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  #1  
Old 29-09-2022, 10:14 AM
Newtonyork Newtonyork is offline
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Ladyboys

Very long time lurker, first time poster, I've only ever been on one forum and it's the 'international' one I'm sure everybody is used to, but I've utilised this forum to some success in my Geylang endeavours over the many years that I've hobbied. When it comes to Singapore I almost exclusively do Geylang, and it was incredibly painful and sad when Singapore closed. Years of sadness for me, but when one door closes, another opens, and that door being Bangkok. Now, I've posted and will continue to post all my adventures in the other forum, but since I'm writing so much I might edit a version of my month long adventure to upload here as well. All that being said, the reason I'm here in this specific page is because I want some advice from my fellow hobbyists on ladyboys and transgender women in general. I've read all the literature, watched all the videos, and asked all the relevant questions about being attracted to and being with a transgender woman. My question to you guys now is what was it like for you the first time? Thing of it is, over the pandemic, I 'discovered' trans porn so to speak. At first I was like, what in the hell. Then the rabbit hole lead me down the Thailand path where I saw videos of Miss Tiffany Thailand, and the more I saw the more I realized that some transgender women out there are so gorgeous, it's absolutely incredible. My entire world view changed. I never knew, I had no idea and all these years of my life I just had this preconceived notion. Granted, facial and breast surgical techniques and access to HRT has drastically improved over the years, so more transgedner women look much better these days than they ever did many decades ago. But now I feel weird, maybe a little lost. So in the middle of my month long sex fiesta in Bangkok I decided to visit some ladyboy bars just to see how I would feel. And I'm still confused. Ok, first up I went to CheckIn bar and was immediately mobbed, I picked one lady from the group and sadly the mamasan followed, and with her a bartender as well and the 2 of them hung out with me, wouldn't leave me alone with my lady. I just wanted to talk to her. To see how I felt about all this, but the environment was just too high pressure. Can't remember her name but to me she was gorgeous, and just like all I had read, trans women were definitely less inhibited, she gave me some kissing, let me suck on her titties. I spent only about $30 bucks in lady drinks and left. 
  #2  
Old 02-10-2022, 02:49 PM
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Re: Ladyboys

Another day I went to Obsessions at Nana, picked the hottest one, sat with her, talked a bit then left. Did the same thing at Straps, but I have to admit that at Straps I was floored by how gorgeous most of them were. I still couldn't believe that at one point in the past all of these women used to not be women. I can't even describe it. Beyond perfection. Take the hottest Thai women out there and paint out the flaws, make the waist even smaller, round out the titties to perfection and make their butts the roundest perkiest ever seen and that was straps. The place was so tiny, it was amazing there was any room for customers at all, I could see why the girls would spill outside. I sat with 2, and they quoted me some pretty high prices. Prices notwithstanding, it was my own questions that stopped me from going beyond. The last ladyboy place I went to was Why Not Bar and this was where I was so very nearly tempted to go for short time. The girl was all over me, french kissing, rubbing my crotch, sucking on her titties, all this at the bar itself. It took everything I had to say no. Gave her a big tip, and I left, mamasan that night was a bit pushy, but easily the most low pressure and relaxed of all the ladyboy bars I saw.
So at this point, the furthest I've gone with any ladyboy was just some making out and titty sucking. Here's my thing fellas. I'm afraid. I'm afraid if I go further it'll change me. I don't know man, should I do it? Next time I manage to go to Bangkok, should I just do it? I know it's easy for me to say now that I won't suck cock, I don't want to, but I feel like I want to fuck them in the ass and I definitely want them to blow me. I've never been so conflicted. How did you guys discover your attraction to trans women and how did you ease yourself into the first time? The more I'm exposed to this, the less I feel like their dicks are actually the same as my dick, know what I mean. It's weird to say but it feels like my dick is a guy dick, but their cock is an extension of their femininity. Post-op or pre-op, I think I'm ok, it's the weird fascination I have now with just the fact that some of them are just so gorgeous and what they used to be.
  #3  
Old 02-10-2022, 05:37 PM
Atwood Atwood is offline
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Re: Ladyboys

