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  #1  
Old 10-06-2007
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Red face I feel a little bit funny - How did you feel the first time you seen a shemale.

How did you feel the first time you seen a shemale picture or video?
Who was it? and what happened to you then?

Someone posted a picture recently on the forum of the first ladyboy i ever seen and it brought it all flooding back the first time i seen it, about three years ago.

I remember being really shocked at the slim lad with long hair and a pretty face in makeup, he had a really long big hard cock and i was thinking yuk, that's just freaky, at first. (i still don't know his/her name)

I quickly move on to another site, then i found myself being curious, wanting to see it again, so i had another little peek.
I couldn't help being turned on by the sight of his pretty face long blond hair and big cock, and kept thinking how nice he would look with tits (he hadn't got any yet).

I felt a bit funny a bit pervy looking at his forbidden fruit, thinking i must be queer, but i kept coming back to it.

That led me to looking for shemale sites, before long i was downloading loads of shemale pics and porn,
I was fascinated by the sight of beautiful girls with big cocks, I couldn't get enough.
I was wanking off like mad to it.
From then on i was hooked, and it has now become an obsession.


How about you how did you feel and what happened to you?
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  #2  
Old 10-07-2007
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My legs shook and my cock dripped
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  #3  
Old 10-07-2007
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My legs shook and my cock dripped
You should see the doctor for that.:D
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  #4  
Old 10-07-2007
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This is the girl i was talking about that first got me curious.
I was turned on by her lovely smooth big cock and pretty made up face, but kept wanting her to have tits as well and a shapely pair of hips, she would be almost perfect then.
I just couldn't stop felling a bit weird and pervy looking a her thou.
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  #5  
Old 10-07-2007
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Default I felt turned on

I first didnt notice the cock and i saw how sexy her body and face was and then i saw she had a cock,then i was surprised how hot see is with a cock
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  #6  
Old 10-07-2007
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i didnt realize it. i just thought she was hot. then she had a dick and i changed it. a couple weeks later i thought about it and started looking for it more.
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Old 10-08-2007
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One word can sum up how I felt when I saw my first T/S. Horney
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  #8  
Old 10-08-2007
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i didnt realize it. i just thought she was hot. then she had a dick and i changed it. a couple weeks later i thought about it and started looking for it more.
That a bit like my experiance i keept wanting to see it more and more and it's sort of fascinating and draws you in, then your hooked.
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  #9  
Old 10-09-2007
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I'm sure the first time I saw one was in a porno movie. Started with a lovely woman laying there appearing to be masturbating. But the camera was close up on her torso and face. So you didn't quite see what she had below. And of course, when her man comes it it is a big surprise kind of deal. Typical porn cliche.
Up until her cock was revealed I was quite aroused. And once her true nature was revealed I was horrified.

Now, I don't want to hurt any girl's feelings here by what I say, for I mean no harm.

But back then, at that time, I was conditioned like most males. Women were right. Men or shemales were wrong. To like shemales and such is gay. Gay is wrong. Typical crap.

But I watched the porn a couple of more times. Each time I found myself getting more aroused. At one point even hard. I liked watching her stroke herself. To see him suck her. To watch her come.

But I felt horrible afterwards. I buried this memory for a long time. But being heavily interested in porn means one cannot truly ignore it. Even in porn mags you see lots of ads featuring shemales.

And so, as life went on, and other experiences, such as knowing a girl way back when I was a kid who may well have been a hermaphrodite, I began opening more. And eventually began seeking anything with shemales.

So, what began as horror and self-disgust blossomed into curiosity and respect, desire and longing.

I dont know about most guys. But I'd imagine many guys, regardless of how they came to know of them and discover them, probably had similar feelings.
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  #10  
Old 10-09-2007
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Default Ashamed and disgusted?

Quote:
Originally Posted by Ogryn1313 View Post
I'm sure the first time I saw one was in a porno movie. Started with a lovely woman laying there appearing to be masturbating. But the camera was close up on her torso and face. So you didn't quite see what she had below. And of course, when her man comes it it is a big surprise kind of deal. Typical porn cliche.
Up until her cock was revealed I was quite aroused. And once her true nature was revealed I was horrified.

Now, I don't want to hurt any girl's feelings here by what I say, for I mean no harm.

