Lady Boss (8,453)

The best and newest lady boss videos

Love-starved mature boss Maddie Cross is making the cock of her student hard in delight

Love-starved mature boss Maddie Cross is making the cock of her student hard in delight

XGroovy 1 week ago

AuntJudysXXX - 59yo Busty Mature BBW Boss Lady Maddie Cross Needs a Hole Filler

AuntJudysXXX - 59yo Busty Mature BBW Boss Lady Maddie Cross Needs a Hole Filler

XHamster 1 month ago

Curvy Buxom Blonde MILF Lady-boss Satisfies Her Needy Cunt With Her Employee's Young Cock

Curvy Buxom Blonde MILF Lady-boss Satisfies Her Needy Cunt With Her Employee's Young Cock

XGroovy 1 month ago

Coming Home From The Office

Coming Home From The Office

XHamster 10 months ago

AuntJudysXXX - Busty Boss Lady Dee Williams Fucks Her Lazy Intern

AuntJudysXXX - Busty Boss Lady Dee Williams Fucks Her Lazy Intern

XHamster 10 months ago

Gvh-782 My Sadistic Female Boss Loves To Make Me Drink Her Pee. I Was Flowers To Become A Masochist By The Assignment Gacha - Hatano Yui And Yui Hatano

Gvh-782 My Sadistic Female Boss Loves To Make Me Drink Her Pee. I Was Flowers To Become A Masochist By The Assignment Gacha - Hatano Yui And Yui Hatano

Senzuri.tube 2 weeks ago

Busty BBW Boss Lady Becky Fucks Her Slacker Employee at the Office

Busty BBW Boss Lady Becky Fucks Her Slacker Employee at the Office

XHamster 1 month ago

All Natural Business Woman in Pencil Skirt, Nylons and High Heels Gives Boss Bouncing Dick Ride - Business-bitch

All Natural Business Woman in Pencil Skirt, Nylons and High Heels Gives Boss Bouncing Dick Ride - Business-bitch

XHamster 1 year ago

Curvy Buxom Redhead MILF Maitland Ward Enjoys Hardcore Anal & DP In Crazy MMF 3-some In the Office

Curvy Buxom Redhead MILF Maitland Ward Enjoys Hardcore Anal & DP In Crazy MMF 3-some In the Office

XGroovy 4 months ago

The Gardener Plows Deanna's Backyard

The Gardener Plows Deanna's Backyard

Some.Porn 1 year ago

Auntjudys - Your Mature GILF Boss Dee Lite Sucks Your Cock at the Office

Auntjudys - Your Mature GILF Boss Dee Lite Sucks Your Cock at the Office

XHamster 3 months ago

Boss Ladies

XHamster 8 months ago

AuntJudysXXX - Busty BBW Latina Boss Lady Montse Swinger Fucks Her New Employee at the Office

AuntJudysXXX - Busty BBW Latina Boss Lady Montse Swinger Fucks Her New Employee at the Office

XHamster 3 months ago

Dominant Female Boss Explores Power Dynamics in Office

Dominant Female Boss Explores Power Dynamics in Office

Japanese-Creampie 4 months ago

[mesu-89] Older Female Boss Overtime Fuck Creampie Office, Saeko Ikegami Scene 4

[mesu-89] Older Female Boss Overtime Fuck Creampie Office, Saeko Ikegami Scene 4

XJAV 3 years ago

JUFE-009 Shinoda

JUFE-009 Shinoda

Eporner 3 months ago

Sexy Slim Buxom Brunette Lady-boss Comes To Visit Her Employee & Try His BWC

Sexy Slim Buxom Brunette Lady-boss Comes To Visit Her Employee & Try His BWC

XGroovy 11 months ago

Summer Heats up Winter

62% HD 1:01 / 17:32

Summer Heats up Winter

FapHouse 7 months ago

Miyu Shiratori Has Hardcore Orgasms On A Dick

60% VR 1:12 / 41:14

Miyu Shiratori Has Hardcore Orgasms On A Dick

VrSmash 1 year ago

Married Milf Fucks Boss - Steamy Office Affair In Hd Japanese Porn

Married Milf Fucks Boss - Steamy Office Affair In Hd Japanese Porn

JapaneseMatures 2 years ago

Busty Mature BBW Lady-boss Maddie Cross Entices a Young Employee Into Wild Sex In Her Office

