What year did you start your TS lust?

[Cereal Escapist]

With "massive amounts" of porn, it was 1997 however my fantasies started around 1992.

I pose this question as I was on another board and got roped into a "who is the hottest transwomen ever" debate (as if there could ever be a true winner or consensus), with who I found out was a 19 year old kid. I'm 39 and have a bit of history to work with and he cited girls who were active in porn over the last 3-4 years.

While this makes me feel dated, I'd just like to see who else frequents this board as I suspect around here, the majority of the regular posters are old vets.

[Stavros]

Probably 1968 though it might have been 1966 or 1967 depending on when I first saw Danny la Rue on television, which was as close as we got in the UK in those days outside some exclusive clubs in London I was too young and too poor to get into. In 1968 there was a hairdresser in Middle Temple who was as close as you could get to being femme without being arrested, as it was a crime in those days for a man to be seen in full drag in public in the UK. I used to go weak at the knees when I passed, so I knew something was going on that was thrilling and disturbing, such are the anxieties of one's teenage years. To see the amazons of Pigalle a few years later convinced me to move to Paris in 1975 but that fell through and I had to make do with Montpellier where there was a small street scene. I should have stayed. The scene today is beyond anything we could imagine back then, you don't know how lucky you are, or maybe you do.

[Cereal Escapist]

That is absolutely impressive. I was only born in '78. Not sure who will top 1968.

[SanDiegoPervySage]

10 years ago I guess. Just fucked around and ended up on "that part" of the internet.

[KCBob4TS]

About 1980 in KC. While driving down Main Street I saw this tall beauty in a halter top, heels and and hot shorts. She must have been 6'2". I had never had an experience before and pulled over thinking she was a female. She got in and off we went to her place. I still didn't know. Well we partied and got busy. She had great implants and when the pants came off I was surprised but oddly didn't care. I found it extremely sexy. And the best part is I was able to bareback her. Pre AIDS. We saw each other for maybe three years before she moved away.

I will say that I really enjoyed my time living in Vegas. Many sexy ass TS there. Sadly the scene here in KC is a bit lacking.

[jamesedwards]

The year 2000! With my Domme she introduced me to my first TGirl cock.

[TSaddicted]

2013, I gathered the courage to meet my first trans woman who was a ladyboy.

I tell you, it's been a while since my last experience. I'm not into the extortion rate escort thing here in London. Think I will wait till my next holiday, these clubs tend to be stuffed to the rafters with working women.

[Stavros]

About 1980 in KC. While driving down Main Street I saw this tall beauty in a halter top, heels and and hot shorts. She must have been 6'2". I had never had an experience before and pulled over thinking she was a female. She got in and off we went to her place. I still didn't know. Well we partied and got busy. She had great implants and when the pants came off I was surprised but oddly didn't care. I found it extremely sexy. And the best part is I was able to bareback her. Pre AIDS. We saw each other for maybe three years before she moved away.
I will say that I really enjoyed my time living in Vegas. Many sexy ass TS there. Sadly the scene here in KC is a bit lacking.

I can relate to this because in the days before the internet something else had to stimulate the curiosity/interest. In my case it began with television, then real life, but definitely the 'street scene' which did not exist in London until at least the 1990s (a few girls in the vicinity of Earls Court underground station) but which brought you face to face with women you did not think existed. I was with an American girl in Paris in 1973, she had paid for her European tour by stripping across the Mid-West, and we were with some Belgians in a bar in Pigalle and in the corner were two extraordinary girls in hot pants, looking bored. She leaned into my ear when she saw me leering at them 'they're guys' she said, and it all fell into place. Pity the street scene has become so fraught these days but I guess change is change. Would not have thought it would be found in Kansas City, but what do I know?
And also, how difficult, even desperate it must have been for the girls in those days.

[BlüeKarma]

Mid to late 90s I think, I had a copy of one of my friend's dads Penthouses oogling the chicks and in the back with all the sex ads I saw one for a ladyboy video, well that was it seeing a big dick on a pretty girl cursed me with the knowledge that that is what I wanted and what I was inside. A strange inspiration but one nonetheless.

