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Headmasters cane

Disciplined Like a Boy - Headmaster Blake disciplines with cane in one hand and cock in the other02:46
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20 Feb 2023
Headmaster Cane Fest - See These School Students Put Through Their Paces With The Headmasters Cane06:17
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18 Nov 2023
Beating the Headmaster01:02
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26 Oct 2021
The Sixth Formers Bargain - Nicky Montford swaps detention for a caning01:24
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24 Mar 2023
Bend Over New Boy59
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20 Oct 2021
Jack Stacked Headmaster Dominates You and Strokes His Thick Cock24:39
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29 Sep 2021
Headmaster fingers disobedient schoolgirl24:59
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28 Jan 2023
Miss M. canes her slave .... and BREAKS her CANE on his ASS .... while his ass gets STRETCHED!06:12
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14 Dec 2021
Severe caning.10:18
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14 May 2021
ASS HOOK. INFLATABLE DILDO. EXTREME SLAVE CANING: 630 STROKES06:48
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25 Nov 2021
The smooth twink gets a spanking from the old headmaster31
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29 May 2021
How to BDSM: Canes, Caning, Impact Games & Stuff like that!10:16
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31 Aug 2021
Amanda caning my ass10:10
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1 Jun 2023
Thigh caning (4K)02:23
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14 May 2021
Caning and Training My New Female Slave by Mistress Mercer02:16
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28 Feb 2023
Caning Out The Slut In Her07:58
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21 Jun 2022
Severe caning and strapping.02:23
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19 May 2021
Caning my GIANT Clit - Pussy Suction + Using a Cane on my swollen HUGE Clit15:22
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20 Oct 2023
Soldier Spanking With Wooden Paddle + Cane On Edge Of Bed09:49
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15 Feb 2024
Caned Sripey & Ticked Tormented08:44
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21 Jun 2022
Eryn's Spontaneous Caning - Pandora Blake and Nimue Allen give Eryn a caning to remember!03:01
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9 Feb 2023
Suited Dom gives slave facial and then canes him PREVIEW01:45
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1 Sep 2021
I cum from caning, a paddle and my vibrator05:20
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6 Sep 2023
Skipping rope, caning and foot worship 2-204:27
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12 Mar 2023
PRISONER IN CAGE - BAREFFOT SESSION02:05
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5 Jun 2023
Caning a girl in court 05:54
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1 Apr 2023
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22 Jul 2023
Finishing School: Caned Soles, Caned Bottom01:02
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1 Dec 2021
Tied down Slave Girl gets Asshole Caning02:21
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12 Jul 2023
caning isn part of the training slut02:19
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5 Oct 2023
Cane Me Instead - Pandora Blake takes a caning for their daughter01:38
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10 Jul 2023
Suited Dom gives slave facial and then canes him PREVIEW01:45
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1 Sep 2021
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19 Dec 2023
Trans BBW getting spanked and caned05:37
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9 May 2022
Bottom Price51:18
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14 May 2021
caning this Ass till it burns02:08
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23 Sep 2023
Spanked Live By Viewers09:25
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30 Oct 2023
Hard Caning in Warsaw Prison by Leather Mistress Dinah01:56
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26 Mar 2023
Bbw gets caned and fucked in black lace05:29
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16 Sep 2023
Leather master whips and canes slave PREVIEW02:05
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4 Dec 2023
Busty Babe On Beach Sasha Cane - Sasha cane15:29
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28 Dec 2022
End of vitguns discipline session with Masters favorite tools three different canes 3x10 strokes03:45
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4 May 2023
Caning on the Cross (Trailer) - The Divine Right01:02
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7 Apr 2023
Blowjobschläge - 05:17min28
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6 Jun 2021
Getting my ass beat with a cane07:01
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11 Apr 2023
After A Piano Lesson Stephanie Cane Gets Satisfied - Stephanie Kane - Stephanie cane17:29
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31 Dec 2022
Red slave caned, whipped and hit with a carpet beater on the ass03:02
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13 May 2021
Beautiful Red Haired Dominatrix lets slave worship her feet withcaning his ass - Mistress Dark Fairy01:04
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12 Apr 2023
Diamond Kitty Decides To Play With A Very Big Candy Cane In12:51
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13 May 2021
Stepmom Fails Self Defense Class - Shiny Cock Films 11 Min - Jane Cane And Wade Cane10:27
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28 Jan 2024
A Beating A Day - Lady Bellatrix delivers a mix of whipping, caning and flogging on slave01:01
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4 Dec 2023
HARD self caning for chastityboy07:06
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16 Jan 2022
Step Daddy Hard Caning Rough Discipline ~ Submissive Slut Step Daughter BDSM03:16
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12 Feb 2023
Indi and her master's special room - a caning animation09:08
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14 Feb 2023
Hard caning of three schoolgirls in the principal's office12:40
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26 Sep 2023
Hard caning in the school principal's office for cheating12:03
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9 Sep 2023
Caning his useless balls in a humbler and strapon13:59
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1 Dec 2023
2nd time with cane, harder this time07:58
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11 Apr 2023
Double Caning For Misbehaving Girls 111:26
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15 May 2021
Red stripes28
