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I have lately come to terms that I like to cross dress and want to explore it more. Thanks to one of my friends on here who has encouraged me I am taking that next step. I have never really told anybody else about what I do. I had to go out of town for a few days on business and decided to take my clothes so I could dress and go out in public some. I figured I would do it there so in case I didn't pass well it would be in another town.

Well yesterday I got through calling on one customer and had some time to kill before a 4:00 appointment with another customer. I decided to swing by a mall on the way to look for a new skirt. As I began shopping another customer called with a problem. Which was ok because I have often acted like I was on the phone when I go out looking at clothes so salesperson will not bother me. Well I was on the phone for about 15 minutes in a pretty intense conversation while trying to look at clothes. As soon as I hung up out of no where a sales women appeared out of no where and I asked if I need help. With out really thinking because I was frustrated from the call I said I was looking for a new skirt for summer. She paused a minute an replied Well what size are you looking for? I then realized what I had said. I thought for a second wondering should I back track my answer or just go with it. I decided to just go with it. She started quizzing me on if I wanted casual or more dressy, heels or no heels etc. After a few minutes I asked her if she had ever waited on a guy shopping for himself a skirt. She said it was a first but it did not bother her at all. She inquired how long I had been doing this and did I go out often. I told her I had been dressing on and off for the last ten years but was taking it more serious now. We had picked out several skirts and other things to try on. I realized I needed to get going if I was going to make my appointment. I asked her if she was going to be around for a few more hours and I would come back. She said she was there until close. She suggested that if I could come back dressed that she would love to see it and that it would make it less awkward to use the womens dressing rooms. I said I would have to think about that.

I got to my meeting on time but could hardly pay attention thinking about going back dressed. The meeting got over and by then I had decided I was going to go back to the hotel and get dressed and go back to the store. I got back and showered and shaved what need to be shaved. I took my time with my makeup and nails wanting to make sure everything was just right. The whole time I was so nervous my heart was just racing. I was shaking as I walked out of my room and to the elevator and to the lobby. I realized I should have parked out back of the hotel instead of the front so I wouldn't have to go through the lobby. As the elevator opened in the lobby I took a deep breath and started to walk out and about got run over by a guy getting on the elevator. He bumped into me and said excuse me Mam. I just smiled at him and kept going.

Driving to the mall I was scared to death I would have wreck and have to explain that to the police. I got to the mall and parked where I had earlier. As I got close to the door I realized the womens department was on the other side. I took another deep breath and kept going. Once in the sound of my heels on the hard floor sounded so loud to me I thought everybody would be looking at who was making all the noise. I was over reacting just a little. I made my way to the womens area and looked for my new friend Pam. She was helping another lady at the time so I just browsed looking at clothes thinking I wish this other lady would hurry up and leave. In a few minutes the other lady went to try something on so I approached Pam. She asked if she could help me and I thought she has no clue. I told her it was me and I took her advice and came back dressed and would like to try on the items we had picked earlier. She kept saying she was amazed at how I looked. She got the clothes and took them to a dressing room for me. By this time the other lady came out and left thank goodness. I tried on clothes for a while and it was a blast. As it came time for the store to close I did buy a new skirt and blouse. Pam said we should go get some drinks that she would love to know more about me. I said sure. She told me where she was parked to pull my car over by her and I could just follow her.

We went to local bar and grill place. As we were going in I told her I was nervous about ordering she said she would place our drink order with the waiter. I just smiled a lot when the waiter/waitress came around. She asked me how long I had been doing this, how often do I go out. I told her this was the first real time out and how much I appreciated her understanding and helping me. She said she was a very open minded person and by working in retail for as long she had knew of a lot of coworkers who were gay and it did not phase her. I told her I was not sure what I was because I had never been with a man. She apologized for making the assumption I was gay. By this point with a few drinks in I was pretty much telling her everything. I told her how I thought about it a lot and had decided to explore it and I wanted to experience a man. She made a joke about how they are after just one thing. She asked how I was going to do that. I told her I was really not sure but thought about putting an ad on Craiglist for the next night. She warned against that saying I could end up dead. We talked a long time. Finally it was time to go. She said she had to be a work earlier tomorrow. She told me I should get dressed and come back by. I told her I had meetings all day but I was going to dress afterwork and go out somewhere with my new found confidence. She offered to go with me if I wanted I said absolutely. She asked what I wanted. I told her we could just grab some dinner or movie and then some drinks.

As I type this this I am getting ready for her to pick me up and go out and hit the town. LOL

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after my friend from the church moved to a condo in a nearby city her apartment was vacant, About a month later an Asian couple moved in they were in late 20's I guessed and both were good looking ,well she was very good looking small maybe 5 foot tall and 100 lbs if that and cute . She ended up taking the parking spot next to mine under the carport. Soon we met getting to our cars and talked briefly about our selfs and then headed out. I didn't meet him for a few weeks but that wasn't a...

