Kailani and her son's best friend - Kailani Kai and Connor Kennedy - 40SomethingMag
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05:213 years ago
When we asked Kailani Kai, a 47-year-old divorcee and mom from Hawaii, what she would do if she had a million dollars to spend, she said, "I would travel around the world helping people." Fortunately, Kailani did not have to travel around the world to help 40SomethingMag members. All she had to do was travel to our satellite studio in Los Angeles, California (not far from where she now lives) and pose naked and fuck on-camera for all the world to see. That's what she did last time, and this sexy, exotic, big-boobed, juicy-assed MILF became an instant favorite. And now she's back...to help us again. Help us jack off, of course. She's wearing a sexy fishnet bodysuit, and there's something different about her. Her tits are bigger! A lot bigger! Kailani got a boob job, and now she has huge tits to go with that huge ass. Today, to help us jack off, Kailani is using a fuck machine. Photos and video, of course. And Thursday, she's going to get those beautiful tits and that nice ass fucked by a young, hung stud. Thanks, Kailani. And, yes, we did say she's going to get that ass fucked. In fact, she's going to warm up her tightest orifice in today's scene by using the fuck machine on her butthole. Very nice. Not many women use a fuck machine at all, no less use it to fuck their asses. Yes, Kailani watched her previous scenes. She watched them with her boyfriend. "I thought they came out better than I expected," she said. "He loved them." Lucky guy. We're lucky, too, to have Kailani back.
05:223 years ago
Dakota Madisin, 42, knows that her son's best friend stayed over last night, so, wearing nothing more than a bra and panties, she walks into the room where he's fast asleep. She watches him. It's clear that he's having a sex dream. She can tell by the hard-on poking through the sheets. So she touches herself, rubbing her tits and pussy, then, unable to resist, walks over to the bed and strokes his cock through the sheets. That wakes him up! "Mrs. Madisin? What are you doing?" Silly boy. Very clearly, she's stroking his cock. "It's okay," Dakota says. "No one's home." "What about your husband?" he asks. "He's out of town. Everybody's gone." She looks down at his hard cock and says, "You were having a nice dream. I won't tell if you won't tell." Dakota is too sexy to resist, and her son's friend quickly gives in. Dakota is a wife, mother and grandmother from Ohio, and this is her second fuck at 40SomethingMag, her second on-camera fuck ever. She's a lusty blonde with a brickhouse body. But this isn't Dakota's first time having sex with a much-younger man. "It happened just recently," she said. "He was 24, and I had been cutting his hair since he was 15. He confessed to me that for years he thought I was hot, so a few days later, I called him up and asked him if he wanted to come fuck me. He took me up on it, we had fun and I fulfilled his fantasy." Having sex on-camera was one of Dakota's fantasy, and now she's fulfilling it. We're lucky to have her.
05:243 years ago
When the daughter's away, the mom...well, what does the average mom do when her daughter isn't home and she finds the daughter's boyfriend fast asleep in said daughter's bed? We're guessing that most mothers wouldn't be so happy about this. They'd wonder why their daughter brought home a guy--and slept with him, right under the parental roof--without asking permission. Not that permission would have been granted. In most cases. But Kailani Kai, a 47-year-old divorcee and mom from Hawaii, isn't like most mothers. For one, she's super-sexy with a very curvy body: big, juicy, round ass and huge tits...tits she recently super-sized so she could attract the attention of young men. Most moms do not do that. Another thing most moms don't do: suck and fuck cock on-camera for all the world to see at an international website. Indeed, that makes this mother special. So here's Kailani, looking sexy as usual, doing some housework, suddenly aware that her daughter, Amanda, isn't home and there's a strange man--a very young man--sleeping in Amanda's bed. So she walks in. Introduces herself. Asks how long he and her daughter have been dating. Tells him she wants to get to know him better. Hmmm...you know what that means when Kailani's the mom. It means she's going to suck her daughter's boyfriend's morning wood and fuck it, too. P.O.V.-style, by the way. She's going to show her daughter's boyfriend her big ass and shove her tits in his face. And guess what else? Kailani asks her daughter's boyfriend if her daughter ever let him fuck her ass. Turns out she hasn't. "Well, I will," Kailani says. And before long, this lucky dude is fucking his girlfriend's hot mom in the ass and cumming all over her big tits and pretty face. Like we said, Kailani is not the average mom. And her daughter wouldn't like this if she found out. But the way we see it, if you're a young girl and you have a hot mom like Kailani, you have to keep a close eye on your mother. Because if you don't, this might happen.
