Wife, mother, grandmother…first fuck video!

Judging by the sounds of things, 56-year-old Ruby O’Connor really enjoys her first fuck video. When 31-year-old Tyler, who’s easily young enough to be her son, is banging her from behind (with Ruby grabbing her ass cheeks for that extra stretch), her orgasmic moans fill the room. Tyler fucks her so hard, it looks like his cum is going to fill her pussy, but she wants him to cum in her mouth, and that’s what he does.

“At this age, to be so attractive to so many young guys is surprising but cool,” said Ruby, who has a husband, children and grandchildren. “I like it. It’s a bit of a turn-on.”

Ruby is more than a bit of a turn-on. She’s a total knockout with her red hair, sexy body and knowing, mature look, the kind of look that says, “I’m going to make sure you have a good time, and I’m going to have a good time doing it.”

Ruby has been married for 15 years.

“He likes to watch. It’s a big turn-on for him.”

Ruby likes going for walks, hiking, swimming, reading and going to the gym. She enjoys watching basketball but doesn’t have a favorite team. Her eyes are blue. She measures 34C-25-36. She says she wears thong panties “most of the time but sometimes none.” As for sex with other women, she said, “I have had a little bit of contact with other women. A woman ate my pussy on a sex swing at a party. But I love hard cock!”

Recently at a swingers party, Ruby rode a Sybian–a fuck machine–for the first time.

“A Sybian is like riding a bull, but you have a cock on it that’s remote-controlled,” she said. “That was quite an experience! A girl just led me over to it, and I started riding and was very turned on. I didn’t notice at first that everybody was watching, but it was an exciting adventure. That’s why I think I’m going to enjoy this: I like to be watched while having sex.”

Win-win: By watching, you’ll make Ruby happy and you’ll definitely make yourself very happy. Enjoy!

See More of Ruby O’Connor at 50PLUSMILFS.COM!

Ruby O’Connor’s first time

The woman you are looking at has four children and two grandchildren. She’s a salesperson who lives in Arizona with her husband, and she’s never done anything like this before, meaning getting naked on-camera for all the world to see and fucking a total stranger who’s young enough to be her son.

Yeah, the people she knows would be surprised to see her here.

“Except for my swinger friends,” 56-year-old Ruby O’Connor said. “Otherwise, I usually come across as conservative and naive but sexy.”

Ruby was sent to us by 60Plus MILF Leah L’Amour and her hubby, proving once again that the MILFs who show their stuff for us are our best advocates. Ruby is a sexy redhead. Here, she’s wearing a short, tight dress that shows off her shapely legs and enticing cleavage. When she sucks Tyler’s cock, she gives us lots of eye contact. She fucks his porn cock in a whole bunch of positions then opens her mouth for his cum. It’s a wild first ride for Ruby.

Conservative-but-sexy Ruby has had many threesomes, including one with two guys that her husband watched and filmed.

“That turns him on a lot!” Ruby said. “We have a lot of good sex videos, and we watch them together. He gets really hard and I get really wet and we end the night really fucking wild!”

Ruby describes herself as naive and maybe a little shy, but she also told us that her wildest sexual encounter was the time “I approached a black guy at a house party and told him I wanted to fuck him. He had a Prince Albert piercing.”

Ruby enjoyed it, and if that’s her idea of shy, we wish all women were as shy as she is. And now, Ruby is ready to have many more exciting adventures with us watching.

“It’s a big turn-on knowing that guys are watching me,” she said.

And there’s more to come.

See More of Ruby O’Connor at 50PLUSMILFS.COM!

From Sally D’Angelo, here cums Cyndi Sinclair!

“A friend of mine named Sally D’Angelo referred me to The SCORE Group, and it all took a week from the time I first contacted you to the time I came here to California to model,” 50-year-old divorcee and mom Cyndi Sinclair said. “She told me I had the look you’re looking for, and one thing led to another.”

Thanks, Sally! She’s a woman who knows what we want, and what we want are MILFs who look like Cyndi and are ready, willing and able to fuck on-camera for all the world to see. Here, Cyndi fucks the delivery man. He’s a lot younger than her, but that’s okay. When he shows up with her pizza, Cyndi is wearing sexy lingerie (that reveals the sexy tit-too above her right breast). Before he knows it, she’s inviting him into her bedroom for some afternoon delight.

Cyndi lives in Utah with her dog. She’s had an interesting life.

“I used to be a high angle rescue trainer. That’s probably the most-fun job I’ve ever had. I traveled around the world training crews how to rescue and self-rescue from wind towers using mechanical and rope techniques. It’s very complicated, very intense. I was an environmental health and safety manager. I’ve been an office manager. I managed a medical marijuana dispensary. I’ve done a lot of interesting things.”

None more interesting and exciting than this. Take it away, Cyndi!

See More of Cyndi Sinclair at 50PLUSMILFS.COM!

