Crossdresser ^{593 videos}

• thumb_up 70% 11:41

  Teen rims mature sissy - Sissy Crossdresser

  6 years ago

  JizzBunker
• thumb_up 70% 02:00

  #Mistress Erika sounding her sub #soundslikezeez - Crossdresser

  3 years ago

  xHamster
• thumb_up 69% 06:22

  Homemade video of mature BBW pleasuring herself in front of submissive sissy crossdresser - Crossdresser Sissy

  10 months ago

  XXXVogue
• thumb_up 69% 03:50

  Crossdressing #1 (Homemade) - Mature Crossdressers With Heels

  7 years ago

  xHamster
• thumb_up 69% 08:20

  Hot femboy serial anal squirter - Tina's pussy sooo wet ! - Crossdresser Sexy

  5 years ago

  xHamster
• thumb_up 69% 22:46

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  7 years ago

  xHamster
• thumb_up 69% 05:20

  BBW stepmom sissy Training with strap on dildo - crossdresser fucked - Pantyhose Mature Fuck

  2 years ago

  xHamster
• thumb_up 69% 05:13

  Older crossdressers use dildos on a younger female - Crossdressing Lingerie

  4 years ago

  IcePorn
• thumb_up 68% 13:32

  French Crossdresser .....fucking - Crossdresser Fucked

  6 years ago

  xHamster
• thumb_up 68% 06:48

  Hotwife fucks crossdresser after blindfolding her sissy cuck - Blindfolded Wife Shared

  5 years ago

  xHamster
• thumb_up 67% 28:05

  Rainbows and Unicorns domme pegs crossdresser - Crossdresser

  2 years ago

  IcePorn
• thumb_up 67% 06:55

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  7 years ago

  JizzBunker
• thumb_up 67% 01:46

  Mature crossdresser secretary performs for admirer - Crossdresser Stockings

  15 years ago

  xHamster
• thumb_up 67% 02:38

  Mature - with a dirty talking crossdresser - Mature Crossdresser

  3 years ago

  JizzBunker
• thumb_up 67% 11:12

  The milf, the teeny and the crossdresser - Crossdresser Sissy

  1 year ago

  xHamster
• thumb_up 67% 05:11

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  6 years ago

  XXXDan
• thumb_up 67% 22:47

  Crossdresser fuck perverse granny - Grannies Crossdresser

  7 years ago

  TXXX
• thumb_up 67% 07:55

  Bisexual busty MILF in pantyhose tits jizzed by crossdresser - Crossdresser

  2 years ago

  VipTube
• thumb_up 67% 07:48

  Bisexual office mature humped in 4some with crossdressers - Crossdresser Mature

  1 year ago

  XoZilla
• thumb_up 67% 08:12

  MILF in heat bends over for a thick cock and gets facialized - Girls Fucking A Crossdresser

  2 years ago

  xHamster
• thumb_up 67% 45:58

  Crossdresser Bound Gagged - Lesbian Crossdresser

  2 years ago

  HDZog
• thumb_up 67% 19:17

  Prostate Massage Cock Milking Cumshot - Blowjob And Prostate Massage

  3 years ago

  xHamster
• thumb_up 67% 08:09

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

  9 months ago

  xHamster
• thumb_up 67% 23:45

  Mature straight schoolgirl dildo lingerie speculum sextoy crossdresser pant - Teen Crossdresser

  6 years ago

  TXXX
• thumb_up 67% 06:26

  I suck my little crossdresser while I get fucked by my fuck machine - French Crossdressers

  3 years ago

  xHamster
• thumb_up 67% 07:30

  This man loves wearing pantyhose and his gf knows how to suck a dick - Crossdresser Pantyhose

  5 years ago

  MyLust
• thumb_up 67% 14:11

  Erotic Female Domination - female domination video - Crossdresser Tied Up

  1 year ago

  OkXXX
• thumb_up 67% 08:00

  Bisex MILF sucks crossdressers cock in 3way till cum on tits - Bisexual Cock Sucking

  2 years ago

  PornGem
• thumb_up 67% 08:00

  Hot busty MILF gives crossdresser a handjob in a steamy threesome - Crossdresser

  1 year ago

  SomePorn
• thumb_up 67% 07:40

  Facesitting dom pegging pantyhose crossdresser with strapon - Crossdresser Pegging

