Nov 18
Pristine Edge & Maddy May - Cheeky Family Pillow Fight
Released: November 18, 2023
Maddy May is a bit worried about her stepmom, Pristine Edge. Ever since Pristine's divorce, she's just not been the same fun-loving stepmom that Maddy's used to. Pristine's been mopey, dour, and on-edge. It breaks Maddy's heart, and she just wishes there was something she could do to cheer Pristine up.
Oct 30
Oct 30
Maddy May - The Night Invites: Caught & DP'd
Released: October 30, 2023
Maddy May is the next to show up to the Halloween party, making her way into the backyard where an enticing smoky pool awaits. She appears to be the only one there so why not take a dip? Maddy strips naked and goes for a swim, until she sees a masked man (Scott Nails) watching. She quickly exits the pool and runs through the house, only to be met by another masked man (Hollywood Cash). When she turns and sees Scott standing with his dick out, Maddy goes from feeling scared to feeling horny, ready to take both of their big cocks and have a double penetrating threesome!
May 6
Maddy May - Big tits Maddy May has revenge sex with her friend's brother
Released: May 6, 2023
Maddy May stops by her friend's place but she isn't home so she asks her friend's brother, Tyler, if she can go to her sister's bedroom and wait for her. Still, there is something off, and Tyler notices it. He asks Maddy what is going on and it turns out her boyfriend is gone to college and believes he is cheating on her, so she wants to get back at him and fucks Tyler's. He definitely doesn't mind getting some pussy so easily!
Jan 23
Jan 23
Maddy May - RK Please Help My Oral Fixation
Released: January 23, 2022
Maddy May wrote to Reality Kings for help, because she just can't stop putting things in her mouth! Maddy needs sucking stimulation from the moment she wakes up in the morning and takes her eggplants out from under her pillow, and she keeps a dildo in the shower to deepthroat and another by the couch for when she's watching TV. Luckily, RK has just the right treatment for this orally fixated fox: James Angel's cock! Maddy May sucks that big dick and those balls to her heart's content before getting her pussy pounded, but of course she's gotta suck her sweet juices off it before she's done.
Feb 25
Angela White & Maddy May - Botched Dinner
Released: February 25, 2022
Adorable young couple Maddy May and Anthony Pierce have invited their neighbors over for dinner. Angela White and Keiran Lee are a smoking hot couple and, as soon as they arrive, they only have one thing on their minds. Spoiler: It's not dinner! Soon, busty Angela is deepthroating Anthony in the kitchen, right under Maddy and Keiran's noses. When petite Maddy finally catches them in the kitchen, she puts her jealousy aside and decides to join in the fun. Add Keiran to the mix, and this dinner party has just turned into a girlfriend-swapping party for perverts!
Jun 19
Maddy May & Scarlit Scandal - Maddy And Scarlit Get Serious
Released: June 19, 2021
As Scarlit is on top of her lover Maddy something feels off and Maddy is wondering what is on Scarlit's mind. Scarlit brushes it off saying she has her exam on her mind and prepares to leave, but Maddy not happy asks Scarlit to come clean. Scarlit is feeling that she is just another hookup for Maddy and would like to know if there's a future for them. Maddy quickly assures her that they are a couple and with that Scarlit takes control of the situation getting Maddy nude and enjoying all the fruits and juices of her new girlfriend.
Jul 31
Kuleana & Maddy May - Blanket Bastion: Part 1
Released: July 31, 2021
Sexy brunettes Maddy May and Kuleana are both present at the illustrious annual Blanket Bastion event (hosted by the Pillow King, Michael Vegas). The goal of the event is to find the King's scepter, in exchange for getting drilled by his big dick... an opportunity both girls want. Kuleana distracts Maddy by making out with her and sucking her tits, then finds the scepter. This leads to tension between the girls, which of course leads to a hot lesbian fuck, complete with lots of pussy eating and scissoring. After totally wearing Maddy out, Kuleana retrieves the scepter and starts her journey towards the Pillow King.
Apr 6
Maddy May & Ryan Reid - A Sign Of Things To Cum
Released: April 6, 2023
Two best friends, Ryan Reid and Maddy May, are chatting and relaxing. Maddy starts talking about a fascinating hobby she's started to get into - horoscopes and astrology. Ryan is skeptical, as Maddy talks about how she's a Capricorn and Ryan is a Cancer, and what that all means.
Ryan then notices that each zodiac sign has a symbol, and points out that the Cancer symbol looks like a 69. Maddy says that it doesn't, but Ryan continues to make fun of the 69 symbol and says now it's all she can think about - she wants a 69! Maddy rolls her eyes, saying that she never takes these things seriously, but Ryan insists she IS serious - maybe this symbol is a sign of things to come! Maddy asks her to stop making fun of this and Ryan says she's not - she really means it. After all, didn't her horoscope say she was going to 'give selflessly' to 'receive happiness'? Sounds like a 69, right?
