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captain outrageous, schoolgirl o
I was thinking about sodomy this morning. As one does. Part of the thrill of going with a ladyboy is the thought that she is probably not going to be adverse to this kind of activity. Speaking of someone who has had a lifelong fetish for female bottoms, but who has usually been gently rebuffed when attempting a rear entry with a genetic girl, this is an important matter for me.

Anyway, following my last post, I was moving on to the logical progression from viewing the enticing rear of a lovely and willing young ladyboy.

Anal penetration is not always easy, not without causing a considerable amount of pain. At least, as they say, the first time. But minimal penetration, part entry, can itself be extremely exciting. There is no need to go the whole hog. And besides that, there is the visual aspect of having a pert little bottom in front of you, or beneath you, and of making the most intimate contact with it.

Even if penetration is not possible or desirable, there is plenty else to keep you happily occupied. The Thais are as clean as cats, and the contact of tongue with bottom (ie yours with hers) is another orgasmic experience for both players. And again, of course, you have the visual thrill of a heart-shaped derriere filling your vision while you do it, not to mention a stiff little cock to play with.

There are on this site a number of ladyboys with hairy bottoms. Personally, I have nothing against this, and indeed I usually like it, although I know it’s a turnoff for many people. But soft, fragrant hair can be as exciting as skin that is as smooth and sweet as a baby’s. To have that nice warm hair tickling your nose is really rather exciting.

When a ladyboy takes female hormones, it is not just the breasts that start to grow. Her bottom also tends to take on a fuller, rounder shape. As a result, her rear becomes as enticing as that of a GG’s.  Even the skinny girls, whose bust obstinately refuses to bud, and whose bottom remains tiny and tight, somehow puts on just a little fat down there, and her bum ceases to be that of a male.
captain outrageous, schoolgirl o
But back to sodomy. If you are with someone who is experienced enough to let you penetrate all the way up, be aware that you still have to be gentle. Despite what a lot of people think, the anal passage was not designed for sexual intercourse. Rough treatment can lead to bruising or abrasions, or to the onset of haemorrhoids. I have seen far too many wrecked ladyboy bottom holes in my time.

KY jelly, or something similar, is essential. And on the first occasion, a little exploration with your finger is not a bad idea. You will soon discover how tight she may be, and how difficult a job (and how painful for her) a full penetration is likely to be.

Plus, the sphincter is there for a purpose. You can ease your way through with a little gentle perseverance, but you can however trigger a natural reaction  that will require a quick visit to the bathroom for both  players.  When that happens,  there is no need whatsoever to shout out, “Yuk!!”

Remember, you are a gentleman.

Comments

Comment from Don M
Time May 20, 2010 at 9:42 am

The Ladyboy in school outfit is gorgeous who is she!?

Comment from Captain Outrageous
Time May 20, 2010 at 11:09 am

Her name is O, and she was the most beautiful model I ever had. Completely photogenic, never took a bad photo. The most perfect hormonal breasts, yet a fully working dick. I took several photo sets of her, mostly dressed as a schoolgirl. She later had the op and I lost track of her.

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