  3 years ago

  VipTube
• thumb_up 67% 05:00

  SPH amateur domina mocks small cock in CFNM - Cfnm Stockings British

  1 year ago

  SomePorn
• thumb_up 66% 02:10

  Sissy Crossdresser Guy Sucking Cock with Couple - Crossdresser Couple

  6 years ago

  xHamster
• thumb_up 66% 02:12

  Sissy Maid services the Baroness Essex's Femdom subs - Female Domination

  2 years ago

  xHamster
• thumb_up 66% 07:49

  Crossdresser in underwear fucks a curvy mature beauty - Crossdresser Fucked

  5 years ago

  HogTV
• thumb_up 66% 20:04

  Mmvfilme - Crossdressing Guy Initiates A Threesome - Crossdresser Mature

  2 years ago

  TXXX
• thumb_up 65% 16:54

  Cute Crossdresser Gets Fucked Like A Woman - Crossdresser Fucked

  2 years ago

  TXXX
• thumb_up 65% 08:45

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  5 years ago

  xHamster
• thumb_up 65% 07:55

  Bisexual big-bosomed mature in pantyhose titties jizzed by crossdr - Mature Anal

  1 year ago

  XoZilla
• thumb_up 64% 03:08

  Mature Crossdresser Gets Cum! - Crossdresser Amateur

  11 years ago

  NuVid
• thumb_up 64% 06:30

  Filthy mommy eats ass of a crossdresser in X-rated free porn vid - Filthy Mature Porn

  11 years ago

  AnySex
• thumb_up 64% 06:40

  Plump stepmom offered her pussy to young stepson for exploration - Small Tit Chubby

  2 years ago

  XXXDan
• thumb_up 64% 08:59

  Sissy Worships Mistress Nylon Legs and Feet in White Socks & Platform Heel - Nylon Footjob

  5 years ago

  TrannyGem
• thumb_up 64% 02:09

  She gets Him Hard with Her Strap-On Dick and a Handjob - Crossdresser And Wife

  4 years ago

  xHamster
• thumb_up 64% 08:00

  Bisexual anal MILF assfucked by crossdresser in 3way - Crossdresser Blowjob

  2 years ago

  PornGem
• thumb_up 63% 03:42

  Old Crossdresser and MILF get a Surprise - Old Crossdressers

  1 year ago

  PornL
• thumb_up 63% 08:00

  The Milf, The Teeny And The Crossdresser - Italian Double Penetration

  1 month ago

  ooXXX
• thumb_up 63% 07:06

  EMILY & BETTY feet COMPILATION AND CROSSDRESSER strap-on - Crossdresser Compilation

  10 months ago

  MatureClub
• thumb_up 63% 14:33

  Vintage Crossdressing - Part 1 - Crossdresser Humiliation

  3 years ago

  Upornia
• thumb_up 63% 01:23

  2 dildos im arsch eines crossdressers - German Nylon Femdom

  5 years ago

  xHamster
• thumb_up 62% 03:54

  I Got Fucked Hard By A Crossdresser - Crossdresser Stockings

  1 year ago

  TXXX
• thumb_up 62% 03:31

  Trans Crossdresser Transman Rubs Hairy Pussy - Crossdresser Solo

  3 years ago

  HClips
• thumb_up 62% 04:01

  Skinny English MILF Wanking off old Crossdressers - Bisexual Crossdressers

  2 years ago

  TXXX
• thumb_up 61% 01:23

  Jerking my sissy clitty - Crossdressing Sissy

  5 years ago

  xHamster
• thumb_up 61% 01:29

  Sissy Crossdresser In Crossdresser Fuck A Pussy Milf In Hotel - Sissy Fucked In Stockings

  4 months ago

  HClips
• thumb_up 61% 09:45

  German Milf And Her Crossdressing Husband - Crossdresser Cuckold

  1 year ago

  TheyAreHuge
• thumb_up 60% 21:10

  Crossdresser enjoys a very painful flogging session in the d - Crossdresser Femdom

  9 years ago

  xHamster
• thumb_up 60% 19:51

  Asian mature woman in stockings humiliates crossdresser lying on the floor - Crossdresser And Woman

  2 years ago

  MyLust
• thumb_up 60% 05:59

  Fisting Blowjob For Crossdressing Slave - FemdomSex - Crossdresser Swallows

  1 year ago

  TXXX
• thumb_up 60% 09:27

  Roberta G crossdressing grandpa pics video with wife - Crossdresser Blowjob

  5 years ago

  xHamster
• thumb_up 60% 08:00

  Bisex butt fucking mom in pantyhose 3way had intercourse by crossdresse - Pantyhose Crossdressers

  1 year ago

  XoZilla
• thumb_up 60% 08:00

  MILFs in tattoos and lingerie take turns getting their assholes stretched by their dominant crossdresser in a wild foursome - Crossdresser

