Bailey Wilde

157 Videos
Bio
Bailey Wilde is an adult model recognized for her work in the crossdressing and transgender niche, often showcasing her ability to embody various feminine styles. While little is known about her personal life, she has gained a significant following through her engaging content on platforms like OnlyFans.
Info
Crossdresser Used as a Sex Toy for Anal Domination Play
HD
crossdresser fuck doll, crossdresser new
Hottest femboy pleasured by pounding machine
HD
machine new, crossdresser new, femboy fuck machine, bisexual crossdresser, bdsm new
Hot blonde sissy gets off with fiery redhead trans woman Bailey Wilde
HD
sissy domination, crossdressing, bondage sissy, blonde, sissy femboy, trans bondage, crossdresser bondage, crossdresser bondage new, sissy femboy new, bdsm new, femboy new, woman bdsm, trans femboy, hot bondage boys, hot blonde
Trans girls pleasuring themselves until they reach climax
HD
high definition, anal, masturbation, transsexual, tranny climax, trap, big booty, tranny cum, orgasms, trans orgasm, feminization, crossdresser, amateur crossdresser, handjob
Amateur femboy Bailey Wilde submitted as sissy and dominated in various languages
HD
fetish sissy maids, femboy maid
Becoming a Sissy Maid for Work Transformation
HD
crossdresser maid, transformation, transformed into shemale, transformation sissy, femboy maids, crossdressing transformation, becoming femme, sissy maids work, prostitute new, transformation new, becoming femme sissy, all, sissy maids, crossdresser new, crossdresser prostitute, cosplay new, maid new, sissy maid new, beautiful crossdresser, feminine trap, sissy maid transformation, young femboy, femboy anal sex, cosplay femboy, sissy bdsm, amateur crossdresser prostitute, shemale prostitutes, maid transformation
Sexy crossdresser Bailey Wilde gets fucked in lingerie and stockings
HD
femboy dress, black femboy, crossdresser new, shemale fucks femboy, dressed, black crossdresser, femboy crossdresser, anal stockings, femboy stockings, femboy lingerie, feminized, all new, trans fuck woman, all, lingerie anal, teen femboy feminized, crossdresser and woman, sissy feminized shemale, amateur new, shemale fucks woman, woman anal, dress fucked, crossdresser dress, sexy teenager trap
Goth trans domme dominates petite trans girl Bailey Wilde
HD
ts bondage fuck
Slim Trans beauty gets drilled by femboy in missionary position
HD
crossdressing anal fucking, crossdressing anal, crossdressers on crossdressers
Young man innocently transformed into a maid for special task
HD
dress, crossdresser maid, maid sissy, crossdressing, dress new, teen, sissy boy, femboy maids new, sissy maid new, femboy chastity cum, crossdresser fuck doll, sissy young, domina sissy, shemale chastity, transformed into sissy
Sissy Daisy deepthroats transgender babe Bailey Wilde
HD
all new, cum in mouth new, crossdresser sucks cock, crossdressing, crossdresser handjob, handjob with cum in mouth, crossdresser blowjob cum mouth, crossdresser cum in mouth, snake, crossdresser sucks, big cock new, amateur new, teen, crossdresser new, sissy crossdresser new, crossdresser cum
Shemale Jessica Moon takes a ride on TS Bailey Wilde's hard cock
HD
femboy new, shemale trap orgasm, 18 femboy fucked, traps teen lovely, teen bottom orgasm, femboy anal orgasm, bailey love ts, beauty new, amateur new, riding new, 4k hot traps, ts jessa
Hot blonde Bailey Wilde gets pounded hard from behind
HD
young fishnet cum
Roommate transforms me into a submissive beauty for discipline
HD
strapon feminization cum, amateur bondage, shemale force girls, girl force boys
Sissy Daisy worshipping well-hung Femboy cock
HD
amateur blowjob 4k
Shemale sissy crossdresser gets blowjob from guy
HD
blowjob domination, domination shemale, shemale gets blowjob, crossdresser blowjob, guy blowjob, domination blowjob shemale, domination guy blowjob, bbw crossdresser, crossdresser handjob
Seductive Tgirl gives sloppy blowjob to thick tranny dick
HD
sloppy blowjob
Gorgeous femboy Bailey Wilde transformed into a sissy maid in hot role play action!
