Boss XXX Scenes and Videos

Browse 926 scenes tagged with Boss on XXX Catalog. From here you can jump into matching performers, related studios and fresh clips connected to the same tag cluster.

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Slackers Hit The Jackpot - Part 3 (Brazzers 2026)

Slackers Hit The Jackpot - Part 3

2026-06-03

“I’ve Always Had a Crush On You…” Summer Is the Perfect Anniversary Gift (TeamSkeet 2026)

“I’ve Always Had a Crush On You…” Summer Is the Perfect Anniversary Gift

2026-05-26

3’s The Magic Number! The Best Of Threesomes Vol. 2 (Brazzers 2026)

3’s The Magic Number! The Best Of Threesomes Vol. 2

2026-05-21

“My Husband Doesn’t Have the Seed I Need…” Caught Getting Bred by My Boss! (TeamSkeet 2026)

“My Husband Doesn’t Have the Seed I Need…” Caught Getting Bred by My Boss!

2026-05-09

Dommed At The Diner (Brazzers 2026)

Dommed At The Diner

2026-04-11

Ashley Lane joins Katie Kush and Kenzie Madison to give their boss a triple-threat send-off he’ll never forget (NaughtyAmerica 2026)

Ashley Lane joins Katie Kush and Kenzie Madison to give their boss a triple-threat send-off he’ll never forget

2026-04-08

When You’re the Boss of Your Mom, She Does Whatever You Tell Her… (TeamSkeet 2026)

When You’re the Boss of Your Mom, She Does Whatever You Tell Her…

2026-04-05

Sexy Boss Izi Blu has a wet pussy for her employee (NaughtyAmerica 2026)

Sexy Boss Izi Blu has a wet pussy for her employee

2026-04-05

Much Needed Worship (LoveHerFilms 2026)

Much Needed Worship

2026-04-03

Sexy Boss Little Puck asks "can you focus at the task at hand?" (NaughtyAmerica 2026)

Sexy Boss Little Puck asks "can you focus at the task at hand?"

2026-03-28

Anything for a Promotion: Sneak Sex at the Japanese Restaurant (TeamSkeet 2026)

Anything for a Promotion: Sneak Sex at the Japanese Restaurant

2026-03-22

“Cum On the Babysitter’s Face” Convict Nanny Becomes Former Boss’s Fuck Doll (TeamSkeet 2026)

“Cum On the Babysitter’s Face” Convict Nanny Becomes Former Boss’s Fuck Doll

2026-03-09

Hot Mom Is on the Menu: Sneaky Sex at Work (TeamSkeet 2026)

Hot Mom Is on the Menu: Sneaky Sex at Work

2026-02-22

The Boss Is Back! (Brazzers 2026)

The Boss Is Back!

2026-02-14

Tiny Latina Babysitter Caught Masturbating on the Job: Do I Fire Her? (TeamSkeet 2026)

Tiny Latina Babysitter Caught Masturbating on the Job: Do I Fire Her?

2026-02-11

Adventurous Boss Lucy Mendez Turns Weekend Work Session Into An Intense DP Threesome (PornWorld 2026)

Adventurous Boss Lucy Mendez Turns Weekend Work Session Into An Intense DP Threesome

2026-02-05

The Babysitter Has a Kink for Men With Strong Hands… (TeamSkeet 2026)

The Babysitter Has a Kink for Men With Strong Hands…

2026-01-31

“Yo Soy Betty, Fuck Me in the Ass!” Secretary’s Stunning Transformation (TeamSkeet 2026)

“Yo Soy Betty, Fuck Me in the Ass!” Secretary’s Stunning Transformation

2026-01-20

My Babysitter is Going on Sexual Bike Rides! Don't Sit on a Dildo, Sit on My Dick (TeamSkeet 2026)

My Babysitter is Going on Sexual Bike Rides! Don't Sit on a Dildo, Sit on My Dick

2026-01-15

A Home Office With A Cock (Brazzers 2026)

A Home Office With A Cock

2026-01-10

Party Tricks and Freaky Foursomes (TeamSkeet 2025)

Party Tricks and Freaky Foursomes

2025-12-29

Sexy Redhead Boss Andi James fucks her new hire and shows him what a Open Family is (NaughtyAmerica 2025)

Sexy Redhead Boss Andi James fucks her new hire and shows him what a Open Family is

2025-12-20

If You Want the Role, Show the Camera How Well You Can Suck the Director's Dick (TeamSkeet 2025)

If You Want the Role, Show the Camera How Well You Can Suck the Director's Dick

2025-12-20

“Finish Inside of Me, Both of You!” Lilith’s Double Breeding Session (TeamSkeet 2025)

“Finish Inside of Me, Both of You!” Lilith’s Double Breeding Session

2025-12-17