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Category: Crossdressing Videosshowing 1-246 of 13145Order by: RateDateDurationPages: 12 3 ... 54
  • My First Video As Crossdresser

    My First Video As Crossdresser

    2:33August 15, 2009
  • Busty ebony shemale getting her asshole licked and fucked by a white guy

    Busty ebony shemale getting her a...

    5:10August 1, 2012
  • Crossdresser sissy slave is fucked in his ass by strict strapon redhead

    Crossdresser sissy slave is fucke...

    5:00July 23, 2018
  • The finishing touches

    The finishing touches

    7:05August 30, 2011
  • Pro Sorry Training & Feminization 1

    Pro Sorry Training & Feminization 1

    12:09July 8, 2018
  • Masturbation show from a crossdresser in pantyhose

    Masturbation show from a crossdre...

    1:31April 3, 2011
  • Mature guy drills crossdresser

    Mature guy drills crossdresser

    32:43September 8, 2011
  • Lucy Crossdress Vol. 3

    Lucy Crossdress Vol. 3

    4:13October 19, 2017
  • Nenacd anal bottle playing

    Nenacd anal bottle playing

    5:27March 26, 2011
  • polish crossdresser sucks black cock poland

    polish crossdresser sucks black c...

    2:23January 17, 2018
  • Prisoner sucking a crossdresser sissy

    Prisoner sucking a crossdresser sissy

    6:01February 11, 2013
  • ALHENA ADAMS FACE FUCKED AND COCK SLAPPED BY BBC

    ALHENA ADAMS FACE FUCKED AND COCK...

    9:52July 29, 2018
  • Posh tranny uses male cock

    Posh tranny uses male cock

    5:10September 4, 2012
  • cute yng gf's crossed sexy long legs, feets

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    1:23June 29, 2018
  • Homemade motions with a fat crossdresser

    Homemade motions with a fat cross...

    17:21April 7, 2011
  • Sissy Shower Dildo

    Sissy Shower Dildo

    3:02June 18, 2018
  • Randy crossdresser in stockings fucked

    Randy crossdresser in stockings fucked

    8:21January 2, 2012
  • SexyMelts Jerks Her Huge Cock on Cam to Satisfying Cumshot

    SexyMelts Jerks Her Huge Cock on ...

    1:10August 6, 2018
  • Skinny tranny plays with cock

    Skinny tranny plays with cock

    5:12August 23, 2012
  • Shaz & Amy Anal Fuck

    Shaz & Amy Anal Fuck

    11:35October 22, 2012
  • Anal Dildo Stuffing By A Crossdresser

    Anal Dildo Stuffing By A Crossdresser

    10:19May 7, 2011
  • Ass playing solo

    Ass playing solo

    2:06May 3, 2012
  • Crossdresser strokes in pantyhose and cums

    Crossdresser strokes in pantyhose...

    3:28April 3, 2011
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    6:25December 24, 2011
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    0:25October 3, 2017
  • Busty shemale opens her sexy legs wide and takes a dick in her ass

    Busty shemale opens her sexy legs...

    5:10August 1, 2012
  • Broccolibutts - Crossdresser gives short cocktease

    Broccolibutts - Crossdresser give...

    0:39October 8, 2017
  • Me and my big dildo

    Me and my big dildo

    4:54October 12, 2011
  • Filthy Transgender Shooting Jizz In Goblet

    Filthy Transgender Shooting Jizz ...

    8:09April 3, 2011
  • Crossdresser shows his body

    Crossdresser shows his body

    11:11April 6, 2011
  • Sissy slut showing of again

    Sissy slut showing of again

    1:49April 19, 2011
  • Gay in bondage fucked by black shemale

    Gay in bondage fucked by black shemale

    1:47October 11, 2012
  • Amateur crossdresser fucking

    Amateur crossdresser fucking

    8:21August 20, 2011
  • Amateur crossdresser drills girl on cam

    Amateur crossdresser drills girl on cam

    16:05August 17, 2012
  • Crossdresser In Homemade Solo Clip

    Crossdresser In Homemade Solo Clip

    3:19April 29, 2011
  • Japanese Schoolgirl Sissy - dance

    Japanese Schoolgirl Sissy - dance

    5:14June 15, 2018
  • Hot crossdresser gets some nice upskirt rimming

    Hot crossdresser gets some nice u...

