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Pretty packaging

I have written before about how, by dressing as a girl, a ladyboy is signalling that she is not only sexually available but eager for it at any time.

This occurred to me again one evening during the week, when a ladyboy who I knew by sight but had never really spoken to before, was walking through the mall that forms part of the commercial complex where I live. I had seen her a couple of times with a group, but never on her own. She smiled.

Where are you going, I asked. To see a friend, she replied. She was small and cute, so I asked her if she would like to come up to my apartment. “Yes,” she said.

As soon as we got inside, before she had even taken off her shoes, I lifted the front of her dress and put my hand down her pants. Her cock already felt big, but it instantly hardened and rose up hot and strong. She held onto my shoulders and I started tugging at her dick, thinking she might come straight away and anticipating a hot spurt into the palm of my hand.

After a minute or so, however, she let go of my shoulders and stepped out of her pants. Then, with her dress tucked up, she sat in my computer chair, her legs hooked over the arms of the chair and her dick standing up straight and stiff. Not actually having seen it before, I looked closely. It was slightly red from the tugging I had given it, and the tip was pink and moist.

I got onto my knees and within a couple of minutes was savouring a hot, creamy, nutty, salty spurt. Then there was some urgent business required to sort me out, which she did very quickly with an expert wrist.

The whole visit must have taken about 20 minutes.

Had she been a genetic girl, there would not have been the explosive quality of this encounter. Even though she looked like a particularly cute 18-year-old girl, she had a male sex drive. But, not being gay, I would not have offered to take an 18-year-old boy to my apartment. I would quite probably not even have noticed an 18-year-old boy walking through the mall.

Ladyboys know only too well that if they make up their faces and dress as girls, they are going to attract men. Men will know very well they are not genetic girls. But same-sex activity loses the yukky quality it might otherwise have if there is the illusion that this is a boy-girl thing. The fact that the girl has a stiff cock doesn’t really matter, as she also has a cute and willing bottom and a warm, moist mouth.

So the ladyboy is showing that, like all boys, she is ready for sex at any time. She is making herself attractive to men who would not otherwise have dreamed of having sex with a boy. Desire does not have any boundaries, but sometimes the correct packaging is needed.

To the fore

captain outrageous, ladyboy dew

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One of the best things about being me is that I get some fascinating emails. Apart from the pure salacious, the downright adventurous and sometimes the absolutely hilarious, I also get some very thought provoking and informative correspondence. The writer of this item, who prefers to remain completely anonymous, has certainly taught me some facts I did not know. My thanks go to him for sharing this information.

One of the best reasons to visit Thailand is to meet ladyboys and what better to whet the appetite and sharpen the senses than the exceptional detail of Captain Outrageous’s photo galleries? There are so many views of each model and outstanding photographic attention paid to the exotic Thai cocks in all their states, shapes and sizes. No site I’ve seen pays such homage, so well, to the Thai male member.

However, a quick dip into ethnic sexology, which has quite a wealth of scientific info on the internet, seasoned with a dash of anthropology is also fun. Bizarre practises, ancient fetishes and big regional variations in sexual expression didn’t start with the Swinging Sixties. One of my favourites is the impossibly exotic Victorian explorer Sir Richard Francis Burton who spoke 19 languages, translated the Kama Sutra from Sanskrit and was said to personally sample every tribe or race, both male and female, he ever encountered.

Like most Easterners, Thais fit into the ’smaller’ category of cock – a sizing chart where Africans reign and Europeans come second. Not to say you cannot find some really ‘big’ ladyboys but those with fetishes for the gigantic will have a longer search in the East. And one is not talking relative size, since Thais are often short in body anyway.

Africans also have the longest, most tapered foreskins, the ‘aposthion’ so admired by the ancient (and bi-sexual) Greeks. Eastern Asians have the shortest foreskins and, as a glance in the galleries quickly shows, scant aposthions that are often baggy and seldom tapered.

Circumcision is a rarity in Thailand: Thais, except for a few Muslims from the South, are never put to the ‘knife’. Indeed circumcision is completely unknown in the traditional East – and Thais are very traditional.

Eastern people also have the highest incidence of phimosis, where the foreskin opening is too narrow to retract when erect (or at all) of any ethnic group. A study of young university males in China claimed 15 percent had phimosis against a world median of around 2 percent in adults.

The Japanese take phimosis very seriously, because it’s thought rude to show a cock with the foreskin up, even to one’s girlfriend. Going through LB photo galleries might give the idea that in Thailand, it’s rare to uncover the penis at all, even (or especially) at orgasm. Here’s a word of weird cultural advice – if you ever take a traditional Japanese bath, never get in with foreskin au naturel or you will cause serious offence and probably have the water ladle thrown at your nut.