But back then, at that time, I was conditioned like most males. Women were right. Men or shemales were wrong. To like shemales and such is gay. Gay is wrong. Typical crap.

But I watched the porn a couple of more times. Each time I found myself getting more aroused. At one point even hard. I liked watching her stroke herself. To see him suck her. To watch her come.

But I felt horrible afterwards. I buried this memory for a long time. But being heavily interested in porn means one cannot truly ignore it. Even in porn mags you see lots of ads featuring shemales.

And so, as life went on, and other experiences, such as knowing a girl way back when I was a kid who may well have been a hermaphrodite, I began opening more. And eventually began seeking anything with shemales.

So, what began as horror and self-disgust blossomed into curiosity and respect, desire and longing.

I dont know about most guys. But I'd imagine many guys, regardless of how they came to know of them and discover them, probably had similar feelings.

Yes i reckon your feelings and experience is the same as a lot of us here, if we are honest.
I was pretty shocked at the first sighting of a shemale, then when that turned to me getting curious and then horny, i started to feel ashamed and disgusted with myself too.
It just wasn't right or "normal", i felt a bit gay and i tried to forget about it, but every so often i kept thinking about it and coming back to it.
In the end i just gave in and accepted this is something i like and I'm going to enjoy it, sod what is supposed to be right or "normal".

It is such a shame we are all supposed to conform to a narrow idea of what is normal and made to feel ashamed if we step outside of it, especially when it comes to sex.
Obviously society is slowly changing with more liberal attitudes toward sexual preference's and gender, but it is slow progress and we will probably all be dead before our unusual sexual preference's are totally accepted.

On a happier note, i think my abnormal desires for tgirls are what makes it even more appealing, its "dirty" and very naughty, something you shouldn't be doing.
It makes it all the more exciting.
So if it ever became just run of the mill, for me it would loose a bit of that excitement.
I reckon that is a big part of the appeal for a lot of us guys, I'm i right?
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  #11  
Old 10-09-2007
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I was curious. And after, that's turn me on.
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  #12  
Old 10-10-2007
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Oh god I'm glad others get the shakes when turned on. I've been in situations with a woman in which my arms legs trembled. Luckily they've always found it cute. But I always felt pathetic for it!
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  #13  
Old 10-11-2007
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my first exposure was in high school when i was about 15 or so (im 19 now)
i was pretty grossed out at first (it was first time id seen one naked) i guess from the shock and also cos thats how your typically meant to act and sub-consciously it just triggered the reaction automatically. the first pic i saw that excited me was 1 bleach blond shemale fucking another bleach blond shemale up the ass. they were in a some-what doggy position, but the top shemale had her arms and legs wrapped around the bottom one. mmmmmmmm
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  #14  
Old 10-11-2007
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I was disgusted. But I'm over that now.
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  #15  
Old 11-01-2007
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I was disgusted too when i first time saw chicks with dicks.. but couple years after that i was surfin on internet and saw picture of Mint holding his cock and thought "thats actually pretty hot" adn thats when it all began :P
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  #16  
Old 11-02-2007
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Quote:
Originally Posted by tlover View Post
It makes it all the more exciting.
So if it ever became just run of the mill, for me it would loose a bit of that excitement.
I reckon that is a big part of the appeal for a lot of us guys, I'm i right?
yeah you have a point

My first awakening was Victoria aka Miriam 3 years ago roughly but I didnt even watch the show as the people I lived with and at work, were always making fun of her and the guys on the show and I couldnt watch it in peace .

