Girlsway - Lady Boss: From Secretary To Mistress
Release Year: 2020
Studio: Girlsway
Cast: Casey Calvert, Chanel Preston
Genres: Brunette, Big Tits, Masturbation, Natural Tits, Fingering, Milf, 69, Femdom, Lesbian, pussy eating
Video language: English
Chanel Preston is not the world's greatest boss. In fact, she spends a lot of her time at work browsing adult websites instead of working! She's even on one such website when her employee, Casey Calvert, purposefully strides into her office. Although Chanel is annoyed about Casey's rude intrusion, that annoyance turns to worry when she sees the stack of papers Casey's carrying.
Casey isn't impressed with Chanel's work ethics and wants her job. Chanel laughs it off... until Casey reveals that she knows that Chanel uses the company computer... personal use. While Chanel tries to deny it, Casey refers to the printouts in her hands. Casey has the proof she needs to go.
Now Chanel is worried when Casey states that she wants to put Chanel in her place. While observing Chanel's browsing habits, Casey learned that Chanel likes nothing more than being dominated by strong women. If Chanel wants to keep her job, she will have to submit...
At first, Chanel is appalled, although she can't deny the warm tingle at being bossed around. It isn't long before she's submitting to Casey and obeying every demand... starting with bending over Casey's knees for a good spanking! When Casey takes the chance to rip her pantyhose and slide her fingers into Chanel's pussy, the fun really begins. Will Chanel be able to boss Casey around ever again after this?
Format: mp4
Duration: 22:58
Video: 3840x2160, AVC (H.264), 10562kbps
Audio: 125kbps
File size: 1.8 GB
Girlsway - Lady Boss: Working Remotely
Release Year: 2020
Studio: Girlsway
Cast: Kenna James, Serene Siren
Genres: Blonde, Redhead, Big Tits, Masturbation, Small Tits, Fingering, Milf, Ass, Lesbian, Lingerie
Video language: English
Serene Siren and her secretary, Kenna James, have been having a secret affair in their office for months. Siren is the of a powerful company and a successful independent lesbian. Kenna is shy, conservative, and leading a double life with an unknowing husband at home. But now their company has shifted to virtual working and this has left the lovers in a real bind. Serene expects to still have her needs met, even if they cannot physically touch, whereas Kenna is torn between extreme horniness for her boss and her nervousness about getting caught!
This all boils over one day as they connect for their daily conference call. During the course of this conversation, Kenna tries to stay professional while Serene keeps dropping innuendos and trying to loosen her lover up. Kenna tries her best to resist but can't help showing a little skin.
Finally, it reaches a breaking point when Kenna hears her husband in the other room. She excuses herself, calling back soon after. She apologizes profusely, saying that she sent her husband out to try and find some toilet paper so they could finally be alone. Pleased that Kenna seems more relaxed now, Serene asks her to do a little striptease for her and becomes more and more excited as she watches Kenna, even starting to touch herself. Suddenly, Kenna hears a knock on the door and, panicking, she mutes the video and leaves the screen. Serene looks very annoyed and tries to say something...but hangs up once she realizes she's been muted.
Kenna calls back one final time, wearing a robe. Serene is angry and doesn't appreciate being kept waiting, especially during office hours. She curtly reminds Kenna that even though she is at home, she is still at work. Kenna apologizes and tries to get back into sexy mode with her boss, but Serene pouts. Kenna, smiling because she knows her boss is a little jealous, reassures Serene that her husband just forgot his wallet and will be gone for hours. She playfully removes her robe to show her naked body and this snaps Serene back into a good mood. Kenna submissively asks what her boss would like her to do today. Serene licks her lips and grins, ready to put her secretary through her paces.
After all, this lady boss knows that working remotely is no excuse for slacking off!
