Xhamster Sissy 3,605 videos

• 11:24 thumb_up 75%

  Only Pegging

  2 years ago

  xHamster

  strapon, boots, BDSM, caught, heels, pegging, sissy

  flag
• 06:05 thumb_up 69%

  Dominatrix Allows Him To fuck Her Cuckold Hard Without A Condom

  2 years ago

  xHamster

  femdom, french, bisexual, train, granny, cuckold, domination

  flag
• 17:15 thumb_up 84%

  Cuckold Sissy Secrets Watching my wife with BBC bull

  9 years ago

  xHamster

  homemade, interracial, wife, ugly, cuckold, british, african

  flag
• 07:19 thumb_up 85%

  Extreme Pegging & Fisting Compilation - Femdom fucks male sub anal whore with Huge cock

  1 year ago

  xHamster

  femdom, strapon, train, fisting, BDSM, whore, domination

  flag
• 07:17 thumb_up 83%

  My Cuckold Slave Cleanup Cum From My Pussy and Beverage My Piss and Licks My Pussy Clean

  2 years ago

  xHamster

  femdom, train, cuckold, facesitting, wife share, sissy

  flag
• 25:07 thumb_up 86%

  Cuckold eats Creampie and Cock

  4 years ago

  xHamster

  bisexual, CFNM, cuckold, husband, sissy, amateur, BBW

  flag
• 15:20 thumb_up 60%

  Sissy training

  7 years ago

  xHamster

  bisexual, train, sissy

  flag
• 02:10 thumb_up 67%

  Sissy Crossdresser Guy Sucking Cock with Couple

  7 years ago

  xHamster

  bisexual, crossdresser, sissy, couple

  flag
• 11:44 thumb_up 53%

  Sissys hardcore whore training

  3 years ago

  xHamster

  femdom, strapon, train, sissy

  flag
• 05:09 thumb_up 73%

  Gentle Bi Encouragement - Will You Suck Cock For Me?

  1 year ago

  xHamster

  pantyhose, bisexual, train, cuckold, cum in mouth, webcam, sissy

  flag
• 13:03 thumb_up 70%

  Cuckold Archive Real amateur MILFs fucking strangers Sissy

  10 years ago

  xHamster

  wife share, sissy, cuckold

  flag
• 06:05 thumb_up 76%

  Step Mom and her personal femboy's hottest cumshot

  3 years ago

  xHamster

  milk, stepmom, femdom, sissy, amateur

  flag
• 07:17 thumb_up 90%

  PEGGING - The first step to making him a sissy boy

  1 year ago

  xHamster

  strapon, bisexual, train, cuckold, domination, pegging, desi

  flag
• 13:52 thumb_up 60%

  Dominatrix Strap-On Dildo Sissy

  2 years ago

  xHamster

  strapon, pegging, sissy, french, train, spanking

  flag
• 10:30 thumb_up 83%

  Pantyhosed Lesbos and Golden Shower

  1 year ago

  xHamster

  pissing, pantyhose, stockings, italian, lesbian, squirt, shower

  flag
• 06:16 thumb_up 87%

  My cuckold husband cleans up my creampied puss

  2 years ago

  xHamster

  swinger, cuckold, husband, sissy, wife share, amateur

  flag
• 23:09 thumb_up 65%

  Sissy training, I transform my husband into a real sissy. I fuck him and make him suck like a slut!

  2 years ago

  xHamster

  femdom, french, train, fetish, pegging, sissy

  flag
• 01:51 thumb_up 83%

  Mrs Loving Love Anal Time With Her Sissy Crossdresser

  12 years ago

  xHamster

  mature anal, crossdresser, sissy, femdom, mature, anal

  flag
• 29:18 thumb_up 74%

  Wife dominates husband in face sitting session

  2 years ago

  xHamster

  facesitting, sissy, femdom, wife, amateur, domination

  flag
• 07:39 thumb_up 59%

  Pump 2 Me - Sissy GOON Trainer

  5 years ago

  xHamster

  handjob compilation, pump, cumshot compilation, sissy, handjob

  flag
• 11:16 thumb_up 56%

  I Will Make You Suck His Cock, Slave! You Must Please Me! Arya Grander

  1 year ago

  xHamster

  bisexual, train, CFNM, facesitting, spandex, sissy

  flag
• 02:27 thumb_up 83%

  Bi - Wife sucks sissy husband while he gets plowed

  7 years ago

  xHamster

  69, sissy, bisexual, big cock

  flag
• 28:05 thumb_up 81%

  Sissy Slut Instruction (compilation, pegging, self sucking)

