Crossdresser ^{292 videos}

• thumb_up 85% 01:51

  Mrs Loving Love Anal Time With Her Sissy Crossdresser - Crossdresser Anal

  10 years ago

  xHamster
• thumb_up 71% 15:01

  Mature cosplayers Trisha and Juicy Ginger fuck a crossdresser - Old Lesbians Threesome

  2 years ago

  OkXXX
• thumb_up 85% 17:43

  CD SISSY ENJOYING AN AFTERNOON OF SEX - Crossdresser Fucked

  2 years ago

  PornHub
• thumb_up 85% 01:32

  Blue lingerie blowjob crossdresser - British Mature Amateur Wife

  4 years ago

  xHamster
• thumb_up 87% 07:45

  Dominant TGirl fucks British MILF and crossdresser couple in anal threesome - Big Tits Crossdresser

  1 year ago

  xHamster
• thumb_up 83% 03:52

  Mature Crossdresser Deep Throats Big White Cock - Mature White Lingerie

  12 years ago

  xHamster
• thumb_up 82% 10:12

  Sexi sissy crossdresser se la mama y se folla a su novio - Young Amateur Anal

  3 years ago

  PornHub
• thumb_up 82% 18:18

  Getting my ass fucked by sexy TGirl Gigi - Amateur Mature Big Cock

  2 years ago

  PornHub
• thumb_up 80% 1:03:10

  Amateur TGirl Orgy Part 2 - Mature Stockings Fuck

  3 years ago

  PornHub
• thumb_up 66% 22:46

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  6 years ago

  xHamster
• thumb_up 67% 12:38

  Sexy CD Sissy in red satin lingerie intensely edging per Mistresses orders - Crossdresser Amateur

  1 year ago

  PornHub
• thumb_up 84% 15:50

  CD ENJOYING A FRIENDS COCK .... - Crossdresser Fucked

  1 year ago

  PornHub
• thumb_up 68% 02:10

  Sissy Crossdresser Guy Sucking Cock with Couple - Crossdresser

  5 years ago

  xHamster
• thumb_up 50% 09:38

  German crossdresser meet bdsm femdom domina - Crossdresser Amateur

  11 months ago

  TXXX
• thumb_up 71% 14:44

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

  8 months ago

  HClips
• thumb_up 79% 11:28

  Fabulous Blowjob from Sexy Tgirl Pauline at sex club - Crossdresser Blowjob

  3 years ago

  PornHub
• thumb_up 76% 14:16

  Deepthroat and 69 with sexy big dick TGirl Gigi - Sissy Crossdressers

  2 years ago

  PornHub
• 08:00

  Grannies and crossdressers - Crossdresser Blowjob

  4 years ago

  xHamster
• thumb_up 79% 17:43

  Crossdresser sissy sucks and fucks with mature - Guy Fucks Crossdresser

  3 years ago

  PornHub
• thumb_up 90% 08:34

  Redhead Crossdresser Pounding A Blond Chick Hard - Crossdresser Amateur

  1 year ago

  Upornia
• thumb_up 87% 06:51

  Sissy Kitty Fucked By A Mature Crossdresser - Crossdresser Sissy

  3 years ago

  PornHub
• thumb_up 64% 40:26

  Fetish Liza in PVC outfit and her crossdressing hubby - Crossdresser Blowjob

  5 years ago

  PornHub
• thumb_up 84% 24:35

  TGirl Pauline Sucking Mikes Cock in the Club Toilets - Crossdresser Sucks Cock

  2 years ago

  PornHub
• 06:05

  Sissy Crossdressing Fetish And Bisexual - Crossdresser Sissy

  11 months ago

  HDZog
• thumb_up 86% 20:20

  Big Booty CD Slut Takes My Big Cock & Cums - Doggystyle Ass Fuck

  2 years ago

  PornHub
• 06:55

  Two amateur crossdresses do a photoshoot with a hot redhead British MILF - Crossdresser Amateur

  4 years ago

  PornHub
• 01:46

  Mature crossdresser secretary performs for admirer - Crossdresser Stockings

  13 years ago

  xHamster
• 15:50

  Become My Sissy Bimbo Beta Bitch - Sissification & Feminization with Lady Julina - Dirty Talk German

