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Search » Sissy Trainer Videos » (223)

PREVIEW Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging
PREVIEW Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging
2025-04-18 21:09:03
PornHub
0:31
[ROLEPLAY POV] I get DESTROYED BY MY GYM TRAINER while my HUSBAND WATCHES US (Italian Dialogue)
[ROLEPLAY POV] I get DESTROYED BY MY GYM TRAINER while my HUSBAND WATCHES US (Italian Dialogue)
2025-01-20 20:03:14
PornHub
8:08
Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)
Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)
2025-01-02 07:31:14
xHamster
23:35
Newbie Sissy Used for Sexual Pleasure Of Strict Mistress. Arya Grander.
Newbie Sissy Used for Sexual Pleasure Of Strict Mistress. Arya Grander.
2025-01-04 07:49:09
PornHub
20:24
CFNM femina in lingerie pegging sissy with dildo after
CFNM femina in lingerie pegging sissy with dildo after
2024-04-19 19:45:16
Xozilla
7:40
Sissy Slut - Huge Cumshot During Prostate Massage!
Sissy Slut - Huge Cumshot During Prostate Massage!
2024-12-16 22:08:08
HClips
5:59
Hot Personal Trainer
Hot Personal Trainer
2024-12-27 20:04:17
TXXX
8:00
Old Curves Scene 2 Fat Blonde Fucking In The Gym With The Personal Trainer
Old Curves Scene 2 Fat Blonde Fucking In The Gym With The Personal Trainer
2025-01-18 08:12:17
TXXX
6:00
Naughty Lil Chase Gets Spsnked By Stepmom And Sissy
Naughty Lil Chase Gets Spsnked By Stepmom And Sissy
2025-04-14 23:43:08
HClips
1:59
Dungeon of Love. Mistress Fucks Her Sissy Step Daughter With a Strapon part 2
Dungeon of Love. Mistress Fucks Her Sissy Step Daughter With a Strapon part 2
2025-04-20 08:59:22
xHamster
5:33
Wife Cheats With My Stepbrother Personal Trainer - Aitsfs1
Wife Cheats With My Stepbrother Personal Trainer - Aitsfs1
2024-08-16 19:56:10
HClips
11:06
Threesome With The Personal Trainer And My Friend Trains Us And Fucks Us Hard. Latina-pov-hd Porn 16 Min
Threesome With The Personal Trainer And My Friend Trains Us And Fucks Us Hard. Latina-pov-hd Porn 16 Min
2025-01-28 10:41:10
HClips
15:40
Special Dildo Pussy Knot Play Sissy Mommy Fetish Festival - Uncut with Slapstick Elements Part 2
Special Dildo Pussy Knot Play Sissy Mommy Fetish Festival - Uncut with Slapstick Elements Part 2
2025-04-08 09:05:14
PornHub
2:30
Pretty sissy bitch gets bent over, pegged & humiliated
Pretty sissy bitch gets bent over, pegged & humiliated
2025-01-09 07:34:13
xHamster
1:29
Fucking The Sissy Out Of My Stepbrother - Full Clip
Fucking The Sissy Out Of My Stepbrother - Full Clip
2025-03-13 08:29:11
HotMovs
0:10
My Personal Trainer CUMS all Over my Face! Sienna Day for MyMIILFZ
My Personal Trainer CUMS all Over my Face! Sienna Day for MyMIILFZ
2024-07-06 08:45:12
TXXX
5:43
Neighbor and the neighborhood dog trainer.
Neighbor and the neighborhood dog trainer.
2025-03-31 20:50:15
xHamster
8:51
Very Bitch Personal Trainer (trailer)
Very Bitch Personal Trainer (trailer)
2024-10-20 08:55:12
HClips
11:19
I'll Be Your Intimate Trainer...
I'll Be Your Intimate Trainer...
2023-01-02 00:00:00
Mofos
3:59
Happy Birthday, Sissy Bitch!! Hot Training of Your Cunt! Arya Grander
Happy Birthday, Sissy Bitch!! Hot Training of Your Cunt! Arya Grander
2024-12-13 07:05:15
xHamster
7:23
Old Curves Scene 2 Fat Blonde Fucking In The Gym With The Personal Trainer
Old Curves Scene 2 Fat Blonde Fucking In The Gym With The Personal Trainer
2025-01-18 07:34:19
HotMovs
6:00
Com Curvy Big Tits Samantha With Trainer 720p
Com Curvy Big Tits Samantha With Trainer 720p
2025-03-27 21:06:16
TXXX
8:00
a quick fist for sissy
a quick fist for sissy
2025-01-04 19:49:11
PornHub
6:19
Aletta Is Spanked By Her Trainer Then Rewarded With His Cock In Her Mouth - Bang
Aletta Is Spanked By Her Trainer Then Rewarded With His Cock In Her Mouth - Bang
2024-02-20 06:21:15
TXXX
6:59
Sissy Sex Slave - Humiliating Handjob For A Guy
Sissy Sex Slave - Humiliating Handjob For A Guy
2024-08-27 20:03:09
HClips
5:59
Sissy boy sucks his master's cock
Sissy boy sucks his master's cock
2025-01-21 07:48:15
xHamster
4:11
Jenny Lux - Fit Amateur Babe Fucks Her Trainer On Top Of The Mountains Instead Of Climbing!
