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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Dirty & Driven (RealityKings 2025)

Dirty & Driven

2025-12-14

Stop Arguing With Your Wife, Your Babysitter Can Make Your BDSM Dreams Come True (TeamSkeet 2025)

Stop Arguing With Your Wife, Your Babysitter Can Make Your BDSM Dreams Come True

2025-12-13

“But the Script Says I Choke on Your BBC!” Scene Study Gone Wild (TeamSkeet 2025)

“But the Script Says I Choke on Your BBC!” Scene Study Gone Wild

2025-11-20

My Boss Drilled My Daughter’s Tiny Pussy & I Saw Everything… (TeamSkeet 2025)

My Boss Drilled My Daughter’s Tiny Pussy & I Saw Everything…

2025-11-16

Looking for Inspiration? A Titjob Should Help… (TeamSkeet 2025)

Looking for Inspiration? A Titjob Should Help…

2025-11-13

“I’ll Be Your Favorite Plaything, Mr. Boss” Beca the Babysitter (TeamSkeet 2025)

“I’ll Be Your Favorite Plaything, Mr. Boss” Beca the Babysitter

2025-11-12

Titty-Fucking and Facials Weren’t in the Job Description (TeamSkeet 2025)

Titty-Fucking and Facials Weren’t in the Job Description

2025-11-07

Many Holes To Fill (Brazzers 2025)

Many Holes To Fill

2025-10-25

The Girl With the Leg Tattoo: Exhibitionist Babysitter Caught! (TeamSkeet 2025)

The Girl With the Leg Tattoo: Exhibitionist Babysitter Caught!

2025-10-24

Be a Good Assistant, Squirt on Your Boss’s Dick (Danni Jones Mylf Debut) (TeamSkeet 2025)

Be a Good Assistant, Squirt on Your Boss’s Dick (Danni Jones Mylf Debut)

2025-10-19

Strap Yourself In! The Best Of Lesbian Strap-on Sex (Brazzers 2025)

Strap Yourself In! The Best Of Lesbian Strap-on Sex

2025-10-07

Sexy boss Jessica Aaren wants intern to satisfy her pussy's well being (NaughtyAmerica 2025)

Sexy boss Jessica Aaren wants intern to satisfy her pussy's well being

2025-09-28

MILF Secrets (Milfed 2025)

MILF Secrets

2025-09-26

“I’m Always Watching…” My Creepy Boss Goes Overboard (TeamSkeet 2025)

“I’m Always Watching…” My Creepy Boss Goes Overboard

2025-09-19

Concept: Bodega Thief (TeamSkeet 2025)

Concept: Bodega Thief

2025-09-14

From Babysitter to Personal Fuck Toy: How Far Will Daisy Go? (TeamSkeet 2025)

From Babysitter to Personal Fuck Toy: How Far Will Daisy Go?

2025-08-30

Richelle Ryan, Mob Wife Part 2: The Sloppy Seduction of Her Husband’s Men (TeamSkeet 2025)

Richelle Ryan, Mob Wife Part 2: The Sloppy Seduction of Her Husband’s Men

2025-08-28

Addis Fouche has her new employee take care of all her needs (NaughtyAmerica 2025)

Addis Fouche has her new employee take care of all her needs

2025-08-23

Their Horny Boss Needed a BBC to Calm Down (TeamSkeet 2025)

Their Horny Boss Needed a BBC to Calm Down

2025-08-18

Concept: Political Affairs (TeamSkeet 2025)

Concept: Political Affairs

2025-08-11

My Cock-Sitter (TeamSkeet 2025)

My Cock-Sitter

2025-07-30

A Good Assistant Will Let You Fuck Her During Virtual Meetings (Ren Nuisance Debut) (TeamSkeet 2025)

A Good Assistant Will Let You Fuck Her During Virtual Meetings (Ren Nuisance Debut)

2025-07-27

Paint Your Lips Milky White (TeamSkeet 2025)

Paint Your Lips Milky White

2025-07-13

Your Job is to Keep Your Boss Happy (TeamSkeet 2025)

Your Job is to Keep Your Boss Happy

2025-07-08