Most Viewed Videos Tagged with sissy boy

Sexy Nurse Trains Sissy Bitch - Part 2 - I Train him with a Big Anal Plug and Put Cum inside his Ass 3 years ago 4 998 4:52 Sexy Nurse Trains Sissy Bitch - Part 2 - I Train him with a Big Anal Plug and Put Cum inside his Ass 82%
Sissy Cuckold Life 4 years ago 4 098 3:45 Sissy Cuckold Life 80%
(COMING SOON) - you're a Boy but you have a Pussy! 4 years ago 2 977 4:22 (COMING SOON) - you're a Boy but you have a Pussy! 80%
Sissy boy dylan loves taking raw cock (Instagram: dylanrelax) 3 years ago 2 850 1:01 Sissy boy dylan loves taking raw cock (Instagram: dylanrelax) 100%
ARE YOU MUSLIM SISSY, GAY OR TRANS? 2 years ago 2 748 1:28 ARE YOU MUSLIM SISSY, GAY OR TRANS? 40%
Mistress Cleopatra Lets her Sissy get Fucked by another Slave [bi] (find her on OF @mistresscleo5) 2 years ago 2 700 0:18 Mistress Cleopatra Lets her Sissy get Fucked by another Slave [bi] (find her on OF @mistresscleo5) 80%
How I train my Sissy Boyfriend 9 months ago 1 095 3:09 How I train my Sissy Boyfriend 88%
Milf Mommy Fingering Her Sissy Boy WIth Leather Gloves 1 year ago 475 4:22 Milf Mommy Fingering Her Sissy Boy WIth Leather Gloves 100%
Sissy games in chastity: Pegging and pleasure in a cage Mistress Julia femdom 1 month ago 460 3:07 Sissy games in chastity: Pegging and pleasure in a cage Mistress Julia femdom 100%
Joey in panty's on the yellow chair with Miss A fucking him with the 13 inch Hankeys Cutler X 12 months ago 302 2:59 Joey in panty's on the yellow chair with Miss A fucking him with the 13 inch Hankeys Cutler X 100%
Amateur girl with a lovely big ass pegs her sissy stepdad 1 month ago 217 2:29 Amateur girl with a lovely big ass pegs her sissy stepdad 100%
A Winter Walk 1 year ago 188 0:20 A Winter Walk 100%
Sensual Pegging by phat ass gf cheating anal strapon femdom big ass sissy crossdresser 1 year ago 182 1:42 Sensual Pegging by phat ass gf cheating anal strapon femdom big ass sissy crossdresser 60%
Big booty anal 3 months ago 156 1:51 Big booty anal 0%
(Dual cam) Sissy in micro bikini exposing herself taking 900ml of beer inside her ass 2 months ago 152 3:48 (Dual cam) Sissy in micro bikini exposing herself taking 900ml of beer inside her ass 100%
Sissy boy squirt training with anal plug in the ass 6 days ago 141 3:32 Sissy boy squirt training with anal plug in the ass 100%
Long hair blonde femboy sissy masturbating with dildo 2 months ago 135 1:03 Long hair blonde femboy sissy masturbating with dildo 100%
A naughty girl screaming because the automatic masturbator feels too good????crossdresser 1 week ago 132 2:16 A naughty girl screaming because the automatic masturbator feels too good????crossdresser 100%
Sissy Queen get Ready to Anal 3 months ago 130 0:28 Sissy Queen get Ready to Anal 100%
Femboy using a buttlug for first time ???? 3 months ago 122 3:45 Femboy using a buttlug for first time ???? 100%
Anal surprise for naughty sissy boy. Full video on my Onlyfans (link in bio) 5 months ago 113 0:24 Anal surprise for naughty sissy boy. Full video on my Onlyfans (link in bio) 0%
nasty girl peeing profusely,squirting????Masturbation in Japanese school swimsuit????crossdresser 3 weeks ago 105 2:50 nasty girl peeing profusely,squirting????Masturbation in Japanese school swimsuit????crossdresser 100%
sissy girl locked in chastity destroyed by big bbc toy jessiesissyadventures 3 months ago 102 0:25 sissy girl locked in chastity destroyed by big bbc toy jessiesissyadventures 100%
POV toying and making ass GAPE 5 months ago 90 1:10 POV toying and making ass GAPE 0%