Sissy 9,007 videos

• 19:58 thumb_up 75%

  Cuckold Archive - Largest video collection of cuckold videos - Cuckold Amateur Wife Bbc

  1 year ago

  xHamster flag
• 05:00 thumb_up 75%

  Sissy Dick Sucking Training - Brat Perversions - Sissy

  1 year ago

  xShemaleTube flag
• 39:44 thumb_up 75%

  Sissy Moore - Initial Fitness Casting - Sissy Swallowing

  3 years ago

  Upornia flag
• 31:40 thumb_up 75%

  Truly Madly Sissy 720p - Sissy Swallowing

  3 years ago

  TXXX flag
• 06:01 thumb_up 75%

  Mature, BBW & Sissy Hubby #2 (Recolored) - Sissy

  7 years ago

  xHamster flag
• 05:23 thumb_up 75%

  Sissy Transformation And Licking Ass - Sissy Transformation

  1 year ago

  HClips flag
• 09:36 thumb_up 75%

  Sissybookstoreslut Sissy Cd Sucks Bbc At - Amateur Sissy Sucks Cock

  4 years ago

  HClips flag
• 28:43 thumb_up 75%

  Harlot Gwendolen pulverizes her sissy-boyfriend - Sissy Boyfriend

  6 years ago

  HDSex flag
• 02:05 thumb_up 75%

  Amateur sissy crossdresser in white wig gives a blowjob to friends neighbor - Crossdressing With A Friend

  8 years ago

  MyLust flag
• 44:41 thumb_up 75%

  Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander - Sissy Training Mistress

  1 year ago

  xHamster flag
• 14:40 thumb_up 75%

  Mature Sissy Self Sucks Huge Cock Online - Dickladies 15 Min - Webcam Mature Amateur Solo

  3 years ago

  HClips flag
• 27:59 thumb_up 75%

  Insatiable with - Sissy Bondage Femdom

  1 year ago

  $$ FapHouse flag
• 02:32 thumb_up 75%

  Crossdresser Fucks A Slut In Stockings - Crossdressers Nylons

  2 years ago

  xHamster flag
• 23:11 thumb_up 75%

  KINKYHOME TV - NEW SEASON 2023 - BONUS SCENE (Emily Candys & Justin Sweetsun) - Milking Boy

  2 years ago

  xHamster flag
• 08:00 thumb_up 75%

  The English Building - Mistresse Sophia - Secret Sissy Bf Pt2 - Conclude Vid Sequence - Mistress Strapon Guy

  8 months ago

  PePorn flag
• 08:30 thumb_up 75%

  Sissy Is Dripping On My Foot - Mature Smoking Femdom

  3 years ago

  HClips flag
• 13:28 thumb_up 75%

  FemDom Arya Grander dominates in latex gloves with intense anal fisting - Latex Chubby

  1 year ago

  XXXVogue flag
• 03:49 thumb_up 75%

  EDGING & SOUNDING by Sadistic Nurse DominaFire - Ruined Orgasm Femdom

  3 years ago

  xHamster flag
• 03:17 thumb_up 75%

  Sissi Caning - Submissive Sissy

  9 months ago

  HClips flag
• 05:51 thumb_up 75%

  Dominated By His Big-titted Boss With Sissy Slave - Femdom Shibari

  2 years ago

  HDZog flag
• 08:30 thumb_up 75%

  Femdom pegging CFNM babe in high heel boots fucks sissy ass - Pegging Boots

  2 years ago

  PornGem flag
• 20:29 thumb_up 75%

  Jewish Gwendolen fucks her sissy-boyfriend - Gwendolen Strapon

  7 years ago

  xHamster flag
• 07:59 thumb_up 75%

  Sissy Training After First Time Feminization - Sissy Training Strapon

  2 years ago

  ManySex flag
• 18:43 thumb_up 75%

  An English Sissy Village Episode 1 - You Are A Sissy

  7 years ago

  xHamster flag
• 09:00 thumb_up 75%

  Get Off With A Real Femdom JOI - Cuckold Sph

  1 year ago

  Analdin flag
• 08:04 thumb_up 75%

  PROSTATE MASSAGE & PEGGING WITH COUNTDOWN - Pegging Handjob

  1 year ago

  SunPorno flag
• 20:46 thumb_up 75%

  Voluptuous granny energizing adult scene - Voluptuous Mature

  4 years ago

  xHand flag
• 10:26 thumb_up 75%

  Julia Ann - Striptease For Sissy Boy w/ Cherie DeVille - Cherie deville - Cherie Deville Julia Ann

