Wifeysworld sissy's

Showing: 1-154 of 503
  • 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
  • Sissys sweet hands

    Sissys sweet hands

    13:29
  • Sissy processed and prissified

    Sissy processed and prissified

    75:34
  • White Sissy Needs BBC

    White Sissy Needs BBC

    6:37
  • White trash sissy whore wendy jane cocksuckin

    White trash sissy whore wendy jane cocksuckin

    2:34
  • Garter Belt + Stockings

    Garter Belt + Stockings

    6:32
  • Naughty redneck sissies

    Naughty redneck sissies

    21:15
  • Crossdressing sissy transvestite roleplay

    Crossdressing sissy transvestite roleplay

    5:05
  • Kim getting some sissy cock

    Kim getting some sissy cock

    1:15
  • Madeline Sissy Instructions

    Madeline Sissy Instructions

    8:18
  • Chastity Sissy Machine Fucked

    Chastity Sissy Machine Fucked

    5:02
  • Sissy maid fucked

    Sissy maid fucked

    24:12
  • House Sissy

    House Sissy

    6:26
  • PUNISHED SISSY SLAVE

    PUNISHED SISSY SLAVE

    3:00
  • Sissy boy gets it

    Sissy boy gets it

    3:03
  • Kevin Gets All Dressed Up and Double Pegged

    Kevin Gets All Dressed Up and Double Pegged

    4:07
  • She turns you into her sissy slut

    She turns you into her sissy slut

    7:38
  • Bi sissy

    Bi sissy

    6:28
  • Sissy & Milf

    Sissy & Milf

    23:07
  • 2 strapon queens fucks a sissy crossdresser...enjoy

    2 strapon queens fucks a sissy crossdresser...enjoy

    23:15
  • Punishing a Sissy Slut

    Punishing a Sissy Slut

    5:37
  • Bisexual sissy slave

    Bisexual sissy slave

    12:53
  • Kim and her sissy

    Kim and her sissy

    0:45
  • Vintage:70s German  Die wilden Lueste meiner Schulfreundin

    Vintage:70s German Die wilden Lueste meiner Schulfreundin

    79:38
  • JAY PLAYS SISSY

    JAY PLAYS SISSY

    3:29
  • Academy for Sissies

    Academy for Sissies

    54:39
  • Strapon Sissy

    Strapon Sissy

    5:58
  • Cuckold Made To Eat A Cummy Meal

    Cuckold Made To Eat A Cummy Meal

    7:58
  • Sissy Boy gets a ass whipping

    Sissy Boy gets a ass whipping

    4:00
  • So your a sissy

    So your a sissy

    2:37
  • Sissy maid sucks & acquires drilled

    Sissy maid sucks & acquires drilled

    2:00
  • Sissy Boys Humiliation

    Sissy Boys Humiliation

    6:37
  • Young French Maid Sissy Tranny Sucks and Fucks

    Young French Maid Sissy Tranny Sucks and Fucks

    14:16
  • Pretty Sissy Reciting His Contract

    Pretty Sissy Reciting His Contract

    1:07
  • ROMY SCHNEIDER

    ROMY SCHNEIDER

    0:58
  • Instruction, Sissy, Humiliation Oh My

    Instruction, Sissy, Humiliation Oh My

    7:03
  • Nina birch

    Nina birch

    16:33
  • German Goddess

    German Goddess

    12:58
  • Strapon Butt Plug BDSM sissy

    Strapon Butt Plug BDSM sissy

    8:58
  • Sissy strap-on fucked by Mistress

    Sissy strap-on fucked by Mistress

    21:13
  • 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
  • COCK SUCKING SISSY

    COCK SUCKING SISSY

    6:57
  • Wifeys World Sissys Sweet Hands

    Wifeys World Sissys Sweet Hands

    13:16
  • Femdom Handjob Tease and Denial BDSM

    Femdom Handjob Tease and Denial BDSM

    8:50
  • Crossdressing sissy and tranny girl in roleplay

    Crossdressing sissy and tranny girl in roleplay

    5:10
  • Women Fucks Sissy Cop With a Strapon

    Women Fucks Sissy Cop With a Strapon

    3:49
  • Sissys sweet hands

    Sissys sweet hands

    13:40
  • Molly - familjeflickan (1978)

