Sissy Training Porn (153,129)

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

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

My cum eating chastity slave gets to clean my feet

My cum eating chastity slave gets to clean my feet

XHamster 1 year ago

Submissive Sluts volume 4

Submissive Sluts volume 4

XHamster 1 month ago

HD 0:39 / 11:41

Brand New World Order

FapHouse 1 week ago

Peg Curious - Sharing My Man W Roommate

Peg Curious - Sharing My Man W Roommate

XHamster 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

Bi Encouragement Training - Take 2 Of My Mans Cumshots

Bi Encouragement Training - Take 2 Of My Mans Cumshots

XHamster 1 month ago

Good boys eat cum

Good boys eat cum

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

Peg Curious - Sharing My Man W Roommate

58% 1:01 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse 2 months ago

Elizabeth Whiler Private Show

48% HD 2:00 / 9:53

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

Jhanne Cherry Private Show

54% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Jhanne Cherry Private Show

48% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 1 year ago

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

64% HD 1:01 / 11:28

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

FapHouse 2 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

PROSTATE EXPLOSION big compilation

PROSTATE EXPLOSION big compilation

XHamster 2 years ago

Sissy Training

FapHouse 1 week ago

Suck Cock and Swallow Hot Cum - Obey Your Mistress

Suck Cock and Swallow Hot Cum - Obey Your Mistress

XHamster 1 year ago

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

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

XHamster 7 months ago

Viky & Mateo Private Show

55% HD 2:00 / 11:13

Viky & Mateo Private Show

Flirt4Free 7 months ago

Jen Holly Private Show

52% HD 2:00 / 15:33

Jen Holly Private Show

Flirt4Free 1 year ago

Jhanne Cherry Private Show

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Jhanne Cherry Private Show

Flirt4Free 1 year ago

Ashley Sinn Private Show

56% 4K 2:00 / 7:22

Ashley Sinn Private Show

Camster 11 months ago

Peg Curious - Sharing My Man W Roommate

74% 0:39 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse 2 months ago

Stuffed Woman. the Hole Overflows as It Is Full to the Top

71% 0:39 / 11:41

Stuffed Woman. the Hole Overflows as It Is Full to the Top

FapHouse 7 months ago

Bi Encouragement - Serve Me and Alpha Cock

51% HD 1:01 / 12:47

Bi Encouragement - Serve Me and Alpha Cock

FapHouse 9 months ago

Genitalia haircut & edging for chastity slave

Genitalia haircut & edging for chastity slave

XHamster 1 year ago

CUCKOLD CUMS IN PANTIES LIKE A GIRL

CUCKOLD CUMS IN PANTIES LIKE A GIRL

XHamster 4 years ago

Gentle, Deep and Rough Pegging Video

66% HD 0:39 / 16:56

Gentle, Deep and Rough Pegging Video

FapHouse 2 days ago

Electra Joness Party on Apr 13, 2026 - Part 3

50% 4K 2:00 / 1:00:15

Electra Joness Party on Apr 13, 2026 - Part 3

Flirt4Free 4 months ago

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

53% HD 1:01 / 19:18

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

FapHouse 8 months ago

Femdom Strict Sissy Training Session: Cock Sucking, CBT, Pegging & Fisting with Mistress Stellina (1080p)

HD 0:39 / 54:59

Femdom Strict Sissy Training Session: Cock Sucking, CBT, Pegging & Fisting with Mistress Stellina (1080p)

