Sissy Roleplay Videos

Sissy Anal Training Session (Roleplay) v0.8 - Intermediate to Expert Sissy Anal Training Session (Roleplay) v0.8 - Intermediate to Expert
Duration: 17 min
Views: 5M
Videos Quality: MP4 Sex Video (Low, High)
Mistress Maeve - Sissy Podcast - BNWO Erotic Audio for sissies | ASMR roleplay | Sissy fantasy Mistress Maeve - Sissy Podcast - BNWO Erotic Audio for sissies | ASMR roleplay | Sissy fantasy
Duration: 17 min
Views: 69k
Videos Quality: MP4 Sex Video (Low, High)
Hot guy wants you to jump on his big dick Hot guy wants you to jump on his big dick
Duration: 13 min
Views: 121.2k
Videos Quality: MP4 Sex Video (Low, High)
Roommate transformed you in a sissy and fucked your virgin ass with a strap-on  (FEMINIZATION ROLEPLAY - AI GENERATED) Roommate transformed you in a sissy and fucked your virgin ass with a strap-on (FEMINIZATION ROLEPLAY - AI GENERATED)
Duration: 13 min
Views: 6.3M
Videos Quality: MP4 Sex Video (Low, High)
You have been hiding your sissy side for way too long You have been hiding your sissy side for way too long
Duration: 14 min
Views: 92k
Videos Quality: MP4 Sex Video (Low, High)
You don’t have to hide you sissy desires any longer You don’t have to hide you sissy desires any longer
Duration: 14 min
Views: 3.5M
Videos Quality: MP4 Sex Video (Low, High)
Guy Makes His BIG COCK CUM Like a Fountain STRONG ORGASM MOANS Guy Makes His BIG COCK CUM Like a Fountain STRONG ORGASM MOANS
Duration: 11 min
Views: 55.8k
Videos Quality: MP4 Sex Video (Low, High)
Home Video BDSM Fetish Fun in PVC with French Maid Sissy Slut (Arya Grander) Home Video BDSM Fetish Fun in PVC with French Maid Sissy Slut (Arya Grander)
Duration: 11 min
Views: 246.7k
Videos Quality: MP4 Sex Video (Low, High)
Hot guy, sensual big dick jerk, moans Hot guy, sensual big dick jerk, moans
Duration: 7 min
Views: 451.8k
Videos Quality: MP4 Sex Video (Low, High)
Dont hide your sissy side to me Dont hide your sissy side to me
Duration: 7 min
Views: 50.7k
Videos Quality: MP4 Sex Video (Low, High)
Japanese mistress set your sissy goals to embrace feminization - JOI ROLEPLAY AI Japanese mistress set your sissy goals to embrace feminization - JOI ROLEPLAY AI
Duration: 10 min
Views: 196.3k
Videos Quality: MP4 Sex Video (Low, High)
Answer this fucking test and see if you're a sissy (FEMINIZATION ROLEPLAY - AI GENERATED) Answer this fucking test and see if you're a sissy (FEMINIZATION ROLEPLAY - AI GENERATED)
Duration: 10 min
Views: 145.7k
Videos Quality: MP4 Sex Video (Low, High)
We need to address your sissy desires We need to address your sissy desires
Duration: 12 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
You don’t have to hide your sissy side any more You don’t have to hide your sissy side any more
Duration: 12 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
Mature beauty Sissy on her sexy stockings entices young Nikki Nuts with his special sexual fantasy both of them enjoying the flirtatious roleplay. Mature beauty Sissy on her sexy stockings entices young Nikki Nuts with his special sexual fantasy both of them enjoying the flirtatious roleplay.
Duration: 3 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
You shouldnt hide your sissy desires anymore You shouldnt hide your sissy desires anymore
Duration: 3 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
You dont have to hide your sissy side any longer You dont have to hide your sissy side any longer
Duration: 14 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED
Duration: 14 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
Reveal your true colors! Take our sissy detector test and face the consequences! - FEMINIZATION ROLEPLAY (AI) Reveal your true colors! Take our sissy detector test and face the consequences! - FEMINIZATION ROLEPLAY (AI)
Duration: 10 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
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 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
Duration: 10 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
Mistress turns you into bunny slut, let's you to suck first client's dick. Swallow cum, sissy! (FEMINIZATION ROLEPLAY - AI GENERATED) Mistress turns you into bunny slut, let's you to suck first client's dick. Swallow cum, sissy! (FEMINIZATION ROLEPLAY - AI GENERATED)
Duration: 6 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
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) 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)
Duration: 6 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
Succubus transforms you in a perfect sissy slut and make you beg to be fucked like a dirty whore [FEMINIZATION ROLEPLAY] [AI GENERATED] Succubus transforms you in a perfect sissy slut and make you beg to be fucked like a dirty whore [FEMINIZATION ROLEPLAY] [AI GENERATED]
Duration: 5 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
You failed the exam, now the teacher wants to punish you by feminizing you and fucking your sissy hole (FEMINIZATION ROLEPLAY - AI GENERATED) You failed the exam, now the teacher wants to punish you by feminizing you and fucking your sissy hole (FEMINIZATION ROLEPLAY - AI GENERATED)
Duration: 5 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
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] 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]
Duration: 5 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
You'll Wear Panties Forever You'll Wear Panties Forever
Duration: 5 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
Take the quiz for bottom sissies - ROLEPLAY JOI AI Take the quiz for bottom sissies - ROLEPLAY JOI AI
Duration: 7 min
Views:
Videos Quality: MP4 Sex Video (Low, High)
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