Quote:
I know it's easy for me to say now that I won't suck cock, I don't want to, but I feel like I want to fuck them in the ass and I definitely want them to blow me.
believe me boss you will not only be sucking on their dicks soon you'll also be munching on their balls too

you are in the classic denial phase
  #4  
Old 02-10-2022, 06:51 PM
sggirls sggirls is offline
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Re: Ladyboys

Life is short, everything just go and try and no need think too much. After you try them,dont worry, you wont become a gay even if ypu suck a cock. Being there and donw that.
  #5  
Old 02-10-2022, 07:06 PM
al8055 al8055 is offline
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Re: Ladyboys

You are looking at ladyboys. Means it’s the beauty that attract you. You’ll be gay if you start sucking a guy’s cock. Ladyboy means lady-like, not those cross-dresser type. But true ladyboy know how to service a man right. Which is why they are the best when it comes to enjoyment.

At least I didn’t become gay. Still enjoy some good heaven like service from ladyboy time to time! You are living in paradise at Bangkok without even trying it. Tell you what, pick 2 to service you if you are uncertain or still shy. Let them lead you into this path of no return. Then next day, go for a soapy massage and enjoy fucking a massage lady to ascertain that you didn’t change, but you just opened a new door to heaven!
  #6  
Old 02-10-2022, 11:14 PM
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Re: Ladyboys

Totally agree. I wont go with a cross dresser but with a properly ladyboy is totally different. They look and behave like a woman, and they minds think like a woman as well. It is just they they have dicks.....but because they have dicks, attached to a woman's body that makes it so attractive.

If you can find one which you get really get a long, it is the best thing since slice bread!! Better than any proper woman!!

Once you get hooked, you really get hooked.
  #7  
Old 04-10-2022, 11:07 AM
Newtonyork Newtonyork is offline
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Re: Ladyboys

I hear ya guys, I know there's nothing to be confused about, it's about attraction. It's no one's concern anyway who I fuck. And it goes without saying that if I've never tried being with a trans woman before, how would I ever know? Sometimes I do feel like I want to get hooked on this.
  #8  
Old 04-10-2022, 09:32 PM
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Quote:
Originally Posted by Newtonyork View Post
I hear ya guys, I know there's nothing to be confused about, it's about attraction. It's no one's concern anyway who I fuck. And it goes without saying that if I've never tried being with a trans woman before, how would I ever know? Sometimes I do feel like I want to get hooked on this.
Bro, let me share my experience. A long time ago, I was exactly like you. Strictly hetero, anti gay. Then I discovered ladyboys. Like you, I was entranced by their beauty and feminity.

So I started off topping them. Over time, I got more relaxed with my sexuality. I got curious and progressed to sucking them off, capped, of course for protection.

The first time I did that, I couldn't believe it but it was so sensual and mind blowing that I actually blew my load sucking a ladyboy dick on my knees. Somehow, the combination of being submissive and the tactile feeling of having a hard ladyboy cock in my mouth is so erotic. Just knowing that you're returning the favour and making her moan in pleasure when you suck off her cock and play with her balls is so sexy. I never would have thought that I could get this hard, much less actually cumming that time just by sucking a ladyboy's cock! It was that sensual an experience.

One of the ladyboys told me that once I let them play with my ass, I'll never go back. And it's true. They brought me to another level of sexual experience and ecstasy that women can't ever make me experience. Cumming with a hard ladyboy cock pumping your ass without touching your cock and experiencing a prostrate orgasm is an unbelievable experience that you have to experience yourself. Words can't describe it.

What the ladyboy said is 100% true. Once you play with your ass, you'll never go back to only women.