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28 Jan 2023
Femdom 200 Lashes Discipline Flogging Caning Spanking Paddling Bondage BDSM Real Couple Milf Stepmom02:09
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1 Jun 2023
Sasha Cane Bum JOI07:06
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17 May 2021
Latex Goddess in transparent catsuit caning you. Femdom POV TRAILER17
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15 Apr 2022
Whipping and caning02:58
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25 Feb 2023
Caning Anna11:39
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14 May 2021
Chained to my ceiling and whipped and caned, bubbles is the safe word11:34
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29 Apr 2023
Principal Gives Naughty Student Hard Caning For Breaking Dress Code03:15
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19 Feb 2023
Clip 122SK-a Caned As Foreplay - 05:37min, $830
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12 May 2021
Fat slave vitgun123 receives its 61st Birthday Caning, part 2/205:28
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20 Feb 2023
Chubby girl gets spanked, belted and caned03:32
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22 Jun 2023
Watch the stripes appear.02:53
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15 May 2021
INEPT SLAVE - EVIL STICK SESSION02:03
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23 May 2023
Diamond Kitty Decides To Play With A Very Big Candy Cane In07:38
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16 May 2021
PROFESSIONAL AMATEUR DOMINATRIX TRUCICI METHODICALLY CANES AND WHIPS HER SLAVE13:43
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18 Apr 2022
New red plastic canes, ouch12:37
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13 Apr 2023
PNG Girl using coke can in the ass14
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19 May 2021
Fat slave vitgun123 receives its 61st Birthday caning06:38
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30 Jan 2023
Mistress canes him until he cries (REAL SCENE) intense caning until red and whimpering15
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19 Nov 2023
Nice fresh pussy caned01:34
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14 May 2021
Topanga gets her pussy fucked deep on the headmaster's desk08:37
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30 Dec 2022
Busty College Babe Seduces Headmaster08:46
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4 Jun 2021
Headmaster's Daughter Spanked - Amateur Sex12:36
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15 Dec 2022
Headmaster Fucks Busty Teacher08:00
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9 Dec 2022
Its Good to be the Headmaster07:38
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17 Dec 2022
Bad student Olga gets fucked by the headmaster in his office05:00
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10 May 2023
Headmaster-tearsforaudrey06:06
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10 Sep 2023
Headmasters office19:03
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1 Jan 2023
Headmaster38:25
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26 Feb 2023
Horny Headmaster Having A Passionate and Extreme Sex29:19
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24 Mar 2023
Teacher spanked and strapped on her barebottom by the headmaster09:08
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14 May 2021
The headmasters study32:11
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6 Jun 2023
The unbriedled youth (from the headmaster's study)28:30
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1 Jan 2023
A Visit From The Headmaster Full Film Big Reduction On 48 Min Film01:00
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6 Dec 2023
Headmaster and two tempting blondes fucking hardcore07:58
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7 Jan 2023
Fi Fi in Headmaster Nipple Peek - DownblouseJerk31
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2 Apr 2023
Naughty schoolgirl in sexy outfit teasing you, Mr. headmaster (POV foot worship, fshnet, foot tease)08:48
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8 Jan 2024
Sasha Foxxx; Headmaster - Mark rockwell08:17
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26 Dec 2022
Headmaster with cumshot01:23
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11 Oct 2023
Lilly Ford - Cheerleader Shags Headmaster38:16
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12 Oct 2023
School Bratt Chantelle gets a visit from the headmaster09:06
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14 May 2021
ADULT TIME Hentai Sex Headmaster Makes Tardy Classmates Fuck In Front Of Everyone04:10
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30 Aug 2021
GBS - Maggy - Whipped by Headmaster Tom10:03
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21 Feb 2023
Nerdy glasses covered in jizz - Headmaster Facial - Blowjob13:45
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19 Feb 2024
Brunette girl is punished in headmasters office01:27
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19 May 2021
POV Headmaster Lucky back at it again, sloppy deapthroat head!02:08
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5 Jun 2023
SLUTTY SCHOOLGIRL TAKES HEADMASTER'S COCK - KAYLA KAPOOR57
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1 Apr 2023
Been a while ????????26
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10 Oct 2023
Naughty hot ass college cowgirl fucks her headmaster hardcore06:53
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18 May 2021
School Of Hard Cocks: Hot Teacher Disciplined By Students, Headmaster04:00
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30 Dec 2023
Two Babes Bang A Hung Headmaster After Class08:43
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17 Dec 2021
Savannah West gets fucked by the headmaster in his office07:00
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25 Dec 2022
Private com - Blonde Alecia Fox Slammed By Her Headmaster!11:01
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3 Jun 2021
Lilly Ford - Cheerleader Shags Headmaster08:00
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10 Nov 2023
Poor Street Food Girl Seduce Old Headmaster 25 Min08:00
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25 Apr 2024
Headmaster s discipline19:03
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10 Dec 2022
Alexia Rey Gets Fucked in the Headmaster's Office03:00
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5 Jan 2023
Brunette babe Zafira with natural big tits wants her headmaster to punish her05:00
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6 May 2023
Let's Play11
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5 May 2023
GBS Maggy Whipped by Headmaster Tom10:03
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9 Jan 2023
The perverted headmaster19:48
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23 Dec 2022

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