Sissy Training (155,089)

My Bull Called, He Wants Us Both to Prepare Our Asses

52% HD 1:01 / 19:18

My Bull Called, He Wants Us Both to Prepare Our Asses

FapHouse 9 months ago

💥💋 THE BEST HOT MODEL LATINA EXOTIC TITS & PUSSY IN BIG DILDO TODAY HERE GUYS 💋 IM READY FOR GROUP SHOW GUYS ! ❤️❤️ - Part 2

💥💋 THE BEST HOT MODEL LATINA EXOTIC TITS & PUSSY IN BIG DILDO TODAY HERE GUYS 💋 IM READY FOR GROUP SHOW GUYS ! ❤️❤️ - Part 2

Flirt4Free 3 days ago

Elizabeth Whiler Private Show

51% HD 2:00 / 13:22

Elizabeth Whiler Private Show

Flirt4Free 4 years ago

Matriarch Ezada Sinn fucks him up the arse and makes him eat his own cum from Her strap-on

64% HD 0:10 / 17:20

Matriarch Ezada Sinn fucks him up the arse and makes him eat his own cum from Her strap-on

LoyalFans 2 years ago

Pretty Panties Please: Dommy's Perfect Punishment

59% HD 0:10 / 29:27

Pretty Panties Please: Dommy's Perfect Punishment

LoyalFans 2 years ago

Bi Humiliation & Cum Clean up with a Female Audience

51% 1:01 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 year ago

woman knows how to penetrate a man's ass pegging rimjob

woman knows how to penetrate a man's ass pegging rimjob

XHamster 3 years ago

Good Boy Cuck-1080p

HD 0:30 / 13:19

Good Boy Cuck-1080p

Clips4sale 7 months ago

Sissy school part 2 - Mouth-fucking training | Evilwoman, Mistress Kennya, Ezada Sinn

Sissy school part 2 - Mouth-fucking training | Evilwoman, Mistress Kennya, Ezada Sinn

Clips4sale 2 years ago

I'm a dirty slave of my wife... she can do everything with me

I'm a dirty slave of my wife... she can do everything with me

XHamster 10 months ago

Dirty Talk Slave Do What I told You Now be Polite Nice Sissy Sexy Accent Come Lick My Pussy And Feet

Dirty Talk Slave Do What I told You Now be Polite Nice Sissy Sexy Accent Come Lick My Pussy And Feet

Fapcat 4 years ago

you wish this was you loser

you wish this was you loser

Clips4sale 3 years ago

Amanda Kiss - Sissy Maid Humiliated And Trained For Cock By Goddess Nyx

Amanda Kiss - Sissy Maid Humiliated And Trained For Cock By Goddess Nyx

AbXXX 5 years ago

Cum bucket training for My sissy: Matriarch Ezada Sinn

HD 0:25 / 11:28

Cum bucket training for My sissy: Matriarch Ezada Sinn

Clips4sale 1 week ago

Submissive Sluts volume 4

Submissive Sluts volume 4

XHamster 3 months ago

Matriarch Ezada Sinn, Mistress Kennya and Evil Woman train the sissy to take cock up the arse

Premium HD 9:52

Matriarch Ezada Sinn, Mistress Kennya and Evil Woman train the sissy to take cock up the arse

Clips4sale 2 years ago

Viky & Mateo Private Show

49% HD 2:00 / 4:35

Viky & Mateo Private Show

Flirt4Free 9 months ago

DOMINATRIX CHRONICALS -Barcelona-

54% HD 0:10 / 1:30:28

DOMINATRIX CHRONICALS -Barcelona-

LoyalFans 1 year ago

Peg Curious - Sharing My Man W Roommate

71% 0:39 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse 3 months ago

Good boys eat cum

Good boys eat cum

XHamster 2 years ago

Obedient White Whore Worships BBC & Dicked down Hard

Obedient White Whore Worships BBC & Dicked down Hard

FreePorn8 5 years ago

minha esposa e a amiga dela transformando o corninho em sissy

minha esposa e a amiga dela transformando o corninho em sissy

PornBox 2 months ago

Sounding Fisting and Pegged by 2 Asian Dominatrix

67% HD 1:01 / 28:53

Sounding Fisting and Pegged by 2 Asian Dominatrix

FapHouse 2 years ago

Cumslut Cuck Back for More Berating

Cumslut Cuck Back for More Berating

Clips4sale 2 years ago

All about collars (from a Femdom perspective)

