First a little history about Ashley. She started when I was about 13-14. Going through puberty I found my mothers lingerie and fell in love with the way it felt on me. Since then I have been dressing more and more to the point where I am going out in public. Passing quite well might I add, and getting ready for the transition from Male to Female (Already on hormones). Ashley is Dark Brown to Blackish hair to her shoulders, Size 4 jeans (Yes a tight little ass), and a firm B Cup almost a C… Handfulls none the less. Now to what happened.

I was at my so called "Job" working like every other day. A suit, tie, although the boss wasn't to keen on my pony tail ;-). I was able to hide my breasts with the ol ace bandage trick, even though some co workers gave me a wierd look. The hours dragged on and on, I thought 5pm would never come. 5 eventually came and I picked up my coat and headed out the door. I had a date tonight, on the town with ashley. When I got home I checked the mail, credit card bills and a Wally world ad. I threw them on the front table and went into my bedroom. I checked the spare bedroom to make sure it was clean, and looking.

While taking off my suit, I prepared a bubble bath for Ashley. Jasmine was the scent tonight. I needed to shave badly, going 3 days without shaving was driving me nuts. After about 5 minutes I slipped into the steamy hot water and took a big breath. It felt good, the warm water covering every body part I had. Ashley was here now, shaving and relaxing in her bath. Another half an hour passed as I slowly washed and caressed my body. Making sure not to miss a single hair, also taking the time not to cut and nick myself to death.

Finally I dryed off, powered my body, and wrapped a towel around me to keep any window peekers from seeing too much. I had my outfit all layed out, a size 4 hip hugger pair of jeans, a very low cut black V neck shirt, and a matching push up bra and g string set. To complete the look a set of 2 inch Black boots. I put clear fingernail polish on, and also on my toes. I but a deep red lipstick on, just the color that says "take me".

I went to a couple local city bars just to lighten the mood. The three places I went weren't very busy so I decided to head to a big city dance club. Getting to the club I could tell it was packed, which was perfect for what I wanted. Alot of music, alot of dancing, and all around more fun. I was there probably about two hours when I went to the bar. Water was my choice since I was driving. And it was pretty hot inside, while I was taking a drink of water he walked up to me… "Hi" he said. I turned to the cutest guy I have seen in a while. He was tall about 6'4" or 6'5", dark hair, and the greenest eyes you have ever seen.

I made him laugh when I tried to speak with a mouth full of water. Spitting out most of it, I swallowed what I could and said "Hi" back. I was mostly embarrassed and turned a deep shade of red. "Having fun?" he asked "yeah" I said "just taking a break for some water". "By the way my names Bryan" he remarked sticking his hand out for me to shake it. I replied back he really had a firm grip. We talked for what seemed like forever, just mainly chit chat and conversation.

I found out he is the assistant manager for the local fitness gym. I didn't notice untill then but yes he was built. Very finely I might add. A yawn from my mouth signaled it was time to head home. Before I even thought about saying something he said "Can I walk you to your car"? I looked him over shortly before I said "Yes". As I made sure to wiggle my butt for him as I walked in front of him and out the door. When we got to my car he asked "So what are you doing after you get home"? I thought shortly before answering "probably relax watch a little tv and goto bed". He looked down at the ground and said in a bashful voice "Would uhhhh…. Would you like some company"?. Only meeting the guy once I probably shouldn't have, especailly with the secret I have. But I said />
He followed me to my house. It was decent for a single story, one car garage. He followed me to the front door but I stopped him. "Bryan" I said "theres something you should know". He had a puzzled look on his face, probably thinking I was married or something along those lines. "I'm not a normal girl" I said hoping he wouldn't run away, "I'm a T-Girl, I am making the switch from Man to woman". He looked down at the ground again, I was hoping he wasn't mad. He looked out at the street before saying "So??… Your still a woman in my eyes" and with that he gave me the deepest kiss I have ever recieved. Pulling away he had a wonderful smile on his face, which eased my tension.

We went inside, he couldn't keep his eyes off me now. Sitting down on the couch he sat beside me, further away from the TV. So when I turned on the TV he softly grabbed my shoulders and pulled me back towards him. After about fifteen minutes or so went by before he made the first move. He softly put his hands on my shoulders and started rubbing them, oh it felt soooo good. To have a mans hands massaging my aches and pains away. I was a little nervous asking but I thought my chances were good. "Bryan? do you mind if I get more comfortable for you to massage me? I looked back into his eyes and he shook his head no. With that I got up, grabbed his hand, and led him into Ashleys room.

story by: Ashley Cox

Tags: first time virginity true story transvestite transsexual transgendered sex story

Author: Ashley Cox

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