Billy Boston

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41:47

Shoplyfter – Penelope Woods – Freedom of Skeet

September 23, 2021

Penelope Woods is practicing her freedom of speech, but not so much at the right location, and Billy Boston isn’t having any of it. With her outcries undoubtedly endangering others, Billy Boston gives her one chance to make amends for her actions.

40:06

Shoplyfter – Jane Rogers – Employees Only

April 30, 2022

Jane is a long-time employee notorious for her shoplifting antics, but the loss prevention officers have never been able to catch her in the act. When Billy finally catches the redhead red-handed, Jane’s luck runs out. Now, she’ll have to find a way to slink her way out of this sticky situation.

51:31

PervTherapy – Richelle Ryan And Shay Sights – Release The Sexual Tension

8 months ago

Shay has a serious sexual attraction to her stepson Billy, causing her to behave manipulatively around him. She also peeks at him in the shower and when he masturbates in his room, making their relationship super uncomfortable and aggressive. Their therapist, Dr. Richelle Ryan, senses the sexual tension between them and tries a couple of […]

53:39

BadMilfs – Jessica Ryan And Fiona Sprouts – A Much Needed Lesson

December 12, 2021

Jessica Ryan overhears her stepdaughter, Fionna Sprouts, talking on the phone about a mysterious and well-endowed boyfriend. Unable to contain her curiosity, Jessica calls the boyfriend from Fiona’s phone and requests that he come over. Upon meeting Billy Boston, she wastes no time getting him to whip out his dick, wanting to see if what […]

48:59

PureTaboo – Spencer Bradley – When Your Past Comes Knocking

July 12, 2022

Kayla (Spencer Bradley) gets a knock on her door, and it’s revealed to be her sibling, Adam (Billy Boston). She’s overjoyed that he came to visit, as they haven’t seen each other in a while. Adam doesn’t seem as relaxed as Kayla, however, as he reveals that he’s just stopping by to say goodbye. He […]

44:39

ShoplyfterMylf – Tricia Oaks – Not So Holy Anymore

July 18, 2021

When Officer Billy Boston brings suspicious Mylf Tricia Oaks to the backroom after suspecting her of stealing merchandise, she swears that she’s no longer a thief now that she has found the Lord. Officer Boston doesn’t buy it and insists on performing a strip search, in which he finds stolen lipstick stashed inside her bra! […]

58:13

TinySis – Penelope Kay – Mastering The Craft

March 8, 2022

Sweet Penelope Kay can’t hold back her urges anymore. After getting caught masturbating, Billy Boston is willing to show her around the ropes to conquer the guy she wants. But when she gets rejected by him, Billy will need to step up his game and begin practicing to make the beautiful Penelope a master at […]

16:58

MommyBlowsBest – Katy Jayne – Play With Me Instead

October 6, 2022

Horny MILF Katy Jayne wants to play with her boyfriend Billy Boston but she ends up playing with his hard dick instead.

43:55

Shoplyfter – Lyra Lockhart – The Recognizable Theif

September 30, 2021

Loss prevention officer Billy Boston catches Lyra Lockhart shoplifting. But when he recognizes her from the internet, he can’t help but cop a feel. Because she stole something valuable from the store, she’ll have to fuck her way out of getting in serious trouble with the law.

19:11

MommyBlowsBest – Sheena Ryder – Sucked By My Teacher

May 4, 2022

Hot MILF Sheena Ryder sucks her student Billy Boston’s hard cock until he cums all over her big tits!

47:59

Shoplyfter – Kallie Taylor – Geek Thief Gets Even

8 months ago

When Kallie is caught shoplifting, loss prevention officer Billy Boston brings her to the back office for interrogation. The sweet, nerdy babe explains that she needed a dress for her big date with a football player. Billy looks at Kallie’s phone, recognizes the phone number from the guy as his daughter’s, and bursts her bubble […]

44:54

PervNana – Jasmine Wilde And Mckenzie Lee – Spring Cleaning

December 21, 2021

Stepmom McKenzie Lee knows that her stepson Billy Boston has been eyeing her rack for a while now, so she decides to take advantage of that. Later, Billy catches his stepsister Jasmine Wilde bent over the kitchen floor while wearing no underwear, so she confronts him about checking her out. Soon, McKenzie walks in on […]

17:53

OnlyTeenBlowJobs – Sky Pierce – Sneaky Blowjob

July 29, 2022

As her parents are outside packing the car for vacation, Sky Pierce convinces her boyfriend Billy Boston to let her suck his dick before they leave!