[Torris]

Late 80s early 90s porn shopping on Polk Street San Fran. On the way to the het section (I loved Heather Hunter), I stopped by the Gay Section and Dana Douglas was on the cover of She Male Vacation. Later found Vaniity, Bianca Freire (pre boob job) and Fabiane de la Costa

It was only after I nearly died of sepsis in late 2012, that after I got out of the hospital my porn habits switched to about 80/20 Tgirl.

No idea why, but near death taught I don’t have time for pussy fucking. Only Anal for as long as I’ve got left

[KCBob4TS]

I can relate to this because in the days before the internet something else had to stimulate the curiosity/interest. In my case it began with television, then real life, but definitely the 'street scene' which did not exist in London until at least the 1990s (a few girls in the vicinity of Earls Court underground station) but which brought you face to face with women you did not think existed. I was with an American girl in Paris in 1973, she had paid for her European tour by stripping across the Mid-West, and we were with some Belgians in a bar in Pigalle and in the corner were two extraordinary girls in hot pants, looking bored. She leaned into my ear when she saw me leering at them 'they're guys' she said, and it all fell into place. Pity the street scene has become so fraught these days but I guess change is change. Would not have thought it would be found in Kansas City, but what do I know?
And also, how difficult, even desperate it must have been for the girls in those days.

Well I was describing almost 40 years ago. She was an exception at the time. Implants, very feminine, etc. I really didn't have much luck until I was living in Vegas in the 90's. I've met a few since coming back to KC in 2010 but I really don't know where to look. There is a bar that will have some but sometimes they are working and then there's the dope. Looking on the street really isn't an option as the streets have become rather sketchy. KC has it's dangerous areas and sometimes the two intersect.

I'm not giving up and will keep trying. I met a gurl working at an Old Navy and have gotten to know her. Once we got past the fact that I knew and didn't care it became much easier. What's worked best for me is just letting them know that I want to get to know them as a person and not as something different.

[must93]

1983 for me.

[bryanferryfan2]

1983/84

[allaboutgirls]

It started in the mid-to-late 2000s for me. I don't remember the year. I came across Brazilian transsexual porn and it turned me on more than anything else I'd ever watched. I was hooked.

[mikelangelo1]

ten years now...a way of no return...i still admire women though.. they turn me on, but not the same as tgirls

[SXFX]

God I thought I was old!
with the old IRC network and the Biancas closet chat room!
=)
dial up porn! that was dedication!

[gandalf]

1979, when Club International magazine started running sets of Sulka, Margo and Carnal Candy. A couple of years later the first VHS tapes of Tgirl action started showing up. By the mid-eighties, I was stationed in the PI and got a chance to be with the real thing.

[Fitzcarraldo]

Had to be sometime around 1980 when I saw three transsexuals (the preferred term at the time) being interviewed on Phil Donahue's show. I don't know any of their names, but I remember there was a drop-dead gorgeous redhead.

[Cereal Escapist]

God I thought I was old!
with the old IRC network and the Biancas closet chat room!
=)
dial up porn! that was dedication!

https://www.youtube.com/watch?v=HsoXszUN71c

[Torris]

God I thought I was old!
with the old IRC network and the Biancas closet chat room!
=)
dial up porn! that was dedication!

As someone who worked in a University Library around ‘93, I remember you had to download naughty pics in multiple parts and use UUencode to put it all together

[KCBob4TS]

Had to be sometime around 1980 when I saw three transsexuals (the preferred term at the time) being interviewed on Phil Donahue's show. I don't know any of their names, but I remember there was a drop-dead gorgeous redhead.

https://www.youtube.com/watch?v=CXvrtBsyCbc


https://www.youtube.com/watch?v=ztHpE4pcpOs


Some other videos and her You tube channel.


https://www.youtube.com/watch?v=F5F15L1ofyE


https://www.youtube.com/channel/UCQ2SwMWLWfmzxiWpuT07GBg

[Fitzcarraldo]

https://www.youtube.com/watch?v=CXvrtBsyCbc


https://www.youtube.com/watch?v=ztHpE4pcpOs


Some other videos and her You tube channel.


https://www.youtube.com/watch?v=F5F15L1ofyE


https://www.youtube.com/channel/UCQ2SwMWLWfmzxiWpuT07GBg

Different from the show I saw. I'm sure what I saw was earlier.

[KCBob4TS]

Different from the show I saw. I'm sure what I saw was earlier.

