Hey everyone, has anyone ever had an encounter with with any transgender or even any crossdressers? If so, how was the experience?

 

I have. It was nice. We exchanged makeup tips and one gave me some shoes that wouldn't fit her. That's me in the blue and black top.

 

Nope, but I look forward to one. After all, there is a first for everything, right?

 

It was, and is. The best of both worlds.

 

I actually just got back from my first....I've always fantasized about it, but bitched out whenever I got a chance.....I've been talking to a couple girls on some dating apps, when I'm drunk I tell them we should meet up but always leave them hangin....anyway last night I get home drunk, I'm texting with this hot ts, when she asks if I want to fuck I tell her I'm to drunk to drive.....she offers to come get me, at that point I can't say no....also this girl has stated many times that she's a top...we got to her house, talked for a while, then got in her bed....I sucked her off, and then she fucked me from behind.......and I'm already thinking of what I want to try next time

 

Never have but often fantasize about it. I'd def play with a tgirl!

 

@deech: Fantastic -- good for you!

I wouldn't know how to find one that's not a hustler.

 

I have. We made out like high school kids. Grinding each other.

 

these are all awsome!

 

no but want to..

 

I'm very curious. Just don't run into one everyday. Don't want to get one online as I've heard some stories with some not so happy endings.

 

You may have run in to one, you just didn't know it !!

 

I thought I ran into one, but it turned out to just be a mirror.

 

For the most part, they were really charming. I got a lot of tips on where to buy clothes for tall girls which is awesome.

 

One of my boyfriends is a crossdresser. I think it's incredibly hot. He has much better legs than I do, lol. Looks great in stockings and heels. I looooooooove giving him blowjobs while he's dressed up...so sexy having my head between stocking-clad thighs and garter straps while I've got a big cock down my throat. Unffff. Yes.

I had a crush on a transwoman in college, we made out once, but it didn't go as far as sex. I would have loved that. Getting fucked and sucking tits at the same time? Best of both worlds...

 

I have her name was Samantha (Sean) a transitioning female, who for all outside appearances was just a very tall woman and a little thicker then most girls her size. I took her out to a gay friendly restaurant she suggested and we had a great night of conversation that ended with a kiss (or so I thought) when she invited me back to her home for a night cap. I was thinking if this goes anywhere "I get to suck a pretty girl's dick" what I didn't know while everything was moving along intensely, was that she didn't acknowledge her cock as sexual (it was wrong) that ended the night and lesson about the difference of trans? We remained friends and she assured me I was being a perfect gentleman and slow lover, that I couldn't of known of her aversion to "it!" (her words not mine.)

 

thanks everyone. was just curious and thanks for all your incite.