Videos tagged « sissy-roleplay » (20 results)

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Medium videos (3-10min)
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Sissy's tight hole filled with Dom's hot cum - Forced to wear a maid outfit and be fucked like a slut [FEMINIZATION ROLEPLAY] [AI GENERATED] 6 min

6 minMelissa7186 -

You failed the exam, now the teacher wants to punish you by feminizing you and fucking your sissy hole (FEMINIZATION ROLEPLAY - AI GENERATED) 5 min

5 minMelissa7186 -

Mistress gonna fuckin' transform you into a sissy fucktoy, you little bitch! Gonna make your fuckin' ass sore and use it like the fuckin' hole it is, you goddamn faggot! (FEMINIZATION ROLEPLAY - AI GENERATED) 8 min

8 minMelissa7186 -

I'll fuckin' help you become the sissy bitch you were meant to be, you fuckin' fairy! I'll guide you through your fuckin' transformation and make you my little sissy slut, you fuckin' faggot! (FEMINIZATION ROLEPLAY - AI GENER 9 min

9 minMelissa7186 -

1080p

Dr. Faith Exposes Sissy BB 6 min

6 minMissFaithRae - 123.8k Views -

Take the quiz for bottom sissies - ROLEPLAY JOI AI 5 min

5 minMelissa7186 -

Mistress teaches you that sucking cock isn't gay if you're using panties - FEMINIZATION ROLEPLAY (AI) 5 min

5 minMelissa7186 -

Answer this fucking test and see if you're a sissy (FEMINIZATION ROLEPLAY - AI GENERATED) 5 min

5 minMelissa7186 -

720p

You don’t have to hide your sissy side any more 7 min

7 minFemdom Videos - 454.5k Views -

720p

We need to address your sissy desires 5 min

5 minFemdom Videos - 249.2k Views -

Mistress wants to dress you up like her personal fucktoy and help you train with a strap-on (FEMINIZATION ROLEPLAY - AI GENERATED) 8 min

8 minMelissa7186 -

Mistress turns you into bunny slut, let's you to suck first client's dick. Swallow cum, sissy! (FEMINIZATION ROLEPLAY - AI GENERATED) 7 min

7 minMelissa7186 -

Reveal your true colors! Take our sissy detector test and face the consequences! - FEMINIZATION ROLEPLAY (AI) 6 min

6 minMelissa7186 -

Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED 6 min

6 minMelissa7186 -

Mistress is fantasizing about stretching your tight fucking boypussy with a big fat cock until you're leaking cum from your pussy and asshole. She wants to ruin your pussy and make it her personal cum dumpster. - FEMINIZATION ROLEPLAY - AI GENERATED 6 min

6 minMelissa7186 -

Japanese mistress set your sissy goals to embrace feminization - JOI ROLEPLAY AI 6 min

6 minMelissa7186 -

720p

You dont have to hide your sissy side any longer 8 min

8 minFemdom Videos - 200.8k Views -

720p

You shouldnt hide your sissy desires anymore 8 min

8 minFemdom Videos - 52.1k Views -

Black girl is your mistress and wants to play with your sweet ass - ROLEPLAY AI 7 min

7 minMelissa7186 -

720p

You have been hiding your sissy side for way too long 7 min

7 minFemdom Videos - 70.5k Views -