I figured as much but that was all I could find. Still some interesting stuff. And she is sexy as all get up.

[Stavros]

Could it have been this one featuring Silver, among others? As the other link argues Donohue was able to discuss issues without turning it into a circus and was always a fair and considerate host.

https://www.youtube.com/watch?v=RP8ZG9uL520

https://transgriot.blogspot.com/2013/04/phil-donahue-trans-shows.html

[Fitzcarraldo]

Could it have been this one featuring Silver, among others? As the other link argues Donohue was able to discuss issues without turning it into a circus and was always a fair and considerate host.

https://www.youtube.com/watch?v=RP8ZG9uL520

https://transgriot.blogspot.com/2013/04/phil-donahue-trans-shows.html

Nope.

[todd222]

1980, the live peeps shows in Times Square. One time the girl had a little surprise. I was hooked.

[bulldogtuck]

1996 when I saw Brandy Scott and Gianna Michaels on HBO Sex Bytes.

I started to really pursue my interest more in 2000 when I saw Vaniity in a pictorial. In 2004, I lost my virginity when I met porn star Maui in an AOL chat room and she invited me over to her apartment.

Since my encounter with Maui, my relationships with trans girls have outnumbered cisgender women by 4 to 1.

[tslvr]

1979. Pasha was in Husler magazine.

[john1990]

Blimey I feel young compared to most of you lot! Must have been about 2006/2007 when I started looking at them. I remember Long Mint, Jessie and a little later Sarina Valentina being some of my first trans crushes.

It all stemmed from the femdom porn I used to enjoy at the time and it was like I’d like the girl to ‘do the work’ in my fantasy. I just didn’t have a clue to start with though. I thought trans women were born females who had their vagina swapped out for a cock lol.

[Steph96xx]

I think around 2010? The first person I remember making an impression on me was Mariana Córdoba, for obvious reasons

[morim]

It was about '82 or '83, and I think I was 14yo.
I was in Milano and entered a porn shop, I saw a TS magazine and was attracted by the cover.
It was the beginning...

[versmuscle12]

2009. I have always enjoyed being dominated by very tall and large women. I was living out in LA then, and I came across the personal posting for a girl who was 6’7” but also trans. I had never been with a trans woman before and didn’t know if I would enjoy it, but I had to give it a try because she was so big. And not just her height - she probably weighed about 300 lbs but carried it well because it was distributed across all that height, but she also had big everything else - big butt, big boobs and as it turns out, big black dick. I tried it once and we went on to have about twenty domination sessions together over the years.

[smoothboi]

Probably early 2000s for me when Yahoo groups was a thing. I was like whoa! Never really went through the "am i gay?" phase, so maybe I was wired for it.

[dirtrail]

I remember seeing transgirls in phone sex advertising in the back of hustler as a teenager, but it never did anything for me. Then about 20 years ago I met a transgirl for the first time through a mutual friend. I was taken aback by how fem, delicate, and girly she was. There was no way I could tell. I was very intrigued and soon became hooked, lol

[BeholdTheTrove]

A few years ago I discovered Bailey Jay, I was a new man.

[TSlover6912]

It was about 2013 or so, it started out with just some pictures and then I found the more popular models, Gia Darling, Holly Sweet etc. then, after a couple years of that I discovered Backpage and had my first experience. Although it wasn't that great, she didn't get hard and wasn't a true TS, moreover fem boy,

Then for my next experience I knew exactly what I wanted and found another girl, asked her a few questions and was well on my way. I must have sucked her a dozen times before she finally came in my mouth. And what an experience that was, having my mouth flooded with the huge load of sperm that I had no idea what to do with.

Even to this day the whole experience is very exciting.

[BatMasterson]

Curiosity started a few years prior but I'd say 2002 with Florencia de la V on Los Roldan followed by Miriam Rivera shortly after.

[torcoex]

For me, it was the mid 80’s. Hustler did som pics with an Ancient Rome theme. I was hooked from then.

[Cereal Escapist]

I guess I missed the boat on magazines. I did see a few magazine ads for "hermaphrodites" and "girl's with something extra" in 1995-1996 but for me that was already after I started liking transwomen.

My porn addiction to transwomen really coincides with Steven's porn empire!

[boner]

Seeing Gia Darling for the first time in 2003 forever altered my sexual compass.

