How you got into Shemales

[bossman]

Don't exactly remember how, but there was a bar on North SouthPort in Chicago. It had a trans show/hang out, owned by a guy who had a trans girlfriend/wife... Gail, I think her name was.

Went into the club, some very good looking ts there. I was a flourishing submissive, saw a beautiful blond, 5'10", D's shapely... I had just finished a scene with a male dom. After some conversation, I lowered my pants to show her the marks on my ass.

She dropped what she was doing, we went to her apartment. After doing some housework, chores, she had me draw her a bath.... lots of bubbles. Vicky not sure on how I would react, jumped into the tub, and later invited me in to bathe her.

After having me washing most every crevice, she stood up, looking me in the face was a rock hard dick, pointing at my face, looking up, I saw those gorgeous tits, then wrapped my lips around that cock and never looked back.

Any Chicago girls interested in having a sub male... doing some house work, etc... drop a line.

She aske

El Gato Negro.

Where do you go to in Chicago these days?

[syla]

I had heard a friend call the one guy in high school a shemale (all boys school). Then the one time alone at home with all the data I remembered to Google "shemale". I battled with the switch in my head...but it was such a mindf*ck, I still can't get out. This is circa 2006.

I've had over 10 encounters since with TS ladies and have even crossed over to gay porn. Talk about advancement huh?!

[african1]

She was the reason..came across her pics by chance.

[Tattyguy4trans]

I was on tinder and right swipped this bangin hot asian girl. We talked for a bit and she asked me if i wanted to come over and fuck her in her CBD hotel. I couldnt believe my luck and skyped her to confirm she was legit. Call dials, she picks ups video call and she is legit. Stunning dark thai skin, model looks, awesome set of fakies.

We talk for a little bit, im hesitant to go over becuase its 3am at this point. She tempts me and pops her ass out her dress, says "this is what you get to fuck". Cant resist, Im turned on and tell her to "pull her thong to the side and show me her pussy". She smiles and laughs and goes red but starts to pull her panties to the side to show me her holes. Out flops a great big, hard, 8inch cock. Im rock fucking hard instantly but suprised and a little embarressed. She notices my cock through my underwear and asks to see. I didnt even hesitated and started jerking off for her on cam.

Stopped myself befor i came. Got in my car. Showed up at her appartment. Walk in, she is already down to panties and bra, i can see her cock get hard through the seethrough material when i walk in. My clothes are off as soon as im through the door and she starts sucking me off. I fucked her rough like any other girl and got so excited when she let me jerk her off while fucking her. It was awesome because it was like fucking while jerking off at the same time. She eventually came all over her tits while i was fucking and jerking her and i got so turned on that i pulled out, whipped the condom off and came all over her dick and balls.

Turned out she was a high class escort who had been getting plowed all night by cheapskates that didnt want to pay for her to cum and needed to blow a load with someone she was attracked too.

Incredible night tbh.

[redtiger]

Don't remember exactly how it came about. Only remember that I was looking for some porn and came upon a couple pictures of Vaniity wearing a tan and a red teddy when she was much younger than she is now. It was love at first sight! I've been hooked ever since. Although Vaniity was my first love I would love to spend an afternoon with Chloe Selpa most of all right now. But in reality there are just so many beautiful trans ladies out there that the scope of my desires is immeasurable!

[Torris]

A wrong turn on what they called the "world wide web" back then lead to
Victoria aka Miriam Rivera

http://shemalestardb.com/lgal/tscum/57180/1.html

Followed by

Lisa Lawrence,

Add Dana Douglas and that is my Tgirl porn trajectory



My first Tgirl VHS purchase. Polk Street San Francisco

[Torris]

Don't remember exactly how it came about. Only remember that I was looking for some porn and came upon a couple pictures of Vaniity wearing a tan and a red teddy when she was much younger than she is now. It was love at first sight! I've been hooked ever since. Although Vaniity was my first love I would love to spend an afternoon with Chloe Selpa most of all right now. But in reality there are just so many beautiful trans ladies out there that the scope of my desires is immeasurable!

I cherish those early scenes with Vaniity when she had little titties and was so innocent looking. Even had some discomfort getting fucked

[blueeyeboy]

How did I get into them?usually via their ass

[alsween]

I came across this scene featuring the beautiful Leah Chase in some sexy white lingerie and I was hooked. I think I was still
in my teens at the time. It took years for me to start pursuing them in real life though. I never thought it made me gay or anything, but I just didn't know where to start.

[budbundy]

I regularl went to the Red Light District (RLD) in Amsterdam. For (paid) sex with women. But slowly I was more and more interested in ladies 'with something extra' Saw that in sexbooks (internet wasn't invented, yet). And found that I got really horny of those 'ladies'. So 1 time I saw a gorgeous lady working in a window. Thought she was a normal woman, but when I came in her room, I saw a bulge in her panties. I paid her and she asked me, if I wanted her to fuck me. I immediately said 'yes' and that was the first time, I had sweet sex with a shemale. After that I never went to female prostitute, anymore. Only a couple of times a post-op trans, so completely operated. Went several times back to that shemale. With 'her' she fucked me and after that I fucked her. This shemale has been operated later and hasn't got a dick anymore, unfortunately. I still go to the RLD and went LOTS of times to Paloma and less times to Paula and other shemales. Paloma I know for more than 15 years. I hope, she's coming back in januari, cause she's by FAR my favorite. Did things (not sex-related) with Paloma too. Went to her birthday and did to out and drink together with her in Amsterdam Centre. I'm still attracted to normal ladies, but they don't want me. The sex (with mostly Paloma) is TOO good to be really true! By the way; Paloma is married with a Dutch men for a LONG time.....