Sissy Training Porn (147,083)

Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

XHamster 1 year ago

Bi Humiliation & Cum Clean up with a Female Audience

48% 1:01 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 year ago

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

59% HD 0:39 / 16:47

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

FapHouse 1 week 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

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

Suck His Dick Loser

Suck His Dick Loser

XHamster 1 year 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 1 year ago

Suck Cock and Swallow Hot Cum - Obey Your Mistress

Suck Cock and Swallow Hot Cum - Obey Your Mistress

XHamster 1 year ago

PROSTATE EXPLOSION big compilation

PROSTATE EXPLOSION big compilation

XHamster 2 years ago

Sissyfication 3

54% HD 1:01 / 14:32

Sissyfication 3

FapHouse 1 year ago

Sexy Wife with Big Strapon pegging her Husband with Handjob

Sexy Wife with Big Strapon pegging her Husband with Handjob

XHamster 1 year ago

Cum Eating instruction CEI #1 By Bestsissycaptions

Cum Eating instruction CEI #1 By Bestsissycaptions

FreePorn8 1 year ago

Bi Encouragement Training - Take 2 Of My Mans Cumshots

Bi Encouragement Training - Take 2 Of My Mans Cumshots

XHamster 4 days ago

Husband Gets Sissified

58% HD 0:10 / 26:36

Husband Gets Sissified

LoyalFans 2 months ago

Sissy Slut Training

55% HD 0:10 / 12:16

Sissy Slut Training

LoyalFans 1 year ago

Not for Boring Couples - Vol 2

Not for Boring Couples - Vol 2

FapHouse 2 weeks ago

Submissive Sluts volume 4

Submissive Sluts volume 4

XHamster 1 week ago

Real cuckold wife wants to suck cock together !!!

Real cuckold wife wants to suck cock together !!!

XHamster 7 months ago

Obedient White Whore Worships BBC & Dicked down Hard

Obedient White Whore Worships BBC & Dicked down Hard

FreePorn8 4 years ago

Peg Curious - Sharing My Man W Roommate

73% 0:39 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse 2 weeks ago

Good boys eat cum

Good boys eat cum

XHamster 1 year ago

Cum Task for Bi-boys Encouraged Bi Cum Swallowers Femdom

63% HD 1:01 / 5:37

Cum Task for Bi-boys Encouraged Bi Cum Swallowers Femdom

FapHouse 7 months ago

Sissy & cuckold training

52% HD 1:01 / 11:51

Sissy & cuckold training

FapHouse 5 years 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

Bi Encouragement - Serve Me and Alpha Cock

51% HD 1:01 / 12:47

Bi Encouragement - Serve Me and Alpha Cock

FapHouse 7 months ago

Sissy training and feminisation: A Feminine makeover for Miss Dayana’s chattel

Sissy training and feminisation: A Feminine makeover for Miss Dayana’s chattel

LoyalFans 3 weeks ago

wife makes stranger cum and then her husband licks it up

wife makes stranger cum and then her husband licks it up

XHamster 1 year ago

The Sissygasm

57% 0:39 / 12:01

FapHouse 1 year ago

anal training sissy faggot femdom strapon hard fucks slave's ass makes him eat own cum CEI

anal training sissy faggot femdom strapon hard fucks slave's ass makes him eat own cum CEI

StiefMutter 1 week ago

Wife Fists Husband Nearly Elbow Deep

52% 1:01 / 8:58

Wife Fists Husband Nearly Elbow Deep

FapHouse 2 years ago

MAGIC SISSY POTION

52% HD 0:10 / 10:44

MAGIC SISSY POTION

LoyalFans 2 months ago

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

XHamster 4 years ago

GIGANTIC Ding-dong Pegging with Bad Dragon and Hankey for Lewd Sissy Wench by Mistresse Mercer

GIGANTIC Ding-dong Pegging with Bad Dragon and Hankey for Lewd Sissy Wench by Mistresse Mercer

