Sissy Crossdresser Chastity - Porn videos - Page 2

• 02:34

  SISSIES IN CHASTITY5 years ago

  AShemaleTube, chastity

• 08:31

  Sissy in chastity cage cums hands free while riding big black dildo7 years ago

  ShemaleZ, dildo, sissy, hands free, chastity

• thumb_up 67%10:03

  Sexy Blonde Crossdresser in Chastity Fucked9 months ago

  xHamster, BDSM, crossdresser, domination, sissy, chastity, femboy

• 17:15

  Skyler Storm sissy purity and rectal getting off10 months ago

  TrannyGem, panties, heels, toys, small tits, chastity, femboy

• 09:19

  Ebony Sissy Plays1 year ago

  xHamster, anal, ebony, latex, sissy

• 19:19

  Transfixed Sissy Instructing to Bambi TikToks PMV1 year ago

  TrannyGem, shemale, crossdresser, chastity, sissy, instruction

• thumb_up 80%03:26

  [SISSY] I toyed exposure in a roadside park.two3 years ago

  TrannyGem, public, bondage, piercing, chastity

• 17:23

  Edging Lana to Numerous Destroyed Ejaculations after four Weeks in a Innocence Cell4 years ago

  TrannyGem, chastity, toys

• thumb_up 29%10:45

  Sissy Maid Krissy Small Penis Humiliation - female voice over SPH with chastity feminization1 year ago

  AShemaleTube, stockings, fetish, maid, crossdresser, sissy, chastity

• thumb_up 64%07:18

  Cute Crossdresser Leopard Dress and Red Heels1 year ago

  xHamster, big ass, lingerie, crossdresser, heels, dress, chastity

• thumb_up 71%09:50

  Hot Blonde Bailey Wilde Removes Chastity Then Masturbates1 year ago

  xHamster, BDSM, crossdresser, chastity

• thumb_up 63%02:37

  Twerk Sissy Chastity - PMV By HoloPMV2 years ago

  AShemaleTube, sissy, chastity

• thumb_up 77%10:11

  Sissy Mara Jades UTTER Sissygasm Innocence Compilation!3 years ago

  TrannyGem, train, teen anal (18+), bondage, 18, compilation, cumshot compilation, chastity

• thumb_up 58%10:47

  Prelude to Be a nymph for Me - Nicci FEMINIZES and locks Jordyn in chastity4 years ago

  ShemaleTaxi, behind the scenes, taxi, sissy, chastity

• thumb_up 80%01:10

  Sissy Lucy showing off in mini dress and chastity4 years ago

  AShemaleTube, redhead, dress, sissy, chastity, mature, solo

• 02:32

  Ass-Plug it in, Cork it in4 weeks ago

  TrannyGem, shemale, chastity, crossdresser, sissy, blonde, femboy

• thumb_up 60%25:15

  Man attempts to get delight while he is locked in a v-card box. Compilation4 months ago

  TrannyGem, handjob, mature, mature anal, prostate, hairy, milk, compilation

• 05:54

  Tied up sissy in chastity cage with anal plug ready for fuck2 years ago

  xHamster, french, bondage, tied, chastity

• 15:25

  Lovely sissy in rosy maid sundress plays and pops on 50 cm butplug in v-card3 months ago

  TrannyGem, cute, teen (18+), german, fetish, teen anal (18+), maid, toys

• 02:05

  [SISSY] I got bare in the park in the daytime4 months ago

  TrannyGem, public, outdoor, japanese, crossdresser, piercing, sissy, chastity

• thumb_up 80%02:29

  Rachael Belle Exposed Chastity Sissy Slut Humiliation 56 months ago

  AShemaleTube, sissy, solo, chastity, small cock

• 02:15

  HOTTEST PORKING HEFTY STRAP DILDO SISSY RECTAL. THIS BIOTCH IS PREPPED TO DRILL. Sissy Nailed In Innocence8 months ago

  TrannyGem, femdom, strapon, huge dildo, bondage, double anal, monster, pegging

• thumb_up 67%05:50

  Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms1 year ago

  xHamster, train, prostate, orgasm, fisting, dildo, british, swallow

• thumb_up 71%16:27

  Two Ass-Fuck Ejaculations for Sissy in Innocence1 year ago

  TrannyGem, orgasm, dildo, ass, machine, hands free, chastity, femboy

• 16:14

  Crossdresser gets machine fucked with XXL Monster Dildos #91 year ago

  xHamster, german, crossdresser, machine, skinny, chastity, femboy

• 09:00

  Misr4 - chastity cage fuck machine1 year ago

  xHamster, pantyhose, mature anal, chastity

• 05:42

  Sissy Monika in red Lingerie fucks mouth and ass with dildo1 year ago

  xHamster, feet, latex, shemale, dildo, crossdresser, chastity

• 11:27

  Sissy very first vid2 years ago

  TrannyGem, chastity, femboy

• 31:05

  Crossdresser Femboy Sissy-kat Gapes With A Bbc Dildo And Leaks In Chastity2 years ago