Format: mp4
Duration: 30:45
Video: 1920x1080, AVC (H.264), 4504kbps
Audio: 187kbps
File size: 1.0 GB
April O'Neil - An Adult Time Compilation Adult Time
Release Year: 2020
Studio: Adult Time
Cast: April ONeil
Genres: Blonde, Brunette, Redhead, Big Tits, Natural Tits, Fingering, Teen, College, Milf, Hairy, Facesitting, Tribbing, Lesbian, rimming, pussy eating
Video language: English
Enjoy this series of our favorite April ONeil moments, curated by our expert content team. What are some of your favorite April moments? Please share them with us in the comments section below!If you liked these and would like a more in-depth watching experience of these moments, here's the list of scenes these were curated from:
Full Body Massage - ASMR Fantasies
Hot Yoga Surprise - Girlsway
Carter's Games: Part One - Girlsway
The Bender Trap - Girlsway
First Impressions - Girlsway
Obsessed With Dovefucking - Girlsway
A Girlsway Girl Story: Part Three - Girlsway
Naturally Stacked Stories: Watch Me Clean - Girlsway
Lady Boss: Company Policy - Girlsway
Your Dirty Daughter: Part Two - Mommy's Girl
Girlsway's Newest Director - Girlsway
Super Girls - All Girl Massage
Tell Me Everything - Girlsway
The Third Way - Girlcore Season 1
Sisters-In-Lust - Girlsway
Format: mp4
Duration: 18:22
Video: 1920x1080, AVC (H.264), 2906kbps
Audio: 125kbps
File size: 408.5 MB
Lady Lyne - Fixing A Mistake (2023)
Release Year: 2023
Cast: Lady Lyne
Genres: HD Video, All Sex
Video language: English
Having a secretary without any faults is nearly impossible, so it is only appropriate to keep those who don't hesitate to make up for their mistakes. Dean Van Damme sure is lucky to have Lady Lyne helping him out as his secretary. The beautiful curvy brunette is willing to meet with Dean to check some numbers even when she's busy with other stuff. The tattooed stud invites Lady Lyne into his home and leads her to the couch. The sexy white dress of Lady Lyne is making it difficult for Dean to focus on his laptop. He can't help but admire the popping cleavage of his gorgeous secretary. While Dean is eyeing Lady Lyne's bountiful bosoms, she notices a mistake in the numbers. She wants to make up for her mistake in a way that her boss will surely enjoy. Lady Lyne teasingly takes out her massive boobies. She then lets Dean caress them before he sucks her plump nipples. Dean can't help but enjoy the captivating MILF's big natural tits and suckable nipples. He worships the secretary's pair of jiggly melons before letting her give his cock a titsjob. Lady Lyne teasingly gives her employer a sensual handjob and blowjob before riding his cock in reverse cowgirl. Dean tittyfucks the natural busty brunette. He then shoves his cock into her tight asshole without hesitation. Lady Lyne can't help but moan in delight as Dean fucks her hard in missionary, spoon, and cowgirl. Her tight asshole gapes wide while being stretched by her boss doggystyle. Dean and the curvy hottie with massive natural funbags continue the intense anal pounding on the couch until Dean finally feels like he is about to cum. He puts his dick between Lady Lyne's huge jugs before unloading his warm and sticky cum all over her tits. Lady Lyne spreads the creamy jizz on her tits, making them shine under the light.
Format: mp4
Duration: 38:56
Video: 1920x1080, AVC (H.264), 9552kbps
Audio: 97kbps
File size: 2.7 GB
(The Secretary)
Release Year: 2023
Cast: Jill Kassidy
Genres: Hardcore Natural Tits College Petite Facial Rough Sex Spanking Submissive Domination Office Gonzo Hardcore All Sex Brunette
Video language: English
We open with the secretary (Jill Kassidy) laying on the floor with her ass up, looking sexy in her white blouse, pencil skirt, and high heels. Her fingers glide along the keys of the typewriter as she types 'YES BOSS' over and over again. In the background, her boss (Derrick Pierce) watches from his desk, hungrily admiring the view.
Once the secretary is done, she brings her boss the sheet of paper, eager for his praise. The boss calmly uncaps his pen and corrects her work. He's dissatisfied, handing her back the paper and telling her, 'Again.'