    5:49March 10, 2018
  • Debbie Heart Solo In Red Lingerie

    Debbie Heart Solo In Red Lingerie

    11:36April 15, 2011
  • Fabiana smokes

    Fabiana smokes

    4:28October 12, 2012
  • Hot crossdresser asshole

    Hot crossdresser asshole

    1:51April 7, 2011
  • Hot crossdresser

    Hot crossdresser

    12:25December 5, 2017
  • Amateur Black Crossdresser Rides White Dick

    Amateur Black Crossdresser Rides ...

    8:49September 21, 2011
  • Slutty Crossdresser In Action

    Slutty Crossdresser In Action

    4:45June 3, 2011
  • Sissy drinking piss

    Sissy drinking piss

    1:35February 15, 2013
  • Facefucking my bitch outdoors

    Facefucking my bitch outdoors

    4:20January 10, 2012
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    4:10November 16, 2017
  • Hot crossdresser jerking

    Hot crossdresser jerking

    2:17April 5, 2011
  • Crossed Ankles Jerk Off

    Crossed Ankles Jerk Off

    1:03July 20, 2009
  • Halloween Skullgurl (Crossdresser solo)

    Halloween Skullgurl (Crossdresser solo)

    25:00November 2, 2017
  • Crossdresser with dildo

    Crossdresser with dildo

    1:26June 29, 2018
  • Rosie Pearl at play with her toys

    Rosie Pearl at play with her toys

    21:32September 6, 2011
  • Fetish Crossdresser Dildoing His Ass

    Fetish Crossdresser Dildoing His Ass

    3:11April 3, 2011
  • Crossdressed Jack

    Crossdressed Jack

    7:32August 3, 2009
  • Cute crossdresser masturbation

    Cute crossdresser masturbation

    1:56September 20, 2011
  • Crossdressing sissy roleplay with pink dress

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    5:52July 31, 2011
  • Freaks of Nature 144 Japanese Crossdresser fucking 2

    Freaks of Nature 144 Japanese Cro...

    10:12January 8, 2013
  • crossdress Sklavin darf blasen und schlucken

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    1:16November 3, 2017
  • Amateur CD doggystyle

    Amateur CD doggystyle

    22:42February 6, 2013
  • cumload for daddy

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    10:51March 20, 2012
  • Two crossdressers sucking and fucking motions

    Two crossdressers sucking and fuc...

    10:57April 6, 2011
  • Humiliatrix getting rough on a sissy

    Humiliatrix getting rough on a sissy

    6:00February 19, 2012
  • Busty Cutie Gets Barebacked & Creamed

    Busty Cutie Gets Barebacked & Creamed

    16:00February 23, 2013
  • I cum for u

    I cum for u

    1:03May 6, 2011
  • Butt Probed Blonde Tranny

    Butt Probed Blonde Tranny

    5:17September 29, 2012
  • Redhead Crossdresser Gets Fucked

    Redhead Crossdresser Gets Fucked

    8:14May 14, 2012
  • Crossdresser solo at home

    Crossdresser solo at home

    2:07April 4, 2011
  • PETITE DESI SISSY POUNDED DOGGY STYLE AND CUMS HARD

    PETITE DESI SISSY POUNDED DOGGY S...

    1:52June 22, 2018
  • A big black dildo deep in my ass

    A big black dildo deep in my ass

    2:09May 17, 2012
  • My lover fucks me

    My lover fucks me

    8:45May 30, 2012
  • Lonely gorgeous brunette Tgirl Lourranny goes really horny

    Lonely gorgeous brunette Tgirl Lo...

    4:02July 30, 2012
  • Mature Crossdresser Jerking Off His Dick

    Mature Crossdresser Jerking Off H...

    12:27April 13, 2011
  • Amateur crossdresser solo

    Amateur crossdresser solo

    13:34August 27, 2011
  • Amateur crossdresser fleshlight pleasure

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    20:19September 5, 2011
  • Filthy Crossdresser Gets Hard Cock Through The Ripped Pantyhose

    Filthy Crossdresser Gets Hard Coc...

