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headmistress Videos
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Today
7 days
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Today
7 days
30 days
All time
4:54
Skirt up knickers down and caned across her bare bottom
31
100%
3:42
Skirt up knickers down and tawsed across her cane bottom
23
100%
3:32
Sent to Miss Bailey and given the thrashing of his like
32
100%
2:53
Get them up
56
100%
5:05
Caned on her knickers and bare bottom by the Headmistress
38
100%
5:12
Tawsed on her knickers and bare bottom by the Headmistress
39
100%
3:45
Sent to Merciless Miss Logan
50
100%
4:21
Naughty Kitty's 2 visits to the Headmistress
62
100%
6:55
The Governess's past catches up with her pt2
216
100%
8:08
The Governess's past catches up with her pt1
64
100%
4:34
Sent to Miss Bailey pt2
135
100%
3:20
Sent to Miss Bailey pt1
55
100%
6:42
School playtime with Miss Strictland
114
100%
4:13
Sent to Governess Maxwell pt2
97
100%
3:49
Sent to Governess Maxwell pt1
95
100%
8:46
To Cum Or Not To Cum? When Punishment Is The Question!
57
100%
4:14
Sent to Miss Maxwell
75
100%
13:43
An Appointment with the Headmistress
28
100%
5:43
Stepmother school mistress
92
100%
5:15
tawsed hard on her hands
72
100%
2:07
Asking the Headmistress
55
100%
2:42
Sent back to Miss Wood for caning pt2
61
100%
24:53
At the boarding school: Cheese-smelling feet and strict foot-sniffing with the headmistress, POV, Lady Victoria Valente
60
100%
5:00
60 strokes from Miss Barnes
93
100%
5:03
Headmistress Playtime with Lisa
60
100%
3:04
Sent to Miss Saddler part 1 & 2
99
100%
5:58
Sent to Miss Saddler
94
100%
5:56
Thrashed by Miss Cavendish
220
100%
3:15
Headmistress canes the bottom watcher
194
100%
3:17
24 strokes of the dragon cane
116
100%
4:48
Naughty boys must be caned
111
100%
7:37
Punished In The Library - WMV
89
100%
7:37
Punished In The Library - MP4
105
100%
25:38
Biting the Bad Student with Miss Flora and JimmyStoneX (MOV)
134
100%
8:52
The infamous Miss Barnes returns to school
122
100%
25:38
Biting the Bad Student with Miss Flora and JimmyStoneX
99
100%
3:05
Governess Strictland's cane
107
100%
2:08
The Governess take the size 12 plimsol to his bare bottom
92
100%
17:10
Headmistresses Spanked - Pandora Blake, Countess Diamond, humiliation, wmv verson
95
100%
5:31
Caned to tears by Miss Olivia in detention
197
100%
6:06
Playing school with Brianna
112
100%
4:27
Thrashed
81
100%
4:27
Sent to Miss Lalay then caned
133
100%
8:48
Sent to Miss Strictland pt2
80
100%
6:12
Sent to Miss Strictland pt1
67
100%
3:44
Sent for caning
124
100%
2:47
No mercy from Miss Wood
75
100%
11:22
A Lesson in German
125
100%
3:46
Sent to Miss Wood for Truancy
112
100%
15:34
Pegged At Your Graduation - The Faculty's Final Exam - HeadMistress Vivienne l'Amour fucks your hole and milks your cum (720P)
104
100%
15:34
Pegged At Your Graduation - The Faculty's Final Exam - HeadMistress Vivienne l'Amour fucks your hole and milks your cum (1080P)
108
100%
4:18
Miss Cavendish Caning the bottom watcher Rear view
126
100%
6:14
Sent to Miss Wood and caned
131
100%
12:05
Slut School Part 2: Sissy CEI Training
178
100%
8:56
Sent to Miss Cavendish again
123
100%
4:04
Utterly severe Miss Cavendish Front View
94
100%
3:50
Sent to Miss Monaco and caned
129
100%
6:33
Sent to Miss Cavendish
141
100%
4:20
Thrashed on the bare bottom by the Headmistress
118
100%
4:21
Sent to Miss Olivia
158
100%
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