05:223 years ago
When this scene opens, Andrea Grey is wearing a sexy bra, panties, stockings and a garter belt and watching Rion through her upstairs window. She's 47. He's young. "Looks like he's all grown up," she says to herself. Then she walks outside onto the balcony and tells Rion to come inside. He doesn't seem flustered by how sexy she's dressed. "Wow, you look really good," he says, admiring her hot Latina body. She's flattered. "You look like your dad," she says. "I miss seeing you around," he says. "Do you have a girlfriend?" she asks. "No," he says. "It was an all-boys boarding school." Andrea tells Rion that she used to date his dad, and now she wants to find out just how much Rion looks like him. Basically, she wants to find out if big cock runs in the family. Andrea is a divorcee and mom from Colombia, and when we interviewed her, she told us she's very good at giving blow jobs. Here, she proves it. She sucks so deep, so lustily, you just might feel her mouth through your monitor. Rion eats her pussy because that's what a young guy should do when he's with a mature piece of ass like Andrea. He should satisfy her. He also pounds her pussy and cums on her face. Andrea's no cum dodger. She sucks the excess cum off his cock-head. Of course, for a woman like Andrea, there's no such thing as excess cum. There's never enough.
05:243 years ago
Ciara Ryder, a 43-year-old divorcee and mother of two, is all dressed up and ready to go to work when she checks in on her son, who's supposed to be studying with his best friend. The friend, Ryan, tells Ms. Ryder that her son had to step out, and Ciara tells him to make himself at home. Which he does. He sneaks into her bedroom, opens her drawer, takes out her panties and starts sniffing them. He sniffs her bras, too, because they've been touching Ms. Ryder's big tits. He jacks his cock while sniffing Ms. Ryder's panties. And that's when Ciara walks in. "Ryan, what are you doing in here?" Ciara says, shocked, a little interested. Maybe a little more than interested. "I wasn't doing anything," he says, stammering, trying to stuff his cock back into his shorts. "My, god, with my underwear? Ryan! Naughty, naughty, naughty boy. You like the way that they smell, don't you?" And that's when Ryan's day takes a turn for the best. Ciara decides she'd rather fuck than go to work, so she takes off her clothes and has young Ryan eat her shaved pussy. Then she sucks his cock, then he fucks her pussy every which way until he can't hold back any longer and empties his balls in her mouth. By the way, this is Ciara's first hardcore scene ever, and it's very impressive. Her blow job skills are excellent. Her body is smokin'. You're gonna love the big tits and big ass on this California MILF. And, no, her kids don't know she's here.
05:243 years ago
I want you to sit down and take our your cock, 44-year-old first-timer Gypsy Vixen says to Ricky, the very young stud she's fucking today. "I want to see what I'm going to be working with. Don't be so shy. I don't bite unless you want me to." Gypsy doesn't bite. She sucks deep and enjoys it. This is a woman who obviously loves to suck cock. She loves to fuck, too. And, in the end, she gets her face glazed with young Ricky's cum. We asked Gypsy if she's into younger men, and she said, "Very much so. They keep me feeling young and vibrant, and it's a little bit of an ego boost to know that you're 4 4 and are attractive to younger guys." She is that. "Some of them want me to control them. They're not too submissive, but they wait for me to take the lead. They don't want to look like they don't know what they're doing." Turns out Ricky knows what he's doing, but a little guidance from Gypsy doesn't hurt. After all, it's always nice when a woman tells you what she wants. Gypsy, who's of Puerto Rican heritage is from New York and now lives in Texas. She's divorced and has three children. The youngest is 17. She says they wouldn't be surprised to see her here posing nude but they would be surprised to see her fucking on-camera. "Most people see me as a little conservative," she said. By the way, Gypsy loves to watch porn, and her favorite is younger men with older women. We can guess what Gypsy's going to be doing when she watches her scene. Probably the female version of what you're going to be doing very soon.
