Sissy Training (154,972)

BBC Sissy Training

68% HD 1:01 / 8:42

BBC Sissy Training

FapHouse 2 منذ أشهر

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 منذ أعوام

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crazy sex machine fucks sissy s anal hole. her anal is destroyed

AnalVids 2 منذ أعوام

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 منذ أعوام

Lizzy Koerich Private Show

68% HD 2:00 / 10:15

Lizzy Koerich Private Show

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Jessie Evans Private Show

65% 4K 2:00 / 7:27

Jessie Evans Private Show

Flirt4Free 1 منذ أشهر

Emily & Stesha Private Show

55% 4K 2:00 / 14:58

Emily & Stesha Private Show

Flirt4Free 9 منذ أشهر

Peg Curious - Sharing My Man W Roommate

59% 1:01 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse 4 منذ أشهر

Sunday Humiliation for Sissy husband Full

Sunday Humiliation for Sissy husband Full

XHamster 1 منذ أعوام

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

68% HD 1:01 / 11:28

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

FapHouse 4 منذ أشهر

Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

XHamster 1 منذ أعوام

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

XHamster 5 منذ أعوام

It's my birthday, she gave me full package...all holes in one day

It's my birthday, she gave me full package...all holes in one day

FapHouse 3 منذ أشهر

Jhanne Cherry Private Show

51% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 منذ أعوام

Dominican Black Mistress trains white sissy to take BBC

Premium HD 21:24

Dominican Black Mistress trains white sissy to take BBC

Sheer 1 منذ أشهر

You Need to Be a Better Secretary! - Sissy Training with Chastity, Feminization and Pantyhose Domination with Miss Adrastea

HD 0:39 / 12:35

You Need to Be a Better Secretary! - Sissy Training with Chastity, Feminization and Pantyhose Domination with Miss Adrastea

FapHouse 4 منذ أيام

Bossy bimbo fucks submissive guy in anal in BDSM session with prostate massage

Bossy bimbo fucks submissive guy in anal in BDSM session with prostate massage

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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 منذ أعوام

Sissy Whore Training POV

56% HD 1:01 / 6:21

Sissy Whore Training POV

FapHouse 1 منذ أعوام

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 منذ أعوام

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 منذ أعوام

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Genitalia haircut & edging for chastity slave

XHamster 1 منذ أعوام

PROSTATE ORGASM COMPILATION SISSY

PROSTATE ORGASM COMPILATION SISSY

XHamster 4 منذ أعوام

Goddess Samariel and Faith - Pegging and strapon sucking - part 4 - close up

HD 0:10 / 13:06

Goddess Samariel and Faith - Pegging and strapon sucking - part 4 - close up

LoyalFans 1 منذ أسابيع

Sissy is filled with 100cm extrem dildo - part 2 of 2

Sissy is filled with 100cm extrem dildo - part 2 of 2

XHamster 2 منذ أعوام

Femdom Pegging Latex Sissy by Dominafire

Femdom Pegging Latex Sissy by Dominafire

XHamster 2 منذ أعوام

Trained for Sissy

Trained for Sissy

XHamster 2 منذ أسابيع

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sissy assfucking cocksucking training

DrTuber 6 منذ أيام

Training my wife to anal. First anal stretching. Enema. Ep 24943

Training my wife to anal. First anal stretching. Enema. Ep 24943

XHamster 8 منذ أشهر

Jenna Fucks Big Bottomed Sissy Maid Tiffany Deep in the Ass... She's Such a Slut!

Jenna Fucks Big Bottomed Sissy Maid Tiffany Deep in the Ass... She's Such a Slut!

XHamster 1 منذ أعوام

Angelica Swiss Party on Oct 21, 2025

59% 4K 2:00 / 2:03:16

Angelica Swiss Party on Oct 21, 2025

Flirt4Free 1 منذ أعوام

Otk Spanking Hubby (whole Clip)

Otk Spanking Hubby (whole Clip)

FapHouse 3 منذ أسابيع

Enjoying a Smoke As I Laugh and Ruin You

Enjoying a Smoke As I Laugh and Ruin You

LoyalFans 3 منذ أيام

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Gym workout gone wrong for asian teen and turned into sex