Busty Mature BBW Lady-boss Maddie Cross Entices a Young Employee Into Wild Sex In Her Office

XGroovy 1 month ago

AuntJudysXXX - 59yo Busty Mature BBW Boss Lady Maddie Cross Needs a Hole Filler

AuntJudysXXX - 59yo Busty Mature BBW Boss Lady Maddie Cross Needs a Hole Filler

XHamster 2 months ago

BBW Secretary with big tits fucks her boss in a secret hotel meeting

BBW Secretary with big tits fucks her boss in a secret hotel meeting

XHamster 4 years ago

DECENSORED Big Butt Japanese Office Lady Fucks The Boss

DECENSORED Big Butt Japanese Office Lady Fucks The Boss

SleazyNEasy 2 months ago

Big-bottomed maid ends up fucking her boss while his wife is away from home

Big-bottomed maid ends up fucking her boss while his wife is away from home

XHamster 8 months ago

Brunette cougar made the guy with the biggest cock her personal secretary for easy access

Brunette cougar made the guy with the biggest cock her personal secretary for easy access

XHamster 2 years ago

A SEXY HANDSOME OFFICE BOSS CALL HIS LADY ASSISTANT IN HIS ROOM, INDIAN DESI SEXY HARDCORE SEX

A SEXY HANDSOME OFFICE BOSS CALL HIS LADY ASSISTANT IN HIS ROOM, INDIAN DESI SEXY HARDCORE SEX

XHamster 4 weeks ago

Stacked Cleaning Lady Charlee Chase Wants Cum From Her Boss!

Stacked Cleaning Lady Charlee Chase Wants Cum From Her Boss!

XHamster 4 years ago

Anal Craving European MILFs Wild Reaming Sandra Romain, Sophie Lynx, Klarisa Leone, Rye vs Thomas Stone & David Perry

Anal Craving European MILFs Wild Reaming Sandra Romain, Sophie Lynx, Klarisa Leone, Rye vs Thomas Stone & David Perry

Pervclips 1 week ago

Lingerie Married Man Cant Resist The Resort Big Tits Lady Boss - Kenzie Love

Lingerie Married Man Cant Resist The Resort Big Tits Lady Boss - Kenzie Love

TheyAreHuge 2 years ago

My Hot Boss with a Huge Butt: “you’re a Loser! Either You Fuck Me or You’re Out!”

62% 1:01 / 26:17

My Hot Boss with a Huge Butt: “you’re a Loser! Either You Fuck Me or You’re Out!”

FapHouse 3 months ago

Fat ass lady from Germany sucking and riding a loaded cock on the couch

Fat ass lady from Germany sucking and riding a loaded cock on the couch

XHamster 2 years ago

Hot secretary Kitana Lure decided to give an unforgettable anal sex to her boss.

Hot secretary Kitana Lure decided to give an unforgettable anal sex to her boss.

XGroovy 2 years ago

Slutty business lady fucked by rich boss during interview

Slutty business lady fucked by rich boss during interview

XHamster 4 years ago

Boss Lady Demands Rough Anal Threesome with Assistant and Creampie Finale

Boss Lady Demands Rough Anal Threesome with Assistant and Creampie Finale

Fucker 8 months ago

Boss Babe Reiko Kobayakawa, Rocking Stockings, Bangs Her Hot-Ass Secretary in the Office

Boss Babe Reiko Kobayakawa, Rocking Stockings, Bangs Her Hot-Ass Secretary in the Office

