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Fuck My Mom For A Better Deal, Scene #01 featuring Kailani Kai and Jay Bangher.
Kailani Kai motivates the skilled employee with her massive boobs
Kailani Kai gets physical with a random dude at her gym
Kailani Kai bangs her daughter's boyfriend in the bathroom

Kailani Kai video galleries

People with similar tastes usually group up together, and Kristine Kiss and Kailani Kai are both MILF hotties who love having their tits worshiped. The tattooed beauties are comparable in a lot of ways, both physically and in their sexual preferences. Both have stunning black hair, big tits, round ass, and sensual air about them. Just looking at the MILF vixens in matching orange lingerie, body chain, and high heels will surely stir lust in people's hearts. No one will be able to deny the naughty women's allure the moment they lay their eyes on them. Blue-eyed babe, Kristine, and gorgeous Latina, Kailani, are busty ladies who deserve all the attention from horny men. The most notable assets of Kristine and Kailani are their massive melons. Many would surely go crazy just from fantasizing about them. Their juggs look so arousing that no one will be able to resist tittyfucking them or burying their faces between them. With funbags as huge as theirs, they can fulfill a lot of horny men's wild fetishes and allow them to play to their heart's content. To think that two pairs of big boobs are on the same frame, the hotties sure know what they're doing. Kristine and Kailani prove that women with huge assets are still the best. Hearing the powerful sound of their heels as they walk in side by side is already enough to excite horny studs. But the sight of the curvy MILFs Kristine and Kailani in their sexy outfits will drive them crazy. The black-haired hotties shake their tits and rub them against each other. They even play with their perky nipples before Kailani licks and sucks Kristine's big melons. Pinching each other's bud and kneading one another's breasts, the horny pair just can't get their hands off each other. The inked beauties make a titjob gesture and stand side by side to jiggle their jugs. Kristine and Kailani will do anything to have their massive boobs covered in thick jizz. Love Her Boobs video starring Kailani Kai and Kristine Kiss. (Video duration: 10:50)
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. The dashing guy can't take his eyes off of her massive melons even as he attempts to make conversation. Just then, the black-haired MILF tells him that she noticed his stealing glances at her juggs for a while now. Since things are starting to get sensual, Kailani allows the younger man to touch her boobs. He happily and unabashedly buries his face between the huge pair. This is the first time he is able to get his hands on massive funbags like Kailani's, so Max can't help but show how passionate he is for tits. The busty babe loves how the horny guy eagerly sucks her nipples and kneads her boobs. Max takes his time playing with the big melons that Kailani owns. The curvy beauty then moves to please his throbbing member with a sensual titjob and blowjob-handjob combo. She moans in delight as the younger stud pounds into her hairy pussy in doggystyle, tittyfuck, and face fuck her. The bombshell then rides her new lover like a real cowgirl before letting him lick her pussy. After that, the couple resumes fucking in missionary, sideways missionary, and reverse cowgirl. When Max pulls out, Kailani pumps his dick and uses her massive boobs for tittyfucking until he cums on her tits. Love Her Boobs video starring Kailani Kai and Max Fills. (Video duration: 08:09)
The temperature in the room rises by several degrees just from the mere presence of the gorgeous Kailani Kai. This raven-haired lady seems extra excited as she enters the living room wearing her lovely summer dress. Looking at this stunning MILF can surely drive men crazy because of her alluring curves that no clothes can completely conceal. On top of that, Kailani's eyes sparkle with lust when casting their gaze on a man will definitely make him lose all self control and give into the urge of worshiping her the way she deserves. She oozes sensuality that is hard to miss. It does not take much for Kailani to make a man pitch a tent in his pants- all she needs are her big tits. The tattooed beauty uses her huge melons to tease people and let them know what they will miss out on if they ignore her. Kailani pulls down her dress to reveal her massive assets. Just one look at them, and one will know that proper boob worship is in order. The curvy hottie pinches her perky nipples, playing with them like she wants a dashing man to. She can't wait to have someone's hungry mouth suck on her titties. Kailani jiggles her massive funbags, thinking of a lucky stud kneading and enjoying them. The busty babe also claps her boobs against each other to make her tease even more thrilling. Just imagine tittyfucking those jugs can send a boo-person to cloud nine. The MILF beauty keeps on playing with her assets, wanting to bury and suffocate a guy's face between them. She fantasizes about someone getting hard at the sight of her huge tits and dumping his load all over them. With her imagination getting wilder and wilder, Kailani eagerly anticipates her upcoming opportunity where she'll surely be reduced into a moaning mess. (Video duration: 07:34)
