Kailani Kai Videos - %sort_by%

Big Titted MILF Kailani Kai pets her cunt

Sun 10 May 2026 07:05:40 +0200

Horny MILF Kailani Kai has the big tits that stretch out tops. She tries on four, bouncing and squeezing them. She talks dirty. And when she's doing showing you what she likes to wear when she goes out in public, she fingers her hairy pussy. MILF...big tits...hairy pussy. What could be better? ""I love kissing,"" she said. ""A man has to be a good kisser and love to play with big tits. Feeling a guy's hard-on through his pants makes me horny. I love it when a man rubs and eats out my pussy."" So, to recap: Kiss her. Kiss her pussy. Then she'll kiss your cock. Deal!

Horny Kailani Craves Intense Fulfillment

Tue 10 Mar 2026 14:18:45 +0200

MILF, Kailani Kai gets her pussy filled up by Jay Bangher

Welcome to the neighborhood, Kailani. Here's a shaft to suck & fuck

Mon 27 Oct 2025 12:44:51 +0200

The neighborhood welcoming committee has come around to greet Kailani Kai. Actually, the committee consists of one person. ""My eyes are up here,"" Kailani says when she catches him checking out her tits. Yeah, Kailani, but your tits are down there. So is your hairy pussy, which the dude finds out when Kailani invites him in. Turns out he has a big, thick cock. He plays with her ass. She sucks his cock. Tit-fucks it, too. He fucks her every which way P.O.V.-style and cums on her ass. ""I love to wear lingerie and sexy shoes and walk around the house,"" said Kailani, a divorcee and mom. ""I love to try on different sexy outfits, bras and panties, make sure my hair and makeup are to my liking and take sexy pics and videos of myself."" She's a good kind of neighbor to have.

Super Happy Atomic Wedgie Time! - Jadynn Stone & Kailani Kai

Thu 18 Sep 2025 09:01:00 +0200

Voluptuous vixens Jadynn Stone and Kailani Kai are minding their business when prankster Jimmy Michaels sneaks up and delivers them super atomic wedgies. The plot twists when the ladies actually like it, and their pussies get soaking wet. Jokes on Jimmy when the ladies team up to give him a double bubble- buttnaza. This doesn’t make him mad, it makes his cock hard, and a wild threesome breaks out.

Kailani Kai devours huge black cock.

Thu 08 May 2025 17:25:40 +0200

BRAZZERS Buxxom babes flaunt big assets in steamy scenes

Sun 04 May 2025 14:26:00 +0200

Watch some of Brazzers’ hottest, curviest babes unleash their big tits and asses! Whether it’s one on one, via a threesome or a tag teaming threeway, these hotties are ready to show off their curvaceous bodies and take on the biggest cocks!

Kailani Kai: Bad Mom

Wed 05 Mar 2025 13:47:17 +0200

Kailani Kai is hanging up some clothing and calls for her daughter to help her. There's no answer, so Kailani goes into her daughter's bedroom. Her daughter is not there but a guy her daughter is dating is and he's been shacked up in her room. Kailani is surprised to see him in bed. She checks him out and is in no rush to leave the room. There's a delighted look on her face. Since Kailani's daughter is not home, Kailani looks at this as an opportunity to get the dick. She reaches out to feel Stirling's cock and, finding it suitable, fills her mouth with it. Kailani eye-bangs him as she blows him. Curvy Kailani gives his cock a short break so she can stand up and slip off her body-clinging dress. Looking at him, she plays with her huge tits for his benefit. This guy is in for it now. On top of him, Kailani wedges his dick between her breasts and pumps it, push-up style. She sucks and licks his balls, rubs his cock on her breasts and then puts it up her pussy to ride him fast and strong. With big eyes, Kailani pops Stirling with what she calls "the million-dollar question" and asks him if her daughter likes being fucked in the ass. Because Kailani does, of course. She turns around and offers him the opportunity. He wedges his cock into her butthole and gives her the ass-fucking she wants. When some daughters are away, some moms will play.

