My first tranny

[Bibabyblues]

I got wasted on Christmas and posted some ads online. I ended up having a beautiful tranny come to my room. She fucked me like a bitch...it was so hot... Huge cock. I was walking funny for a couple days. What an experience!

[PeninAZ]

Good for you, that's like every man's dream! :impleased

[Bibabyblues]

Fucked me on back, it was hot i held her tight while we sucked tounges. Fucked me u til she pulled out and came on my balls. Never thought that would happen!

[tonytnt]

The first cock I ever sucked was a hot tranny. We were sitting on a love seat, I put my hand up her skirt, pulled her dick out of her panties, knelt on the floor and put her cock into my virgin mouth. I sucked her on and off for 45 minutes. I could not get enough

[cheetah45]

Just this past Saturday, I had a transsexual answer my cl post and invited me over to suck off her cock. Her place was set back down a driveway in an older residential area. She was outside in a porch area but still open to possible neighbor view sitting on a chair with her cock out. I did what every cocksucker would do and got down on my knees and started sucking on the hardest cock I have had in a long time. Now it may not have been the biggest but it was definitely worth going down on. After about 5 minutes, she invited me into her bedroom and out of public view. By the time the day was done, she had fucked my ass and then I sucked her off. Later in the day I came back and sucked her and her neighbor off with a smile on my face. Now she may not have been porn star beautiful, but she was cute with nice breasts aggressive and I am hoping to have more fun with her coming up.

[flynn]

Did you have to pay anything?

[cheetah45]

Not a dime was paid.

[69luvr]

The first cock I ever sucked was a hot tranny. We were sitting on a love seat, I put my hand up her skirt, pulled her dick out of her panties, knelt on the floor and put her cock into my virgin mouth. I sucked her on and off for 45 minutes. I could not get enough
I could neverget enough of tranny cock either! I enjoy tounging his cock for many hours. Its even nicer if he has boobs to suck as well a s acock.

[deecee63695]

It seems there are very few credible trannys in the Florida area that aren't prostitutes. The ones with nice breasts are even harder to find. But I'm still looking!!!

[BiCplAz]

San Francisco in the 80's there were trannies everywhere and I sucked and fucked as many as possible but Jakarta had the cuitest boy/girls anywhere and I did my share of them. Ah memories:-)

[lonewolf2914]

I'd love to hook up with a beautiful,well hung and nice breasted tranny

[flynn]

Any suggestions on how to tell if a craiglist ad is NOT a prostitute? I'd love to have an interaction which is mutually satisfying.

[pole_smoker]

Any suggestions on how to tell if a craiglist ad is NOT a prostitute? I'd love to have an interaction which is mutually satisfying.
Neither my partner or myself use Craigslist but friends that do or have said how pretty much everyone on it is a whore-literally.

[susmit4coll1ns]

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[cuttin2dachase]

I realize that many transexuals are offended by the use of the word 'tranny' or "chick with a dick', so to my true and stable TS friends on this site, please don't take this post the wrong way or personally. I do not mean to offend.

I have been with several crossdressing bi men, but never with a real tranny. A CD I once met told me he was tranny. In reality he was a bi married CD who fancied himself as a female whore when he dressed for other men. He only occasionally indulged in this kind of kink, but he did envision himself as a tranny in his mm fantasies. I went along with it and we had a great time. The tranny guys I see on the adult sites and those who have contacted me on various mm sites were cheap low class male prostitutes and very ugly ones at that. Even as men they would have been ugly, very low class and unstable people. At the other extreme, there are lots of very pretty & sexy ultra passable men whom you would never believe to be men until their clothes come off. It seems they are mostly prostitutes too, very affluent high class callgirl types, but still a bit unstable. I don't understand why they would undergo the hormone treatments, plastic surgeries and other medical procedures and associated costs to feminize themselves, then stop short of transitioning their male genitalia to female genitalia to become a "real woman". They could just be fem crossdressers and still meet hundreds of men who adore CDs. Only thing I can figure is that they make a living filling the tranny niche for bi or gay men who are happy to pay for it. Somewhere in the middle of those 2 extremes would be a partial TS that I would be comfortable meeting. I cannot imagine the psychological stress and other issues that they must deal with, but I think it negatively affects many of them and is what gives them an air of instability.

