Sissy (89,106)

Sort by:
Sissy issues 57% HD 35:24

Sissy issues

1 year ago
CrazyPorn
HOT CD SISSY, HAS SEX WITH HER BOYFRIEND'S SON 65% HD 18:02

HOT CD SISSY, HAS SEX WITH HER BOYFRIEND'S SON

5 months ago
SortPorn
Truly Madly Sissy 720p 76% HD 31:40

Truly Madly Sissy 720p

11 months ago
TXXX
Sissy screwed by bf 84%14:51

Sissy screwed by bf

5 months ago
BigTitsLust
Sissy love 74% HD 56:18

Sissy love

2 years ago
Sunporno
Wife Pegs Femboy Cucked Sissy And Milks Cock Prostate Orgasm 81% HD 13:25

Wife Pegs Femboy Cucked Sissy And Milks Cock Prostate Orgasm

4 months ago
Love4Porn
Female Domination Wifey Fake-Cock Pegging and Skank Training Feminized Sissy Hubby Compilation 73% HD 34:00

Female Domination Wifey Fake-Cock Pegging and Skank Training Feminized Sissy Hubby Compilation

1 year ago
4KPorn
Sissy got fucked from her new house 57% HD 6:15

Sissy got fucked from her new house

2 years ago
FetishShrine
Ass Stuffed And Cock Tortured 78%5:00

Ass Stuffed And Cock Tortured

4 years ago
AEBN
Sissy Cuckold Humiliation 65%22:43

Sissy Cuckold Humiliation

10 months ago
Sunporno
BI-SEXUAL CUCKOLD WIVES SEE SISSY TV HUSBANDS SUCK & BANG Male+Male+Female 69%26:56

BI-SEXUAL CUCKOLD WIVES SEE SISSY TV HUSBANDS SUCK & BANG Male+Male+Female

2 years ago
SortPorn
Sissy training dreams 80% HD 26:14

Sissy training dreams

5 years ago
TXXX
Hot Sissy Compilation 73%10:51

Hot Sissy Compilation

1 year ago
Eporner
Worship My Cunt and Booty 49%1:00:00

Worship My Cunt and Booty

1 year ago
Hoes.tube
Mrs Loving Starts Sissy Training at Mother's Request 54%9:29

Mrs Loving Starts Sissy Training at Mother's Request

1 month ago
Amateur8
Weird bisexual threeway during kinky cosplay session 62% HD 8:00

Weird bisexual threeway during kinky cosplay session

1 year ago
FetishShrine
Sissy transformatie pikgeil 84%43:08

Sissy transformatie pikgeil

9 months ago
Sunporno
Your tiny cock is disgusting - SPH 63% HD 7:41

Your tiny cock is disgusting - SPH

1 year ago
xHamster
Censored Porn For White Boys 51%4:16

Censored Porn For White Boys

9 months ago
Sunporno
sissy caption story - curious final 59%19:58

sissy caption story - curious final

1 month ago
Eporner
A sissys life 62% HD 1:01:00

A sissys life

5 years ago
TXXX
Embrace Your Future Whiteboi 63% HD 6:52

Embrace Your Future Whiteboi

2 years ago
4KPorn
Hot Gf Gives Her Sissy Bf Good Strapon Pegging 84% HD 6:58

Hot Gf Gives Her Sissy Bf Good Strapon Pegging

3 years ago
FetishShrine
Become a Sissy Slut 51% HD 10:22

Become a Sissy Slut

4 years ago
BabesTube
Teen sissy dildo cum Threesome With The Step-Mom 57%5:00

Teen sissy dildo cum Threesome With The Step-Mom

7 months ago
Eporner
Suck Cock, Eat CREAM PIE and Swallow SNOWBALL is what Cuckold's Wife DEMANDS of Her SISSY :-) 72% HD 23:03

Suck Cock, Eat CREAM PIE and Swallow SNOWBALL is what Cuckold's Wife DEMANDS of Her SISSY :-)

