Wifeysworld sissy's

Showing: 1-142 of 274
  • Naughty redneck sissies

    Naughty redneck sissies

    21:15
  • Strapon Sissy

    Strapon Sissy

    5:58
  • PUNISHED SISSY SLAVE

    PUNISHED SISSY SLAVE

    3:00
  • Forced Sissies

    Forced Sissies

    24:31
  • Make a charming sissy maid

    Make a charming sissy maid

    87:57
  • Garter Belt + Stockings

    Garter Belt + Stockings

    6:32
  • Sissys sweet hands

    Sissys sweet hands

    13:29
  • Punishing a Sissy Slut

    Punishing a Sissy Slut

    5:37
  • Bi sissy

    Bi sissy

    6:28
  • Sissy boy gets it

    Sissy boy gets it

    3:03
  • Sissy processed and prissified

    Sissy processed and prissified

    75:34
  • Sissy & Milf

    Sissy & Milf

    23:07
  • Crossdressing sissy transvestite roleplay

    Crossdressing sissy transvestite roleplay

    5:05
  • Instruction, Sissy, Humiliation Oh My

    Instruction, Sissy, Humiliation Oh My

    7:03
  • Madeline Sissy Instructions

    Madeline Sissy Instructions

    8:18
  • House Sissy

    House Sissy

    6:26
  • Chastity Sissy Machine Fucked

    Chastity Sissy Machine Fucked

    5:02
  • Sissy maid fucked

    Sissy maid fucked

    24:12
  • Sissy cuckold services BBC and wife

    Sissy cuckold services BBC and wife

    1:53
  • 2 strapon queens fucks a sissy crossdresser...enjoy

    2 strapon queens fucks a sissy crossdresser...enjoy

    23:15
  • Extreme Sissy Fuck

    Extreme Sissy Fuck

    16:21
  • Sissy sucks 2

    Sissy sucks 2

    3:35
  • Sissy crossdresser gets fucked hard with big strapon.. enjoy

    Sissy crossdresser gets fucked hard with big strapon.. enjoy

    8:21
  • Kim getting some sissy cock

    Kim getting some sissy cock

    1:15
  • Sissys first cock

    Sissys first cock

    17:07
  • COCK SUCKING SISSY

    COCK SUCKING SISSY

    6:57
  • Kim and her sissy

    Kim and her sissy

    0:45
  • Submissive Cuckold eats cum

    Submissive Cuckold eats cum

    5:11
  • Sissy boy fucked by wife 2

    Sissy boy fucked by wife 2

    7:53
  • Sissy Whore

    Sissy Whore

    10:01
  • Sissy Wedding

    Sissy Wedding

    2:37
  • Academy for Sissies

    Academy for Sissies

    54:39
  • Vintage:70s German  Die wilden Lueste meiner Schulfreundin

    Vintage:70s German Die wilden Lueste meiner Schulfreundin

    79:38
  • Sissy Boys Humiliation

    Sissy Boys Humiliation

    6:37
  • Sissys sweet hands

    Sissys sweet hands

    13:40
  • Sissy maid sucks & acquires drilled

    Sissy maid sucks & acquires drilled

    2:00
  • Kim and her sissy in sheer panties

    Kim and her sissy in sheer panties

    0:32
  • Sissy Boy gets a ass whipping

    Sissy Boy gets a ass whipping

    4:00
  • Bisexual sissy slave

    Bisexual sissy slave

    12:53
  • German Goddess

    German Goddess

    12:58
  • She turns you into her sissy slut

    She turns you into her sissy slut

    7:38
  • Sissy interacial anal

    Sissy interacial anal

    15:05
  • Sissy boy fucked by wife strapon 1

    Sissy boy fucked by wife strapon 1

    3:02
  • Femdom Handjob Tease and Denial BDSM

    Femdom Handjob Tease and Denial BDSM

    8:50
  • Wifeys World Sissys Sweet Hands

    Wifeys World Sissys Sweet Hands

    13:16
  • So your a sissy

    So your a sissy

    2:37
  • Chastised sissy fuck toys part 2

    Chastised sissy fuck toys part 2

    6:51