    13:03April 3, 2011
  • Dildo for a crossdresser

    Dildo for a crossdresser

    1:38April 4, 2011
  • Sex toy for a bad crossdresser solo

    Sex toy for a bad crossdresser solo

    4:11April 6, 2011
  • Lady Cloe Highheels Anal Plug & Dildo Fetish

    Lady Cloe Highheels Anal Plug &am...

    22:20May 7, 2011
  • Crossdresser in office with homemade sex machine

    Crossdresser in office with homem...

    8:52April 3, 2011
  • Welcome in a sissy hole

    Welcome in a sissy hole

    11:19June 16, 2018
  • Sissy Crossdresser on a BBC Dildo!

    Sissy Crossdresser on a BBC Dildo!

    4:59July 30, 2018
  • Blonde touches crossdressing sissy under his skirt

    Blonde touches crossdressing siss...

    6:56September 30, 2011
  • Amateur TS jerking & dildoing anus

    Amateur TS jerking & dildoing anus

    3:51April 20, 2011
  • Webcam CD plays with a dildo

    Webcam CD plays with a dildo

    4:25December 29, 2011
  • crossdressing

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    2:03January 15, 2013
  • Crossdressers compilation

    Crossdressers compilation

    4:55December 29, 2011
  • Crossdresser Out Driving

    Crossdresser Out Driving

    2:31June 14, 2010
  • Crossdresser Solo in Amateur Movie

    Crossdresser Solo in Amateur Movie

    21:43April 3, 2011
  • Solo Transgender Bondaging Himself

    Solo Transgender Bondaging Himself

    14:07April 5, 2011
  • Horny crossdresser dildoing his ass on cam

    Horny crossdresser dildoing his a...

    14:59December 5, 2011
  • ass to mouth session with skanky sissy

    ass to mouth session with skanky sissy

    4:59July 1, 2018
  • Amateur crossdresser wanking with sloppy cum

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    1:27March 22, 2012
  • Double crossed legged desperation

    Double crossed legged desperation

    5:43June 27, 2018
  • crossdresser suck and fuck a cock

    crossdresser suck and fuck a cock

    3:04October 24, 2017
  • Marines Straight Young Boy Fuck With Japanese Crossdresser

    Marines Straight Young Boy Fuck W...

    2:51November 30, 2017
  • Mature Crossdresser Wanking Solo

    Mature Crossdresser Wanking Solo

    3:23September 24, 2011
  • Mexican crossdresser

    Mexican crossdresser

    1:41September 26, 2012
  • Dirty Guy Bonking Two Crossdressers

    Dirty Guy Bonking Two Crossdressers

    19:20May 5, 2011
  • Crossdresser in red shoes cumming

    Crossdresser in red shoes cumming

    1:45September 21, 2011
  • Uniformed CD banged by man

    Uniformed CD banged by man

    34:02February 10, 2013
  • So i wank in my Nylons

    So i wank in my Nylons

    2:30May 11, 2011
  • Sexy tranny slut Thomasina

    Sexy tranny slut Thomasina

    5:33April 5, 2011
  • My video for you

    My video for you

    2:31March 23, 2012
  • Crossdresser first video

    Crossdresser first video

    1:06June 29, 2018
  • CD plays with dildo

    CD plays with dildo

    1:32:39June 10, 2012
  • Crossdresser Pantyhose Partie 1 Pjm gay porn gays gay cumshots swallow stud hunk

    Crossdresser Pantyhose Partie 1 P...

    3:42January 31, 2012
  • Dirty crossdresser nude at bed

    Dirty crossdresser nude at bed

    9:35August 13, 2012
  • Fetished busty tranny dominates crossdresser

    Fetished busty tranny dominates c...

    15:00December 14, 2011
  • Amateur CD gets big black cock

    Amateur CD gets big black cock

    10:05March 19, 2012
  • Scarlett takes Daddys facial

    Scarlett takes Daddys facial

    5:46July 18, 2018
  • Sp cial delivery for crossdresser

    Sp cial delivery for crossdresser

    1:25:38July 27, 2018
  • Crossdresser fuck each other

    Crossdresser fuck each other

    7:00June 16, 2018
  • Crossdresser Paola shows her sexy ass

    Crossdresser Paola shows her sexy ass

    2:33February 15, 2012
  • White sissy FOOTJOB!!!

    White sissy FOOTJOB!!!

