Mine began with the video of a young, flat-chested Bailey Jay, then known as Harley Quinn I think jerking off on a bed in a blue t-shirt with stuffed animals and porn playing in the background. For some reason I was captivated. She was my first shemale porno love affair. After finding myself strangely attracted to a boy that looked like a girl jerking off (and jerking off with the her in the video) I went searching for others like Bailey Jay.
After I nearly exhausted the internet for free Bailey videos and pics I stumbled upon Bee Armitage, who till this day remains my ultimate favorite, despite having no tits whatsoever. Sadly, Bee only made so much porn, then dropped out of the spot light, so I have to savor what there is out there.
After Bee I fell in love with Sarina Valentina and Ashley George, neither of which cum very much of anything if at all. That's my only let down with those two. Sarina is by far the prettiest M2F transgendered woman I've even seen, and even though she's castrated I'd love to date her.
It's been about 5-6 years since my initial OMG, what if I'm gay panic after being so turned on by Bailey Jay jerking off, cumming, then licking it off her hands. Now I just have a thing for transgender ladies. I love feminine looking girls, get turned on by breasts, hips and asses, but also think that putting a cock on that package is super appealing.
I have never dated or been with a M2F transgendered person, but I might get the opportunity someday. I currently have a loving girlfriend with whom I'm in a committed relationship, definitely no cock on her. But if we split up I'd like to think I'd actually go out of my way to meet a transgender girl. I would definitely treat her like a lady, and be enthusiastic about what she has between her legs.