Sex With Guys Who Dress Up Like Women

[deleted1074483]

its not my biggest fetish but in my late 20s i met a guy who was into dressing up, wearing heels, stockings, garters, panties. At the time as i was so sexually attracted to him as a guy, seeing him like that did not turn me off at all and there was 'something' about seeing the big butch man looking so submissive that it was a bigger turn on in some respects, my first real experience of being the dom to a much more masculine (normally) guy.

 

[Hot-n-Heavy69]

I dabble in crossdressing myself, and I've had the pleasure of dressing up for a guy, and it was amazing! His response was instant..he loved it! The next few hours are like a hazy, sexy dream. He's telling me how he's gonna make his slut, and then proceeds to do just that.. Definitely one of my favorite experiences

 

[Derringer]

I fantasize about a cross dressing guy with a big cock fucking me in front of my girlfriend. I also fantasize about a similar scenario only I am wearing the panties which are pulled aside so my tiny penis is exposed while a better hung guy fucks me.

 

[JakeOaks00]

Dressing up a bit can be fun. Skype = JakeOaks00

 

[Derringer]

While engaging in a foursome with a girlfriend and another couple I was fucked by the relatively effeminate other guy while the 2 women watched.
My tiny penis looked (and felt) even smaller compared to his substantially larger member. His girlfriend commented that she never saw her BF as so manly before as he dominated me. I am otherwise more alphaesque in physique and personality despite my babysized cock. This was a huge turn on for me because of my SPH fetish.

 

[Upfourall]

If the guy is completely passable as female it's hot as fuck. If he's some hairy dude, nah.

 

[Richard Licks]

Anyone had sex with guys who are feminine? What’s it like?

Want to try a GURL sometime just hasn't presented itself to me yet.

 

[Richard Licks]

While engaging in a foursome with a girlfriend and another couple I was fucked by the relatively effeminate other guy while the 2 women watched.
My tiny penis looked (and felt) even smaller compared to his substantially larger member. His girlfriend commented that she never saw her BF as so manly before as he dominated me. I am otherwise more alphaesque in physique and personality despite my babysized cock. This was a huge turn on for me because of my SPH fetish.

Wow, what a wonderful story. Have any more experiences like that?

 

[sissyjanine]

I don't fully dress, but wear panties, bra, hose and garter...love to be on my knees sucking a hard cock like this or bent over taking it hard...

 

[daddiesbarebackslut]

I have and still do dress for guys, getting dressed knowing a guy is coming round to use you gets the heart rate going.

 

[Robert Dole]

I've known a guy for some time and recently we have started to hook up on a FWB basis- he would be early 30s, slim and not hairy at all, with a baby face and fair complexion- and he wears panties, tiny lacy ones. I'm not at all bothered by this, he claims they are comfortable. They readily slip aside or off and he has started to respond well to being called pantyboy...

 

[MNpervert]

I have hooked up wtih a few CD's in my life, yo upretty much know what to expect. They are a bottom and just want your cock