Sissy 2,926 videos

• 22:02

  Sissy Life

  1 year ago

  JizzBunker

  sissy, compilation

  flag
• 17:24 thumb_up 74%

  Mistress Turns out her Slave for Face Fucking, Ass Play, and Facials

  5 years ago

  TrannyGem

  femdom, train, fetish, sissy

  flag
• 35:54

  An English Sissy Village 25

  3 years ago

  xHamster

  sissy

  flag
• 43:08 thumb_up 76%

  Sissy transformatie pikgeil

  1 year ago

  SunPorno

  sissy

  flag
• 23:49 thumb_up 96%

  Lady Valaska - Sucking Sissies

  10 months ago

  HClips

  femdom, domination, sissy, amateur, BDSM

  flag
• 16:49 thumb_up 84%

  Thats a big boy

  2 years ago

  PornHub

  shemale, teen anal (18+), crossdresser, bareback, sissy

  flag
• 17:08

  Sissy Sucks His 1St Cock

  11 years ago

  TXXX

  sissy

  flag
• 43:08 thumb_up 76%

  Sissy transformatie pikgeil

  2 years ago

  SunPorno

  sissy

  flag
• 34:50 thumb_up 57%

  Inspire your inner slut

  2 years ago

  xHamster

  compilation, swallow, cum in mouth, cumshot compilation, JOI, sissy

  flag
• 17:11 thumb_up 76%

  Trans gets Cuffed and Stuffed by Big Cock

  1 year ago

  PornHub

  shemale, train, domination, sissy, bedroom

  flag
• 29:00

  Secret sissy lover gets fucked hard

  4 years ago

  PornHub

  bareback, sissy

  flag
• 15:20 thumb_up 52%

  Sissy training

  5 years ago

  xHamster

  bisexual, train, sissy

  flag
• 16:30 thumb_up 58%

  Weaker And Dumber - Sissy Caption Story - Big ass

  9 months ago

  xTits

  sissy, story

  flag
• 17:17 thumb_up 66%

  Fireside Sissy StrapOn Threesome Sex

  3 years ago

  XoZilla

  femdom, sissy

  flag
• 29:33

  Cocksucking sissy gets fucked and creampied

  5 years ago

  PornHub

  bareback, sissy

  flag
• 24:25 thumb_up 75%

  Russian Sissy stud enjoy The gigantic Strapon

  4 years ago

  HDSex

  strapon, pegging, sissy

  flag
• 18:18

  Sissy Meets Mr. Johnson

  6 months ago

  JizzBunker

  sissy

  flag
• 19:40 thumb_up 72%

  Mistress tiffany sissy secretary

  1 year ago

  JizzBunker

  sissy

  flag
• 21:27 thumb_up 81%

  Domme Teaches her Sissy Oral

  7 years ago

  TXXX

  british, sissy

  flag
• 1:28:40 thumb_up 65%

  Kinky Carmen In Sissy Bitch Training By

  2 years ago

  TXXX

  femdom, sissy, kinky

  flag
• 56:18 thumb_up 80%

  Sissy love

  2 years ago

  SunPorno

  femdom, sissy

  flag
• 17:12 thumb_up 71%

  Sissy anal step by step training

  4 years ago

  JizzBunker

  train, sissy

  flag
• 19:41

  Sissy Training - Sucking That Dick and Swallow the Load

  4 years ago

  Analdin

  sissy, teen (18+), swallow

  flag
• 25:31 thumb_up 71%

  Mature mistress - young sissy

  7 years ago

  JizzBunker

  sissy

  flag
• 16:12 thumb_up 72%

  Sissy Used Outdoors

  2 years ago

  TXXX

  outdoor, sissy

  flag
• 20:59 thumb_up 73%

  Sissy Swing With Promo

  1 year ago

