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Tag: The ladyboy experience

True colours

ladyboy cock

There is something like 36 different ethnic groupings in Thailand, so when we talk about “the Thais” we are in fact talking about a very diverse people. Cutting a long dissertation short (I have just deleted a large chunk of text I had written that may have been interesting to me but would have bored anybody else witless), this means a variety of body types and skin colours, all of which are reflected interestingly in the penis. Or, to be a little more precise, the ladyboy cock.

I see and photograph ladyboys from many different parts of the country during the course of a year. Those from Issan, the northeast of Thailand, outnumber the rest. The folk of Issan are essentially Thai-Lao, but in the provinces close to the border with Cambodia, such as Surin and Buri Ram, you do find a considerable number of the population that is part Khmer, and consequently of darker skin tone than the Lao.

So from Issan alone you have quite a spectrum. Many are very light-skinned. They pull their pants down for me and I watch with great interest as a pale-skinned cock appears, and a pink glans emerges shyly. Sometimes, with a bit of encouragement, this will turn a strawberry colour. Very fetching indeed, particularly if the glans is nice and big, and the foreskin can retract completely. With a macro lens, the effect can be quite dramatic. Sometimes the skin on the glans stretches so tightly that you can see the reflection of the camera lights upon it, and even a faint reflection of myself making a Hitchcock-like appearance. 

Many ladyboys come from the northern provinces, from Chiang Mai in particular. These tend to be even lighter-skinned, and there is a considerable amount of Chinese blood in the population there. Many of the Chinese have ivory-white skin, and with their pants down you have the attractive contrast of very black pubic hair and a white cock. I have seen many Chinese ladyboys whose skin is so delicate that the glans is candy-pink and almost translucent. At erection, with the glans moist, this can make a wonderful picture.ladyboy cock

With the southern ladyboys comes darker skin. The ethnic mix down there includes Malay, Burmese and sometimes even Indian. Consequently, this region provides real variety in cock colours, with all shades of pink and occasionally one where the glans is exactly the same colour as the shaft.  I recently saw a southern ladyboy whose cock was almost black, with a glans that was purple. With a hard-on, the head of her dick glowed. It was a magnificent sight. In the south too you find many Moslem ladyboys, and of course they are circumcised. This is almost unknown anywhere else in Thailand, and so there is the novelty value, and a good strong cock with a fully exposed head can be very pleasing indeed.

Just think…there is all this aesthetic beauty out there, and most people miss it entirely.

Shameless but not heartless

ladyboy love

Sargent Shameless must be getting old and sentimental.  Apparently my last posting, about the ladyboys who hoped for a relationship with me, has inspired the Sargent to share his own views.  It seems he can have post-ravaging feelings for his ladyboy conquests.   Who would have thought?  But it also seems he is even worse than we thought: not only he breaks their asses, he also breaks their hearts…

 
 
Anyone who thinks the Captain and I first met in a ladyboy orgy or anything wild like that is dead wrong.  The way it happened was that after coming across the bar scene in the Captain Outrageous site, I was so impressed with the Captain’s insights that I felt compelled to ask him for advice on how to deal with a  ladyboy who had fallen madly in love with me and I could not bring myself to let down. This particular ladyboy was arguably the most beautiful ladyboy in all of Thailand at the time and her pics are still all over the internet (although incredibly not on Captain O!).  When she told me that she loved me like she had never loved any other man, I could not but accept to be her boyfriend (or something like that).  To delay the inevitable breakup, I stopped playing around in Bangkok (where she was based) and would go to Pattaya, Phuket, etc without her knowing.
 
While often ladyboys (and ladies) have faked such passion for me with a view to material reward, a few times it happened for real as they, for whatever reasons, put all their hopes of redemption and womanly acceptance in me.  Although I don’t seek to trick them into loving me, it feels rewarding for my ego and greatly intensifies the ladyboy experience I seek both in and out of the sack.
 