05:213 years ago
Mishka Lee is from San Diego, California, which is normally considered a very conservative city. But Mishka Lee is anything but conservative. This 44-year-old divorcee is, in fact, very liberal when it comes to offering up her body for filthy sex. When this scene opens, Mishka is wearing a white bra and panties. The lace panties go right up the crack of her ass, which is important because her ass WILL get fucked in this video. She slaps her ass and rubs it. Clearly, Mishka Lee is very proud of her ass, but she should be proud of her tits, too, because they're HUGE. "I need a nice hot young stud to come over here and fuck me good," she says to us. "Let me suck on that nice young cock." The guy comes over. He's already naked, so he stands above Mishka and stuffs his cock in her face. The bed creaks. She worships his dick. He fucks her shaved pussy. The bed creaks some more, like the damn thing is gonna break. Her tits wobble. She holds onto the bedpost because if she doesn't, he's gonna fuck her right off the damn bed. He shoves his cock in her ass and fucks it so hard, you wonder how she AND the bed can take it. He stands over her and piledrive-fucks her asshole. "Oh, give me all of it," Mishka Lee says. "Fuck that old ass!" You could say that Mishka Lee is greedy. After all, there's a lot of cock fucking her asshole. Or you could just say she loves cock. We'll say she's a greedy cock lover and call it a day.
05:253 years ago
When 43-year-old Coralyn Jewel's husband leaves for work, she calls her best friend and says, "His step-son moved in with us. He looks like a baby, but he doesn't seem like a baby, that's for sure. He gets out of the shower, he puts on his underwear and he walks to his room and I can see he's not such a baby. I think he's got a really nice cock, and Dad's gone and I'm going to find out." So that's what she does. Coralyn goes to Juan's room and sees him fast asleep under the covers. She lifts the covers and finds her step-son's horse cock sticking out from under his shorts. She can't resist his morning wood. To waste it would be a shame. So she strokes it and sucks it. He starts to stir. He's feeling good, as if this is the best wet dream he's ever had, but then he sees who's sucking his cock. "You're my step-mom," Juan (that's Juan "El Caballo" Loco) says with a start. "What are you doing? You just married my dad last week." To which his horny step-mom says, "I love your dad, but your dad does not have that." She means a big cock. Easily convinced, Juan eats and fucks his step-mom's pussy, and then he fucks her ass. "I've never let your dad fuck me in the ass," she says as Juan's huge, thick cock stretches out her asshole. And then he cums on her face. Looks like this is going to be a very happy family...as long as Coralyn's husband doesn't find out.
05:233 years ago
In her very first hardcore video, 49-year-old Natalie Lorenz shows off her impressive sucking and fucking skills and ends up with a well-deserved facial. We'd take her any day of the week. "I found 40Something through an agent who told me this is the best company in porn and a great place for my first experience," Natalie said. "You treat women like they're queens." Well, first, Mr. Agent, thank you for sending Natalie our way, and, second, he's right. Of course, here, 22-year-old Peter cums on Natalie's pretty face. Is that our idea of treating a woman like a queen? Well, yeah, if she wants the cum, which Natalie did. We also asked Natalie if the people she knows would be surprised to see her here, and she said, "Yes. I'm not an exhibitionist. I never walk around topless or naked. I've never even sunbathed nude." She's single and available. She likes kissing and sensual touching. She masturbates whenever she gets excited. "It could be several times a day," she said. And now hear this: We asked Natalie about anal sex, and she said, "I like the intensity of it. It's a whole different feeling." Coming soon. For now, enjoy her first time. She did.
