Wifeysworld sissy's

Showing: 1-158 of 488
  • AllanahVegas Mind Melting Sissy Hypno

    AllanahVegas Mind Melting Sissy Hypno

    1:07
  • Forced Sissies

    Forced Sissies

    24:31
  • Make a charming sissy maid

    Make a charming sissy maid

    87:57
  • White Sissy Needs BBC

    White Sissy Needs BBC

    6:37
  • Garter Belt + Stockings

    Garter Belt + Stockings

    6:32
  • Sissys sweet hands

    Sissys sweet hands

    13:29
  • Crossdressing sissy transvestite roleplay

    Crossdressing sissy transvestite roleplay

    5:05
  • Sissy processed and prissified

    Sissy processed and prissified

    75:34
  • Naughty redneck sissies

    Naughty redneck sissies

    21:15
  • She turns you into her sissy slut

    She turns you into her sissy slut

    7:38
  • Madeline Sissy Instructions

    Madeline Sissy Instructions

    8:18
  • Sissy strap-on fucked by Mistress

    Sissy strap-on fucked by Mistress

    21:13
  • Sissy maid sucks & acquires drilled

    Sissy maid sucks & acquires drilled

    2:00
  • 2 strapon queens fucks a sissy crossdresser...enjoy

    2 strapon queens fucks a sissy crossdresser...enjoy

    23:15
  • Sissy boy gets it

    Sissy boy gets it

    3:03
  • Chastity Sissy Machine Fucked

    Chastity Sissy Machine Fucked

    5:02
  • Kim getting some sissy cock

    Kim getting some sissy cock

    1:15
  • Kim and her sissy

    Kim and her sissy

    0:45
  • Punishing a Sissy Slut

    Punishing a Sissy Slut

    5:37
  • Academy for Sissies

    Academy for Sissies

    54:39
  • White trash sissy whore wendy jane cocksuckin

    White trash sissy whore wendy jane cocksuckin

    2:34
  • Sissy & Milf

    Sissy & Milf

    23:07
  • Kevin Gets All Dressed Up and Double Pegged

    Kevin Gets All Dressed Up and Double Pegged

    4:07
  • Mistress with high heels whips sissy cock

    Mistress with high heels whips sissy cock

    2:05
  • PUNISHED SISSY SLAVE

    PUNISHED SISSY SLAVE

    3:00
  • Sissy Boys Humiliation

    Sissy Boys Humiliation

    6:37
  • Vintage:70s German  Die wilden Lueste meiner Schulfreundin

    Vintage:70s German Die wilden Lueste meiner Schulfreundin

    79:38
  • Sissy Boy gets a ass whipping

    Sissy Boy gets a ass whipping

    4:00
  • Nina birch

    Nina birch

    16:33
  • JAY PLAYS SISSY

    JAY PLAYS SISSY

    3:29
  • Bi sissy

    Bi sissy

    6:28
  • Strapon Butt Plug BDSM sissy

    Strapon Butt Plug BDSM sissy

    8:58
  • WARMING SISSY UP

    WARMING SISSY UP

    4:36
  • Brunette mistress likes to dress her sissy boy slaves

    Brunette mistress likes to dress her sissy boy slaves

    1:52
  • So your a sissy

    So your a sissy

    2:37
  • ROMY SCHNEIDER

    ROMY SCHNEIDER

    0:58
  • House Sissy

    House Sissy

    6:26
  • Kim leting her sissy have some pussy

    Kim leting her sissy have some pussy

    0:22
  • German Goddess

    German Goddess

    12:58
  • Wifeys World Sissys Sweet Hands

    Wifeys World Sissys Sweet Hands

    13:16
  • Instruction, Sissy, Humiliation Oh My

    Instruction, Sissy, Humiliation Oh My

    7:03
  • Bi Sexual Sissy Boy

    Bi Sexual Sissy Boy

    5:35
  • Sissy maid fucked

    Sissy maid fucked

    24:12
  • Strapon sissy

    Strapon sissy

    4:06
  • Strapon Sissy

    Strapon Sissy

    5:58
  • Sissy boy slut BRUTALY POUNDING his ASS into a GAPING HOLE

    Sissy boy slut BRUTALY POUNDING his ASS into a GAPING HOLE

    9:16
  • Wife fucks sissy chastity hubby with huge strapon.. enjoy

    Wife fucks sissy chastity hubby with huge strapon.. enjoy

    2:36
  • Kevin pegged and sissified By Mistress Tosha and The StrapOnPrinc

    Kevin pegged and sissified By Mistress Tosha and The StrapOnPrinc