Unlike the Captain I don’t live in Thailand so usually the separation takes care of the infatuation. I have gotten used to lovestruck ladyboys crying while making love to me on our last night together, but then they go back to their realities and I to mine.  But a few ladyboys do wait for me to come back, which makes separating again even harder.  This is what happened with that internet superstar who claimed she had all kinds of suitors ready to take her as a wife and could not accept that I would not.  She did wait for me for about two years of sporadic visits, but eventually she realised I was not the prince charming she wanted me to be and let go. By then she was no longer the same sweetie who fell for me and started doing all kinds of hardcore shoots for the most tasteless ladyboy sites, perhaps to get back at me.
 
I had another case with a really special Phuket ladyboy who I was crazy about, but who initially did not particularly care about me.  We hooked up again three years later and spent a week together and afterward she decided to quit the bar life and called me and, in what was one of the most heartbreaking conversations I ever had, said I was the nicest man she ever met in her life and that she loved me.  She said she was contemplating suicide and wanted me to know that.  I tried to cheer her up and said I would visit her again in a few months (which I did!).  Eventually she came to accept her life and is now back in Issan helping with the farm.
 
I also hooked up for a while with a ladyboy who was very passionate and so understanding of my need for sexual variety that she would help me set up threesomes with other ladyboys as long as I only slept alone with her  (The Captain says: That’s the Sargent we know!).  I never realised she really loved me until the day she caught me alone having breakfast with another ladyboy.  That night she asked for some glamour photos back, told me I had broken her heart and left my life. I never felt like such a lowlife.
 
There was also this ladyboy who when she first came on the Cascade scene at 18 was the toast of Bangkok.  But she had one of those exotic looks that does not age well and at 22 when I finally hooked up with her she was no longer top choice.  She turned out to be a very considerate and energetic lover and I definitely felt good with her.  Although she did not fall in love with me, she told me that nothing came of all the love promises from the other men she was ready to give her heart to.  She said many told her they loved her but never even called once afterwards. She said this in a sad, accepting way that was disconcerting to hear.ladyboy love
More recently, I met this quite special ladyboy in Pattaya who (at 22) is madly in love with me, wants to talk to me everyday and says that, because of me, she left Pattaya and is now working as a clerk at a bank in BKK. I have decided that on my next trip to Thailand I will seek her and stay with her the whole time. The end result will likely be the same, but at least I will have given her a little more time to grow up.
 
I could go on and on with so many of the ladyboys I have met, especially the Filipinas who have a Latin passion to them and have even less social acceptance and income opportunities than the Thais and thus are prone to fall big and fast for the first decent guy they meet. I guess, like everybody, ladyboys want to be loved for who they are and the fact that they are a cross-gender makes finding such accepting love even harder than for the rest of us.
 
So what did the Captain advise me to do when I wrote to him to ask about having my cake and eating it too?  “Keep spreading yourself” he said “like you have been doing.”  I remember thinking of the guy in Casablanca saying “I think this is the beginning of a beautiful friendship…”

A hard life

captain outrageous, annieJinny was a ladyboy who started off by liking me very much, and ended up by not liking me at all. May was another. Aon was yet another. And Dew. The list goes on, and quite probably it is even longer than even I realise.

This is one of the problems I face in dealing with such a large volume of ladyboys. Many of them become attached to me because I’m kind to them, and I’m a people-friendly guy who tends to be understanding of their problems. Because I treat them so nicely in and out of the sheets they assume that they are the only ones I really care about. My own feelings are that, yes, I like them very much and I respect them, but there is a very long queue of ladyboys who want their photograph taken, and some of those are going to end up afterwards as particular favourites. Cue hurt feelings, tantrums and tears.

Sargent Shameless asked me recently why I hadn’t taken a regular ladyboy partner, and I said that there had been several occasions when I had fallen for someone but that the tide had always overwhelmed me. The number I deal with simply is too great, and the temptations too many. Plus there is the fact that ladyboys grow older, and within a handful of years many of them become utterly different to the gorgeous 18-year-old you had those intense feelings for a few years back.

I realised that I was sounding presumptuous. Devilishly handsome I may be, but I am no longer in my youth and I bear no resemblance to the handsome young Thai guys who ladyboys tend to swoon over in their more private moments. In fact, I have taken a look at some of the soft porn magazines that ladyboys masturbate over (a visit to a ladyboy’s room can be an educational experience) and even I have to admit that some of the young guys posing in them are highly attractive.