  9 months ago

  xHamster
• 05:20

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

  6 months ago

  xHamster
• 06:22

  Mega Orgasmus Pantyhose red Nail Transe Crossdresser - Crossdresser Blowjob

  4 years ago

  xHamster
• 07:49

  Bisexual Sissies And Femdom Fantasy Porn - Crossdresser Femdom

  3 years ago

  PornHub
• 13:11

  Femdom flirts crossdresser - Crossdresser Mature

  7 years ago

  TXXX
• thumb_up 53% 13:01

  Crossdresser participates in orgy with two wives squirters - Crossdresser Anal

  4 years ago

  PornHub
• 11:50

  Sissygasm from anal masturbation in sissy slut with closed clit in chastity_sc.21 - Crossdresser

  7 months ago

  PornHub
• thumb_up 75% 03:40

  Crossdresser cums on Stokings - Cum Nylon Legs

  2 years ago

  xHamster
• 22:27

  SANDY CD PLAYS WITH THE PLUMBER AND MILKS HIS MILK - Crossdresser Blowjob

  10 months ago

  PornHub
• thumb_up 79% 16:25

  A Mother Id Like To Fuck A Crossdresser And A Bull - Crossdresser Fucked

  2 years ago

  Upornia
• 13:32

  French Crossdresser .....fucking - French Bdsm Slave

  4 years ago

  xHamster
• thumb_up 73% 15:17

  Full length Mature Step Mom Pantyhose Fetish Fuck. Cock, Pussy, Cum in Filthy Nylon - Crossdresser Blowjob

  2 years ago

  PornHub
• 03:06

  Mistress and her foot maid - Bbw Mistress

  2 years ago

  xHamster
• thumb_up 73% 08:00

  Trisha And Juicy Ginger Fuck A Crossdresser In Lingerie And Share His Dick - BANG! - Crossdressers Fucking

  1 year ago

  TXXX
• thumb_up 72% 13:49

  Sloppy deepthroat and throatpie with Essex Girl Lisa and sissy crossdresser Lucy - Crossdresser Deepthroat