AbJav 2 years ago

Amanda Remington: Pleasuring the Boss Lady

Amanda Remington: Pleasuring the Boss Lady

Some.Porn 1 year ago

Fucking my female boss

63% 1:01 / 7:23

Fucking my female boss

FapHouse 5 years ago

A Beautiful Mature Woman!! She's Secretly Moaning And Groaning With Pleasure!! If You Still Think You Can Love A Woman Like Me... A Lady Boss Gets Wet With Anticipation Of A Long Affair - Rumi Mochizuki

A Beautiful Mature Woman!! She's Secretly Moaning And Groaning With Pleasure!! If You Still Think You Can Love A Woman Like Me... A Lady Boss Gets Wet With Anticipation Of A Long Affair - Rumi Mochizuki

Eporner 1 year ago

”Busty fuck & sloppy blowjob with Kianna Dior”

”Busty fuck & sloppy blowjob with Kianna Dior”

TransHero 4 months ago

Your Hot MILF Boss Julia North Scolds You About Your Poor Job Performance

52% HD 1:01 / 19:16

Your Hot MILF Boss Julia North Scolds You About Your Poor Job Performance

FapHouse 2 years ago

MILF Fantasy: Getting Late for Work and Has to Rim Boss and Swallow His Sperm

MILF Fantasy: Getting Late for Work and Has to Rim Boss and Swallow His Sperm

XHamster 2 weeks ago

Horny milf executive gets pounded on the desk

Horny milf executive gets pounded on the desk

XHamster 4 months ago

Sexy Buxom Ebony MILF Lady-boss Tempts a Shy Employee To Pound All Her Needy Holes With His BWC

Sexy Buxom Ebony MILF Lady-boss Tempts a Shy Employee To Pound All Her Needy Holes With His BWC

AnySex 1 year ago

Mature Mares - Full Movie

Mature Mares - Full Movie

XHamster 1 year ago

Cleaning Mature Lady Can't Resist Of Big Porn Actor's Dick

Cleaning Mature Lady Can't Resist Of Big Porn Actor's Dick

Analdin 8 years ago

Lifeguard Review Meeting

Lifeguard Review Meeting

XHamster 9 months ago

Determined Busty Boss Takes Advantage Of Her Weak Willed New Secretary

Determined Busty Boss Takes Advantage Of Her Weak Willed New Secretary

XHamster 4 years ago

A great thanks from young boss to a mature lady (Darla Crane)

A great thanks from young boss to a mature lady (Darla Crane)

MomVids 10 months ago

Boss Lady Wants to get Fucking hard satisfy the Hole

Boss Lady Wants to get Fucking hard satisfy the Hole

XHamster 3 weeks ago

Millionaires 3 - Full Movie

Millionaires 3 - Full Movie

XHamster 1 year ago

AuntJudysXXX - Tall Mature Office MILF Beth Mckenna Fucks the Intern

AuntJudysXXX - Tall Mature Office MILF Beth Mckenna Fucks the Intern

XHamster 5 months ago

Slim Latina Sub Vanessa Sky Gets Cuffed & Fucked; Busty MILF Dee Williams Gets Free-used In the Office

Slim Latina Sub Vanessa Sky Gets Cuffed & Fucked; Busty MILF Dee Williams Gets Free-used In the Office