  2 years ago

  xTits flag
• 07:38 thumb_up 75%

  Milf Jen And Savana Peg A Sissy Boy With Savannah Fox - Femdom Toys Threesome

  2 years ago

  VXXX flag
• 05:00 thumb_up 75%

  Strapon pegged sissy assfucked by teens - Strapon Handjob

  3 years ago

  IcePorn flag
• 11:12 thumb_up 75%

  A cock for sissies (training with mistress) - Sissy Training Mistress

  6 years ago

  TXXX flag
• 06:01 thumb_up 75%

  Skinny cuckold sissy boy pays black man for humiliation sex - Cuckold Small Cock Humiliation

  9 years ago

  XCafe flag
• 08:00 thumb_up 75%

  Bigass strapon femdom babe fucks sub in CFNM session - Fucked In Pantyhose

  7 months ago

  PornGem flag
• 01:44 thumb_up 75%

  Sorry no release but an ass fuck - Bondage Chastity

  2 years ago

  xHamster flag
• 11:12 thumb_up 75%

  The milf, the teeny and the crossdresser - Sissy Crossdresser

  1 year ago

  xHamster flag
• 12:37 thumb_up 75%

  Femdom Handjob For My Sissy Crossdresser - Crossdresser Bondage

  2 years ago

  HClips flag
• 24:01 thumb_up 75%

  Mistress Force Cuckold To Suck Strapon And Sissy Cock - Bisexual Male Slave Femdom

  4 years ago

  Upornia flag
• 08:00 thumb_up 74%

  Sissy daddy A Magical Misappropriation - Sissy Blowjob

  8 years ago

  DrTuber flag
• 06:01 thumb_up 74%

  Sissy young white guy wants to watch how a black man bang gorgeous blondie - Black And White Missionary

  9 years ago

  XCafe flag
• 12:50 thumb_up 74%

  NEW sissy gets deflowered with monster DILDO - Mistress T Femdom Humiliation

  1 year ago

  xHamster flag
• 05:00 thumb_up 74%

  21yo college chick wanks professors small dick in classroom - Professor Student

  1 year ago

  PornGem flag
• 27:51 thumb_up 74%

  Sidonia Von Bork in Sissy Dollification - Latex Strapon

  5 years ago

  TXXX flag
• 08:00 thumb_up 74%

  Femdom Sissy Fun Porn - Femdom Sissy Strapon

  1 year ago

  ooXXX flag
• 02:16 thumb_up 74%

  Latex Asian Dominatrix Pegging her Chastity Sissy with Huge Strapon - Femdom Pegging Chastity