I have been chatting with a nearby bi divorced man. He is 55, nice looking (from his pics) and seems nice and genuine. He works and goes into public as a man, but lives as a woman at home. He told me that he and his ex wife had been swingers and that she was his domme. He says he adored being a submissive, cuckolded, sissyfied, fem sex slave to his wife and her male lovers. At her insistence and instigation he underwent hormone treatments to enlarge his breasts and develop softer and more fem physical traits. He has 36D breasts now (and a nice 7 inch cock). He's particularly proud of his boobs, his cock, his femme wardrobe, painted toenails and other feminine trappings. His wife up and left and divorced him to marry one her lovers, but he says he's happy to be alone now and pursue all his mm desires as a "chick with a dick" (his words not mine). I've asked him if he intended to pursue sex change surgery to become a "complete woman". He said hell no and that he has a more fulfilling and exciting sex life with bi men now than he ever did with his wife and her lovers! He loves kissing and oral sex with men and like me is not interested in anal sex. He lives alone, can host anytime and has really been coming on to me to come over and let him pamper my body and cock. It almost sounds too good to be true (and you know what they say about that). I'm in a quandary as to whether to meet him or not. I don't want to pre-judge him as unbalanced or unstable as I would the male prostitute type trannies, but those thoughts do enter my mind as I try to decide. Has anyone else been in this situation before and if so, how did it turn out? If I do meet him, I'll be sure to post details of "My First Tranny" here.

[pole_smoker]

Did you have to pay anything?

I wonder if the original poster was with a shemale or tranny hooker?

I have been told they are literally a dime a dozen on Craigslist and other hook up sites including this one. ;)

[pole_smoker]

San Francisco in the 80's there were trannies everywhere and I sucked and fucked as many as possible but Jakarta had the cuitest boy/girls anywhere and I did my share of them. Ah memories:-)

Creepy. You are a ped0.

But that is one main reason why westerners go to Indonesia, and lots of people from there there are forced into prostitution.

[DMercator]

First, and it probably goes without saying at this point, but ignore Pole_smoke (troll).

Next, let me say, if you had a good time and everyone was a willing adult, more power to you.

My thanks to Cuttin2dachase. I didn't know that the words 'tranny' or "chick with a dick' were offensive. If there's someone on the site that fits this category and wouldn't mind emaiing me, I'd genuinely like to understand this from your point of view. Personally I think an individual with breasts and a cock (regardless of the name by which they chose to identify themselves) is pretty hot in theory. In reality, outside of Bourbon Street, I've never seen a passable "chick with a dick".

I wish I had. As a fantasy at least, I sure wouldn't mind living out your experience Bibabyblues. Sounded pretty damn hot to me.

[pole_smoker]

First, and it probably goes without saying at this point, but ignore Pole_smoke (troll).

Next, let me say, if you had a good time and everyone was a willing adult, more power to you.

My thanks to Cuttin2dachase. I didn't know that the words 'tranny' or "chick with a dick' were offensive. If there's someone on the site that fits this category and wouldn't mind emaiing me, I'd genuinely like to understand this from your point of view. Personally I think an individual with breasts and a cock (regardless of the name by which they chose to identify themselves) is pretty hot in theory. In reality, outside of Bourbon Street, I've never seen a passable "chick with a dick".

I wish I had. As a fantasy at least, I sure wouldn't mind living out your experience Bibabyblues. Sounded pretty damn hot to me.



Chick with a dick, tranny, and she male are not offensive. Many trans people use these terms to identify themselves.