    Molly - familjeflickan (1978)

    101:51
  • Kim leting her sissy have some pussy

    Kim leting her sissy have some pussy

    0:22
  • Chastised sissy fuck toys part 2

    Chastised sissy fuck toys part 2

    6:51
  • Sissy Wedding

    Sissy Wedding

    2:37
  • Sissy gets handjob while wearing womens clothes

    Sissy gets handjob while wearing womens clothes

    5:09
  • Sissy cuckold services BBC and wife

    Sissy cuckold services BBC and wife

    1:53
  • Kim and her sissy in sheer panties

    Kim and her sissy in sheer panties

    0:32
  • Sissy Boy Licks Cukcolds Cum black ebony cumshots ebony swallow interracial

    Sissy Boy Licks Cukcolds Cum black ebony cumshots ebony swallow interracial

    5:27
  • Sissy maid sucks cock under mistresses guidance

    Sissy maid sucks cock under mistresses guidance

    11:46
  • Mistress with high heels whips sissy cock

    Mistress with high heels whips sissy cock

    2:05
  • Femdom Sodomizes Sissy doggy style with Boyfriend

    Femdom Sodomizes Sissy doggy style with Boyfriend

    9:07
  • Kevin pegged and sissified By Mistress Tosha and The StrapOnPrinc

    Kevin pegged and sissified By Mistress Tosha and The StrapOnPrinc

    4:07
  • Sissy interacial anal

    Sissy interacial anal

    15:05
  • Sissy boy fucked by wife strapon 1

    Sissy boy fucked by wife strapon 1

    3:02
  • Wife fucks sissy chastity hubby with huge strapon.. enjoy

    Wife fucks sissy chastity hubby with huge strapon.. enjoy

    2:36
  • Strapon sissy

    Strapon sissy

    4:06
  • Sissy Hubby Shares Wife s Hot Pussy

    Sissy Hubby Shares Wife s Hot Pussy

    3:00
  • 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 Cross dresser gets by Kraker

    Sissy Cross dresser gets by Kraker

    2:01
  • Die Wilde Lusten 1984

    Die Wilde Lusten 1984

    79:39
  • Sissy Spank

    Sissy Spank

    4:02
  • Sissy guys helps femdom ladies with dressy

    Sissy guys helps femdom ladies with dressy

    5:13
  • Sissy boy teil 1

    Sissy boy teil 1

    14:59
  • Sissy Whore

    Sissy Whore

    10:01
  • School Girl Amateur strapon part 3

    School Girl Amateur strapon part 3

    5:09
  • Mistress Handjob Sissy Chastity Tease

    Mistress Handjob Sissy Chastity Tease

    8:52
  • Sissy boy fucked by wife 3

    Sissy boy fucked by wife 3

    6:51
  • Sissy in the park

    Sissy in the park

    4:24
  • Sissy crossdresser gets fucked hard with big strapon.. enjoy

    Sissy crossdresser gets fucked hard with big strapon.. enjoy

    8:21
  • Forced to suck cock

    Forced to suck cock

    10:05
  • 12 hour sissy boy

    12 hour sissy boy

    2:56
  • Cuckoldress Prepares for Date

    Cuckoldress Prepares for Date

    8:21
  • Sissy cocksucking slave training

    Sissy cocksucking slave training

    31:00
  • Sissy bath time

    Sissy bath time

    5:13
  • Cuckoldress Jinxypie

    Cuckoldress Jinxypie

    0:56
  • HOT MISTRESS 3

    HOT MISTRESS 3

    10:02
  • Sissy gets opened

    Sissy gets opened

    5:47
  • Bi Sexual Sissy Boy

    Bi Sexual Sissy Boy

    5:35
  • Sissy boy slut BRUTALY POUNDING his ASS into a GAPING HOLE

    Sissy boy slut BRUTALY POUNDING his ASS into a GAPING HOLE

    9:16
  • Sissy

    Sissy

    7:11
  • Chastised  sissy fuck toys

    Chastised sissy fuck toys

    6:41
  • School Girl Amateur Strapon Pt 2

    School Girl Amateur Strapon Pt 2

    5:45
  • Philip&Mark cockloving sissy in action

    Philip&Mark cockloving sissy in action

    2:23
  • Cute little sissy

    Cute little sissy

    0:59
  • Feet worship for Mistress from sissy slave

    Feet worship for Mistress from sissy slave

    7:59
  • Sissy Boy Gets It Up The Ass

    Sissy Boy Gets It Up The Ass

    6:26
  • Upended skewered & All for a Taste !

