Category Archives: 50plusmilfs

Cyndi Sinclair’s anal adventure

Cyndi Sinclair’s anal adventure

Cyndi Sinclair's anal adventure

Poor Rion. He stayed over at his girlfriend’s house last night and can’t find his belt. Probably misplaced it while he was throwing off his pants so he could fuck her. So he calls his girl on his cell phone, and she suggests looking in her mother’s room. Why would it be there?

“Your mom scares me,” Rion, who’s 26, says. “She’s terrifying.”

Well, while Rion is upstairs, Cyndi comes home, wearing a sexy business outfit with a short skirt. Meanwhile, Rion finds Cyndi’s pleasure chest, looks inside and discovers Cyndi’s whips and paddles and a butt plug. And then she walks in on him.

“Rion!” Cyndi says.

“I’m so sorry,” Rion stammers.

“What are you doing in here? What did you find in there?”

“I’m not really sure,” he says.

“Well, why don’t we go through it?” she suggests.

He picks up the paddle, and Cyndi says, “That’s for people who don’t follow rules.”

Then he picks up the butt plug.

“Do you know what that one’s for?” she asks.

He guesses wrong twice then says, “Does it go in your butt?”

“This one goes in my ass. That’s right,” she says.

Well, at this point, Cyndi, who’s 50, knows what she wants, and she no longer cares that Rion is her daughter’s boyfriend.

“Stephanie doesn’t need to know about this and neither does her father,” Cyndi says.

Cyndi gets undressed. She’s wearing little panties that barely cover her pussy. Her tits are small and perky. Her nipples are hard. She sucks his cock and balls, then she has him work the butt plug in and out of her ass. Is that a preview of what’s to come? Damn right it is because after Rion fucks Cyndi’s tight pussy, he fucks her old ass, too.

But we’re guessing that Rion is going to have a problem. Having fucked Cyndi, he’s not going to want to fuck her daughter ever again. He’s always going to want Mom.

See More of Cyndi Sinclair at 50PLUSMILFS.COM!

Ass-fucked by her daughter’s boyfriend

Ass-fucked by her daughter’s boyfriend

Ass-fucked by her daughter's boyfriend

Rion, who is 26, is at his girlfriend’s house, having fucked her the night before under her mother’s roof, when he stumbles upon Mrs. Sinclair’s pleasure chest of toys. A whip. A paddle. A glass dildo. No wonder his girlfriend is so kinky. She got it from her mom! Well, Rion finds out exactly how kinky and wild Mrs. Sinclair is when she walks in and catches him snooping.

Some women would tell Rion to stop sticking his nose where it doesn’t belong. Some women would get embarrassed and kick the kid out of the house. But 50-year-old Cyndi isn’t like most women. So she sucks his cock. She has him fuck her pussy and asshole. Because that’s what she likes. Actually, she likes a lot of things.

“I’m into BDSM,” Cyndi said. “I was actually a collared sex slave for five years. I did a lot of mainstream training for that. I saw a video and that got it all started. I got really curious about it. I thought I was more of a sadist but it turned out I’m a masochist because I like the sensations. The gentleman I was with turned out to be a master who was associated with a dungeon in Las Vegas, so I went to Las Vegas for five weeks for an intense training program. There were 10 slaves and 10 masters. And each person would have several different masters. You weren’t allowed to speak for five weeks.”

We asked Cyndi if she thinks that experience changed her, and she said, “Absolutely. It gave me more of a perspective on other people and how they react to things. But this was a long time ago. Almost 30 years.”

And now she’s doing this.

See More of Cyndi Sinclair at 50PLUSMILFS.COM!

Justine gets her hairy pussy banged

Justine gets her hairy pussy banged

Justine gets her hairy pussy banged

“I’m dominant and very sexual,” said 53-year-old divorcee, mother and grandmother Justine, aka Goddess Justine, aka Badd Gramma. “I know what I want. I’m very intuitive. I can go with the flow.”

This video opens with an interview, in which the blonde hottie tells us all about herself. Then the guy, who’s young enough to be her son, shows up. He takes off her shoes and works his way up her legs. She sucks his cock, then he fucks her hairy pussy every which way on a couch. From her moans, Justine is obviously very into it. He’s into her. We can tell by the way he unloads the contents of his balls all over her pretty face.

“I’d like to produce my own films some day, so I’m learning a lot but just enjoying being on this end of things,” Justine said. “I’ve done a little producing. I know it’s a lot of work, but I’m just going to continue enjoying my life and keep going out on my boat when I can and try to travel a lot more. I just got my passport at the tender age of 50. I’ve been to Thailand and Mexico and Paris, but there’s a whole long list of places I want to visit.

“I think I’d like to do an all-female orgy with three to five women, at least. I love outdoor settings, so maybe we can be pagan goddesses in the forest with lots of vines and flowers. That sort of thing. And maybe there’d be a cabin and a stream and we could move around to various locations. Very nature-oriented.”

That’s Justine…a natural woman.

See More of Justine at 50PLUSMILFS.COM!

After all these years, an on-camera fuck

After all these years, an on-camera fuck

After all these years, an on-camera fuck

“I actually was signed by a modeling agency in the ’80s, and I was going to do some porn with people like Ginger Lynn and that group, but life took another turn.”

So says Justine, aka Badd Gramma, a 53-year-old divorcee, mother and grandmother who, here, makes up for lost time by sucking and fucking a young stud for all the world to see. By the way, it’s Justine’s hairy pussy that he’s fucking. He also cums all over this sexy blonde’s pretty face.

Justine has been a professional dominatrix for a while, and she said, “One of my fans, who is also one of your 50PlusMILFs.com members, said he thought I would be perfect for you.”

