Crossdresser Babysitter

[johnnysdirtysecret]

How about a story where a guy hires a guy to babysit and has a nanny-cam type thing to spy in case the boy does anything wrong. When he watches it he notices the guy babysitter dressing up in his wife's lingerie and pleasuring himself. It's pretty hot to watch, what does the guy do next?

 

[Nightierub]

Maybe joins him and makes him cum in his wife's lingerie?

 

[sirhugs]

from the title, I thought it would be a story idea about a guy or a couple who hire a cute young woman (college student?) to babysit, not realizing that she was equipped as a he.

 

[johnnysdirtysecret]

from the title, I thought it would be a story idea about a guy or a couple who hire a cute young woman (college student?) to babysit, not realizing that she was equipped as a he.

That could work too. Just throwing ideas out. I like the idea of spying on the crossdressed hottie on the nanny cam, though.

 

[sirhugs]

That could work too. Just throwing ideas out. I like the idea of spying on the crossdressed hottie on the nanny cam, though.

I like the idea of the driving home of her... or of the couple sharing her. with that cock as the extra treat.

 

[daddyslittlebitch]

I like the idea of the driving home of her... or of the couple sharing her. with that cock as the extra treat.

I like this. The husband could be surprised that his wife hired such a cute teen girl sitter, given his typical wandering eye. The wife hired a sissy thinking that her hubby wouldn't be tempted to cheat with a femboy, but never told him. He only finds out the girl is really a guy when he drives her home and ends up going down on her in the car.

 

[Carnevil9]

from the title, I thought it would be a story idea about a guy or a couple who hire a cute young woman (college student?) to babysit, not realizing that she was equipped as a he.

That's what the title made me think, too. (GMTA?) But I'd skip the nanny-cam. The dad really does think it's a pretty young female tart, and makes plans to seduce "her" (in the car on the way home? Or something more elaborate?) Then gets the surprise of his life when he finally gets into "her" panties.

Of course, by then, he's too horny to back out, and the babysitter doesn't give him the chance anyway.

 

[hollandguy]

yess

Love the nanny cam crissdresser Idea

 

[Hypoxia]

The babysitter (any gender) crossdresses. So do the parents. The baby, too. Everybody's a tranny! Hilarity ensues.

 

[daddyslittlebitch]

Love the nanny cam crissdresser Idea

Yes, I really like this element of the idea. You could do a lot with the employer finding it, getting off on it and gradually getting more and more of a voyeuristic thrill from watching his tranny babysitter before they ever get it on together.