Kailani Kai Vs. The Fuck Machine

Thu 20 Feb 2025 09:14:39 +0200

Kailani Kai enters the room where the Fuck Machine is set up for her. The statuesque, big-boobed brunette is dressed in a fishnet bodysuit and clear high heels. She ain't going outside in that. Or maybe she might have if we had asked. Kailani loves new experiences, and she would draw a flash mob wearing that outfit. Kailani's eyes light up as she checks out the machine, and after getting the rundown about it from our photographer, she's eager to feel it, play with it, get fucked by the big dildo attached to it. Kailani likes big dicks, both real and substitutes. After removing her bodysuit, Kailani sticks the Fuck Machine's dildo between her big tits and enjoys the slow pumping. She turns her back to it and inserts the dildo into her pussy and then her butthole to get fucked from behind. Getting on her back, our moaning sex-bomb babe puts the shaft back in her ass and rubs and spreads her lubed pussy and clit.

Voluptuous mom Kailani Kai does her morning stretches & cumming

Wed 27 Nov 2024 05:13:32 +0200

Now here to make her 50Plus MILFs debut after becoming a big star at 40SomethingMag.com thanks to her big tits, big ass, overall voluptuous body and willingness to take cocks in her mouth, pussy and ass, 50-year-old divorcee and mom Kailani Kai does her morning stretches. Fortunately for us, her top can't quite stretch enough to cover her nipples and her shorts can't stretch enough to cover her ass. So it all comes off and Kailani plays with her pussy. "I love the thought of guys having a happy ending watching me do anything," Kailani said. "Trying on sexy outfits, playing with myself, getting stretched by a big stud. It makes my day when a fan tells me he came to my pics or videos." This former flight attendant is flying high at The SCORE Group and inspiring many happy endings. This is a very happy return. 50Plus MILFs: Have you watched the scenes you've shot for us? Kailani: Yes, I have. 50Plus MILFs: What did you think about them? Kailani: I loved them. I thought they came out better than I was expecting. 50Plus MILFs: Have you had sex while watching your scenes? Kailani: Not yet. 50Plus MILFs: Has shooting your scenes changed you? Kailani: Yes. I have learned a lot about how to pose, act and look good on-camera. I feel sexier, too.

Titty Businesswoman Kailani Kai Requests a Hung Office Slut

Fri 15 Nov 2024 03:23:07 +0200

Blouse-busting executive Kailani Kai is in town for a business expo. She needs to hire a temporary personal assistant to keep track of the week's meetings so she calls a temp agency to send someone over to her hotel room for an interview. Kailani has two requirements. The assistant must be male and he must have a huge cock that stays hard at all times. These are not unreasonable requests.

The agency sends Peter Fitzwell. When Peter arrives, Kailani asks him to take his dick out of his pants for inspection. After she approves of his size and thickness, she sits on his lap, takes off her blouse and bra and tells him to suck her nipples.

Kailani gives Peter a juicy blow job and sucks on his nuts. She gets on her back and tells Peter to fuck her tits. Kailani sucks on the head of his cock when it reaches her mouth.

Peter is doing well. She tells him to tongue her furry pussy and she rubs and sucks her big tits while he does that. He just has to pass Kailani's ultimate test before she calls the agency to set up the deal and authorize his wages for the week ahead. She will not tolerate a guy having to jerk himself off after they fuck. Fortunately for him, Kailani's skillful handling has Peter shooting his cream into her mouth.

Big Breasted MOMMY Kailani Kai screwed by stepson in taboo 3some

Wed 06 Nov 2024 04:10:51 +0200

Big tits step sister Julz Gotti hard fucked by stepbrother before busty MILF Kailani Kai joined and pussy licked in forbidden taboo threesome.

Kailani Kai returns...with bigger tits!

Sun 20 Oct 2024 08:58:53 +0200

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 us. 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. 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.