  5 years ago

  xHamster

  femdom, strapon, prostate, instruction, ass licking, swallow, selfsuck

  flag
• 03:14 thumb_up 68%

  Happy Hour with Apologetic Domme - a short chastity love story

  3 years ago

  xHamster

  femdom, fetish, bondage, BDSM, leather, enema, sissy

  flag
• 10:40 thumb_up 80%

  ASMR sloppy caged cuck chastity cum (locktober final reward)

  2 years ago

  xHamster

  femdom, cuckold, sissy, chastity, ASMR, train

  flag
• 15:29 thumb_up 55%

  Blindfolded sissy slut training

  2 years ago

  xHamster

  bisexual, train, sissy, blindfolded, neighbor

  flag
• 02:12 thumb_up 68%

  Sissy Maid services the Baroness Essex's Femdom subs

  3 years ago

  xHamster

  crossdresser, BDSM, gangbang, sissy, femdom

  flag
• 01:09 thumb_up 62%

  Femdom futa Mommy pegs you and makes you her cocksucking sissy slut - full video on veggiebabyy Manyvids

  3 years ago

  xHamster

  train, 3D, cumshot, futanari, pegging, sissy

  flag
• 23:03 thumb_up 79%

  Suck Cock, Eat CREAM PIE and Swallow SNOWBALL is what Cuckold's Wife DEMANDS of Her SISSY :-)

  3 years ago

  xHamster

  sissy, granny, cuckold, BBW, amateur

  flag
• 10:27 thumb_up 63%

  Brother transformed in sister

  5 years ago

  xHamster

  femdom, crossdresser, sissy

  flag
• 09:52 thumb_up 59%

  Dominatrix Mistress April - Sissyfication

  4 years ago

  xHamster

  rubber, sissy, femdom

  flag
• 12:35 thumb_up 45%

  Slave fucking and dick locked in chastity belt

  1 year ago

  xHamster

  czech, lingerie, sissy, chastity, shoes

  flag
• 06:16 thumb_up 79%

  Feminization and Pegging of My Chastity Slave: Teaser Live Cam Replay: Mistress Julia

  2 years ago

  xHamster

  pantyhose, strapon, train, boots, 18, heels, pegging

  flag
• 07:28 thumb_up 84%

  Wanilianna and Mature Italian Fetish Model Sissy Neri Are Back Wearing Vintage Genuine Nylon Stockings and Garter Belts

  2 years ago

  xHamster

  italian, strapon, heels, sissy

  flag
• 01:34 thumb_up 68%

  Fucking My Sissy Maid

  5 years ago

  xHamster

  crossdresser, pegging, sissy, strapon

  flag
• 05:45 thumb_up 73%

  French Amateur Mom Humiliates Her Small Dick Stepson

  2 years ago

  xHamster

  bisexual, CFNM, sissy, femdom

  flag
• 09:44 thumb_up 71%

  Sunday Humiliation for Sissy husband Full

  1 year ago

  xHamster

  handjob, femdom, german, train, cuckold, husband, sissy

  flag
• 05:38 thumb_up 83%

  She rides me amazon till I pump cum inside her

  2 years ago

  xHamster

  wrestling, pump, sissy, creampie, orgasm, teen (18+)

  flag
• 33:54 thumb_up 88%

  Clean Up Cuck

  6 years ago

  xHamster

  sissy, cuckold, bisexual, femdom

  flag
• 06:05 thumb_up 86%

  Cum twice in a row from cock milking with prostate fingering

  2 years ago

  xHamster

  gay, train, prostate, polish, crossdresser, sissy

  flag
• 09:30 thumb_up 78%

  Maitresse Julia - Femdom - Teasing, Edging, Denial and Facesitiing for my Sissy Slave in Chastity Cage !

  3 years ago

  xHamster

  pantyhose, femdom, train, sissy, chastity

  flag
• 06:05 thumb_up 92%

  Milking of femboy with orgasm control

  2 years ago

  xHamster

  handjob, mom, femdom, polish, orgasm, milk, short hair

  flag
• 10:22 thumb_up 51%

  Piss compilation - sissy, chastity belt, locked, crossdresser, public, in front of girl, cock cage