The secretary grins to herself as she hurries off.
CUT TO the secretary returning with another sheet of paper, with the handwritten words 'PLEASE BOSS' scrawled across. When the phone rings, the boss orders her to answer it while laying across his desk. As she obediently does so, he corrects her work by holding the paper against her ass. After she hangs up, he gives her the corrected paper, ordering, 'Again.'
The secretary's almost giddy at his stern tone, biting her bottom lip as she clutches the paper close to her chest.
CUT TO the secretary knocking on the boss' door. Once she's allowed in, she folds the sheet of paper and holds it in her mouth while getting down on all fours. She slowly crawls to her boss' desk, acting submissive as he stands tall before her. When he takes the paper from her mouth, we see the words 'FUCK ME BOSS, PLEASE!!' written in large, desperate letters.
Finally satisfied with her work, the secretary's wildest fantasy is about to come true as her boss orders her to bend over his desk.
Format: mp4
Duration: 41:49
Video: 3840x2160, AVC (H.264), 14649kbps
Audio: 125kbps
File size: 4.4 GB
Lady Lyne - Fixing A Mistake
Release Year: 2022
Cast: Lady Lyne
Genres: Anal, Big Tits, Gonzo, Hardcore
Video language: English
Having a secretary without any faults is nearly impossible, so it is only appropriate to keep those who don't hesitate to make up for their mistakes. Dean Van Damme sure is lucky to have Lady Lyne helping him out as his secretary. The beautiful curvy brunette is willing to meet with Dean to check some numbers even when she's busy with other stuff. The tattooed stud invites Lady Lyne into his home and leads her to the couch. The sexy white dress of Lady Lyne is making it difficult for Dean to focus on his laptop. He can't help but admire the popping cleavage of his gorgeous secretary. While Dean is eyeing Lady Lyne's bountiful bosoms, she notices a mistake in the numbers. She wants to make up for her mistake in a way that her boss will surely enjoy. Lady Lyne teasingly takes out her massive boobies. She then lets Dean caress them before he sucks her plump nipples. Dean can't help but enjoy the captivating MILF's big natural tits and suckable nipples.
Format: mp4
Duration: 38:56
Video: 1920x1080, AVC (H.264), 9552kbps
Audio: 97kbps
File size: 2.7 GB
Female Submission - The Secretary
Release Year: 2019
Studio: Female Submission
Cast: Derrick Pierce, Jill Kassidy
Genres: Brunette, Hardcore, Natural Tits, College, Petite, Facial, Rough Sex, Spanking, Submissive, Domination
Video language: English
We open with the secretary (Jill Kassidy) laying on the floor with her ass up, looking sexy in her white blouse, pencil skirt, and high heels. Her fingers glide along the keys of the typewriter as she types over and over again. In the background, her boss (Derrick Pierce) watches from his desk, hungrily admiring the view.
Once the secretary is done, she brings her boss the sheet of paper, eager for his praise. The boss calmly uncaps his pen and corrects her work. He's dissatisfied, handing her back the paper and telling her, 'Again.'
The secretary grins to herself as she hurries off.
the secretary returning with another sheet of paper, with the handwritten words scrawled across. When the phone rings, the boss orders her to answer it while laying across his desk. As she obediently does so, he corrects her work by holding the paper against her ass. After she hangs up, he gives her the corrected paper, ordering, 'Again.'
The secretary's almost giddy at his stern tone, biting her bottom lip as she clutches the paper close to her chest.
the secretary knocking on the boss' door. Once she's allowed in, she folds the sheet of paper and holds it in her mouth while getting down on all fours. She slowly crawls to her boss' desk, acting submissive as he stands tall before her. When he takes the paper from her mouth, we see the words' written in large, desperate letters.
Finally satisfied with her work, the secretary's wildest fantasy is about to come true as her boss orders her to bend over his desk.