Today, I enjoy both women and ladyboys. I still and will always love the feminine body. I don't get turned on by guys and never will. And if my partner who's pleasuring me likes to have her tits, pussy or cock sucked, then it's about making her feel good. The male-female aspect doesn't even come into my mind. It's more about pleasuring my partners and making them feel good, no matter what part of their body they want me to focus on and whatever feels good to them.

Hope this helps.

Cheers,
K692

Last edited by keong692; 04-10-2022 at 11:40 PM.
  #9  
Old 05-10-2022, 07:18 AM
dollarsign dollarsign is offline
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Re: Ladyboys

Quote:
Originally Posted by al8055 View Post
Let them lead you into this path of no return.
a lot of time this cross my mind..
what If I never went down this path? What If I just turned my head away preserved my sexuality and focused on natural women? they were enough for me anyways.
The more I got involved with ladyboys the less I liked being with a woman...a lot of times I see a tall hot girl on MRT and I keep thinking to myself "damn if she only had a dick between her legs instead of pussy!"....then I feel ashamed of myself

I enjoy ladyboys a lot.. but at the same time never felt proud of it and never will
  #10  
Old 05-10-2022, 02:03 PM
Newtonyork Newtonyork is offline
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Re: Ladyboys

Quote:
Originally Posted by keong692 View Post
Bro, let me share my experience. A long time ago, I was exactly like you. Strictly hetero, anti gay. Then I discovered ladyboys. Like you, I was entranced by their beauty and feminity.

One of the ladyboys told me that once I let them play with my ass, I'll never go back. And it's true. They brought me to another level of sexual experience and ecstasy that women can't ever make me experience. Cumming with a hard ladyboy cock pumping your ass without touching your cock and experiencing a prostrate orgasm is an unbelievable experience that you have to experience yourself. Words can't describe it.

Hope this helps.

Cheers,
K692
Thank you K692 for your feedback, you're giving me confidence and hope that the next time I'm in Bangkok, I would finally make the leap. But the fear is the same as the joy isn't it? The fact that there's no going back. I know it's not gay, cause I'm not attracted to dudes, transwomen are women in the sense that we are drawn to their femininity, and they're definitely so very feminine it's intoxicating. But even now, with just the trans porn I watch, when I'm done nutting, I feel kinda guilty. I wonder how I'd feel if I did for real. With the girl I met in WhyNot bar, I really wanted to fuck her. I really, really did, was so close to letting myself go. I've been rimmed by genetic girls before, and it's a damn good feeling, it's why I wonder if more happened beyond that, how would it feel? It must be sublime. I do wonder what a prostate orgasm is like. I'm an old man now, finding this aspect about myself at this age is such a wonder. Who knew one could still explore new realms of sexuality even at this age? I can't believe I'm even admitting this, even though this is an anonymous forum and we're all strangers, yes I do wonder what it feels like to be fucked. I tried that place in Bangkok, Paradise Massage where the real girls would give you a prostate massage, plenty of lube, and it felt more painful than anything else. But I know, even then, that a transgender girl would do it better with the real thing. I asked an escort one time, she's a biological girl and she does escorting with trans girls, I asked her what are trans girls like, what do their customers want? So she tried sticking her finger up my ass, lube, etc. I enjoyed it up to a point, and she said the pain is because my ass isn't really 'open' yet. Which makes sense, I gotta assume these things take time. It can't be weird right that I wanna be topped? 
  #11  
Old 05-10-2022, 02:03 PM
Newtonyork Newtonyork is offline
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Re: Ladyboys

Quote:
Originally Posted by dollarsign View Post
a lot of time this cross my mind..
what If I never went down this path? What If I just turned my head away preserved my sexuality and focused on natural women? they were enough for me anyways.
The more I got involved with ladyboys the less I liked being with a woman...a lot of times I see a tall hot girl on MRT and I keep thinking to myself "damn if she only had a dick between her legs instead of pussy!"....then I feel ashamed of myself