  XXXDan

  teen anal (18+), sissy

  flag
• 24:18

  Femdom Sissy Foot Fetish Porn Video

  1 month ago

  Analdin

  femdom, sissy

  flag
• 38:50

  Small Dick Sissy Humiliation On Webcam

  6 years ago

  DrTuber

  sissy

  flag
• 39:11

  College girl sissy

  5 years ago

  TXXX

  sissy

  flag
• 30:22

  Feminized sissy boy gets face fucked with a strap-on & feet dominated

  6 years ago

  MegaTube

  CFNM, sissy, femdom

  flag
• 28:33 thumb_up 67%

  Harlot Gwendolen fucks her sissy-boyfriend

  5 years ago

  xHamster

  sissy

  flag
• 26:14

  Sissy

  7 years ago

  JizzBunker

  sissy

  flag
• 16:34

  Cuckold Archive Sissys wife double teamed by 2 of his

  4 years ago

  xHamster

  sissy

  flag
• 20:11 thumb_up 82%

  Sissy Milking Torment

  7 years ago

  TXXX

  milk, sissy

  flag
• 30:33

  Escola de sissies

  4 years ago

  xHamster

  sissy

  flag
• 25:13

  Best of BBC IV Sissy Whiteboy BNWO Compilation 720

  1 year ago

  XXXDan

  compilation, sissy

  flag
• 17:33

  Sissy fucked by mistress

  4 years ago

  XXXDan

  femdom, sissy

  flag
• 24:39 thumb_up 50%

  Sissy training

  3 years ago

  SunPorno

  sissy

  flag
• 1:01:00

  A sissys life

  5 years ago

  TXXX

  sissy

  flag
• 42:32 thumb_up 82%

  Sissy school

  4 years ago

  xHamster

  sissy

  flag
• 16:33

  Cuckold sissy taping his wife with 2 coworkers Gets off watc

  6 years ago

  xHamster

  sissy

  flag
• 30:21

  Sissy Panty Slave

  3 years ago

  Upornia

  sissy

  flag
• 17:08 thumb_up 67%

  Sissy Sucks His 1St Cock

  9 years ago

  Upornia

  sissy

  flag
• 16:33

  Decided to try friendly sex with a friend

  3 days ago

  xHamster

  first time, sissy, escort, polish

  flag
• 24:28 thumb_up 83%

  Sissy Charlotte deepthroats and gets fucked hard by big cock

  2 years ago

  PornHub

  small cock, sissy

  flag
• 32:04

  Podcast Ep10: Sissy Bimbo Slut Confessions (Audio)

  4 years ago

  PornHub

  slut, sissy

  flag
• 17:37 thumb_up 60%

  Sissy Date

  2 years ago

  Upornia

  femdom, bisexual, sissy

  flag
• 20:23

  Sissy audio trainer - variouns (oral and in ass)

  5 years ago

  HDSex

  anal, sissy

  flag
• 24:43

  Drd WARNING: only Watch once a Day! Real Medical Grade Sissy

  3 years ago

  xHamster

  sissy

  flag
• 26:21

  Sissy boys wedding

  4 years ago

  XXXDan

  bride, wedding, sissy

  flag
• 25:30 thumb_up 64%

  Mature mistress - young sissy

  8 years ago

  xHamster

  sissy

  flag
• 20:18 thumb_up 83%

  Domina kate sissy academy 2

  4 years ago

  XXXDan

  femdom, sissy

  flag
• 18:46 thumb_up 82%

  The English Mansion - Lady Sara Borgia - Saras Sissy

  2 months ago

  VipTube

  femdom, sissy

  flag
• 15:59

  Sissy

  7 years ago

  JizzBunker

  greek, sissy

  flag
• 28:06

  BDSM Sissy deepthroat training with enema!

