Sissy Training (155 084)

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 år sedan

Submissive Sluts volume 4

Submissive Sluts volume 4

XHamster 3 månader sedan

59% HD 1:01 / 11:41

Brand New World Order

FapHouse 1 månad sedan

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 år sedan

Peg Curious - Sharing My Man W Roommate

Peg Curious - Sharing My Man W Roommate

XHamster 3 månader sedan

Suck Cock and Swallow Hot Cum - Obey Your Mistress

Suck Cock and Swallow Hot Cum - Obey Your Mistress

XHamster 1 år sedan

My cum eating chastity slave gets to clean my feet

My cum eating chastity slave gets to clean my feet

XHamster 1 år sedan

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

XHamster 5 år sedan

Kate Rhoades Private Show

57% 4K 2:00 / 4:20

Kate Rhoades Private Show

Flirt4Free 11 månader sedan

pissing in the mouth. let s open your mouth i ll fill it. lick my pussy and feet in stockings.

pissing in the mouth. let s open your mouth i ll fill it. lick my pussy and feet in stockings.

PissVids 3 år sedan

Blonde Sex Slave Inseminated in Steel Shackles

Blonde Sex Slave Inseminated in Steel Shackles

XHamster 1 månad sedan

Jhanne Cherry Private Show

53% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 1 år sedan

Sissy Training in Chastity

69% HD 1:01 / 9:54

Sissy Training in Chastity

FapHouse 2 år sedan

Charlotte Flexes Naked

68% HD 2:00 / 3:51

Charlotte Flexes Naked

Flirt4Free 9 år sedan

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

51% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 10 månader sedan

Sunday Humiliation for Sissy husband Full

Sunday Humiliation for Sissy husband Full

XHamster 1 år sedan

PROSTATE EXPLOSION big compilation

PROSTATE EXPLOSION big compilation

XHamster 2 år sedan

Viky & Mateo Private Show

49% HD 2:00 / 4:35

Viky & Mateo Private Show

Flirt4Free 9 månader sedan

Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

XHamster 1 år sedan

Genitalia haircut & edging for chastity slave

Genitalia haircut & edging for chastity slave

XHamster 1 år sedan

Zoey Evans Private Show

64% HD 2:00 / 48:47

Zoey Evans Private Show

Flirt4Free 2 år sedan

Mistress Susi - the Straight Slaves First Sissy Blowjob

63% 0:39 / 9:10

Mistress Susi - the Straight Slaves First Sissy Blowjob

FapHouse 1 månad sedan

Sissy Training - Teaching My Friend How to Give a Blowjob

60% HD 0:39 / 29:53

Sissy Training - Teaching My Friend How to Give a Blowjob

FapHouse 2 år sedan

Cuckold 2 (lick My Toilet Clean!)

59% HD 0:39 / 5:36

Cuckold 2 (lick My Toilet Clean!)

