https://www.429men.com/models/maddie-cross/ Tue 14 Apr 2026 21:09:41 +0200 https://www.429men.com/videos/350687/55-year-old-wife-maddie-cross-and-her-son-s-best-friend/
Maddie Cross, the 55-year-old wife and mom who has become an instant sensation here at The SCORE Group, 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. "Nicky, get in here," she says. "You're out there jacking off. You've been doing this a while. I can tell." "Sorry," he says, feebly. "I'm going to teach your ass a lesson," she says. Uh-oh. Now he's really in trouble...or is he? "Today, you're gonna fuck me," she says. "What about Mr. Cross?" he says. "This is just between you and me. I'm going to teach you a big lesson." Sounds like a damn good lesson, especially when Mrs. Cross has him sit down and starts sucking his cock. And his balls. And sits on his face and grinds her cunt into his mouth, her tits hanging enticingly. And lies back so he can eat her pussy. And bounces up and down on his rod. And he fucks her big, tan-lined tits and cums all over them. We're kinda wondering what lesson Nicky learned from this. Always peep on hot MILFs while they're masturbating? Okay! ]]> Sat 28 Feb 2026 14:18:42 +0200 https://www.429men.com/videos/350687/55-year-old-wife-maddie-cross-and-her-son-s-best-friend/ https://www.429men.com/videos/377573/granny-growth-spurt-mega-boob-gilf-fucked-deep/
See more granny porn at GilfAF ]]> Wed 25 Feb 2026 23:32:11 +0200 https://www.429men.com/videos/377573/granny-growth-spurt-mega-boob-gilf-fucked-deep/ https://www.429men.com/videos/283927/maddie-cross-returns/
Ever since Maddie Cross debuted a few months ago, members have been asking for more of her. This week, you get what you've wanted. Today, this 55-year-old wife and mother from North Dakota is poolside in Miami, Florida, dolled up in a tiny bikini that shows off her great body: big tits, shapely ass and sexy tan lines. She plays with her tits, spreads her legs wide and fingers her pussy. She shows off her beautiful ass and butthole, too. About those tan lines... "I use tanning beds in the winter, and every so often, I might do chores in a bikini top," Maddie said. By chores, she means the boarding facility for horses that she owns. We asked Maddie what she wants to do that she hasn't done, and she said, "What I am doing now. It has always been a dream of mine to be in a magazine after hearing the J. Geils Band song Centerfold." Years go by, I'm lookin' through a girly magazine, and there's my homeroom angel on the pages in-between.... By the way, if Maddie comes back for another round of shoots, what would you like to see her do? ]]> Sun 15 Feb 2026 17:27:51 +0200 https://www.429men.com/videos/283927/maddie-cross-returns/ https://www.429men.com/videos/421146/maddie-cross-fucks-again-p-o-v/
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. "Okay for an old 56-year-old I think," she says. A lot more than okay. Maddie is sensational, and in this scene, you can imagine that it's your hands squeezing her tits and rubbing her ass and your cock that she's sucking and fucking. Almost the entire scene is shot from your P.O.V., and when the dude shoots his load on her face, you can imagine that you're shooting your load on her face, too. 50Plus MILFs: How does a man attract your attention? Maddie: Manners first and foremost then a sense of humor and a nice smile. 50Plus MILFs: What kind of dates do you like to go on? Maddie: Dinner and shopping dates. I love to be spoiled. 50Plus MILFs: What kind of guys do you like? Maddie: Hot, young studs with great personalities and hard cocks. 50Plus MILFs: Are you a nudist? Maddie: No, but I could easily be one if I lived in the right year-round climate. 50Plus MILFs: What is sexy to you? Maddie: Teasing without showing all the goods too soon. 50Plus MILFs: Are you into anal sex? Maddie: Only with my husband. Fortunately, Maddie is willing to share the rest of herself with us. ]]> Sun 15 Feb 2026 12:47:02 +0200 https://www.429men.com/videos/421146/maddie-cross-fucks-again-p-o-v/ https://www.429men.com/videos/385572/bombshell-milf-maddie-cross-loves-her-pussy/
Maddie Cross, looking stunning in blue lingerie that goes beautifully with her blue eyes and blond hair (not to mention her big, tan-lined tits), is back for more at 50PlusMILFs.com. ]]> Thu 12 Feb 2026 15:19:07 +0200 https://www.429men.com/videos/385572/bombshell-milf-maddie-cross-loves-her-pussy/ https://www.429men.com/videos/317692/maddie-cross-s-first-on-camera-fuck/
