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Tennis Anyone?

JJ Hart
3 min readNov 21, 2021
Source: Cyrsti Hart

This is another of my continuing series of posts revolving around chances I took cross dressing my way into becoming a transgender woman and living fulltime in a feminine world.

In the restaurant/bar I used to manage, two cis women who I presumed were in their fifties, came in several days a week to enjoy a cocktail or two. During the warmer months they used to stop by after their tennis matches in their tennis outfits. Of course I was jealous of the fact I didn’t have an outfit to match theirs.

Around the point in time I am writing about, the stores I loved to shop in started to carry short thin ribbed flared dresses in larger sizes. Perfect to put together a tennis outfit. All I needed to do was find a white one. As luck would have it, I found one in my size. I then set out to complete my “outfit”. The problem I had was finding items and then hiding them from my wife. As luck would have it, we had a rarely visited other closet where I could hide an item. Often in plain sight.

Now, back to the outfit. Finding a pair of white tennis shoes in my size actually proved to be fairly easy too. Now I had to figure out what to do about my legs. Even though I was able to shave my legs back then I added a pair of Leggs pantyhose and even added a pair of white thigh highs which didn’t exactly fit the idea of what a cis woman would wear with a tennis outfit but still added some…

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JJ Hart
JJ Hart

Written by JJ Hart

Thanks for stopping by! I am a married Transgender veteran author and blogger. I write in the hope of helping others with similar gender dysphoria

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