My name is Rachel and I'm a crossdresser, thanks to my very supportive aunt. My boy name is Ray, and I led a fairly normal boy's life until I was 12 – normal except that I was fond of girl's undergarments, but had never tried any on. When I was home alone I enjoyed going through my Mom's dresser and find the sexiest, softest things and rub myself against them – it felt so good and would always arouse me, even when I was younger. During my twelfth year I was finally able to cum and masturbated two or three times a day.

Once I was able to cum I would sometimes have an accident and cum on Mom's undies, so I had to wash them clean in the bathroom sink and dry them with a hairdryer so she wouldn't suspect anything.

I would sometimes hold them up to me and imagine wearing them, but my Mom's stuff wouldn't fit me. I was tall and skinny, and Mom was a bigger woman, so nothing of hers fit me. My hair was long and blonde. It was fairly common at that time for boys to have long hair, but mine was longer than most. I would sometimes imagine what it would be like if my hair were styled like a girl.

Aunt Mazzie lived in a town about thirty miles from us. She was a really kind woman and I loved being with her whenever she would visit. That didn't happen very often, but all my recollections of her were favorable.

The school year was coming to a close and summer break would begin in less than two weeks. My father asked if I would be interested in spending the summer with Aunt Mazzie. He explained that after her recent divorce, living alone the house and yard work had become difficult. If I was able to help out she would really appreciate it.

Not much happened in my little town, but Aunt Mazzie was closer to the big city, as well as a major beach and a Six Flags Amusement Park. I also knew that Aunt Mazzie would give me a lot more freedom than my parents, so I quickly agreed.

I arrived late in the evening and Aunt Mazzie told me that she got the downstairs bedroom ready for my stay. It was in the basement, so it stayed nice and cool in the hot summer. We visited for awhile and then she said it was bedtime. She normally got up early and went to bed early as well, so I decided to do the same.

I got ready for bed and then got curious about the two dressers in my room. One was nearly empty, so I presumed it was for my clothes, but the other one had really nice girl clothes. One drawer had bras and panties, and I looked them over with great interest. I held them close to my hard little cock and came immediately. I hadn't planned to make a mess on her panties, and took them into the bathroom to clean up. There was no hair dryer so I hung them in the back of the closet to dry, planning to put them back in the drawer the next day. As I opened the closet saw that all the dresses and nightgowns seemed to be in my size, which got me thinking about dressing more completely.

The next morning when I got up I went upstairs and my aunt was making breakfast. She was only wearing a thin housecoat that buttoned up the front and nothing underneath. Her large breasts were bouncing around under the house coat and her big nipples were poking through. The top and bottom buttons were unbuttoned. Her cleavage was showing when she leaned over and as she walked around I could see her bush.

Seeing her made my little cock rock hard. Good thing I was sitting down so she couldn't see my hard on. After breakfast I got up to put my dishes in the sink. I didn't realize that I had a huge wet spot on my shorts that my aunt could plainly see plus my little hard on was sticking out. As I quickly left the kitchen my aunt was smiling.

During the day I worked hard in the yard. After dinner I went to my room. I got several of the panties out and tried them on. They fit me pretty well even with my little hard on. I loved the feel of the silky panties on my cock. After trying on several pairs I came in the panties without even rubbing my cock.

I left the panties on and went to bed, the wet spot reminding me of what I had done. As I lay in bed I wondered why all the clothing was in my size. Then I remembered that Aunt Mazzie used to be very petite and wore a size 2 dress. Over the years she put on weight and was now a size 16. I felt so wonderful wearing the panties, and drifted off to sleep.

The next morning I awoke and just lay in bed, enjoying the feel of my aunt's panties. I got up to look at myself in the dresser mirror and I loved the way I looked. To my horror the door opened and Aunt Mazzie asked if I was ready for breakfast – and saw me standing there in her panties!

"I see you found something comfortable to wear," she said.

"Aunt Mazzie," I protested, "It's not what you think!"

She smiled at me and closed the door.

I didn't know what to think, or what she would do. There was no way to explain my wearing her panties, and I would just die if she told my parents. Maybe she would send me home in disgrace, but she didn't seem angry with me. I decided that I'd better try to change the course this seemed to be taking.

I went upstairs and said, "Aunt Mazzie, I shouldn't have been wearing your things – it was a dumb thing to do."

Special thanks to my online friend Rachel Quinn for the inspiration for this story and much of the plot.

  To be continued . . .

Feel free to contact me with your comments or requests.
    –Bill Beaumonte (oral_guy_2000@yahoo.com)