I have been a reader of yours for many years now. Although I like the straight letters, I much more enjoy those with a few kinks. I myself am a novice transvestite and am interested in the experiences of others.
My attraction to feminine clothes started when I was four or five years old. My mother let me play dress up in her clothes, but as I grew older I became more secretive about my fetish. When I was in college and in the years following I would occasionally buy myself a slip or pantyhose or some pretty thing. I would detest myself for putting these things on and masturbating. I would then throw them out, but in a few weeks I would go out shopping again.
It was on my first real job after college that I met Lynn, who became my wife within the year. We had a great romance and our marriage was equally good. My transvestite desires never did totally disappear, but I never dared to tell Lynn.
I always made a point to help my wife fold and put away the laundry. She has lots of fine lingerie and likes to be as sexy as possible. One weekend she had just brought up the clothes from the laundry room when she received a phone call. I took the clothesbasket into the bedroom and began to put the things in the dresser drawer. I guess I became too engrossed in feeling and arranging her panties and slips. I held one of her teddies in front of me and stood in front of the mirror. Then Lynn walked in and asked me what I was doing.
I immediately said I was doing nothing. She then said that I should stay away from her clothes and if I like those things that I should get my own. I couldn’t believe what I had just heard first anger and resentment and then compassion and caring. I didn’t know what to make of this or how far to carry it. As it turned out, Lyn was in a talkative mood and told me that her brother liked to play with her clothes. She even used to let him borrow her things, but when he got older he would stretch things out or tear them or worse. I didn’t admit to anything at this point, so I just listened.
We had to do grocery shopping that night, and as I pushed the cart past the pantyhose display, my wife threw in two pairs. I don’t know what possessed me, but with a trembling voice I said, “What about me?” She replied matter of factly that I would need queen size, and threw in a pair.
After we got the groceries in the car, she said she wanted to go to the clothes store. “I don’t want you in my lingerie, so let’s get some that fits right.”
As soon as we got in the lingerie department, my pants started to bulge and a wet spot began to show. I tried to cover it with my coat. We picked out two pairs of panties, a padded bra and a very lacy full slip. My wife said that should get me started. I said I would wait in the car while she paid for the things. She pushed everything into my hands and said what a good idea, only she would wait in the car while I paid for them, and she left!
I was panic stricken. My dick went limp, my face flushed, I began to perspire and I thought I would faint. I somehow managed to get to the cashier. The woman in front of me was having problems with her credit card and began to complain loudly. Just what I needed. By the time the salesgirl got to me I could hardly speak, and there were two more women in line behind me.
As the salesgirl started to ring things up, she told me the panties were on sale three for the price of two and that I should get another pair. All I wanted to do was to get out of there. I said my wife had just left so I didn’t want to bother with it. She then held up my 38B bra and said it looked kind of big for that petite girl I was with. The woman behind me laughed. Somehow I managed to pay for my first set of intimate apparel and headed for the door very much relieved.
Halfway across the store I met my wife. She said she was watching me the whole time and had never laughed so hard in her life. She said she would have me buying garter belts, camisoles and high heels like a pro in no time.
I am in my late 20s, and that incident happened about three years ago. It certainly changed my life. I guess I’m one of those lucky transvestites who has a wife who also enjoys his hobby even if it is in her own way. Yes, she still puts me in embarrassing situations, but it is worth it.
Mr. E.M., New York