Then I guess I forgot about it and had a relationship with a genetic girl. I dont want a normal boring life I suppose
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  #17  
Old 01-09-2008
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My first viewing was an asian ladyboy. It was a while a ago, I can't remember who specifically. At first I thought it was a photoshop trick and then I realized it was real and I was completely fascinated after that. I seriously felt light headed, it was surreal, and I still feel that way today.
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  #18  
Old 01-27-2008
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The first shemale I saw, several years ago, was not all that good looking. I was searching the internet for something completely unrelated when I clicked on a link and a shemale site came up. I was about to close the page, but decided to look a little more. Am I ever glad I did because the next several shemales I looked at were beautiful. It caused an unexpectedly pleasant reaction in me. I didn't realize until that time that I could be so attracted to shemales. Most of them are so beautiful. Since then I have been actively searching out shemale sites and dreaming of when I will be able to meet one in person. As I seem to keep mentioning I have a great desire to suck shemale cocks and feel them penetrate my ass with their lovely cocks as well as the other way around.
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  #19  
Old 02-22-2008
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my first experience was surfing the internet when i came accross a shemale picture. I didn't know whether to believe this or not. Curiosity got the better of me and i carried on searching and downloading shemale pics and vids. The rest is history
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  #20  
Old 02-22-2008
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I first met a trannie when I was about 17 and that came as a pleasant surprise, cannot remember knowing anything about them before then, as for drop dead gorgeous ladyboys, well maybe 15 years ago, in photo's and video and all my desires for cocks in skirts were magnified 100 times straight away.
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  #21  
Old 02-23-2008
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First time.....well i dont remember exactly, think i was 18....well first some pictures (i didnt know what were meaning "shemale") but instantly i felt very curious abuot it and began to look for some around my city.
First video that i seen was pretty shocking (not for the video, i mean for my reaction) and uncexpected too, as the first images start to being *hot* my cock became hard and thick, and i was wondering why, now i know
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  #22  
Old 02-23-2008
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The first time I saw one was in a real trashy magazine. (Pre-Internet) I thought it was bullshit, but I kept seeing more and more pics, I just couldn't stay away from the trashy magazines. Then along came the internet and I could see all the TS girls I wanted to. Too bad my wife accidentally erased about 20Gig of pics that I had collected. But, I am starting my collection again.
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  #23  
Old 02-23-2008
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Difficult for me to say "when". I think I fantasized about it long before I actually saw one in a picture, so it didn't seem all that suprising.
I have however caused a few to become intersted in the "third sex".
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  #24  
Old 03-14-2008
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Hi, new here. My first time was a couple of months ago.

My girlfriend sent me a pic of her travels, and she was dressed in pants and a shirt and sweater and is tall, and I thougt she kind of looked like a guy because she's really tall and skinny.

Anyway, after that, I imagined her with a penis and that really tured me on, so I started superimposing her fac on pics of shemales.

Anyway that's how I got hooked

I'm wondering if anyone can do photoshop with her like that? Can we do it through e-mail? I don't want them showing up all over the internet. PM me please. If you do, all I want is for you to convince me that she has one with the shop
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  #25  
Old 07-25-2009
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Shocked at how much i liked it
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  #26  
Old 07-25-2009
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For me when I saw a shemale for the first time it was instant boner and since then nothing has changed for me.
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  #27  
Old 07-25-2009
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What is crazy...... is that I saw my first shemale about 30 years ago, in Hawaii.

I had a friend, that was a "lady of the night" that was black (a term that I won't change) and she introduced me to her friend, who was from Asia, and had a surprise for me. It was my birthday.

It was a 3 way, and my friend enjoyed her friend as much....if not more so than I did.

In my 30's, what a turn on.

If I could only turn the clock back!!

A.
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  #28  
Old 07-25-2009
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I felt joy , happiness , excited . Because i found a woman that completely aroused me , i knew then that tgirls were the ladies for me ... her name Danielle Foxxx.
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  #29  
Old 07-26-2009
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I would sometimes see transsexuals on talk shows like Jerry Springer, and that piqued some curiosity. I found myself intrigued by their beauty and femininity, but at the same time repulsed...probably more out of "conditioning" than anything since I knew that "the horrible truth" awaited downstairs...

Then one day I was at a porn shop and spotted the VHS tape Trisexual Encounters #3, and on the cover was the jaw-dropping sexy Dana Douglas. I figured "What the hell, why not give this stuff a chance? Nobody has to know..." so I bought it. I was quite literally blown away by her scene, but really turned off by the other scenes in the movie. I wound up hunting down a few other tapes that had Dana Douglas, but I wasn't really a fan of shemales per se'...at least I didn't consider myself one.

I can't remember when...probably when I finally got online, but one day something just sort of snapped inside of me and I started looking into more shemale porn whether Dana Douglas was in it or not. Before I knew it, slowly but surely over the years I had amassed a huge stack of books and all sorts of movies (all VHS), but all of that stuff had to get thrown out when I got married. I'd like to think that some guy lucked into that massive collection...I can't remember the dumpster I picked out at random while driving around late one night...but I hope some dude somewhere got to enjoy that stuff and it all didn't end up in the landfill.

