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Most Relevant for: sissy training and feminization assignments

Denise Masino As Dominatrix Sissy Training
720p HD
4 623 views
15:13

Denise Masino As Dominatrix Sissy Training

  • 8 months ago
  • 100%
Mistress Sissy Training Humiliation JOI
720p HD
5 428 views
6:20

Mistress Sissy Training Humiliation JOI

  • 3 years ago
  • 75%
Sissy Training With Dominatrix
720p HD
5 742 views
8:40

Sissy Training With Dominatrix

  • 4 years ago
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Ageplay Familyplay And Sissy Training
1080p HD
7 091 views
6:35

Ageplay Familyplay And Sissy Training

  • 5 years ago
  • 75%
You Are a Sissy Cuck - Hypno
1080p HD
2 714 views
4:02

You Are a Sissy Cuck - Hypno

  • 1 month ago
  • 100%
POV Teen Mistress Sissy Training JOI
480p
11 506 views
11:50

POV Teen Mistress Sissy Training JOI

  • 4 years ago
  • 87%
Black Cock Sissy Slut
1080p HD
202 views
1:40

Black Cock Sissy Slut

  • 6 days ago
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Freya Reign - Making You Into A Sissy Maid Who Sucks Dick
1080p HD
1 102 views
9:41

Freya Reign - Making You Into A Sissy Maid Who Sucks Dick

  • 3 months ago
  • 100%
SavannahxSiren - Girlfriend Encouraged Sissy Feminization - Strap On POV
1080p HD
2 055 views
14:45

SavannahxSiren - Girlfriend Encouraged Sissy Feminization - Strap On POV

  • 4 months ago
  • 100%
HotMomDomme - Bar Pickup Feminized and Fucked
1080p HD
2 022 views
11:20

HotMomDomme - Bar Pickup Feminized and Fucked

  • 4 months ago
  • 100%
You Are a sissy - hypno
1080p HD
1 568 views
2:33

You Are a sissy - hypno

  • 1 month ago
  • 100%
Goddess Rose Thorne - Dolling Up My Sissy
1080p HD
1 840 views
12:11

Goddess Rose Thorne - Dolling Up My Sissy

  • 4 months ago
  • 50%
POV Wife And Friend Cuckold Cum Eating Sissy Husband
720p HD
17 863 views
6:32

POV Wife And Friend Cuckold Cum Eating Sissy Husband

  • 4 years ago
  • 84%
POV Femdom Dominatrix Provides Sissy With Instructions
1080p HD
7 673 views
6:11

POV Femdom Dominatrix Provides Sissy With Instructions

  • 4 years ago
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Pinked out chastised Sissy Kenzie Star rides a big fat dildo
1080p HD
1 271 views
4:44

Pinked out chastised Sissy Kenzie Star rides a big fat dildo

  • 4 months ago
  • 0%
Bubble Butt Sissy fucks Big Black Dildo
1080p HD
1 081 views
7:46

Bubble Butt Sissy fucks Big Black Dildo

  • 2 months ago
  • 100%
Sissy - Ball Game for GILFs
1080p HD
16 527 views
20:46

Sissy - Ball Game for GILFs

  • 5 years ago
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SISSY MAKER VOL.1
1080p HD
815 views
4:03

SISSY MAKER VOL.1

  • 1 week ago
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Sissy Kenzie Star vs Brutal Fuck Machine
1080p HD
847 views
17:22

Sissy Kenzie Star vs Brutal Fuck Machine

  • 2 weeks ago
  • 100%
Ladyboy Fucks Her Sissy Lover
1080p HD
494 views
6:13

Ladyboy Fucks Her Sissy Lover

  • 1 month ago
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Creamy Anal Adventure Ft Sissy Kenzie Star
1080p HD
1 699 views
19:30

Creamy Anal Adventure Ft Sissy Kenzie Star

  • 2 months ago
  • 100%
Mature Sissy maid fantasy
1080p HD
7 622 views
24:57

Mature Sissy maid fantasy

  • 3 months ago
  • 100%
Sissy Kenzie Star fucks her horny little ass
1080p HD
889 views
5:02

