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Tag: The ladyboy experience

School daze

captain outrageous, ladyboy prim

A cute young model arrived for a video shoot last weekend wearing her college uniform, having come straight from Saturday morning classes.

“You want me to get changed?” she asked, showing me a small bag into which she had packed a brightly coloured top and some shorts.

No! I said. You look perfect the way you are!

But I did give her uniform the once-over before we started, to make sure there were no distinguishing badges or other marks. The buttons had a school logo, but that wouldn’t be visible in a movie. I also reassured her that I have long ago blocked the site from being accessed within Thailand, so none of her teachers or schoolmates would see it.

Anyway, she was happy enough, although very shy and nervous, and we did the shoot.

Ladyboys turning up in their school uniform happens with surprising frequency. As I have written before on this site, there are now so many ladyboys attending schools and colleges throughout Thailand that the educational system makes allowances for them, providing them their own toilets and changing rooms and letting them wear the female uniform.

Often they cut classes to come and see me, or they come straight from school, tempted in by the chance to earn some easy money and to have their photograph taken.

There is a standard university uniform in Thailand, that only deviates in its detail. Girls wear white tops and black skirts, boys white shirts and black trousers. Badges and buttons distinguish the various institutes, and sometimes a necktie. I do have hanging in my props cupboard a number of uniforms, including uni uniforms, but very often the model you see on the main site is actually wearing her own uniform.captain outrageous, ladyboy prim

In the streets I frequently see ladyboys dressed in the female uniform. I have only ever seen them behaving demurely, and in fact in many instances it is only my super-rated ladyboy-detector vision that has picked them out as being ladyboys rather than genetic girls. Of course, they are under obligation not to let their school down, but the impression they give is that they have simply chosen the lifestyle because it seems natural to them, rather than being a revenue earner.

I had a heap of emails following my comments a couple of weeks ago on the youthful ladyboys of Buri Ram, and elsewhere upcountry, and of course very young ladyboys are also to be found in Bangkok. Eight-year-old fledgling ladyboys are not a great rarity. The fact that these youngsters are going through primary school, secondary school, and on to college or university in full ladyboy mode must surely be giving the educational authorities cause for much thought and perplexity.

Or maybe not. This is, after all, Thailand

Return of the native

captain outrageous, ladyboy meuw

A member emailed me during the week to say that he had recently been in Thailand and had his first experience with a ladyboy. That had led on to several more experiences during his visit, and now he was back home in the United States and missing ladyboys so much that he was going cold turkey.

He said that visiting the local mall had shocked him, because he suddenly realised how big, loud and unattractive the women were. No longer in any kind of relationship, he says he now has no enthusiasm at all for finding a local girl. At the same time, he had found the prospect of the local gay community repugnant to him. He simply was not interested in men.

He said that, at the age of 65, he no longer knows what to do. He has found a sexual fulfilment with ladyboys that he had not felt for many, many years. They had made him feel youthful again, they had reawakened instincts that he had almost forgotten he had. What on earth was he to do, he asked me. Should he move to Thailand full time?

This is a position in which many people find themselves. The sexual explosion that typifies an encounter with a ladyboy  has an intensity  that  takes us right  back to the times when sexual experience was new.  Consequently, it is addictive.

Then there is the beauty of the ladyboy. Small build, fine skin, polite manners, natural charm. There is the vulnerability, which arouses our protective instincts. And there is the fact that ladyboys will do all they can to please you, because they want to prove that they are better than genetic girls.captain outrageous, ladyboy meuw

There is of course no easy answer. Yes, if you can afford to leave your own country and move here, go for it. Alternatively, spend several months here during the course of the year. Or even several weeks. It would be expensive, certainly, but it all depends on what you want to do with your life, and what your present circumstances are.

I tell you: if Thailand was to suddenly start exporting its ladyboys en masse, the women of the US and Europe would find themselves with a major problem.

The real thing

captain outrageous, ladyboy ooy

An old friend of mine is in town right now. I caught up with him for a coffee at his hotel yesterday. This is a man who from youth has been one of the most prolific cocksmen I have known.  And as he travels frequently throughout North and South America, and in Europe and Asia, he gets the opportunity to do what he likes with as many women as he can handle.

He also likes ladyboys, and when we met up he had a confession. On the first night he arrived in town, he said, he had gone straight to a ladyboy bar, taken a ladyboy back to his hotel, and had, as he put it, “the most gorgeous sex with this most gorgeous ladyboy.”

The next night, he had decided on a genetic girl. He found a very attractive one, but although she was more than willing to go on as long as he liked, he said that he ploughed miserably through the business and then couldn’t wait to get rid of her.