    4:07
  • Young French Maid Sissy Tranny Sucks and Fucks

    Young French Maid Sissy Tranny Sucks and Fucks

    14:16
  • Bisexual sissy slave

    Bisexual sissy slave

    12:53
  • Cuckold Made To Eat A Cummy Meal

    Cuckold Made To Eat A Cummy Meal

    7:58
  • School Girl Amateur strapon part 3

    School Girl Amateur strapon part 3

    5:09
  • Sissys sweet hands

    Sissys sweet hands

    13:40
  • Pretty Sissy Reciting His Contract

    Pretty Sissy Reciting His Contract

    1:07
  • Crossdressing sissy and tranny girl in roleplay

    Crossdressing sissy and tranny girl in roleplay

    5:10
  • Sissy gets handjob while wearing womens clothes

    Sissy gets handjob while wearing womens clothes

    5:09
  • 12 hour sissy boy

    12 hour sissy boy

    2:56
  • Femdom Sodomizes Sissy doggy style with Boyfriend

    Femdom Sodomizes Sissy doggy style with Boyfriend

    9:07
  • Molly - familjeflickan (1978)

    Molly - familjeflickan (1978)

    101:51
  • Sissy boy teil 1

    Sissy boy teil 1

    14:59
  • Sissy Hubby Shares Wife s Hot Pussy

    Sissy Hubby Shares Wife s Hot Pussy

    3:00
  • Die Wilde Lusten 1984

    Die Wilde Lusten 1984

    79:39
  • Sissy interacial anal

    Sissy interacial anal

    15:05
  • Mistress Handjob Sissy Chastity Tease

    Mistress Handjob Sissy Chastity Tease

    8:52
  • Kim and her sissy in sheer panties

    Kim and her sissy in sheer panties

    0:32
  • Cuckoldress Prepares for Date

    Cuckoldress Prepares for Date

    8:21
  • Upended skewered & All for a Taste !

    Upended skewered & All for a Taste !

    0:15
  • School Girl Amateur Strapon Pt 2

    School Girl Amateur Strapon Pt 2

    5:45
  • COCK SUCKING SISSY

    COCK SUCKING SISSY

    6:57
  • Sissy crossdresser gets fucked hard with big strapon.. enjoy

    Sissy crossdresser gets fucked hard with big strapon.. enjoy

    8:21
  • Chastised sissy fuck toys part 2

    Chastised sissy fuck toys part 2

    6:51
  • Forced to suck cock

    Forced to suck cock

    10:05
  • Chastised  sissy fuck toys

    Chastised sissy fuck toys

    6:41
  • Sissy Cross dresser gets by Kraker

    Sissy Cross dresser gets by Kraker

    2:01
  • Cute little sissy

    Cute little sissy

    0:59
  • Sissy boy fucked by wife 3

    Sissy boy fucked by wife 3

    6:51
  • Sissy guys helps femdom ladies with dressy

    Sissy guys helps femdom ladies with dressy

    5:13
  • Sissy Boy Gets It Up The Ass

    Sissy Boy Gets It Up The Ass

    6:26
  • Sissy Whore

    Sissy Whore

    10:01
  • Sissy Spank

    Sissy Spank

    4:02
  • Femdom Handjob Tease and Denial BDSM

    Femdom Handjob Tease and Denial BDSM

    8:50
  • Cuckoldress Jinxypie

    Cuckoldress Jinxypie

    0:56
  • Kim and sissy

    Kim and sissy

    0:35
  • Sissy boy fucked by wife strapon 1

    Sissy boy fucked by wife strapon 1

    3:02
  • Sissy Wedding

    Sissy Wedding

    2:37
  • Sissy bath time

    Sissy bath time

    5:13
  • Sissy cuckold services BBC and wife

    Sissy cuckold services BBC and wife

    1:53
  • Sissy cocksucking slave training

    Sissy cocksucking slave training

    31:00
  • Sissy in the park

    Sissy in the park

    4:24
  • Philip&Mark cockloving sissy in action

    Philip&Mark cockloving sissy in action

    2:23
  • Femdom - Sissy Boys

    Femdom - Sissy Boys

    2:13
  • Goddess Starla, Sissy Randy, Mistress Kitty

    Goddess Starla, Sissy Randy, Mistress Kitty

    26:07
  • Spanking Tutorial

    Spanking Tutorial

    10:56
  • Sissy gets opened

    Sissy gets opened

    5:47
  • Dicklet Wax Torture

    Dicklet Wax Torture

    13:35
  • Sissy Boy Licks Cukcolds Cum black ebony cumshots ebony swallow interracial