FapHouse 4 days ago

Sissy Training in Chastity

57% HD 0:39 / 9:54

Sissy Training in Chastity

FapHouse 1 year ago

Cum Eating instruction CEI #1 By Bestsissycaptions

Cum Eating instruction CEI #1 By Bestsissycaptions

Amateur8 2 years ago

Sissy Anal JOI

65% HD 0:39 / 7:41

FapHouse 2 years ago

INSTITUTION X - Prostate Milking Butthole Training Pspot Cumming COMPILATION 1-2

INSTITUTION X - Prostate Milking Butthole Training Pspot Cumming COMPILATION 1-2

KAMS 1 year ago

Admission of being a Sissy - Mean girls

Admission of being a Sissy - Mean girls

XHamster 3 years ago

Sissy Date Night

Sissy Date Night

FapHouse 1 month ago

Bi Sissy Training

72% HD 1:01 / 34:42

Bi Sissy Training

FapHouse 5 months ago

Kate Rhoades Private Show

47% 4K 2:00 / 10:43

Kate Rhoades Private Show

Flirt4Free 9 months ago

Camilla Polls Private Show

Camilla Polls Private Show

Camster 3 months ago

The Sissygasm

55% 0:39 / 12:01

FapHouse 1 year ago

Zoey Evans Private Show

67% HD 2:00 / 48:47

Zoey Evans Private Show

Flirt4Free 1 year ago

Aurora Ber Private Show

54% 4K 2:00 / 6:07

Aurora Ber Private Show

Flirt4Free 1 year ago

Ares & Adara Private Show

47% HD 2:00 / 20:07

Ares & Adara Private Show

Flirt4Free 1 year ago

Camilla Polls Private Show

60% 4K 2:00 / 19:44

Camilla Polls Private Show

Flirt4Free 1 year ago

Elizabeth Whiler Private Show

56% HD 2:00 / 31:36

Elizabeth Whiler Private Show

Camster 3 years ago

Suck His Dick Loser

Suck His Dick Loser

XHamster 1 year ago

Jessie Evans Private Show

62% 4K 2:00 / 7:48

Jessie Evans Private Show

Camster 3 weeks ago

After a Blowjob, She Plays Snowballs with Him (cumkiss, a Lot of Cum, Cuckold Training)

66% 0:39 / 7:57

After a Blowjob, She Plays Snowballs with Him (cumkiss, a Lot of Cum, Cuckold Training)

FapHouse 9 months 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

PROSTATE ORGASM COMPILATION SISSY

PROSTATE ORGASM COMPILATION SISSY

XHamster 4 years ago

Not for Boring Couples - Vol 2

Not for Boring Couples - Vol 2

XHamster 3 weeks ago

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 1 month ago

Female POV - feel like a girl

Female POV - feel like a girl

XHamster 3 years 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

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

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

FapHouse 2 weeks ago

Step-mommy's Forever 2

44% 0:39 / 34:34

Step-mommy's Forever 2

FapHouse 2 weeks ago

How to give a prostate massage

How to give a prostate massage

SortPorn 3 years ago

Jhanne Cherry Private Show

48% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Sissy Summer

60% HD 0:10 / 9:53

LoyalFans 3 months ago

Bi Encouragement - Let Me Help You Give Your First Blowjob

59% 1:01 / 12:42

Bi Encouragement - Let Me Help You Give Your First Blowjob

FapHouse 1 year ago

Femdom: Fisting, Deepthroat, Strap-on, Humiliation. Arya Grander

Femdom: Fisting, Deepthroat, Strap-on, Humiliation. Arya Grander

XHamster 8 months ago

i made my little sissy have a chastity orgasm

i made my little sissy have a chastity orgasm

XHamster 7 months ago

Jen Holly Private Show

56% HD 2:00 / 5:34

Jen Holly Private Show

Flirt4Free 1 year ago

Grisha Mochka Private Show

56% 4K 2:00 / 19:56

Grisha Mochka Private Show

Camster 2 months ago

Guys, for the First Time I Got Myself Fucked by the Pantry Boy in a Moving Train, He Fucked Me Hard and Tore My Pussy

51% HD 1:01 / 9:48

Guys, for the First Time I Got Myself Fucked by the Pantry Boy in a Moving Train, He Fucked Me Hard and Tore My Pussy

FapHouse 10 months ago

Gentle, Deep and Rough Pegging Video

HD 1:01 / 16:56

Gentle, Deep and Rough Pegging Video

FapHouse 2 days ago

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

XHamster 5 years ago

NEW - Training You to Suck Cock So I Can Whore You Out, Phillip

66% HD 0:10 / 9:20

NEW - Training You to Suck Cock So I Can Whore You Out, Phillip

LoyalFans 1 week ago

Katharine Cane Gets Naked.

63% HD 2:00 / 6:04

Katharine Cane Gets Naked.

Camster 8 years ago

Big Ass Style

Camster 3 years ago

Polish femdom trains sissy in strapon pegging and enema

Polish femdom trains sissy in strapon pegging and enema

Yesvids 1 week ago

Jennas Suprise

XHamster 3 years ago

Lizzy Koerich Private Show

68% HD 2:00 / 10:15

Lizzy Koerich Private Show

Flirt4Free 2 years ago

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

64% HD 0:39 / 23:50

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

FapHouse 1 month ago

Jen Holly Private Show

67% 4K 2:00 / 23:03

Jen Holly Private Show

Camster 1 year ago

Be Ready for the Really Big Cocks Part2

Be Ready for the Really Big Cocks Part2

XHamster 1 year ago

Sissy CEI Training

62% 4K 0:22 / 10:45

Sissy CEI Training

Clips4sale 1 year ago

Training You, My Sissy, to Love Cock

57% HD 0:10 / 10:14

Training You, My Sissy, to Love Cock

LoyalFans 2 months ago

989 Perverted Stepdaddy, Panty Sniffer Turned Into Sissy Slut - CEI, Ruined Orgasm, Step-daughter in a College Outfit

58% HD 1:01 / 10:37

989 Perverted Stepdaddy, Panty Sniffer Turned Into Sissy Slut - CEI, Ruined Orgasm, Step-daughter in a College Outfit

FapHouse 1 year ago

Playing with My Husband's Asshole

Playing with My Husband's Asshole

XHamster 2 years ago

Femdom: Sissy feminization training!