Maddy shakes her head and laughs. She knows Ryan well enough to know that she's not gonna drop this until she gets what she wants, so they might as well get to it!
Mar 9
Maddy May & London River - Breaking in the New Girl: London River and Maddy May
Released: March 8, 2023
Maddy May is tied with a chest harness. Her hands are behind her back, ankles spread wide and vulnerable. London spits on her face and rubs it all over Maddy’s tits and plays with her bratty sub’s wet cunt. Then Maddy is bent over and ass fucked with a strap-on by dominant London with plenty of face fucking ass-to-mouth to get more spit as slippery lube. London sits on Maddy’s face making her sub lick her holes and open her Dom’s ass with a dildo. London gets gaped doggy style with a big glass toy while Maddy spits in London’s asshole.
Jun 1
Maddy May - Mom’s Not Home
Released: June 1, 2021
Maddy May was having a hard time concentrating on her homework. All because she was way to horny to pay attention. What she wasn’t aware of is that her moaning was distracting her step dad who was trying to watch the game. After some time of trying to get her homework done, she talked to her step dad about her little problem. She begged him to fuck her so she could finally go back to her homework and focus. Not only did she want him to fuck her, she wanted it in the ass too. Her step dad, Richard Mann, was hesitant at first, but eventually he agreed. He started by stretching her tight little pussy. From there, he shoved his huge cock deep inside her tight asshole. Making her cum several times before her delivered a huge load all over her face.
Sep 17
Sep 17
EARLY LEAK Maddy May - Maddy May's Mayhem Sc. 2: DVP & DAP!
Released: September 23, 2022
Overlooking a nighttime cityscape, beautiful Maddy May stuns in a glamorous, sequined evening dress. The breathtaking brunette teases lustily for the camera, showing off her delicate, round butt cheeks and baring her ample tits. Alpha males Seth Gamble and Mick Blue share the petite vixen's sumptuous body. The sharply dressed men offer their big cocks to Maddy for a blowjob. Maddy strips down to her birthday suit and takes Mick's prick in her twat, riding while she sucks Seth's curved rod.
Jul 8
Jul 8
UPDATED Maddy May - May Day
Released: July 7, 2021
Is this a fever dream, or is Maddy for real? This brunette’s luscious curves and sexy attitude will have you burning up, and when she plays with her toys you just might break out in a sweat.
Sep 17
Maddy May & Paige Owens - Valentine's Day Lesbian Surprise
Released: September 17, 2021
Perfectly painted pink nail polish and shimmering pink lip gloss are the perfect highlights for sexy Paige as she answers the phone for her friend Maddy, who isn’t home from work yet. Bad news...her boyfriend won’t be able to make it for the special holiday. Or is it the perfect excuse to have a super sexy lesbian fuck session? Perching on the edge of Maddy’s bed, Paige bites her lip as she dangles that sexy black high heel and wiggles her perfect arches, getting hornier by the minute, her pink pussy lips so wet at the thought of fucking Maddy...
Nov 2
Nov 2
Maddy May - Anal With Maddy
Released: November 2, 2022
Maddy and I have our first encounter with me indulging in her incredible butt. We start up against the wall making out and continuing with me bending her over and licking her pussy and asshole. We fuck up against the wall and continue on to the bed as I fuck both her pussy and asshole with the assistance of a vibrator at times. There's some POV shot while she gives me an incredible blowjob and rides me. I sit on her face and she licks everything while also fingering my ass at times. The scene ends with her bend over as I fuck her asshole and cum inside of it.
Nov 16
Maddy May - That's My Seat!
Released: November 16, 2021
Mazee has just moved into a great new apartment with a couple of hot girls! The only problem? One of those hot girls, Maddy May is very particular about where her roommates are allowed to sit, and Mazee keeps running afoul of her seating chart. When Maddy catches Mazee in her seat one time too many, she snaps and decides that the only solution is to sit on Mazee's big dick instead.
Jan 20
Jan 20
Maddy May - POV
Released: January 19, 2022
Maddy May and her dazzling derriere partake in a slow roll with POV zealot Manuel Ferrara in this scene from “RAW #43”. Tatted and tortuous Maddy May is all kisses and snuggles with Manuel on fade in. In an intimate scene, the couple smooch POV style on the bed. Ferrara gives a quick suckle on Maddy May’s pierced nipple, then he widens his shot. The soda can cock wielder dives into Maddy May’s pussy forcing her to utter “fuck” many times. Maddy May returns the favor and sucks on Manuel’s meat. Then she climbs aboard for a ride...
