Sissy Spanking ASMR - Lingerie, Gagged, Begging for Punishment | METAVULGAR ASMR JOI 3 min

3 minMetavulgar1 - 1 month ago -

Sissy Begs for Doctor's Pegging Spank in Whispered ASMR | METAVULGAR ASMR JOI 3 min

3 minMetavulgar1 - 2 months ago -

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 - 4 months ago -

I will make you my little bitch! ?#domme #dominatrix #punishment #whipping #spanking #safeword #bdsm #dominated #submi... 2 min

2 minMistresskorabell - 3.7k Views - 2 years ago -

Punishment part 2 ballbusting my sissy crossdresser 3 min

3 minRicherdsucker - 24.9k Views - 2 years ago -

Spanking my sissy punishment part 1 4 min

4 minRicherdsucker - 19.6k Views - 2 years ago -

premature cum = painal for caged sissy - full video on Veggiebabyy Manyvids 66 sec

66 secVeggiebabyy - 69.8k Views - 2 years ago -

from cheater to sissy: punishment pegging from futa mommy - full video on Veggiebabyy Manyvids 65 sec

65 secVeggiebabyy - 642.6k Views - 2 years ago -

Futa Mirko Joi Cbt Cei (Punishment, Sissy, Denial, HARDCORE ANAL, Chastity, Feet Fetish) 40 min

40 minMatt123X321 - 2 years ago -

An impactful spelling lesson: sissy learns to spell with paddling 14 min

14 minMspetrahunter - 68.7k Views - 3 years ago -

300 with the Hair Brush 10 min

10 minMspetrahunter - 59.8k Views - 3 years ago -

Dominatrix Boss Cleo Pegs Her Sissy Employee as Punishment! 5 min

5 minSweetFemdom - 4.2M Views - 4 years ago -

Rosafuxxxia and her submissive dog massaging her feet. Sissy training 68 sec

68 secRosafuxxxia - 34.8k Views - 5 years ago -

I love teasing chained up sissy boys like you 8 min

8 minFemdom Videos - 47.7k Views - 7 years ago -

Sissy Sluts 77 sec

77 secFemdomaustria - 174.8k Views - 7 years ago -

sissy bastinado falaka and anal punishment 2 min

2 minAnalsubmitting89 - 7 years ago -

Sissy is Fucked/ Punishment Fucked Sissy 14 min

14 minClub Dom - 304k Views - 7 years ago -

Sissy is Fucked/Punishment Fucked Sissy 14 min

14 minClub Dom - 696.7k Views - 7 years ago -

sissy husband slave punishment 2 min

2 minMistressdekker - 9 years ago -

Dress like a sissy or face your punishment 5 min

5 minFemdom Videos - 253.6k Views - 9 years ago -

Sissy Roommate Punishment- Dirty Facesitting on Girl 76 sec

76 secBratPerversions - 1.2M Views - 10 years ago -