  6 months ago

  PornHub

  deepthroat, enema, sissy, double penetration, double anal

  flag
• 29:25 thumb_up 50%

  Kendra James In Sissy Bride

  11 months ago

  Upornia

  bride, sissy

  flag
• 31:31

  A Day in the Life of a Sissy Maid: Morning (Part 1)

  5 years ago

  PornHub

  sissy, cosplay

  flag
• 18:56

  YOUNGER DADDY BLASTS SOME TS TRAP SISSY ASS

  7 years ago

  xHamster

  sissy

  flag
• 15:16

  Sissy training

  4 years ago

  TXXX

  bisexual, sissy

  flag
• 25:01

  Sissy Slut Manual Pt.1

  2 years ago

  xHamster

  sissy

  flag
• 28:10

  Harper - Application Compulsory Sissy Part 3 With Miss Eve

  10 months ago

  HClips

  femdom, sissy

  flag
• 17:48

  Turning Losers Into Sissy Robots

  5 years ago

  TXXX

  sissy

  flag
• 53:15

  Humiliatrix fetish slaves

  1 year ago

  PornHub

  sissy, spit

  flag
• 27:37

  Big cock for sissy

  1 year ago

  XXXDan

  sissy

  flag
• 30:40 thumb_up 68%

  Sissy gets feminized and then porked

  3 years ago

  HDSex

  sissy

  flag
• 54:39

  Academy for Sissies

  12 years ago

  xHamster

  femdom, sissy

  flag
• 31:23 thumb_up 74%

  Defloration sissi - Teenage

  2 years ago

  HomemadeXXX

  sissy

  flag
• 17:50

  Some Guy Paid Me && My BBC STEP-BRO To TALK ABOUT HIS LITTLE DICK (SPH)

  4 months ago

  xHamster

  sissy

  flag
• 20:38

  Metronome JOI Turning You Into a Fag Cocksucker While You Jerk off to My Voice

  1 month ago

  xHamster

  train, dirty talk, JOI, sissy

  flag
• 23:41

  An english sissy village episode 6

  5 years ago

  XXXDan

  sissy

  flag
• 1:05:00

  Sissy sescravinha sexy

  4 years ago

  xHamster

  sissy

  flag
• 18:02 thumb_up 75%

  Sissy Training Level 7

  4 years ago

  xHamster

  train, sissy

  flag
• 18:41 thumb_up 60%

  An english sissy village episode 3

  5 years ago

  XXXDan

  sissy

  flag
• 24:38 thumb_up 83%

  Love the sissy boys

  4 years ago

  TXXX

  femdom, sissy

  flag
• 15:48

  Sissy cock worship!

  6 years ago

  xHamster

  sissy

  flag
• 21:17

  Alice Smack - I Make My Husband Into A Sissy! - Femdom Cumshot Compilation

  2 years ago

  HClips

  husband, sissy

  flag
• 28:43

  Harlot Gwendolen pulverizes her sissy-boyfriend

  4 years ago

  HDSex

  sissy

  flag
• 17:38

  Princess Sissy In Petticoat Getting Anal Pleasure

  5 years ago

  PornHub

  bareback, sissy

  flag
• 30:25

  Office pranks of two sissy milfs

  4 years ago

  TXXX

  sissy

  flag
• 15:54 thumb_up 83%

  Sissy Milking

  2 years ago

  Upornia

  milk, sissy

  flag
• 15:51

  Therapy session for SISSY BOYS 2

  1 month ago

  PornHub

  blonde, sissy

  flag
• 23:53

  MatureNL - Sissy Neri - Anal Sex With My Stepmom

  7 months ago

  VipTube

  sissy

  flag
• 41:30

  Sissy cock sucking 101

  1 year ago

  SunPorno

  sissy

  flag
• 15:16

  MistressLHush Making my two sissy sluts fuck each other

  2 months ago

  VipTube

  femdom, strapon, sissy

  flag
• 28:48

  Femdom Sissy Maid Fun Kinky Porn

  2 months ago

  Analdin

  femdom, sissy

  flag
• 21:11

  Mistress Fucks And Humiliates Her Hard With Sissy Slave

  6 months ago

  Upornia

  strapon, domination, sissy

  flag
• 1:11:59

  Sissys Hot Summer - 1979

  6 years ago

  XoZilla

  vintage, sissy

  flag
• 1:27:34 thumb_up 67%

  Making Sissy From BF

  5 years ago

  TXXX

  strapon, sissy

  flag
• 18:37

  Sissy Cock Training

  3 years ago

  xHamster

  sissy

  flag
• 19:45

  A Sissy Needs Her daddy!