4 months ago
ChubbyPorn
Sissy Gasms 1 54%44:38

Sissy Gasms 1

6 years ago
HotMovs
Tiffany, the trimmed sissy, gets a rough pounding from an older man 55% 4K 7:13

Tiffany, the trimmed sissy, gets a rough pounding from an older man

2 months ago
Hog.tv
Sissy Loser Humiliation 72%16:06

Sissy Loser Humiliation

1 year ago
Eporner
Soccer Step-mamma Dominatrix-Bitch Plays With A Sissy Cosplayer 79% HD 12:36

Soccer Step-mamma Dominatrix-Bitch Plays With A Sissy Cosplayer

6 months ago
BigTitsLust
Sissy faggot cum bitch 73% HD 14:32

Sissy faggot cum bitch

1 week ago
BigTitsLust
SISSY SUCK WENCH 81% HD 10:35

SISSY SUCK WENCH

2 years ago
SortPorn
Sissy Training – The English Mansion – Husband To 72%10:54

Sissy Training – The English Mansion – Husband To

2 weeks ago
Nuvid
Melt your Mind two - (HEAD Training) 79% HD 3:01

Melt your Mind two - (HEAD Training)

2 years ago
4KPorn
Becoming Sissy - Caption Story Ella Hollywood 55%16:36

Becoming Sissy - Caption Story Ella Hollywood

10 months ago
Eporner
Roommate Helps Me Out - Sissy Caption Story 81% HD 13:29

Roommate Helps Me Out - Sissy Caption Story

2 years ago
4KPorn
Beauty sissy 85% HD 4:36

Beauty sissy

2 years ago
Sunporno
Sissy Femdom Compilation 67% HD 15:33

Sissy Femdom Compilation

3 years ago
xHamster
Sissies love boys compilation 54% HD 7:27

Sissies love boys compilation

1 year ago
VikiPorn
Cuckold Sessions - Hope Howell 50% HD 6:16

Cuckold Sessions - Hope Howell

4 years ago
its.PORN
Sissy Gooner PMV 76%10:53

Sissy Gooner PMV

4 months ago
Eporner
Big sissys hot and wild assistance 64%5:30

Big sissys hot and wild assistance

8 years ago
FetishShrine
Daddy sissy boss' patron first time The Step Sniffer 45%8:00

Daddy sissy boss' patron first time The Step Sniffer

1 month ago
Eporner
Sissy Maid - BBC Caption Story 74%23:09

Sissy Maid - BBC Caption Story

1 week ago
Eporner
Hunk I met at the club comes home and gets pegged 63% HD 17:18

Hunk I met at the club comes home and gets pegged

4 days ago
Ebony8
Daddy And His Friends - Sissy Caption Story with Lana Rhoades 73%7:23

Daddy And His Friends - Sissy Caption Story with Lana Rhoades

10 months ago
Eporner
Cuckold Dreams vol nineteen - Anal Creampie eating mother I'd like to fuck screws during the time that cuckold sissy spouse watches locked in chastity and that babe gets pounded and ridicules his tiny knob locked away 64%1:17:25

Cuckold Dreams vol nineteen - Anal Creampie eating mother I'd like to fuck screws during the time that cuckold sissy spouse watches locked in chastity and that babe gets pounded and ridicules his tiny knob locked away

2 years ago
FreePorn8
Weaker And Dumber - Sissy Caption Story - Big ass 73% HD 16:30

Weaker And Dumber - Sissy Caption Story - Big ass

4 months ago
Xtits
Sissy Blowjob Cumslut Anal Fantasy 59% HD 14:38

Sissy Blowjob Cumslut Anal Fantasy

1 year ago
Deviants
sissy femboy 74%5:51

sissy femboy

10 months ago
Sunporno
DIVINE DOXIES - Whipping breasty femina ding-dong bangs sub butt in office HD 6:10

