Billy Boston

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45:15

ShoplyfterMylf – Sahara Skye – Stealing Won’t Save Your Marriage

September 25, 2023

Sahara’s marriage is going down the drain. Her husband barely touches her, they aren’t making a lot of money, and he might be cheating on her. Desperate, she decides to steal some sexy lingerie to try to seduce him. The problem is that Officer Billy Boston just caught her and he’s demanding some explanations on […]

28:22

DevilsFilm – Skylar Vox – It’s Okay, She’s My Stepsister 7

December 12, 2021

Skylar Vox is relaxing on the couch, unaware that her stepbrother Billy Boston is jerking off while looking at her. He uses his phone to take a photo of his dick while including Skylar in the picture, then sneaks away as he sends her the photo. When Skylar sees the photo of a dick in […]

18:00

OnlyTeenBlowjobs – Chanel Camryn – Keep My Secret

June 23, 2022

Billy Boston finds out that his stepsister Chanel Camryn got a new tattoo. Her mom is going to be pissed! In order for him to keep her secret, she offers to suck his hard cock!

22:26

OnlyTeenBlowjobs – Paris White – Spying On Her In The Shower

2 months ago

Paris White caught her stepbrother Billy Boston spying on her in the shower for the second time. She confronts him and he’s very honest about how she’s hot and he’d just want a blowjob. His honesty caught her off guard and seduced her a little, it doesn’t take long before she’s on her knees slurping […]

52:27

PervNana – Ainsley Adams And Minxx Marii – Something To Brag About

June 22, 2021

When Billy Boston gets home from school, stepmom Ainsley Adams notices that he’s been beaten up by some bullies so she tells his stepsister Minxx Marii to intervene and help his stepbro out. Minxx talks to Billy and discovers that the reason why he’s being teased is because he hasn’t had any action sexually, but […]

21:30

OnlyTeenBlowjobs – Leda Lotharia – Practice On Me

February 10, 2022

Leda Lotharia is super sad about her breakup. Her man cut it off because she wasn’t experienced enough at giving blowjobs. She opens up to her stepbrother Billy Boston and he offers to help her out.

20:38

MommyBlowsBest – Lucky Starr – Lipstick Dick Test

October 6, 2022

Asian Milf Lucky Starr does a lipstick demonstration to Billy Boston that gets from informative to inventive as she shows how it doesn’t smear… even when performing a blowjob!

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

September 11, 2023

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

September 11, 2023

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

October 19, 2023

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 […]