All about collars (from a Femdom perspective)

MatureTubeHere 4 years ago

Man Trains His Wife for Lesbian Sex #099 Full Video Long Pegging

Man Trains His Wife for Lesbian Sex #099 Full Video Long Pegging

XHamster 8 months ago

Cocksucker Training

61% HD 0:15 / 10:22

Cocksucker Training

IWantClips 2 years ago

gape your asshole for his cock

4K 0:25 / 11:39

gape your asshole for his cock

Clips4sale 3 months ago

Hard pegging compilation with lots of cum on chest

Hard pegging compilation with lots of cum on chest

SortPorn 3 years ago

Cleaning Lady Nd Feen Luder

Cleaning Lady Nd Feen Luder

XHamster 1 month ago

Spit drinking and cock sucking, best treats for a sissy slut! starring Mistress Luna

65% HD 0:40 / 15:10

Spit drinking and cock sucking, best treats for a sissy slut! starring Mistress Luna

Clips4sale 2 weeks ago

Emily & Stesha Private Show

60% 4K 2:00 / 4:08

Emily & Stesha Private Show

Camster 8 months ago

”Bi-Curious Bro Gets A Sissy Sandwich”

”Bi-Curious Bro Gets A Sissy Sandwich”

TransHero 9 months ago

Hospital 1 Sounding and Electro Scene

Hospital 1 Sounding and Electro Scene

XHamster 1 year ago

Ares & Adara Private Show

48% HD 2:00 / 20:07

Ares & Adara Private Show

Flirt4Free 2 years ago

Sissy Lesson Number 1

Sissy Lesson Number 1

Clips4sale 4 years ago

Nicole Makes You Eat Her BF's Cum Complete Session

49% HD 0:39 / 23:46

Nicole Makes You Eat Her BF's Cum Complete Session

FapHouse 1 year ago

My Cuckold Slave Cleanup Cum From My Pussy and Beverage My Piss and Licks My Pussy Clean

My Cuckold Slave Cleanup Cum From My Pussy and Beverage My Piss and Licks My Pussy Clean

XHamster 2 years ago

Hard Femdom SISSY TRAINING, Cock Sounding, Anal Destruction, Strapon

Hard Femdom SISSY TRAINING, Cock Sounding, Anal Destruction, Strapon

XHamster 1 year ago

Jessie Evans Private Show

65% 4K 2:00 / 7:27

Jessie Evans Private Show

Flirt4Free 1 month ago

POV Cuckold vol 30

POV Cuckold vol 30

XHamster 8 months ago

Cassie Mills Private Show

Cassie Mills Private Show

Flirt4Free 5 months ago

Kate Rhoades Private Show

57% 4K 2:00 / 10:43

Kate Rhoades Private Show

Flirt4Free 11 months ago

Rachell Moore Private Show

4K 2:00 / 20:14

Rachell Moore Private Show

Flirt4Free 4 months ago

Satin Sissy Training

Satin Sissy Training

MatureTubeHere 3 weeks ago

Sissy Chanel Gets Anal Fucked with the Fucking Machine Hardcore

Sissy Chanel Gets Anal Fucked with the Fucking Machine Hardcore

XHamster 1 month ago

Electra Joness Party on Apr 13, 2026 - Part 3

57% 4K 2:00 / 1:00:15

Electra Joness Party on Apr 13, 2026 - Part 3

Flirt4Free 5 months ago

Jhanne Cherry Private Show

51% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Unexpected sissy male climax .

Unexpected sissy male climax .

SortPorn 3 months ago

Genitalia haircut & edging for chastity slave

Genitalia haircut & edging for chastity slave

XHamster 1 year ago

Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

XHamster 1 year ago

Viky & Mateo Private Show

55% HD 2:00 / 11:13

Viky & Mateo Private Show

Flirt4Free 9 months ago

Headmistress ANAL SEXTOY MILKING and ORAL PLEASURE

Headmistress ANAL SEXTOY MILKING and ORAL PLEASURE

MatureTubeHere 4 years ago

Elizabeth Whiler Private Show

48% HD 2:00 / 8:57

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

We Love Spreading and Playing with Our Big Asses.

We Love Spreading and Playing with Our Big Asses.

XHamster 4 months ago

You Will Beg Me To Link You To This Video. Big Compilation.

You Will Beg Me To Link You To This Video. Big Compilation.

