This is the story of Mae a transgender girl and myself.
I am the owner of a small hotel by the sea. Its located in the Far East. One day three ladyboys checked into one of the rooms. They were all tall and pretty and for me there was no masculine features that might interfere with my lustful looks towards them. I'm heterosexual, I like girls not boys. I went to an all boys boarding school and the crushes I developed over the years were always with effeminate looking boys. I entered adult life feeling totally unthreatened by my sexuality.
They had asked for an extra pillow and I brought it to their room. I knocked on the door and one of the girls answered it. The prettiest girl was wrapped in a towel about to take a shower and as she entered the bathroom she leant back and looked at me with a piercing stare which I couldn't get out of my head.
The following day they checked out and said they were going to take a tricycle to the town [about a kilometre] and have lunch, then, take the bus back to the city ,where they lived. I asked them where the key was and they told me they had left it on the table in the room. When I checked ,it wasn't there and they had already left. There were only a couple of places where they might have lunch along the main road, so I set out to search for them. Sure enough I found them there, eating. They were surprised to see me and I explained that one of them had the key. They all searched in their handbags and the key was found. At that point I should have left them and returned to the hotel but I decided that fate had a played a part here and I should stay and talk to them. It seemed the pretty one, who was called Mae, had had some success in transgender pageants and sometimes was paid to judge events and endorse products. These were usually transgender related products such as make ups or hormone treatments and a bunch of other things I knew nothing about.
I watched Mae eat. she ate like a boy, chomping on her food and I felt a twinge of disappointment at such a male attribute coming to the fore. I made a mental note that I would bring it to her attention if we ever talked again. One thing I did know about these girls was their desire to be feminine. So, my observation, despite not wanting to be brought to light, would definitely be acted upon. I asked Mae for her number and she gave it to me. I am 61 and she was 21, so naturally I was thinking the phone number would be a useless thing to have and she would never answer my texts.
I messaged her later telling her I hoped she had arrived home safely and that it had been nice to meet her. I was happy and a bit surprised to receive an answer. A polite answer. Over the next few days we messaged each other casually but when I started to hint at my attraction towards her, I was not rejected .
She was due to go and compete in the capital in a national pageant and she would be away for a month. I told her I wanted to see her before she left and we arranged to meet in the city on a Sunday afternoon. We had a lovely afternoon and talked for 4 hours about everything and it was probably the longest time I had sat with a girl without trying to get her to sleep with me. But why was that ? Mae to all intents and purposes was a girl. She had been taking estrogen hormones since she was 13. She had hips and a girl's voice and no traces of facial hair . There was nothing boyish about her at all. But I liked her, so she couldn't have been a girl. I actually wanted to hang out with her.
We parted company and I was in a total state of confusion. There were lots of interesting things for me to ponder. one of those was the fact that when were walking togther around the mall, nobody had stared at us. Im used to people staring at me with girls because Im 6' 4'' and the Asian girls are petite. Mae is 5' 8'' and wore heels. I fantasised that she would agree to become my girlfriend and at some point I would be called upon to consumate the relationship. But how ? Time for a crash course in sex with transgenders . Bring on Youtube. Although I didnt care it seemed I was not the only one searching for info on the subject. Loads of views. into the hundreds of thousands.
Mae was a pre op transgender, born male turning into a girl. Well , I knew that. I found out that I was CIS male. I'd never heard of that but ok, I agreed with the definition.What about sex ? I learnt that transgenders could be top or bottom. A 'top' means they would be fucking you up the ass. [I couldn't picture Mae wanting to do that to me but anyway]. A bottom was me having to fuck my Mae up the ass. That somehow didn't seem right at all. Were there anymore options?How about giving Mae a blowjob.I think I could do that. I watched the video for longer but that option never apppeared.In the next video it did crop up in the form of some unsuspecting guy grabbing his newly found ladyboy , ripping off her clothes and shoving her limp dick in his mouth, expecting to be rewarded with moans and gushes of semen. Not to be. Added to which the guy was ridiculed for his naivety.Didn't he realise that a feminine ladyboy would be so heavily loaded with estrogen and testerone blockers, that the willy werent gonna work.
Luckily Mae was away and I didn't have to worry about such things. She is on her way back. She says she wants to see me. Maybe she will just want to be good friends. But I have never had that good luck with women [or men come to that].
Submitted: March 17, 2023
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