Tag: Sissy Humiliation

Apr 10 2022

Sissy Boy SPH with Tranny Goddess Wynona

Tranny Goddess Wynona

Your little dick is really quite a shame, you know.    It’s a little embarrassing for me to look at.   I mean, I’m embarrassed for you, that is.   You really got the *ahem* short end of the stick there, scooter. It must be particularly humiliating for you, knowing that your cock is smaller than mine. …

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Sep 12 2021

Strap-on Fun with Miss Tabitha

Strap on Trainer Miss Tabitha

One of the best things about sissy boys is treating them like the girls they’re dying to be. They love being treated that way, and I love putting them into those positions, so why not? I’ve got lots of ways of doing that, of course. More than I could list here, definitely! But I must …

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