Amateur8 7 months ago

Angelica Swiss Party on Jul 4, 2026 - Part 3

HD 2:00 / 29:10

Angelica Swiss Party on Jul 4, 2026 - Part 3

Camster 1 week ago

Positive Femdom: Pegging, Fisting to Every Other, Pee. Arya Grander

Positive Femdom: Pegging, Fisting to Every Other, Pee. Arya Grander

SortPorn 5 days ago

FILIPINA DOMINATRIX PEGGING WHITE CHASTITY SLAVE

FILIPINA DOMINATRIX PEGGING WHITE CHASTITY SLAVE

XHamster 4 years ago

Becoming a sissy

Becoming a sissy

Dafreeporn 6 years ago

Amateur French dominatrix tells you to worship her feet

Amateur French dominatrix tells you to worship her feet

AnySex 6 days ago

Premature Ruined Orgasms for chastity slave

Premature Ruined Orgasms for chastity slave

XHamster 2 months ago

Sissy Academy Part 6 - Sissy's Taste of Heaven

62% HD 1:01 / 5:55

Sissy Academy Part 6 - Sissy's Taste of Heaven

FapHouse 3 weeks ago

Feel My Power

66% HD 0:39 / 4:02

FapHouse 2 years ago

Positive Femdom: Pegging, Fisting to Each Other, Pee. Arya Grander

Positive Femdom: Pegging, Fisting to Each Other, Pee. Arya Grander

XHamster 1 year ago

Feminization Retreat: A Weekend of Use, Humiliation, and Unholy Obedience - Available only on LF!

47% HD 0:10 / 25:08

Feminization Retreat: A Weekend of Use, Humiliation, and Unholy Obedience - Available only on LF!

LoyalFans 1 year ago

Sissy Panty Slut Sph JOI

Sissy Panty Slut Sph JOI

XHamster 2 months ago

My Loser Beta Sissy Cuckold Jason

My Loser Beta Sissy Cuckold Jason

XHamster 3 months ago

Size Queen Sissy Boy Training with CEI

HD 0:39 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 6 days ago

Genitalia haircut & edging for chastity slave

Genitalia haircut & edging for chastity slave

XHamster 1 year ago

Cum Eating instruction CEI #1 By Bestsissycaptions

Cum Eating instruction CEI #1 By Bestsissycaptions

Amateur8 2 years ago

Bella Brookz Private Show

HD 2:00 / 22:41

Bella Brookz Private Show

Camster 2 years 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

Bi Encouragement - Let Me Help You Give Your First Blowjob

60% 1:01 / 12:42

Bi Encouragement - Let Me Help You Give Your First Blowjob

FapHouse 1 year ago

Pissing CFNM domina punishes sissy in BDSM lesson

Pissing CFNM domina punishes sissy in BDSM lesson

Some.Porn 1 year ago

Pegging Session with My Chastity Slave

HD 1:01 / 10:45

Pegging Session with My Chastity Slave

FapHouse 3 years ago

Sissy Training- Blowjob CEI HYP

Sissy Training- Blowjob CEI HYP

Eporner 2 months ago

Latex Dominafire Training Sissy Slut in Chastity

Latex Dominafire Training Sissy Slut in Chastity

FapHouse 2 years ago

Asian Hotwife Turns Husband Into a Cum-eating Cuck

Asian Hotwife Turns Husband Into a Cum-eating Cuck

XHamster 2 months ago

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

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

XHamster 5 months ago

Sissy Training From Step-sister

Sissy Training From Step-sister

Amateur8 1 month ago

Turning Pupcup Into Our Perfect Sissy Slut

58% HD 0:29 / 23:59

Turning Pupcup Into Our Perfect Sissy Slut

IWantClips 8 months ago

Monster Cock Pegging

Monster Cock Pegging

FapHouse 2 years ago

Fun Feminization

54% HD 0:10 / 5:34

Fun Feminization

LoyalFans 1 year ago

CUCKOLD CUMS IN PANTIES LIKE A GIRL

CUCKOLD CUMS IN PANTIES LIKE A GIRL

XHamster 3 years ago

High Class Sissy Trained - Mistress T

High Class Sissy Trained - Mistress T

AbXXX 4 years ago

Peg Curious - Sharing My Man W Roommate

Peg Curious - Sharing My Man W Roommate

XHamster 2 weeks ago

She FISTS him with His Own CUM!!!

She FISTS him with His Own CUM!!!

