1,571 videos
Thats a big boy
teen (18+), shemale, teen anal (18+), crossdresser, cumshot, bareback, sissy
PornHub • 2 years ago
(emily & Betty) Milf Fuck Crossdresser Whit Strapon, Higheels And Stocking
strapon, crossdresser, pegging
HClips • 10 months ago
Slender british MILF With Two aged Crossdressers
bisexual, crossdresser, british, MILF
MatureClub • 2 years ago
Essex Girl Lisa - Using my slaves in the bedroom
femdom, crossdresser, bedroom, blindfolded, BDSM
PornHub • 2 years ago
Pegging femboy with massive strapon!
huge dildo, crossdresser, leather, pegging, sissy, fitness, leggings
PornHub • 11 months ago
Fan Request: Sissyjen. Facesitting And Pegging Orgasm On Crossdresser. Cum On Dildo
crossdresser, pegging, lingerie
HClips • 1 year ago
Sexy CD Sissy in red satin lingerie intensely edging per Mistresses orders
satin, crossdresser, sissy, masturbation
PornHub • 1 year ago
Multiple Sissygasms, Cum Eating, Butt Plugs And Anal Hands Free Fun CD TS Trans Tgirl Jessica Bloom
prostate, crossdresser, sissy, hands free
PornHub • 3 years ago
Ash Steele In Im A Boy And Wear Girls Clothes Sometimes.
emo, huge dildo, crossdresser, clothed, sissy
PornHub • 2 years ago
Glamgurlxoxo’s Birthday Sex
crossdresser, ass to mouth, sissy, anal, deepthroat
PornHub • 2 years ago
Sissygasm from anal masturbation in sissy slut with closed clit in chastity_sc.21
crossdresser, chastity, shemale
PornHub • 8 months ago
I am having so much fun stuffing dildo into my boy pussy and cumming all over my body
huge dildo, crossdresser, clothed, sissy, dildo
PornHub • 1 year ago
Blonde crossdresser gets a taste of her first big dick
crossdresser, bareback, shemale
PornHub • 4 years ago
Booted Prostitute Jacks In The Parking Bunch
satin, crossdresser, prostitute
TrannyGem • 1 year ago
Redhead crossdresser in stockings gets anally drilled deep
strapon, redhead, crossdresser
PornLib • 1 year ago
Gorgeous crossdresser always does what she is told
crossdresser, bareback, gorgeous
PornHub • 5 years ago
Mistress training kinky sissy bitch
strapon, train, crossdresser, domination, pegging, sissy
PornHub • 2 years ago
Fat crossdresser passionate about bondage and submission
fat, crossdresser, passionate, femdom, BDSM
PornLib • 2 years ago
Maximum anal stuffing for my sissy boy! Reward for deep insertion and pegging!
huge dildo, femdom, crossdresser, sissy
JizzBunker • 3 months ago