XGroovy 2 منذ أعوام

Sissy Husband Training - Teaching My Beta How to Suck a BBC

Sissy Husband Training - Teaching My Beta How to Suck a BBC

XHamster 1 منذ أسابيع

My cum eating chastity slave gets to clean my feet

My cum eating chastity slave gets to clean my feet

XHamster 1 منذ أعوام

Group Bi Training with My Three Girlfriends

Group Bi Training with My Three Girlfriends

XHamster 4 منذ أشهر

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63% HD 0:30 / 21:24

dominican black mistress trains white sissy to take bbc

AnalVids 1 منذ أشهر

PROSTATE EXPLOSION big compilation

PROSTATE EXPLOSION big compilation

XHamster 2 منذ أعوام

Electra Joness Party on Apr 13, 2026 - Part 3

58% 4K 2:00 / 1:00:15

Electra Joness Party on Apr 13, 2026 - Part 3

Flirt4Free 6 منذ أشهر

Rough Pegging job interview for house maid - [FHD mp4] | Kiro Queen, Goddess Namira | Female Domination

55% HD 0:30 / 14:32

Rough Pegging job interview for house maid - [FHD mp4] | Kiro Queen, Goddess Namira | Female Domination

Clips4sale 1 منذ أشهر

Edging and Sounding by Dominafire

62% 1:01 / 24:43

Edging and Sounding by Dominafire

FapHouse 2 منذ أعوام

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

XXXShake 3 منذ أعوام

Suck His Dick Loser

Suck His Dick Loser

XHamster 1 منذ أعوام

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 منذ أعوام

Playing with My Husband's Asshole

Playing with My Husband's Asshole

XHamster 2 منذ أعوام

Pets off the Couch: Cailey gets Pegged for being on the couch

65% HD 0:25 / 16:44

Pets off the Couch: Cailey gets Pegged for being on the couch

Clips4sale 1 منذ أشهر

Headmistress ANAL SEXTOY MILKING and ORAL PLEASURE

Headmistress ANAL SEXTOY MILKING and ORAL PLEASURE

MatureTubeHere 4 منذ أعوام

Submissive Sluts volume 4

Submissive Sluts volume 4

XHamster 3 منذ أشهر

SISSY WHORE SUCKING TRAINING

SISSY WHORE SUCKING TRAINING

DrTuber 2 منذ أسابيع

Confess that you are a sissy to your best friend!

Confess that you are a sissy to your best friend!

XHamster 3 منذ أشهر

Hotwife feminized and dominated small cock sissy husband

Hotwife feminized and dominated small cock sissy husband

XHamster 9 منذ أشهر

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teacher checks the mouth of his student. well, let s suck my dildo. feminization

PornBox 3 منذ أعوام

April's Chastity Slave Milking machine

April's Chastity Slave Milking machine

Clips4sale 2 منذ أعوام

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

XHamster 1 منذ أعوام

CBT I Fuck His Dick in Close up

CBT I Fuck His Dick in Close up

XHamster 1 منذ أعوام

Bi Encouragement - Let Me Help You Give Your First Blowjob

58% 1:01 / 12:42

Bi Encouragement - Let Me Help You Give Your First Blowjob

FapHouse 1 منذ أعوام

Mistress Susi - the Straight Slaves First Sissy Blowjob

Mistress Susi - the Straight Slaves First Sissy Blowjob

XHamster 1 منذ أشهر

Blonde Sex Slave Inseminated in Steel Shackles

Blonde Sex Slave Inseminated in Steel Shackles

XHamster 1 منذ أشهر

Wear My Hose and Sniff My Pumps

Wear My Hose and Sniff My Pumps

XHamster 2 منذ أشهر

LOSER EXPOSED: The Sissy Madison Files - make me bi - bisexual encouragement - loser exposed - sissy training - slut

LOSER EXPOSED: The Sissy Madison Files - make me bi - bisexual encouragement - loser exposed - sissy training - slut

XHamster 1 منذ أشهر

Sissy Training in Chastity

71% HD 1:01 / 9:54

Sissy Training in Chastity

FapHouse 2 منذ أعوام

Delivery Guy Becomes a Sissy

56% HD 1:01 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 9 منذ أشهر

Amelia Sweety Private Show

64% HD 2:00 / 4:18

Amelia Sweety Private Show

Flirt4Free 1 منذ أسابيع

Peg Curious - Sharing My Man W Roommate

Peg Curious - Sharing My Man W Roommate

XHamster 4 منذ أشهر

[f4a] meeting a wyvern - scalie furry dragon girl is a service top and fucks you!

