Top Boss Videos

We Can’t Be Seen Like This
81.9K • Mar 1, 2022
We Can’t Be Seen Like This
Jane Wilde, Charles Dera
The Housemaid’s Tale
76.1K • Nov 1, 2018
The Housemaid’s Tale
Valentina Nappi, Charles Dera
Blind Surprise
73.7K • Jan 9, 2018
Blind Surprise
Chloe Cherry, Ricky Johnson
An Honest Living
73.4K • Jun 13, 2019
An Honest Living
Anny Aurora, Alex D
A Guest In Her Home
61.2K • May 5, 2020
A Guest In Her Home
Haley Reed, Tasha Reign
More Like Your Old Man
59.8K • Aug 17, 2021
More Like Your Old Man
Whitney Wright, Derrick Pierce, Nathan Bronson
Mommy Monster
59.2K • Jun 28, 2018
Mommy Monster
Casey Calvert, Mona Wales, Seth Gamble
Anne – Act One: The Orphanage
59.1K • Sep 4, 2018
Anne – Act One: The Orphanage
Ashley Adams, Eliza Jane, Whitney Wright, Tommy Pistol
Strictly Professional
57.9K • May 11, 2021
Strictly Professional
Bella Rolland, Mike Mancini
For Richer Or Poorer
57.8K • Jan 16, 2024
For Richer Or Poorer
Alison Rey, Will Pounder
Anne – Act Three: The Scam
54K • Sep 20, 2018
Anne – Act Three: The Scam
Casey Calvert, Elena Koshka, Eliza Jane, Kristen Scott, Sarah Vandella, Derrick Pierce, Seth Gamble, Steve Holmes
His Anal Mistress
48.6K • Jul 26, 2018
His Anal Mistress
Jay Taylor, Lena Paul, Danny Mountain
Anne – Act Two: The Escape
48.3K • Sep 13, 2018
Anne – Act Two: The Escape
Casey Calvert, Elena Koshka, Eliza Jane, Derrick Pierce, Mick Blue, Seth Gamble
The Office Bimbo
44.8K • Apr 28, 2020
The Office Bimbo
Tiffany Watson, Jason Moody
Airtight Invasion
40.9K • May 24, 2018
Airtight Invasion
Lena Paul, Bambino, Codey Steele, Derrick Pierce, Johnny Goodluck
The Meeting
39.3K • Sep 8
The Meeting
Codi Vore, Codey Steele, Milan Ponjevic
Lessons In Business
38.6K • Nov 10, 2020
Lessons In Business
Aiden Ashley, Steve Holmes, Stirling Cooper
Boss of the House
37.6K • May 13, 2025
Boss of the House
Avery Black, Isiah Maxwell
And All Through The House
36.6K • Dec 25, 2018
And All Through The House
Emily Willis, Derrick Pierce
Wants What She Can’t Have
33K • Sep 1, 2020
Wants What She Can’t Have
Jill Kassidy, Charles Dera
Preserving Our New Lifestyle
31.9K • Jul 30, 2024
Preserving Our New Lifestyle
Olive Glass, Hollywood Cash, Isiah Maxwell
Getting Laid to Rest
30.4K • Jan 20
Getting Laid to Rest
Liv Revampede, Chad Alva
The Ends Justify The Means
20.1K • Nov 26, 2020
The Ends Justify The Means
Emma Hix, Nina Elle
The Secretary
20K • Feb 26, 2019
The Secretary
Jill Kassidy, Derrick Pierce
Office Harrassment
18.2K • Sep 27, 2018
Office Harrassment
Brett Rossi, Derrick Pierce