    1:09August 3, 2018
  • Hot CD Amateur Fucking

    Hot CD Amateur Fucking

    1:03May 21, 2012
  • Amateur crossdresser in lingerie outdoors

    Amateur crossdresser in lingerie ...

    12:18August 29, 2011
  • Monster dick in shower

    Monster dick in shower

    16:44April 3, 2011
  • Nasty Crossdresser In Homemade Video

    Nasty Crossdresser In Homemade Video

    8:37April 2, 2011
  • Crossdresser Amateur Striptease

    Crossdresser Amateur Striptease

    5:40October 18, 2012
  • Amateur crossdresser shows his ass hole

    Amateur crossdresser shows his ass hole

    33:04September 11, 2011
  • Dirty crossdresser nude at bed

    Dirty crossdresser nude at bed

    9:35April 7, 2011
  • Crossdresser fucked in the ass and mouth.

    Crossdresser fucked in the ass an...

    5:53June 10, 2018
  • TWO COCKS IN A SISSY-FAGGOT'S HOLE

    TWO COCKS IN A SISSY-FAGGOT'S HOLE

    9:20June 15, 2018
  • Mature Crossdresser Blowjobs

    Mature Crossdresser Blowjobs

    5:31April 6, 2011
  • Horny Group Fuck

    Horny Group Fuck

    31:11February 9, 2013
  • Homemade Crossdresser Masturbation

    Homemade Crossdresser Masturbation

    0:58April 11, 2011
  • Mature horny cd show on cam

    Mature horny cd show on cam

    2:01December 3, 2011
  • crossdressing fun pov

    crossdressing fun pov

    5:38February 13, 2013
  • Dance crossdresser

    Dance crossdresser

    0:56August 2, 2018
  • Candid Fuckable Crossed Legs 1

    Candid Fuckable Crossed Legs 1

    1:11July 5, 2018
  • Solo Tranny Rebecca Lee

    Solo Tranny Rebecca Lee

    17:05March 26, 2011
  • Crossdresser cums in pantyhose

    Crossdresser cums in pantyhose

    2:59April 18, 2011
  • Hot redhead CD loves sex

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    13:45January 19, 2013
  • Guy & Crossdresser Mutual Condom Dongs Sucking

    Guy & Crossdresser Mutual Con...

    23:06April 4, 2011
  • Sexy CD shows his body

    Sexy CD shows his body

    13:56April 2, 2012
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    0:55July 2, 2018
  • Amateur Crossdresser Dildoing

    Amateur Crossdresser Dildoing

    8:25October 13, 2011
  • Teen randy crossdresser solo

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    7:35February 5, 2012
  • Daddy fucks Crossdresser

    Daddy fucks Crossdresser

    7:48November 20, 2017
  • Blond crossdresser plays on the table

    Blond crossdresser plays on the table

    5:41April 3, 2011
  • Pretty teen crossdresser sucked

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    10:05February 17, 2012
  • Asian CD sucking POV 2

    Asian CD sucking POV 2

    5:15May 3, 2012
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    2:50August 7, 2018
  • Crossdresser showing big cock upskirt

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    5:10February 28, 2012
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    5:43May 3, 2012
  • Piquant Crossdresser Playing His Cock

    Piquant Crossdresser Playing His Cock

    13:00April 3, 2011
  • Vintage CD is hot to trot

    Vintage CD is hot to trot

    17:11February 10, 2013
  • Crossdresser gets tight ass fingered

    Crossdresser gets tight ass fingered

    5:11February 6, 2013
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    10:58March 18, 2012
  • I love Tgirls

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    4:42January 19, 2013
  • Crossdresser Dancing In Blue Nightie

    Crossdresser Dancing In Blue Nightie

    19:25March 8, 2011
  • Hot crossdresser blows her bf and gets her nice ass fucked part 1

    Hot crossdresser blows her bf and...