  3 years ago

  xHamster

  crossdresser, behind the scenes, sissy, 18, pissing, swedish

  flag
• 09:50 thumb_up 72%

  Slave Couple Humiliated by Mean Doms

  4 years ago

  xHamster

  sissy, french, fisting, couple

  flag
• 31:25 thumb_up 48%

  Dominatrix Mistress April - Penalty for Pleasure - Masturpic Rose

  4 years ago

  xHamster

  latex, domination, sissy, femdom

  flag
• 05:49 thumb_up 46%

  Watch Me Become Your Mistress

  3 years ago

  xHamster

  gloves, boots, sissy, femdom, leather, british

  flag
• 05:50 thumb_up 58%

  I Will Make You Suck His Cock, Slave! You Must Please Me! Arya Grander

  1 year ago

  xHamster

  spandex, feet, bisexual, sissy, femdom

  flag
• 01:49 thumb_up 47%

  Sissy training

  6 years ago

  xHamster

  train, sissy, cuckold

  flag
• 06:34 thumb_up 60%

  Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5

  1 year ago

  xHamster

  femdom, train, gagging, dirty talk, domination, penis, sissy

  flag
• 02:52 thumb_up 86%

  My life as Sissy Joyce

  4 years ago

  xHamster

  sissy, BDSM, anal

  flag
• 02:19 thumb_up 85%

  Release from chastity and small cock handjob

  3 years ago

  xHamster

  milk, domination, penis, sissy, chastity

  flag
• 06:34 thumb_up 87%

  Big Black Cock Sissy Faggot trainer #2

  5 years ago

  xHamster

  sissy, JOI

  flag
• 02:21 thumb_up 59%

  Couple in Pantyhose - Wife in Nylons gives Crossdressing Hubby a Handjob

  3 years ago

  xHamster

  mature, crossdresser, sissy, cougar, wife

  flag
• 03:35 thumb_up 69%

  FAG HUMILIATION pmv

  6 years ago

  xHamster

  sissy, femdom

  flag
• 14:09 thumb_up 72%

  Cum Addict, by Jlodalisque

  5 years ago

  xHamster

  instruction, compilation, sissy, cumshot compilation, cum in mouth

  flag
• 04:20 thumb_up 86%

  Daddy breeding me a huge load in Zurich

  5 years ago

  xHamster

  swiss, sissy, mature anal

  flag
• 07:50 thumb_up 79%

  Married couple home pegging training

  1 year ago

  xHamster

  czech, BDSM, pegging, sissy

  flag
• 11:12 thumb_up 74%

  The milf, the teeny and the crossdresser

  1 year ago

  xHamster

  italian, BBW, crossdresser, mask, sissy, cute

  flag
• 07:11 thumb_up 82%

  Strapon Femdom - she fucks him with a thick red dildo

  1 year ago

  xHamster

  strapon, huge dildo, CFNM, pegging, sissy, thick

  flag
• 55:00 thumb_up 79%

  Prostate Milking Anal Training Pspot Orgasm - INSTITUTION X - COMPILATION 1 - 2

  4 years ago

  xHamster

  train, prostate, BDSM, milk, handjob compilation, machine, cumshot compilation

  flag
• 02:56 thumb_up 70%

  Fucked her asshole deeply in the Garage

  2 years ago

  xHamster

  sissy, fisting

  flag
• 12:30 thumb_up 76%

  Home sex party with MILFS and GILFS

  4 years ago

  xHamster

  creampie, mature anal, granny, russian, group, sissy, granny anal

  flag
• 21:14 thumb_up 77%

  Pegging Training Deflower Husband

  4 years ago

  xHamster

  sissy, pegging, bisexual, italian, CFNM, homemade, strapon

  flag
• 27:59 thumb_up 70%

  Pegging His Tight Asshole with Large Dildo - Strapon & Ass Fisting & Cum

  2 years ago

  xHamster

  fisting, pegging, sissy, french, strapon, insertion

  flag
• 05:33 thumb_up 80%

  Banding, castration, emasculation

  5 years ago

  xHamster

  sissy, wife, BDSM

  flag
• 20:17 thumb_up 46%

  Spanking, Sucking and Milking My Slave

  4 years ago

  xHamster

  milk, pump, sissy, femdom

  flag
• 05:33 thumb_up 50%

  ULTIMATE MASSIVE COCK COMPILATION BIG DICK

  5 years ago

  xHamster

  train, sissy

  flag
• 05:09 thumb_up 63%

  Arab woman humiliates submissive client in Paris

  2 years ago

  xHamster

  arab, gay, train, sissy, femdom, strapon

  flag
• 34:14 thumb_up 58%

  Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

  1 year ago

  xHamster