Anyway, I've gone years without thinking much about shemales, since I have so many different hang-ups when it comes to pornography and eroticism; and then one day I happened to see some pics of the gorgeous Areeya, and the next thing I knew thoughts and fantasies started snowballing, and the rest, as they say, is history. So technically, it was Dana Douglas who roped me in in the first place, but then it was Areeya who brought me back.
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  #30  
Old 07-27-2009
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The whole shemale/ladyboy thing is relatively new to me. I was introduced to it by another female with whom I enjoy a close friendship as well as fairly frequent Sapphic lovemaking. She initiated me via internet images and videos and I admit I was floored and aroused too, much to my surprise.
The images and videos did not prepare me for "the real thing", however, and when I met the Asian ladyboy (here in the USA) I now have a close friendship and sexual relationship with, I was almost dumbstruck; even moreso when I saw "her" naked for the first time. Her tiny penis and empty scrotum were like nothing I'd ever seen.
I trust I'm not the only female who has this little kink but if I am, well, so be it.
BTW, I DO have a boyfriend with whom I share great hetero sex. He was OK with my girl-girl fun, and even assists when invited, but he's still in shock over the ladyboy. Of course, the ladyboy and I are determined to seduce him into a threesome (and I don't mean for golf.)
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  #31  
Old 08-01-2009
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I wasn't shocked or disgusted at first, I already knew I was bi so I didn't react against seeing a cock. They were only a minor interest at first though, now around 70% of my porn collection is transsexual porn.
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  #32  
Old 08-01-2009
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First time a saw it i think it was in 2002 or so. I was a biiig fan of female pornstar Kate Frost and downloaded everything from her. Then i thru coincidence got this scene she made with Barbie Woods. I thought WTF is this? Disgusting! And what freaks are those guys to making themself in womans, yuck! Now Barbie is one of my top 3 girls hehe. But i was a 16 year old kid, so don't blame me. Most of those think so, that it is a gay thing and not normal. But when you grow up you start to see things from other point, you try to think about how this girls (boys) feel and you start to tolerate this, you become open minded and it becomes normal for you. After beiing bored from normal sex you start to discover new fetishes. And then i discovered Nefertiti someday again thru coincidence and i started to like this, i started to think about how it would to have this biiig black cock in the ass. I wanted to try this things (but only with t-girls, i would never have sex with a guy!) and it turned me more and more on to think about how it would be to have a cock in the ass and mouth and beiing fucked by a girl, beiing in passive position. First i liked only a few shemales. But with this forum now i'm discovering every day a new shemale which gets me pleasures :D And i can't wait finally have sex with shemale and have girls cock in my mouth and ass and beiing fucked really hard...tasting and licking all her body

Unfortunately i live in such place there is no chance to meet them in real life and the closest bordel is 4 hours ride away and i don't have extra money to spent it on t-girls at this time. But i hope to try it finally in the near future or my brains will explode from the desire of doing this :D

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  #33  
Old 08-01-2009
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I was intrigued more than anything when I first saw ts porn
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  #34  
Old 08-01-2009
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I'm pretty blown away....... as the GF that I'm seeing.. wants to visit the Ladyboy that I have tried in the past.

This could be incredible... as he is from Thailand, and she is from China.

She is so totally reserved. that this may never happen, but if it does, I would be very happy.

A.
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  #35  
Old 08-02-2009
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Quote:
Originally Posted by TheAngryPostman View Post
I was intrigued more than anything when I first saw ts porn
Same here.