Sissy Kenzie Star fucks her horny little ass

  • 4 months ago
  • 100%
Pale British sissy Luna z gets fucked by bbc
4K
1 848 views
18:51

Pale British sissy Luna z gets fucked by bbc

  • 1 week ago
  • 100%
AMBI-201 My sister is too sissy and wants to suck my dick - Machi Ikuno
1080p HD
701 views
125:44

AMBI-201 My sister is too sissy and wants to suck my dick - Machi Ikuno

  • 3 weeks ago
  • 100%
Top Ladyboy Fucks Sissy Guy
1080p HD
544 views
6:24

Top Ladyboy Fucks Sissy Guy

  • 4 weeks ago
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Teen Ladyboy Tops Straight Sissy
1080p HD
671 views
6:25

Teen Ladyboy Tops Straight Sissy

  • 4 weeks ago
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Ladyboy Makes Str8 Guy A Sissy
1080p HD
993 views
5:26

Ladyboy Makes Str8 Guy A Sissy

  • 1 month ago
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Top Ladyboy Dominates Sissy Guy
1080p HD
633 views
6:28

Top Ladyboy Dominates Sissy Guy

  • 1 month ago
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Crazy Pregnant - Sissy Boobs
1080p HD
880 views
23:10

Crazy Pregnant - Sissy Boobs

  • 1 month ago
  • 100%
Mature Sissy Cuckold Porno Casting
1080p HD
2 060 views
42:15

Mature Sissy Cuckold Porno Casting

  • 2 months ago
  • 100%
Sissy den Schwanz mit Prostata Massage abgemolken
720p HD
545 views
6:39

Sissy den Schwanz mit Prostata Massage abgemolken

  • 2 months ago
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Sissy - Maid Seduced By Teen Boy
4K
7 942 views
24:57

Sissy - Maid Seduced By Teen Boy

  • 3 months ago
  • 94%
Mature Sissy Squirting during rough sex
1080p HD
3 226 views
20:54

Mature Sissy Squirting during rough sex

  • 3 months ago
  • 100%
ThaiSwinger - Dominated by Farang & Sissy Cocks Woods Facial
1080p HD
1 050 views
19:45

ThaiSwinger - Dominated by Farang & Sissy Cocks Woods Facial

  • 3 months ago
  • 0%
THEcherrygirl - Sissy transformation
1080p HD
881 views
11:49

THEcherrygirl - Sissy transformation

  • 3 months ago
  • 100%
Sissy Mature Gay Amateur Masturbation on Heels – lopejosoumis
1080p HD
1 478 views
5:10

Sissy Mature Gay Amateur Masturbation on Heels – lopejosoumis

  • 4 months ago
  • 100%
Sissy Slut Training
1080p HD
6 668 views
11:21

Sissy Slut Training

  • 5 years ago
  • 100%
Meta Cum Compilation - Sissy Cum Brainwash
1080p HD
34 107 views
10:32

Meta Cum Compilation - Sissy Cum Brainwash

  • 6 years ago
  • 97%
HERY-169 Crossdressing Boys, Complete Feminization Collection 56: Sana Hayami
720p HD
951 views
110:48

HERY-169 Crossdressing Boys, Complete Feminization Collection 56: Sana Hayami

  • 2 months ago
  • 100%
HERY-154 Boy's daughter, complete feminization collection 45 Aoyama Neru
1080p HD
441 views
115:49

HERY-154 Boy's daughter, complete feminization collection 45 Aoyama Neru

  • 2 months ago
  • 0%
HERY-168 Boy's daughter, complete feminization collection 55 Hikami Eri
720p HD
544 views
113:13

HERY-168 Boy's daughter, complete feminization collection 55 Hikami Eri

  • 3 months ago
  • 0%
HERY-152 Boy's daughter, complete feminization collection 44 Nozomi
1080p HD
1 745 views
119:42