    Upended skewered & All for a Taste !

    0:15
  • Kim and sissy

    Kim and sissy

    0:35
  • Crossdressing sissy has hard cock in panties

    Crossdressing sissy has hard cock in panties

    5:17
  • Dicklet Wax Torture

    Dicklet Wax Torture

    13:35
  • Femdom - Sissy Boys

    Femdom - Sissy Boys

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

    Goddess Starla, Sissy Randy, Mistress Kitty

    26:07
  • Sissy boy part 2

    Sissy boy part 2

    12:41
  • Steven exposed as a sissy faggot

    Steven exposed as a sissy faggot

    1:13
  • Sissy wants some white meat and gravy

    Sissy wants some white meat and gravy

    14:27
  • Extreme Sissy Fuck

    Extreme Sissy Fuck

    16:21
  • Wife sucking sissy husband 1-3

    Wife sucking sissy husband 1-3

    1:24
  • Hairy SISSY

    Hairy SISSY

    12:39
  • Submissive Cuckold eats cum

    Submissive Cuckold eats cum

    5:11
  • Spanking Tutorial

    Spanking Tutorial

    10:56
  • MMW-Foot Sissy

    MMW-Foot Sissy

    9:52
  • HAND MAID SPANKING 2

    HAND MAID SPANKING 2

    9:05
  • Sissy

    Sissy

    4:53
  • Hot strap-on German Mistress and sissy

    Hot strap-on German Mistress and sissy

    5:00
  • Sissy Boys Humbled Orgasm

    Sissy Boys Humbled Orgasm

    6:25
  • Sissy masterbating in a wet diaper

    Sissy masterbating in a wet diaper

    1:19
  • Sissy maid for Mistress Maya Sinstress

    Sissy maid for Mistress Maya Sinstress

    9:18
  • Sissy maid cuckold husband worships his wife

    Sissy maid cuckold husband worships his wife

    1:29
  • School Girl Amateur Strapon Pt 1

    School Girl Amateur Strapon Pt 1

    5:45
  • Shiny Latex Panty Mastubatuion

    Shiny Latex Panty Mastubatuion

    6:33
  • Femdom Foot Worship with Sissy Slave

    Femdom Foot Worship with Sissy Slave

    9:26
  • Pretty Sissy Strip Tease

    Pretty Sissy Strip Tease

    1:34
  • Mistress Eris And Her Sissy Gurl

    Mistress Eris And Her Sissy Gurl

    5:42
  • Spank and Fuck a Sissy

    Spank and Fuck a Sissy

    1:41
  • Pretty Sissy as Bo Peep

    Pretty Sissy as Bo Peep

    0:40
  • Smothered sissy cuckold 1

    Smothered sissy cuckold 1

    2:02
  • Sissy slave strapon face fucked

    Sissy slave strapon face fucked

    2:08
  • Sissy Slaved Dominated by Two Mistresses

    Sissy Slaved Dominated by Two Mistresses

    34:22
  • Redhead mistress gives footjob

    Redhead mistress gives footjob

    5:24
  • Sissy nikki

    Sissy nikki

    6:40
  • Sissys first cock

    Sissys first cock

    17:07
  • Crossdreser sissy fucked

    Crossdreser sissy fucked

    14:48
  • Sissy gianakopoulou

    Sissy gianakopoulou

    6:26
  • Sissy Mary Oral Training

    Sissy Mary Oral Training

    2:33
  •  brissy giving mistress Bev  a foot service

    brissy giving mistress Bev a foot service

    6:24
  • Whit a sissy slut

    Whit a sissy slut

    0:59
  • Sissy hubby films wife fucked by bbc

    Sissy hubby films wife fucked by bbc

    2:54
  • Face Sitting On Sissy Boy

    Face Sitting On Sissy Boy

    6:15
  • Obedient Hubby Sees Wife Banged

    Obedient Hubby Sees Wife Banged

    5:00
  • BBC Sissy Brianna getting Ass Fucked by Black Cock

    BBC Sissy Brianna getting Ass Fucked by Black Cock

    4:24
  • Sissy idiot slave under heater2

    Sissy idiot slave under heater2

    3:00
  • Sissy boy fucked by wife 2

    Sissy boy fucked by wife 2

    7:53
  • Sissy slut strap-on fucked

    Sissy slut strap-on fucked

    9:55
  • Big tits asian with strapon fucks a sissy man

    Big tits asian with strapon fucks a sissy man

    8:19
  • Jerking And Cum Denial

    Jerking And Cum Denial

    5:17
  • Sissy plays in her bahroom

    Sissy plays in her bahroom

    7:45
  • Sissy-boy elmer

    Sissy-boy elmer

    2:28
  • Sissy Mary Oral Training

    Sissy Mary Oral Training

    2:33
  • Cuckoldress Prepares for Date

    Cuckoldress Prepares for Date

    8:21
  • Forced Sissies

    Forced Sissies

    24:31
  • Sissy Boy Punished Hard

    Sissy Boy Punished Hard

    8:18
  • Sissy Sex Slave

    Sissy Sex Slave

    0:57
  • Hotwife Turns Hubby Into Sissy

    Hotwife Turns Hubby Into Sissy

    3:00
  • Sissy & Milf

    Sissy & Milf

    23:07
  • Sissy Slaved Dominated by Two Mistresses

    Sissy Slaved Dominated by Two Mistresses

    34:22
  • Whit a sissy slut

    Whit a sissy slut

    0:59
  • Sissy Hubby Watches Horny Wife

    Sissy Hubby Watches Horny Wife

    3:02
  • Tiny licking shoes by Mistress Severity

    Tiny licking shoes by Mistress Severity

    0:17
  • Sissy Sweet

    Sissy Sweet

    17:32
  • Ruby and a big sissy boy

    Ruby and a big sissy boy

    7:30

Showing: 1-154 of 503


Descriptions of videos:

AllanahVegas Mind Melting Sissy Hypno
Forced Sissies
Make a charming sissy maid
Sissys sweet hands
Sissy processed and prissified
White Sissy Needs BBC
White trash sissy whore wendy jane cocksuckin
Garter Belt + Stockings
Naughty redneck sissies
Crossdressing sissy transvestite roleplay
Kim getting some sissy cock
Madeline Sissy Instructions
Chastity Sissy Machine Fucked
Sissy maid fucked
House Sissy
PUNISHED SISSY SLAVE
Sissy boy gets it
Kevin Gets All Dressed Up and Double Pegged
She turns you into her sissy slut
Bi sissy
Sissy & Milf
2 strapon queens fucks a sissy crossdresser...enjoy
Punishing a Sissy Slut
Bisexual sissy slave
Kim and her sissy
Vintage:70s German Die wilden Lueste meiner Schulfreundin
JAY PLAYS SISSY
Academy for Sissies
Strapon Sissy
Cuckold Made To Eat A Cummy Meal
Sissy Boy gets a ass whipping
So your a sissy
Sissy maid sucks & acquires drilled
Sissy Boys Humiliation
Young French Maid Sissy Tranny Sucks and Fucks
Pretty Sissy Reciting His Contract
ROMY SCHNEIDER
Instruction, Sissy, Humiliation Oh My
Nina birch
German Goddess
Strapon Butt Plug BDSM sissy
Sissy strap-on fucked by Mistress
WARMING SISSY UP
Brunette mistress likes to dress her sissy boy slaves
COCK SUCKING SISSY
Wifeys World Sissys Sweet Hands
Femdom Handjob Tease and Denial BDSM
Crossdressing sissy and tranny girl in roleplay
Women Fucks Sissy Cop With a Strapon
Sissys sweet hands
Molly - familjeflickan (1978)
Kim leting her sissy have some pussy
Chastised sissy fuck toys part 2
Sissy Wedding
Sissy gets handjob while wearing womens clothes
Sissy cuckold services BBC and wife
Kim and her sissy in sheer panties
Sissy Boy Licks Cukcolds Cum black ebony cumshots ebony swallow interracial
Sissy maid sucks cock under mistresses guidance
Mistress with high heels whips sissy cock
Femdom Sodomizes Sissy doggy style with Boyfriend
Kevin pegged and sissified By Mistress Tosha and The StrapOnPrinc
Sissy interacial anal
Sissy boy fucked by wife strapon 1
Wife fucks sissy chastity hubby with huge strapon.. enjoy
Strapon sissy
Sissy Hubby Shares Wife s Hot Pussy
Woman fucks a sissy cop in his ass with a strapon
Sissy Cross dresser gets by Kraker
Die Wilde Lusten 1984
Sissy Spank
Sissy guys helps femdom ladies with dressy
Sissy boy teil 1
Sissy Whore
School Girl Amateur strapon part 3
Mistress Handjob Sissy Chastity Tease