HD 0:30 / 14:01

[f4a] meeting a wyvern - scalie furry dragon girl is a service top and fucks you!

PornBox 22 منذ أعوام

Sexy Anal Pegging Session with My Sissy Slut Gaped in a Tartan Mini Skirt

Sexy Anal Pegging Session with My Sissy Slut Gaped in a Tartan Mini Skirt

XHamster 1 منذ أعوام

Good boys eat cum

Good boys eat cum

XHamster 2 منذ أعوام

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dominican black mistress trains white sissy to take bbc

PornBox 1 منذ أشهر

Elizabeth Whiler Private Show

52% HD 2:00 / 13:22

Elizabeth Whiler Private Show

Flirt4Free 4 منذ أعوام

YIELDING SPOUSE-Headmistress uses Biggest Ding-dong

YIELDING SPOUSE-Headmistress uses Biggest Ding-dong

SortPorn 1 منذ أسابيع

Rubber doll anal and sissyfication training on rubber sissy doll

HD 0:10 / 18:37

Rubber doll anal and sissyfication training on rubber sissy doll

LoyalFans 2 منذ أسابيع

SISSY SLUT FUCKED HARD by DominaFire

SISSY SLUT FUCKED HARD by DominaFire

XHamster 4 منذ أعوام

”Bi-Curious Bro Gets A Sissy Sandwich”

”Bi-Curious Bro Gets A Sissy Sandwich”

TransHero 10 منذ أشهر

Hospitality Whores (full scene 4k)

54% 4K 0:30 / 42:01

Hospitality Whores (full scene 4k)

IWantClips 2 منذ أعوام

Window Cleaner

61% HD 0:25 / 11:05

Clips4sale 3 منذ أشهر

Manu Eyngri Private Show

HD 2:00 / 18:52

Manu Eyngri Private Show

Flirt4Free 2 منذ أيام

Guided JOI Session With Femdom Mistress

Guided JOI Session With Femdom Mistress

Pornicom 5 منذ أعوام

An Excited Worm All to Humiliate, I Will Not Disappoint Him

An Excited Worm All to Humiliate, I Will Not Disappoint Him

XHamster 1 منذ أسابيع

Amelia Sweety Private Show

53% HD 2:00 / 4:47

Amelia Sweety Private Show

Flirt4Free 1 منذ أعوام

Mistress gives Sissy a Ruined Orgasm in Chastity Cage - Massive Load of Cum Rubbed on Mask and Fed to Her

Mistress gives Sissy a Ruined Orgasm in Chastity Cage - Massive Load of Cum Rubbed on Mask and Fed to Her

XHamster 1 منذ أعوام

Whipped into Submission – Athens Dungeon Discipline

HD 0:20 / 13:33

Whipped into Submission – Athens Dungeon Discipline

Clips4sale 1 منذ أعوام

Sexy Wife with Big Strapon pegging her Husband with Handjob

Sexy Wife with Big Strapon pegging her Husband with Handjob

XHamster 1 منذ أعوام

Hardcore Up Close Femdom Bi Encouragement Oral job and CEI

Hardcore Up Close Femdom Bi Encouragement Oral job and CEI

Dafreeporn 4 منذ أعوام

She rimmed him so she could pegging him later

She rimmed him so she could pegging him later

XHamster 1 منذ أعوام

Human Washing Machine

Premium HD 7:28

Human Washing Machine

Clips4sale 1 منذ أشهر

Pissing CFNM domina punishes sissy in BDSM lesson

Pissing CFNM domina punishes sissy in BDSM lesson

Some.Porn 1 منذ أعوام

Cuckolding Humiliation CEI by Cheating Wife

Cuckolding Humiliation CEI by Cheating Wife

XHamster 3 منذ أيام

Pegging my Sissy Slut

Pegging my Sissy Slut

XHamster 1 منذ أشهر

MISTRESS LORRAINE TRAINING HER SISSY (COMPLETE MOVIE)

MISTRESS LORRAINE TRAINING HER SISSY (COMPLETE MOVIE)

DrTuber 3 منذ أعوام

Blonde femdom trains a sissy in latex and heels inside a sleek German dungeon

Blonde femdom trains a sissy in latex and heels inside a sleek German dungeon

Yesvids 3 منذ أشهر

Premature Ruined Orgasms for chastity slave

Premature Ruined Orgasms for chastity slave

XHamster 6 منذ أشهر

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

XHamster 1 منذ أشهر

Real cuckold wife wants to suck cock together !!!