DIVINE DOXIES - Whipping breasty femina ding-dong bangs sub butt in office

23 hours ago
BigTitsLust
Sissy maid eats cum 55%7:29

Sissy maid eats cum

3 years ago
Eporner
Mistress training sissies to play together 87%23:09

Mistress training sissies to play together

4 years ago
TXXX
Take it like a bitch sissy 75% HD 55:57

Take it like a bitch sissy

5 years ago
TXXX
Hot Jap chicks dominate sissy guys 70%1:12:03

Hot Jap chicks dominate sissy guys

9 years ago
Senzuri.tube
mw Youre A Sissy Not An Alpha 69%14:26

mw Youre A Sissy Not An Alpha

2 weeks ago
Eporner
Cleaning For Cash Part.1 - A Sissy Caption Story - SissyFan 84%17:18

Cleaning For Cash Part.1 - A Sissy Caption Story - SissyFan

4 months ago
Eporner
The Cure For Your Sissy Desires 54%1:03:13

The Cure For Your Sissy Desires

9 months ago
Sunporno
Bi confusion sissy dick sucking tutor POV cum on face (whispers positive instructions no insults) 70% HD 15:26

Bi confusion sissy dick sucking tutor POV cum on face (whispers positive instructions no insults)

1 year ago
Amateur8
Just A Taste - A Sissy Caption Story - SissyFan 78%14:42

Just A Taste - A Sissy Caption Story - SissyFan

4 months ago
Eporner
Rent Hustlers (USA 1979, Jennifer Walker, Laurien Dominique) 60%1:14:21

Rent Hustlers (USA 1979, Jennifer Walker, Laurien Dominique)

2 weeks ago
Eporner
Sissy slut cock suckers JOI 69%8:14

Sissy slut cock suckers JOI

1 week ago
Eporner
very hot sissy in lingerie will make you cum 85%8:10

very hot sissy in lingerie will make you cum

9 months ago
Sunporno
Enjoy the cock 62% HD 5:42

Enjoy the cock

2 years ago
Sunporno
Sissy slut cum craving conditioning with Dr Wolfe - Worship 50%11:24

Sissy slut cum craving conditioning with Dr Wolfe - Worship

3 weeks ago
DrTuber
Mistress Making Him A Dumb Sissy Whore 70% HD 8:00

Mistress Making Him A Dumb Sissy Whore

2 weeks ago
VXXX
AliceInBondageLand - Fireside Sissy StrapOn Threesome 73% HD 17:16

AliceInBondageLand - Fireside Sissy StrapOn Threesome

1 year ago
VivaTube
Sissy Dream by Miscon 75%4:40

Sissy Dream by Miscon

2 months ago
Eporner
More sissy fun 71% HD 45:09

More sissy fun

1 year ago
Sunporno
Strapon Sex porn movs from Strapon Sissies 41% HD 3:12:45

Strapon Sex porn movs from Strapon Sissies

2 years ago
YepTube
Fuck the Sissy 76%33:58

Fuck the Sissy

4 years ago
HotMovs
Crave nice penis - sissy trainer 82% HD 11:01

Crave nice penis - sissy trainer

1 year ago
CrockoTube
Cuckold Archive BBC bull fucking sissys busty wife 54%16:22

Cuckold Archive BBC bull fucking sissys busty wife

6 months ago
xHamster
Now my husband is my sissy slut with a drilled ass 83% HD 6:58

Now my husband is my sissy slut with a drilled ass

6 months ago
XCafe
Sissy CUM Free Hands!! After HOT ANAL FUCK 80% HD 8:36

Sissy CUM Free Hands!! After HOT ANAL FUCK

7 months ago
Sunporno
Sissy with tigth booty - Cristina Oz 72% HD 10:16

Sissy with tigth booty - Cristina Oz

1 year ago
Amateur8
Strong Cock Conversion 4 56%11:17

Strong Cock Conversion 4

11 months ago
Sunporno
Lelu Love-YOU Are A Pregnant Sissy Boy Birthing Bitch 52% HD 2:05

Lelu Love-YOU Are A Pregnant Sissy Boy Birthing Bitch

4 years ago
xHamster
Cuckold Bitch Boy Gets Dominated in Humiliating JOI 46% HD 6:50

