Cuckold Training Videos (26,817)

TRIPLE penetration, deepthroat huge toy 26 cm + SURPRISE !!!

TRIPLE penetration, deepthroat huge toy 26 cm + SURPRISE !!!

Flirt4Free 10 years ago

Amyna Amy Private Show

4K 2:00 / 11:19

Amyna Amy Private Show

Flirt4Free 1 day ago

Brutus K Private Show

60% HD 2:00 / 7:36

Brutus K Private Show

Flirt4Free 11 years ago

Sandy Lee Private Show

63% HD 2:00 / 6:03

Sandy Lee Private Show

Flirt4Free 10 years ago

Trio of Hot Latinos Having Fun

Trio of Hot Latinos Having Fun

Flirt4Free 8 years ago

Railed By a Big Dick Futa While Your Cuck Girlfriend Watches

4K 0:28 / 15:40

Railed By a Big Dick Futa While Your Cuck Girlfriend Watches

Clips4sale 3 months ago

Perseo & Dafne Private Show

Perseo & Dafne Private Show

Flirt4Free 2 years ago

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Tommy & Master Private Show

Flirt4Free 7 months ago

Lisan & Mine Private Show

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Flirt4Free 1 month ago

MALE TO FEMALE TRANSITIONING PLAY - Mean Step-sister and Domme Stepmom Puts You In Makeup, Feminization Mind Fuck

MALE TO FEMALE TRANSITIONING PLAY - Mean Step-sister and Domme Stepmom Puts You In Makeup, Feminization Mind Fuck

Clips4sale 2 years ago

WIFE PUTS YOU IN CHASTITY WHILE YOU DO HOUSE CHORES MESMERIZE - Sissy Training

WIFE PUTS YOU IN CHASTITY WHILE YOU DO HOUSE CHORES MESMERIZE - Sissy Training

Clips4sale 1 year ago

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54% HD 2:00 / 7:03

Bastian Maalouf Private Show

Flirt4Free 3 years ago

Sandy Lee Private Show

HD 2:00 / 11:30

Sandy Lee Private Show

Flirt4Free 9 years ago

Evil SheMale Makes You Cum

45% HD 0:15 / 5:12

Evil SheMale Makes You Cum

Clips4sale 2 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 1 year ago

Trans Veternarian Natalie Carnot Gets The Puppy Boy Ready To Be Neutered Part 1 mobile - with Femdom, Chastity

40% HD 0:20 / 13:02

Trans Veternarian Natalie Carnot Gets The Puppy Boy Ready To Be Neutered Part 1 mobile - with Femdom, Chastity

Clips4sale 1 year ago

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60% HD 2:00 / 4:09

Four Latino Guys Fuck in Soccersocks

Flirt4Free 9 years ago

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55% 0:30 / 16:15

SISSY AND PROUD + FEMININE PRIDE - Sissy Programming Mind Fuck [Sissy] [Sissymaid] [Sissy Training]

Clips4sale 2 years ago

Dustin & Angel & Bayron Private Show

71% HD 2:00 / 5:30

Dustin & Angel & Bayron Private Show

Flirt4Free 2 years ago

Compilation of sissy cuckold training - Real session with two partners - BBC - Trans woman - Sissy Chastity

HD 0:59 / 32:38

Compilation of sissy cuckold training - Real session with two partners - BBC - Trans woman - Sissy Chastity

