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Sexcapades of a travel agent

To all you sexy,amorous women and men. This is Shannon,(an alias)single and always ready to mingle in and around Pune. Well i am no Gods gift to women but must say have a pleasing personality,athletic body with a lot of hair oops how can i forget the main instrument of pleasure my boneless piece of meat well around 6 inches,come on gals it only takes around4/5 inches and thats the length to satisfy,another good attribute is my sexy voice with which i bet could make you cum, jokes apart....

You Always Sleep with Your Hairdresser Don t You

I sleep with my gardener as well. I hadn't really thought about it much until we moved locally about a mile to our present area. The new garden needed a lot of work and effort put into it to change it from wilderness to respectable. Me - I just like pottering - my wife likes 'gardening' as she puts it. The family joke started when, early that spring, I was doing some of the heavy work Jan can't manage. It was early evening and I was on my own out the front of our plot. It's a reasonable...

intro to the world of cross dressing 1

My family was middle class mutt of a family. My mom brought two daughters and one son, Tammy, Lilly, and Teddy, or “Tee” as we call him, into the marriage; she had with my dad, and they had two, my brother and me. My full brother’s name is Ken, and I’m Sam. My dad was an accountant and a part-time college professor at the local community college, and my mom stayed at home as a housewife. We were all dragged to church every Sunday and when we became of age we were allowed to choose whether or...

Forced to Cross Dress on Halloween

I could tell he was anxious. Informing him about the Halloween party raised a lot of questions on his end which I skillfully either ignored or diverted. I had not been mean right from the start, but I clearly told him he had 3 chances to come up with a suitable Halloween outfit idea. If he failed, I would choose for him. That was our deal. My partner, thinking he could get away easily, did not listen. The ideas he came up with were very boring, the typical football player, Clark Kent lookalike,...

A Gay Naked Cross Country Adventure

Cross County One morning, Charlie approached me with a really lucrative challenge. He challenged me to go cross county by hitching rides with big rig truck drivers. For his part, he was willing to pay 50,000 dollars when I reached 69 Brainerd Street in San Francisco. In return, I would travel naked, with no money or identification. At no time during the challenge could I cover my nudity or accept money. I would have to rely on the drivers for food and shelter. If I mentioned the challenge, the...

My Road to Cross dressing Part 3

From the first time I dressed, there was always a sexual element. I used to find the time to wear something feminine and wank myself. It went hand in hand, so to speak. One of the things I loved doing was getting dressed up and laying on my bed with my legs over my head and wanking.When it was time, I would cum in my own mouth. I did it so many times but it was always uncomfortable, but I used to cum anyway. I didn’t swallow but spat it out, every time. I also used to kneel in front of the...

Crossdressing

Knight of the Lewd Cross

The church of Montignue Bay Alice fidgeted in place, curling her crimson locks frantically between her gloved and bejewelled fingers. She ducked forward slightly, intimately aware of her tunic receding up her back, to peek through the flimsy purple curtain.Twin blue eyes parted their way into the walkway. Her luscious red hair drastically contrasting the dark tones of the curtain. Row upon row of noblemen and noblewomen sat in the pews with their backs to her, their eyes facing toward the...

Fantasy

My Road to cross dressing

I was bought up in a time when taboos about something alternative like transgender people or cross dressing was still considered to be a no go area. Society made one feel that you were an out cast or mentally ill. Luckily times have changed and it has become much more acceptable, even though we still have a long way to go. I first started dressing when I was about eighteen. My sister had this old green dress that she had thrown away. I remember liking that dress and secretly retrieved it from...

Crossdressing

Lucky Tweet Part 2 Alexa Bliss Nikki Cross

I had never considered myself a lucky guy by a tweet, but somehow, my luck would change for the better!I was hired to run a Minor League Baseball team’s Twitter account when one Mid-July event would see me tweet, “Come out to the ballpark this weekend for WWE night on Saturday, meet WWE Superstars, then on Sunday, the WWE Superstars play softball for Charity!”. On Friday, I had to get a few suite boxes ready for the weekend’s events while the game was ongoing and discussing which Superstars...

Hung Brother in Law Cross Dresses to Seduce Me

When I was married, I fucked my wife relentlessly. Whenever I got the opportunity. And when our marriage ended I was still somewhat friends with her older brother. I had known Stan for years before I ever met his sister. We were friends and had briefly been roommates. Although at the time I had no idea how much sexual activity had gone on regularly between different family members.One Christmas Stan came out of the closet during the Christmas holidays. We were all proud of him. Most of his...

It Starts Again A Cross Dressing Fantasy Chapter

Have you ever been transported through time in an instant? I know, not possible, but that is what it felt like as I finished reading the note pinned to the bra Beth had left in my dresser drawer. Imagine that you were a 13 year old guy and you suddenly found yourself drawn to wearing women’s undergarments. And now those long lost urges were flooding back into your brain.I can tell you exactly when this all began for me. It was in April the year I turned 13. My mother was busy at the kitchen...

My first black cock as a cross dressing schoolgirl

It’s 1995, and I’m in year 9 at school. I’m been cross dressing for longer than I care to remember. I’m fascinated by tights, and I’m fortunate to be at school in the era of the Spice Girls and Girl Power. Skirts are as short as possible, and everyone is wearing platform shoes. I’m in my element. I’ve recently discovered my best mate also cross dresses, but he’s lucky in having a slightly younger sister who has a very nice wardrobe to raid. I’ve also discovered he’s a very heavy cummer, and...

Cross Country Flight

I wasn’t looking forward to this flight. I hate flying cross country. It’s long and the planes are usually packed. I was fortunate that I had found a straight flight, no stops or layovers. As I settled in my seat, all the way in the back, I tried to relax. This was going to be a red-eye flight so I hoped to get a little rest along the way. As the plane filled, I watched the people getting on. Travellers are interesting people. I hoped I would be spared any travelling companions in my row. Just...

Quick Flash I Can Cross THAT Off My Bucket List

Well, I can cross something off of my bucket list…I just woke up. It is noon but Matt and I had a rather late night. Last night something happened. Don’t be scared, everything is fine, but you are my best friend I want you to hear it from me before you go to class and hear it from some stranger. Hopefully you haven’t already. I would call you but I know you have class right now so I’m hoping you see this email before you hear the rumors.Last night Matt and I went to a house party off of campus....

Exhibitionism

Cross Dressing to go to Girls School

As a boy I was slim and in some ways feminine looking. For example it used to annoy me when I went into a shop with the hood of my coat up because of the weather to be addressed as “hen” rather than “son” – these being terms used in the Glasgow area back then. I went to a co-educational school and had a great time with the girls I met there, all the way from my first day in “primary one” to the sixth form. I did have a fling with one of the PE teachers there brought on by too much to drink...

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