Real cuckold wife wants to suck cock together !!!

XHamster 10 منذ أشهر

Kinky Carmen In Sissy Bitch Training By

Kinky Carmen In Sissy Bitch Training By

AbXXX 4 منذ أعوام

i made my little sissy have a chastity orgasm

i made my little sissy have a chastity orgasm

XHamster 8 منذ أشهر

JOI FOR STRAIGHT MEN EPISODE 13 JOI SUMMER GAMES

Premium HD 18:19

JOI FOR STRAIGHT MEN EPISODE 13 JOI SUMMER GAMES

Sheer 4 منذ أعوام

Making him my Sissy Whore by DominaFire

Making him my Sissy Whore by DominaFire

XHamster 4 منذ أعوام

Mistress Sheila Pegging Her Slave Until He Cum

66% HD 0:25 / 11:05

Mistress Sheila Pegging Her Slave Until He Cum

C4S 1 منذ أشهر

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

59% HD 1:01 / 47:50

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

FapHouse 1 منذ أشهر

Mistresst - High Class Sissy Trained

Mistresst - High Class Sissy Trained

InPorn 5 منذ أعوام

Lexi Unlaced - Puppy Training With My Pink Sissy Poodle

Lexi Unlaced - Puppy Training With My Pink Sissy Poodle

YepTube 5 منذ أيام

Feel Like a Badass Girl - Unleash Your Inner Goddess

Feel Like a Badass Girl - Unleash Your Inner Goddess

GiveMeAPorn 1 منذ أسابيع

Sissy's Asstronaut Challenge with my New Dildo Collection - part I [4k]

Premium 4K 12:55

Sissy's Asstronaut Challenge with my New Dildo Collection - part I [4k]

Clips4sale 2 منذ أشهر

Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

XHamster 3 منذ أعوام

Cuckold Husband and His Ass and Lips Kellyaerick

56% HD 0:39 / 2:39

Cuckold Husband and His Ass and Lips Kellyaerick

FapHouse 2 منذ أعوام

POV Cuckold volume 9

POV Cuckold volume 9

SortPorn 1 منذ أعوام

Sissy Whore Gets Ding-penis Experience - Full Version

Sissy Whore Gets Ding-penis Experience - Full Version

PornFreeNow 1 منذ أشهر

Hope Daylee Foot Job

64% HD 2:00 / 20:35

Hope Daylee Foot Job

Flirt4Free 9 منذ أعوام

Femboy Sorority (5) - Toys in Femboys Ass

Femboy Sorority (5) - Toys in Femboys Ass

XHamster 5 منذ أيام

LILY DUPONT : WHIPPING - DON'T SAY THE WORD

65% 0:38 / 10:43

LILY DUPONT : WHIPPING - DON'T SAY THE WORD

Clips4sale 2 منذ أشهر

Turning Pupcup Into Our Perfect Sissy Slut

56% HD 0:29 / 23:59

Turning Pupcup Into Our Perfect Sissy Slut

IWantClips 11 منذ أشهر

Best of Harmony Rose vol 2

Best of Harmony Rose vol 2

XHamster 1 منذ أعوام

Sol Monterosso Party on Oct 21, 2026 - Part 6

67% HD 2:00 / 1:13:30

Sol Monterosso Party on Oct 21, 2026 - Part 6

Flirt4Free 1 منذ أسابيع

Sissy training with Femdom Mistress Tangent

Sissy training with Femdom Mistress Tangent

XHamster 9 منذ أعوام

Sissy slut gets pegged to train for real dick

Premium HD 24:41

Sissy slut gets pegged to train for real dick

Clips4sale 2 منذ أشهر

Cum Eating instruction CEI #1 By Bestsissycaptions

Cum Eating instruction CEI #1 By Bestsissycaptions

Amateur8 2 منذ أعوام

Sissy maid transformation

HD 0:10 / 11:09

Sissy maid transformation

LoyalFans 2 منذ أعوام

Kat Fucks Lance in Chastity Part 1 by Sweetfemdom

Kat Fucks Lance in Chastity Part 1 by Sweetfemdom

XHamster 2 منذ أعوام

Sissy femboy makes chastity content and streams on chaturbate

Sissy femboy makes chastity content and streams on chaturbate

BigTitsLust 1 منذ أعوام

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