  3 years ago

  xHamster flag
• 11:49 thumb_up 74%

  Five Dollar Sissy Whore - Sissy Deepthroat

  4 years ago

  Upornia flag
• 10:19 thumb_up 74%

  Female Domination JOI - Sissy Femdom Humiliation

  7 years ago

  Analdin flag
• 21:06 thumb_up 74%

  RUINED TWICE!!! Post Orgasm Handjob - Femdom Post Orgasm Handjob

  4 years ago

  xHamster flag
• 29:18 thumb_up 74%

  Wife dominates husband in face sitting session - Facesitting Orgasm

  2 years ago

  xHamster flag
• 01:57 thumb_up 74%

  Sissy would not swallow - Femdom Pegging Spanking

  6 years ago

  xHamster flag
• 07:52 thumb_up 74%

  Rosie (sissy Femboy) - Homemade Sissy

  11 months ago

  KePorn flag
• 49:53 thumb_up 74%

  Morena 69 Vs Sissy Neri - Sissy Lingerie

  1 year ago

  ManySex flag
• 08:18 thumb_up 74%

  Sissy beau pegged for crappy gift - Pegging Humiliation

  6 years ago

  HDSex flag
• 26:53 thumb_up 74%

  Femdom Sissy Fun Filthy FEMDOM Porn - Sissy Bondage Femdom

  2 years ago

  Analdin flag
• 09:50 thumb_up 74%

  Slave Couple Humiliated by Mean Doms - French Pissing

  4 years ago

  xHamster flag
• 10:47 thumb_up 73%

  2 Mistresses & 2 Sissy Sluts - Tangent Femdom

  4 years ago

  xHamster flag
• 34:09 thumb_up 73%

  2 Femdom Mistresses Tease - Sissy Slave - Sissy Slave Bdsm

  4 years ago

  TXXX flag
• 10:00 thumb_up 73%

  Petite blonde with perfectly-shaved sissy gives it to her BF - Sissy Giving Blowjob

  7 years ago

  PornIdXXX flag
• 01:32 thumb_up 73%

  Gangbang the sissy slut - Part3 - Femdom Pegging Gangbang

  2 years ago

  xHamster flag
• 07:54 thumb_up 73%

  Pegging My Sissy Chastity Subby With Booty To Throat - Femdom Pegging Chastity

  4 months ago

  uAnal flag
• 07:35 thumb_up 73%

  Pegging My Sissy Chastity Subby With Ass To Mouth - Amateur Couple Pegging

  1 year ago

  HClips flag
• 14:05 thumb_up 73%

  Femdom Pegging Latex Sissy by Dominafire - Pegged In Latex

  1 year ago

  xHamster flag
• 28:20 thumb_up 73%

  An English Sissy Village 15 - An English Sissy Village

  6 years ago

  xHamster flag
• 06:07 thumb_up 73%

  Piss control to femboy slave in chastity belt - Couple And Sissy

  3 years ago

  xHamster flag
• 01:22 thumb_up 73%

  My Sissy Makes Me Enjoy Pt2 - TacAmateurs - Mature Anal

  6 years ago

  HClips flag
• 06:03 thumb_up 73%

  Blowjob in Latex Stockings and High Heels - Amateur Homemade Sissy

  3 years ago

  xHamster flag
• 08:06 thumb_up 73%

  Anal Destruction With Sissy Slut - British Amateur Sluts

  11 months ago

  HClips flag
• 13:18 thumb_up 73%

  Sissy Punished With Dildo And Strapon - Mistress Pegging Sissy

  3 years ago

  HClips flag
• 10:09 thumb_up 73%

  Letting The Neighbors See Me Pegging My Feminized Sissy Husband In The Window (full Version) - Feminized Pegging

  3 years ago

  HClips flag
• 22:56 thumb_up 73%

  Sissys Strapon Clinic - Lesbian Anal Strapon

  4 years ago

  TXXX flag
• 11:57 thumb_up 73%

  BBC Addiction - Amateur Wife and Her BBC Bull While Sissy Taping - Amateur Homemade Interracial Cuckold

  11 months ago

  $$ FapHouse flag
• 16:20 thumb_up 73%

  Girl dominate sissy girls and fuck them - Femdom Sissy Training

  1 year ago

  xHamster flag
• 52:38 thumb_up 73%

  Cuckold Fantasies Volume 24 - Bbc Cuckold Fantasy

  4 years ago

  xHamster flag
• 46:32 thumb_up 73%

  Cuckold Dreams Come True Volume 23 - Cuckold Small Cock Humiliation

  1 year ago

  XXXVogue flag
• 03:13 thumb_up 73%

  Double Gagging In Ropes! - Tied Up And Gagged

  5 years ago

  xHamster flag
• 07:00 thumb_up 73%

  Seasoned mistress shares her experience with sissy boy - Milf And Boy Squirt

  9 years ago

  SexVidXXX flag
• 06:09 thumb_up 73%

  Anal Group Sex With Matures And Boys - Cathy Inez, Bibi Pink And Mugur - Mature Young Boy