    Sissy Boy Licks Cukcolds Cum black ebony cumshots ebony swallow interracial

    5:27
  • Wife sucking sissy husband 1-3

    Wife sucking sissy husband 1-3

    1:24
  • Women Fucks Sissy Cop With a Strapon

    Women Fucks Sissy Cop With a Strapon

    3:49
  • Feet worship for Mistress from sissy slave

    Feet worship for Mistress from sissy slave

    7:59
  • Sissy

    Sissy

    7:11
  • Submissive Cuckold eats cum

    Submissive Cuckold eats cum

    5:11
  • Hairy SISSY

    Hairy SISSY

    12:39
  • Extreme Sissy Fuck

    Extreme Sissy Fuck

    16:21
  • Femdom Foot Worship with Sissy Slave

    Femdom Foot Worship with Sissy Slave

    9:26
  • Crossdressing sissy has hard cock in panties

    Crossdressing sissy has hard cock in panties

    5:17
  • MMW-Foot Sissy

    MMW-Foot Sissy

    9:52
  • Sissy maid cuckold husband worships his wife

    Sissy maid cuckold husband worships his wife

    1:29
  • HAND MAID SPANKING 2

    HAND MAID SPANKING 2

    9:05
  • Woman fucks a sissy cop in his ass with a strapon

    Woman fucks a sissy cop in his ass with a strapon

    3:49
  • Sissy Boys Humbled Orgasm

    Sissy Boys Humbled Orgasm

    6:25
  • Hot strap-on German Mistress and sissy

    Hot strap-on German Mistress and sissy

    5:00
  • Sissy

    Sissy

    4:53
  • Mistress Eris And Her Sissy Gurl

    Mistress Eris And Her Sissy Gurl

    5:42
  • Sissy maid sucks cock under mistresses guidance

    Sissy maid sucks cock under mistresses guidance

    11:46
  • Shiny Latex Panty Mastubatuion

    Shiny Latex Panty Mastubatuion

    6:33
  • School Girl Amateur Strapon Pt 1

    School Girl Amateur Strapon Pt 1

    5:45
  • Smothered sissy cuckold 1

    Smothered sissy cuckold 1

    2:02
  • Pretty Sissy Strip Tease

    Pretty Sissy Strip Tease

    1:34
  • Spank and Fuck a Sissy

    Spank and Fuck a Sissy

    1:41
  • Redhead mistress gives footjob

    Redhead mistress gives footjob

    5:24
  • Sissy Slaved Dominated by Two Mistresses

    Sissy Slaved Dominated by Two Mistresses

    34:22
  • Sissy masterbating in a wet diaper

    Sissy masterbating in a wet diaper

    1:19
  • Crossdreser sissy fucked

    Crossdreser sissy fucked

    14:48
  • Sissy wants some white meat and gravy

    Sissy wants some white meat and gravy

    14:27
  • Sissy Mary Oral Training

    Sissy Mary Oral Training

    2:33
  • Sissy gianakopoulou

    Sissy gianakopoulou

    6:26
  • Sissys first cock

    Sissys first cock

    17:07
  • Sissy pool boy gets lucky

    Sissy pool boy gets lucky

    27:41
