Maddy May

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01:00:18

WildOnCam – Maddy May – Tattooed Hottie Maddy May Gets A Good Fucking LIVE

March 6, 2021

Maddy May is ready to get wild and is downright sexy as fuck in her lacy white lingerie. Be ready for a fucking great time as Maddy lets you experience her wacky and awesome personality and gets down on Alex Jetts large cock too! Size is not everything but Maddy loves taking every inch of […]

45:35

TrueAnal – Maddy May – Maddy’s Anal Training

April 11, 2022

Maddy May comes to us with a plug in her ass that makes her wanna twerk for some hardcore assfucking! She is one smokin’ hot chick who’s got all the temptations to keep a dick rock hard! Those big, pierced tits of hers well have you mesmerized. Then when Maddy gets on her knees it’s […]

20:39

CherryPimps – Maddy May – Frisky Business

December 30, 2022

Sliiiiiiiding into pleasure with Maddy May! She’s about to get down and dirty all by herself but cannot seem to get out of her cool, frisky phase. While her man Codey Steele is busy getting ready, this Cherry is busy getting naughty downstairs on a chair. It isn’t hard for her to tempt him into […]

39:24

KissMeFuckMe – Maddy May – Sex Dice

December 19, 2023

Seth Gamble and Maddy May are about to go out on a date but realize that everything they have planned is boring and the same as always. This leaves them both in a rut as they try to ponder their way out of it. But then Seth reveals that he actually had a little surprise […]

58:48

AllAnal – Brenna Mckenna And Maddy May – Maddy And Brenna Love To Get Wild

June 15, 2022

Get ready because Maddy May wants a deep dicking right up her perky ass! Her friend Brenna McKenna has a thirst for dicksucking & butthole licking! This incredibly horny pair share a dick with so much excitement sucking on it before the ass fucking starts. Brenna keeps things wet & creamy sucking & slurping on […]

39:49

Wicked – Maddy May and Anna Claire Clouds – Clout – Episode 3

March 2, 2025

55:17

Shoplyfter – Maddy May – The Spoiled Thief

December 9, 2020

When spoiled brat Maddy May gets caught stealing, she tries to get advantage of her white privilege claiming they can’t arrest her and instead, accusing security guard Wrex Oliver of harassment. But when Wrex tells her they have evidence of her crimes, she knows there’s only one thing to do to keep herself out of […]

30:22

AllGirlMassage – Maddy May And Coco Lovelock – Whatever Tickles Her Fancy

July 19, 2021

Two friends, Maddy May and Coco Lovelock, are hanging out together, catching up and gossiping about their love lives. But as they chat, Coco admits that she hasn’t been all that fulfilled with sex lately, thought seems reluctant to share exactly why. After some coaxing by Maddy, Coco admits that she wants to be tickled […]

29:20

EvilAngel – Maddy May – Maddy May’s Mayhem S01: DP & Facial

September 21, 2022

Cutie-pie Maddy May roller skates along the sidewalk. The dazzling doll rocks hot pants and bikini top, retro headphones and mirrored shades, like a disco babe straight from the 1970s! She pops out her round boobs and lovingly plays with her pierced nipples. In a warehouse, heavily hung porn studs Isiah Maxwell and Jax Slayher […]

41:44

TeamSkeetLabs – Harley Haze, Maddy May And Madi Laine – It’s A Womans World

March 16, 2021

In celebration of International Women’s Day Harley Haze, Maddy May and Madi Laine get their dominatrix swag on and get ready for their lucky friend Michael Swayze. The girls then command Michael to get naked and follow their every order as they have their way with him!

43:49

LetsTryAnal – Maddy May – Black Cat Fever

October 30, 2021

11:23

CherryPimps – Maddy May – Part Of A Complete Breakfast

January 2, 2023

Some might call Cherry of the Month Maddy May a snack; some may call her a meal! We haven’t decided 100%, but we do know we’d be happy to slurp her up for breakfast. You may not think of breakfast as an all rounder, but Maddy is the complete package! Keep slurping up these beautiful […]

36:46

CuckoldSessions – Maddy May – Maddy Gets Double Penetrated

January 8, 2024

Maddy May and her Husband Al Argento have long talked of bringing others in to fuck his insatiable and slutty Wife. With their anniversary coming up it seems like the right time to break the ice. So Al, Maddy’s Husband, gets two of his best friends he trusts to come by and meet with and […]

23:14

RKPrime – Maddy May – Going Down The Vaper’s Hole

June 8, 2021

“She’s big trouble” thinks the real estate agent as the sultry Maddy May walks in for the open house event. The heartless woman vapes throughout the house despite being told smoking’s not allowed. Selfish Maddie does as she pleases, whether it’s being rude with the real estate agent, circumventing the sanitary measures or hitting on […]

48:09

HotAndMean – Jezabel Vessir , Maddy May And Nika Venom – Angela’s House Of Hedonism Part 2

January 4, 2022

The second part of swinger miniseries starts as the evening festivities finally get started with an all-girl threesome of guests. Angela hands off an empty bottle to party girls Maddy May, Jezabel Vessir and Nika Venom and it doesn’t take too long before the trio starts playing a raunchy game of spin the bottle. The […]

