating is completely true except for the names and is being written as soon as it is experienced ;) to give the viewers timely updates, this story has been written with the consent of the female half as well. I’m 6’2, a 20-year-old male, broad shoulders with wheatish skin, an average size cock of 7 inches. It has been 2 years since my first story of how I lost my virginity in a threesome (MFM) in a Sex club Like every other young guy, I’ve always had the fantasy of . It has...
Time seemed to speed up hen I finally got home. I had a pleasant afternoon with the ladies the next day when we met after lunch at the CK store. The dinner at Mitsy's restaurant was finally an eventless success and the sisters from England really enjoyed the whole Japanese experience. The General had called in the morning and let me know that they had caught the two people who were responsible for providing the information to Mr. Blake. One was a section head of the Secret Service which had...
Thanks for the great feedback. Here is part two. I encourage you to send in more ideas of what you would like to see happen. “You’ll be hearing from me again, sweety!” With those words Julia had kicked me out of her apartment. I dragged by bruised and ass-fucked body home. Thankfully, Jane was not back as yet. All through the journey back to my house images of the previous night kept playing through my head. Discovering Julia’s cock, of being tied up and buggered, of sucking her cock, and...
All at once, Maria’s limp lady stick transformed itself from lifeless shell into The Incredable s/he Hulk. I had to keep opening my mouth to keep it all in. Precum started to pour down my lips and chin onto to my bra. That precum was rapidly replaced by genuine girlie man paste. I would have been laughing but it was like being water boarded with seamen. I was drowning in hir cum. Holeee SHIT! ******************************************************************************** I swear I should...