Not All Cross Dressers Are Gay

[sirhugs]

Mike and Tom were old army buddies. Then Mike married Kathy & moved across the continent. They had a daughter, Sally. Tom married Jane and they had a son, Terry. Over the 18 years since, the families shared numerous vacations.

One day, Jane catches Terry rummaging in her underwear drawer. Shocked that her own son might be using her panties to masturbate, she tells Tom. Terry confesses that he likes wearing panties, and wants to try dressing as a girl. Knowing that this would get Terry beat up in the tough southern town they live in, Tom gets the idea to ask Mike if Terry can spend the summer in California with Mike's family, trying to live as a girl, or young woman.

Mike is reluctant, because they have given up the spare room to a live in maid. Jane laughs and says "He must be a nancy boy, so I'm sure he'd be safe sharing with Sally- doesn't she have twin beds in her room?"

Mike and Kathy agree and when they meet Terry at the airport, they have a hard time recognizing the gorgeous young woman he has become.

Except... regardless of how he dresses, Terry is as hetro as they come....

 

[Carnevil9]

I don't know about the family/daughter thing, but I like the idea of a guy going out on the town dressed as a woman, especially in California.

Think about it: he's a het guy, dressed as a beautiful chick. What's going to happen? Guys are going to hit on him. He's going to have to shoot them all down, or compromise his hetero-ness. Maybe that's the point of the story, but I think that's been done to death.

California to the rescue: It's San Francisco, and he hangs out at all the lesbian bars. The lesbos all love him, and he lets them seduce him, one by one. Some of them react badly when finding out he has an "outie" instead of an "innie." Others take it in stride. Still others go crazy for it - the looks and personality of a girl, but the working anatomy of a guy! The best of both worlds!

 

[Hypoxia]

You needn't stereotype San Francisco. It would work just as well (and accurately) in Houston. Or other places. I can think of towns (and not just New Orleans) that host annual cross-dressing bar-hopping events.

Might be interesting to explore the dynamics of hot-hetero-crossdressing in different places. How does it work in San Diego vs St Louis vs Boston vs Miami? Throw in some culture-clash stuff, maybe racial dynamics too.

 

[Carnevil9]

You needn't stereotype San Francisco. It would work just as well (and accurately) in Houston. Or other places. I can think of towns (and not just New Orleans) that host annual cross-dressing bar-hopping events.

Might be interesting to explore the dynamics of hot-hetero-crossdressing in different places. How does it work in San Diego vs St Louis vs Boston vs Miami? Throw in some culture-clash stuff, maybe racial dynamics too.

You're missing my point: they don't know he's a cross-dresser, and can't even suspect it. They think he's just another garden-variety lesbian. You could set it anyplace, I agree, but it has to be a place with a large and throbbing lesbian community.