05:233 years ago
And now it's time for the Grisha Petrov fuck show. Grisha, a 46-year-old wife and mom from Colombia, sucks and fucks a 30-year-old's cock in her first XXX video. It's impressive because Grisha is impressive with her beautiful face, smokin' body, big tits and sex skills. She gets deep on the cock and lovingly licks the dude's balls. She sucks her pussy juices off the cock that just came out of her pussy. She rides hard and cums hard. The dude cums in her mouth and she makes sure she gets every drop. Here, Grisha is Taylor's teacher, but he can't focus on the lesson because Grisha is wearing a tight top that's barely buttoned and isn't wearing a bra, so her nipples poke through. Grisha is trying to teach him Spanish, but all he's interested in learning is how nice and soft Grisha's tits feel and how tight her pussy is. Very tight, he told us. Bonus aspect of this scene: We get to hear Grisha talk dirty in Spanish. Grisha likes to watch porn with her husband. We're sure they'll watch this scene together, and we can't wait to find out how it goes. She likes to wear tight tops with no bra, and that's what she's doing here. We found Grisha after she created a profile on SexyJobs. She told us, "I've done everything I've wanted to do. I have studied and received a Masters degree. I worked in retail stores for 18 years. I am happy with my life. I'd like to keep doing my hobbies and keep working toward my new dream." Which is to become a famous porn star. She can definitely do that. "I love to masturbate," she said. "I write my husband sexy texts when he is at work. I will send him pictures of myself, and by the time he arrives home, we are both very hot and ready for each other." You know that old song, "If you want to be happy for the rest of your life, never make a pretty woman your wife"? It's absolutely wrong. Make a woman like Grisha your wife.
32:292 years ago
Milf kailani kai
05:223 years ago
Monica Hart, a 40-year-old divorcee and mom from the Czech Republic, is a short-haired blonde who looks a little trashy in her short, tight, revealing dress. We mean that as a compliment. Monica looks like she wants to get fucked. She shows us her tits, which are beautifully shaped and firm, and jiggles them into the camera. She lies back, spreads her long legs, pulls her panties aside and plays with her pussy. Judging from her moans, she's very horny, and judging by how her pussy looks, it's very pink and wet. She has nice pussy lips. Monica gets on all fours with her ass in the air and shows off that beautiful butt of hers. She looks right into the camera as she sucks on her fingers and shoves them deep inside her pussy. Monica is having a very good time, but you know what she really needs? Cock! And that's what she's going to get. But first, the lucky guy is going to feast on her pussy and asshole, licking both, sending Monica into cumland, enjoying every lick. Now, if this were like most porn scenes, blow job would be next. But this isn't like most porn scenes because Monica is not a porn star. She's a MILF-next-door. Now that the guy has eaten her pussy, she wants him to fuck her pussy, so that's what he does, banging her from behind, his thick meat filling and stretching out that pink cunt of hers. But don't worry, BJ fans. After a few minutes of fucking, Monica feasts on his dick, giving him a long, loving blow job, grabbing his balls, really getting into it, slurping all over his shaft. The feeling here is that we're not watching a porn scene; we're watching two real people having sex. Monica rides him reverse-cowgirl (panties still wrapped around her leg) and sucks his cock some more, savoring the taste of her own pussy juice on his cock. He fucks her spoon-style and they kiss like real people kiss. He sucks her tits, she cums and cums again, then she goes down for more cock, jacking him off between sucks, eager for his cum. Monica gets his load in her mouth and swallows it. She wants more, so she sucks him deep. And so ends one of the hottest scenes ever seen on 40SomethingMag.
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