  femdom, maid, penis, lipstick, sissy

  flag
• 22:20 thumb_up 69%

  Fuck My Wife Ii Cuckold Play

  2 years ago

  xHamster

  wife, cuckold, husband, sissy

  flag
• 09:26 thumb_up 70%

  Sissy cleans up cum from his wife after BBC sex

  8 years ago

  xHamster

  BBC, sissy, swinger

  flag
• 08:05 thumb_up 84%

  Sissy wird geil gefickt

  5 years ago

  xHamster

  crossdresser, sissy

  flag
• 08:50 thumb_up 81%

  Cum training my cock tease

  2 years ago

  xHamster

  bisexual, cuckold, crossdresser, pegging, sissy

  flag
• 05:20 thumb_up 62%

  BBW stepmom sissy Training with strap on dildo - crossdresser fucked

  2 years ago

  xHamster

  dildo, crossdresser, desi, sissy

  flag
• 12:30 thumb_up 65%

  Therapy session for sissy boys

  2 years ago

  xHamster

  bisexual, train, domination, JOI, sissy, webcam

  flag
• 05:50 thumb_up 85%

  SISSY CUM EATING

  5 years ago

  xHamster

  instruction, orgasm compilation, sissy, femdom, facial

  flag
• 21:17 thumb_up 75%

  I Make My Husband into a Sissy! - Femdom Cumshot Compilation

  5 years ago

  xHamster

  prostate, husband, 18, selfsuck, pegging, sissy, chastity

  flag
• 06:14 thumb_up 68%

  Why is she scared of femboy sissy's cumshot?

  3 years ago

  xHamster

  teen (18+), polish, milk, stepmom, slut, sissy

  flag
• 12:01 thumb_up 58%

  Dominatrix Mistress April - cane Training Day 3

  3 years ago

  xHamster

  latex, domination, pegging, enema, bondage

  flag
• 06:50 thumb_up 58%

  You are my sissy whore and will pimp you out !!!

  2 years ago

  xHamster

  train, sissy, swinger, cuckold, CFNM, femdom

  flag
• 11:43 thumb_up 85%

  WOW! What is she doing to the straight guy? Crazy Epic Orgasm!

  4 years ago

  xHamster

  prostate, swedish, sissy, fisting

  flag
• 05:42 thumb_up 43%

  Enjoy the cock

  5 years ago

  xHamster

  sissy, swallow

  flag
• 05:49 thumb_up 58%

  Female domination on sissy whore in chastity cage

  3 years ago

  xHamster

  sissy, chastity

  flag
• 11:37 thumb_up 59%

  Dominatrix Mistress April - Kittens Playtime punishment

  3 years ago

  xHamster

  latex, nurse, japanese lesbian

  flag
• 11:12 thumb_up 52%

  Awakening of Sissy Slut Michelle After Christmas Night Club Celebration

  1 year ago

  xHamster

  handjob, homemade, shower, club, celebrity, sissy, bedroom

  flag
• 10:03 thumb_up 74%

  Mrs Loving and Ms Simone, tease and humilate this sissy boy

  9 years ago

  xHamster

  old and young (18+), sissy

  flag
• 32:55 thumb_up 52%

  Girlcock Hypnosis Pt.7: 555 Foxy Babes (and their cocks!)

  5 years ago

  xHamster

  train, pool, lingerie, futanari, sissy, softcore, vixen

  flag
• 21:24 thumb_up 64%

  Bisexual husband gets fucked by three strapons

  2 years ago

  xHamster

  bisexual, pegging, sissy, lesbian

  flag
• 13:11 thumb_up 69%

  Cuckold sissys MILF wife fucking 2 BBC bulls in hotel room

  8 years ago

  xHamster

  wife share, hotel, sissy, BBC, interracial, cuckold

  flag
• 05:12 thumb_up 50%

  Sissy safe jealousy.

  5 years ago

  xHamster

  double anal, compilation, BBC, sissy, interracial

  flag
• 12:56 thumb_up 91%

  Cuckolds wife with BBC bull Sissy husband just watches her

  9 years ago

  xHamster

  wife, cuckold, husband, vintage, watching, wife share, sissy

  flag
• 04:52 thumb_up 74%

  Fag joi

  5 years ago

  xHamster

  sissy, femdom

  flag
• 05:44 thumb_up 61%

  My stepson confessed he wears my lingerie!!! I

  3 years ago

  xHamster

  sissy, bisexual, pantyhose, stepmom, husband

  flag
• 17:05 thumb_up 89%

  Pegging Let Me Put My Dildo In Your Ass

  2 years ago

  xHamster

  pantyhose, strapon, bisexual, crossdresser, pegging, sissy, anal

  flag
• 05:43 thumb_up 71%

  Scene 1 - Sissy Dreamland - Punk rock dominates & makes feminized femboy suck BBC strapon dildo

