Chapter 2
by
smalldickryder
Which Letter does she answer first?
Horny and Confused
Hey Mistress Kylie,
My name’s Alex, 29, straight guy, and I’m rock hard and confused as hell writing this. For the last year I’ve been jerking off obsessively to hung trans women – those gorgeous girls with smooth bodies, perky tits, full lips, and massive, throbbing cocks swinging between their thighs. God, the way they stroke those fat dicks while moaning in that feminine voice gets me leaking pre-cum in seconds. I imagine dropping to my knees, sucking on a thick trans cock until it pulses on my tongue, then bending over as she slides every inch into my ass while calling me her good boy. It feels so slutty and hot, but then I freak out does this make me gay?
I’ve always loved women, fucked plenty of cis girls, but nothing compares to the visual of a beautiful trans babe with a huge, veiny erection. I love how their balls tighten when they cum, shooting ropes all over their own flat stomachs or my imagined face. Lately I’ve been watching POV videos where they dominate, making me worship their cocks and asses. My own dick throbs harder than ever when I think about it, but I worry my buddies would call me a fag if they knew. Is craving a hung girl’s cock while loving her feminine curves and voice actually gay? Or is it just the ultimate taboo turn-on?
I’ve started chatting with a few trans dommes online, sending tribute pics of my hard cock and begging them to describe railing me. One told me she’d make me her sissy bitch, locking my dick in a cage while she fucks my throat. I came so hard I saw stars. Mistress Kylie, tell me straight am I bi, gay, or just a guy who appreciates the best of both? I need to explore this without shame. Help a horny dude out.
Horny and confused,
Alex
What's next?
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Dear Mistress Kylie
Letters to better understand the world
Mistress Kylie is here to answer your question. Submit a question in the inbox and Mistress Kylie will tackle your problem head on like your domme! Or at least train you to be the domme or sub in your sex life!
Updated on May 22, 2026
by smalldickryder
Created on May 19, 2026
by smalldickryder
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