Free Sissies Videos. Page 20.

My stepdaughter comes home late from a party and I dress her up as a sissy slut and give her a condom 10:23

My stepdaughter comes home late from a party and I dress her up as a sissy slut and give her a condom

Explore the world of BDSM and feminization with this POV video 08:37

Explore the world of BDSM and feminization with this POV video

Beautiful shemale Sissy’s first time giving a blowjob and getting fucked in various positions. 05:01

Beautiful shemale Sissy’s first time giving a blowjob and getting fucked in various positions.

Your stepmom takes charge and turns you into a submissive sissy by Lou Nesbit 10:00

Your stepmom takes charge and turns you into a submissive sissy by Lou Nesbit

Beautiful shemale in lingerie, anal sex in a hot scene 03:33

Beautiful shemale in lingerie, anal sex in a hot scene

Amateur step sissy gets her fill of big cock and rough sex 13:07

Amateur step sissy gets her fill of big cock and rough sex

Amateur shemale experiences the ultimate pleasure with a transsexual toy 07:13

Amateur shemale experiences the ultimate pleasure with a transsexual toy

Gay amateur in stockings gets his balls stretched and rides a dildo 02:48

Gay amateur in stockings gets his balls stretched and rides a dildo

Hot shemale couple enjoys tight anal play together 06:23

Hot shemale couple enjoys tight anal play together

Bi-curious sissy girl dominates in fetish video 05:58

Bi-curious sissy girl dominates in fetish video

Hentai animation of a transgender woman and a futa engaging in sexual activities on a train 31:58

Hentai animation of a transgender woman and a futa engaging in sexual activities on a train

Crossdressing as a fetish? Explore the world of domination and submission 08:03

Crossdressing as a fetish? Explore the world of domination and submission

Sissy crossdress in real amateur homemade video. 08:38

Sissy crossdress in real amateur homemade video.

Teen sissy Paige owen gets her punishment in family POV 08:14

Teen sissy Paige owen gets her punishment in family POV

Crossdresser's dildo play and jerking off 02:01

Crossdresser's dildo play and jerking off

A beautiful redhead woman gets her ass pounded by a big cock 06:02

A beautiful redhead woman gets her ass pounded by a big cock

Panties and lingerie will make you look adorable in a sissy girl outfit 08:24

Panties and lingerie will make you look adorable in a sissy girl outfit

Amateur shemale beats and enjoys a feminine touch 04:50

Amateur shemale beats and enjoys a feminine touch

Sissy training with female domination and humiliation 08:09

Sissy training with female domination and humiliation

Strapon and jerk off instructions in sissy fucking and prostate milking video 05:01

Strapon and jerk off instructions in sissy fucking and prostate milking video

Sissy cuckold slave fantasy with Latina Mistress Charlotte 06:28

Sissy cuckold slave fantasy with Latina Mistress Charlotte

Crossdressing amateur shares bisexual desires in solo video 12:36

Crossdressing amateur shares bisexual desires in solo video

Amateur cocksuckers: A sissygasm compilation of shemales 06:21

Amateur cocksuckers: A sissygasm compilation of shemales

Voyeuristic video of a straight man posing in panties 04:03

Voyeuristic video of a straight man posing in panties

Femdom instructs submissive in chastity cage with encouragement and teasing 09:20

Femdom instructs submissive in chastity cage with encouragement and teasing

Teen sissy gets her fill of stepbrother's cock in hot doggystyle 08:03

Teen sissy gets her fill of stepbrother's cock in hot doggystyle

Black sissy's nude handjob and ass play in POV video 07:17

Black sissy's nude handjob and ass play in POV video

Teen sissy gets her tight pussy stretched in homemade video 11:19

Teen sissy gets her tight pussy stretched in homemade video

Asian shemale's cocky masturbation session will leave you breathless 10:44

Asian shemale's cocky masturbation session will leave you breathless

Public sex with a dominant mistress who loves to kiss feet 06:17

Public sex with a dominant mistress who loves to kiss feet

Interracial missionary pounding submissive white girl with huge black cock 09:32

Interracial missionary pounding submissive white girl with huge black cock

Muscle-bound men get double fucked and cum together 19:08

Muscle-bound men get double fucked and cum together

Teen porn star Vanna Bardot gives a hot blowjob in her sissy video 06:01

Teen porn star Vanna Bardot gives a hot blowjob in her sissy video

Petite Japanese housewife gets messy with a huge cumshot 01:17:10

Petite Japanese housewife gets messy with a huge cumshot

Big ass Shemale gets a hardcore anal pounding and cums on webcam 05:01

Big ass Shemale gets a hardcore anal pounding and cums on webcam

Get ready to embrace your inner sissy slut in this femdom experience 08:37

Get ready to embrace your inner sissy slut in this femdom experience

Black lingerie and stockings on crossdressing woman being recorded 07:42

Black lingerie and stockings on crossdressing woman being recorded

Cock milking and chastity play in HD video 06:01

Cock milking and chastity play in HD video

Adorable non-binary Astolfo experiences intense penetration in your POV - Fate Apocrypha Hentai 12:17

Adorable non-binary Astolfo experiences intense penetration in your POV - Fate Apocrypha Hentai

Emily Willis and Alexis Zara in hot sissy action with small boobies 12:01

Emily Willis and Alexis Zara in hot sissy action with small boobies

Bareena kapoor and her sissy friend have a wild fuck session 02:32

Bareena kapoor and her sissy friend have a wild fuck session

Guidelines for becoming a well-behaved sissy in outer space 06:12

Guidelines for becoming a well-behaved sissy in outer space