48:27

SisSwap – Haley Spades And Minxx Marley – Stepsisters Teenie Bikinis

August 2, 2021

When Billy Boston and Robby Echo are playing hookie they realize that their respective stepsisters Minxx Marley and Haley Spades are doing the same thing! The guys spy on the girls as they play in the pool and then while they’re taking a shower Minxx and Haley catch their stepbrothers sneaking a peek, so they […]

33:00

ModernDaySins – Mona Azar – Idle Fantasies: Hold ‘Er Steady

March 21, 2022

Mona Azar is relieved as she brings Billy Boston, a plumber, into her kitchen. She’s been having issues with her sink and, on top of a recent divorce, she just doesn’t have time to deal with that AND everything else on her plate. Billy assures her that he’ll take care of the problem but there […]

35:59

ShoplyfterMylf – Sophia West – She’s A Good Person

October 10, 2022

Sophia claims to be a good mom and a good person who only wanted to look beautiful for her husband, but security officer Billy knows that a crime is a crime, and stealing that lingerie set is gonna cost Sophia significantly. After a strip search, she sits naked asking officer Billy to let her go, […]

47:27

NuruMassage – Kayla Paige And Coco Lovelock – Grand Theft Nuru

October 8, 2021

A young woman, Coco Lovecock, ducks into a massage parlor as the sound of police sirens outside come and go. She looks relieved but is then startled as she turns around and sees two strangers, Kayla Paige and Billy Boston, expectedly watching her. It quickly becomes obvious that Coco has entered a massage parlor and […]

47:21

MomSwap – Olivia Jayy And Sophia Locke – The Best Mother’s Day Ever

May 9, 2022

It’s Mother’s Day again, the time of year when we celebrate MILFs worldwide. Olivia and Sophia are as hot as they come, so their stepsons, Billy and Chris, want to make sure this is the best Mother’s Day ever! Things get a little spicy when Billy and Chris present their moms with an unexpected “gift.”

36:56

DevilsFilm – Anna Claire Clouds – My BEST Friend Stole My GIRLfriend 2

7 months ago

Billy Boston and his girlfriend, Anna Claire Clouds, go to visit Billy’s best friend, Isiah Maxwell, at his new mansion. Anna is impressed, marveling over Isiah’s recent success in his porn career. It’s easy to see that she’s starstruck by being in the presence of such a major star. When Isiah gets interrupted by a […]

44:50

TinySis – Leana Lovings – What Dreams Are Made Of

January 11, 2022

Little hot cutie Leana Lovings keeps a diary where she writes down all her night fantasies. Her two latest ones include her big stepbrother Billy Boston, who takes care of her, protects her and of course, fills all her holes.

43:31

ExxxtraSmall – Demi Hawks – She Wants Cake

August 5, 2022

Tiny cutie Demi is preparing a cake but she’s struggling to reach some of the ingredients because they’re stored so high up. Billy comes in and teases Demi before finally grabbing the stuff she needs for her. Billy tells Demi she’s missing some ingredients and won’t be able to finish the cake, so Demi goes […]

MommyBlowsBest – Carmen Valentina – He Loves MILFs

August 4, 2021

After discovering stepson Billy Boston’s search history, stepmom Carmen Valentina is worried about why he’s obsessed with MILF porn. He admits that it’s because he wants to fuck her. Being the loyal wife she is, Carmen tells Billy that they’ll never fuck, but she can help him out by sucking his dick. Score!

49:52

TinySis – Minxx Marley – Little And Baddie

March 22, 2022

Bratty little stepsister Minxx Marley can’t stop teasing her big stepbrother Billy Boston, who realizes that Minxx might be obsessed with his huge cock!

33:32

DadCrush – Jade Kimiko – You Don’t Suck At Sex, Honey

October 12, 2022

After her ex spreads rumors saying that she sucks at sex, Jade turns to her stepdad Billy for advice. Jade shows Billy her pussy wanting to know if it looked normal and asking him to make her cum!

48:44

MilfBody – Kayla Paige – High-Intensity Workout

October 17, 2021

With the help of Billy Boston, Kayla Paige has been training for a big fight. With the match right around the corner, Kayla needs to make sure her body is in optimal shape. So after an intense workout, Billy rubs her down to loosen and relax her aching muscles. But the best massage and conditioning […]

48:41

Shoplyfter – Emma Jade – Undress For The Dress

May 13, 2022

After trying to sneak away without paying for a sexy little black dress, Emma is confronted by Officer Billy. He’s quick to catch on to Emma’s games, and strips her down for a full search. When Emma admits that she didn’t have the money to pay for the stolen item, Officer Billy finds another way […]

40:45

ShoplyfterMylf – Blake Wilde – The Stuffed Bra

6 months ago

As Blake was leaving the store, the alarms went off. Officer Billy Boston took her into the backroom for a routine check and handcuffed her for security purposes. Blake tries to play innocent, but upon searching her, the security guard finds jewelry stuffed in her bra. Now Blake is begging to be let go without […]

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Billy Boston

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