FapHouse 1 år sedan

Kate Rhoades Private Show

57% 4K 2:00 / 10:43

Kate Rhoades Private Show

Flirt4Free 11 månader sedan

Blonde Bitch Iis Ready

63% HD 1:01 / 16:20

Blonde Bitch Iis Ready

FapHouse 2 år sedan

Suck His Dick Loser

Suck His Dick Loser

XHamster 1 år sedan

Vends-ta-culotte - Anal training and strap-on pegging for a submissive man

Vends-ta-culotte - Anal training and strap-on pegging for a submissive man

XHamster 6 dagar sedan

Good boys eat cum

Good boys eat cum

XHamster 2 år sedan

Sissy Clit Versus Big Black Cock

61% HD 0:39 / 17:12

Sissy Clit Versus Big Black Cock

FapHouse 1 månad sedan

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 1 år sedan

Amber Fletcher Private Show

55% HD 2:00 / 5:43

Amber Fletcher Private Show

Flirt4Free 2 år sedan

Bi Encouragement Training - Take 2 Of My Mans Cumshots

Bi Encouragement Training - Take 2 Of My Mans Cumshots

XHamster 3 månader sedan

Step-mommy's Forever 2

57% 1:01 / 34:34

Step-mommy's Forever 2

FapHouse 1 månad sedan

Domina Dark and Seladon Hex Pegging Slave

69% HD 0:39 / 20:33

Domina Dark and Seladon Hex Pegging Slave

FapHouse 3 månader sedan

DOMINATRIX PEGGING CHASTITY FAGGOT

DOMINATRIX PEGGING CHASTITY FAGGOT

XHamster 3 år sedan

Group Bi Training with My Three Girlfriends

Group Bi Training with My Three Girlfriends

XHamster 3 veckor sedan

Sissy Jenna First Lesson

63% HD 1:01 / 17:38

Sissy Jenna First Lesson

FapHouse 3 år sedan

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

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

XHamster 1 år sedan

Pissing CFNM domina punishes sissy in BDSM lesson

Pissing CFNM domina punishes sissy in BDSM lesson

Some.Porn 1 år sedan

Jennas Suprise

66% HD 1:01 / 19:18

FapHouse 3 år sedan

Exposing My Sissy Best Friend- Goddess Rosie Reed Exposes Her Sissy Best Friend- Ebony Femdom Sissy Training

70% HD 1:01 / 5:45

Exposing My Sissy Best Friend- Goddess Rosie Reed Exposes Her Sissy Best Friend- Ebony Femdom Sissy Training

FapHouse 4 månader sedan

Real cuckold wife wants to suck cock together !!!

Real cuckold wife wants to suck cock together !!!

XHamster 10 månader sedan

Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

56% 0:39 / 20:13

Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

FapHouse 2 år sedan

Vends-ta-culotte - Sexy French Dominatrix Will Make You Her Sex Slave

Vends-ta-culotte - Sexy French Dominatrix Will Make You Her Sex Slave

XHamster 1 vecka sedan

Mistress Susi - the Straight Slaves First Sissy Blowjob

Mistress Susi - the Straight Slaves First Sissy Blowjob

XHamster 1 månad sedan

Learning to CUM from the ASS... First PROSTATE ORGASM!

Learning to CUM from the ASS... First PROSTATE ORGASM!