Femdom: Sissy feminization training!

Itsrealamateurs 1 month ago

Leena Sky Private Show

59% HD 2:00 / 4:57

Leena Sky Private Show

Flirt4Free 4 years ago

Violeth Mora Private Show

4K 2:00 / 12:38

Violeth Mora Private Show

Camster 4 days ago

Sissy Wife Pegged In Chastity - Clara Dee POV

Sissy Wife Pegged In Chastity - Clara Dee POV

XHamster 2 years ago

Caged Fuck Slut

Caged Fuck Slut

XHamster 5 years ago

Sissy & cuckold training

52% HD 1:01 / 11:51

Sissy & cuckold training

FapHouse 5 years ago

Bisexual Guide: Sissy Slut Sucks Cock Gently for Hot Cum

Bisexual Guide: Sissy Slut Sucks Cock Gently for Hot Cum

FapNFuck 1 year ago

Emily & Stesha Private Show

57% 4K 2:00 / 29:40

Emily & Stesha Private Show

Flirt4Free 8 months ago

Fuck Ass Style

63% HD 2:00 / 9:36

Camster 3 years ago

$let\'s fuck$ 4K 2:00 / 4:53

Camster 1 month ago

Now It's My Turn With Mistress Terra (HD 720p)

68% HD 0:15 / 7:47

Now It's My Turn With Mistress Terra (HD 720p)

Clips4sale 1 year ago

Sunday Humiliation for Sissy husband Full

Sunday Humiliation for Sissy husband Full

XHamster 1 year ago

Amber Sweeett Private Show

HD 2:00 / 21:39

Amber Sweeett Private Show

Camster 1 week ago

Jen Holly Private Show

68% HD 2:00 / 4:45

Jen Holly Private Show

Camster 1 year ago

Sissy training with strap-on pin-up curvy Mistress Arya Grander

Sissy training with strap-on pin-up curvy Mistress Arya Grander

XHamster 1 week ago

Zoey Evans Private Show

Zoey Evans Private Show

Flirt4Free 1 week ago

ASMR sloppy caged cuck chastity cum (locktober final reward)

ASMR sloppy caged cuck chastity cum (locktober final reward)

XHamster 2 years ago

POV Cuckold volume 13

POV Cuckold volume 13

XHamster 1 year ago

HARDCORE MUSCLE MISTRESS FEMDOM COMPILATION #1

Premium HD 34:51

HARDCORE MUSCLE MISTRESS FEMDOM COMPILATION #1

XVideosRed 2 weeks ago

We Love Spreading and Playing with Our Big Asses.

We Love Spreading and Playing with Our Big Asses.

XHamster 3 months ago

Two dominant goddesses teach sissy hotties to suck and swallow

Two dominant goddesses teach sissy hotties to suck and swallow

XHamster 2 years ago

Huge Horny Tits Volume 3

Huge Horny Tits Volume 3

XHamster 1 month ago

POV Cuckold vol 30

POV Cuckold vol 30

XHamster 7 months ago

Femdom POV Sissy Training Pleasure Him

48% HD 0:39 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 5 months ago

Unmerciful Dommes Vigour Sissy Serf to Gulp Down Week-Old Cum Loads

Unmerciful Dommes Vigour Sissy Serf to Gulp Down Week-Old Cum Loads

Amateur8 1 year ago

Sissified by Step-Mommy

65% HD 0:15 / 13:28

Sissified by Step-Mommy

IWantClips 2 months ago

Viuda Nagra Private Show

47% HD 2:00 / 9:57

Viuda Nagra Private Show

Flirt4Free 4 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 9 months ago

Sissy training dirty talk video: sexy MILF Dominatrix - Femdom lesson!

Sissy training dirty talk video: sexy MILF Dominatrix - Femdom lesson!

FapHouse 1 week ago

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

65% HD 1:01 / 16:47

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

FapHouse 2 months ago

Jen Holly Private Show

63% HD 2:00 / 6:38

Jen Holly Private Show

Camster 1 year ago

Miss Adrastea is riding your face while you’re in chastity

Miss Adrastea is riding your face while you’re in chastity

XHamster 5 years ago

BBC Sissy Training

BBC Sissy Training

XHamster 2 weeks ago

Mandy Lov Private Show

Mandy Lov Private Show

Flirt4Free 2 weeks ago

POV Cuckold volume 45

POV Cuckold volume 45

XHamster 5 years ago

Becoming a sissy

Becoming a sissy

Dafreeporn 6 years ago

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

60% 4K 0:19 / 10:39

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

Clips4sale 9 months ago

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