XHamster 3 years ago

i made my little sissy have a chastity orgasm

i made my little sissy have a chastity orgasm

XHamster 8 months ago

Your Owner Gives You Surgical Body Modifications

HD 0:39 / 10:53

Your Owner Gives You Surgical Body Modifications

FapHouse 3 weeks ago

Jhanne Cherry Private Show

53% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 1 year ago

The maid whore

Lesbian8 1 year ago

Betty Sandra Private Show

51% HD 2:00 / 4:25

Betty Sandra Private Show

Flirt4Free 3 years ago

Jhanne Cherry Private Show

46% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Emily & Stesha Private Show

56% 4K 2:00 / 5:53

Emily & Stesha Private Show

Flirt4Free 9 months ago

Str8 Defiance - JOI Game

Str8 Defiance - JOI Game

SortPorn 5 years ago

Sandra Angell Private Show - Part 3

45% HD 2:00 / 43:27

Sandra Angell Private Show - Part 3

Flirt4Free 3 years ago

Nazanin Hunter Private Show

56% HD 2:00 / 8:38

Nazanin Hunter Private Show

Flirt4Free 3 years ago

Salome Salvi Strapon Fucked by Dominafire and Mssaintlawrance Asian Femdom Lesbian Gangbang

68% 1:01 / 9:30

Salome Salvi Strapon Fucked by Dominafire and Mssaintlawrance Asian Femdom Lesbian Gangbang

FapHouse 2 weeks ago

Lizzy Koerich Private Show

68% HD 2:00 / 10:15

Lizzy Koerich Private Show

Flirt4Free 2 years ago

PROSTATE EXPLOSION big compilation

PROSTATE EXPLOSION big compilation

XHamster 2 years ago

Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

XHamster 2 years ago

Take Your Cum Facial - Sissy Bi Encouragement - Cumslut Training

Take Your Cum Facial - Sissy Bi Encouragement - Cumslut Training

XHamster 8 months ago

Sissy Anal JOI

63% HD 0:39 / 7:41

FapHouse 2 years ago

High Class Sissy Trained - Mistress T

High Class Sissy Trained - Mistress T

AbXXX 5 years ago

Electra Joness Private Show

64% HD 2:00 / 4:22

Electra Joness Private Show

Flirt4Free 3 weeks ago

Jhanne Cherry Private Show

60% 4K 2:00 / 9:09

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Sissy POV - Sucking huge white cock with pleasure

Sissy POV - Sucking huge white cock with pleasure

XHamster 11 months ago

Strip Me Down and Tease My Pussy

73% HD 2:00 / 4:23

Strip Me Down and Tease My Pussy

Flirt4Free 3 years ago

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Best of Harmony Rose vol 2

Best of Harmony Rose vol 2

XHamster 1 year ago

Bi Humiliation & Cum Clean up with a Female Audience

45% 0:39 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 year ago

POV Cuckold volume 15

POV Cuckold volume 15

XHamster 4 years ago

Nazanin Hunter Private Show

49% HD 2:00 / 19:16

Nazanin Hunter Private Show

Flirt4Free 2 years ago

Handjob with prostate massage for my sissy boy

Handjob with prostate massage for my sissy boy

XHamster 2 years ago

Viuda Nagra Private Show

48% HD 2:00 / 9:57

Viuda Nagra Private Show

Flirt4Free 4 years ago

Rubber Sissy Doll in Training

63% HD 0:10 / 12:45

Rubber Sissy Doll in Training

LoyalFans 4 months ago

Greisy & Rey Private Show

57% HD 2:00 / 35:48

Greisy & Rey Private Show

Flirt4Free 6 years ago

Brittney & Elvis Private Show

59% HD 2:00 / 6:22

Brittney & Elvis Private Show

Flirt4Free 3 years ago

Two month locked.Tease and orgasm denial

Two month locked.Tease and orgasm denial

XHamster 11 months ago

1st Sissy Experience With Miss Shell

66% HD 0:10 / 23:00

1st Sissy Experience With Miss Shell

LoyalFans 2 years ago

Mistress's Command: Edge & Slap Control Game (Male Submission) Clip 2

Mistress's Command: Edge & Slap Control Game (Male Submission) Clip 2

XHamster 10 months ago

Hot MILF Femdom Wife Exposes Her Husband as ANAL SISSY SLUT Featuring Mistress Stellina Obscura

Hot MILF Femdom Wife Exposes Her Husband as ANAL SISSY SLUT Featuring Mistress Stellina Obscura

XHamster 1 year ago

Bisexual husband gets fucked by three strapons

Bisexual husband gets fucked by three strapons

XHamster 2 years ago

He's been asking for so long. I saw for the first time what a male anal orgasm is.

