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Madelynn May 11

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Madelynn May's Newest Videos


Girls Way - Madelynn May & Alana Rose

Girls Way - Madelynn May & Alana Rose

Madelynn May & Alana Rose - Maybe They ARE A Little Bigger...
Released: June 28, 2026

Madelynn May is hanging out when her older sibling's friend, Alana Rose, pops by. As they briefly catch up, Alana compliments Madelynn's breasts. Afterwards, Alana heads out of the room to wait elsewhere for the older sibling to return home so that they can hang out. Once alone, Madelynn is flustered after getting a compliment from Alana, who she obviously thinks is hot. This leads to Madelynn checking out her own breasts in front of a mirror and envisioning Alana going to town on them. In the middle of this, Alana pokes her head back into the room, and is pleasantly surprised and aroused, which leads to her spying on Madelynn. But caught up in the heat of the moment, Alana eventually accidentally outs herself. After both of them overcome their embarrassment, they decide to give into their lust instead!

Girl Girl XXX - Andi Avalon & Madelynn May

Girl Girl XXX - Andi Avalon & Madelynn May

Andi Avalon & Madelynn May - Madelynn May Pleases Her Hot Boss Andi Avalon
Released: April 22, 2026

Stunning sexy MILF boss Andi Avalon calls in her very loyal and secret busty lover Madelyn May into the office to notify her of a change in plans. Andi asks Madelyn to come meet her at her house this evening but decides to have a little taste in the office. Later that evening Madelyn takes it from where they left off, as Andi basks in the sweet juices of Madelyn's fresh little moist pink flower!

Whipped Ass - Leah Gotti & Madelynn May

Whipped Ass - Leah Gotti & Madelynn May

Leah Gotti & Madelynn May - A Double Debut
Released: April 16, 2026

Madelynn May has never been tied up before, and she’s had her sights on Kink for some time. Madelynn is paired with experienced Dom, Leah Gotti who also makes her debut at Kink. The two have worked together before, but never like this. This curvy maiden is ready to be used by Leah. First, Madelynn’s wrists and hips are bound with rope, attached to Leah’s bed. Leah can’t wait to get her hands on Madelynn’s big, milky white breasts. She tells Madelynn she’s going to be a dirty little whore today. Leah is hot for this bondage newbie. She kisses, fondles, and sucks on Madelynn’s big tits while slapping her pussy. Madelynn loves it all, her wet pussy does not lie. Clothespins on her sensitive nipples and swollen pussy lips only make her wetter...

Lady Boss

Lady Boss

Cast: Adira Allure, Andi Avalon, Cami Strella, Katie Kush, Lana Smalls, Madelynn May, River Lynn, Tera Winters

The boss knows what she wants, and she always gets it. When these ladies get what their sensual desires crave, the sexual heat is off the charts. A woman knows how to please another woman, but the woman in charge has a few extra tricks in her bag. This all-girls cumfest is a guaranteed winner when it's with the Lady Boss.

Hot And Mean - Leah Gotti, Madelynn May & Ophelia Fae

Hot And Mean - Leah Gotti, Madelynn May & Ophelia Fae

Leah Gotti, Madelynn May & Ophelia Fae - Passionate Pussies
Released: March 20, 2026

Madelynn May’s boyfriend just dumped her. Luckily for her she’s got her besties Leah Gotti and Ophelia Fae by her side ready to help her immediately forget her ex by getting under their strap-ons in a passionate lesbian threeway.

Girls Way - Jade Valentine & Madelynn May

Girls Way - Jade Valentine & Madelynn May

Jade Valentine & Madelynn May - Lust In The Sheets
Released: March 5, 2026

Two straight besties (Madelynn May and Jade Valentine) are getting set up for their weekly hangout, with Madelynn having rented a thriller seemingly called 'Lost In The Streets'. But when they start watching, they quickly realize that they didn't rent the movie they thought... they rented a lesbian soft-core porn movie called 'Lust In The Sheets'!

They decide to keep watching it, since they already rented it... but soon find themselves turned on by what they're seeing. Eventually, they decide to have first-time lesbian sex with each other, trying out a few of the hot sex acts they saw in the movie!

Lesbian Workout # 6

Lesbian Workout # 6

Cast: Dharma Jones, Gal Ritchie, Isa Bella, Jena LaRose, Kylie Rocket, Leah Gotti, Madelynn May, Ophelia Fae

Fit, sweaty, flexible girls get hot and bothered as they sex-ercise, ending their workout by stripping each other out of their wet spandex and going wild with slippery body oil. Wet pussy rubbing, finger banging, splashy scissoring, and sloppy pussy eating is the best way to treat a perfect body. Starring Jena LaRose and Isa Bell, Dharma Jones and Ophelia Fae, Kylie Rocket and Gal Ritchie, and Leah Gotti and Madelynn May

Mommy's Girl - Cory Chase, Kay Kay & Madelynn May

Mommy's Girl - Cory Chase, Kay Kay & Madelynn May

Cory Chase, Kay Kay & Madelynn May - Take Your Stepdaughter To Work Day
Released: December 27, 2025

Madelynn May has accompanied her stepmom, Cory Chase, to the office where Cory is the boss. Madelynn is hoping to become an intern for the company someday, so Cory wants to give Madelynn a little test run. She soon leaves Madelynn alone for a bit to see how well she completes a task. However, that's when Madelynn's naughty girlfriend, Kay Kay, manages to sneak in and talk Madelynn into having sneaky sex right then and there! They narrowly avoid getting caught by Cory a couple of times... until she finally DOES catch them red-handed. Surprisingly, Cory likes that the girls were willing to take a risk, saying that's just what the corporate world needs. And with that, Cory joins them for a threesome!

Dyked - Madelynn May & Ophelia Fae

Dyked - Madelynn May & Ophelia Fae

Madelynn May & Ophelia Fae - Sleepover Secrets: Her First Orgasm
Released: December 11, 2025

Madelynn and Ophelia have been inseparable since high school. The two besties share everything except one little secret: Ophelia’s massive crush on her. When Madelynn’s relationship with her boyfriend is finally over, Ophelia sees it as her chance to make her move. With nothing to lose, she invites Madelynn for a girls’ night/slumber party, the perfect scenario for her fantasy to come true. As the night unfolds and confessions start pouring out, Madelynn admits that her ex never made her cum…not even one orgasm in their whole relationship! Horned and up and now with a plan, Ophelia gives Madelynn what no man was able to give her.

Girlfriends Films - Sophia Locke & Madelynn May

Girlfriends Films - Sophia Locke & Madelynn May

Sophia Locke & Madelynn May - Lesbian Daughter In-Laws #07
Released: November 22, 2025

Girlfriends Films - Selina Bentz & Madelynn May

Girlfriends Films - Selina Bentz & Madelynn May

Selina Bentz & Madelynn May - Lesbian Tutors #11 - Scene 1
Released: October 19, 2025