Clips4sale 8 months ago

Alisa Fresh Private Show

63% 4K 2:00 / 14:43

Alisa Fresh Private Show

Flirt4Free 3 months ago

Sandy Lee Private Show

Sandy Lee Private Show

Flirt4Free 11 years ago

Sissy Gimp Maid

Sissy Gimp Maid

FapHouse 6 months ago

Locked Up Sissy Cuck Cleans Up after Girl-Tgirl Fuck

66% HD 0:30 / 14:17

Locked Up Sissy Cuck Cleans Up after Girl-Tgirl Fuck

Clips4sale 1 year ago

Sophia Loreen Slaps Butt with Enthusiasm

Sophia Loreen Slaps Butt with Enthusiasm

Flirt4Free 4 years ago

Emma Devereaux Private Show

Emma Devereaux Private Show

Flirt4Free 2 years ago

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Flirt4Free 2 years ago

Footjob with Short White Ankle Socks

61% HD 2:00 / 7:51

Footjob with Short White Ankle Socks

Flirt4Free 4 years ago

Crhrstian & Derrekk & Friends Orgy Time

HD 2:00 / 32:08

Crhrstian & Derrekk & Friends Orgy Time

Flirt4Free 8 years ago

Alice Hottets Private Show

Alice Hottets Private Show

Flirt4Free 2 years ago

SISSY OBEDIENCE TRAINING - BECOMING A GOOD GIRL [Sissy Training]

SISSY OBEDIENCE TRAINING - BECOMING A GOOD GIRL [Sissy Training]

Clips4sale 2 years ago

Balls Stretching

Balls Stretching

Flirt4Free 9 months ago

Sloppy Seconds for Sissys

Sloppy Seconds for Sissys

Clips 2 months ago

Step-Sis Locked Me Up: ThePrincessLuxy Cages Gooner Virgin Step-brother & Prepares him for College Sexual Rejection with Cuckold and Tease & Denial

HD 0:26 / 10:05

Step-Sis Locked Me Up: ThePrincessLuxy Cages Gooner Virgin Step-brother & Prepares him for College Sexual Rejection with Cuckold and Tease & Denial

Clips4sale 11 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 month ago

Mike Swift & David Golden Private Show

61% HD 2:00 / 44:54

Mike Swift & David Golden Private Show

Flirt4Free 2 months ago

Elix & Elias & Paulo Private Show

63% HD 2:00 / 7:41

Elix & Elias & Paulo Private Show

Flirt4Free 1 year ago

Kisses and Fuck Pussy Boy in Doggy Stile

46% 4K 2:00 / 4:58

Kisses and Fuck Pussy Boy in Doggy Stile

Flirt4Free 7 months ago

Cuck CD Sissy Husband gets fucked by wife's Huge BBC Bull Lover

Cuck CD Sissy Husband gets fucked by wife's Huge BBC Bull Lover

Clips4sale 1 year ago

Alice Hottets Private Show

Alice Hottets Private Show

Flirt4Free 4 years ago

Sandy Lee Private Show

Sandy Lee Private Show

Flirt4Free 11 years ago

SISSY SLUT BASICS

SISSY SLUT BASICS

LoyalFans 3 years ago

SISSY PRISON - Cuckold Torment Part 2 *MOV*

4K 0:33 / 15:26

SISSY PRISON - Cuckold Torment Part 2 *MOV*

Clips4sale 4 months ago

Long Jefk Off Session

HD 2:00 / 41:28

Long Jefk Off Session

Flirt4Free 9 years ago

Crhistian & Dereckk & Friends - Play with Asses

HD 2:00 / 10:20

Crhistian & Dereckk & Friends - Play with Asses

Flirt4Free 9 years ago

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55% HD 0:10 / 17:19

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LoyalFans 3 years ago

Lika Kai Private Show

Lika Kai Private Show

Flirt4Free 5 days ago

Sandy Lee Private Show

Sandy Lee Private Show

Flirt4Free 11 years ago

Sissy Gets Caught

64% 0:30 / 9:26

Sissy Gets Caught

Clips4sale 1 year ago

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66% 0:30 / 31:21

DIAPER BONDAGE STRAITJACKET - Bondage Play, Straitjacket, Agere, Segufix, Abdl Diaper locking Mind Fuck

Clips4sale 2 years ago

Emma Devereaux Private Show

Emma Devereaux Private Show

Flirt4Free 2 years ago

Ashton Crew Private Show

HD 2:00 / 13:16

Ashton Crew Private Show

Flirt4Free 2 years ago

Ruth & Carlaa Private Show

Ruth & Carlaa Private Show

Flirt4Free 2 years ago

4 Hot Guys Suck and Show Off

4 Hot Guys Suck and Show Off

Flirt4Free 8 years ago

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Flirt4Free 9 years ago

Sandy Lee Private Show

Sandy Lee Private Show

Flirt4Free 10 years ago

Sissy Wife Licks Bull's Creampie Out Of My Panties

Sissy Wife Licks Bull's Creampie Out Of My Panties

Clips4sale 3 years ago

FEMALE LED RELATIONSHIP PROGRAMMING - FLR Mind Fuck [Female Domination] [FEMDOM] [Domme] [Dominant] [Submit And Obey] [Submission]