Cuckold Bitch Boy Gets Dominated in Humiliating JOI

2 years ago
Jizzberry
Storyboard - Sissy Complete Your Transformation 56%1:17:27

Storyboard - Sissy Complete Your Transformation

4 years ago
TXXX
Marissa Mynx Sissy Tanya 80%29:03

Marissa Mynx Sissy Tanya

4 years ago
TXXX
Shoving dildo in my boyfriend's ass while he hammers me in the missionary 78% HD 11:08

Shoving dildo in my boyfriend's ass while he hammers me in the missionary

3 months ago
XGroovy
The installation of the pvc doll - Sissy Training 70% HD 39:30

The installation of the pvc doll - Sissy Training

1 year ago
Hoes.tube
You are coming to a secret sissy party I know about 56% HD 10:54

You are coming to a secret sissy party I know about

6 years ago
xHamster
Adorable beauty Ivanna first time sissy fucked 66%5:07

Adorable beauty Ivanna first time sissy fucked

4 years ago
Nuvid
I love being a cock hungry sissy boy 59% HD 8:58

I love being a cock hungry sissy boy

6 months ago
FetishShrine
Hispanic Gf Milking His Prostate & Draining Nuts Empty 59% HD 20:20

Hispanic Gf Milking His Prostate & Draining Nuts Empty

1 year ago
Hoes.tube
Sissy Cock Training 67%18:38

Sissy Cock Training

10 months ago
Sunporno
Sissy Confusion 66%17:58

Sissy Confusion

9 months ago
Nuvid
Big Cocks Sissy 69%14:47

Big Cocks Sissy

2 years ago
Sunporno
Positive Sissy Affirmation 82%4:20

Positive Sissy Affirmation

11 months ago
Sunporno
Sissy Chastity Slave Teased and Humiliated by Mistress 70%12:23

Sissy Chastity Slave Teased and Humiliated by Mistress

3 weeks ago
WinPorn
My fantasy 73% HD 3:06

My fantasy

5 months ago
BigTitsLust
Find me on DOM-MATCH.COM - sissy play 81%15:35

Find me on DOM-MATCH.COM - sissy play

8 years ago
Nuvid
BBC SISSY MIX Vol. 1 2020 69%17:03

BBC SISSY MIX Vol. 1 2020

2 years ago
Sunporno
HumiliationPOV - Goddess Sahrye - Sissy Porn Star Training 55%10:34

HumiliationPOV - Goddess Sahrye - Sissy Porn Star Training

1 week ago
DrTuber
Big sissy August in pussy play with her sissys Carmen and Janice 56%5:30

Big sissy August in pussy play with her sissys Carmen and Janice

8 years ago
Katestube
Inwards the sissy gooner's mind 73% HD 5:37

Inwards the sissy gooner's mind

1 year ago
PornDR
StraponSissies Movie: Christiana and Silvester 80%7:51

StraponSissies Movie: Christiana and Silvester

8 years ago
UPornia
Sissy cums whilst sucking knob 83% HD 10:41

Sissy cums whilst sucking knob

1 year ago
Amateur8
Sexually Excited Sissy Caption Story – Quarantined With Ebony Ally! 74% HD 17:04

Sexually Excited Sissy Caption Story – Quarantined With Ebony Ally!

6 months ago
Amateur8
Sissy Institute - BCC Training 62%5:39

Sissy Institute - BCC Training

2 years ago
Love4Porn
The bimbos had sex with her boss and then kissed the cuckold at home (JOI, fem dom) 52% HD 17:15

The bimbos had sex with her boss and then kissed the cuckold at home (JOI, fem dom)

1 year ago
CrazyPorn
Cuckold Fantasies Volume 20 57%1:17:45

Cuckold Fantasies Volume 20

2 years ago
xHamster
Stupefying tania b. team-fucked in sissy 62%5:13

Stupefying tania b. team-fucked in sissy

4 years ago
Nuvid
89,106 results found

Related categories

Narrow your search