Is She or Isn’t She a She?

Tranny story…

I met Isabella at a kinky personals site, we exchanged emails, text messages, erotically charged phone calls, nearly bordering on phone sex, then began dating. In my profile on the personals site, I alluded to wanting to be in a relationship with an aggressive woman who would be very much in control, but also a relationship where we would be very sexual. Isabella and I had gone on several dates, dinner, movies, made out, she was a voracious kisser, the last time she finished me off by hand and mouth. We were hitting it off, but there was something about her, something I was unsure of.

It scared me, but it didn’t scare me away. I couldn’t tell if Isabella was really a she or a she-male. She had fake tits, extremely slender hips, her voice wasn’t as pretty a girl’s voice as I was used to and these among other things would be tranny giveaways, right? I found this made me harder, not knowing. All of my previous relationships had been vanilla. Except for a drunken moment where to amuse my girlfriend I sucked on her dildo which had just been in her pussy, I hadn’t done anything out of the vanilla realm. She laughed so hard and told me I looked ridiculous with her pink dildo in my mouth. But I had to admit to myself, that I loved having it in my mouth, loved sucking on it. Based on secret fantasies I had never told anyone but Sara and another phone sex Femdom, I knew my destiny was to be at the feet of a dominant woman, worshipping her cock.

Now…we are back at Isabella’s after dinner, drinking champagne, listening to music.

After a while she says, “I think you should be honest with me.” Me be honest with her? I am a little knocked off my feet. But really she is just teasing me and gets me to admit my fetishes and desire for complete female domination. I decide to trust her and end up on my knees naked, begging to be hers and kiss her high heels, her feet, her ass, anything, I’m feeling so submissive to her.

She says she has a much kinkier fetish than mine. “I like to watch my boyfriends suck cock and get fucked in the ass.” She wants to know, have I sucked cock? “Just a dildo once,” I confess. I continue, “If you get your strap on cock, I’ll do anything you want me to do with it.” She slaps me and says, “Stupid bitch, I have my own cock.” She goes to her handbag and gets out a pill pack, and pops a pill. I’m not sure which brand. She washes it down with a gulp of the champagne we’d been drinking.

Finally she allows me to worship her feet and work up her legs. Eventually I get up to her panties. I make love to the lump in her panties, but we don’t say anything about it. Until of course she finally has me stop and look in her eyes. “That is my dick you are kissing you know that don’t you, you little faggot. You want my cock don’t you slut.” She pulls down her panties and there it is. I resist and fight it, I say, “Please no don’t make me.” We do the resistance game for a few minutes but finally, my mouth is pulled to the dick which is now completely hard, and about 8 inches and I’m made to worship it orally. It isn’t long before I am all over it the resistance is gone. She encourages me, “See, that is what you wanted.” She flicks my rock hard dick, “See your dick knows what you want. A big beautiful cock in your mouth. Admit it you cocksucker.”

After I suck her for a few minutes, she pulls me away and makes me beg for it. Slapping my face as I agree to do anything for it and soon it is back in my mouth. And a few minutes later, I’m swallowing her pulsing cumload. “What a good cocksucker you are.” She throws me a compliment.

When I first was getting to know her online, she said her business was “the internet”, now she reveals she runs a few TV/TS websites. I ask her if she has private clients as most T-girls seem to and she says she no longer advertises, though she does see a few very wealthy men privately, including the one who pays for her condo. “I’m going to decide if I want you in my harem.” I ask if she likes to turn straight men, or tranny-curious men into cocksuckers, and she says, “Yes, it is the strongest sexual rush you can imagine.” Sara has told me many times that her strongest sexual rush is turning men into cocksuckers, turning them gay, so I’m not surprised.

Let’s talk about your Shemale and cocksucking fantasies!

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