  3 years ago

  PornHub
• thumb_up 57% 26:21

  Sissy Crossdresser Punished By Horny Mistresses - Peg His Ass

  5 months ago

  Upornia
• 03:50

  Crossdressing #1 (Homemade) - Mature Crossdress

  5 years ago

  xHamster
• thumb_up 53% 02:12

  Sissy Maid services the Baroness Essex's Femdom subs - Bisexual Femdom

  11 months ago

  xHamster
• thumb_up 69% 03:28

  Crossdresser Show Cum Walking - Mature Crossdresser Solo

  4 years ago

  PornHub
• 07:42

  Bisexual Crossdressing And Femdom Fantasy Videos - Crossdresser

  3 years ago

  PornHub
• 10:15

  Crossdressing Fetish Femdom! - Crossdresser Solo

  1 year ago

  HClips
• 02:57

  Crossdresser fuck in Blue Nightie 3 (Homemade) - Crossdresser Mature

  5 years ago

  xHamster
• thumb_up 54% 20:49

  SEXY CD IS USED BY HER MASTER AND LORD - Crossdresser Fucked

  1 year ago

  PornHub
• 03:50

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  8 years ago

  HClips
• 08:27

  Crossdresser Hammering A Slutty Chicks Holes - Crossdresser And Milf

  1 year ago

  HClips
• thumb_up 60% 08:45

  Als Crossdresser fick ich ihn - Crossdresser

  3 years ago

  xHamster
• thumb_up 78% 16:25

  Sissy Charlotte learns to deepthroat big cock - Crossdresser Mature

  2 years ago

  PornHub
• thumb_up 82% 11:30

  TGirl Pauline sucking Mikes cock at SheWorld sex club - Mature Crossdresser

  2 years ago

  PornHub
• 21:15

  Big Cock POV Blowjob from Sexy TGirl Pauline - Mature Amateur Monster Cock

  11 months ago

  PornHub
• 20:04

  Mmvfilme - Crossdressing Guy Initiates A Threesome - Crossdresser Threesome

  1 year ago

  TXXX
• 04:35

  Mature in Lingerie & Crossdresser (Homemade) - Crossdresser Stockings

  5 years ago

  xHamster
• 07:24

  Crossdresser licks pussy, fucks, and eats creampie - Pussy Licking Mistress

  3 weeks ago

  xHamster
• thumb_up 69% 01:23

  Jerking my sissy clitty - Stockings Crossdresser

  3 years ago

  xHamster
• thumb_up 69% 16:25

  A MILF, a Crossdresser and a Bull - Bisexual Crossdressers

  8 years ago

  xHamster
• 03:27

  Mature tvrose crossdresser plays with girly cock - Crossdresser Mature

  6 years ago

  TXXX
• 07:06

  Crossdresser Cumshot - Crossdresser Solo

  4 years ago

  PornHub
• 07:18

  Crossdresser Licks Pussy Fucks And Eats Creampie - Stockings Milf

  1 week ago

  HDZog
• 08:12

  MILF in heat bends over for a thick cock and gets facialized - Crossdresser Fucks Girl

  6 months ago

  xHamster
• 04:30

  SISSY CROSSDRESSER WITH DILDO AGAINS THE WALL - Crossdresser Mature

  2 years ago

  xHamster
• thumb_up 67% 08:20

  Hot femboy serial anal squirter - Tina's pussy sooo wet ! - Squirting Compilation

  3 years ago

  xHamster
• 03:29

  Caught crossdressing by stepmom - She lifts his skirt and milks his little dick - Crossdresser

  10 months ago

  xHamster
• 17:12

  Sexy Sissy Crossdresser With Her Toys - Crossdresser Fuck Toy

  1 year ago

  PornHub
• 01:09

  Cum Dump 2 - Crossdresser Stockings

  4 years ago

  xHamster
• 08:24

  Get rid of your cock - The Lady of Feminisation gives you sissy cunt a nice cameltoe panty - Crossdresser Sissy

  6 months ago

  xHamster
• 05:36

  Older Crossdressers Use Dildos On A Younger Female - Crossdresser

  3 years ago

  HClips
• 10:36

  Lucy Essex CD gets a big cock POV deepthroat blowjob by Lisa - Crossdresser Fucked

  11 months ago

  PornHub
• thumb_up 64% 07:36

  Homemade sloppy Blow Job with crossdressing boyfriend - Crossdresser Blowjob

  8 years ago

  xHamster
• thumb_up 66% 21:10

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

  7 years ago

  xHamster
• 17:06

  TGirl Gigi dildo fucked in the ass until she squirts lube out of her ass - Huge Dildo Anal

  7 months ago

  PornHub
• thumb_up 77% 17:17

  Mature Crossdresser 2 long Anal Drilling sessions with Fucking Machine - Crossdresser Sissy

  1 year ago

  PornHub
• thumb_up 61% 23:34

  Essex Girl Lisa - Using my slaves in the bedroom - Crossdresser Mature

  2 years ago

  PornHub
• thumb_up 64% 20:35

  SEXY CD FUCKED HARD BY A FRIEND WHO ENDS UP GIVING HIS SEMEN TO BE SWALLOWED - Sissy Crossdresser

  1 year ago

  PornHub
• thumb_up 65% 02:21

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

  1 year ago

  xHamster
• thumb_up 54% 01:34

  Fucking My Sissy Maid - Sissy Crossdresser Pegging

  3 years ago

  xHamster
• 01:14

  Sexy mature crossdresser fucking awesome teen in a hotel, BDSM - Small Tit Mature Blond

