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I’ve been crossdressing for a number of years . I’ve also been gay for a number of years . You might think these two characteristics would go hand in hand . They don’t .
The majority of crossdressers are straight men. So I don’t fit in with that group .
Many gay men are not attracted to , and turned off by women . So I don’t fit in with that group . Even many lesbians feel threatened or resentful toward crossdressers . So I don’t fit in with that group .
I’ve dated both women and men in the past and when I’d reveal myself as a crossdresser things went south . I guess I was lucky because there was no outbursts or violence . Just quiet. The phone stopped ringing or they were too busy .
I spent a lot of time alone . Just me and Linda . But that wasn’t bad “I like her company “. During this time I was able to build my wardrobe and practice my makeup .
But I was still alone . No one had ever seen or been with Linda but that was ok.
I would however go out on late night adventures but far out of sight from anyone .
One Saturday afternoon I was at a sports bar watching a baseball game I met Charles . We quickly became friends since we are both Mets fans . We would meet up a few nights a week to watch the game .We would hang out drink beer and talk . We talked about the game , our jobs , the weather , anything . One night our conversation led to family . Charles told me that he was recently divorced . He said marriage just wasn’t right for him .
Maybe it was too many beers but I told Charles I was gay. He said “I know “very calmly . He said he might be too . At this point I decided to drop the bomb . I told him I liked to crossdress . After I explained what it meant to me he was fine with it .
The weekend was coming so I invited him to my place to watch the game , shear a pizza and meet Linda .
When the day came I was very nervous . I wore my gray dress (just above the knee ) black belt and pumps . I did my nails and makeup . I put on my wig and earrings and was looking pretty good . Still I was shaking like a leaf.
When the door bell rang I wanted to run and hide but I knew I had to go through with this . When I opened the door Charles was smiling . He complemented me on how I looked and he wanted to know about how I felt . We sat in the kitchen and talked for over an hour . I told him how I liked being dressed and how I felt . He didn’t mind at all . He made me feel so comfortable . So relaxed . So confident .
Charles was a complete gentleman . He said he enjoyed being with Linda . He also said he was happy to see the other side of me .
We went to the living room to watch the game and talk some more . He asked all sorts of questions . He was so interested in how I felt and I was so comfortable telling him .
It was a wonderful day getting to know about each other and our team won .
Before he left he said goodnight and kissed me ! LINDA’S FIRST KISS
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