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Headmaster caning
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Disciplined Like a Boy - Headmaster Blake disciplines with cane in one hand and cock in the other 02:46
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20 Feb 2023 PornHub
Headmaster Cane Fest - See These School Students Put Through Their Paces With The Headmasters Cane 06:17
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18 Nov 2023 Upornia
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20 Oct 2021 PornHub
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28 Jan 2023 XHamster
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25 Nov 2021 PornHub
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14 May 2021 XHamster
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5 Jun 2023 PornHub
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1 Dec 2021 PornHub
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1 Apr 2023 XHamster
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22 Jul 2023 PornHub
Tied down Slave Girl gets Asshole Caning 02:21
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10 Jul 2023 PornHub
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Bottom Price 51:18
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14 May 2021 XHamster
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16 Feb 2023 PornHub
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27 Nov 2021 PornHub
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31 Mar 2023 PornHub
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After A Piano Lesson Stephanie Cane Gets Satisfied - Stephanie Kane - Stephanie cane 17:29
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31 Dec 2022 HomeMadeXXX
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11 Sep 2023 PornHub
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Spanked Live By Viewers 09:25
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30 Oct 2023 PornHub
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26 Sep 2023 PornHub
Stepmom Fails Self Defense Class - Shiny Cock Films 11 Min - Jane Cane And Wade Cane 10:27
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28 Jan 2024 HDZog
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11 Apr 2023 PornHub
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13 May 2021 XHamster
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26 Mar 2023 PornHub
Cracking Whips On Your Cock (1080p HD MP4) 23
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22 Oct 2023 PornHub
Caning on the Cross (Trailer) - The Divine Right 01:02
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7 Apr 2023 PornHub
End of vitguns discipline session with Masters favorite tools three different canes 3x10 strokes 03:45
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HARD self caning for chastityboy 07:06
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16 Jan 2022 PornHub
Diamond Kitty Decides To Play With A Very Big Candy Cane In 12:51
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13 May 2021 XHamster
Chained to my ceiling and whipped and caned, bubbles is the safe word 11:34
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29 Apr 2023 PornHub
Caning Anna 11:39
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14 May 2021 XHamster
Sasha Cane Bum JOI 07:06
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17 May 2021 XHamster
Double Caning For Misbehaving Girls 1 11:26
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15 May 2021 XHamster
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28 Jan 2023 PornHub
Whipping and caning 02:58
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25 Feb 2023 PornHub
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15 Mar 2023 PornHub
Beautifully Cruel Mistress Canes Her Sub 08:04
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21 Jun 2022 PornHub
Caning Him in My Latex Catsuit - Lady Bellatrix canes slave in rubber 01:02
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7 Oct 2023 PornHub
Mistress canes him until he cries (REAL SCENE) intense caning until red and whimpering 15
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19 Nov 2023 PornHub
200 Hits With The Cane Progressively Harder 10:14
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26 Feb 2024 PornHub
Chubby girl gets spanked, belted and caned 03:32
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22 Jun 2023 PornHub
New red plastic canes, ouch 12:37
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13 Apr 2023 PornHub
PROFESSIONAL AMATEUR DOMINATRIX TRUCICI METHODICALLY CANES AND WHIPS HER SLAVE 13:43
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18 Apr 2022 PornHub
Caning underground AntwerpenCity. 01:25
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17 Jul 2023 PornHub
Caning Competition - Last Slave Standing with Lady Bellatrix and Alexandra Wildfire 01:00
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22 Oct 2023 PornHub
SISSIES IN SPACE #7: DISCIPLINE PART TWO - (teaser) 32
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4 Mar 2023 PornHub
Nice fresh pussy caned 01:34
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14 May 2021 XHamster
Femdom 200 Lashes Discipline Flogging Caning Spanking Paddling Bondage BDSM Real Couple Milf Stepmom 02:09
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1 Jun 2023 PornHub
Fat slave vitgun123 receives its 61st Birthday Caning, part 2/2 05:28
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20 Feb 2023 PornHub
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30 Jan 2023 PornHub
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15 Apr 2022 PornHub
Diamond Kitty Decides To Play With A Very Big Candy Cane In 07:38
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16 May 2021 XHamster
Watch the stripes appear. 02:53
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15 May 2021 XHamster
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19 May 2021 XHamster
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11 Apr 2023 PornHub
Headmasters office 19:03
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1 Jan 2023 JizzBunker
Topanga gets her pussy fucked deep on the headmaster's desk 08:37
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30 Dec 2022 Any Porn
Headmaster-tearsforaudrey 06:06
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10 Sep 2023 XXXDan
Its Good to be the Headmaster 07:38
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17 Dec 2022 xoZilla
Busty College Babe Seduces Headmaster 08:46
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4 Jun 2021 TXXX
Bad student Olga gets fucked by the headmaster in his office 05:00
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10 May 2023 Any Porn
Brunette girl is punished in headmasters office 01:27
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26 Dec 2022 Bravo Tube
Headmaster Fucks Busty Teacher 08:00
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9 Dec 2022 ManySex
The headmasters study 32:11
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6 Jun 2023 JizzBunker
SLUTTY SCHOOLGIRL TAKES HEADMASTER'S COCK - KAYLA KAPOOR 57
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1 Apr 2023 PornHub
Let's Play 11
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5 May 2023 PornHub
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12 Oct 2023 HDZog
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18 May 2021 Bravo Tube
GBS - Maggy - Whipped by Headmaster Tom 10:03
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21 Feb 2023 WankGalore
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19 Feb 2024 Xhand
Double Homework Ep7 - Part 44 - Quickie In The Headmaster's Office 16:20
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29 Aug 2021 PornHub
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2 Apr 2023 TXXX
Headmaster 38:25
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26 Feb 2023 JizzBunker
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30 Aug 2021 PornHub
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19 May 2021 Bravo Tube
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2 Jan 2023 Bravo Tube
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8 Jan 2024 PornHub
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25 Dec 2022 Bravo Tube
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24 Aug 2023 PornHub
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11 Oct 2023 PornHub
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10 Oct 2023 PornHub
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