Format: mp4
Duration: 41:49
Video: 3840x2160, AVC (H.264), 14649kbps
Audio: 125kbps
File size: 4.4 GB
Adult Time - Alina Lopez - An Adult Time Compilation
Release Year: 2023
Studio: Adult Time
Cast: Alina Lopez
Genres: Blonde, Brunette, Redhead, Piercings, Big Tits, Masturbation, Natural Tits, Small Tits, Fingering, Tattoos, Petite, Hairy, Tribbing, Ass, Lesbian, rimming, pussy eating
Video language: English
Here are all our favorite Alina Lopez scenes used in this compilation:
's Online Debut - Mommy's Girl
The Babysitter Rulers - Mommy's Girl
Alina & Kendra - We Like Girls
The Jealous - Mommy's Girl
She Isn't a Masseuse! - All Girl Massage
's Best Woman - Girlsway
Lady Boss: Bait & Switch - Girlsway
Tongue Me Hard - Girlsway
Babysitting Lesbians: Party Plans - Girlsway
Almost Caught Cheating - Webyoung
The Slumber Games - Webyoung
Maid For Each Other: Nasty Cleaning Crew - Girlsway
Showcases: Alina Lopez - 2 Scenes in 1 - Girlsway
School's Out: The Tutor Redux - Girlsway
Format: mp4
Duration: 15:34
Video: 1920x1080, AVC (H.264), 2541kbps
Audio: 125kbps
File size: 304.6 MB
Alina Lopez - An Adult Time Compilation
Release Year: 2023
Studio: Adult Time
Cast: Alina Lopez
Genres: Blonde, Brunette, Redhead, Piercings, Big Tits, Masturbation, Natural Tits, Small Tits, Fingering, Tattoos, Petite, Hairy, Tribbing, Ass, Lesbian, rimming, pussy eating
Video language: English
Here are all our favorite Alina Lopez scenes used in this compilation:
Daughter's Online Debut - Mommy's Girl
The Babysitter Rulers - Mommy's Girl
Alina & Kendra - We Like Girls
The Jealous Daughter - Mommy's Girl
She Isn't a Masseuse! - All Girl Massage
Brother's Best Woman - Girlsway
Lady Boss: Bait & Switch - Girlsway
Tongue Me Hard - Girlsway
Babysitting Lesbians: Party Plans - Girlsway
Almost Caught Cheating - Webyoung
The Slumber Games - Webyoung
Maid For Each Other: Nasty Cleaning Crew - Girlsway
Showcases: Alina Lopez - 2 Scenes in 1 - Girlsway
School's Out: The Tutor Redux - Girlsway
Format: mp4
Duration: 15:34
Video: 1920x1080, AVC (H.264), 2541kbps
Audio: 125kbps
File size: 304.6 MB
Girlsway - Lady Boss: New Boss Goss
Release Year: 2022
Studio: Girlsway
Cast: Kenzie Taylor, Victoria Voxxx, Spencer Bradley
Genres: Blonde, Brunette, Big Tits, Threesome, Natural Tits, Small Tits, Milf, 69, Petite, Hairy, Facesitting, Lesbian, Stockings, Glasses, Office, high heels, kissing, pantyhose, rimming, pussy eating
Video language: English
Two coworkers, Spencer Bradley and Victoria Voxxx, are busy gossiping about their new boss, Kenzie Taylor. They've heard things about her from past employees, who all swear that working under Kenzie has been unlike anything else they've experienced. Spencer and Victoria just can't to get to know her better and see what all the hype is about.
Format: mp4
Duration: 43:18
Video: 3840x2160, AVC (H.264), 14651kbps
Audio: 125kbps
File size: 4.6 GB
Lady Lyne - Pumping busty secretary
Release Year: 2022
Cast: Lady Lyne
Genres: BDSM, Double Breast Pump, Vacuum Therapy Machine, Big Tits, Natural Tits
Lady Lyne had a very strange feeling about her new job. Her tasks were not really meaningful, and the phone didn’t seem to work at all. Also, her boss was staring at her all the time. Maybe because she didn’t like to wear a bra. Her nipples were always showing through her white blouse and she was sure her boss was always trying to get a peek at her big boobs. Then suddenly one day she found herself handcuffed to her chair, wearing a huge metal collar. A strange machine was on her desk. Her nipples were clamped and hurting. Her boss came in and started groping her udders, hooking them up to the machine, to pump her nipples to 4 times their original size. She tried to protest but she was soon gagged. She should never have taken this job at the farmer’s office!