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. ... (Video duration: 19:29)
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 ... Big Boobs video featuring: Kailani Kai, Peter Fitzwell. (Video duration: 35:05)
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. The man bites and sucks the big funbags, almost burying his face in between them. The tattooed hottie participates in the play by teasingly slapping the man in the face with her juggs. Vince does not take offense to her actions. Instead, he seems to love it. He continues to make out with the busty babe by kneading her boobs and pinching her perky nipples. The naughty man fucks Kailani's trimmed pussy in cowgirl style. After that, the horny Latina does her best to please the throbbing cock by delivering a sloppy blowjob, titjob, handjob, and tittyfuck. Looking at her work hard to satisfy him makes Vince want to return the favor. He proceeds to pound Kailani's wet hole in reverse cowgirl, doggystyle, and cowgirl. Sweat covers their tangled bodies as they continue with their lewd exercise. The couple can't help but moan out loud from the pleasure of fucking, knowing no one will walk in and disturb them at any moment. When he feels like he's about to cum, the horny man pulls out and pumps his hard cock. He then dumps his warm load on Kailani's breast with satisfaction. Love Her Boobs video starring Kailani Kai and Vince Karter. (Video duration: 46:53)
What does one do when blessed with massive natural tits? For someone like Kailani Kai, the answer is to flaunt them until she catches a man's attention and takes the chance to ride their hard cock. The dark-haired MILF does not hide how horny she is and is willing to try anything to satiate her needs in the bedroom. Aside from the big jugs, Kailani has a curvy yet muscular physique that'll make heads turn as she works out in the gym or by simply walking down the street. Clad in leopard print leggings and a bright yellow crop top that barely gives any support or coverage, she shows off what she has and hopes a handsome man will take the bait. Kailani begins her sensual teasing by sliding her manicured hands along her generous tits and lifting the shirt to display some mouthwatering underboobs. No one can deny that this MILF bombshell's rack is the perfect pair for titjobs and tittyfucking, making them enticingly bounce and shake as a cock slides along the cleavage. She continues to massage her tits to show how supple they are before playfully lifting the shirt to uncover the nipples. Kailani quickly covers up her juggs, pressing the sides towards each other, and caresses them with her hands that barely fit the luscious pillows within them. Completely baring her chest, the enchanting vixen teases herself by pinching and pulling her hard nipples and rubbing her huge natural boobs against each other while digging her nails into the flesh. It would be safe to assume that Kailani would appreciate and enjoy the teasing more if it were a boob-loving man doing such things to her. She even knows what words to say to entice him to touch her more, turning him on with her words and body she worked hard on keeping toned. Still topless, Kailani bends over and brushes her chest against the stationary bike's seat as if it were a cock before standing up eagerly as if ready to receive a warm load on her perfect breasts. (Video duration: 10:42)
Jonathan Jordan is new in the building. He's seen the lady in the next apartment walking in and out of the lobby, checking her mail and sunning at the pool. They just haven't been introduced yet. Kailani Kai's spectacular body and huge tits beckon to him. So he decides to knock on her door and introduce himself as her new neighbor. Kailani opens her door and his eyes immediately focus on her giant boobs. Kailani smiles and says, My eyes are up here. Kailani gets this reaction every day and she's used to it. Her tits have opened many doors. One of the friendliest neighbors a man could live next to, Kailani invites Jordan in. It's never too early in the day to make new friends and meet new neighbors. And if they have big fuck-sticks, grind and bounce on them. Like a good neighbor, Kailani is there. ... Big Boobs video featuring: Kailani Kai, Jonathan Jordan. (Video duration: 25:16)