Sissy boy fucked by wife 3
Sissy in the park
Sissy crossdresser gets fucked hard with big strapon.. enjoy
Forced to suck cock
12 hour sissy boy
Cuckoldress Prepares for Date
Sissy cocksucking slave training
Sissy bath time
Cuckoldress Jinxypie
HOT MISTRESS 3
Sissy gets opened
Bi Sexual Sissy Boy
Sissy boy slut BRUTALY POUNDING his ASS into a GAPING HOLE
Sissy
Chastised sissy fuck toys
School Girl Amateur Strapon Pt 2
Philip&Mark cockloving sissy in action
Cute little sissy
Feet worship for Mistress from sissy slave
Sissy Boy Gets It Up The Ass
Upended skewered & All for a Taste !
Kim and sissy
Crossdressing sissy has hard cock in panties
Dicklet Wax Torture
Femdom - Sissy Boys
Goddess Starla, Sissy Randy, Mistress Kitty
Sissy boy part 2
Steven exposed as a sissy faggot
Sissy wants some white meat and gravy
Extreme Sissy Fuck
Wife sucking sissy husband 1-3
Hairy SISSY
Submissive Cuckold eats cum
Spanking Tutorial
MMW-Foot Sissy
HAND MAID SPANKING 2
Sissy
Hot strap-on German Mistress and sissy
Sissy Boys Humbled Orgasm
Sissy masterbating in a wet diaper
Sissy maid for Mistress Maya Sinstress
Sissy maid cuckold husband worships his wife
School Girl Amateur Strapon Pt 1
Shiny Latex Panty Mastubatuion
Femdom Foot Worship with Sissy Slave
Pretty Sissy Strip Tease
Mistress Eris And Her Sissy Gurl
Spank and Fuck a Sissy
Pretty Sissy as Bo Peep
Smothered sissy cuckold 1
Sissy slave strapon face fucked
Sissy Slaved Dominated by Two Mistresses
Redhead mistress gives footjob
Sissy nikki
Sissys first cock
Crossdreser sissy fucked
Sissy gianakopoulou
Sissy Mary Oral Training
brissy giving mistress Bev a foot service
Whit a sissy slut
Sissy hubby films wife fucked by bbc
Face Sitting On Sissy Boy
Obedient Hubby Sees Wife Banged
BBC Sissy Brianna getting Ass Fucked by Black Cock
Sissy idiot slave under heater2
Sissy boy fucked by wife 2
Sissy slut strap-on fucked
Big tits asian with strapon fucks a sissy man
Jerking And Cum Denial
Sissy plays in her bahroom
Sissy-boy elmer
Sissy Mary Oral Training
Cuckoldress Prepares for Date
Forced Sissies
Sissy Boy Punished Hard
Sissy Sex Slave
Hotwife Turns Hubby Into Sissy
Sissy & Milf
Sissy Slaved Dominated by Two Mistresses
Whit a sissy slut
Sissy Hubby Watches Horny Wife
Tiny licking shoes by Mistress Severity
Sissy Sweet
Ruby and a big sissy boy