The Koreans, always averse to things Japanese and perhaps reacting to centuries of colonial invasion have, on the other hand, recently taken to circumcision with a vengeance! Yet whilst Thai LBs seem not to mind any sort of radical gender surgery, often becoming ‘post-ops’ and having their willies sliced and diced, carved and cored into a vagina and labia or breasts and buttocks blown up with silicone and even Adam’s Apples ’shaved’ (ouch) it seems they are averse to any minor operation on a tight foreskin. One told me, ‘It not good but I scared of doctor.’ Now she’s a post-op.

You’ll spot lots of gals in the Captain’s galleries or other ladyboy sites who cannot retract their foreskin or only partially. There is often no cultural basis for surgery in the Orient – Chinese traditional medicine did not, for example, teach surgery at all. Is this the reason some Thais become LBs in their teens, because narrowness of the foreskin opening makes intercourse painful or impossible, and sometimes dangerous? It also means those LBs with phimosis cannot be tops and must take the passive role. Its worth investigating by any sexologist and let me volunteer.

Forced retraction can lead to dangerous swelling and a trip to the emergency room. Famous sufferers include Louis XVI of France, who was unable to make love to Marie Antoinette for many years until he was ’snipped’. His lack of heirs, and the rumour that Marie Antoinette (understandably) chose favours elsewhere made him disliked by the masses that he later had a far more serious condition, losing his other head – to the guillotine.

Is the average tourist aware that the Thai national health service offers free, expensive plastic surgery to repair foreskins damaged in accidents (that darned zipper again!) where every other socialised medical system would just slice the wounded bit off? Or that the Thai language has some half a dozen distinct words for various foreskins at various ages and stages of life?

Whatever, a LB lover will have a wonderful time with the amazingly diverse cocks of Thailand, from the creamy white and pink ones of Chiang Mai to dark and dusky members with heads the colour of ripe plums from Issan or the South – many with teasingly tight openings, novel foreskins and every shape or colour (curved seems almost a fashion and twisted 180 degrees on the axis is not unknown) in between. As was once said of London, when a man tires of the exotically different Thai cocks, he is tired of life.

Gaining acceptance

There is a piece in one of the London newspapers this morning about the increasing acceptance of India’s third sex, the hijras. The article does however make the point that although progress is being made, the hijras still face not only discrimination but hostility. Clearly, there is a long way to go before they are regarded as being equals.

In Thailand, I don’t think there is any hostility at all towards ladyboys. Individual cases do occur, of course, but what I mean is there is no general public reaction against them. A ladyboy can walk down any street and not be in fear of violent abuse. The worst she is likely to face is little kids making fun of her.

This holds true in even the rougher areas. In fact, if you walk through a Bangkok slum you are likely to find ladyboys living there, having decided that they can make more income from the sex trade than from the unskilled work that is the lot of the poorly educated working-class male.

I was thinking this over yesterday, when I was in one of the rougher parts of the city. I†was cutting through the area to visit an interesting old temple, when I saw two ladyboys walking, arms linked, along the lane. They passed a group of men drinking outside a grog shop, and rather than attract ribald comments†they†didn’t attract a second glance. At the corner of the lane was a group of motorcycle taxi riders, a tough looking bunch,†but again there wasn’t even the raising of an eyebrow. The ladyboys were simply part of the scenery. In fact, the†girls hopped onto the back of a couple of the bikes to ride off to the shops.

There are several reasons for this acceptance. The Buddhist culture, of course. The fact that ladyboys are such an accepted part of society that Thai men regularly take them for sexual partners without any qualms at all. And the sheer number of ladyboys,†which means†they are such a common†sight that no one is startled to see a ladyboy in full rig, even in the middle of the day.

Then there is the sheer beauty of so many ladyboys. There are plenty of ugly ones about, naturally, but I would say from personal experience that the greater number are attractive and that they embellish a crowded mall or busy street rather than appear as an oddity.

As I have mentioned before, there is an increasing trend on the part of employers to take on ladyboy staff and put them in upfront positions where they deal with the public. This is very indicative of the way in which the third sex in Thailand is accepted.

There is an ever-increasing number of Thai youngsters deciding to become ladyboys, and so acceptance can only continue to grow. Very little academic work appears to have been done on this very interesting subject, which is a great pity because it could provide all kinds of guidance for other countries struggling to assimilate the transgendered.

Brief encounter

I was in Central Department Store in Rama III Road one Sunday afternoon recently. Just browsing around by myself, checking out the camera store mainly, with its mouthwatering display of vintage Leica cameras. Up on the third floor of the atrium I saw a ladyboy. She was by herself, looking over the balcony towards the escalators, obviously waiting for someone.