  1 year ago

  SomePorn
• thumb_up 60% 05:56

  Test up 4 - Crossdresser Masturbating

  6 years ago

  JizzBunker
• thumb_up 60% 08:00

  Bisex anal MILF fucked in 3way with inked guy n crossdresser - Mmf Bisexual

  2 years ago

  PornGem
• thumb_up 60% 14:04

  Crossdressing hubby eats wife - Crossdresser Mature

  4 years ago

  xHamster
• thumb_up 59% 01:34

  Fucking My Sissy Maid - Sissy Husband Anal

  4 years ago

  xHamster
• thumb_up 59% 10:20

  Crossdresser student wants mature tutor to teach him dirty things - Crossdresser Blowjob

  2 years ago

  YourLust
• thumb_up 59% 01:44

  BOB MILGATE TOTALLY EXPOSED WEARING BLACK STOCKINGS AND HIGH HEELS - Fetish - Exhibitionist Stockings

  4 years ago

  HomemadeXXX
• thumb_up 59% 17:35

  Moan for me my sissy bitch - sissification with collar, anal plugs and rubber pussy - Slave Collared Femdom

  3 years ago

  xHamster
• thumb_up 59% 13:02

  Crossdresser participates in an orgy with two squirter wives - Crossdresser Amateur

  3 years ago

  XXXDan
• thumb_up 59% 04:33

  With Her Big ass showing she gives Him a Pantyhose Handjob - Crossdresser And Wife

  4 years ago

  xHamster
• thumb_up 58% 05:16

  Stepmother helps her horny sissy stepson cum hard - Cuckold Dirty Talk

  1 year ago

  xHamster
• thumb_up 58% 03:34

  Euro Porn Vids - guy touching pussy dirt - Husband Wife Strapon

  9 months ago

  PornHat
• thumb_up 58% 18:07

  Mmvfilme - Schooling A Crossdressing Couple - Crossdresser Mature

  2 years ago

  Upornia
• thumb_up 58% 06:02

  Crossdresser fucked granny - Mature Crossdresser Fucked

  5 years ago

  xHamster
• thumb_up 58% 05:36

  Older Crossdressers Use Dildos On A Younger Female - Crossdresser Threesome Mature

  4 years ago

  HClips
• thumb_up 58% 13:31

  Elegant MILF and her crossdresser slave - Crossdressing Slaves

  3 years ago

  IcePorn
• thumb_up 58% 12:14

  Crossdresser Bondage 9: Sissy In Spread-eagle And Shaving Penis - Crossdresser Sissy Bondage

  4 years ago

  HClips
• thumb_up 57% 06:13

  Crossdresser Fellow Penetrates A Grannie - German Grannies

  1 week ago

  PornDr
• thumb_up 57% 02:21

  Couple in Pantyhose - Wife in Nylons gives Crossdressing Hubby a Handjob - Bisexual Foot Fetish

  3 years ago

  xHamster
• thumb_up 57% 19:29

  Femdom JOI Sissification. Jerk off Instruction and Humiliation. Arya Grander - Cfnm Jerking Off

  11 months ago

  XXXDan
• thumb_up 57% 07:26

  (emily & Betty) Milf Fuck Crossdresser Whit Strapon, Higheels And Stocking - Crossdresser Strapon

  2 years ago

  VXXX
• thumb_up 57% 09:28

  I collected 2 SISSYGASMS after PEGGING - Latex Mistress Strapon

  9 months ago

  xHamster
• thumb_up 57% 16:27

  Couple with Crossdresser - Part 1 - Crossdresser Humiliation

  6 years ago

  xHamster
• thumb_up 57% 08:24

  Get rid of your cock The Lady of Feminization gives you a nice cameltoe panty to your sissy pussy - Crossdressing Slut

  2 years ago

  XXXDan
• thumb_up 57% 02:31

  Mature perverted crossdresser stroked hid dick wearing fishnet body stocking - Perverted Crossdresser

  11 years ago

  MyLust
• thumb_up 57% 24:26

  Mistress Punished Crossdressers - Mistress T

  2 years ago

  Upornia
• thumb_up 57% 06:55

  CFNM tattooed femina pegs crossdresser with dildo during handjob - Homemade Amateur Pegging

  1 year ago

  SomePorn
• thumb_up 57% 05:55

  Crossdresser cumshot and old milf and girl Young Anina has t - Crossdresser Cumshot

  9 years ago

  VipTube
• thumb_up 56% 07:29

  Bisex office MILF 3some fucked by crossdresser maid - Crossdresser

  1 year ago

  PornGem
• thumb_up 56% 10:22

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

  2 years ago

  xHamster
• thumb_up 56% 05:00

  Domina humiliates small cock crossdresser with fem clothes - Femdom Sph Humiliation