  4 years ago

  HDSex

  BBC, sissy

  flag
• 18:16

  Sissy masturbation

  6 years ago

  JizzBunker

  sissy

  flag
• 20:00 thumb_up 68%

  A Day Life House Sissy Pt1

  2 years ago

  TXXX

  femdom, sissy

  flag
• 21:57

  An English Sissy Village 23

  3 years ago

  xHamster

  sissy

  flag
• 28:20

  An English Sissy Village 15

  4 years ago

  xHamster

  cartoon, sissy

  flag
• 38:13

  Daisy 40mins pegging a cross dress sissy

  4 years ago

  xHamster

  pegging, sissy

  flag
• 57:01

  5 Sissy Steps

  7 years ago

  xHamster

  sissy

  flag
• 39:07

  Femdom sissy

  5 years ago

  HClips

  sissy

  flag
• 15:35 thumb_up 92%

  Ash Steele In Im A Boy And Wear Girls Clothes Sometimes.

  2 years ago

  PornHub

  emo, crossdresser, clothed, sissy, anal, shemale

  flag
• 22:04 thumb_up 73%

  Sissy maid

  7 years ago

  JizzBunker

  strapon, sissy

  flag
• 29:39

  Sissy Hole Training

  1 year ago

  XXXDan

  sissy

  flag
• 32:12

  An english sissy village episode 12

  4 years ago

  JizzBunker

  sissy

  flag
• 24:01 thumb_up 65%

  Mistress Force Cuckold To Suck Strapon And Sissy Cock

  2 years ago

  Upornia

  femdom, strapon, bisexual, sissy

  flag
• 20:52

  SHERYKTZ DENIAL BRAINWASH FOR SISSIES AND CUCKOLD LOOSER

  5 years ago

  xHamster

  sissy

  flag
• 20:52

  Sheryktz denial brainwash for sissies and cuckold looser

  5 years ago

  JizzBunker

  sissy

  flag
• 16:52

  Cuckolds MILF wife with hired BBC bull Sissy husband humilia

  4 years ago

  HClips

  sissy

  flag
• 36:23 thumb_up 87%

  Sissy maid turned sissy slut

  3 years ago

  SunPorno

  femdom, sissy

  flag
• 48:20

  Sissy Moore

  1 year ago

  Upornia

  POV, facial, sissy, double penetration

  flag
• 29:24 thumb_up 79%

  Blowage Addiction - mighty Sissy instructing

  3 years ago

  HDSex

  instruction, sissy

  flag
• 29:04

  SISSY IS ALWAYS HUNGRY FOR RAW COCK

  1 year ago

  XXXDan

  sissy

  flag
• 26:14 thumb_up 85%

  Sissy training dreams

  5 years ago

  TXXX

  train, sissy

  flag
• 17:15 thumb_up 85%

  Sissy maid sucks cock

  6 years ago

  TXXX

  sissy

  flag
• 27:29

  Sissy

  6 months ago

  JizzBunker

  sissy

  flag
• 20:38

  Sissy spit-roast

  2 years ago

  IcePorn

  sissy, spit

  flag
• 40:29

  Lady expresses displeasure Her Sissy Slut Michelle for Not Wearing Proper Lingerie for bed

  2 months ago

  PornHub

  fetish, reality, sissy

  flag
• 23:09

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

  2 months ago

  xHamster

  femdom, pegging, sissy

  flag
• 17:05

  Horny Sissy Caption Story

  2 years ago

  SunPorno

  sissy, story

  flag
• 1:26:08

  Sissy maid

  5 years ago

  TXXX

  sissy

  flag
• 17:40

  Amy - Sissy Slut Bitch (remix)

  4 years ago

  TXXX

  sissy

  flag
• 19:08 thumb_up 67%

  Lady Fatale and Slavena are pegging their sissy Lusinta Castro

  1 year ago

  SunPorno

  femdom, pegging, sissy

  flag
• 17:01

  Sissy maid cleans up your cock

  4 years ago

  PornHub

  blowjob, bareback, sissy

  flag

Popular categories

Other free porn sites