MyLust 2 months ago

Secretary in ripped tights sucks and fucks with her boss

Secretary in ripped tights sucks and fucks with her boss

XHamster 4 years ago

Summer Heats up Winter

Summer Heats up Winter

XHamster 7 months ago

German Milf rocks cock in the office - Bums Buero

German Milf rocks cock in the office - Bums Buero

XGroovy 2 years ago

Nicole DuPapillon - The Boss Interviews And Plays With Her Latest Recruit

Nicole DuPapillon - The Boss Interviews And Plays With Her Latest Recruit

XHamster 1 year ago

German business milf in clothes fucked in pantyhose

German business milf in clothes fucked in pantyhose

XHamster 4 years ago

AuntJudysXXX - Busty Mature Boss Lady Nicole DuPapillon Fucks Her New Employee

AuntJudysXXX - Busty Mature Boss Lady Nicole DuPapillon Fucks Her New Employee

XHamster 2 years ago

Keeping up the good work

55% HD 1:01 / 32:22

Keeping up the good work

FapHouse 8 years ago

Governor of Ass

58% HD 1:01 / 9:58

Governor of Ass

FapHouse 6 months ago

Summer Heats up Winter

60% HD 0:39 / 17:32

Summer Heats up Winter

FapHouse 7 months ago

ourdream | POV: Japanese Boss Made Me Stay Late

ourdream | POV: Japanese Boss Made Me Stay Late

Ourdream.ai 1 month ago

Keeping up the good work

49% HD 0:39 / 32:22

Keeping up the good work

FapHouse 8 years ago

Massage parlor German - DVD

Massage parlor German - DVD

XHamster 1 year ago

Let me See if I can Squeeze you in! Bossy Lady Lyne for SecretFriends

Let me See if I can Squeeze you in! Bossy Lady Lyne for SecretFriends

XHamster 3 months ago

Japanese MILF PAAG Office Lady Fucked By BBC Boss And Gets Creampie UNCENSORED Kanae Kawahara lFW TVsH3

Japanese MILF PAAG Office Lady Fucked By BBC Boss And Gets Creampie UNCENSORED Kanae Kawahara lFW TVsH3

Eporner 1 month ago

AuntJudysXXX - Hot New Cleaning Lady Lynna - Home Alone with the Boss' Stepson

AuntJudysXXX - Hot New Cleaning Lady Lynna - Home Alone with the Boss' Stepson

XHamster 1 year ago

AuntJudysXXX - 59yo Busty Mature BBW Boss Lady Maddie Cross Needs a Hole Filler

67% HD 1:01 / 20:33

AuntJudysXXX - 59yo Busty Mature BBW Boss Lady Maddie Cross Needs a Hole Filler

FapHouse 3 months ago

Debt slut is going to surrender her pussy to make money

Debt slut is going to surrender her pussy to make money

ZBPorn 1 month ago

Big boss lady Ava Koxxx and assistant Sandra Star in office threesome

Big boss lady Ava Koxxx and assistant Sandra Star in office threesome

AnySex 4 years ago

German business blonde model fucks a big cock clothed

German business blonde model fucks a big cock clothed

XHamster 4 years ago

TUSHY Pretty mother I'd like to fuck Boss Lady Serenity Cox Has Her 1st Anal Dream Come True At The Office

TUSHY Pretty mother I'd like to fuck Boss Lady Serenity Cox Has Her 1st Anal Dream Come True At The Office

Amateur8 3 months ago

Deep Throat (US,1972) Director: Gerard Damiano

Deep Throat (US,1972) Director: Gerard Damiano

Eporner 4 months ago

Huge Boss Bitch lezdom fucks little assistant Piper Perri

Huge Boss Bitch lezdom fucks little assistant Piper Perri

XGroovy 6 years ago

Welcome to Subs Elite Agency

51% 1:01 / 57:53

Welcome to Subs Elite Agency

FapHouse 4 months ago

Facesitting Classy Blonde Gets Rimmed and Licked

Facesitting Classy Blonde Gets Rimmed and Licked

XHamster 5 months ago

AuntJudysXXX - Mature Big Tit Boss Lady Josephine fucks her Employee (XXX POV)

AuntJudysXXX - Mature Big Tit Boss Lady Josephine fucks her Employee (XXX POV)

XHamster 3 years ago

Pissing Milf lovers

61% 0:39 / 17:46

Pissing Milf lovers

FapHouse 7 years ago

”mature XXL Lady is the new facesitting BBW cleaning lady with a big booty & huge saggy tits fucking”

”mature XXL Lady is the new facesitting BBW cleaning lady with a big booty & huge saggy tits fucking”