Jenny Lux - Fit Amateur Babe Fucks Her Trainer On Top Of The Mountains Instead Of Climbing!
2024-09-22 20:27:07
HClips
10:25
Sissy Angel - A Quick Fuck With Mature Lady
Sissy Angel - A Quick Fuck With Mature Lady
2024-05-04 03:10:10
HClips
8:48
Sissy Subs Just Want To Be Used
Sissy Subs Just Want To Be Used
2025-02-04 08:45:11
xVideos
1:46
Sissy showing off big belly
Sissy showing off big belly
2024-12-24 07:26:08
xHamster
2:45
Jojo Smooch gets boned by her individual trainer in front of her fellow
Jojo Smooch gets boned by her individual trainer in front of her fellow
2023-01-02 00:00:00
Dogfart Network
11:07
little small dick humiliation chastity slave sissy verbal femdom tattooed spoiled bitch princess
little small dick humiliation chastity slave sissy verbal femdom tattooed spoiled bitch princess
2024-12-18 19:31:12
PornHub
3:02
SPH British domina in stockings humped in front sissy
SPH British domina in stockings humped in front sissy
2024-09-25 22:02:17
Xozilla
5:00
Sissy Strap-On Training - full vid in my stores!
Sissy Strap-On Training - full vid in my stores!
2024-10-29 02:36:17
PornHub
0:45
Sweet Ass In Black Babe Lets Gym Trainer Cum On Her Face
Sweet Ass In Black Babe Lets Gym Trainer Cum On Her Face
2024-07-07 03:59:12
HClips
33:22
Superb Exercise With Lana Rhoades And Her Individual Trainer
Superb Exercise With Lana Rhoades And Her Individual Trainer
2023-01-02 00:00:00
Bang Bros Network
12:00
Cheating Milf Fucks Her Trainer On The Balcony
Cheating Milf Fucks Her Trainer On The Balcony
2024-10-03 20:51:07
HClips
14:08
Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Cuck
Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Cuck
2025-01-08 19:52:13
PornHub
13:10
Older Mistress With Her Sissy Maid
Older Mistress With Her Sissy Maid
2024-12-09 19:01:16
HotMovs
7:59
Sissy dick play, fisting, big toy
Sissy dick play, fisting, big toy
2025-04-19 21:09:10
PornHub
7:56
Brazzers - Alexis Fawx Puts Her Funbags & Rump On Flash & Her Trainer Xander Corvus Can't
Brazzers - Alexis Fawx Puts Her Funbags & Rump On Flash & Her Trainer Xander Corvus Can't
2023-01-02 00:00:00
Brazzers
10:43
New Trainer For BBC Champion Team
New Trainer For BBC Champion Team
2025-02-26 21:03:10
xVideos
6:13
CFNM femdom mommy in lingerie pegs crossdressing sissy
CFNM femdom mommy in lingerie pegs crossdressing sissy
2024-02-16 06:01:15
Xozilla
8:20
Sissy Slut And Sissy Slave - Milked & Bred: Femdom Mistress Stellina Obscura Turns Husband Into Hucow 4 Anal Pegging
Sissy Slut And Sissy Slave - Milked & Bred: Femdom Mistress Stellina Obscura Turns Husband Into Hucow 4 Anal Pegging
2025-03-14 20:30:21
HotMovs
8:08
Intimate Trainer gives Allison Moore a testicle tonic crammed exercise
Intimate Trainer gives Allison Moore a testicle tonic crammed exercise
2023-01-02 00:00:00
Naughty America
12:06
The J Cup Pet Trainer In Gym Hitomi #4
The J Cup Pet Trainer In Gym Hitomi #4
2025-01-16 08:12:16
TXXX
8:00
SISSY ADVENTURE - FULL MOVIE (The Best Hardcore Rought Anal Pegging)
SISSY ADVENTURE - FULL MOVIE (The Best Hardcore Rought Anal Pegging)
2025-04-07 20:54:20
xHamster
1:09:55
Cute Ebony MILF Gets Nail By Her Trainer
Cute Ebony MILF Gets Nail By Her Trainer
2024-05-08 19:56:16
Xozilla
23:48
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