I enjoy ladyboys a lot.. but at the same time never felt proud of it and never will
What if it's also that sense of shame, the thrill of the secret, that makes us want ladyboys even more? It's almost serious for me now, cause I find it harder and harder not to think about ladyboy porn. I know what you mean dollarsign, it's a huge step to take and one cannot take it back. If you had to choose though, if you could take it back, would you give up all the pleasure you've had with them to be back to the way you were? In a way, it's a good thing I'm so far away from Bangkok. gives me time to think about all this and what it means. 
  #12  
Old 06-10-2022, 10:08 AM
Wolfen1977 Wolfen1977 is offline
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Re: Ladyboys

Quote:
Originally Posted by keong692 View Post
Bro, let me share my experience. A long time ago, I was exactly like you. Strictly hetero, anti gay. Then I discovered ladyboys. Like you, I was entranced by their beauty and feminity.

So I started off topping them. Over time, I got more relaxed with my sexuality. I got curious and progressed to sucking them off, capped, of course for protection.

The first time I did that, I couldn't believe it but it was so sensual and mind blowing that I actually blew my load sucking a ladyboy dick on my knees. Somehow, the combination of being submissive and the tactile feeling of having a hard ladyboy cock in my mouth is so erotic. Just knowing that you're returning the favour and making her moan in pleasure when you suck off her cock and play with her balls is so sexy. I never would have thought that I could get this hard, much less actually cumming that time just by sucking a ladyboy's cock! It was that sensual an experience.

One of the ladyboys told me that once I let them play with my ass, I'll never go back. And it's true. They brought me to another level of sexual experience and ecstasy that women can't ever make me experience. Cumming with a hard ladyboy cock pumping your ass without touching your cock and experiencing a prostrate orgasm is an unbelievable experience that you have to experience yourself. Words can't describe it.

What the ladyboy said is 100% true. Once you play with your ass, you'll never go back to only women.

Today, I enjoy both women and ladyboys. I still and will always love the feminine body. I don't get turned on by guys and never will. And if my partner who's pleasuring me likes to have her tits, pussy or cock sucked, then it's about making her feel good. The male-female aspect doesn't even come into my mind. It's more about pleasuring my partners and making them feel good, no matter what part of their body they want me to focus on and whatever feels good to them.

Hope this helps.

Cheers,
K692
I totally agree with K692. I remember the first time i had a ladyboy, this is like Desker road in its heyday, when ladyboys were walking along the corridors openly and flaunting their assets. I took a really tall one, thai and very sexy..when we got to her room and i wanted to take off her thongs, she kept saying," i not lady "..i didn't care cause it was what i was looking for. And the first time i sucked that big cock of her got me so turned on. First time one topped me was a phillipino ladyboy i met online and she was working in a bar here. Went to a hotel and had an overnight stay. At first i hurts cause you're tight but once you get used to it..it is ecstasy.

I'm glad to say i do know afew of the local ones and an ex was one also. Very awesome people to know and to hear their stories can be heart breaking at times. Till this day, i prefer both ladyboys and females.
  #13  
Old 06-10-2022, 02:06 PM
Legendking89 Legendking89 is offline
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Quote:
Originally Posted by Wolfen1977 View Post
I totally agree with K692. I remember the first time i had a ladyboy, this is like Desker road in its heyday, when ladyboys were walking along the corridors openly and flaunting their assets. I took a really tall one, thai and very sexy..when we got to her room and i wanted to take off her thongs, she kept saying," i not lady "..i didn't care cause it was what i was looking for. And the first time i sucked that big cock of her got me so turned on. First time one topped me was a phillipino ladyboy i met online and she was working in a bar here. Went to a hotel and had an overnight stay. At first i hurts cause you're tight but once you get used to it..it is ecstasy.