Trashreality 1 year ago

Two beautiful ladies make love in the bar

Two beautiful ladies make love in the bar

DefineBabe 4 years ago

British MILF Secretary gets fucked and cum in mouth at work

British MILF Secretary gets fucked and cum in mouth at work

XHamster 4 years ago

Perverted Boss Punched Maid's Butt

Perverted Boss Punched Maid's Butt

XHamster 5 months ago

Incident At The Cabin (USA 1976, Suan Sloan, Bree Anthony)

Incident At The Cabin (USA 1976, Suan Sloan, Bree Anthony)

Eporner 4 years ago

AuntJudysXXX - Busty Boss MILF Maisie Lewis Fucks Her Employee at the Office

AuntJudysXXX - Busty Boss MILF Maisie Lewis Fucks Her Employee at the Office

XHamster 1 year ago

Outdoor Casting with the Lady Boss Uschi Haller Personally

59% HD 0:39 / 11:55

Outdoor Casting with the Lady Boss Uschi Haller Personally

FapHouse 2 years ago

Busty Mature Boss Lady Mrs. Maggie Interviews You for a Job (pov)

62% HD 1:01 / 19:43

Busty Mature Boss Lady Mrs. Maggie Interviews You for a Job (pov)

FapHouse 2 years ago

Bustyblack secretary back scuttled over her desk by the bosses white cock

Bustyblack secretary back scuttled over her desk by the bosses white cock

XHamster 3 years ago

Skinny femdom secretary seduces postman for anal sex

Skinny femdom secretary seduces postman for anal sex

XHamster 4 years ago

AuntJudysXXX - Busty Mature Boss Lady Jewell Marceau Fucks Her Employee

AuntJudysXXX - Busty Mature Boss Lady Jewell Marceau Fucks Her Employee

XHamster 2 years ago

Slim Latina Vanessa Sky & Busty Curvy Lady-boss Dee Williams Play Submissive Sluts - Compilation

Slim Latina Vanessa Sky & Busty Curvy Lady-boss Dee Williams Play Submissive Sluts - Compilation

XGroovy 1 year ago

AuntJudysXXX - Busty Mature Boss Lady Eva Jayne makes a Naughty Deal with her Employee

AuntJudysXXX - Busty Mature Boss Lady Eva Jayne makes a Naughty Deal with her Employee

XHamster 4 years ago

TUSHY Gorgeous MILF Boss Lady Serenity Cox Has Her First Anal Fantasy Come True At The Office

TUSHY Gorgeous MILF Boss Lady Serenity Cox Has Her First Anal Fantasy Come True At The Office

XHamster 3 months ago

Dominant Sexy Plump-assed Lady-boss Is Gonna Demolish Her Loser Stepson (Solo Role Play With ASMR)

Dominant Sexy Plump-assed Lady-boss Is Gonna Demolish Her Loser Stepson (Solo Role Play With ASMR)

AnySex 1 year ago

Horny Babe Begs for Attention, Ready for Intense Fucking and Cum.

Horny Babe Begs for Attention, Ready for Intense Fucking and Cum.

