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headmistress Videos
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Today
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Today
7 days
30 days
All time
3:45
Sent to Merciless Miss Logan
39
100%
4:21
Naughty Kitty's 2 visits to the Headmistress
41
100%
6:55
The Governess's past catches up with her pt2
206
100%
8:08
The Governess's past catches up with her pt1
58
100%
4:34
Sent to Miss Bailey pt2
111
100%
3:20
Sent to Miss Bailey pt1
33
100%
6:42
School playtime with Miss Strictland
107
100%
4:13
Sent to Governess Maxwell pt2
93
100%
3:49
Sent to Governess Maxwell pt1
87
100%
8:46
To Cum Or Not To Cum? When Punishment Is The Question!
47
100%
4:14
Sent to Miss Maxwell
71
100%
13:43
An Appointment with the Headmistress
22
100%
5:43
Stepmother school mistress
87
100%
5:15
tawsed hard on her hands
69
100%
2:07
Asking the Headmistress
50
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
55
100%
5:00
60 strokes from Miss Barnes
86
100%
5:03
Headmistress Playtime with Lisa
54
100%
3:04
Sent to Miss Saddler part 1 & 2
91
100%
5:58
Sent to Miss Saddler
89
100%
5:56
Thrashed by Miss Cavendish
212
100%
3:15
Headmistress canes the bottom watcher
190
100%
3:17
24 strokes of the dragon cane
107
100%
4:48
Naughty boys must be caned
103
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)
127
100%
8:52
The infamous Miss Barnes returns to school
114
100%
25:38
Biting the Bad Student with Miss Flora and JimmyStoneX
91
100%
3:05
Governess Strictland's cane
92
100%
2:08
The Governess take the size 12 plimsol to his bare bottom
82
100%
17:10
Headmistresses Spanked - Pandora Blake, Countess Diamond, humiliation, wmv verson
91
100%
5:31
Caned to tears by Miss Olivia in detention
170
100%
6:06
Playing school with Brianna
102
100%
4:27
Thrashed
78
100%
4:27
Sent to Miss Lalay then caned
128
100%
8:48
Sent to Miss Strictland pt2
74
100%
6:12
Sent to Miss Strictland pt1
62
100%
3:44
Sent for caning
118
100%
2:47
No mercy from Miss Wood
71
100%
11:22
A Lesson in German
116
100%
3:46
Sent to Miss Wood for Truancy
103
100%
15:34
Pegged At Your Graduation - The Faculty's Final Exam - HeadMistress Vivienne l'Amour fucks your hole and milks your cum (720P)
99
100%
15:34
Pegged At Your Graduation - The Faculty's Final Exam - HeadMistress Vivienne l'Amour fucks your hole and milks your cum (1080P)
99
100%
4:18
Miss Cavendish Caning the bottom watcher Rear view
121
100%
6:14
Sent to Miss Wood and caned
127
100%
12:05
Slut School Part 2: Sissy CEI Training
166
100%
8:56
Sent to Miss Cavendish again
117
100%
4:04
Utterly severe Miss Cavendish Front View
90
100%
3:50
Sent to Miss Monaco and caned
118
100%
6:33
Sent to Miss Cavendish
136
100%
4:20
Thrashed on the bare bottom by the Headmistress
108
100%
4:21
Sent to Miss Olivia
148
100%
3:40
Headmistress Playtime at Lisa's house
86
100%
3:51
Sent to the Headmistress and thrashed
98
100%
5:54
The wrath of Miss Burcham
82
100%
6:40
Sent to Miss Olivia to be tawsed and caned
271
100%
3:43
StepAunty Lisa's cane
81
100%
4:19
Miss Burcham's dragon cane
100
100%
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