43:32

Wicked – Maddy May and Anna Claire Clouds – Clout – Episode 4

March 10, 2025

24:24

FamilyHookups – Maddy May’s Stepbrother Gets To Sample Her Skills In Bed

September 26, 2022

Maddy May is on a video call with her boyfriend when she starts showing off her body and masturbating for him, the only problem is she’s doing this in the living room and her stepbrother can hear everything. When he comes out to confront her, she doesn’t know what the issue is and decides to […]

41:49

DevilsFilm – Maddy May – She’s More Stacked Than Her Mom

March 17, 2021

02:45:23

EvilAngel – Uncut 4 (2021)

April 30, 2022

In “UNCUT 4,” award-winning director/performer Mick Blue exposes beautiful, young starlets to his huge, uncircumcised erection in uncensored action. POV-style shooting in luxurious surroundings captures blowjobs with eye contact and very personal fuck footage that puts the action practically in viewers’ laps! Busty, tattooed Maddy May has cover girl looks. Pretty Maddy wraps both hands […]

39:35

BlacksOnBlondes – Maddy May

January 28, 2023

Maddy has been alone for four months now since her husband went on deployment. It will be another six months till he is home and this girl is hankering for some cock. So when she finds out an old friend of theirs is in town she immediately invites him over for a visit. Little does […]

25:21

WhenGirlsPlay – Kylie Rocket And Maddy May – January TOTM – In My Office, Now

January 14, 2022

Boss bitch Kylie Rocket never seems to be satisfied with her receptionist Maddy May, whether she’s answering the phones or bringing her coffee, but there is one way the pretty brunette can fully satisfy her employer! Kylie makes Maddy pick up a pen off the floor, watching her ass, then undresses her and sucks her […]

01:00:13

WildOnCam – Maddy May – Voluptuous Babe Maddy May Makes You Cum LIVE

April 3, 2025

Busty and sweet babe Maddy May is eager to let her boobs out and show you how to have a good time with her. This girl loves to masturbate and be a tease with her pierced nipples and wet pussy. Maddy gets sloppy on her dildo wishing so badly it was your cock she was […]

23:19

Throated – Maddy May – Maddy’s Messy Day

January 9, 2021

With her big tits squeezed into a little leather top and her neck adorned with chains, Maddy May is a smoke show. This sultry sex fiend makes a mess of her makeup when she goes hard on Jason Moody’s impressive member.

CherryPimps – Maddy May – Maddy Loves Her Pierced Nipples Sucked

August 4, 2021

Maddy May loves the way Will Pounder plays with those pierced nipples. She giggles with every touch, as he slips off her lingerie and makes his way to her pretty trimmed pussy. This naughty tattooed babe loves every ounce of pleasure he’s giving her, and isn’t afraid to let him know. With every moan and […]

26:00

SweetheartVideo – Syren De Mer, Maddy May And Carmen Valentina – Older Younger 3 Ways S04

February 28, 2022

29:12

TurningTwistys – Misty Stone And Maddy May – The Jeweler

October 2, 2022

After a luxurious morning of lounging in bed and getting ready in delicate lingerie and a sheer robe, goddess Misty Stone descends her staircase… and finds a stranger in her living room! Brunette Maddy May is her jeweler for today, and she shows Misty some unusual items, like delicate nipple clamps and a flogger necklace, […]

02:27:11

JulesJordan – No Cum Dodging Allowed 14 (2023)

September 2, 2023

Kira takes on studs…leaving no holes left unstuffed!! Erin VS 4 ass-hungry brutes…check out this intense double anal!! Maddy takes double penetration…and double vag to new levels!! Mina invites Lex to help double-team her orifices…she happily swallows every drop of their labors!!

01:01:21

AnalOnly – Maddy May – Round 2 With Maddy!

March 18, 2021

Maddy May is one insatiable anal slut! Here at Anal Only, we honor the deepest most depraved anal cravings a hot girl like Maddy may desire. She’s showing off that ass & in no time makes it gape & gets that cock balls deep inside giving her intense anal orgasms!

32:46

BrattyMILF – Maddy May – Stretching Out My New Stepmom

November 8, 2021

Tony has a hot new stepmom in Maddy May. They’ve all moved in together, and Tony has discovered that part of Maddy’s daily routine is to do some yoga to keep herself nice and fit for her new husband, Tony’s dad. Once Tony knows that Maddy puts on a show every morning, he can’t help […]

34:54

AnalOnly – Maddy May – 2 Creampies For Maddy

May 3, 2022

Maddy May is one of the hottest babes out there that’s down to anal fuck! Her beautiful eyes will have you mesmerized but when she turns around and shows you that ass & gapes it open for a dick to slip in, there is no turning back! You’ll be hooked on Maddy & her tantalizing […]

54:41

Shoplyfter – Maddy May – Duck, Duck, Spooge!

February 9, 2024

Maddy attempts to steal a vast amount of jewelry in a stuffed duck. Loss prevention officer Ryan brings the babe to the back office, knowing full well she is guilty. When Ryan leaves the office to check the security, Maddy stuffs all of the jewelry in various places around the office. Ryan comes back and […]