“The fact is,” he told me, dropping his voice as the waitress bustled around with more coffee, “these days I would much rather have a ladyboy than a GG. Girls just don’t do it for me anymore. But a ladyboy…that’s the most erotic, mind-blowing sex. I can’t exist without them.”
captain outrageous, ladyboy ooy

He went on to tell me how on his visits to New York  he has seen the transsexual escort services  increase hugely in the number of  girls available, and in France too, where they appear even more popular than in New York. How in Argentina there are now transvestis brothels where you sit and a number of the girls line up for you to take your pick.

“The world is changing,” he said. “If I was a GG, I would be worried.”

Down on the farm

captain outrageous, ladyboy janny

A lady friend (yes,  a real one!) who hails from Buri Ram was telling me at the weekend how youngsters in her home province are becoming drawn into the ladyboy lifestyle. She says she knows of nippers of six or seven years old who are trying on girls’ clothing, and of those a couple of years older who are putting on makeup and wiggling around like proper little madames. By the time they are in their teens they are already veterans.

Why, why, why, I asked, repeating the question I have posed countless times. Why are so many Thai youngsters so eager to change their sex?

My friend pulled a face. “I don’t know,” she said.

Is it something in the water supply? A genetic fault running through the Thai nation? The Thai equivalent to becoming a footballer or rock star, and leaving your impoverished background behind you? 

What happens to them when they leave school, I asked. Do they come to Bangkok and attempt to work in the cabaret or the bars? For it has to be born in mind that Buri Ram, which is in the northeast and adjoining the Cambodia border, is one of the most impoverished provinces in Thailand.

“No,” she said. “A lot of them stay in Buri Ram. Get jobs as waitress or in beauty salon or department store. Many want man to look after them.”

I thought that one over. Buri Ram is an agricultural province, a region where the living is sometimes hard, and although you can never quantify these things I would not have thought it an obvious place to have a large gay population. The people there are of course mainly Thai but there is a significant population of Khmer descent, and a lot of mixed blood. In fact my friend herself is part Khmer. Not the kind of people you would imagine who are given to liberal viewpoints or decadent ways of living. This is country where every able pair of hands is needed, and where the male side of the family is regarded very much in the traditional peasant way.

So why are all these husky young farmhands and potential farmhands giving up their very traditional way of life to start putting on makeup and sashaying around in their sisters’ dresses long before they have even reached puberty?
captain outrageous, ladyboy janny

“No work in Buri Ram,” said my friend. “Only hard work on farm, or easy work in restaurant or beauty salon. Young boy not want to be like father, work hard, drink too much, fight, never have any money. So become ladyboy instead.”

We in the West are familiar with teenage rebellion. In the East it is far less common. But although we grew our hair long in the 60s, and dressed in odd ways, and tried in as many ways as we could to upset our parents and the established order, we never did get around to changing our sex. In Thailand, it is a rebellion. You can even compare it to the rise of the Red Shirt movement. A rebellion against the established order. But what a strange one it is.

Coming attractions

captain outrageous, ladyboy ann

I was standing over a ladyboy yesterday afternoon, with my camera, watching her have  a really good, hard wank.  Try as she might, she couldn’t quite get there. 

“Oh! Cannot cum! But I want!”

She lay back and massaged her dick, which had become red and no doubt numb from all the pulling and yanking. I offered to give her a little remedial help (I’m kind and thoughtful in that way) and got down on my knees. Her dick, which had become floppy, immediately came up hard. She thrust her hips and suddenly I was savouring a mouthful of warm, nutty, salty cream.

Well, that was very nice, I said. But what about my photos?

She giggled. “If you can wait I can do one more time.”

So I went to make some tea for myself and poured a glass of water for my non-tea-drinking friend.

“You very nice man,” she said. I had to agree. “You have lady?” I had to admit I had a few. “You want me to come see you again? I can if you want.” 

I said sure, and got her to write down her mobile number. We carried on chatting for an hour or so, and then, looking at the clock, I asked if she was ready for another wank. The slang phrase in Thai is “chuk wow”, which actually means to fly a kite. Thai slang is very colourful.

“Yes, I ready now.”

So off we went again, and she pulled and grimaced and gritted her teeth, then stopped. 

“Touch me here,” she said, running a finger over her balls. I did as I was directed, and she pulled again.captain outrageous, ladyboy ann

“Oh, I sorry, I very slow!”

What can I do now, I asked her.

“Kiss me here.”

And she drew up her knees and indicated her cute little bum hole. I got back on my knees and applied my tongue to the neat little opening, making sure that I had a firm grip on my camera and keeping my finger on the shutter release so that the battery-saving timer didn’t power down.

“Oh! Now!” came a wail from somewhere above me, and I leapt to my feet and, with the camera still in shoot mode, I flashed off a series of pictures that caught the spurt beautifully.

That was hard work, wasn’t it, I said, as she lay back with a complacent expression on her face. I think you should pay me, instead of me pay you. 

“Maybe I charge you extra,” she said. “For give you good time.” Then she giggled. “I joking you!”

She was a nice girl. But do you see what a difficult job I have to do?