Have to say I'm very select too. She really has to look & act like a she. Anything other than that and it just doesn't do it for me...
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  #36  
Old 08-02-2009
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I remember when I first seen a transwoman. I was browsing the internet on some inappropriate sites when I was younger, when an ad popped up with gorgeous women, but they had penises. I didn't know why, but I was extremely turned on at what I seen. I forgot about it for a year or so, but eventually got curious and looked some things up; long story short, it grew on me.
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  #37  
Old 08-02-2009
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Saw a VHS cover with a TS on it back in the 90ies but didnīt care at all. I got hooked in the early 2000s thanks to the internet.
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  #38  
Old 09-04-2009
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Oh, I've seen a real shemale back in 1998 in Stockholm, Sweden. There is just one (!) very little street in the old town, where the hookers always gather. So there were a bunch of old'n'ugly prostitutes, cursing, smoking and spitting and the only one which attracted me was... yes, a shemale! He (she) was obviously much more prettier than the other hookers on the street, but I did not really like his (or her?) too manly voice and rough hands, etc. Shortly speaking it was more a transvestite, than a ladyboy at all. Though she was prettier than others, it was like picking bad from the worse. Anyway, I wasn't in the mood to spend too much on hookers (and they're expensive in Sweden!), so I just rejected her services and walked away. But I suppose I'd have a heart-attack being in, say, Thailand's hooker street with many gorgeous ladyboys. I'm pretty sure I'd have a very difficult task to solve as whom to choose! (for me, Asian LBs are the prettiest and the most feminine). So that's about the story...
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Old 01-24-2010
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Default first time

Actually, I honestly dont remember the first time. I know i was young, about 15 or 16(im 40 now). I do remember that i didnt notice her penis first. what i noticed was she was beautiful.
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Old 01-24-2010
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first time i saw i don't remember, the first time i actually looked at it was a clip of a handsome (i'm glad it was because ugly slobs in porn turn me off and i wouldn't have watched it) naked man blowing thays schiavinato. i felt aroused and confused because there were only cocks in the video, and moreover serviced by a man. now my ideas are clearer, it is ok to like it.
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  #41  
Old 01-25-2010
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Default Four Score And Seven Years Ago------

Well maybe not that long------back in the early 60's in Angeles, Luzon Island in the Phillipines my best friend came back to the barracks and said he fucked a "tall beautiful Filipino' from a night club that was the only one I hadn't partied in I think because I had heard all the "queers" go there--gays weren't invented yet. So he insisted that a bunch of go down and meet her. So a half dozen of us headed on down making that the first stop of the night. As we all sit and start slugging a beer his lady friend came out of the baCK ROOM. He called her over and she sat on his lap and laid a deep frencher on him. The guys got to talking and came up with a chunk of money for her to lift up dress and drop the panties. She stuffed the money in her bra, dropped her panties around her knees and lifted her skirt to chest height. She had a bigger dick than all of us--well worth the price- Nick explained that he had indeed fucked her and never saw of felt anything. Three days later Nick lost his mind-literally, walked in to the base commandewrs office-sat down and started telling the General how to run the base---needless to say he got shipped back to the states. It broke him at least for a while. We had never heard of trannies or shemales.

Never heard about T-gurls again until I stumbled accross http://www.eros-guide.com/files/149331.htm and her web site. Looked at a pic of her laying on her side with her dick hanging there and said to myself --if I ever suck on a dick--that will be the one. Done many T-gurls but havn't had her pleasure yet.
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Old 01-28-2010
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In my late teen years I thought just the idea of trannies was gross. I was really into porn and was on the internet looking at porn sites (strictly straight porn at the time) almost everyday. One day, when I was about 21, I found this site that had all kinds of categories/niches. I tried a couple of different types but didn't like any of them. One day I decided to check out the shemale section out of curiosity, found a video, downloaded it and watched it. It was a video of a tranny at a bar stripping and dancing. I didn't like it even from the beginning because she seemed really clumsy and almost slipped off of a bar stool. Then, when I got to the part where was jerking off, I was slightly disgusted and wanted to stop the video but I was fascinated by it. She wasn't particularly attractive (in my opinion) which made it even worse.

About a couple of days later I decided to check out that section of the site again. I watched the same video again but this time found her cock to be slightly appealing. I later found some pictures of another girl who, for the first time ever, made me think "damn, I'd like to suck her dick". I tried finding those pictures again so I could show you but no such luck.

