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headmistress Videos
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Today
7 days
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Today
7 days
30 days
All time
2:53
Get them up
28
100%
5:05
Caned on her knickers and bare bottom by the Headmistress
29
100%
5:12
Tawsed on her knickers and bare bottom by the Headmistress
34
100%
3:45
Sent to Merciless Miss Logan
43
100%
4:21
Naughty Kitty's 2 visits to the Headmistress
47
100%
6:55
The Governess's past catches up with her pt2
214
100%
8:08
The Governess's past catches up with her pt1
62
100%
4:34
Sent to Miss Bailey pt2
118
100%
3:20
Sent to Miss Bailey pt1
40
100%
6:42
School playtime with Miss Strictland
109
100%
4:13
Sent to Governess Maxwell pt2
93
100%
3:49
Sent to Governess Maxwell pt1
89
100%
8:46
To Cum Or Not To Cum? When Punishment Is The Question!
50
100%
4:14
Sent to Miss Maxwell
71
100%
13:43
An Appointment with the Headmistress
24
100%
5:43
Stepmother school mistress
88
100%
5:15
tawsed hard on her hands
70
100%
2:07
Asking the Headmistress
51
100%
2:42
Sent back to Miss Wood for caning pt2
55
100%
24:53
At the boarding school: Cheese-smelling feet and strict foot-sniffing with the headmistress, POV, Lady Victoria Valente
57
100%
5:00
60 strokes from Miss Barnes
89
100%
5:03
Headmistress Playtime with Lisa
56
100%
3:04
Sent to Miss Saddler part 1 & 2
94
100%
5:58
Sent to Miss Saddler
91
100%
5:56
Thrashed by Miss Cavendish
213
100%
3:15
Headmistress canes the bottom watcher
190
100%
3:17
24 strokes of the dragon cane
111
100%
4:48
Naughty boys must be caned
106
100%
7:37
Punished In The Library - WMV
85
100%
7:37
Punished In The Library - MP4
98
100%
25:38
Biting the Bad Student with Miss Flora and JimmyStoneX (MOV)
129
100%
8:52
The infamous Miss Barnes returns to school
119
100%
25:38
Biting the Bad Student with Miss Flora and JimmyStoneX
94
100%
3:05
Governess Strictland's cane
97
100%
2:08
The Governess take the size 12 plimsol to his bare bottom
85
100%
17:10
Headmistresses Spanked - Pandora Blake, Countess Diamond, humiliation, wmv verson
92
100%
5:31
Caned to tears by Miss Olivia in detention
175
100%
6:06
Playing school with Brianna
106
100%
4:27
Thrashed
80
100%
4:27
Sent to Miss Lalay then caned
130
100%
8:48
Sent to Miss Strictland pt2
77
100%
6:12
Sent to Miss Strictland pt1
64
100%
3:44
Sent for caning
119
100%
2:47
No mercy from Miss Wood
74
100%
11:22
A Lesson in German
120
100%
3:46
Sent to Miss Wood for Truancy
104
100%
15:34
Pegged At Your Graduation - The Faculty's Final Exam - HeadMistress Vivienne l'Amour fucks your hole and milks your cum (720P)
100
100%
15:34
Pegged At Your Graduation - The Faculty's Final Exam - HeadMistress Vivienne l'Amour fucks your hole and milks your cum (1080P)
102
100%
4:18
Miss Cavendish Caning the bottom watcher Rear view
122
100%
6:14
Sent to Miss Wood and caned
127
100%
12:05
Slut School Part 2: Sissy CEI Training
167
100%
8:56
Sent to Miss Cavendish again
120
100%
4:04
Utterly severe Miss Cavendish Front View
91
100%
3:50
Sent to Miss Monaco and caned
120
100%
6:33
Sent to Miss Cavendish
139
100%
4:20
Thrashed on the bare bottom by the Headmistress
110
100%
4:21
Sent to Miss Olivia
149
100%
3:40
Headmistress Playtime at Lisa's house
90
100%
3:51
Sent to the Headmistress and thrashed
101
100%
5:54
The wrath of Miss Burcham
84
100%
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