challenge sissy (8,857 results)

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Medium videos (3-10min)
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Sissy CEI Instructions 6 min

6 minMistresspaulina -

1080p

SISSY HANDSFREE ORGASM IN PANTIES 5 min

5 minMylittlecherry - 228.9k Views -

1080p

Sissy Voice Feminization Training from FinDom 7 min

7 minFindom Goaldigger - 2.4k Views -

1080p

Girl Dress for Sissy ASMR Captivate Crossdressing Encouragement 7 min

7 minFindom Goaldigger - 3.4k Views -

Goddess Sissy Faggot FemDom 8 min

8 minDiscoket -

360p

Sissy Play With Toy 4 min

4 minSissy-Hunter -

1440p

Sissi sucks my cock in the street and I cover her face in cum - DOLLSCULT 7 min

7 minDollscult - 32.3k Views -

720p

Panty Sissy Humiliation JOI 5 min

5 minDommebarb -

1080p

BARELY LEGAL - First ever video of the young Sissi and Melody!!! 5 min

5 minDollscult - 15.9M Views -

1080p

Don't you also think that Sissi is becoming more and more sexy?? ? - DOLLSCULT 6 min

6 minDollscult - 216.1k Views -

360p

Femdom Sissy Training 8 min

8 minMistresspenelope -

1080p

New Violet Dildo for My Sissy Bitch 5 min

5 minHe Is Her Thing - 20.4k Views -

720p

HYPNOCYPHER Sissy p. Trainer 8 min

8 minNacktelf -

360p

JOI Sissy Instructions 5 min

5 minPrincessofpain -

720p

3D Cuckold sissy maker test 3 min

3 minAlfalover94 -

Sissy Training 7 min

7 minTonyaspecter -

720p

Natalia Nix Invites Her Two Best Friends Over For Movie Night Then Her Stepbro Fucks Them 8 min

8 minTeam Skeet - 2.9M Views -

720p

You are my favorite sissy dress up doll 7 min

7 minFemdom Videos - 56.2k Views -

1080p

What If #2 - Sissy Caption Story 4 min

4 minThe Narrator7 -

Angela ts sissy with small tits jerks off her dick in the bathroom. 5 min

5 minAngelats34 - 26.6k Views -

1080p

JOI SISSY - Entrenamiento en el gloryhole. 6 min

6 minDaiko Fextar Videos -

1080p

Encouraged-Bi FPOV Sissy Humiliation 5 min

5 minAstreanoir - 932.7k Views -

1080p

Sissy Caption Story - Quarantine Changes 9 min

9 minAntoniacaptions1 -

360p

MILF Needs To Dump Sissy 5 min

5 minFrankiebank -

360p

Rod rams alluring beauty 's sissy hard 5 min

5 minAttractive-Jammie -

360p

Cock Worship Sissy Training 6 min

6 minThamanten45 -

1080p

MILF Jen and Savana spank and peg a Sissy boy! 7 min

7 minJen Hexxx Puba - 156.2k Views -