[slave2u]

mid to late 70s. grew out of my interest of being dominated and buying magazines such a "madame" which include a lot of forced crossdressing stories and some photos. there was a companion magazine for tvs (can't remember the title).
my first experience with a tv was around same sort of time - i contacted a dominant tv through the contact magazine 'rendezvous", she was mature and into foundation wear. thinking back it was a pretty bland encounter - but it was one of my first visits to a professional.
oddly over the many years since then i have come to realise that quite a lot of those encounters turn out to be much less than one hopes.

[Stavros]

my first experience with a tv was around same sort of time - i contacted a dominant tv through the contact magazine 'rendezvous", she was mature and into foundation wear. thinking back it was a pretty bland encounter - but it was one of my first visits to a professional.

Wow, I used Rendezvous too! But my experience has been memorable for being one of the weirdest encounters I have ever had -I can't go into the details in case one of -or rather, four (!)- of the people (all in one house, never saw that coming) concerned are still around. Let's just say I never used Rendezvous again...is it any wonder that I preferred the streets of Paris and Milan to the kitchens of England?

[Will Riker]

Long time ago, in a galaxy far, far away, lol

[jwilliams78]

2000 I started looking at pics and got a raging hard on

[hardnhappyfred]

I saw my 1st tranny porn as a teen in the '70's on a 8mm movie. Then started seeing more and more in the backs of magazines. Joined Navy and saw my 1st tran (didn't date, just saw) in Pattaya. Back in San Diego I didn't have a gf, and decided to give a TS a call, was around '88. Seen a lot of them since in California, Thailand, Hawaii, and now in DC and Maryland. Had some really fun times, and some not so much, but overall I still enjoy a "date" with one every now and then.

[musclebound35]

I saw my 1st tranny porn as a teen in the '70's on a 8mm movie. Then started seeing more and more in the backs of magazines. Joined Navy and saw my 1st tran (didn't date, just saw) in Pattaya. Back in San Diego I didn't have a gf, and decided to give a TS a call, was around '88. Seen a lot of them since in California, Thailand, Hawaii, and now in DC and Maryland. Had some really fun times, and some not so much, but overall I still enjoy a "date" with one every now and then.

interested in checking out the dc/md scene. U hooked up with any of the asian ts there? i know a couple of them and have hoped they would come up to nyc, but they've stayed down in the dc area unfortunately.

[morim]

Seeing Gia Darling for the first time in 2003 forever altered my sexual compass.

I meet Gia Darling in 2003 too.
It was at "Peanut Club" in LA.

[SXFX]

who remembers biancas closet the first adult chat room for the masses

[jwilliams78]

2000

[Star Angel 86]

1991 Jerry Butler (R.I.P.) came out with a book called Raw Talent. He would go on to mention that he had a scene with someone that was born a man and now living life as a woman, her name was not mentioned in the book he would go on to say how she had a resemblance to Angie Dickinson the only thing giving her away was her height. Jerry Butler was talking about Shannon (a.k.a. Catherine Crystal) (R.I.P.).
To me, I just found that so incredibly hot !!!!

[bluebottle]

I saw Vaniity on Venice Beach in swimsuit back in the late 90's..
She blew my mind...

[dirtrail]

Probably right when the first rogue adventures came out.

[filghy2]

I watched the movie Shemales Invade Italy (starring Rocco Siffredi and Omar Galanti) back in 2005. I was in an adult video store looking for straight porn and I picked it up and was intrigued so I decided to give it a try. I remember how nervous I felt going to the counter that someone might give me a funny look. From there I got hooked and now watch about 90% TS porn. Fortunately I don't need to go into video stores any more.

[LovinThaTSLadiez]

2003. When I discovered that I had an attraction to transsexuals, nothing has ever made my cock harder. I immediately knew it was a wrap! I was and am addicted!

[Micheal Spears]

2001.

Andrea De Olivera.

I was done at that point.

[SydneyFarron]

2012. About six years ago a girlfriend showed me a scene with Bailey Jay. I remember Bailey was in trucker hat and flirting with some guy by a Land Rover. It was hawt. Seeing Bailey also did a lot for my self-esteem as a trans woman. Six years later and I'm trying to fuck all the cute Tgirls on camera for a living ;)