xDegu 1 year ago

Job Applicant Gets a Lesson From the Female Boss

Job Applicant Gets a Lesson From the Female Boss

XHamster 1 year ago

Wild MILF Silvia Saige gets fucked and creampied by her stepson

Wild MILF Silvia Saige gets fucked and creampied by her stepson

MilfFox 1 year ago

HOT SECRETARY SUCS BOSS COCK THEN GETS A HARD FUCK ON THE

HOT SECRETARY SUCS BOSS COCK THEN GETS A HARD FUCK ON THE

XHamster 3 years ago

Cleaning Ladies Always Cum

Cleaning Ladies Always Cum

XHamster 1 year ago

Import-export logistics

Import-export logistics

Faperoni 2 years ago

Flirting with his milf secretary gets her in bed and willing

Flirting with his milf secretary gets her in bed and willing

XHamster 3 years ago

Hot maids Emma Leigh and Cathy Heaven please the boss

Hot maids Emma Leigh and Cathy Heaven please the boss

MegaTube 2 years ago

46yo Boss MILF Kitty Dickens Gets Creampied at the Office

46yo Boss MILF Kitty Dickens Gets Creampied at the Office

XHamster 1 month ago

Seducing Your Busty Mature Boss Mrs. Layla Bird

Seducing Your Busty Mature Boss Mrs. Layla Bird

XHamster 7 months ago

Curvy preggo chick loses her mind and craves sex from her loving husband

Curvy preggo chick loses her mind and craves sex from her loving husband

XGroovy 4 weeks ago

AuntJudysXXX - Busty BBW Latina Boss Lady Montse Swinger Fucks Her New Employee at the Office

56% HD 1:01 / 20:14

AuntJudysXXX - Busty BBW Latina Boss Lady Montse Swinger Fucks Her New Employee at the Office

FapHouse 5 months ago

Lady boss in sexy heels and nylon stockings

70% HD 1:01 / 5:49

Lady boss in sexy heels and nylon stockings

FapHouse 7 years ago

Two seductive ladies are satisfying each other

Two seductive ladies are satisfying each other

MilfFox 9 years ago

Hot blond secretary gets her pussy banged by her boss

Hot blond secretary gets her pussy banged by her boss

XHamster 4 years ago

OH NO! That guy gave me a creampie instead of a facial - Female Agent

OH NO! That guy gave me a creampie instead of a facial - Female Agent

Amateur8 1 year ago

A Moroccan Woman Gets Fucked by Her Husband’s Manager and Tells Him Not to Come Inside

47% HD 0:39 / 7:32

A Moroccan Woman Gets Fucked by Her Husband’s Manager and Tells Him Not to Come Inside

FapHouse 1 year ago

Governor of Ass

59% HD 0:39 / 9:58

Governor of Ass

FapHouse 6 months ago

Your Hot MILF Boss Julia North Scolds You About Your Poor Job Performance

56% HD 0:39 / 19:16

Your Hot MILF Boss Julia North Scolds You About Your Poor Job Performance

FapHouse 2 years ago

Stella Cox Knows That Her Kinky Boss Lady Likes To Get Fucked With A Strap- On

Stella Cox Knows That Her Kinky Boss Lady Likes To Get Fucked With A Strap- On

AbXXX 5 years ago

Aunt Judy's - Breasty Aged Boss Lady Lucy Gresty Interviews U for a Job (POV)

Aunt Judy's - Breasty Aged Boss Lady Lucy Gresty Interviews U for a Job (POV)

FreePorn8 2 years ago

Screwing your hot boss bitch Shalina Devine in horny POV anal sex

Screwing your hot boss bitch Shalina Devine in horny POV anal sex

XHamster 1 year ago

I Went to a Men's Spa and My Female Boss Was There?! the Tables Have Turned!

49% HD 1:01 / 2:02:33

I Went to a Men's Spa and My Female Boss Was There?! the Tables Have Turned!

FapHouse 1 month ago

Ayaka Makimura I Could Hardly Believe My Luck When This Fierce Lady Boss, Notorious For Her Unyielding Demeanor, By Not Losing Her Temper

Ayaka Makimura I Could Hardly Believe My Luck When This Fierce Lady Boss, Notorious For Her Unyielding Demeanor, By Not Losing Her Temper

Eporner 10 months ago

Wow! a Red-haired Boss Gently Convinces a House to Have Sex!

62% 1:01 / 25:31

Wow! a Red-haired Boss Gently Convinces a House to Have Sex!

FapHouse 9 months ago

Human Ashtray Slut

Human Ashtray Slut

FapHouse 2 days ago

1 2 3 4 5

8,453 results found

Narrow your search

japanese lady boss boss lady dee milfy boss lady melissa fucks assistant on business trip milfy boss lady melissa

Categories Pornstars

Categories Pornstars

Parents

Xxxmilfs.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Xxxmilfs.com. All rights reserved.

© 2026 Xxxmilfs.com. All rights reserved.