1 year ago
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The Evil that Lurks in the hearts of a gang of girls

At the beginning of my senior year at St Clements I learned that a new teacher had been assigned to teach senior English to the honors class. My parents had been given a brief bio sketch of his credentials It seems he had been training to become a teaching brother in an order but last year, after completing his teaching credentials, he had decided not to pursue the religious life. Since St. Clements, an all girl school, had an open position for an english teacher he applied and was hired. On...

Voyeur
2 years ago
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Family Ties I Milk Candy Series

Papa pushed himself up and sat down knowing were I was going. I moved too, sitting down in front of him, he opened his legs so I could accommodate myself there. “Since we’ve known each other we have share our predilection for kinky sexual preferences, specially, incest. But it’s always been just that a fantasy but nothing else. I want our children to be open with us, but we have to promise each other never to fuck our kids” Papa looked at me for the longest time, I was afraid he would say...

2 years ago
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Sex With Neighbour Cum Hr Manager

Hi all of indian sex stories dot net romil here again for you with my new encounter with smita the fucking beauty ….My self romil from gujarat having good physique with average looks . Aur story ki lead actress smitha jo k meri padosi b thi aur mere company jahan me job karta tha wahan ki hr manager b thi . Black beauty a typical sounth indian hot lady . Uske baare me batau to wo ek well educated hot bhabhi h jo 3 baccho ki ma h including twins zero figure shilpa shetty jesa . Story pe ate h...

4 years ago
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Hormones

--- Hormones (Mf, 1st, cheat, cons, inc, oral, impreg, reluc, f-solo) by Krosis of the Collective --- I'm blue, I will bleed, I will die I'm in need of a guy. - Misheard lyrics for "Blue (Da Ba Dee)" by Eiffel 65 --- Alie's mother rapped on the bathroom door. "Alison? You okay, honey?" Alie was not okay. She was lying in the fetal position in the bathtub, shaking from the pain of her monthly visit from "Aunt Flo". She was naked from the waist down, her...

4 years ago
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Summer with Daniel

The first day of the season I recognized this one boy that had always come last year. A boy, who looked about 11, was cute as hell, blonde hair and brown eyes. His name is Daniel. I remember him from last year because he would do crazy shit on the diving board. Front and back flips, side flips, one and a half’s and all of them almost perfectly. If this kid ever goes onto the diving team in high school he is going to kill it! I told him this several times. I never really talked to him much the...

4 years ago
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The DICKS

The department of Inter-dimensional cryptids, kabbals and spells is a secret, international organisation dedicated to the management of magical artifacts and prophesies. The securing containing and protection of them if you will. The agents of this department are extremely overworked, due to the nature of the job they only get one day off a year. Most agents live (or at least stay) on campus. Because of this, casual sex between coworkers is extremely common. It's a weird and fucked up place to...

3 years ago
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Andy TaylorChapter 3

It was six weeks later and Kelly Carmichael was resting her head against the back of the bathtub as she soaked her aching body. Although she had never looked as good nor been as healthy in her entire life, at the same time her body had never ached so much nor in so many places. She had just experienced the most eventful six weeks of her young life. With her eyes closed she thought about what had happened subsequent to that first day. First, she had learned how large the apartment truly was....

4 years ago
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Battlemage Nonetheless Book 2 CatalystChapter 4

"Are we ready?" asked Marie Seeing everyone nod at her they started out of the gathering hall and headed down the road in the general direction of the city that they would eventually start their assignment. Marie knew that this mission was one that was given to Dusty by the council, via their guild, and she knew like always he would fill them in. He always shared all info with the team, but away from prying eyes and ears. As they walked Dusty was surprised at how Marie didn't seem to be...

2 years ago
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First Time

I was only 15 when i came 2 england,on the first month there was some hottie girl in my class.She was checkin me out all the time.One day after school i went 2 her and we started talkin,we ended up on changin numbers.I called her in the afternoon and i aranged a date.I asked her if she wann it 2 come round mine and she was awrite wif that.So she came at 8pm and we started talkin and talkin and we end up drinkin vodka.I was wearin only shorts bcuz in mine its always hot plus i was alwready...

3 years ago
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An anal story

Benedict had spanked me on Monday, neither of us had expected it to bruise as it wasn't a particularly rough session. A few hours later, I realized I had a polka dot pattern of bruises on the right side of my ass. See I'm a little OCD about some things and symmetry is definitely one of them. The spanking itself had been bad enough to be unbalanced, but the bruises were a harsh reminder. All week long I'd been begging him to come back over and even out. Finally at 3 am on Thursday morning (we're...

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