XHamster 4 years ago

Amber Fletcher Private Show

61% HD 2:00 / 5:43

Amber Fletcher Private Show

Flirt4Free 2 years ago

Don't You Want To Be Smooth Like Me? | Pussy Envy

63% 0:35 / 9:21

Don't You Want To Be Smooth Like Me? | Pussy Envy

Clips4sale 1 year ago

My slutty secretary needs to get ready for my cock! - Sissy Slut Training with Anal Masturbation Instruction and Chastity with Miss Adrastea

HD 0:10 / 14:06

My slutty secretary needs to get ready for my cock! - Sissy Slut Training with Anal Masturbation Instruction and Chastity with Miss Adrastea

LoyalFans 1 month ago

FULL LIVE - Sissification Slumber Party & Beta Bullying - Featuring Goddess Jay

54% HD 0:10 / 2:40:24

FULL LIVE - Sissification Slumber Party & Beta Bullying - Featuring Goddess Jay

LoyalFans 5 months ago

i made my little sissy have a chastity orgasm

i made my little sissy have a chastity orgasm

XHamster 5 months ago

Take Your Cum Facial - Sissy Bi Encouragement - Cumslut Training

Take Your Cum Facial - Sissy Bi Encouragement - Cumslut Training

XHamster 5 months 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

Goddess Sissy Training Cock Worshiper CEI

Goddess Sissy Training Cock Worshiper CEI

Eporner 4 years ago

PROSTATE ORGASM COMPILATION SISSY

PROSTATE ORGASM COMPILATION SISSY

XHamster 4 years ago

Sissy In Pink Gets Cock-Trained

59% HD 0:10 / 22:42

Sissy In Pink Gets Cock-Trained

LoyalFans 3 months ago

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

XHamster 1 year ago

Evil big beautiful woman Domina Destroys Stepson CBT Boots, Unfathomable Gagging, Anal Stretching, Sissification and Void urine Drinking!

Evil big beautiful woman Domina Destroys Stepson CBT Boots, Unfathomable Gagging, Anal Stretching, Sissification and Void urine Drinking!

SortPorn 1 week ago

Jennas Suprise

XHamster 2 years ago

Goddess Of Destruction Pregnant Sissy Mind Training

Goddess Of Destruction Pregnant Sissy Mind Training

WinPorn 1 month ago

Turning My Boyfriend Into A Sissy

Turning My Boyfriend Into A Sissy

BigTitsLust 1 month ago

Mary Branton Private Show

65% 4K 2:00 / 7:20

Mary Branton Private Show

Camster 2 weeks ago

fat cock to ruin your virgin ass

fat cock to ruin your virgin ass

Fetishpapa 3 days ago

Heartless BBW Female-master Destroys Stepson CBT Boots, Deep Gagging, Anal Stretching, Sissification and Piddle Drinking!

Heartless BBW Female-master Destroys Stepson CBT Boots, Deep Gagging, Anal Stretching, Sissification and Piddle Drinking!

PornFreeNow 2 weeks ago

Sissy Slut School (FULL): Cock Sucking Lessons, Anal Training, Femdom Pegging & Anal 🤜 with Mistress Stellina Obscura

63% HD 0:10 / 1:09:27

Sissy Slut School (FULL): Cock Sucking Lessons, Anal Training, Femdom Pegging & Anal 🤜 with Mistress Stellina Obscura

LoyalFans 2 months ago

Faggot Maker - make me bi - bi encouragement - CEI - cock worship - faggot training - sissy training - imposed bi - big cock - joi

58% HD 0:10 / 6:32

Faggot Maker - make me bi - bi encouragement - CEI - cock worship - faggot training - sissy training - imposed bi - big cock - joi

LoyalFans 1 year ago

Zoey Evans Premiere Show

65% HD 2:00 / 10:03

Zoey Evans Premiere Show

Camster 3 weeks ago

Femdom Anal Training and Feminization

Femdom Anal Training and Feminization

BigTitsLust 1 week ago

Sissy Training After First Time Feminization

Sissy Training After First Time Feminization

PornTop 2 years ago

Bimbo Transformation: Dominant Woman Takes Control

Bimbo Transformation: Dominant Woman Takes Control

XXXShake 3 years ago

Breaking Her Sissy Doll Part 2 of 4: Sissy Whore gets her Pussy Fisted & Sucks Cock with Mistress Stellina Obscura (1080p)

78% HD 0:30 / 6:54

Breaking Her Sissy Doll Part 2 of 4: Sissy Whore gets her Pussy Fisted & Sucks Cock with Mistress Stellina Obscura (1080p)

Clips4sale 11 months ago

Sex Tool Hero - riding the A educate

Sex Tool Hero - riding the A educate

SortPorn 3 years ago

Learn To Curtsey For Men

Learn To Curtsey For Men

Clips4sale 3 years ago

Making My Husband into a Cuckold Sissy!

49% 0:11 / 9:49

Making My Husband into a Cuckold Sissy!

