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Other scenes that pick up the same uncommon tags as Detention Masturbation. Tags doing the heavy lifting: teacher, classroom, and red. Newer scenes break ties when overlap is even.

Pay Attention
Pay Attention
ZexyVR8m
Jan 9, 2020
Socials Thot
Socials Thot
WankItNowVR14m
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Late Date Dicking
Late Date Dicking
WankItNowVR11m
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Teacher Punishment
Teacher Punishment
WankItNowVR13m
Jul 20, 2019
Hard For Miss Mia featuring Mia
Hard For Miss Mia featuring Mia
WankItNowVR8m
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Teacher With A Toy
Teacher With A Toy
WankItNowVR11m
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Picture Pervfect
Picture Pervfect
WankItNowVR12m
Apr 29, 2019
Outfit Education
Outfit Education
ZexyVR11m
Jan 2, 2019
Anna Claire Clouds & Jazmin Luv get dirty in detention, but the real lesson begins when the professor catches them—and decides to join the double-team
Anna Claire Clouds & Jazmin Luv get dirty in detention, but the real lesson begins when the professor catches them—and decides to join the double-team
Naughty America VR1h 10m
May 27, 2026
Two hot coeds and a hot MILFy professor share your hard cock and big load
Two hot coeds and a hot MILFy professor share your hard cock and big load
Naughty America VR1h 7m
May 6, 2026
Misty Caitlin takes a personal interest in her student’s progress by delivering a private, hands-on lesson he’ll never forget
Misty Caitlin takes a personal interest in her student’s progress by delivering a private, hands-on lesson he’ll never forget
Naughty America VR33m
Feb 5, 2026
Sexy college professor Ivy LeBelle gives you a hands on sex education
Sexy college professor Ivy LeBelle gives you a hands on sex education
Naughty America VR46m
Nov 18, 2025
Professor Alexis Monroe and fellow classmates, Danni Rivers and Kenna James, tag team to fuck your brains out in the Classroom
Professor Alexis Monroe and fellow classmates, Danni Rivers and Kenna James, tag team to fuck your brains out in the Classroom
Naughty America VR50m
Apr 1, 2025
Professors Diamond Kitty, Nina Elle, and Tia Cyrus have no choice but to test your virility
Professors Diamond Kitty, Nina Elle, and Tia Cyrus have no choice but to test your virility
Naughty America VR44m
Mar 4, 2025
Sexy teacher Danae Mari gives her student a naughty farewell gift
Sexy teacher Danae Mari gives her student a naughty farewell gift
Naughty America VR53m
Sep 5, 2024
Professor Richelle Ryan rewards her eager student with her MILF pussy
Professor Richelle Ryan rewards her eager student with her MILF pussy
Naughty America VR43m
Jun 13, 2024
Professor Bridgette B. needs a ride home but first needs a ride on some dick
Professor Bridgette B. needs a ride home but first needs a ride on some dick
Naughty America VR51m
May 16, 2024
Professor Elizabeth Skylar gets in touch with the campus gigolo
Professor Elizabeth Skylar gets in touch with the campus gigolo
Naughty America VR43m
Apr 25, 2024
Busty Professor gives hard working student what he's been dreaming about
Busty Professor gives hard working student what he's been dreaming about
Naughty America VR41m
Mar 28, 2024
Professor Valentina Nappi breaks off her fling with her student but not before one last ride
Professor Valentina Nappi breaks off her fling with her student but not before one last ride
Naughty America VR45m
Feb 15, 2024
Taking Off
Taking Off
ZexyVR12m
Feb 7, 2024
Professor Suttin has the urge to fuck you in her classroom
Professor Suttin has the urge to fuck you in her classroom
Naughty America VR47m
Jan 25, 2024
Professor Sara Jay is on the prowl for a teacher's assistant with a big cock
Professor Sara Jay is on the prowl for a teacher's assistant with a big cock
Naughty America VR40m
Jan 2, 2024
Professor McKenzie Lee has noticed your hard cock and wants you to spray your load all over her big tits
Professor McKenzie Lee has noticed your hard cock and wants you to spray your load all over her big tits
Naughty America VR44m
Aug 31, 2023