  8 months ago

  Teen21 flag
• 06:00 thumb_up 73%

  Goddess Kyaa & Tristan Sweet in Sissy Sitter Kyaa - SweetFemdom - Sweet Femdom

  5 years ago

  TXXX flag
• 05:00 thumb_up 73%

  Mistress Milking Desperate Sissies - Dominatrix Compilation - Femdom Compilation

  3 years ago

  HClips flag
• 07:26 thumb_up 73%

  My sissy husband loves it when I hammer his ass with a strapon and jerk off his cock at the same time - Sissy Loves Cock

  2 years ago

  MyLust flag
• 06:01 thumb_up 73%

  Fantastic dominant blonde milf humiliates white sissy boy with BBC - White Boy Humiliation

  9 years ago

  XCafe flag
• 21:02 thumb_up 73%

  Ive Turned My Boyfriend Into A Cock Loving Sissy Fucktoy - Anal Latex Big Tits

  3 years ago

  HClips flag
• 05:29 thumb_up 73%

  JB Hopkings, Sissy boys (Animation) - Boys Animation

  7 years ago

  xHamster flag
• 01:00 thumb_up 73%

  Mommy's Sissy Anal Training - Femdom Mommy Handjob

  12 years ago

  xHamster flag
• 12:30 thumb_up 73%

  Mistress fucks sissy with big strapon - Pegging Chastity

  3 years ago

  xHamster flag
• 09:20 thumb_up 73%

  Maitresse Julia - What right to a slave who is no longer useful ? My smells! Humiliation ! - Sissy Training Mistress

  3 years ago

  xHamster flag
• 09:35 thumb_up 73%

  Sissy Extreme Chastity Tease - Mistress T - Stockings Tease

  3 years ago

  HClips flag
• 05:09 thumb_up 73%

  Gentle Bi Encouragement - Will You Suck Cock For Me? - Amateur Cuckold Bisexual

  1 year ago

  xHamster flag
• 08:00 thumb_up 72%

  Exam - Sissy Caption Story - Sissy Fetish

  1 month ago

  KePorn flag
• 07:54 thumb_up 72%

  On this day, Ryan Keelys young pool boy received a special bonus - Outdoor Handjob

  6 years ago

  HellPorno flag
• 18:13 thumb_up 72%

  An Impudent Daddy Fucks A Sissy And Pours His Ass With Sperm! - Anal Daddy Sissy

  3 years ago

  Upornia flag
• 14:09 thumb_up 72%

  Cum Addict, by Jlodalisque - Bbc Training Compilation

  5 years ago

  xHamster flag
• 43:57 thumb_up 72%

  The installation of the rubber doll - Sissy Training - Latex Facesitting Femdom

  3 years ago

  xHamster flag
• 03:28 thumb_up 72%

  FUCK ME POV - Brutal Femdom Strapon

  3 years ago

  xHamster flag
• 24:05 thumb_up 72%

  Jenevieve Hexxx And Savana Styles - Jen And Savana Spank And Peg A Sissy Boy! - Lesbian Strapon Deepthroat

  4 years ago

  VXXX flag
• 05:02 thumb_up 72%

  You want to be CONFUSED Pt. 2 - Poppers Joi

  5 years ago

  xHamster flag
• 07:47 thumb_up 72%

  Jessi, Naive, gives her young tight sissy to her experienced daddy - Old Man Young Girl

  2 years ago

  Sexu flag
• 07:23 thumb_up 72%

  Hotwife Date From the Cuckolds Point of View - Cuckold Sissy

  1 year ago

  $$ FapHouse flag
• 15:29 thumb_up 72%

  Splendid cutie - transgender movie - Femout - Amateur Trans Fucks Guy

  4 months ago

  PornHat flag
• 22:13 thumb_up 72%

  Folsom Street Fair Sissy Handjob - Femdom Video - Public Humiliation

  5 years ago

  TXXX flag
• 1:05:17 thumb_up 72%

  Strict stepmom Arya Grander dominates with deep fisting and throat training - Mistress T Femdom Humiliation