HERY-152 Boy's daughter, complete feminization collection 44 Nozomi

  • 4 months ago
  • 0%
HERY-165 Boy's daughter, complete feminization collection 53 Uehara Touka
720p HD
1 006 views
113:06

HERY-165 Boy's daughter, complete feminization collection 53 Uehara Touka

  • 6 months ago
  • 0%
HERY-157 Boy's daughter, complete feminization collection 48 Juri Himeno
720p HD
2 767 views
117:51

HERY-157 Boy's daughter, complete feminization collection 48 Juri Himeno

  • 1 year ago
  • 100%
HERY-156 Boy's daughter, complete feminization collection 47 Shimotsuki Mizore
720p HD
2 248 views
114:41

HERY-156 Boy's daughter, complete feminization collection 47 Shimotsuki Mizore

  • 1 year ago
  • 50%
HERY-152 Boy’s Daughter, Complete Feminization Collection 44 Nozomi
720p HD
2 690 views
119:42

HERY-152 Boy’s Daughter, Complete Feminization Collection 44 Nozomi

  • 1 year ago
  • 0%
HERY-150 Boy’s Daughter, Complete Feminization Collection 43, Especially Drunk
720p HD
2 755 views
117:13

HERY-150 Boy’s Daughter, Complete Feminization Collection 43, Especially Drunk

  • 1 year ago
  • 100%
MagmaFilm - Feminism just got serious
1080p HD
2 524 views
20:04

MagmaFilm - Feminism just got serious

  • 4 years ago
  • 100%
Virtual Dominatrix Tease And Denial JOI
720p HD
5 032 views
6:49

Virtual Dominatrix Tease And Denial JOI

  • 4 years ago
  • 80%
Terry Fuckdoll Extreme Sissygasms
1440p
536 views
5:02

Terry Fuckdoll Extreme Sissygasms

  • 6 days ago
  • 100%
Sissy Neri Omar Galanti - Sissy Neri And Stud Have Hardcore Sex
1080p HD
5 858 views
34:58

Sissy Neri Omar Galanti - Sissy Neri And Stud Have Hardcore Sex

  • 10 months ago
  • 100%
Stacy’s girl - A sissy caption story
480p
18 151 views
11:01

Stacy’s girl - A sissy caption story

  • 1 year ago
  • 88%
Sissy taking care of Nikki Nuttz needs
720p HD
10 717 views
6:15

Sissy taking care of Nikki Nuttz needs

  • 6 years ago
  • 77%
LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho
1080p HD
65 145 views
26:40

LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho

  • 7 years ago
  • 93%
GroupBanged - No Models Assigned
1080p HD
631 views
29:18

GroupBanged - No Models Assigned

  • 1 day ago
  • 100%
NACT-161 The tragedy of a pure art student!? When she asked her brother and father to be her nude model for an assignment, their erections wouldn't subside, and they ended up having a threesome with continuous cumming inside her!? Nagisa Takaboshi
720p HD
393 views
102:32

NACT-161 The tragedy of a pure art student!? When she asked her brother and father to be her nude model for an assignment, their erections wouldn't subside, and they ended up having a threesome with continuous cumming inside her!? Nagisa Takaboshi

  • 5 days ago
  • 0%
CAWB-010 I was assigned to be the sex duty officer during the school trip... Asami Nami
720p HD
374 views
138:12

CAWB-010 I was assigned to be the sex duty officer during the school trip... Asami Nami

  • 3 weeks ago
  • 0%
Rae Lil Black sissy caption
1080p HD
1 471 views
11:06

Rae Lil Black sissy caption

  • 3 weeks ago
  • 100%
Ladyboy Fucks Straight Amateur Guy 2
1080p HD
675 views
5:15

Ladyboy Fucks Straight Amateur Guy 2

  • 4 weeks ago
  • 0%
SNOS-251 A rookie sports caster is assigned to a popular martial artist by the station, but she can't refuse... and is driven to the brink of death by his flowers, screw-in piston... Nanami Kodama
720p HD
1 562 views
125:51