  1 year ago

  PornGem
• thumb_up 56% 07:32

  Crossdresser for sluts viii (homemade) - Nylons Crossdressers

  6 years ago

  XXXDan
• thumb_up 56% 02:19

  PAWG and Friend in Pantyhose - Big Ass Foreplay in Nylon Stockings - crossdressed in min skirt - Mature Bisexual Crossdressers

  3 years ago

  xHamster
• thumb_up 55% 03:27

  Mature tvrose crossdresser plays with girly cock - Mature Crossdresser

  7 years ago

  TXXX
• thumb_up 55% 02:24

  Sissy with great body 4 - Crossdresser Sissy

  6 years ago

  JizzBunker
• thumb_up 55% 18:08

  Watch come-hither floozys xxx - Mom Femdom Pussy Licking

  10 months ago

  OkXXX
• thumb_up 55% 11:09

  Mature crossdresser punishing masked slave in BDSM session - Mature Crossdresser

  1 year ago

  PornLib
• thumb_up 55% 05:00

  Crossdresser fucked granny 2 - Grannies Crossdresser

  2 years ago

  XXXDan
• thumb_up 54% 07:30

  This dude loves to wear his GFs pantyhose and he is crazy about her pussy - Old Couple And Young

  5 years ago

  MyLust
• thumb_up 54% 04:07

  Crossdresser assfucked by strapon doms - Crossdresser Strapon

  2 years ago

  VipTube
• thumb_up 53% 07:48

  Bisexual MILFs enjoy orgy in prison with crossdressers - Crossdresser Femdom

  1 year ago

  SomePorn
• thumb_up 53% 04:32

  Putting makeup and making myself a horny granny on webcam - Grannies On Webcam

  11 years ago

  MyLust
• thumb_up 52% 06:41

  Bisexual crossdressers lick and fuck pantyhose in 3way - Crossdressers Threesome

  1 year ago

  SomePorn
• thumb_up 52% 36:50

  Untitled - Crossdresser Couple

  2 years ago

  JizzBunker
• thumb_up 52% 07:11

  Nina - Mature Face Sitting

  2 years ago

  XXXDan
• thumb_up 52% 18:08

  Watch looking-good dames movie - Dominatrix Crossdresser

  11 months ago

  PornHat
• thumb_up 50% 11:14

  Crossdresser maid indulges in foot worship fantasies - Mature Foot Worship

  2 months ago

  XXXVogue
• thumb_up 50% 08:20

  CFNM MILF in lingerie pegging, sissy cross-dressing - Crossdresser Sissy

  2 years ago

  XXXDan
• thumb_up 50% 01:14

  Sexy mature crossdresser fucking awesome teen in a hotel, BDSM - Mature Crossdressers

  6 years ago

  TXXX
• thumb_up 50% 02:57

  Crossdresser fuck in Blue Nightie 3 (Homemade) - Crossdressers In Lingerie

  7 years ago

  xHamster
• thumb_up 50% 24:25

  JOI Jerk off Instruction and Sissification for Newbie Slut - Crossdresser Cuckold

  5 months ago

  XXXDan
• thumb_up 50% 07:36

  Homemade sloppy Blow Job with crossdressing boyfriend - Mature Crossdresser Blowjob

  9 years ago

  TXXX
• thumb_up 50% 14:56

  Big Boobs, Milfs, sissy, crossdressing, Anal, sexy crossdres - Crossdresser Femdom

  3 years ago

  VipTube
• thumb_up 50% 01:09

  Cum Dump 2 - Wearing Wifes Lingerie

  5 years ago

  xHamster
• thumb_up 50% 07:57

  Bisex office MILFS fucked in 4some with anal crossdresser - Crossdresser Fucked

  1 month ago

  PornGem
• thumb_up 50% 06:30

  CROSSDRESSER - Grannies Crossdresser

  11 years ago

  YourLust
• thumb_up 50% 06:00

  CFNM domina MILF with gloves whipping transvestite sub - Bdsm Crossdresser

  3 years ago

  XXXDan
• thumb_up 50% 08:20

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  2 years ago

  XXXDan
• thumb_up 50% 07:57

  3some bisex MILF in pantyhose fucked by crossdresser - Crossdresser

  1 year ago

  SomePorn
• thumb_up 50% 05:12

  Grannies blowjob and ass licking transvestite - Mature Crossdresser Blowjob

  2 years ago

  XXXDan

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