He's been asking for so long. I saw for the first time what a male anal orgasm is.

XHamster 4 years ago

Sissy Cuckold Transformation

Sissy Cuckold Transformation

Dafreeporn 6 years ago

Viky & Mateo Private Show

56% HD 2:00 / 32:44

Viky & Mateo Private Show

Flirt4Free 9 months ago

Sissy cuckold trained to love cum and ruined orgasms by dominant mistress

Sissy cuckold trained to love cum and ruined orgasms by dominant mistress

XXXShake 3 years ago

Chastity tutorial - how to wear a chastity cage - part 1

Chastity tutorial - how to wear a chastity cage - part 1

XHamster 8 months ago

Suck Cock and Swallow Hot Cum - Obey Your Mistress

Suck Cock and Swallow Hot Cum - Obey Your Mistress

XHamster 1 year ago

Turning Pupcup Into Our Perfect Sissy Slut

53% HD 0:29 / 23:59

Turning Pupcup Into Our Perfect Sissy Slut

IWantClips 11 months ago

Fun Feminization

53% HD 0:10 / 5:34

Fun Feminization

LoyalFans 1 year ago

Jasmine Flowers Pegging Training, femdom Goddess

68% 1:01 / 17:29

Jasmine Flowers Pegging Training, femdom Goddess

FapHouse 3 months ago

Bi Encouragement - Serve Me and Alpha Cock

51% HD 1:01 / 12:47

Bi Encouragement - Serve Me and Alpha Cock

FapHouse 10 months ago

Femdom Republic Sissy Training And Feminisation a Feminine

Femdom Republic Sissy Training And Feminisation a Feminine

DrTuber 2 months ago

Big-dicked sissy takes it up the ass and swallows his own cum

Big-dicked sissy takes it up the ass and swallows his own cum

XXXShake 3 years ago

Fist and shout fisting my man fast

Fist and shout fisting my man fast

XHamster 2 years ago

FBB BBC PEGGING SLAYER TRIO - Lexa ft Goddess Sydney Thunder & Rose Fit

64% 4K 0:19 / 10:39

FBB BBC PEGGING SLAYER TRIO - Lexa ft Goddess Sydney Thunder & Rose Fit

Clips4sale 10 months ago

How to give a prostate massage

How to give a prostate massage

SortPorn 3 years ago

Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

57% 1:01 / 20:13

Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

FapHouse 2 years ago

Romantic Pegging Soft Femdom Cuckhold Riding

Romantic Pegging Soft Femdom Cuckhold Riding

Eporner 3 years ago

Bella Brookz Private Show

52% HD 2:00 / 11:32

Bella Brookz Private Show

Flirt4Free 3 years ago

Sissy Gets Milked with a Plug in Her Ass and Has to Swallow Cum

60% 1:01 / 17:18

Sissy Gets Milked with a Plug in Her Ass and Has to Swallow Cum

FapHouse 1 month ago

Feminized And Fucked By Mistress Mel Stage 2 (MP4)

Premium HD 9:09

Feminized And Fucked By Mistress Mel Stage 2 (MP4)

Clips4sale 2 weeks ago

Two Baldur's Gate 3 players having sex

Two Baldur's Gate 3 players having sex

XHamster 8 months ago

Reven Mayers Private Show

63% HD 2:00 / 4:09

Reven Mayers Private Show

Flirt4Free 1 month ago

My New Cuckold Maid

My New Cuckold Maid

Fetishpapa 1 month ago

Helloween Night

Helloween Night

XHamster 4 months ago

German Mastix Silvia trains her sissy maid

German Mastix Silvia trains her sissy maid

AbXXX 13 years ago

Bella Brookz Private Show

51% HD 2:00 / 9:32

Bella Brookz Private Show

Flirt4Free 3 years ago

Bi Femdom Blowjob POV, Two MILF Mouths One Cock, Bisexual Encouragement

Bi Femdom Blowjob POV, Two MILF Mouths One Cock, Bisexual Encouragement

XHamster 1 month ago

Sissy Kara Stretches and Bounces On 1st BBC

Sissy Kara Stretches and Bounces On 1st BBC

Amateur8 10 months ago

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