So, it’s not physical attraction. It is a kind of understanding. There is a bond that forms when you take photographs of someone. This is the case even with simple portraits, but when you are photographing someone who takes off their clothes and then poses in the most provocative way before wanking off for you, then that bond strengthens. If you make them look especially good in their pictures, even better. And of course if you take them to bed later, the attachment becomes a more emotional one.

The life of a ladyboy involves much rejection. Quite probably she has a difficult family background, and has lacked love and respect from an early age. She is desperate for male approval. Into her life comes someone who wants to take her photograph, show her how good she can look, who likes to laugh and joke with her, pays her well for a couple of hours’ easy work, and then invites her back for a little gentle loving that doesn’t involve anything too gross. It’s not a bad deal, and for someone only in their late teens, quite possibly something of a coup.

For me, essentially a nice bloke who doesn’t like to hurt anyone, this can eventually become difficult to handle, because the number of regular partners eventually becomes too many even for someone who is chronically priapic. And so, the anguish begins. I have learned to cope with it by keeping a distance, not giving my phone number to those who I keep in touch with after the shoot, but instead getting my long-suffering assistant Ek to handle all the communications.

captain outrageous, annieI never mean any harm, and I treat everyone with respect. But this is Thailand, and the Thais are amongst the most emotional people in the world. Result: eventually, tears, scorn, and bitter feelings, albeit on one side only. After all these years, I’m bullet-proof.

I mentioned Jinny, who was one of the earliest internet stars and one of my earliest regular partners. She was a very intelligent girl, with great beauty. I remember meeting her once outside Robinson”s department store at Soi Asoke, and as we waited for a taxi a crowd of European tourists came up and began talking to her, telling her how beautiful she was. Jinny was radiant at that, and I was proud of her. “They think I real lady,” she said when we got back to my place. She slipped out of her clothes, and as her short yet strong dick stood out straight I told her she was better than any real lady. And so she was. 

My feelings were genuine enough, but I hated the thought that I was being duplicitous. I wasn’t deceiving Jinny, as she knew very well what else I got up to, and besides she was working at the Crack House, and was consequently getting as much cock as she could handle. But at that moment we were like genuine lovers, and later, when I had gone through several of her friends, she became distinctly annoyed with me. 

It was all very sad. Then she had the operation, which put her right beyond my interest. She moved back to her home province and took a mainstream job in local government. I hope she is happy.  

Seminal moments

ladyboy cumI was with a ladyboy, up close and intimate, with her on her knees and kneeling over me, when she gave a little cry and lurched forward and managed to shoot a load into both of my eyes. I don’t know if you have ever had semen in your eye, but it stings like the blazes. I went into the bathroom and splashed water onto my face, and the stinging subsided slightly. I went back into the bedroom. My friend put a hand to her mouth.
 
“Look like Dracula,” she said, helpfully.
 
I went back into the bathroom and looked in the mirror. My eyes were glowing red. I went back to where she was laying comfortably, and made a grab for her now-flaccid cock. Careful, I said, or I’ll take a bite. Cue for giggles from my cute little friend, who seized the offending instrument and waved it at me. It hardened up again. Half an hour later there was another spurt, not quite such a violent one this time, but I was more wary anyway. It went down a treat.
 
Anyone who follows the photosets on the main site will know that I try very hard to capture that moment when a jet of white-hot cum leaps into the air. I do sometimes manage to get a picture, but to be honest it is just luck. The stuff travels so fast that I’m almost certainly going to miss the magic moment.
 
A video of course is different, and when I play back that crucial moment, it is usually all over within a couple of frames. Simply a white blur. Take a look at the video stills that illustrate this post. The young lady, appropriately enough named Joy, has turned towards me to ensure that I haven’t fallen asleep over my camera. Then a white spurt shoots upwards and lands on her thigh. The camera records at 25 frames a second, and the stills here are two continuous frames. They are the best of the bunch. Most of the others show only a few airborne specks of Joy juice, as the spurt breaks up.