XHamster 2 år sedan

You're only good for one thing

55% HD 1:01 / 9:15

You're only good for one thing

FapHouse 1 månad sedan

CUCKOLD CUMS IN PANTIES LIKE A GIRL

CUCKOLD CUMS IN PANTIES LIKE A GIRL

XHamster 4 år sedan

Hardcore Up Close Femdom Bi Encouragement Oral job and CEI

Hardcore Up Close Femdom Bi Encouragement Oral job and CEI

Dafreeporn 4 år sedan

Ruth Oliver Private Show

68% 4K 2:00 / 18:06

Ruth Oliver Private Show

Flirt4Free 4 månader sedan

Mistresst - High Class Sissy Trained

Mistresst - High Class Sissy Trained

InPorn 5 år sedan

Jennas Suprise

XHamster 3 år sedan

Poor Cuckold: the Wedding Anniversary

62% HD 1:01 / 36:28

Poor Cuckold: the Wedding Anniversary

FapHouse 3 år sedan

The Chastity Fuck

The Chastity Fuck

XHamster 1 vecka sedan

Step-mommy's Forever 2

55% 0:39 / 34:34

Step-mommy's Forever 2

FapHouse 1 månad sedan

wife makes stranger cum and then her husband licks it up

wife makes stranger cum and then her husband licks it up

XHamster 1 år sedan

Emily & Stesha Private Show

52% 4K 2:00 / 4:08

Emily & Stesha Private Show

Flirt4Free 8 månader sedan

Your Owner Gives You Surgical Body Modifications

Your Owner Gives You Surgical Body Modifications

XHamster 3 veckor sedan

Camilla Polls Private Show

55% 4K 2:00 / 5:37

Camilla Polls Private Show

Flirt4Free 1 år sedan

Hope Daylee Sexy Secretary Bj

56% HD 2:00 / 4:23

Hope Daylee Sexy Secretary Bj

Flirt4Free 9 år sedan

Cheerleader Try Out

HD 1:01 / 20:52

Cheerleader Try Out

FapHouse 3 veckor sedan

Elizabeth Whiler Private Show

58% HD 2:00 / 6:27

Elizabeth Whiler Private Show

Flirt4Free 3 år sedan

Jasmine Flowers Pegging Training, femdom Goddess

63% 0:39 / 17:29

Jasmine Flowers Pegging Training, femdom Goddess

FapHouse 3 månader sedan

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

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

XHamster 8 månader sedan

Leena Sky Private Show

Leena Sky Private Show

Flirt4Free 4 år sedan

Sissy Spanked and Caged by MILF Boss

Sissy Spanked and Caged by MILF Boss

XHamster 3 veckor sedan

Amy Bllossom Private Show

61% HD 2:00 / 17:28

Amy Bllossom Private Show

Flirt4Free 1 år sedan

Elizabeth Whiler Private Show

52% HD 2:00 / 59:39

Elizabeth Whiler Private Show

Flirt4Free 4 år sedan

Katharine Cane Party on Jul 6, 2026 - Part 2

50% 4K 2:00 / 6:32

Katharine Cane Party on Jul 6, 2026 - Part 2

Flirt4Free 3 månader sedan

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 år sedan

Bella Brookz Private Show

52% HD 2:00 / 11:32

Bella Brookz Private Show

Flirt4Free 3 år sedan

Confess that you are a sissy to your best friend!

Confess that you are a sissy to your best friend!

