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male boss
2,696
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Part-Time Personal Assistant, Full Time Sex Toy
Caden Dior
•
Benji Jagger
BY:
Freeuse Twink
Oct 02, 2026
2.7k
33%
Fuck The Mean Out
Josh Brady
•
Ricky Lee
BY:
Next Door Raw
Sep 02, 2026
4k
100%
The Big Boss Vol. 1 Full Movie
Grayson Cole
•
Rocky Unleashed
•
Oliver Lamb
BY:
Carnal+ Originals
Aug 14, 2026
12.6k
52%
The Big Boss Vol. 1: Focus [Extended]
Grayson Cole
•
Rocky Unleashed
•
Oliver Lamb
BY:
Carnal+ Originals
Jul 24, 2026
1.8k
50%
B*y Lust 4
Manuel Skye
•
Austin Ponce
BY:
Men At Play
Jul 15, 2026
4.6k
67%
Christmas With The Butler 3
Johnny Tyson
•
AJ Xclusive
BY:
Men At Play
Dec 11, 2025
6.7k
50%
Texas Twink's Turn to Get Mounted Bareback
Johnny Donovan
•
Texas Twink
BY:
Say Uncle
Dec 10, 2025
14.7k
100%
The Wedding Crew
Roman Todd
•
Andrew Delta
BY:
Next Door Raw
Nov 19, 2025
3.1k
100%
My Boss' Secret Sex Dungeon
Taylor Reign
•
Justin The Jock
BY:
Next Door Raw
Jun 03, 2025
4.6k
40%
He Is Desperate to Be the Boss' Sex Toy
Mike Monroe II
•
Daddee Does It
BY:
Say Uncle
May 18, 2025
2.3k
100%
Elite Employee
Nico Coopa
•
Liam Hunt
BY:
Next Door Raw
May 08, 2025
6.4k
32%
Gentlemen 34: Kings of Industry, Scene 4: Pleasing The Boss
Michael Lucas
•
Derek Kage
BY:
Lucas Entertainment
Aug 20, 2024
3.3k
43%
Gentlemen 33: White Collar, Blue Collar, Scene 4
Michael Lucas
•
Gio Pilos
BY:
Lucas Entertainment
May 17, 2024
2.9k
55%
2069: The Military In FILLtration 4 - Military Glazing
Tony Genius
•
Ander Wolfson
•
Jay Wu
BY:
Peter Fever
Jan 16, 2024
10.8k
48%
Christmas Bonus
Mateo Tomas
•
Marcus McNeill
BY:
Men At Play
Dec 13, 2023
6.4k
27%
Yes Sir!, Editor's Cut
Mick Stallone
•
Dani Robles
BY:
Men At Play
Nov 07, 2023
5.4k
100%
Strong Suit Ep.6 Who's The Boss?
Dani Robles
•
Sir Peter
•
Zac Johnson
•
Babylon Prince
BY:
Men At Play
Sep 06, 2023
8.9k
100%
Bred My Boss
Casey Everett
•
Devin Franco
BY:
Next Door Raw
Aug 24, 2023
6.4k
38%
The Call, Editor's Cut
Klein Kerr
•
Ken Rodeo
BY:
Men At Play
Jun 06, 2023
5.7k
100%
Caught By The Boss
Scott Finn
•
Elliot Finn
•
Brock Bradley
BY:
Next Door Buddies
Oct 26, 2022
4.9k
33%
Taking Care of Business, Scene 5
Craig Marks
•
Sean Weiss
BY:
Falcon Studios
Sep 05, 2022
7.3k
86%
Too Horny To Behave
Taylor Reign
•
Derek Allan
•
Jack Bailey
BY:
Say Uncle's Family Dick
Jun 26, 2022
4.1k
38%
Big Load Movers, Scene 5
Beau Butler
•
Roman Mercury
BY:
Raging Stallion
Jun 03, 2022
5.1k
100%
Boss Bottom Bertin
BY:
RawHole
May 25, 2022
2.9k
75%
Who's Your Boss?
Joel Someone
•
Derke Kage
BY:
Nasty Daddy
May 21, 2022
4.2k
75%
Subordinate and Secret Lover
Manuel Skye
•
Gustavo Cruz
BY:
Men At Play
Jan 27, 2022
4.6k
100%
Decorator gets fucked by his Horny Boss
BY:
Raw Road Nation
Jan 12, 2022
2.2k
0%
Slacking Builder Gets Fucking From Big Cock Boss
Bob Steel
BY:
Raw Road Nation
Dec 01, 2021
5.9k
100%
Poolside Fixup
Colby Chambers
•
Drew Dixon
BY:
Colby Knox
Sep 10, 2021
3.6k
67%
Damian Boss and Justin Harris
Justin Harris
•
Damian Boss
BY:
Hard Brit Lads
Aug 24, 2021
3.6k
100%
Training The New Hire
Scott Demarco
•
Lucas Ellis
BY:
MEN.com
Jun 07, 2021
4.8k
100%
I'm Looking For A Job - Part Two
Chamolive
•
Dylan Parker
BY:
French Dudes
May 08, 2021
2.2k
0%
I'm Looking For A Job - Part One
Chamolive
•
Dylan Parker
BY:
French Dudes
Apr 29, 2021
2.3k
100%
Man Hours, Editor's Cut
Martin Mazza
•
Antonio Aguilera
•
Rafa Garcia
BY:
Men At Play
Apr 13, 2021
5.3k
100%
Flat Repair Job & A Straight Lad Gets Shown Hot To Double Breed His Boss
Tony Parker
•
Sam Wallis
•
Mikey Lee
BY:
Raw Road Nation
Mar 26, 2021
5.6k
100%
Servicing David Boss - Raw
Peter Lipnik
•
David Boss
BY:
Maskurbate
Mar 08, 2021
3.1k
0%
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