Another mix of selected scenes from OnlyFans, ManyVids or other creator platforms released recently.
Maddie Cross - Boss Babe Maddie Cross Needs A Hole Filler and Gets Exactly That
Released: July 9, 2025
Busty blonde mature MILF Maddie Cross is interviewing candidates for a "hole filler" position - someone to pick up the slack around the office, help various teams in their tasks, things like that - but the young man sitting across from her has the position confused with that of a landscaper and thinks he's just the man for the job. When Maddie picks up on the confusion, she starts to think maybe he could fill some very important holes indeed : HERS. Getting him to stand up and eyeing him up and down, she can see that he's already getting hard for her and she wastes no time dropping to her knees to suck his cock right there in the office. After stripping out of her professional attire down to her lacy black bra & panties, he helps her out of her bra and helps himself to a mouthful of her big MILF tits, before slipping off her panties and bending her over the desk to fuck her hard - doggystyle, then missionary - until he fills up her hairy MILF pussy with a nice big creampie load.
Maddie Cross - Busty Blonde Mature MILF Maddie Cross Finds New Motivation for Her Unruly Student
Released: February 28, 2025
Another mix of selected scenes from OnlyFans, ManyVids or other creator platforms released recently.
Lana Smalls & Maddie Cross - Peak Fertility with Maddie Cross
Released: August 13, 2024
Natural pregnancy after age 45 is rare but not impossible. Ask Maddie Cross. She visits the BreedMe clinic in hopes of getting pregnant. That ship has sailed but that doesn't stop her from getting a good creampie by Dr. Ledger. Did his creampie work on her ovaries? Lets check back in 2 months.
Maddie Cross & Lana Smalls - Peak Fertility
Released: August 13, 2024
Natural pregnancy after age 45 is rare but its not impossible. Ask Big Boob MILF Maddie Cross. She visits the Breed Me sperm clinic in hopes of getting pregnant. That ship has sailed but that doesn't stop her from getting a good creampie by Dr. Ledger and His Nurse Lana. Did his creampie work on her ovaries? Let's check back in 2 months.
Maddie Cross - Growth Spurt
Released: August 13, 2024
“Oh fuck!” That’s all Dylan can say as GILF Maddie Cross exposes her massive boobs in front of him. He just turned 18 so that makes him fully legal and Maddie is determined to fuck him now that he's all grown up. She notices his growth spurt, especially his big cock and firm abs. He's trying to study but can't help but be distracted by the sensual Maddie Cross. They fuck and he titty fucks her for good measure, exposing all over her massive tits.
Sofie Marie & Maddie Cross - Ranch Mamas Tractor Test Drive With Maddie Cross
Released: December 22, 2023
Sofie Marie and Maddie Cross are checking out a new tractor for the Ranch. They break it in by licking each other sweet pussies, and then they give the salesman a double blowjob to seal the deal.
Sofie Marie & Brianna Dymond - Real Swingers - Free Use Foursome
Sofie Marie - Milking Maid Table Massage
Bad Bella & Sofie Marie - Make Out With The Makeup Girl
Maddie Cross & Sofie Marie - Prayers Cum True
Sofie Marie - Thankful For BBC
Sofie Marie - Caught Jerking By My Stepson Josh
Sexy MILFs Sofie Marie and Brianna Dymond are joined by Wreccit Ralph and Spike Irons for a free use, no holes barred group sex session. In this hot scene Sofie and Brianna open their mouths, pussies, and asses to the well endowed gentlemen. Brianna get the party going with a Double Vaginal penetration,...
Maddie Cross - An ass you can't refuse
Released: October 14, 2021
You might recall that this past summer, Maddie did a scene in which a friend of the family came over to help her do some yard work. Maddie was wearing a tiny bikini that showed off her voluptuous body, and before she knew it, she was helping herself to the dude's cock.
This scene is the sequel to that one, but you didn't think Maddie was going to do the same-old same-old, did you? Of course not!
Maddie Cross - Maddie Cross's first anal video!
Released: September 16, 2021
"I have a little bit of a request for you today," Maddie Cross tells her stud. "I want you to give me a good fucking today."
We're sure he can do that. Maddie is one of the most-fuckable women we've ever seen with her beautiful face, big, tan-lined tits, sexy booty and curvy body.
But then she tells him, "I want you to fuck my ass today, too."
Maddie Cross - Take Me Home
Released: August 31, 2021
Looking like a Siren in her tight red dress, Maddie Cross is a delectable sight to behold. Blonde, stacked, and always in search of her next partner for orgasmic purposes, this busty cougar isn't shy about getting naked and running her hands all over her lovely figure to make her snatch slippery with her pussy juices.
Maddie Cross - Mischief With Maddie
Released: August 29, 2021
Maddie Cross is always on the prowl for someone to make her cum, but sometimes this bigtit milf has to go it alone. That's okay; she's mature enough to handle herself. Whether it's fondling her nipples and jiggling her jugs or getting acquainted with her meaty snatch, she'll do whatever it takes for pleasure.
Maddie Cross - Just Enough
Released: August 27, 2021
If you had a set of incredible tits like the ones Maddie Cross is sporting, you'd want to show them off. Her sexy black dress does the trick, highlighting her big boobs and firm ass. She'll show you her tan lines and then give you a tour of her cum loving trimmed cum.
Maddie Cross - Birthday Lingerie
Released: August 25, 2021
Buxom and beautiful in her sheer lingerie, Maddie Cross is the kind of cougar who knows she's still got it. Jiggling her DDs and pinching her nipples, she traces her tan lines and then moves her hands lower to rub down her meaty trimmed twat in the opening prelude to a masturbation delight.
Maddie Cross - Maddie's poolside suck & fuck
Released: July 22, 2021
Maddie Cross, a 56-year-old wife and mom, is enjoying a day at her pool, looking smashing in her little bikini, when a friend of the family's son comes over to help her out with some yard work. Well, it's this dude's lucky day because before long, Mrs. Cross is in the pool and getting her tits out, which is quite a sight. Maddie has beautiful, big, tan-lined tits, and the dude seems a little flustered.
"I think I should probably go," he says.
"I'm enjoying having you here," she says, telling him to come over. "We've got the place all to ourselves. Mr. Cross is gone. Your dad's nowhere around."
Maddie Cross - Maddie Cross Fucks Again POV
Released: June 10, 2021
When this scene opens, wife and mom Maddie Cross is wearing a tight dress and looking incredibly sexy and highly fuckable. We see her but we don't see the guy, which is fine by us.
"What do you think of this body?" Maddie asks. "Like it?"
Love it. We love every inch of Maddie, from her beautiful face to her big, tan-lined tits to her shapely ass and inviting pussy.
Maddie Cross - Maddie Cross and her son's best friend
Released: May 14, 2021
Maddie Cross, the 55-year-old wife and mom who has become an instant sensation here at 50PlusMILFs.com, has some alone time. Her husband and son are gone, so she sits on her couch, lies back, spreads her legs and starts playing with her pussy through her crotchless panties. Maddie is enjoying herself, but she doesn't know that someone else is enjoying her at the same time: Nicky, her son's best friend, who's watching her through her sliding-glass doors. He actually takes out his cock and starts jacking off in broad daylight, and Maddie catches him...
Maddie Cross - First On-Camera Fuck
Released: April 1, 2021
Maddie Cross, a 55-year-old wife and mom, has a surprise for her loving husband.
"Hi, honey," Maddie says to the camera, her big, tan-lined tits pouring out of her bra. "You should see what I picked up today. I got this young, hot stud. He's gonna fuck me in so many positions, and you're going to get to watch and you're going to love that."