I liked the look of her. She was very young, very natural looking: not much makeup, and wearing a neat little grey-and-black dress. I went and stood beside her, and spoke to her softly in Thai. I said that she looked good, and that I knew she was sao prapet song, which is the polite Thai term for a ladyboy. She gave me a warm smile, not at all scared by the approach of a foreigner.

I asked her what she was doing, and she said she was waiting for a friend. I asked her if she had an hour to spare, and said that I had an apartment nearby. If she came with me, I said, I would give her some money so that she could come back later and enjoy herself with her friend.

There was no hesitation. She called her friend’s mobile and said she would be back during the afternoon. Then she gave me another beaming smile and we went outside and hopped into a taxi.

Back in my apartment she slipped out of her little dress to reveal a firm and boyish body with an exceptionally hard cock. I held it gently. It was so hot and so eager that I thought it might go off in my hand, so I turned my attention to her cute little bottom. But the situation was so explosive that everything was all over within a few minutes, she shooting what felt and tasted like an endless volume of creamy salty white-hot cum.

Then we both got dressed and she gave me another of those warm smiles, which I had come to really like. She told me she was still at school. Her family had no money. Her father was a driver and her mother worked in a noodle shop. I handed her the promised money, and she said she would treat her parents as well as going with her friend to buy a new dress and then for a meal. She went out of the door looking really happy. By the time she got back to the mall, the entire episode would have taken just an hour.

Two things. One, this was an incredibly erotic experience, enhanced by the unexpectedness. Brief encounters with a stranger can be dynamite. The other aspect is that I would never have approached a genetic girl in that way, unless she had made it clear she wanted me to. By dressing as a girl, my ladyboy friend was sending out a signal that she was available. A ladyboy does not decline sex, unless she has a very good reason.

A GG, unless she was on the game, would be frightened off by a direct approach. You could even find yourself exciting the attention of the security guards. But a ladyboy is up for adventure, sex, and the chance to make a little bit of cash. My little friend was no hooker. She was just a natural ladyboy, and for a brief hour one sunny Sunday afternoon, two people were happy.

Wrist watch

captain outrageous, ladyboy dew


I have written on this page before about ladyboy Dew, who is from the Deep South of Thailand and who until she took up a job in her home town as a teacher of dance and drama was a regular visitor to my apartment in Bangkok.

Dew loves pornography. To be more specific, she loves to see pictures of young Thai men. Although pornography is illegal in Thailand, there is a thriving underground of Thai porn magazines and videos, as anyone who walks past Patpong or visits the Panthip Plaza IT emporium will be aware.

Much of this material features Thai guys, and some of it gets posted on the internet. Dew knew where to find the websites, and whenever she visited my place it wouldn’t be long before she took over my computer and went surfing. At this point I would be bundled out of the room, on the pretext that she would be emailing friends and reading the Thai newspapers, and that I would get very bored.

I knew what she was up to. The door to the computer room wouldn’t close properly, and after she had shooed me out she would “accidentally” put a chair against it so that I couldn’t walk in unexpectedly. Then she would hurry back to the screen. She didn’t realise that from a certain angle I could see through the crack in the door: I couldn’t see her face but I could see from her waist down.

Finding a batch of pictures she liked, she would tug down her shorts and knickers and start to play with her cock. I would watch as she got it up to full strength, her hand moving faster and faster, culminating in a white spurt that leapt into the air and went all over her belly. I would be sitting innocently reading a book as she sidled past and went into the bathroom to clean up.

I once asked her to show me the type of boy she liked best, and she pointed out a cute looking young guy with floppy hair and a slim and undeniably attractive body. As I’ve said here many times, I have no interest in men: but I could see the attraction.

Dew’s interest in porn is by no means uncommon amongst ladyboys. When I’m taking photographs, when it comes to the wanking sequence I do sometimes get asked if I have any gay magazines that would act as a stimulant. I feel guilty when I say no, and I tell myself I really should get a selection in, but I always forget.

I have found on several occasions that ladyboys actually have porn clips on their mobile phones. They will lay back and watch the clip, and I will hear strange gruntings and other sounds coming from the phone’s earpiece, but as I am standing with my camera waiting for the white spurtings I have never actually seen the visual quality of these clips.

This interest in porn is yet another facet of ladyboy life, which again underlines the strangeness of it all. Genetic girls tend not to have an interest in erotic pictures, but here is a beautiful girl flicking eagerly through photographs of handsome young naked guys. Then she takes out her own cock and gives herself one off the wrist. What could be stranger?

Ladyboys are however not aroused by pictures of other ladyboys. Many times I have shown visitors and models some of the pictures on the site, and they are always interested to see what their friends look like. They especially like to see photos of their friends’ cocks. But the interest is curiousity, not sexual arousal.