  5 years ago

  TXXX
• 03:31

  Trans Crossdresser Transman Rubs Hairy Pussy - Crossdresser Solo

  2 years ago

  HClips
• 11:02

  I get so Wet when my Sissy Crossdresser Boyfriend wears my Skirt! - Crossdresser

  2 weeks ago

  PornHub
• thumb_up 64% 01:09

  WIFE DIDN'T WANT TO, BUT HUSBAND FUCKED HER ON HIDDEN CAMERA - Forcly Fucked

  3 years ago

  xHamster
• thumb_up 64% 18:07

  Mmvfilme - Schooling A Crossdressing Couple - Crossdresser

  1 year ago

  Upornia
• thumb_up 67% 12:47

  Tgirl anal dildo masturbation - Solo Anal Masturbation

  2 years ago

  PornHub
• 16:12

  Pegging a sissy TGirl and some CBT for good measure - Crossdresser Femdom

  1 year ago

  PornHub
• 05:20

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  1 year ago

  PornHub
• 24:26

  Mistress Punished Crossdressers - Pantyhose Bondage

  11 months ago

  Upornia
• 06:02

  Crossdresser fucked granny - Crossdresser With Grannys

  4 years ago

  xHamster
• 10:53

  Big cock POV masturbation with sexy TGirl Lucy Essex CD - Crossdresser Big Tits

  4 months ago

  PornHub
• 05:59

  Fisting Blowjob For Crossdressing Slave - FemdomSex - Crossdresser Blowjob

  4 months ago

  TXXX
• 12:16

  JennStarXXX - Crossdresser webcum show - Crossdresser Solo Anal

  4 years ago

  PornHub
• 05:58

  Frilly Crossdressing Handjob - Crossdresser Cumshots

  4 years ago

  TXXX
• 27:45

  Sexy TGirl Pauline Facefucking British MILF Essex Girl Lisa - Sloppy Deepthroat

  1 year ago

  PornHub
• 04:21

  She gets off Stroking Her Dick in lingerie with Bi Hubby - Pantyhose Crossdresser

  2 years ago

  xHamster
• 21:33

  Crossdresser transformation - Transformed And Fucked

  2 years ago

  xHamster
• 24:27

  Big booty Latina trans gets spanked and fucked - Crossdresser Interracial

  4 months ago

  PornHub
• 06:00

  Cfnm Dominatrix Milf With Gloves Whips Crossdresser Sub - Crossdresser Pegging

  1 year ago

  Upornia
• thumb_up 78% 11:07

  Smoking and stripping, Cougar waiting for her stallion ! - Crossdresser Mature

  3 years ago

  xHamster
• 13:03

  Sissy sub in bondage slapped and suction her tits makeing them swell - Crossdresser Sissy

  1 year ago

  PornHub
• 02:29

  Pegging my crossdressed hubby - Crossdresser Mature

  1 year ago

  xHamster
• 20:51

  Stop! Feminine sissies do not jerk their cock - sissy training and feminization with Lady Julina - Cock Cage Femdom

  11 months ago

  xHamster
• 12:31

  What a lonely night - crossdresser having fun - Crossdresser Solo

  5 years ago

  PornHub
• 16:37

  German domina and slave crossdresser in BDSM session - Crossdresser

  1 year ago

  xHamster
• 09:26

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  7 years ago

  TXXX
• thumb_up 71% 06:48

  Hotwife fucks crossdresser after blindfolding her sissy cuck - Crossdresser Group Sex

  3 years ago

  xHamster
• thumb_up 89% 08:05

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  3 years ago

  xHamster
• 12:31

  Sissyfas - Video I filmed a year and a half ago. Cumming in front of cam. - Masturbate In Front Of

  1 year ago

  PornHub
• 08:00

  Submissive crossdresser and his passionate tall Dominatrix - Crossdresser Humiliation

  2 months ago

  OkXXX
• 04:01

  Skinny English MILF Wanking off old Crossdressers - Crossdresser

  7 months ago

  TXXX
• 07:02

  Hot Mistress spanks slutty crossdressers ass for wearing her silk panties - Strapon Crossdresser

  9 years ago

  PornHub
• 16:27

  Couple with Crossdresser - Part 1 - Crossdresser Mature Mom

  5 years ago

  xHamster
• thumb_up 83% 05:13

  Older crossdressers use dildos on a female - Crossdresser Dildo

  3 years ago

  PornHub
• thumb_up 62% 14:32

  Amateur TGirl Blowjob Orgy - Crossdresser Essex

  1 year ago

  PornHub
• 14:09

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  7 years ago

  TXXX
• 01:23

  2 dildos im arsch eines crossdressers - Crossdresser

  4 years ago

  xHamster
• 15:02

  Sissy Cums On Dildo - British Mature Masturbation

  2 years ago

  PornHub
• thumb_up 53% 04:33

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

  2 years ago

  xHamster

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