Kailani Kai Mega Collection
33 Videos | 60 GB
Kailani Kai (born 1970) is a pornstar from Hawaii, United States. She is 5'6", weighs 161 lbs and her measurements are 49-32-46. She started her porn career in 2016. She has various tattoos.
Kailani Kai & Jadynn Stone - Super Happy Atomic Wedgie Time!
Released: March 8, 2025
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 - Soft And Massive Souvenirs
Released: November 5, 2024
After a long trip, the naughty MILF Kailani Kai is finally home. As she unpacks, she sees the clothes she chose for her son's friend Max Fills. The stunning lady in a dark green floral dress and high heels immediately calls the lucky stud and tells him to come over. Upon arriving at her house, he excitedly tries on the jersey right in front of the round-assed Samoan without much thought. Max even hugs her out of gratitude. When he feels a pair of big tits, he moves back to collect himself and withdraws, however, Kailani doesn't seem to mind one bit...
Julie Cash, Layton Benton, Giselle Palmer, Angel Wicky, Sheridan Love & Kailani Kai - In All The Right Places! The Best Of Curvy Babes
Released: November 14, 2024
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!
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Kailani Kai - MILF babe Kailani Kai gobbles down a big black cock
Released: August 27, 2024
Kailani Kai arrives at her son's place for a surprise visit. He's not home but his friend and roommate, Lawson, is there. He is confused because he doesn't know who Kailani is at all. At first, Lawson thought she was a sugar momma paying for all his needs. Lawson really wants a sugar momma of his own so he can have some fun and make some extra cash. Turns out Kailani isn't opposed to the idea.
Kailani Kai - Sensual Cardio Exercise
Released: October 24, 2023
Working out keeps our bodies fit and healthy. For the MILF Kailani Kai, it helps her maintain her lovely figure and allows her to see her dashing personal trainer, Vince Karter. The naughty babe is working out on her cardio bike wearing a yellow crop top and leopard print pants when he comes in. Vince compliments the beauty's looks before settling himself in front of her. The tattooed Latina tells him that her husband will be away for a while, which means they can enjoy their time alone. She flashes her big tits at the man to let him know about her lewd intentions. Vince approaches Kailani, knowing what the naughty MILF wants. He shows his appreciation for the massive melons by worshiping them...
Kailani Kai - Running Through Her Pipes
Released: August 28, 2023
Lawson is a man doing odd jobs for his landlord. He shows up to Kailani's place to fix her sink, and catches her about to go for a morning run. She lets him in as she is leaving, and he cant help but notice all her ass hanging out her cheeky shorts. Her run doesn't last long as she thinks she might have pulled something. In need of someone one to help her massage it out, why not ask the handyman in her home? Lawson is more than willing.
UPDATED Kailani Kiai - Mommy Needs a Massage
Released: June 30, 2023
Today on Bang Bros Kailani Kiai is in severe need of back and shoulder pain relief and cant schedule a appointment with a masseuse luckily johnny as nice pair of strong yet gentle hands and offers one where this leads is anybodys guess but momma needs a full body massage.
Kailani Kai - Busty Businesswoman Kailani Kai Requests a Hung Assistant
Released: May 19, 2023
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 Kai - Pool Boy With His Dick Out
Released: May 13, 2023
Kailani Kai was trying to catch some sun at the pool but the pool boy Jay Bangher was watching her in a creepy way. She asked him to put some oil on her and after he spread it over her giant tits and ass she send him back to cleaning. Jay wasn’t too happy about it. He wondered what he could do and came up with a brilliant plan. He popped out his dick and pretended he had to walk straight above Kailani’s face. She opened her eyes, saw that dick and wondered if she made it so hard? Obviously she would take care of it. So she sucked that dick. They went inside and she fucked that dick any way she could until Jay s**t his sperm into her face.
Kailani Kai - Kailani Kai Fucks Inmate
Released: February 14, 2023
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.
Kailani Kai - Busty MILF Enjoys Her Daughter's Boyfriend's BBC
Released: December 30, 2021
You are invited over by your girlfriend's mom, Kailani Kai, to their home and are requested to come alone. You don't recall doing anything wrong, but you granted her request and waited for her on the living room couch. Kailani wears a revealing crop-top that hugs her supple bosoms and a vivid red pencil skirt, highlighting her ample ass-- features that you cannot drag your eyes away from as she walks towards you. Sitting in front of you, the hot momma talks about how she notices that your attention tends to wander towards other women...
Kailani Kai - Kailani Kai Is Laid Bare
Released: November 20, 2020
Sexy lady Kailani Kai has a hot date tonight, or so she thinks. After getting dressed up for a big night, Kailani gets "the call." Her dude is punking out for the night, leaving Kailani high and dry. That doesn't work for Kailani so she phones Nicky and tells him to come over. Kailani is going to get a dicking and nothing is going to get in her way. A guy really has his hands full with this awesome amazon. When Nicky comes over, Kailani buries his face between her giant tits...
Kailani Kai & Kira Perez - Stepdaughter Peep Show
Released: October 6, 2020
Preston Parker is jerking off to hot pictures he secretly took of his stepdaughter Kira. When his wife Keilani Kai walks in and also take a peek. They both get turned on. Keilani helps him jerk off and she starts rubbing her pussy. Kira gets home early and catches them both with their pants down. Kira Tells them she going to the shower. While in the shower her step-parents start peeping. They get caught. Kira is flattered that they were jerking off the picture, She said they have the real thing right in front of them. She Starts fucking Preston's giant cock. Keilani smothers her with her giant tits. Preston Gives both a thick coat of cum on their tits.