In many cases there is no jet. Some models (leaving aside the hormonal influences) produce a slower, thicker consistency of cum, which dumps a puddle on their pubic hair and tummy, and leaves a glutinous, sticky residue on their fingers. That can make a very pretty picture, especially if the stuff is very white. Not all of it is, of course: hormones can reduce it to a colourless liquid rather like egg-white. The hormones also reduce volume: many is the occasion that I haven’t realised a model has actually cum until I see a slight moistness in the palm of a hand, or a couple of glistening droplets on pubic hair.
 
ladyboy cumI did actually do some googling on the subject of sperm velocity, but all I could find was some incomprehensible equations from medical research papers, data on the mating habits of sea urchins and Atlantic salmon, and the inevitable ribald remarks on forums. Personal observation indicates that a big hard cock shoots a faster load, but that may be just an optical illusion. Fascinating subject. Back to the camera. Maybe better wear protective goggles.

Yo’s dimple

captain outrageous, pilonidal dimple
In the early days of ladyboy photography, a decade or so ago, there were very few websites where the pictures could be posted. There were also very few ladyboy bars in Bangkok, and so the photographers, myself included, tended to get most of their models from the same sources. The best-looking girls would therefore appear on two or three sites, and they became famous.

One of the best known, and one of my own personal favourites, was Yo. She worked in the Crack House and was only just 18 when I met her. I was the first photographer to take her picture, and I took several sets of her over the next year or so. She was a gorgeous little slip of a girl, quiet and shy, and with a delicate face and smooth coffee-brown skin. I was quite besotted with her.

Yo had one physical peculiarity, and I of course noticed it the first time I photographed her. When she went down on her elbows and knees so that I could photograph her bottom, there was a very deep dimple at the top of the crease between her cheeks. It was so deep that it was more like a hole, and you couldn’t see a base to it. This dimple was only visible when Yo’s bum cheeks were spread: when she was standing up or lying down there was no indication it was there.

When I was sitting at the screen going through that first set of Yo pictures I was puzzled by this strange little defect on an otherwise flawless body, and I was also unsure what to do about it on the pictures I had. To my mind, in the photographs it looked ugly. So I went painstakingly through the bum shots with Photoshop and cloned it out.

But other photographers followed me and they weren’t quite so squeamish. Yo’s dimple began to show up on the sites, and so in subsequent shoots I left it in. But I never did know what it was. I didn’t ask Yo. Somehow it would have seemed rude.

Over the Christmas holiday season I looked out a couple of pictures of Yo to illustrate one of the items on this blog, and the memory came back to me. Having some time on my hands I did a quick internet search, and I came up with the answer as to what this odd bottomless little dimple actually was.

It is called a pilonidal dimple, or sometimes a sacral dimple, as it is located above the sacrum, the bone at the end of the spine, at the very top of the crease between the buttocks. Pilonidal dimples are present at birth in about two percent of babies, apparently, and are usually harmless. Most are in fact just a dimple, a slight abnormality in the skin formation, although a few indicate there might be a problem with the spine or spinal chord.

Often it really is a shallow dimple, the very deep ones being relatively uncommon. But the holes are blind, only running through to the spinal canal in instances where there is a more serious defect.

So Yo was a rare case. And in all the years of photographing naked ladyboys I have only ever seen one other pilonidal dimple, and that was a very shallow one. captain outrageous, pilonidal dimple

An unrelated fact about Yo, which I mention only because I have been thinking back to those times with great affection, is that she was hung like a horse. Despite her slight build she had a gorgeously long cock. She didn’t take hormones and she never had a problem shooting a load, although it was invariably the same: a single small splodge of cum that would land on the lower left-hand side of her belly, with a little more left dribbling over the pink glans.

The Crack House closed and Yo went somewhere else. I gradually lost track of her, and when I met up with her again after a few years she had had so much cosmetic surgery done to her face that I almost didn’t recognise her. I was shocked. And her lovely flat little boyish chest was now pumped up with a silicon job. I took a final set of her about five years ago, and then I lost contact with her again. I don’t know where she is now, but I certainly hope she is well and happy.