I know transvestite dominatrix stories drive you wild because you secretly yearn for “the best of both worlds.” So many callers have called my new girlfriend’s ladyparts this when I reveal she’s transgender. She’s not a transvestite necessarily, as that word refers to someone who is primarily cross-dressing. But she just started hormone therapy and doesn’t necessarily pass all the time. In your horny mind, you just want to jerk off thinking about sucking her cock anyway. Don’t you, worm?
My girlfriend’s eavesdropping on my femdom fetish phonesex calls gradually turned into a more serious curiosity. She wanted to do what I was doing to men: help them embrace their desire to completely submit.
Although our relationship is pretty egalitarian and not very BDSM power dynamic-centric, I’m definitely more of the “top.” But that’s always how it is in my relationships and in the bedroom for me in my real life. I knew that in past relationships and sexual experiences, my girlfriend had been more of a domme than she is with me. But none of the prior sex she’d told me about amounted to transvestite dominatrix stories. Since I let started letting her hang out while I was taking calls, I knew she was becoming increasingly interested in my work.
She’s in between jobs right now and although I continue to pamper her, I know she likes to earn her own living just like I do. We’re feminists, after all. I’ve been sending her job listings in fields she has experience in and thinks she might want to work in, but I can tell none of them have really sparked her interest. Last night she told me to come over after work because she had a big surprise for me.
When I walked in the door she told me to feel inside her bra. I took out 20 $100 bills and looked at her incredulously. “Wow, where the fuck did you get this?” I asked.
“I’m a tranny dominatrix now,” she explained, grinning.
I gasped out loud. Just last week I’d tried to get her to do a two-girl domination call with me but she told me she didn’t feel like it. She explained she thought about it more later and realized she wanted to try professionally domming in person. Apparently, she’d made an ad and posted it in several places online. And apparently, it wasn’t long before she got a mailbox full of eager responses.
“Look, I’m already booked every day for the rest of this week,” she said, pointing to her day planner. I clamored for her to regale me with the details of her first night as a tranny dominatrix. Wordlessly, she set her phone in front of me and started to play a video of her inaugural session.
I watched, open-mouthed, as my girlfriend berated a pudgy, middle-aged white man and commanded him to strip naked. It looked like she’d borrowed my leather miniskirt and halter, but she must have gotten those leather lace-up stiletto boots all on her own. Her feet were much bigger than mine. She looked like a vision.
I was mesmerized as I watched my tranny dominatrix girlfriend order her slave to his knees before he begged to suck her cock.
I was impressed and turned on. My eyes got teary with joy as I watched her shove his cocksucker lips down ruthlessly onto her dick, over and over. Even the finale was stylish: she ruined his orgasm. I shot up out of my chair and clapped when the video was over.
I took her gorgeous face in my hands to give her a passionate kiss. “You’re fucking amazing!” She’d skipped shemale phone sex and gone straight into in-person domme work. I was in awe. It was time for her second blowjob of the night.
Wish you had your own tranny dominatrix girlfriend? Awww. You don’t. But I do. Maybe I’ll tease you about your perverse jealousy by role-playing a lesbian cuckold fantasy with you. Or maybe I’ll finally convince her to get on the phone with me.
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