Ever since then I've grown more and more attracted to shemales. These days I fantasize about shemales more than biological women. I'm probably a little pickier than most of you about which shemales I find attractive. For me, she has to be very passable and have a very feminine face, body, and voice- the cock is just a bonus. I still get off on pictures/videos of "normal" girls but not as often as shemales.
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Old 01-28-2010
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Why don't you consider transwomen to be normal? There is nothing abnormal about them at all.
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Old 01-29-2010
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Well it all started about 3 months ago. Yao my Thai girlfriend brought me back a DVD from Thailand. As you may have guessed "ladyboy porn". As we started to watch I felt disgusted, but strangely curious. But as we watched I realized that they were not Drag Artistes, but very attractive young women who happened to have a cock! iMAGINE MY SURPRISE as I began to get a knot in my stomach and butterflies. I felt confused until Yao explained that I didn"t have to be gay to enjoy the delights of the "Ladyboy" I took a bit of convincing, but here we are today and we can"t get enough of them! As Yao says they are a third Gender!!!! All I can say is ENJOY" You only have one go at life, so make the best of it"
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Old 01-30-2010
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Quote:
Originally Posted by shadows View Post
Why don't you consider transwomen to be normal? There is nothing abnormal about them at all.
That's why I put the word "normal" in quotes. I'm sure a lot of people don't consider them normal and those people would most likely ridicule us for liking them. I love a good-looking girl no matter what she has down there.
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Old 01-30-2010
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Quote:
Originally Posted by Alanz View Post
Well it all started about 3 months ago. Yao my Thai girlfriend brought me back a DVD from Thailand. As you may have guessed "ladyboy porn". As we started to watch I felt disgusted, but strangely curious. But as we watched I realized that they were not Drag Artistes, but very attractive young women who happened to have a cock! iMAGINE MY SURPRISE as I began to get a knot in my stomach and butterflies. I felt confused until Yao explained that I didn"t have to be gay to enjoy the delights of the "Ladyboy" I took a bit of convincing, but here we are today and we can"t get enough of them! As Yao says they are a third Gender!!!! All I can say is ENJOY" You only have one go at life, so make the best of it"
Your girlfriend is into ladyboy porn, too? Wow, you're lucky. A lot of girls would probably dump their boyfriend if they caught him with that stuff. If I had a girlfriend like yours I'd be soooo happy.
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Old 01-31-2010
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Quote:
Originally Posted by tslbfan View Post
That's why I put the word "normal" in quotes. I'm sure a lot of people don't consider them normal and those people would most likely ridicule us for liking them. I love a good-looking girl no matter what she has down there.
I totally agree with your last sentence.

And the people that you describe can kiss our asses, right?
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Old 01-31-2010
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Quote:
Originally Posted by tslbfan View Post
That's why I put the word "normal" in quotes. I'm sure a lot of people don't consider them normal and those people would most likely ridicule us for liking them. I love a good-looking girl no matter what she has down there.
I too, totally agree with your last sentence. As for the ignorant and intolerant "haters" out there--they can fuck off...

Ever since I promoted and attended the Day of Remembrance last November, I have been fairly open regarding my feelings. I used that occasion as my “coming out” if you will. Nobody has said anything negative so far--at least not to my face.

Most of you know I teach in higher-ed. My “work” environment is perhaps a little more tolerant and accepting of alternative lifestyles than say a typical corporation in the US. We have a significant number of gay and lesbian faculty and staff members as well as students. So I probably have it “easier” than most of you in that respect.

Still, I don’t know what the reaction would be if I were in a relationship with a trans woman. My guess is my family and friends would be happy for me as long as I was with someone who was special to me. As far as my work and social activities--well, one of my best friends on our faculty is gay and routinely brings his partner to on-campus activities. The whole school knows he is gay. His students know it. His dean knows it. I don’t think anyone cares. He is known for his excellent teaching and work with students.

I think our administration would have more of a problem with my driving...

Last edited by aw9725; 01-31-2010 at 03:13 PM.
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Old 03-27-2010
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I remember I was in my 20s and I saw one of the most sexy, beautiful girls I ever saw in my life in the web, I mean she had a perfect face, a body to die for, gorges long curlly hair how eever she had something more, yes a huge pennes. I could not belive my eyes when I saw her, but I could not belive my self that I was unable to erase her from my mind and every time I saw her image in my head I got really arouse.
At the begining I felt guilty or shame and try to hide my atraction for T-girls as much as I could. Now that I am much older and finally came it to terms with it that felling of guilt desapear complitly!
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Old 04-03-2010
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Well I only ever saw crossdressers until I was 18, but thought they were pretty damn hot. I ended up squatting LA on accident when I was 18 and picked some bus bench to sleep on for the night and holy shit that bench was right next to shemale Hooker city in north Hollywood and they were all pretty hot. I'm not sure how I felt, but that was the first time I've seen shemales in person.
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