For starters, Cyndi fucks the delivery boy

In her first-ever on-camera fuck scene, 50-year-old mom and divorcee fucks the pizza delivery man. Yeah, we’ve seen this scenario before, but we’ve never seen Cyndi fuck. She does it well.

“You’re not the normal delivery boy,” Cyndi says when he shows up. She’s wearing sexy lingerie. “Why don’t you come in and I’ll show you where to put it.”

Yeah, she’ll show him, alright. She leads him into her bedroom, and away they go. She flashes her ass. Then she goes for his cock.

“You’re a very good tipper,” he says.

Yeah, but she sucks more than the tip. And he gets to stick more than just the tip in her pussy. And he cums all over her face.

Cyndi, who lives in Utah, is not a swinger or a nudist. She told us she was nervous before this scene.

“I just don’t know what’s going to happen,” she said. “It’ll be the first time I’ve had sex in a while.”

A while being four years, if you can believe that.

“I haven’t been interested in finding anybody, so I’ve been having sex with myself. A lot. On-camera. In my bedroom. I’m horny a lot, but I’m not the kind of woman who will just go out and pick up a stranger or make a booty call. I’m definitely a more-passive person.”

Not here. Cyndi goes for it. And she gets it. When a woman looks like her, she always does.

See More of Cyndi Sinclair at 50PLUSMILFS.COM!

Cyndi’s little secret

Now it’s time to get to know Cyndi Sinclair, a 50-year-old mother and divorcee from Utah who was born in Arizona. You’re going to find out a lot about Cyndi in this interview, such as that she’s an outdoorsy kind of woman who enjoys mountain climbing, kayaking, camping, four-wheeling and hanging out with her dog.

“I’m pretty active,” Cyndi says. “I work out a lot.”

You’ll find out who discovered her for us.

You’ll find out the last time she had sex (a long time ago).

And you’ll find out about something she did 30 years ago…something most women don’t do…something she never did again.

And when you find out about that, you’ll know why, although Cyndi was a bit nervous about her first time on-camera, she didn’t hesitate to try porn. She’s definitely a person who is open to trying new things.

She has a hot body.

But you can tell that just by looking at her. The rest…you’re gonna have to listen and find out.

See More of Cyndi Sinclair at 50PLUSMILFS.COM!

Cyndi’s toy show

In her first video, Cyndi Sinclair, a 50-year-old divorcee and mom, puts on a toy show for us. When the scene opens, petite, sexy Cyndi is wearing a short, tight dress. She picks up one of her newest toys and says, “I can’t wait for it to get in there.” By “there,” she means not only her pussy but her asshole, too.

Cyndi, who’s wearing nothing but high heels by the middle of the video, fucks her pussy and asshole with her toys and DPs herself, too, while rubbing her clit for extra stimulation. Hey, how much more stimulation does a woman need than fuck toys in her ass and pussy?

Well, if you’re wondering if Cyndi is a little hornier than most women, here are our answers:

1. She’s friends with 60Plus MILF Sally D’Angelo. Sally sent her our way. Sally is one of the horniest women we’ve ever met, and her friends are just as horny. Sally doesn’t send us deadbeats.

2. Cyndi hasn’t had sex in years, so she gets off on her webcam and in this video. Hey, a woman has needs.

She’s into BDSM. She used to be a sex slave. That was 30 years ago.

“I’m definitely more passive,” she said.

She also said, “Everyone I know knows what I do. My children know.”

Cyndi is a very outdoorsy kind of girl. But this video is about what happens inside.

See More of Cyndi Sinclair at 50PLUSMILFS.COM!

First look at new MILF Cyndi Sinclair

For starters, Cyndi Sinclair, a 50-year-old divorcee, mother and, yes, grandmother who was born in Arizona and lives in Utah, shows off her hot body for your viewing pleasure. The fucking will come later. Now, Cyndi wants you to enjoy her tight, right body, both in and out of a dress, and watch her fuck her MILF pussy with toys.

Cyndi was sent our way by Sally D’Angelo, one of our favorite 60Plus MILFs and a great advocate for our cause (our cause being showing hot moms in all their glory). She says the people who know her would not be surprised to see her here “because they know what I do.” Meaning she isn’t new to adult entertainment but she is new to doing it professionally for all the world to see. She’s a cam model.

Cyndi is 5’4″ and weighs 114 pounds, although we’d say less. Her tits are perky B-cups. And she has that knowing, mature look about her…the look you want in a MILF. The look that tells you, “You’re in good hands with me. I know what I’m doing, and I’m going to rock your world.”

Cyndi describes herself as a homebody who enjoys a good barbeque. She’s not a swinger.

Her sexual fantasy?

“Making a real porno,” she said.

Fantasies do come true.

See More of Cyndi Sinclair at 50PLUSMILFS.COM!