Clips4sale 2 years ago

Sissifying You

IWantClips 4 years ago

Heartfelt BNWO Conversation About Castration (Why You Should Do It)

64% 1:00 / 10:13

Heartfelt BNWO Conversation About Castration (Why You Should Do It)

Clips4sale 1 year ago

elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

Lesbian8 1 year ago

Bizarre Sissy Bad Dragon Gaping and FemDom Aperture Destruction with Speculum Show Off by Mastix Mercer

Bizarre Sissy Bad Dragon Gaping and FemDom Aperture Destruction with Speculum Show Off by Mastix Mercer

Amateur8 7 months ago

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

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

XHamster 2 years ago

CAGED AND STRAPON FUCKED HARD by DominaFire

CAGED AND STRAPON FUCKED HARD by DominaFire

XHamster 4 years ago

Chaste & Sissified

67% HD 0:10 / 7:19

Chaste & Sissified

LoyalFans 1 month ago

BBC Takes My Tight Pussy Deeper Than Ever - Ali Uchiha Senju

BBC Takes My Tight Pussy Deeper Than Ever - Ali Uchiha Senju

XXXShake 3 years ago

MILF1838- Evil Cougars Sissify Stepson

62% HD 0:25 / 13:23

MILF1838- Evil Cougars Sissify Stepson

IWantClips 1 year ago

Best of Harmony Rose vol 2

Best of Harmony Rose vol 2

XHamster 1 year ago

Cuckold Sissy Maid in Training (4K)

4K 0:13 / 10:36

Cuckold Sissy Maid in Training (4K)

Clips4sale 2 months ago

Mean Wife locked me in chastity and mads to fuck her with a strap on

Mean Wife locked me in chastity and mads to fuck her with a strap on

XHamster 1 year ago

Hardcore Up Close Femdom Bi Encouragement Oral Sex and CEI

Hardcore Up Close Femdom Bi Encouragement Oral Sex and CEI

Amateur8 3 years ago

Training You, My Sissy, to Love Cock

59% HD 0:10 / 10:14

Training You, My Sissy, to Love Cock

LoyalFans 2 weeks ago

Guided JOI Session With Femdom Mistress

Guided JOI Session With Femdom Mistress

Pornwhite 4 years ago

Becoming My Sissy Slave

HD 0:26 / 1:01:26

Becoming My Sissy Slave

IWantClips 4 weeks ago

DOMINATRIX PEGGING CHASTITY FAGGOT

DOMINATRIX PEGGING CHASTITY FAGGOT

XHamster 2 years ago

Rubber Sissy Doll in Training

72% HD 0:10 / 12:45

Rubber Sissy Doll in Training

LoyalFans 1 month ago

Sissy Academy Part 5 - Sissy's Anal Adventure

HD 0:39 / 26:58

Sissy Academy Part 5 - Sissy's Anal Adventure

FapHouse 1 month ago

Sissy Academy Part 1

Sissy Academy Part 1

XHamster 9 months ago

Caged Sissy Cuckold Gaming - Mistress Gives Slave in Chastity a Handjob with Ruined Orgasm

52% HD 0:39 / 12:35

Caged Sissy Cuckold Gaming - Mistress Gives Slave in Chastity a Handjob with Ruined Orgasm

FapHouse 5 months ago

Stepmommy Turns U into a Little Bunny Sissy Wench - Penny Barber Taboo

Stepmommy Turns U into a Little Bunny Sissy Wench - Penny Barber Taboo

Lesbian8 5 months ago

Long and Hard Pegging with a big dildo – Topped Toys Mordax 90

Long and Hard Pegging with a big dildo – Topped Toys Mordax 90

XHamster 4 years ago

Gape For Goddess 2

HD 0:15 / 21:21

Gape For Goddess 2

IWantClips 4 years ago

Beta Male Training Initiation

HD 0:10 / 34:22

Beta Male Training Initiation

LoyalFans 1 week ago

Extra Long Depth Training for my Bound Sissy Strapon Slut in Latex

62% HD 0:10 / 17:40

Extra Long Depth Training for my Bound Sissy Strapon Slut in Latex

LoyalFans 2 years ago

Sensual pegging turns in hard painal that breaks his pussy open. Listen my bitch whine taking dick

Sensual pegging turns in hard painal that breaks his pussy open. Listen my bitch whine taking dick

Pornfact 6 days ago

1 2 3 4 5

147,083 results found

Narrow your search

sissy anal training

Categories Pornstars

Categories Pornstars

Parents

Fuq.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Fuq.com. All rights reserved.

© 2026 Fuq.com. All rights reserved.