HD
crossdresser, corset, maid, dominance, bdsm, trap, anal sex, lingerie, transsexual
TRANSFORMATION: Submissive sissy in bondage submits to a hung shemale
HD
transformation, submissive sissy, domination shemale, bondage domination, bondage new, big cock bondage, submissive shemale
Femboy caged fuck, chastity new
HD
femboy caged fuck, chastity new, teen, sissy cage fuck, teen trap chastity, femboy chastity cage, sissy femboy, chastity femboy, trap chastity cum, young sissy fucked, amateur bondage fuck, anal, femboy new, sissy chastity fucked, chastity caged, bondage new, amateur femboy fucked, femboy chastity fuck, chastity fuck, chastity cage sissy, amateur blonde fucked, chastity anal, femboy anal fuck, sissy femboy fucked, sissy fucked, sissy chastity bondage, jung wichsen, chastity milking, young bondage fuck, sissy blond, chastity teen, sissy teen chastity, sissy trap femboys, cumming in chastity cage, milking bondage, femboy traps fucked, amateur sissy fucked, blonde sissy bondage, femboy blond jung, teen femboy fuck, sissy trap
Lustful crossdresser gets pounded with a dildo in the kitchen
HD
crossdressing, teen, beauty, crossdresser new, crossdresser solo, solo sissy, dildo new, all new, fucking dildo, amateur dildo, kitchen sex, beauty crossdresser, massive dildo anal, sissification, masturbation kitchen
Dominant shemale transforms emo sissy for intense pounding
HD
emo, femboy dress, mistress sissy, goth femboy, cum dress, emo amateur, cd femboy sissy, mistress lingerie, shemale sissy domination, emo lingerie, dominant amateur, emo goth, emo goth cum, femboy anal fuck, sissy femboy, bdsm new, all new, dress new, mistress new, goth new, crossdresser mistress, siisyboy, emo cumming, mistress cum, sissyboy lingerie anal, sissy domination, dressed up, t girl transformation, emo sissy, goth crossdresser, crossdressers on crossdressers, femboy emo, teen emo, emo cum, crossdresser and mistress new, goth femboy top
Trans, young shemale amateur
HD
trans, young shemale amateur, teen, young beautiful shemales
Young sissy fuck, trap amateur
HD
young sissy fuck, trap amateur, feminized
Sexy crossdresser takes a deep pounding from a hung babe with strapon
HD
strapon, stockings strapon, big ass strapon, crossdresser teen, hung crossdresser, young sissy fuck, strapon femboy, anal strapon, stivali alti trans
Girly boy takes mistress Pixie's strapon like a champ
HD
strapon new, crossdresser new, shemale and girl new, sissy crossdresser strapon, teen boy, shemale and girl bdsm, crossdresser anal toy, pegging, mistress domination boy, strapon cum, strapon sissy
Crossdressing, sissy femboy stockings
HD
crossdressing, sissy femboy stockings, crossdresser corset, lingerie sissy fucked, teen, sissy feminized, young sissy fuck
Crossdresser passionately savors another crossdresser's generous meat
HD
teen crossdresser, crossdresser cum, sissy fuck sissy, amateur young femboys, sissy femboy cums, big cock crossdresser, crossdresser handjob
Beautiful shemale Bailey Wilde indulges in solo play dressed as a hot crossdresser
HD
sexy dress, crossdresser teen, high heels, stockings femboy hot
Femboy, sissy feminized big cock
HD
femboy, sissy feminized big cock, young sissy fuck
Sucking on a huge Trans cock like a pro
HD
pretty bois, sissy dress, pretty sissy boy, pretty boys
Stunning femboy Bailey Wilde enjoys deep-throating handsome trans person's huge cock
HD
young sissy traps
Kelsey Masters gets railed by a fuck machine while Bailey Wilde watches
HD
femboy, trans, anal, sex toy, big booty, shemale
Feminized maid gets dominated and ravaged by her domme
HD
mature shemale maids, sissy feminized
Trans babe Bailey Wilde in ripped yoga pants gets down with Kelsey Masters
HD
yoga pants, crossdressing
Super hot trans nymphs get off while stroking their huge cocks
HD
trans love, anal play, big booty, lingerie
Scorching trans Bailey Wilde gets missionary style action
HD
ts bailey wilde
Femboy trap gets filled up in a hot scene
HD