Kailani Kai - Lingerie Tease
Released: September 17, 2020
What's in Kailani Kai's suitcase? A lot of sexy lingerie, heels and outfits. The buxom brunette returns to SCORELAND to give 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.
Kailani Kai - Welcome to the neighborhood, Kailani Kai!
Released: September 15, 2020
Jonathan knocks on the door, and Kailani Kai answers, wearing a top that her tits are pouring out of. He came by to say hello to his new neighbor, and he likes what he sees: a curvy, 47-year-old hottie with a big rack. "My eyes are up here," Kailani says when she catches him checking out her tits. That's usually a woman's way of saying, "Fuck off." But not this time. "You're forgiven," Kailani says as she invites him into the house.
Kailani Kai - The Full Fucking Service
Released: September 15, 2020
This time we got Kailani Kai to return for another nut cleaning. Preston came over to visit Tyler. Kailani is astonished to see two men. "The more the marry" As she would say. Tyler is fired up for "the full service" and Kailani is more than happy to oblige. She gets naked to clean. Her tits are bouncing uncontrollably as she cleans. That gets the lads rock hard. The whip out their dicks and Kailani gets to work sucking their cock. Unfortunately, Preston is pussy whipped so he had to leave. Which left Tyler to finish the job. Kailani cleaned up his nut.
Kailani Kai - Seals The Deal
Released: March 5, 2020
Kailani Kai, a 47-year-old divorcee and mom, is a real-estate agent. Really. She is a real-estate agent. And today, she's going to show us how a successful realtor closes the deal. She's showing a house to Alex. It's a very nice house. But Alex can't seem to keep his mind on the property because Kailani is walking around with her big tits popping out of a tight, low-cut dress and her big, juicy ass sashaying this way and that...
Kailani Kai - Kailani Kai Gets Ass-Fucked By Her Daughters New Boyfriend
Released: February 13, 2020
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.com 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...
Kailani Kai - Getting Humped
Released: January 21, 2020
The sexy Kailani Kai is using a weight machine at her gym when scrawny Lil D starts gawking at her. Lil D tries to show Kailani how strong he is, but he can barely lift anything. She tries to ignore the lil bugger... but he's not so easy to ignore and Kailani eventually has to get physical with him.
Kailani Kai - Breaking And Entering In that Pussy
Released: January 16, 2020
Kailani Kai is just at home taking a shower, while a robber slips in the house! The sight of Kailani getting her luscious tits soapy stops him in his track. She continues to rub her giant bazooms. She eventually massages her clit. 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. Kailani loves it, she gets up to get pounded in the bedroom. She rides that cock until climax.
Kailani Kai - Bathing With Her Boyfriend
Released: December 14, 2019
After being turned down by his girlfriend, horny college guy Lucas Frost decides he’ll try his luck with her smoking hot mom, Kailani Kai, instead! Collapse
Kailani Kai - Cooking With BangBros
Released: November 28, 2019
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. Derrick started to eat her ass. Then she gave him a nice titty fuck and sucked his big dick. He started to fuck her doggy, then missionary and last not least sideways on the counter. He fucked her deep and came right inside her pussy. His cum was slowly running out, dripping down her legs.
Julz Gotti & Kailani Kai - Fucking the Camming Step Sister
Released: October 25, 2019
Hot Julz was on webcam and her stepbrother walks in. She has him join in and makes mad cash by fucking him on camera. The nanny walks in and they think they are busted. Instead she decides to join. Do not miss this amazing threesome as they fuck hard and keep it in the family.
Kailani Kai - Fuck Lessons From my Step-Mom
Released: October 19, 2019
Kailani Kai caught her step son in the middle of preparing for something. He was putting condoms on bananas. He had a hot date coming up and didn’t want to be unprepared. So Kailani decided to give him some pointers. She approached him and asked him to pull his cock out. He was hesitant at first, but he eventually gave in. She began chocking on his cock, and soon she was bent over with his cock far inside her pussy. Kailani got fucked by her step-son in several different positions all over their living room. It turns out, he knew exactly what to do.
Gabbie Carter & Kailani Kai - MILF and Teen Fuck Car Man
Released: September 15, 2019
Gabbie and her step mom are at the mechanics to pick up a car to surprise her dad for his 50th birthday. When they go in, the mechanic explains that the car actually has much more wrong with it then they thought, and it was not ready to pick up yet. Gabbie doesn't care, nor does she want to be there, so she decides to have a little fun. While her step mom is yelling at the mechanic, Gabbie is standing behind, flashing her perfect tits and beautiful ass...
Kailani Kai - Fucking the Maid Right in her Pussy
Released: June 25, 2019
Kailani Kai got hired to Johnny The Kid’s house. It was quite a mess. Looks like Johnny was quite the party kid. Johnny quickly realized that Kailani had a pretty hot body. He kept staring at her. Then he got an idea. How about if he offers her $200 would she clean without her pants? I mean she had quite some ass on her. She seemed upset. Was talking about it being unprofessional...
Kailani Kai - Kailani Kai Measures 46-32-46 The Black Cock Measures 10
Released: May 23, 2019
This scene opens with a brief interview. There are two great things about it: 1. We get to hear 46-year-old Kailani Kai's sweet voice. 2. While she's being interviewed, she's wearing a top that shows about 95% of her big tits. Kailani seems so comfortable wearing this top, even though if she wore it out in public, cars would be driving into poles. This is a woman who is used to showing off her body, right? Well, sometimes. Kailani describes her style of dress as "sexy but conservative." What she's wearing here is definitely not conservative. Kailani says she found us while she was "searching the Web and came across an ad and thought, 'That might be fun to do.'" She also says the wildest thing she's ever done was fuck in a movie theater. She and her date were sitting in the back row.