Bobbi Shay 9


Bobbi Shay's Newest Videos


MYLF VIP - The House Bunny

Apr 27

Clips, HD, Big Tits, MILF

Apr 27

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Jade Valentine, Sonny Mckinley, Breezy Bri, Evie Christian, Bobbi Shay, Charlotte Sins, Aria Banks, Maya Woulfe, Bunny Madison & Athena Heart - The House Bunny (VIP Early Access)
Released: April 27, 2024

Bunny’s life has always been easy. Her good looks and her fierce sexual energy have provided her with a pampered and luxurious lifestyle. But all this flies out of the window when, out of the blue, her sugar daddy deems her too old. Now, Bunny must take on the world head-on, with only her cunning and her sexual prowess to guide her. Things take a positive turn when she meets Maya, Jade, and Charlotte, three college chicks who are all brains but have no luck in the “getting attention from boys” department.

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Aunt Judys XXX - Bobbi Shay

Apr 10

Clips, HD, Mature, POV

Apr 10

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Bobbi Shay - Your Stepmom Bobbi Shay Has An Unusual, But Sexy Request
Released: April 9, 2024

You were just checking in on your sexy blonde MILF stepmom Bobbi Shay, who's having a little trouble getting to sleep. She relates to you that what really helps her get ready for bed is a good, hard fucking, subtly - and then not subtly at all - implying maybe you could be of service. Wasting little time, she encourages you to take out and stroke that big, hard cock of yours while she slowly strips off her silky blue nightie, and taking her big MILF tits out to play. After groping and licking her tits, she reaches out to stroke and then suck your dick for a bit, getting you good and hard, then strips off her panties and lies down to let you fuck her good and hard in both missionary and doggystyle position until you both cum hard and she's ready for bed now

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Aunt Judys XXX - Bobbi Shay

Mar 27

Clips, HD, Mature

Mar 27

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Bobbi Shay - Foxy 58yo Blonde Bombshell Bobbi Shay makes her SENSATIONAL DEBUT
Released: March 26, 2024

58yo mature blonde MILF Bobbi Shay is fed up with her husband and is ready to leave it all behind, so she walks into her stepson's room to break the news to him. He's upset and begging her to stay, but it seems to no avail, she's made up her mind. Before she leaves, her stepson works up the nerve to confess his long-standing crush on her, which turns out to be not such a wild swing after all, as she confesses the same back to him. They waste little time getting into the action, with her big tits pulled out of her top while she strokes and then sucks his cock. He pulls off her shorts to reveal her hairy bush, and immediately starts fucking her missionary, then doggystyle, and back to missionary until he pulls out and shoots his load all over her full bush and stomach

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Porn Mega Load - Bobbi Shay

Mar 1

Clips, HD, Mature

Mar 1

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Bobbi Shay - Curvy, beautiful, 58-year-old Bobbi knows what to do with your cock
Released: February 29, 2024

"I'm currently single, but when I'm with someone, I like to sneak little notes in his pocket before he heads off to work, sweet nothings or sexy suggestions he can look forward to later. I also give him plenty of compliments and send him sexy texts throughout the day. On game day, I make sure he's got his favorite refreshments and help cheer on his favorite team."..

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Mylf Labs - Macy Meadows & Bobbi Shay

Feb 22

Clips, 4K, MILF, Threesome

Feb 22

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Macy Meadows & Bobbi Shay - Clamazon # 2
Released: February 22, 2024

What’s up, Mylf lovers? We’ve got a fun Labs update, so let’s jump right into the mix. For this experiment, we’re revisiting a scene we published on November 16th, 2023. The first “Clamazon” video did quite well, with fans admiring the smoking hot babes playing together. Clamazon is a concept where horny milfs receive instructions on how to use sex toys. These toys bring them greater orgasms, and watching them learn feels very taboo and fun. But as you’ll see, Clamazon also gladly delivers toys for men. We have a fantastic new pair of babes lined up for Clamazon #2. We think this experiment could be a long-term hit, and we hope you enjoy it, too. As always, the more you comment, the more effectively we can craft these experiments. In this episode, Bobbi is the trainer for the new Clamazon recruit, Macy. Macy is chipper and ready to live up to the Clamazon promise...

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Fill Up My Mom - Bobbi Shay

Feb 17

Clips, HD, Big Tits, Creampie, MILF

Feb 17

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Bobbi Shay - My Talking Penis Told Me To Fuck My Step Mom
Released: December 14, 2023

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Porn Mega Load - Bobbi Shay

Nov 24

Clips, HD, Big Tits, MILF

Nov 24

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Bobbi Shay - Bobbi Shay celebrates her 58th birthday by fucking you
Released: November 23, 2023

Canadian MILF Bobbi Shay celebrates her 58th birthday by having sex. And whose cock is she sucking and fucking? Yours! Most of this scene (but not all of it because we didn't want to limit he angles) is shot from your point of view. Watch this divorcee/mom sucking your dick. Watch her twerking on your cock. Shoot your load in her mouth...

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Seduced By A Cougar - Bobbi Shay

Nov 21

Clips, 4K, Big Tits, MILF

Nov 21

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Bobbi Shay - Sexy cougar Bobbi Shay teaches Johnny a lesson that will keep him cumming back again and again
Released: November 21, 2023

Bobbi Shay is tired of someone sneaking into her backyard and using her pool while she's away. She finally got around to setting up cameras to see who the culprits were. Sure enough, she catches Johnny in her pool and heads home fast. She grabs Johnny by the ear, takes him inside, and gives him the spanking of his life. But apparently, he enjoys the spanking because he gets hard quickly. Being the cougar the Bobbi is, she won't let a hard cock go to waste. She'll happily take his big dick in her wet MILF pussy.

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Porn Mega Load - Bobbi Shay

Nov 3

Clips, HD, MILF

Nov 3

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Bobbi Shay - 58-year-old Bobbi Shay fucks her son's 22-year-old friend
Released: November 2, 2023

What's a woman to do when she shows up for her porn shoot and finds out the guy she's going to be fucking is her son's 22-year-old friend? Well, the show must go on, so 58-year-old Bobbi Shay celebrates her birthday by doing him anyway. He blows his load all over her face, something he might want to keep from his buddy.

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