  • Crossdressing sissy and tranny girl in roleplay

    Crossdressing sissy and tranny girl in roleplay

    5:10
  • HOT MISTRESS 3

    HOT MISTRESS 3

    10:02
  • Sissy Boy Gets It Up The Ass

    Sissy Boy Gets It Up The Ass

    6:26
  • Forced to suck cock

    Forced to suck cock

    10:05
  • Sissy boy teil 1

    Sissy boy teil 1

    14:59
  • Philip&Mark cockloving sissy in action

    Philip&Mark cockloving sissy in action

    2:23
  • School Girl Amateur strapon part 3

    School Girl Amateur strapon part 3

    5:09
  • Crossdressing sissy gets handjob during roleplay

    Crossdressing sissy gets handjob during roleplay

    5:01
  • WARMING SISSY UP

    WARMING SISSY UP

    4:36
  • Sissy Spank

    Sissy Spank

    4:02
  • Goddess Starla, Sissy Randy, Mistress Kitty

    Goddess Starla, Sissy Randy, Mistress Kitty

    26:07
  • Black Bull Pounds My Wife

    Black Bull Pounds My Wife

    4:59
  • Sissy gets opened

    Sissy gets opened

    5:47
  • Sissy in the park

    Sissy in the park

    4:24
  • Sissy Baby

    Sissy Baby

    3:35
  • ROMY SCHNEIDER

    ROMY SCHNEIDER

    0:58
  • Strapon Butt Plug BDSM sissy

    Strapon Butt Plug BDSM sissy

    8:58
  • Crossdressing sissy has hard cock in panties

    Crossdressing sissy has hard cock in panties

    5:17
  • Wife sucking sissy husband 1-3

    Wife sucking sissy husband 1-3

    1:24
  • Kim leting her sissy have some pussy

    Kim leting her sissy have some pussy

    0:22
  • School Girl Amateur Strapon Pt 2

    School Girl Amateur Strapon Pt 2

    5:45
  • Sissy gets handjob while wearing womens clothes

    Sissy gets handjob while wearing womens clothes

    5:09
  • Brunette mistress likes to dress her sissy boy slaves

    Brunette mistress likes to dress her sissy boy slaves

    1:52
  • Sissy maid sucks cock under mistresses guidance

    Sissy maid sucks cock under mistresses guidance

    11:46
  • Crossdreser sissy fucked

    Crossdreser sissy fucked

    14:48
  • Femdom strapon french maid sissy

    Femdom strapon french maid sissy

    9:56
  • Smothered sissy cuckold 1

    Smothered sissy cuckold 1

    2:02
  • Michaels sissy slut

    Michaels sissy slut

    1:51
  • Whit a sissy slut

    Whit a sissy slut

    0:59
  • Femdom Sodomizes Sissy doggy style with Boyfriend

    Femdom Sodomizes Sissy doggy style with Boyfriend

    9:07
  • Sissy sex slave

    Sissy sex slave

    7:25
  • Candy Monroe and her Sissy Cuckold guy

    Candy Monroe and her Sissy Cuckold guy

    4:00
  • Sissy strap-on fucked by Mistress

    Sissy strap-on fucked by Mistress

    21:13
  • Hot job from sissy

    Hot job from sissy

    7:45
  • Sissy Boy Tied And Jerked

    Sissy Boy Tied And Jerked

    5:25
  • Sissy Boy Takes It Up The Ass

    Sissy Boy Takes It Up The Ass

    4:59
  • Sissy cocksucking slave training

    Sissy cocksucking slave training

    31:00
  • Sissy boy fucked by wife 3

    Sissy boy fucked by wife 3

    6:51
  • Strapon sissy

    Strapon sissy

    4:06
  • Sissy masterbating in a wet diaper

    Sissy masterbating in a wet diaper

    1:19
  • Short hair Mistress

    Short hair Mistress

    23:41
  • Sissy Strapon Fuck

    Sissy Strapon Fuck

    16:39
  • Kim and sissy

    Kim and sissy

    0:35
  • 12 hour sissy boy

    12 hour sissy boy

    2:56
  • Molly - familjeflickan (1978)

    Molly - familjeflickan (1978)