  • Sissy idiot slave under heater2

    Sissy idiot slave under heater2

    3:00
  •  brissy giving mistress Bev  a foot service

    brissy giving mistress Bev a foot service

    6:24
  • Sissy boy part 2

    Sissy boy part 2

    12:41
  • Cuckold watches milf wife fuck

    Cuckold watches milf wife fuck

    1:18
  • Forrest Foot Worship

    Forrest Foot Worship

    5:40
  • Candy Monroe and her Sissy Cuckold guy

    Candy Monroe and her Sissy Cuckold guy

    4:00
  • Sissy Jeannette gets PUNISHED

    Sissy Jeannette gets PUNISHED

    0:25
  • Sissy Boy Licks Cukcolds Cum

    Sissy Boy Licks Cukcolds Cum

    5:27
  • Sissy whore nikki

    Sissy whore nikki

    12:59
  • Sissy Baby

    Sissy Baby

    3:35
  • Sissy Boy Punished Hard

    Sissy Boy Punished Hard

    8:18
  • Sissy Boy Tied And Jerked

    Sissy Boy Tied And Jerked

    5:26
  • Sissy Spacek & Janit Baldwin in Prime Cut

    Sissy Spacek & Janit Baldwin in Prime Cut

    0:40
  • On Your Toes Sissy Boy

    On Your Toes Sissy Boy

    5:11
  • Big dick and sex hot

    Big dick and sex hot

    5:14
  • Sissy-boy elmer

    Sissy-boy elmer

    2:26
  • Pretty Sissy Angel

    Pretty Sissy Angel

    0:32
  • Mistress Dildos Sissy Slave

    Mistress Dildos Sissy Slave

    14:25
  • MMW-Foot Sissy

    MMW-Foot Sissy

    9:52
  • Pantie Boy Plays With Vibrator

    Pantie Boy Plays With Vibrator

    4:26
  • Black Bull Pounds My Wife

    Black Bull Pounds My Wife

    4:59
  • Two ladies strapon fucking sissy guy

    Two ladies strapon fucking sissy guy

    11:33
  • Crossdressing sissy transvestite roleplay

    Crossdressing sissy transvestite roleplay

    5:05
  • Porn animated girls being fucked by boys

    Porn animated girls being fucked by boys

    1:53
  • German Slut Sissy Pitz Dildo show

    German Slut Sissy Pitz Dildo show

    3:42
  • Mark in a Mask by Mistress Severity

    Mark in a Mask by Mistress Severity

    0:18
  • Sissy Takes A Strapon In The Ass

    Sissy Takes A Strapon In The Ass

    11:24
  • Clamps pain slut

    Clamps pain slut

    0:49
  • Penis Punishment And Chastity

    Penis Punishment And Chastity

    7:05
  • Sissy Boy Takes It Up The Ass

    Sissy Boy Takes It Up The Ass

    4:59
  • Sissy Boy Shoe And Foot Worship

    Sissy Boy Shoe And Foot Worship

    6:04
  • Two Horny Guys Get Shocked By Their Old Mom When She Gets A Strap-On Dildo And Fucks Their Asses

    Two Horny Guys Get Shocked By Their Old Mom When She Gets A Strap-On Dildo And Fucks Their Asses

    33:24

Showing: 1-158 of 488


Descriptions of videos:

AllanahVegas Mind Melting Sissy Hypno
Forced Sissies
Make a charming sissy maid
White Sissy Needs BBC
Garter Belt + Stockings
Sissys sweet hands
Crossdressing sissy transvestite roleplay
Sissy processed and prissified
Naughty redneck sissies
She turns you into her sissy slut
Madeline Sissy Instructions
Sissy strap-on fucked by Mistress
Sissy maid sucks & acquires drilled
2 strapon queens fucks a sissy crossdresser...enjoy
Sissy boy gets it
Chastity Sissy Machine Fucked
Kim getting some sissy cock
Kim and her sissy
Punishing a Sissy Slut
Academy for Sissies
White trash sissy whore wendy jane cocksuckin
Sissy & Milf
Kevin Gets All Dressed Up and Double Pegged
Mistress with high heels whips sissy cock
PUNISHED SISSY SLAVE
Sissy Boys Humiliation
Vintage:70s German Die wilden Lueste meiner Schulfreundin
Sissy Boy gets a ass whipping
Nina birch
JAY PLAYS SISSY
Bi sissy
Strapon Butt Plug BDSM sissy
WARMING SISSY UP
Brunette mistress likes to dress her sissy boy slaves
So your a sissy
ROMY SCHNEIDER
House Sissy
Kim leting her sissy have some pussy
German Goddess
Wifeys World Sissys Sweet Hands
Instruction, Sissy, Humiliation Oh My
Bi Sexual Sissy Boy
Sissy maid fucked
Strapon sissy
Strapon Sissy
Sissy boy slut BRUTALY POUNDING his ASS into a GAPING HOLE
Wife fucks sissy chastity hubby with huge strapon.. enjoy
Kevin pegged and sissified By Mistress Tosha and The StrapOnPrinc
Young French Maid Sissy Tranny Sucks and Fucks
Bisexual sissy slave
Cuckold Made To Eat A Cummy Meal
School Girl Amateur strapon part 3
Sissys sweet hands
Pretty Sissy Reciting His Contract
Crossdressing sissy and tranny girl in roleplay
Sissy gets handjob while wearing womens clothes
12 hour sissy boy
Femdom Sodomizes Sissy doggy style with Boyfriend
Molly - familjeflickan (1978)
Sissy boy teil 1
Sissy Hubby Shares Wife s Hot Pussy
Die Wilde Lusten 1984
Sissy interacial anal
Mistress Handjob Sissy Chastity Tease
Kim and her sissy in sheer panties
Cuckoldress Prepares for Date
Upended skewered & All for a Taste !
School Girl Amateur Strapon Pt 2
COCK SUCKING SISSY
Sissy crossdresser gets fucked hard with big strapon.. enjoy
Chastised sissy fuck toys part 2
Forced to suck cock
Chastised sissy fuck toys
Sissy Cross dresser gets by Kraker
Cute little sissy
Sissy boy fucked by wife 3
Sissy guys helps femdom ladies with dressy
Sissy Boy Gets It Up The Ass
Sissy Whore
Sissy Spank
Femdom Handjob Tease and Denial BDSM
Cuckoldress Jinxypie
Kim and sissy
Sissy boy fucked by wife strapon 1
Sissy Wedding
Sissy bath time
Sissy cuckold services BBC and wife
Sissy cocksucking slave training
Sissy in the park
Philip&Mark cockloving sissy in action
Femdom - Sissy Boys
Goddess Starla, Sissy Randy, Mistress Kitty
Spanking Tutorial
Sissy gets opened
Dicklet Wax Torture
Sissy Boy Licks Cukcolds Cum black ebony cumshots ebony swallow interracial
Wife sucking sissy husband 1-3
Women Fucks Sissy Cop With a Strapon
Feet worship for Mistress from sissy slave
Sissy
Submissive Cuckold eats cum
Hairy SISSY
Extreme Sissy Fuck
Femdom Foot Worship with Sissy Slave
Crossdressing sissy has hard cock in panties
MMW-Foot Sissy
Sissy maid cuckold husband worships his wife
HAND MAID SPANKING 2
Woman fucks a sissy cop in his ass with a strapon
Sissy Boys Humbled Orgasm
Hot strap-on German Mistress and sissy
Sissy
Mistress Eris And Her Sissy Gurl
Sissy maid sucks cock under mistresses guidance
Shiny Latex Panty Mastubatuion
School Girl Amateur Strapon Pt 1
Smothered sissy cuckold 1
Pretty Sissy Strip Tease
Spank and Fuck a Sissy
Redhead mistress gives footjob
Sissy Slaved Dominated by Two Mistresses
Sissy masterbating in a wet diaper
Crossdreser sissy fucked
Sissy wants some white meat and gravy
Sissy Mary Oral Training
Sissy gianakopoulou
Sissys first cock
Sissy pool boy gets lucky
Sissy idiot slave under heater2
brissy giving mistress Bev a foot service
Sissy boy part 2
Cuckold watches milf wife fuck
Forrest Foot Worship
Candy Monroe and her Sissy Cuckold guy
Sissy Jeannette gets PUNISHED
Sissy Boy Licks Cukcolds Cum
Sissy whore nikki
Sissy Baby
Sissy Boy Punished Hard
Sissy Boy Tied And Jerked
Sissy Spacek & Janit Baldwin in Prime Cut
On Your Toes Sissy Boy
Big dick and sex hot
Sissy-boy elmer
Pretty Sissy Angel
Mistress Dildos Sissy Slave
MMW-Foot Sissy
Pantie Boy Plays With Vibrator
Black Bull Pounds My Wife
Two ladies strapon fucking sissy guy
Crossdressing sissy transvestite roleplay
Porn animated girls being fucked by boys
German Slut Sissy Pitz Dildo show
Mark in a Mask by Mistress Severity
Sissy Takes A Strapon In The Ass
Clamps pain slut
Penis Punishment And Chastity
Sissy Boy Takes It Up The Ass
Sissy Boy Shoe And Foot Worship
Two Horny Guys Get Shocked By Their Old Mom When She Gets A Strap-On Dildo And Fucks Their Asses