  2 months ago

  XXXVogue flag
• 1:13:00 thumb_up 72%

  With Sissy And Nencetti The Trials Are Perfect - Full Film - Anal Group

  3 years ago

  HClips flag
• 09:21 thumb_up 72%

  Mature Britt cocksucks dom in front of sissy - Sissy

  4 years ago

  Senioras flag
• 12:15 thumb_up 71%

  Mistressae & Adelina-noir: Two Holes, Three Hands, One Foot (ft. Extreme Prolapse) - Anal Foot Fisting

  8 months ago

  $$ FapHouse flag
• 05:33 thumb_up 71%

  ULTIMATE MASSIVE COCK COMPILATION BIG DICK - Ultimate Cum Swallow Compilation

  5 years ago

  xHamster flag
• 07:52 thumb_up 71%

  Bro Gets A Sissy Sandwich With Foxy Alex, Michael Vente And Em Indica - Bend Over Fuck

  8 months ago

  uAnal flag
• 08:00 thumb_up 71%

  Daddy fucks sissy girl and milf teaches playfellow comrade - Sissy Doggystyle

  6 years ago

  NuVid flag
• 43:26 thumb_up 71%

  Latex Mistress whips tied up rubber sissy slave in dungeon - Femdom Whipping

  11 years ago

  xHamster flag
• 11:34 thumb_up 71%

  Mistress Priest fuck her slave on the gynecological chair. - Russian Strapon

  5 years ago

  xHamster flag
• 05:02 thumb_up 71%

  Doctors and their sissy slave in a wild electroplay session - Submissive Sissy

  9 months ago

  XXXVogue flag
• 10:17 thumb_up 71%

  Untitled - Bbc Mature Creampie

  1 month ago

  JizzBunker flag
• 10:05 thumb_up 71%

  Fuck him hard in the ass while Madam is watching - Wife Watches Bisexual Husband

  1 year ago

  xHamster flag
• 09:54 thumb_up 71%

  Miss Alessa Milano Red Latex, My Whipp & My Sissybitchs Eggs - Miss Alessa Milano

  12 months ago

  $$ FapHouse flag
• 07:59 thumb_up 71%

  Mistress Wife Fucks Sissy Husband And Makes Him Eat His Own Cum - Wife Fucks Sissy Husband

  1 year ago

  InPorn flag
• 01:36 thumb_up 71%

  Dirty talking milf loves humiliating cucks with little shrimp cocks! Custom vids created for you at FitNaughtyCouple - Sissy Humiliation

  3 years ago

  xHamster flag
• 08:09 thumb_up 71%

  Dominatrix Mistress April - Two Mistresses and a Sissy Whore P2 - Crossdresser Punishment

  1 year ago

  xHamster flag
• 11:53 thumb_up 71%

  Milking the first drops from my SISSY's PROSTATE - Prostate

  1 year ago

  xHamster flag
• 13:10 thumb_up 71%

  Turning husband into sissy slut - Turned Into Sissy

  3 years ago

  xHamster flag
• 10:30 thumb_up 71%

  Big Ass Italian Mature Amateur Rough Anal Audition - Omar Galanti And Sissy Neri - Italian Blonde Milf

  4 years ago

  HClips flag
• 06:30 thumb_up 71%

  Madam Edgewood In Trophy Hubby Transformed In Sissy Booty Skank For Pegging - Madame Edgewood

  8 months ago

  Teen21 flag
• 11:56 thumb_up 71%

  Stretching, fisting, punch fisting and arm fucking my subs pathetic asshole until he's in tears - Mistress Anal Stretching

  3 years ago

  xHamster flag

Popular categories

Other free porn sites