    101:51
  • Latex Sissy Maid Cuckold

    Latex Sissy Maid Cuckold

    11:10
  • Sissy Maid

    Sissy Maid

    18:42
  • Bi Sexual Sissy Boy

    Bi Sexual Sissy Boy

    5:35
  • Sissy

    Sissy

    7:11
  • Sissy-boy elmer

    Sissy-boy elmer

    2:28
  • Sissy Boy Licks Cukcolds Cum

    Sissy Boy Licks Cukcolds Cum

    5:26
  • Sissy Boy Gets Anally Machined Trained

    Sissy Boy Gets Anally Machined Trained

    4:50
  • Sissy slut strap-on fucked

    Sissy slut strap-on fucked

    9:55
  • Sissy fucked while hanging in the sling

    Sissy fucked while hanging in the sling

    3:42
  • School Girl Amateur Strapon Pt 1

    School Girl Amateur Strapon Pt 1

    5:45
  • Femdom - Sissy Boys

    Femdom - Sissy Boys

    2:13
  • Sissy Boy Punished Hard

    Sissy Boy Punished Hard

    8:18
  • Cuckold wife cum facial

    Cuckold wife cum facial

    3:25
  • Sissy whore nikki

    Sissy whore nikki

    12:59
  • Kim and her sissy rubbing there panties

    Kim and her sissy rubbing there panties

    1:36
  • MMW-Foot Sissy

    MMW-Foot Sissy

    9:52
  • Sissy boy part 2

    Sissy boy part 2

    12:41
  • Hot strap-on German Mistress and sissy

    Hot strap-on German Mistress and sissy

    5:00
  • Sissy Boy Punished Hard

    Sissy Boy Punished Hard

    8:18
  • Crossdressing sissy gets handjob form domina

    Crossdressing sissy gets handjob form domina

    5:01
  • Crossdressing transvestite roleplay

    Crossdressing transvestite roleplay

    5:05
  • 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 Jeannette gets PUNISHED

    Sissy Jeannette gets PUNISHED

    0:25
  • Upended skewered & All for a Taste !

    Upended skewered & All for a Taste !

    0:15
  • On Your Toes Sissy Boy

    On Your Toes Sissy Boy

    5:11
  • Mexxxican Sissy

    Mexxxican Sissy

    18:37
  • Chastised  sissy fuck toys

    Chastised sissy fuck toys

    6:41
  • Sissy Boy Gets A Finger In The Ass

    Sissy Boy Gets A Finger In The Ass

    6:05
  • Chloe - Sissy Blowjob

    Chloe - Sissy Blowjob

    5:05
  • Sissy bath time

    Sissy bath time

    5:13
  • Nasty secretary pee on every other

    Nasty secretary pee on every other

    3:35
  • Slave sissy made to clean the kitchen

    Slave sissy made to clean the kitchen

    2:09
  • Mistress with high heels whips sissy cock

    Mistress with high heels whips sissy cock

    2:05
  • Big tits asian with strapon fucks a sissy man

    Big tits asian with strapon fucks a sissy man

    8:19
  • Sissy husband rides it

    Sissy husband rides it

    1:16
  • Women Fucks Sissy Cop With a Strapon

    Women Fucks Sissy Cop With a Strapon

    3:49
  • Cuckold watches milf wife fuck

    Cuckold watches milf wife fuck

    1:18
  • Sissy steven bondage

    Sissy steven bondage

    0:51
  • Sissy Boy Gets Spanked

    Sissy Boy Gets Spanked

    9:44
  • Sissy Wimp Takes Charge

    Sissy Wimp Takes Charge

    5:15
  • Tribute slideshow for Petra

    Tribute slideshow for Petra

    1:47
  • Little cock sissy riding dildo

    Little cock sissy riding dildo

    1:34
  • Strapon Angela fucks sissy

    Strapon Angela fucks sissy

    5:45
  • Spanking Tutorial

    Spanking Tutorial

    10:56
  • Sweet Sissy

    Sweet Sissy

    18:27
  • Face Sitting On Sissy Boy

    Face Sitting On Sissy Boy

    6:15
  • Redhead mistress gives footjob

    Redhead mistress gives footjob

    5:24
  • Candle Wax Blow Job

    Candle Wax Blow Job

    7:33
  • Bitch Boi th Fuck Toy

    Bitch Boi th Fuck Toy

    9:07
  • Die Wilde Lusten 1984

    Die Wilde Lusten 1984

    79:39

Showing: 1-142 of 274


Descriptions of videos:

Naughty redneck sissies
Strapon Sissy
PUNISHED SISSY SLAVE
Forced Sissies
Make a charming sissy maid
Garter Belt + Stockings
Sissys sweet hands
Punishing a Sissy Slut
Bi sissy
Sissy boy gets it
Sissy processed and prissified
Sissy & Milf
Crossdressing sissy transvestite roleplay
Instruction, Sissy, Humiliation Oh My
Madeline Sissy Instructions
House Sissy
Chastity Sissy Machine Fucked
Sissy maid fucked
Sissy cuckold services BBC and wife
2 strapon queens fucks a sissy crossdresser...enjoy
Extreme Sissy Fuck
Sissy sucks 2
Sissy crossdresser gets fucked hard with big strapon.. enjoy
Kim getting some sissy cock
Sissys first cock
COCK SUCKING SISSY
Kim and her sissy
Submissive Cuckold eats cum
Sissy boy fucked by wife 2
Sissy Whore
Sissy Wedding
Academy for Sissies
Vintage:70s German Die wilden Lueste meiner Schulfreundin
Sissy Boys Humiliation
Sissys sweet hands
Sissy maid sucks & acquires drilled
Kim and her sissy in sheer panties
Sissy Boy gets a ass whipping
Bisexual sissy slave
German Goddess
She turns you into her sissy slut
Sissy interacial anal
Sissy boy fucked by wife strapon 1
Femdom Handjob Tease and Denial BDSM
Wifeys World Sissys Sweet Hands
So your a sissy
Chastised sissy fuck toys part 2
Crossdressing sissy and tranny girl in roleplay
HOT MISTRESS 3
Sissy Boy Gets It Up The Ass
Forced to suck cock
Sissy boy teil 1
Philip&Mark cockloving sissy in action
School Girl Amateur strapon part 3
Crossdressing sissy gets handjob during roleplay
WARMING SISSY UP
Sissy Spank
Goddess Starla, Sissy Randy, Mistress Kitty
Black Bull Pounds My Wife
Sissy gets opened
Sissy in the park
Sissy Baby
ROMY SCHNEIDER
Strapon Butt Plug BDSM sissy
Crossdressing sissy has hard cock in panties
Wife sucking sissy husband 1-3
Kim leting her sissy have some pussy
School Girl Amateur Strapon Pt 2
Sissy gets handjob while wearing womens clothes
Brunette mistress likes to dress her sissy boy slaves
Sissy maid sucks cock under mistresses guidance
Crossdreser sissy fucked
Femdom strapon french maid sissy
Smothered sissy cuckold 1
Michaels sissy slut
Whit a sissy slut
Femdom Sodomizes Sissy doggy style with Boyfriend
Sissy sex slave
Candy Monroe and her Sissy Cuckold guy
Sissy strap-on fucked by Mistress
Hot job from sissy
Sissy Boy Tied And Jerked
Sissy Boy Takes It Up The Ass
Sissy cocksucking slave training
Sissy boy fucked by wife 3
Strapon sissy
Sissy masterbating in a wet diaper
Short hair Mistress
Sissy Strapon Fuck
Kim and sissy
12 hour sissy boy
Molly - familjeflickan (1978)
Latex Sissy Maid Cuckold
Sissy Maid
Bi Sexual Sissy Boy
Sissy
Sissy-boy elmer
Sissy Boy Licks Cukcolds Cum
Sissy Boy Gets Anally Machined Trained
Sissy slut strap-on fucked
Sissy fucked while hanging in the sling
School Girl Amateur Strapon Pt 1
Femdom - Sissy Boys
Sissy Boy Punished Hard
Cuckold wife cum facial
Sissy whore nikki
Kim and her sissy rubbing there panties
MMW-Foot Sissy
Sissy boy part 2
Hot strap-on German Mistress and sissy
Sissy Boy Punished Hard
Crossdressing sissy gets handjob form domina
Crossdressing transvestite roleplay
Sissy boy slut BRUTALY POUNDING his ASS into a GAPING HOLE
Sissy Jeannette gets PUNISHED
Upended skewered & All for a Taste !
On Your Toes Sissy Boy
Mexxxican Sissy
Chastised sissy fuck toys
Sissy Boy Gets A Finger In The Ass
Chloe - Sissy Blowjob
Sissy bath time
Nasty secretary pee on every other
Slave sissy made to clean the kitchen
Mistress with high heels whips sissy cock
Big tits asian with strapon fucks a sissy man
Sissy husband rides it
Women Fucks Sissy Cop With a Strapon
Cuckold watches milf wife fuck
Sissy steven bondage
Sissy Boy Gets Spanked
Sissy Wimp Takes Charge
Tribute slideshow for Petra
Little cock sissy riding dildo
Strapon Angela fucks sissy
Spanking Tutorial
Sweet Sissy
Face Sitting On Sissy Boy
Redhead mistress gives footjob
Candle Wax Blow Job
Bitch Boi th Fuck Toy
Die Wilde Lusten 1984