That she is.

There are two sides to Justine: the dominatrix/porn star side and her more-private side.

“I write poetry and I’m also a mother and a grandmother,” she said. “I do quite a bit of babysitting. One of my kids is going to a university to get a chemical engineering degree, so that’s one of the reasons I do what I do, so I can have the extra time and the resources necessary to support my family.

“I like to go out and sing karaoke. I like to go on the water. Boating, sailing, swimming. That sort of thing. I’m a huge X-Games fan and I love the Winter Olympics. I love dancing, fine dining, arts and culture. All kinds. One night it’s the ballet or symphony, the next a Marilyn Manson concert! I love a good memoir. Someday, I’ll write my own. Right now, I’m living the dream.”

See More of Justine at 50PLUSMILFS.COM!

This Badd Gramma loves her fuck machine

This Badd Gramma loves her fuck machine

This Badd Gramma loves her fuck machine

In her first video for 50PlusMILFs.com, 53-year-old divorcee, mother and grandmother Justine (also known on the Web as Badd Gramma) gets introduced to The Fuck Machine. She’s very intrigued by this piece of machinery. It fucks her mouth and pussy. At one point, she gets on all fours so it can drill her hairy snatch from behind. All the while, Justine keeps up a steady stream of fuck talk.

We asked her if the people she knows would be surprised to see her here, and she said, “My friends from high school might, but those closest to me already know I’m a sex worker, as we like to call ourselves in San Francisco and elsewhere. I think everyone should be allowed to do this sort of thing as a job, legally, whether that means just posing for photos or actual prostitution.”

She also said, “I really love sex and I love money, so it just seems like a natural fit.”

Just like the dildo at the end of the fuck machine is a natural fit for her pussy.

Justine masturbates at least once daily.

“I like to lay the vibrator between my thighs so it’s touching my clitoris while I stimulate my nipples. I often entertain a dirty fantasy while doing it and sometimes, at the moment of orgasm, I make a magical wish. I recently introduced my friend to a mini-wand style vibrator, and she’s hooked! I can’t believe she got to her 50s and had never experienced that. What a sheltered life that poor woman must have led.”

But then she met Justine. Good things happen when you get to know Justine.

See More of Justine at 50PLUSMILFS.COM!

Meet Justine, aka Badd Gramma

Meet Justine, aka Badd Gramma

Meet Justine, aka Badd Gramma

Her name is Justine. That’s Goddess Justine to the many men who submit to her dominatrix ways. She calls herself Badd Gramma, but this divorcee from Northern California is great in all the ways that count. She’s a 53-year-old, blue-eyed blonde with a sexy body and that knowing look about her that comes with age.

“I’m super-adventurous sexually and a proud pervert, as we like to say in my kinky circles,” she said. “After reading the book Feminist Porn, I became a lot less judgmental and started allowing myself to explore what I really like.”

Here, she explores a fuck machine. It explores her mouth and hairy pussy.

Back in the 1980s, Justine nearly made her first porno. Then the real world intervened.

“I wound up getting into the computer industry,” she said. “I was actually a geek for a number of years, and after the recession, I grew weary of silicon valley and, as you know, it’s kind of a brotopia. Silicon Valley really doesn’t seem to care for older female employees, so I’ve decided to became a dominatrix and started shooting my own content, and here I am. Yes, those Google geeks are some of my best clients as a dominatrix. Really, anyone with a high-powered, high-pressure job seems to really like submitting to a dominant female in bed.”

Now, some 30 years after she nearly became a porn star, Justine is here, and you’d best believe that later this week, you’ll see her sucking and fucking real cock, not a machine.

See More of Justine at 50PLUSMILFS.COM!

Fuck that ass!

Fuck that ass!

Fuck that ass!

When this scene opens, 54-year-old Kelly Scott tells us this is her first time doing anal on-camera but not her first time doing anal.

“I have a feeling that these guys are bigger than I’ve ever had.”

She’s right about that: Her first on-camera anal is with JMac, who has a huge cock.

When she sees JMac, she says, “You’d better go easy on me.”

“I’ll try,” he says.

He doesn’t. He fucks her pussy and ass hard in all kinds of positions, including piledriver (in which we get to see the hints of gray in Kelly’s pussy hair). He pounds her ass in the piledriver position and finally squirts his load all over her pretty face, getting some in her hair, too. That’s usually a no-no with women–they don’t like it in their hair or eyes–but Kelly doesn’t mind. That’s because she had as much fun as JMac did. And he had a lot of fun!

50PlusMILF.com: You’re into anal.
Kelly: I am. Is that a fetish?
50PlusMILF.com: We hope not. We hope it’s more popular than that. When did you discover that you’re into anal?
Kelly: I was probably in my late 20s. It was my ex-husband. He just slipped it in there without telling me.
50PlusMILF.com: No wonder he’s your ex-husband!
Kelly: [Laughs] I’m pretty open-minded and he knew it would be okay. And I liked it. It feels good, and you can relax. It’s different.
50PlusMILF.com: If you’re having anal, will you just lay back and enjoy it or will you rub your pussy?
Kelly: I’ve done both. If I’m leaning over something like a couch, I can reach my pussy. But it’s an enjoyment thing.
50PlusMILF.com: Do you believe in analgasms?
Kelly: I’ve never heard that word!
50PlusMILF.com: So, the most sure-fire way to get you off is to…
Kelly: Stimulate my clit.
50PlusMILF.com: Are you an easy cummer?
Kelly: It depends on the situation. I can definitely be very easy.

See More of Kelly Scott at 50PLUSMILFS.COM!