FEMALE LED RELATIONSHIP PROGRAMMING - FLR Mind Fuck [Female Domination] [FEMDOM] [Domme] [Dominant] [Submit And Obey] [Submission]

Clips4sale 2 years ago

My Cuck Is a Sissy

51% 1:01 / 6:57

My Cuck Is a Sissy

FapHouse 1 year ago

Dick Tickling Footjob

60% HD 2:00 / 16:03

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Flirt4Free 6 years ago

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49% HD 2:00 / 7:27

Pounding You Like You Are My Very Horny Bf

Flirt4Free 2 years ago

Eva Lux Blowjob

Eva Lux Blowjob

Flirt4Free 3 years ago

Dildo Dolly 4

58% 0:11 / 11:52

Clips4sale 3 years ago

Hogties for Hoes- Candi Cumdumps Loves Her Rope Bondage Training 4K MP4

55% 4K 0:15 / 24:54

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Clips4sale 3 years ago

Talking About Some of My Armwrestling Challenges

57% HD 2:00 / 4:02

Talking About Some of My Armwrestling Challenges

Flirt4Free 3 years ago

Tovez Private Show Bdsm

HD 2:00 / 21:34

Tovez Private Show Bdsm

Flirt4Free 2 years ago

Amy Milerus Private Show

Amy Milerus Private Show

Flirt4Free 2 years ago

Crhistian & Dereckk & Friends Party on Nov 24, 2018 - Part 2

HD 2:00 / 38:50

Crhistian & Dereckk & Friends Party on Nov 24, 2018 - Part 2

Flirt4Free 7 years ago

SUCKING COCK TO PAY MY BULL

SUCKING COCK TO PAY MY BULL

LoyalFans 3 years ago

Jhordy & Maxx Private Show

44% HD 2:00 / 41:34

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

You Want to Worship My Ass Big Time and then Smell My Armpits

HD 2:00 / 1:38:02

You Want to Worship My Ass Big Time and then Smell My Armpits

Flirt4Free 3 years ago

Crhistian & Dereckk & Friends Hardcore Duo Show Part 2

HD 2:00 / 12:13

Crhistian & Dereckk & Friends Hardcore Duo Show Part 2

Flirt4Free 9 years ago

Harris Morrison Private Show

HD 2:00 / 19:26

Harris Morrison Private Show

Flirt4Free 2 years ago

suck dick no mercy - Part 3

suck dick no mercy - Part 3

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Kelly Tiny Private Show

55% HD 2:00 / 5:49

Kelly Tiny Private Show

Flirt4Free 3 years ago

Troy Colton Especial Private Fetish Show

HD 2:00 / 17:32

Troy Colton Especial Private Fetish Show

Flirt4Free 3 years ago

Two Sexy Couples and One Big Cumshot

Two Sexy Couples and One Big Cumshot

Flirt4Free 8 years ago

Do you dare to Dance?:dancer:Let me catch you with my Sexy MovesNaked and Horny(fire)(sarcasm)(c)

Do you dare to Dance?:dancer:Let me catch you with my Sexy MovesNaked and Horny(fire)(sarcasm)(c)

Flirt4Free 4 years ago

Andres & Hercules & Lian Private Show

64% HD 2:00 / 5:16

Andres & Hercules & Lian Private Show

Flirt4Free 3 years ago

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Clips4sale 11 months ago

Helloween filthy BDSM Party - Orgy - Full - FEMDOM - SPH - Tranny - Big Butt - Humiliation - Part 1

4K 0:59 / 17:08

Helloween filthy BDSM Party - Orgy - Full - FEMDOM - SPH - Tranny - Big Butt - Humiliation - Part 1