    6:09May 28, 2018
  • Amateur CD exposing her ass

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    4:11March 19, 2012
  • Yammy Crossdresser Jerking

    Yammy Crossdresser Jerking

    1:54April 3, 2011
  • Crossdresser Posing On Web Cam

    Crossdresser Posing On Web Cam

    1:05October 12, 2011
  • My first time crossdressing was so hot

    My first time crossdressing was so hot

    14:09December 7, 2017
  • Sissy loves womens clothes in roleplay

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    7:24November 5, 2012
  • Crossdresser inserts dildo in asshole with pantyhose

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    8:54April 3, 2011
  • Crazy CD on omegle (crossdresser)

    Crazy CD on omegle (crossdresser)

    2:04June 27, 2018
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    0:37August 8, 2018
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    11:52April 4, 2011
  • Two tranny sluts share a cock

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    5:08October 6, 2012
  • This crossdresser adores outdoor fun!

    This crossdresser adores outdoor fun!

    6:54April 3, 2011
  • Crossdresser gamiemai

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    0:26July 1, 2018
  • Sissy Slaved Dominated by Two Mistresses

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    34:22May 27, 2012
  • First steps on super heels

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    3:09January 5, 2012
  • Guy has a fun with sexy CDs

    Guy has a fun with sexy CDs

    1:24:12February 11, 2013
  • Randy CD gets fucked by busty female with strapon

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    15:48October 6, 2011
  • Crossdressers wank in the dressing room

    Crossdressers wank in the dressing room

    3:56April 6, 2011
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    17:05April 3, 2011
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    23:19April 4, 2011
  • Outdoor crossdresser & his sex toys

    Outdoor crossdresser & his sex toys

    7:54September 19, 2011
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    18:33May 22, 2012
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    2:51January 10, 2013
  • Julia X Jerking for a Self Facial and Cum in Mouth

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    2:58August 1, 2018
  • Sissy Maid Solo

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    1:37October 13, 2011
  • D fucks guy ass

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    11:46March 20, 2012
  • Crossdresser in red wants satisfaction

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    16:49April 4, 2011
  • Kelly Sun pissdrenched by male crossdresser

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    10:00July 13, 2018
  • Amateur Crossdresser In A Shower

    Amateur Crossdresser In A Shower

    2:52October 7, 2011
  • Bisexual Domination And Femdom Training Videos

    Bisexual Domination And Femdom Tr...

    8:15July 17, 2018
  • Blonde Transgender Sticking Butt On Toy

    Blonde Transgender Sticking Butt On Toy

    15:36April 5, 2011
  • Kelcey is crossdress slut

    Kelcey is crossdress slut

    5:16May 16, 2012
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    5:05September 7, 2011
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    22:55September 2, 2012
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    4:38June 27, 2018
  • Amateur Transsexual In Stockings Whacking Off

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    19:25April 3, 2011
  • Amateur Crossdresser Splitting Ass With A Toy

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    23:34April 5, 2011
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    4:15July 4, 2018
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    1:34July 28, 2018
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    10:28August 31, 2011
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    6:14July 21, 2018
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    1:50July 14, 2018
  • Strip and Shave

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    4:20April 22, 2011
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    1:42August 14, 2012
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    0:22March 7, 2011
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    10:45October 10, 2011
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    0:44April 28, 2018
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    5:42April 3, 2011
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    3:11January 17, 2013
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    6:00January 30, 2012
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    1:20September 3, 2011
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    1:23April 4, 2011
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    2:26April 3, 2011
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    2:08April 5, 2011
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    17:37September 7, 2011
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    16:05September 12, 2011
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    17:03June 6, 2012
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    23:28April 2, 2011
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    5:00May 11, 2011
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    4:56August 23, 2011
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    14:01April 3, 2011
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    11:15August 7, 2018
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    33:08July 8, 2018
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    1:10July 1, 2018
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    29:24March 3, 2018
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    9:52April 3, 2011
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    13:29October 20, 2011
  • Debbie Heart Strip Dance

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    19:19April 18, 2011
  • Debbie Heart The Chastity Device

    Debbie Heart The Chastity Device

    18:43April 20, 2011
  • Skillful Crossdresser Stuffed By A Dildo

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    2:14June 1, 2011
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    18:25October 4, 2011
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    2:06April 4, 2011
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    3:22April 8, 2011
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    12:01September 10, 2011
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    1:02October 1, 2012
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    7:24June 21, 2018
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    8:40November 16, 2012
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    11:07April 4, 2011
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    2:06October 6, 2012
  • Crossdresser In Stockings And Toy, With A Surprise Ending!

    Crossdresser In Stockings And Toy...

    6:33July 22, 2009
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