Format: mp4
Duration: 9:15
Video: 1920x1080, AVC (H.264), 14664kbps
Audio: 187kbps
File size: 1.0 GB
Jill Kassidy
Release Year: 2023
Cast: Jill Kassidy
Genres: Hardcore Natural Tits College Petite Facial Rough Sex Spanking Submissive Domination Office Gonzo Hardcore All Sex Brunette
Video language: English
We open with the secretary (Jill Kassidy) laying on the floor with her ass up, looking sexy in her white blouse, pencil skirt, and high heels. Her fingers glide along the keys of the typewriter as she types 'YES BOSS' over and over again. In the background, her boss (Derrick Pierce) watches from his desk, hungrily admiring the view.
Once the secretary is done, she brings her boss the sheet of paper, eager for his praise. The boss calmly uncaps his pen and corrects her work. He's dissatisfied, handing her back the paper and telling her, 'Again.'
The secretary grins to herself as she hurries off.
Format: mp4
Duration: 41:49
Video: 3840x2160, AVC (H.264), 14649kbps
Audio: 125kbps
File size: 4.4 GB
Lady Boss: New Boss Goss - Girlsway
Release Year: 2022
Studio: Girlsway
Cast: Kenzie Taylor, Victoria Voxxx, Spencer Bradley
Genres: Blonde, Brunette, Big Tits, Threesome, Natural Tits, Small Tits, Milf, 69, Petite, Hairy, Facesitting, Lesbian, Stockings, Glasses, Office, high heels, kissing, pantyhose, rimming, pussy eating
Video language: English
Two coworkers, Spencer Bradley and Victoria Voxxx, are busy gossiping about their new boss, Kenzie Taylor. They've heard things about her from past employees, who all swear that working under Kenzie has been unlike anything else they've experienced. Spencer and Victoria just can't to get to know her better and see what all the hype is about.
But later that day, their hopes are dashed as they realize that Kenzie is like what they were led to believe. She's strict, demanding, and overbearing. And to add fuel to the fire, Kenzie's been extremely dissatisfied with Spencer and Victoria's work so far. And if things couldn't get any worse, Kenzie overhears Spencer and Victoria complaining about her and confronts them. Oops!
Spencer and Victoria are initially mortified but soon grow surprised when Kenzie reveals that her employees love to work with her not because of her management style, but because of the incredible perks she likes to offer. No hard work should go unpunished, and Kenzie knows how just how hard these two office gossips have been working... It's time for Spencer and Victoria to put their fluttering lips to good use and have a playful, energetic threesome with their boss! How's for some hot office goss?
Format: mp4
Duration: 43:18
Video: 3840x2160, AVC (H.264), 14651kbps
Audio: 125kbps
File size: 4.6 GB
A Human Ashtray Is Always Required - Miss Lady Ashaley - Full HD 1080p
Miss Lady Ashley is about to enjoy a cigarette and naturally has a human ashtray on hand to consume all the ash. Chained to the chair with his arms and legs bound, the slave sits helplessly as Mistress exhales the smoke into his face as she begins filling his mouth with her ash and spit. Despite this, he isn’t suffering enough for Mistress’ liking, so Miss Lady Ashley decides to deepen his suffering by burning his balls with the end of her cigarette. He winces and yells out in pain as Mistress repeatedly burns him, but the sound of males suffering is music to Mistress’ ears. In fact, Mistress is having enjoying her cigarette and his suffering so much, she decides to light a second cigarette just to prolong the agony for the slave!
