https://www.429men.com/models/kailani-kai/ Wed 15 Apr 2026 02:34:59 +0200 https://www.429men.com/videos/267172/kailani-kai-finds-her-happy-place/
When in search of a chesty sex bomb with a hearty appetite for hard cock and deep-thrusting, take-no-prisoners fucking, look no further than Kailani Kai, a former airline attendant. A lot of the guys who flew on that airline must have been sad when she resigned. Kailani does some mild stretching by her bed. In need of a little more loosening up, Kailani undresses. She fondles her heavy tits and rubs her pussy, popping a finger in her hot mouth to taste the pink. Now she can fantasize about a stud spraying a load of hot man-cream on her anywhere he wants. A lifelong researcher of the psychology of top-heavy females, TSG editor Dave noted, "When a woman in her 40s or 50s or 60s makes her tits bigger, you know the main reason is she wants more attention and more cock. Kailani gets plenty of both." ]]> Fri 27 Feb 2026 13:52:19 +0200 https://www.429men.com/videos/267172/kailani-kai-finds-her-happy-place/ https://www.429men.com/videos/271235/kailani-kai-vs-the-fuck-machine/
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. ]]> Sat 21 Feb 2026 23:28:07 +0200 https://www.429men.com/videos/271235/kailani-kai-vs-the-fuck-machine/ https://www.429men.com/videos/341007/chubby-maid-kailani-kai-mercilessly-fucked-by-two-landlords/
Chubby MILF maid offers her horny pussy to two bosses who hardcore fuck her after a wet POV blowjob in heated raw threesome. ]]> Thu 19 Feb 2026 21:34:41 +0200 https://www.429men.com/videos/341007/chubby-maid-kailani-kai-mercilessly-fucked-by-two-landlords/ https://www.429men.com/videos/311145/welcome-to-the-neighborhood-kailani-here-s-a-cock-to-suck-and-fuck/
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. ]]> Thu 19 Feb 2026 13:39:34 +0200 https://www.429men.com/videos/311145/welcome-to-the-neighborhood-kailani-here-s-a-cock-to-suck-and-fuck/ https://www.429men.com/videos/267582/huge-titted-prison-guard-kailani-kai-bangs-with-prisoner/
Anything can happen at our prison. Cameras are rolling 24/7 and that gave us the idea to have fun at work. Kallani Kai is one of the guards that is having the most fun. She goes around everyday choosing a new inmate to fuck. She loves getting wild and she loves sampling the new meat that get sent to our prison. This particular time, after a fresh batch of newbies comes in she decides to single one of the out. The nerdiest looking one. She pulls up to his cell and gives him an offer he can’t refuse. This dude fucked Kallani in several different positions making her cum several times all over his cell. Eventually, he cuts all over her face. Now it’s time to get dressed and pretend none of this ever happened. ]]> Thu 19 Feb 2026 03:23:24 +0200 https://www.429men.com/videos/267582/huge-titted-prison-guard-kailani-kai-bangs-with-prisoner/ https://www.429men.com/videos/240215/chubby-mature-kailani-kai-s-bbc-encounter/
In the heat of the moment, our robber makes a noise. She's alerted and checks out the noise. Jax grabs her and forces her to suck his giant black cock. ]]> Wed 18 Feb 2026 13:56:24 +0200 https://www.429men.com/videos/240215/chubby-mature-kailani-kai-s-bbc-encounter/ https://www.429men.com/videos/385170/brazzers-curvy-babes-flaunt-big-assets-in-steamy-scenes/
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! ]]> Tue 17 Feb 2026 23:21:20 +0200 https://www.429men.com/videos/385170/brazzers-curvy-babes-flaunt-big-assets-in-steamy-scenes/ https://www.429men.com/videos/375062/wicked-busty-kailani-kai-has-no-taboo-when-it-comes-to-dicks/
Fat big-titted MILF helps her stepson boost confidence by sucking his dick and letting him bang her. ]]> Wed 11 Feb 2026 21:44:59 +0200 https://www.429men.com/videos/375062/wicked-busty-kailani-kai-has-no-taboo-when-it-comes-to-dicks/ https://www.429men.com/videos/290495/50-year-old-big-titted-kailani-kai-calls-for-cock/
Big-titted executive Kailani Kai is in town for business, so she calls a staffing service and asks them to send over some help. She needs the guy with the biggest cock, so clearly, she's not planning to do any work (unless you count her working over his dick with her mouth and pussy; her tits, too). By the time they're done, Kailani decides he's the best assistant she's ever had. Kailani, who's 50, divorced and a mom, super-sized her tits as she got older. When a woman in her 40s or 50s or 60s makes her tits bigger, you know main reason is she wants more attention and more cock. Kailani gets plenty of both. "I love to wear lingerie and sexy shoes and walk around the house," she said. "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." We asked Kailani if she usually masturbates, and she said, "No. Nothing beats the real thing." She enjoys having her butt spanked. She has sex "as often as possible," which seems to us should be as often as she wants. She's had sex in a movie theater with people all around. "I'd love for you to tell me how you jacked off while you watched this scene," Kailani said. "I want to hear about how big a load you shot for me." Tell her, guys. And for the women out there, tell her how much you came. ]]> Mon 09 Feb 2026 01:40:22 +0200 https://www.429men.com/videos/290495/50-year-old-big-titted-kailani-kai-calls-for-cock/ https://www.429men.com/videos/245250/voluptuous-mom-kailani-kai-does-her-morning-stretches-and-cumming/
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. ]]> Sun 08 Feb 2026 15:08:18 +0200 https://www.429men.com/videos/245250/voluptuous-mom-kailani-kai-does-her-morning-stretches-and-cumming/ https://www.429men.com/videos/305670/kailani-kai-lingerie-tease/
What's in Kailani Kai's suitcase? A lot of sexy lingerie, heels and outfits. The buxom brunette gives you brain freeze and stiff joints with her hot-body lingerie show. Which one do you like the best on her? Kailani loves putting on her favorite lingerie and heels and walking around the house snapping selfies. She's spent many a happy afternoon or evening trying on bras, panties and nighties. "People ask me what I think are my best features," Kailani said. "Physically, I would say that my boobs and my smile. Just as much as I love to try on lingerie, I love taking them off for horny men. I love big, hard cocks." When Kailani walks into a room, a restaurant or a store, she owns it. All eyes turn in her direction. She's just got it like that. ]]> Fri 06 Feb 2026 05:52:08 +0200 https://www.429men.com/videos/305670/kailani-kai-lingerie-tease/ https://www.429men.com/videos/397674/fatty-kailani-kai-enjoys-kitchen-fuck/
Kailani Kai was cooking for Derrick Ferrari and his friend but those two did not like it. So she offered her voluptuous natural breasts on top of the meal. That was more like it. ]]> Thu 05 Feb 2026 00:15:06 +0200 https://www.429men.com/videos/397674/fatty-kailani-kai-enjoys-kitchen-fuck/