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1,663 scenes

Pulled by tag overlap with Who's the Boss: 1663 scenes the site thinks read like it. The match leans on strapon, office, and glasses. Top of the grid is the tightest overlap, then it widens.

Please, Don't Fire Me
Please, Don't Fire Me
VR Bangers42m
Jan 13, 2023
Meeting Gone Wrong – Bamby Doll
Meeting Gone Wrong – Bamby Doll
Vroomed
Sep 12, 2026
Break Your Boss – Francii Luscious, Maddie Perez
Break Your Boss – Francii Luscious, Maddie Perez
Vroomed
Jul 28, 2026
World Cup 2026 Blowjob Orgy
World Cup 2026 Blowjob Orgy
Blow VR47m
Jul 17, 2026
VRB World Cup 2026
VRB World Cup 2026
VR Bangers1h 9m
Jul 17, 2026
Who’s Boss Now? – April Paisley, Eva Fay
Who’s Boss Now? – April Paisley, Eva Fay
Vrixxens
Jul 15, 2026
The Best Anal Compilation: Part 2
The Best Anal Compilation: Part 2
VR Bangers42m
Jul 6, 2026
Fraternity Hookup: Bad Boy Correction
Fraternity Hookup: Bad Boy Correction
VR Bangers45m
Apr 18, 2026
Everyone Wants To Fuck My Secretary Lara Sins
Everyone Wants To Fuck My Secretary Lara Sins
European Models VR41m
Nov 17, 2025
The CEO's Dirty HR
The CEO's Dirty HR
VR Bangers40m
Nov 4, 2025
Ariana, Maddie Perez – Cuck.Milk.Spit
Ariana, Maddie Perez – Cuck.Milk.Spit
Immersex
Oct 29, 2025
Smooth Operator
Smooth Operator
Braindance VR
May 14, 2025
Body To Body (Remastered)
Body To Body (Remastered)
VR Bangers43m
Apr 14, 2025
Beautiful Mess
Beautiful Mess
Braindance VR
Feb 13, 2025
Demo Memory
Demo Memory
Braindance VR
Jul 18, 2024
Cumshot On the Spot (Compilation)
Cumshot On the Spot (Compilation)
VR Bangers31m
Jun 24, 2024
VRHush Presents Best Blowjob Compilation Vol.2
VRHush Presents Best Blowjob Compilation Vol.2
VRHush41m
Mar 29, 2024
Busty bank agent Cassidy Banks will fuck you and do anything to keep your account open like her wet pussy
Busty bank agent Cassidy Banks will fuck you and do anything to keep your account open like her wet pussy
Naughty America VR39m
Feb 13, 2024
Cory Chase receives the perfect foot rub before getting fucked hard and good in her office
Cory Chase receives the perfect foot rub before getting fucked hard and good in her office
Naughty America VR36m
Jan 4, 2024
[For Women] Jessica Ambry, Hazel Alley – The Essence of Love
[For Women] Jessica Ambry, Hazel Alley – The Essence of Love
Immersex
Nov 21, 2023
Megan Rain lets her boss enter the backdoor in order to save her job
Megan Rain lets her boss enter the backdoor in order to save her job
Naughty America VR50m
Sep 12, 2023
VRHush Best Seated Cowgirl Compilation Vol.1
VRHush Best Seated Cowgirl Compilation Vol.1
VRHush39m
May 27, 2023
Sexy secretary Kayla Kayden gets busted calling her friends during office hours, now she wants you to pull down your pants so she can talk to you!
Sexy secretary Kayla Kayden gets busted calling her friends during office hours, now she wants you to pull down your pants so she can talk to you!
Naughty America VR44m
May 2, 2023
Incredible Blowjob with Alexia Anders
Incredible Blowjob with Alexia Anders
Blow VR13m
Apr 28, 2023