Format: mp4
Duration: 12:10
Video: 1920x1080, AVC (H.264), 9698kbps
Audio: 99kbps
File size: 873.6 MB
EroticaX - Role Playing- Boss/Secretary
Release Year: 2016
Studio: EroticaX
Cast: Megan Rain, Jean
Genres: Cumshot, Facial, Fingering, Brunette, Petite, Blowjob, Pussy Licking, Spanking, Tattooed
Video language: English
Megan Rain and Jean indulge in the taboo of blurring the boss/secretary boundaries in the latest installment of ´Role Playing´. Megan pushes Jean´s buttons, causing him to lay down a few rules and reign in Megan´s willful streak. Jean´s discipline takes a hot, playful turn when he ties her wrists together and really let´s Megan know who the boss is!
Format: mp4
Duration: 43:59
Video: 960x544, AVC (H.264), 1756kbps
Audio: 187kbps
File size: 628.9 MB
Jade Valentine - My Small Secretary
Release Year: 2024
Cast: Jade Valentine
Video language: English
Jade’s new boss, Robby, is a bit of a hard ass. He has an unorthodox approach to mentorship, and his presence is commanding and stern. Still, Jade finds herself entirely smitten by his assertive demeanor. She’s never had a boss quite like this before, and the longer she works for him, the hornier she becomes. When Robby bends Jade over the desk and spanks her while she reads a letter, Jade is at first taken aback. There was no way this was appropriate, but hell, if her pussy wasn’t getting wetter and wetter with each spank. Dumbfounded by her new attraction to being the submissive secretary in this odd boss-employee relationship, Jade touches herself as soon as she finds herself alone. Jade rubbed her clit, imagining all of the ways she could submit herself to Robby and how good it would feel having his cock pressed against the inside of her vaginal walls...
Format: mp4
Duration: 39:24
Video: 1920x1080, AVC (H.264), 2000kbps
Audio: 125kbps
File size: 616.1 MB
His Secretary
Release Year: 2021
Genres: Bondage, All sex, Secretary, Blowjob, Spanking, Ballgag, BDSM, Stockings, 1080p
Video language: English
A boss and his secretary's kinky dynamic, which is so obviously fueled by her desire for punishment and his need to humiliate her.
Format: mp4
Duration: 33:47
Video: 1920x1080, AVC (H.264), 7848kbps
Audio: 235kbps
File size: 2.0 GB
Secretary spilled water on her boss's pants, but she loves to clean it!
Cast: Melany Paris (EU) (41), Ninos Paoli (35)
Genres: Blowjob, Cum, Creampie, MILF, Shave
Video language: English
French secretary Melany Paris spilled some water on her boss's pants. She will clean that right up, with some much desired TLC.
Format: mp4
Duration: 34:56
Video: 1894x1064, AVC (H.264), 6343kbps
Audio: 125kbps
File size: 1.6 GB
Sexy Office Secretary Sybil Sucks and Fucks Boss' Stiff Cock
Release Year: 2022
Cast: Sybil aka Olga Sybil, Sybil Kailena
Genres: Teen, Gonzo, Hardcore, All Sex, Facial
Video language: English
Telecom boss Charlie Dean is on a call with his Chief Financial Officer (CFO) when his sexy secretary Sybil pulls her skirt up, exposes her shaved pussy, and challenges him to do something with it
Format: mp4
Duration: 32:07
Video: 1920x1080, AVC (H.264), 6340kbps
Audio: 377kbps
File size: 1.5 GB
Secretary spilled water on her boss's pants, but she loves to clean it 1080p
Release Year: 2021
Cast: Melany Paris, Ninos Paoli
Genres: Blowjob, Cum, Creampie, MILF, Shaved
Video language: English
French secretary Melany Paris spilled some water on her boss's pants. She will clean that right up, with some much desired TLC.
Format: mp4
Duration: 34:56
Video: 1894x1064, AVC (H.264), 6343kbps
Audio: 125kbps
File size: 1.6 GB
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