XHamster 3 månader sedan

Wife Fists Husband Nearly Elbow Deep

59% 1:01 / 8:58

Wife Fists Husband Nearly Elbow Deep

FapHouse 2 år sedan

SISSY DRESS UP

65% 0:30 / 9:04

Clips4sale 1 år sedan

Your Clitty Is Mine to Lock

Your Clitty Is Mine to Lock

FapHouse 10 månader sedan

Female POV - feel like a girl

Female POV - feel like a girl

XHamster 3 år sedan

Size Queen Sissy Boy Training with CEI

Size Queen Sissy Boy Training with CEI

XHamster 2 månader sedan

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 2 månader sedan

Sissy Training - Teaching My Friend How to Give a Blowjob

65% HD 1:01 / 29:53

Sissy Training - Teaching My Friend How to Give a Blowjob

FapHouse 2 år sedan

Jhanne Cherry Private Show

61% HD 2:00 / 9:33

Jhanne Cherry Private Show

Flirt4Free 1 år sedan

Dominafire Pegging her Sissy Slut in Chastity

Dominafire Pegging her Sissy Slut in Chastity

XHamster 3 år sedan

Domina Dark - Dizzy Miss Sissy In Training

Domina Dark - Dizzy Miss Sissy In Training

Nuvid 1 år sedan

Your Slutty Sissy Fantasy 2

HD 0:15 / 20:12

Your Slutty Sissy Fantasy 2

IWantClips 3 månader sedan

insanely hot huge pegging compilation #2

insanely hot huge pegging compilation #2

PornBox 1 månad sedan

Fembitch Slave Fails His Mistress’s Pedicure Training

Fembitch Slave Fails His Mistress’s Pedicure Training

FapHouse 1 dag sedan

Gentle, Deep and Rough Pegging Video

58% HD 1:01 / 16:56

Gentle, Deep and Rough Pegging Video

FapHouse 1 månad sedan

Best of Q3 2026 - Not for Boring Couples

Best of Q3 2026 - Not for Boring Couples

FapHouse 2 veckor sedan

Cum Eating instruction CEI #1 By Bestsissycaptions

Cum Eating instruction CEI #1 By Bestsissycaptions

Amateur8 2 år sedan

Jhanne Cherry Private Show

60% HD 2:00 / 6:41

Jhanne Cherry Private Show

Flirt4Free 1 år sedan

Two Powerful Women, One Helpless Sub- Brandi Mae, Taperedphysique and CJ

Premium HD 14:21

Two Powerful Women, One Helpless Sub- Brandi Mae, Taperedphysique and CJ

XNXXGold 4 månader sedan

Cuckold Creampie Panty Compilation 1080P

62% 4K 0:28 / 14:27

Cuckold Creampie Panty Compilation 1080P

Clips4sale 5 år sedan

Evangeline Moon Private Show

Evangeline Moon Private Show

Flirt4Free 1 vecka sedan

The Lust of Sissy 3D Saga - Supportive Sugardaddy

49% HD 0:39 / 12:03

The Lust of Sissy 3D Saga - Supportive Sugardaddy

FapHouse 1 år sedan

Sissy Whore Training POV

58% HD 0:39 / 6:21

Sissy Whore Training POV

FapHouse 1 år sedan

fuck machine pussy until cum:p - Part 3

fuck machine pussy until cum:p - Part 3

Flirt4Free 2 dagar sedan

Sissy Gets to Cum on Two Faces at Once

Premium HD 18:09

Sissy Gets to Cum on Two Faces at Once

XVideosRed 1 månad sedan

Jhanne Cherry Private Show

55% HD 2:00 / 4:58

Jhanne Cherry Private Show

Flirt4Free 1 år sedan

Suck Wang For Your Mastix - Bi Encouragement

Suck Wang For Your Mastix - Bi Encouragement

Amateur8 1 år sedan

Sissy POV - Sucking huge white cock with pleasure

Sissy POV - Sucking huge white cock with pleasure

XHamster 11 månader sedan

Hard Femdom Sissy Training, Cock Sounding, Anal Destruction, Strapon

Hard Femdom Sissy Training, Cock Sounding, Anal Destruction, Strapon

XHamster 1 år sedan

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

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

XHamster 1 månad sedan

Extreme Anal Challenge - Strapon and 15-inch Dildo Until He Takes It All and Cums on My Black Nitrile Gloves

55% 1:01 / 20:06

Extreme Anal Challenge - Strapon and 15-inch Dildo Until He Takes It All and Cums on My Black Nitrile Gloves

FapHouse 1 månad sedan

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 år sedan

Therapy session for sissy boys

Therapy session for sissy boys

XHamster 2 år sedan

Group Bi Training with My Three Girlfriends

70% HD 1:01 / 22:44

Group Bi Training with My Three Girlfriends

FapHouse 1 månad sedan

Monthly Curse: Clit Tease, Electro, Ruined Orgasm

Monthly Curse: Clit Tease, Electro, Ruined Orgasm

XHamster 1 år sedan

Extreme Pegging & Fisting Compilation - Femdom fucks male sub anal whore with Huge cock

Extreme Pegging & Fisting Compilation - Femdom fucks male sub anal whore with Huge cock

XHamster 2 år sedan

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 år sedan

Your Owner Gives You Surgical Body Modifications

Your Owner Gives You Surgical Body Modifications

XHamster 3 veckor sedan

We Love Spreading and Playing with Our Big Asses.

We Love Spreading and Playing with Our Big Asses.

XHamster 4 månader sedan

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 år sedan

POV Cuckold volume 13

POV Cuckold volume 13

XHamster 1 år sedan

Elizabeth Whiler Private Show

56% HD 2:00 / 6:03

Elizabeth Whiler Private Show

Flirt4Free 3 år sedan

Weekly Milking Before Sissy Anal Training - Short Version

Weekly Milking Before Sissy Anal Training - Short Version

StiefMutter 3 veckor sedan

My Castrated Whore

My Castrated Whore

FapHouse 1 månad sedan

Amelia Sweety Private Show

Amelia Sweety Private Show

Flirt4Free 2 dagar sedan

Peg Curious - Sharing My Man W Roommate

58% 1:01 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse 3 månader sedan

you must always be under lock and key. chastity, always.

you must always be under lock and key. chastity, always.

PornBox 1 vecka sedan

German Mastix Silvia trains her sissy maid

German Mastix Silvia trains her sissy maid

AbXXX 13 år sedan

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