Headmaster Tom
Pornstar

Headmaster Tom

134 movies
All Pornstars
Movies featuring Headmaster Tom
134 movies
Bye Bye Michael
8m

Bye Bye Michael

2014 3
18+ Schoolgirls,18+ Teens
Shoeshine Girl
12m

Shoeshine Girl

2014 10
Appearance,BDSM
8 O’Clock Bed Time
8m

8 O’Clock Bed Time

2014 6
18+ Schoolgirls,BDSM
Fired Little Balls
6m

Fired Little Balls

2014 5
18+ Teens,Age
The Mean Roommate
12m

The Mean Roommate

2014 7
18+ Teens,Age
What A Mess
5m

What A Mess

2014 3
18+ Teens,Age
New Resident Lucy
17m

New Resident Lucy

2014 6
18+ Teens,Age
Misbehaving Again
8m

Misbehaving Again

2014 3
18+ Teens,Age
A Boring Book
14m

A Boring Book

2014 1
18+ Schoolgirls,18+ Teens
Dress Code Attitude
11m

Dress Code Attitude

2014 5
18+ Teens,Age
Blue Monday – Blue Bottom
8m

Blue Monday – Blue Bottom

2014 7
BDSM,Domination
Maggy Whipped By Headmaster Tom
10m

Maggy Whipped By Headmaster Tom

2014 2
BDSM,Domination
Playing A Prank
12m

Playing A Prank

2014 3
18+ Schoolgirls,18+ Teens
First Contact
15m

First Contact

2014 2
18+ Schoolgirls,18+ Teens
The New Disciplinarian
11m

The New Disciplinarian

2014 7
18+ Schoolgirls,18+ Teens
The Return Of Elin
10m

The Return Of Elin

2014 2
18+ Schoolgirls,18+ Teens
The Broken Cell Phone
9m

The Broken Cell Phone

2014 3
18+ Teens,Age
Keagan’s Punishment
16m

Keagan’s Punishment

2014 1
18+ Teens,Age
Broken Glasses
16m

Broken Glasses

2014 6
18+ Schoolgirls,18+ Teens
Caught In The Act
7m

Caught In The Act

2014 6
BDSM,Character
Painful Tutoring
12m

Painful Tutoring

2014 4
18+ Schoolgirls,18+ Teens
New Resident Emily – No Discussion Required
10m

New Resident Emily – No Discussion Required

2014 4
18+ Schoolgirls,18+ Teens
Spanking The Laziness Out Of Her
4m

Spanking The Laziness Out Of Her

2014 2
18+ Schoolgirls,18+ Teens
Hide & Seek
8m

Hide & Seek

2014 2
18+ Schoolgirls,18+ Teens
Mobile Services
7m

Mobile Services

2014 1
18+ Schoolgirls,18+ Teens
The Cellar Room
5m

The Cellar Room

2014 4
18+ Teens,Age
Linda Is Playing Ill
8m

Linda Is Playing Ill

2014 2
18+ Teens,Age
New Resident Eve
7m

New Resident Eve

2014 2
18+ Teens,Age
Bed Time Trouble
9m

Bed Time Trouble

2014 13
BDSM,British
Monthly Punishment Day
11m

Monthly Punishment Day

2014 2
BDSM,Domination
Caught & Punished
10m

Caught & Punished

2014 4
18+ Schoolgirls,18+ Teens
The Neighbor’s Barbecue
7m

The Neighbor’s Barbecue

2014 2
18+ Teens,Age
Stolen & Lost
21m

Stolen & Lost

2014 1
18+ Teens,Age
A Bed Room Mess
14m

A Bed Room Mess

2014 4
18+ Teens,Age
Long Distance
10m

Long Distance

2014 1
18+ Teens,Age
A Caning For Elin
6m

A Caning For Elin

2014 4
18+ Teens,Age
A Broken Paddle
5m

A Broken Paddle

2014 1
Amateur Fetish,BDSM
New Resident Maggy
15m

New Resident Maggy

2014 11
Appearance,BDSM
Double Tawse Punishment
4m

Double Tawse Punishment

2014 4
18+ Teens,Age
The New Resident – Part 2
7m

The New Resident – Part 2

2015 9
18+ Teens,Age
New Resident Tina
7m

New Resident Tina

2015 3
18+ Teens,Age
The New Resident – Part 1
16m

The New Resident – Part 1

2015 3
18+ Teens,Age
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