feminization, beautiful crossdresser, beautiful femboy, crossdresser lingerie, brutal fuck, crossdresser fucked, crossdresser long, feminized and fucked, brutal anal, crossdressing sissy, full movies, crossdressing bondage, domination femboy, all new, bdsm bondage, shemale brutally fucked, femboy bdsm, feminization long, crossdresser domination, amateur young, all new long, crossdresser cums, sissy femboy, domination sissy, brutal shemale, femboy crossdresser, sissy shemale, full, crossdresser cumming, beautiful femboy long, femboy bondage, ladyboy lingerie, ladyboy bondage, anal femboy, crossdresser new, young sissy long, young ladyboy, sissy crossdresser fucked, bdsm anal, sissy bdsm, femboy cumming, full movies long, young crossdresser fucked, shemale dominates, crossdresser fucked long, amateur new, sissy anal, young crossdresser, feminization sissy, wild, lingerie anal long, ladyboy fucking, full of cum, crossdressing anal, ladyboy bdsm, crossdresser sissy anal, wild fuck, bondage and fucked, brutal fuck long, lingerie anal, beauty cum, amateur ladyboy, ladyboy cum, domination cum, american femboy, femboys fucked, full movie new, brutal anal long, hardcore anal, crossdresser bondage new, brutal hardcore, lingerie young, crossdressing sissy long, shemales bdsm, crossdresser hardcore, young sissy fucked, sissy hardcore fuck, sissy fucking, i am a sissy, bondage cum, bondage new, sissy femboy anal, domination new long, full movie shemale, young femboy cum, anal cum, femboy sissy new, anal new long, crossdresser lingerie cum, femboys fucked cum, lingerie amateur, bondage fuck long, feminization fucked, bondage fucking, young femboy anal, young femboy fucked long, sissy femboy fucked, bdsm hardcore, brutal bdsm, hd full movies
TS Jessica Moon gets it hard in missionary from TS Bailey Wilde
HD
teen missionary hd, ts bailey love
Emo crossdresser gets pegged and swallows his own jizz
HD
own cum, emo, crossdressing, beauty, cum swallowing, crossdresser sissy, crossdresser big ass, teen, emo cum, emo crossdressers, own cum swallowing, crossdresser cum swallowing, anal toying, big dildo, femboy swallow cum, emo trap femboy, emo sissy, femboy emo, trash, crossdresser own cum, own cum trap, crossdresser pegged, toys
Steamy trans Bailey Wilde gets stuffed by Chisholm from Boston
HD
anal play, big booty, trans sex, hardcore
Gothic trans dominatrix Bailey Wilde takes charge over submissive trans woman
HD
gothic, trans domination, shemale femboy bondage
Scorching ash-blonde crossdresser Bailey Wilde gets pounded in purity
HD
crossdresser big ass, crossdressing, crossdresser cum, high heels crossdresser, crossdresser teen, teen, crossdresser sissy, chastity heels sissy, crossdressers getting fucked, crossdresser amateur
Trans ladies having a wild time up close
HD
shemale action, anal play, big booty, trans, lingerie
Fucking machine takes on a hot transgender and delivers intense pleasure
HD
machine fucking, beauty
Long hair, undergarments
HD
crossdresser new
Feminization, feminized and fucked
HD
feminization, feminized and fucked, sissy fucked, blonde crossdresser fucked, young sissy fuck, big anal, sissy dominated hard
Ultra hot sissy masturbating and ejaculating
HD
masturbation, lingerie, vibrators
Sissy Bailey Wilde takes Kelsey for a raw ride without a condom
HD
condom, big cock condom, master
Sultry crossdresser Bailey Wilde in ripped yoga pants gets down with trans Kelsey Masters
HD
shemale action, femboy, lingerie, trans, big booty, amateur
Ts chastity, femboy chastity fucked
HD
ts chastity, femboy chastity fucked, sissy chastity, teen, beauty, young traps fucked
Young sissy fuck, first time
HD
young sissy fuck, first time, teen, beautiful femboys blonde, femboy fuck sissy, first time sissy fuck
Young femboy, beauty
HD
young femboy, beauty, toys
Femboy fucked, sissys
HD
femboy lingerie
Beauty, beauty trans
HD
beauty, beauty trans, beautiful femboy fucked
Shemale femboy, femboy fucked
HD
jerking huge cock, transgender, big ass, femboy trap, amateur femboy, young sissy, femboy anal, while, sissy fuck, femboy fucked, sissy feminization, ash-blonde, young femboy, sissys, amateur sissy, shemale femboy, amateur, anal, trap, guy fucks shemale, hd videos, blonde femboy, sissy lingerie, femboy cum, masturbated