SNOS-251 A rookie sports caster is assigned to a popular martial artist by the station, but she can't refuse... and is driven to the brink of death by his flowers, screw-in piston... Nanami Kodama

  • 1 month ago
  • 0%
Teen Ladyboy Nails POV Guy
1080p HD
348 views
5:43

Teen Ladyboy Nails POV Guy

  • 1 month ago
  • 0%
Short Hair Ladyboy Fucks Guy
1080p HD
631 views
6:29

Short Hair Ladyboy Fucks Guy

  • 1 month ago
  • 0%
MFYD-144 A married nurse assigned to a remote village is repeatedly flowers and impregnated by the virile villagers, becoming a cum receptacle for their semen... Yumemi Kanae
720p HD
719 views
121:05

MFYD-144 A married nurse assigned to a remote village is repeatedly flowers and impregnated by the virile villagers, becoming a cum receptacle for their semen... Yumemi Kanae

  • 1 month ago
  • 0%
Group Banged - No Models Assigned
1080p HD
1 139 views
32:03

Group Banged - No Models Assigned

  • 1 month ago
  • 0%
SDNM-552 A mother of three living in Chichibu City, Saitama Prefecture, had her first affair in her hometown while her husband was away on assignment. Itsuki Asami, 30 years old [SOD Real Housewife]
720p HD
1 127 views
170:26

SDNM-552 A mother of three living in Chichibu City, Saitama Prefecture, had her first affair in her hometown while her husband was away on assignment. Itsuki Asami, 30 years old [SOD Real Housewife]

  • 1 month ago
  • 0%
IPZZ-888 My assigned nurse has hidden large breasts and doesn't know how to be suspicious of people, so I can have my way with her anytime and she's my obedient sex nurse. - Mio Sakai
720p HD
1 033 views
124:36

IPZZ-888 My assigned nurse has hidden large breasts and doesn't know how to be suspicious of people, so I can have my way with her anytime and she's my obedient sex nurse. - Mio Sakai

  • 1 month ago
  • 100%
Uncensored-Female Students Who Got Caught Shoplifting Have Been Assigned To Sex Work Starting Today-Yukimura Izuki-Tanimura Nagisa
1080p HD
2 538 views
118:27

Uncensored-Female Students Who Got Caught Shoplifting Have Been Assigned To Sex Work Starting Today-Yukimura Izuki-Tanimura Nagisa

  • 2 months ago
  • 100%
CAWD-997 Female students working part-time at a convenience store, exposing themselves. Bad girls who got caught shoplifting have been assigned to sex work starting today. Yukimura Izuki, Tanimura Nagisa
720p HD
2 720 views
118:27

CAWD-997 Female students working part-time at a convenience store, exposing themselves. Bad girls who got caught shoplifting have been assigned to sex work starting today. Yukimura Izuki, Tanimura Nagisa

  • 2 months ago
  • 100%
Blonde Femboy Teases in Pink Skirt
1080p HD
809 views
92:40

Blonde Femboy Teases in Pink Skirt

  • 2 months ago
  • 50%
After completing my academic assignments, I engaged in sexual activity with my stepmother.
720p HD
1 711 views
15:07

After completing my academic assignments, I engaged in sexual activity with my stepmother.

  • 2 months ago
  • 100%
Prettyinpunk92 - Turning You Into My Sissy Slut Makes Me Smile
1440p
814 views
10:10

Prettyinpunk92 - Turning You Into My Sissy Slut Makes Me Smile

  • 2 months ago
  • 0%
NACR-893 The tragedy of an innocent art student! When she asked her brother and father to be a nude model for her assignment, her erection wouldn't go down and she ended up having a threesome with continuous creampies! Karin Kitaoka
1080p HD
780 views
113:00

NACR-893 The tragedy of an innocent art student! When she asked her brother and father to be a nude model for her assignment, her erection wouldn't go down and she ended up having a threesome with continuous creampies! Karin Kitaoka

  • 3 months ago
  • 0%
Girls Of Hell - Girls of Hel - Naughty school girl caught masturbating instead of reading her school assignment
1080p HD
761 views
20:14

Girls Of Hell - Girls of Hel - Naughty school girl caught masturbating instead of reading her school assignment

  • 3 months ago
  • 0%
A young German woman, Maria, with an hourglass figure, was deceived into sexual activity outdoors by a man with a large penis during a modeling assignment in Berlin.
1080p HD
1 635 views
18:50

A young German woman, Maria, with an hourglass figure, was deceived into sexual activity outdoors by a man with a large penis during a modeling assignment in Berlin.