Clips4sale 1 year ago

surprise in pesones - Part 2

surprise in pesones - Part 2

Flirt4Free 3 years ago

My Man Alex Da Swinging Batista

HD 2:00 / 49:47

My Man Alex Da Swinging Batista

Flirt4Free 3 years ago

Archie Blossom Private Show

HD 2:00 / 22:44

Archie Blossom Private Show

Flirt4Free 6 months ago

Jenny Skinny Private Show

65% HD 2:00 / 34:09

Jenny Skinny Private Show

Flirt4Free 4 years ago

Angel Moran Private Show

Angel Moran Private Show

Flirt4Free 3 years ago

Tammy Broxx Private Show

HD 2:00 / 11:48

Tammy Broxx Private Show

Flirt4Free 4 years ago

Emiliano Dante Private Show

Emiliano Dante Private Show

Flirt4Free 6 months ago

She Deserves Better

She Deserves Better

Clips4sale 1 year ago

Sissy Gimp Maid

Sissy Gimp Maid

FapHouse 6 months ago

Dirty Talk in Spanish

Dirty Talk in Spanish

Flirt4Free 1 year ago

Archie Blossom Private Show

HD 2:00 / 10:00

Archie Blossom Private Show

Flirt4Free 7 months ago

Superman Confessing to Jimmy - Part 1

55% HD 2:00 / 16:37

Superman Confessing to Jimmy - Part 1

Flirt4Free 5 years ago

Lena Pauline Private Show

Lena Pauline Private Show

Flirt4Free 3 years ago

SISSY PRISON - New Prisoner *wmv*

Premium HD 20:47

SISSY PRISON - New Prisoner *wmv*

Clips4sale 2 months ago

Wild Sabrina Members-Only Show

HD 2:00 / 26:35

Wild Sabrina Members-Only Show

Flirt4Free 5 years ago

We Made Your Tits Grow

55% HD 0:22 / 7:21

We Made Your Tits Grow

IWantClips 2 years ago

Sissy Slut Anal Destruction

46% HD 1:01 / 19:58

Sissy Slut Anal Destruction

FapHouse 1 year ago

Husband Gets Cucked by Neighbor at Spring Picnic Festival

37% 0:09 / 14:05

Husband Gets Cucked by Neighbor at Spring Picnic Festival

Clips4sale 3 years ago

Barack Zareb Private Show

Barack Zareb Private Show

Flirt4Free 4 years ago

Alisa Fresh Private Show

Alisa Fresh Private Show

Flirt4Free 3 months ago

Wild Sabrina Private Show

Wild Sabrina Private Show

Flirt4Free 3 years ago

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Clips4sale 3 years ago

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Flirt4Free 7 years ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 5 years ago

Cloe & Charlotte Private Show

Cloe & Charlotte Private Show

Flirt4Free 3 years ago

Laughing As You Lost Me

Laughing As You Lost Me

LoyalFans 2 years ago

Angel Moran Private Show

Angel Moran Private Show

Flirt4Free 3 years ago

Alice Hottets Private Show

Alice Hottets Private Show

Flirt4Free 4 years ago

Amber Burnt Private Show

HD 2:00 / 13:27

Amber Burnt Private Show

Flirt4Free 2 years ago

Harris Morrison Private Show

Harris Morrison Private Show

Flirt4Free 3 years ago

Drag Queen Obsession

57% HD 1:01 / 9:22

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FapHouse 1 year ago

Criss & Angeel Private Show

63% HD 2:00 / 5:00

Criss & Angeel Private Show

Flirt4Free 3 years ago

Mina Lotus Private Show

Mina Lotus Private Show

Flirt4Free 1 week ago

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HD 2:00 / 22:39

Tiffanny Lombardi Private Show

Flirt4Free 3 years ago

Sophia Loreen Party on Mar 1, 2026 - Part 3

4K 2:00 / 1:10:47

Sophia Loreen Party on Mar 1, 2026 - Part 3

Flirt4Free 7 months ago

Cum in the Mouth, Kissing, Fucking and Sucking

60% HD 2:00 / 1:09:57

Cum in the Mouth, Kissing, Fucking and Sucking

Flirt4Free 3 years ago

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Flirt4Free 6 months ago

Alice Hottets Private Show

63% HD 2:00 / 6:40

Alice Hottets Private Show

Flirt4Free 2 years ago

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PissVids 2 years ago

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