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." And you're going to get to watch along with him as Maddie makes her worldwide hardcore debut by sucking and fucking Milan's 27-year-old cock. "It's very flattering to know that I turn on younger guys," said Maddie, who very obviously has Milan turned-on. Maddie told us about one of her favorite experiences with a younger man. Naturally, it involved her husband, too. "We picked up a young guy," said Maddie, who lives in North Dakota. "He was a college student. We met him somewhere, and my husband has a big Chevy Duramax with four doors, so we picked this guy up, and this young stud and I got in the back of the truck and we were having sex, and the whole time, my husband was driving us all around town. It was pretty cool. We had a lot of fun with him." Maddie had a lot of fun with Milan, too. He definitely had a lot of fun with her. ]]> Mon 09 Feb 2026 03:14:59 +0200 https://www.429men.com/videos/317692/maddie-cross-s-first-on-camera-fuck/ https://www.429men.com/videos/292911/mature-nl-this-is-how-a-real-mature-looks-like-maddie-cross/
MILF Maddie Cross is eagerly waiting for you at the bar ]]> Fri 23 Jan 2026 06:55:33 +0200 https://www.429men.com/videos/292911/mature-nl-this-is-how-a-real-mature-looks-like-maddie-cross/ https://www.429men.com/videos/294098/breedme-peak-fertility-creampie-with-milf-maddie-cross/
See more breeding scenes at breedMe ]]> Thu 15 Jan 2026 14:17:08 +0200 https://www.429men.com/videos/294098/breedme-peak-fertility-creampie-with-milf-maddie-cross/ https://www.429men.com/videos/148359/maddie-cross-s-first-anal-video/
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." Screech! Yes, the big day has arrived. Maddie, the 56-year-old wife and mom from North Dakota, is doing her first anal scene. She's going to take a big, thick cock up that juicy booty of hers, and she's going to enjoy it. Prior to this, she told us that she's into anal sex "but only with my husband." Well, the guy in this scene is definitely not her husband. In fact, he's easily young enough to be her son. But he's not her son, of course. To get things started, he slaps Maddie's ass and fingers her asshole. He fucks her pussy first after she sucks his cock (we would have gone right to her ass), but the anal action happens quickly and it's long and hard. Maddie is clearly into anal. Enjoy. Maddie certainly did. ]]> Thu 11 Dec 2025 14:49:58 +0200 https://www.429men.com/videos/148359/maddie-cross-s-first-anal-video/ https://www.429men.com/videos/70031/56-yo-mature-wife-maddie-cross-banged-by-the-pool/
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. ]]> Mon 01 Dec 2025 14:56:51 +0200 https://www.429men.com/videos/70031/56-yo-mature-wife-maddie-cross-banged-by-the-pool/ https://www.429men.com/videos/182329/an-ass-you-can-t-refuse/
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! "Hey, Maddie. You need me to work on your pool again?" he says. "That's not what I had in mind for you," says Maddie, who looks better than ever in her bikini. "I was looking for another excuse to get you here today. I think we need to have more of that fun today." "How can I say no?" he says. Well, he can't and he doesn't want to. "I actually had something extra in mind," Maddie says. "I think I want you to fuck me in the ass today." Of course, he eats her snatch and fucks her mouth and pussy first. And he plays with her big tits, which are even bigger than last time. And he does it outside, poolside, where the neighbors could see them. But then she takes the action inside, where she gives up her ass. It's an ass that's made for fucking. There is no moral to this story, unless that moral is, "If your hot friend of the family wants you to come over and fuck her ass, do it!" ]]> Tue 30 Sep 2025 00:41:36 +0200 https://www.429men.com/videos/182329/an-ass-you-can-t-refuse/ https://www.429men.com/videos/119948/maddie-s-poolside-suck-fuck/
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." "What am I getting myself into?" he says, still flustered. Well, buddy, you're about to get yourself into one of the hottest, sexiest MILFs around. By the way, from sucking to fucking to cum shot, this entire scene takes place outside. 50Plus MILFs: What do you do for your guy to make him feel special? Maddie: In and out of bed, I wear sexy lingerie, stockings and heels. 50Plus MILFs: What makes you extra horny? Maddie: A man with a sexy smile who smells really good and has manners. 50Plus MILFs: What's the best part of being a beautiful woman? Maddie: Turning heads as well as turning on younger guys. 50Plus MILFs: What's a surefire way for a guy to get on your good side? Maddie: All he really has to do is use the manners his momma taught him. Respect goes a long way with me. ]]> Mon 10 Feb 2025 08:45:05 +0200 https://www.429men.com/videos/119948/maddie-s-poolside-suck-fuck/