  • 3 months ago
  • 100%
PFES-129 My pantyhose fetish is discovered and I'm assigned to the stocking development department. I love it so much that I get an erection and can't concentrate, so my senior instructor helps me jerk off with her beautiful pantyhose legs. Hono Furu
720p HD
898 views
137:07

PFES-129 My pantyhose fetish is discovered and I'm assigned to the stocking development department. I love it so much that I get an erection and can't concentrate, so my senior instructor helps me jerk off with her beautiful pantyhose legs. Hono Furu

  • 4 months ago
  • 100%
Alexis Crystal - Assignment Up the Butt
1080p HD
1 950 views
18:39

Alexis Crystal - Assignment Up the Butt

  • 4 months ago
  • 100%
NACR-869 The tragedy of a busty art student!? When she asked her brother and father to be a nude model for her assignment, her erection wouldn't go down and she ended up having a threesome with continuous creampies!? Amu Otoha
1080p HD
1 202 views
119:40

NACR-869 The tragedy of a busty art student!? When she asked her brother and father to be a nude model for her assignment, her erection wouldn't go down and she ended up having a threesome with continuous creampies!? Amu Otoha

  • 4 months ago
  • 0%
OFTR-001 A daily harem orgy at the editorial department of an erotic magazine staffed only by women! When I was assigned to the editorial department of an erotic magazine, I was surrounded by naughty, delinquent female employees! Every day I was surrounde
720p HD
1 926 views
271:52

OFTR-001 A daily harem orgy at the editorial department of an erotic magazine staffed only by women! When I was assigned to the editorial department of an erotic magazine, I was surrounded by naughty, delinquent female employees! Every day I was surrounde

  • 4 months ago
  • 0%
ADN-767 A married female teacher who was assigned to a village on the brink of collapse is impregnated every day for the prosperity of the village.
720p HD
2 656 views
111:29

ADN-767 A married female teacher who was assigned to a village on the brink of collapse is impregnated every day for the prosperity of the village.

  • 4 months ago
  • 100%
S16 E1: Beyond Academic Assignments
1080p HD
1 563 views
26:57

S16 E1: Beyond Academic Assignments

  • 5 months ago
  • 100%
NSODN-012 A close-up look at the entire process of a nurse assigned to a remote island providing sexual services to the abnormal islanders.
720p HD
2 381 views
109:12

NSODN-012 A close-up look at the entire process of a nurse assigned to a remote island providing sexual services to the abnormal islanders.

  • 5 months ago
  • 0%
BackdoorPOV - Alexis Crystal - Assignment Up The Butt
1080p HD
3 342 views
18:39

BackdoorPOV - Alexis Crystal - Assignment Up The Butt

  • 7 months ago
  • 100%
FNS-137 "When I was assigned to this village as a nurse, the job I was asked to do was to have flowers with the villagers." ~Record of 30 creampies by medical worker M-san~ Misono Momo
720p HD
2 188 views
121:50

FNS-137 "When I was assigned to this village as a nurse, the job I was asked to do was to have flowers with the villagers." ~Record of 30 creampies by medical worker M-san~ Misono Momo

  • 7 months ago
  • 100%
Luna Berg - Hot MILF Gets Fucked by her Lover while her Husband is on Assignment
1080p HD
1 436 views
15:14

Luna Berg - Hot MILF Gets Fucked by her Lover while her Husband is on Assignment

  • 9 months ago
  • 100%