I'm glad to say i do know afew of the local ones and an ex was one also. Very awesome people to know and to hear their stories can be heart breaking at times. Till this day, i prefer both ladyboys and females.
Agree with u Bro, i also like females and have tried ladyboy periodically. Can understand the ecstasy of having both worlds aka a cock and breast at the same time.
The last time I had a ladyboy was in Kuala Lumpur, a Filipino ladyboy, charged me 600RM for 2 hours in my room. I requested her to be a slut and crawl to me while I sit on the double seater sofa smoking and enjoy my 2 cans of beer while she bbbj me and I requested her to be on her knees bbbj while looking at me sluttingly. For close to 90mins.quite obliging lady. Can see her erect cock while I fondle her breasts and cock while she is in her kneeling position. I guess she's a bit disappointed that I never venture more than bbbj. As I was still a bit hesitant on actual fucking. That's all I did with her.
Any bros think this shit is pervertish? Kindly share thoughts.
  #14  
Old 06-10-2022, 02:38 PM
Weiwei88 Weiwei88 is offline
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Quote:
Originally Posted by keong692 View Post
Bro, let me share my experience. A long time ago, I was exactly like you. Strictly hetero, anti gay. Then I discovered ladyboys. Like you, I was entranced by their beauty and feminity.

So I started off topping them. Over time, I got more relaxed with my sexuality. I got curious and progressed to sucking them off, capped, of course for protection.

The first time I did that, I couldn't believe it but it was so sensual and mind blowing that I actually blew my load sucking a ladyboy dick on my knees. Somehow, the combination of being submissive and the tactile feeling of having a hard ladyboy cock in my mouth is so erotic. Just knowing that you're returning the favour and making her moan in pleasure when you suck off her cock and play with her balls is so sexy. I never would have thought that I could get this hard, much less actually cumming that time just by sucking a ladyboy's cock! It was that sensual an experience.

One of the ladyboys told me that once I let them play with my ass, I'll never go back. And it's true. They brought me to another level of sexual experience and ecstasy that women can't ever make me experience. Cumming with a hard ladyboy cock pumping your ass without touching your cock and experiencing a prostrate orgasm is an unbelievable experience that you have to experience yourself. Words can't describe it.

What the ladyboy said is 100% true. Once you play with your ass, you'll never go back to only women.

Today, I enjoy both women and ladyboys. I still and will always love the feminine body. I don't get turned on by guys and never will. And if my partner who's pleasuring me likes to have her tits, pussy or cock sucked, then it's about making her feel good. The male-female aspect doesn't even come into my mind. It's more about pleasuring my partners and making them feel good, no matter what part of their body they want me to focus on and whatever feels good to them.

Hope this helps.

Cheers,
K692
I also see before video that when pumping the ass, without touching the dick it auto cum. I had never had the chance to try. Wondering how the feeling. But then again, is like finding the right one that can pump your ass till you cum I think? And if too big, my virgin ass how? Need ti start with small one? Singapore or jb , KL have ? Got recommendations?
  #15  
Old 06-10-2022, 02:52 PM
Wolfen1977 Wolfen1977 is offline
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Re: Ladyboys

Quote:
Originally Posted by Weiwei88 View Post
I also see before video that when pumping the ass, without touching the dick it auto cum. I had never had the chance to try. Wondering how the feeling. But then again, is like finding the right one that can pump your ass till you cum I think? And if too big, my virgin ass how? Need ti start with small one? Singapore or jb , KL have ? Got recommendations?
Yup, it has happened to me before.. the feeling is unbelievable as the male G-Spot is in the rectum i believe. The one time i did that was in Geylang ( of all places ) and it was a Chinese/local ladyboy. I haven't had it done to me in a while but since Desker has opened, i probably will in a 3 threesome. If you are a virgin in the area, i would either getting a condom and buy lots of lube or buy the lube and go for it. Some ladyboys will be gentle if you tell them it's your first time being bottomed.
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