  1 year ago

  xHamster

  strapon, femdom, sissy, cuckold, mom

  flag
• 07:14 thumb_up 65%

  Sissy Training at Work

  2 years ago

  xHamster

  pegging, JOI, sissy, femdom, dirty talk

  flag
• 05:36 thumb_up 77%

  Wife pimp out her sissy husband to daddy

  6 years ago

  xHamster

  sissy, anal

  flag
• 20:48 thumb_up 58%

  Sissygasm Tutorial - Sissification with the Lady of Feminization

  3 years ago

  xHamster

  latex, instruction, panties, nylon, sissy, bra

  flag
• 12:50 thumb_up 75%

  NEW sissy gets deflowered with monster DILDO

  1 year ago

  xHamster

  german, sissy, pegging, femdom, amateur

  flag
• 06:19 thumb_up 79%

  StepMom and her femboy - Chastity Pissing

  3 years ago

  xHamster

  polish, sissy, chastity, bisexual

  flag
• 1:02:04 thumb_up 61%

  Converting cucks into BBC Sissies - Hour long version

  5 years ago

  xHamster

  sissy, chastity, cuckold, african, BBC, big cock

  flag
• 10:09 thumb_up 81%

  Woman pleases her husband by fucking him like a sissy and they suck his ass and cum

  2 years ago

  xHamster

  prostate, crossdresser, bisexual, pegging, sissy, brazil

  flag
• 12:31 thumb_up 88%

  Cuckold MILF with her BBC bull while sissy watches her cheat

  9 years ago

  xHamster

  wife share, sissy, cuckold

  flag
• 14:50 thumb_up 77%

  Cuckold Sissy Secrets BBC bull fucking Husband cleans up aft

  9 years ago

  xHamster

  sissy, wife share, cuckold

  flag
• 11:50 thumb_up 77%

  Cuckolds sissys wife fucking BBC Husband cleans up jizz

  8 years ago

  xHamster

  husband, wife share, cuckold, sissy

  flag
• 08:58 thumb_up 79%

  Incredibly passionate pegging. He is ecstatic that he obeys his wife. True love.

  2 years ago

  xHamster

  prostate, pegging, sissy, anal, massage

  flag
• 02:00 thumb_up 63%

  Fat Ass sissy gets Fisted by Mistress in Gaping Cunt hole

  8 years ago

  xHamster

  fat, sissy

  flag
• 07:14 thumb_up 62%

  SISSY JOI

  1 year ago

  xHamster

  handjob, bisexual, instruction, CFNM, jerking, JOI, sissy

  flag
• 13:15 thumb_up 75%

  Cuckold sissys milf wife and 4 BBCs Husband videotapes

  6 years ago

  xHamster

  wife share, sissy, BBC, cuckold, interracial

  flag
• 04:22 thumb_up 82%

  Giving sissy boy a pantie handjob, suck and good hard fuck

  12 years ago

  xHamster

  sissy, british, panties, BBW, granny

  flag
• 08:53 thumb_up 59%

  Big black cock trainer for sissies

  10 years ago

  xHamster

  interracial, sissy, black

  flag
• 07:03 thumb_up 43%

  Sissy Cocksucker

  6 years ago

  xHamster

  CFNM, femdom

  flag
• 43:57 thumb_up 72%

  The installation of the rubber doll - Sissy Training

  3 years ago

  xHamster

  femdom, latex, rubber, doll, train, leather, sissy

  flag
• 05:08 thumb_up 90%

  DOMINATRIX PEGGING CHASTITY FAGGOT

  2 years ago

  xHamster

  prostate, pegging, chastity, sissy, strapon

  flag
• 01:57 thumb_up 73%

  Sissy would not swallow

  6 years ago

  xHamster

  bisexual, sissy, chastity, BDSM, femdom

  flag
• 20:49 thumb_up 58%

  Cuckold MILF Sissy husband after work watching his wife with

  2 years ago

  xHamster

  swinger, cuckold, orgy, sissy, interracial

  flag
• 05:58 thumb_up 82%

  The bondage and feminization of a slave by a blonde queen

  2 years ago

  xHamster

  strapon, bondage, BDSM, pegging, sissy, femdom

  flag
• 07:36 thumb_up 47%

  Gagging Sissy Girl With My Huge Long Dick Down Her Throat

  4 years ago

  xHamster

  sissy, panties, bra, dildo, mom, gagging

  flag
• 02:18 thumb_up 45%

  Cum Baby

  5 years ago

  xHamster

  sissy, bukkake

  flag
• 05:40 thumb_up 80%

  Blonde mature fucked by blonde sissy

  4 years ago

  xHamster

  bisexual, futanari, sissy, mature

  flag

Popular categories

Other free porn sites