  ShemaleZ, dildo, chastity, femboy, sissy

• 49:33

  Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 22 years ago

  xHamster, french, chastity

• 08:29

  Crossdressing School Girl Putting on Chastity3 years ago

  xHamster, femdom, chastity

• thumb_up 67%03:16

  Sissy pisses in urethral chastity cage in slow motion3 years ago

  xHamster, pissing, chastity

• 03:14

  Trans Gal Switch Sides Cowgirl Plowed in Purity2 weeks ago

  TrannyGem, chastity, bondage, crossdresser

• 02:46

  Trans ladies love to consume porno of giant knobs BIG BLACK COCK1 year ago

  TrannyGem, bondage, amateur, chastity

• 08:25

  My utter frustrating virginity trip (trans gal)1 year ago

  TrannyGem, teen (18+), crossdresser, cosplay, chastity, sissy

• 19:11

  Latex Slave Takes Fuck Machine2 years ago

  BeMyHole, feet, latex, fetish, bondage, boots, BDSM, jerking

• 15:06

  Skitty in Soft slapping into Hard Sissygasm3 years ago

  xHamster, latex, german, chastity, sissy

• 11:25

  Big Balls Sissy in Chastity Cage Massive Cumshot and Masturbating her Small Dick like a Girl2 weeks ago

  AShemaleTube, shemale and girl, crossdresser, chastity, cumshot

• 05:06

  Sissy tramp rectal teaching with tomatoes.2 weeks ago

  TrannyGem, amateur, crossdresser, insertion

• 08:08

  Sissy getting well-prepped for marionette teaching online from dominatrix2 weeks ago

  TrannyGem, ebony, sissy, femdom, femboy, chastity

• 06:40

  Sissy Maid Instructing sissygasm1 month ago

  TrannyGem, amateur, instruction, orgasm, maid, crossdresser, anal orgasm, cosplay

• 14:59

  Schoolgurl Pai-chans Fem Boi-love button is chastity-sealed Tonight3 months ago

  ShemaleMovie, amateur, public, strapon, outdoor, japanese, crossdresser, babe

• 06:44

  Sissy in vapid purity box railing a see-through pony fake penis4 months ago

  TrannyGem, train, dildo, crossdresser, riding, penis, sissy, chastity

• 06:58

  Encaged sissy cant treat ir and uses anal invasion ass-plug9 months ago

  TrannyGem, chastity, crossdresser, dildo

• 32:59

  Sissy in red lingerie locked onto her dildo stand with big black dildo1 year ago

  xHamster, black, fetish, bondage, dildo, sissy, chastity

• 13:13

  Slutty sissy Layne Love plays with BBC dildo and gapes for you1 year ago

  xHamster, BBC, sissy, big ass, chastity, crossdresser, amateur

• thumb_up 83%07:23

  Sissy chick rails fat plaything while being locked jessiesissyadventures1 year ago

  TrannyGem, fat, dildo, crossdresser, 18, sissy, chastity, femboy

• 09:28

  Sissy Fuckdoll Machine Bred1 year ago

  xHamster, machine, femboy, chastity, solo, sissy, crossdresser

• 03:05

  Vlada fuck her hole in black dress in chastity cage2 years ago

  AShemaleTube, outdoor, dress, chastity, femboy

• 02:24

  Man Dressed as Woman in Chastity and Strapon Fucked2 years ago

  xHamster, strapon, crossdresser, dress, sissy, chastity, femboy

• thumb_up 33%04:17

  Trans mommy with big tits, in chastity, taking a huge dildo2 years ago

  AShemaleTube, mom, homemade, huge dildo, crossdresser, toys, chastity

• 02:55

  Sissy walks around in denim mini skirt and shows her ass and penis in her chastity cage2 years ago

  xHamster, public, french, outdoor, skirt, chastity

• 32:07

  Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory2 years ago

  xHamster, french, chastity

• 09:10

  Sissy Charlotte locked in E-Stim innocence cell and getting pegged by COUGAR Lisa3 years ago

  TrannyGem, femdom, mature anal, british, cougar, electro, pegging, chastity

• 02:07

  Sissy Titties Sissy Clitty Sissy Locked up. 3 years ago

  xHamster, chastity

• 05:29

  ABH050 Beauty secretary in chastity riding fake penis with handsome stilettos and cumhot3 years ago

  ShemaleMovie, pantyhose, japanese, chinese, secretary, vibrator, chastity

• thumb_up 29%16:48

  Sissification lecture Encaged Sissy V-Card Belts, Masturbate, Sissygasm by Domina Veronica Taboo4 years ago

  TrannyGem, femdom, train, instruction, tease, crossdresser, JOI, sissy

• 02:09

  Very First Time Rapper Drills Trans Doll in Virginity2 weeks ago

  TrannyGem, chastity, femboy, first time, celebrity

• thumb_up 17%17:10

  Man Masturbates Off with Trans Lady in Purity7 months ago

  TrannyGem, handjob, bondage, BDSM, crossdresser, babe, chastity, femboy

• 27:03

  Glad Twinksgiving Part two of trio10 months ago

  TrannyGem, dildo, panties, ass, small tits, gape, chastity

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