Evil Angel video starring Kailani Kai. (Video duration: 00:57:56)
Whether by big sex toys or big dicks, former flight attendant Kailani Kai needs to cum and cum hard. I love to wear lingerie and sexy shoes and walk around the house. 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. Our kind of woman. Kailani found The SCORE Group while she was searching the web, came across your ad and thought, 'That might be fun to do.' When she's having fun, we're having fun watching her have fun. ... (Video duration: 16:43)
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. The two fall into bed and he sucks on her choice nipples. They sixty-nine for a while. After burying his tongue in her pussy and making it sopping wet, Nicky fucks Kailani's heavy boobs. She first lubes her deep cleavage with her spit. Kailani is always very enthusiastic about having her tits fucked. After he bangs her boobs as she kneels and then on her back, she takes his dick and sticks it in her bushy pussy for a cowgirl ride before they switch to another position. The moral of the story is never break a ... Big Boobs video featuring: Kailani Kai, Nicky Rebel. (Video duration: 32:29)
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. ... (Video duration: 29:15)
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 sleeping 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 ... Big Boob video featuring: Kailani Kai, Stirling Cooper. (Video duration: 26:27)
TSG has known for many years that big-chested sexbombs make the best realtors. (They actually make the best everything.) Enter the mighty impressive and awesomely built Kailani Kai. What a body this woman has. Kailani dresses in tight clothing to impress and to show off her sales techniques and skills. Here we see her seal the deal with Alex Legend, prospective buyer. He's arrived to see the house Kailani is showcasing. The stacked divorcee gives him the guided tour of the place and then the guided tour of her astounding anatomy. In fact, Kailani works as a realtor and was a flight attendant. Imagine how friendly those friendly skies were. Little negotiation is needed. Alex will do anything to suck on Kailani's very pointy nipples and grope her huge breasts. She unzips him and pulls his pants down. The smiling look of satisfaction when she sees his boner pop out like a jack-in-the-box means he's going to get a noisy, slurping, lip-smacking deep throating from a very talented lady. ... Big Boobs video featuring: Kailani Kai, Alex Legend. (Video duration: 26:15)
Kailani Kai has the really big tits and the really tight tops those big tits stretch. She tries on four of the tops, bouncing and squeezing them up-close and personal. Her erotic, sultry personality, lips meant for cock-sucking and horny talking add to the heat. The name Kailani suits her exotic looks, It's Hawaiian for sea and sky. When Kailani wraps up her fun with cleavage-exposing tops, she pats down her pussy. It's nice to see a full bush on the brickhouse babe. I love kissing, said Kailani, a great smiler with a welcoming glow about her. 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. Kailani says she is goal-driven. I am very business-oriented and I'm always thinking of ways to better myself and my business and become more successful at what I do. ... (Video duration: 21:37)
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. ... (Video duration: 17:27)
Captivating MILF with massive jugs, Kailani Kai, wants to extend a helping hand to a young employee who is having troubles in the company she's working at as a human resource manager. The busty corporate hottie is willing to do everything she can to keep a talented and skilled employee like Air Thugger. When the offer of a corner office and a salary raise is not enough to convince the young lad, Kailani decides to approach the matter in a new light. She shows off her big tits and plump nipples, hoping he will change his mind. The sight of Kailani's massive funbags is more than enough to make Air Thugger think twice about leaving the company. He excitedly fondles the gigantic milk bags before sucking her puffy nipples. Air Thugger can't help but enjoy the intense sensation of having the HR manager's bountiful bosoms smother his face. After the sensational tits worship, Kailani returns the pleasure by giving the young lad a sloppy blowjob and sensual titjob. She then sits on Air Thugger's face, grinding her wet pussy against his soft lips. Unable to resist her lust to be one with the man any longer, the busty cougar rides on top of the tattooed lad like a real cowgirl. Her big tits and ass bounce in delight as Air Thugger fucks her tight pussy in spoon and doggystyle. He can feel Kailani's pussy lips tightly clenching around his cock as she cums hard. The horny duo continues pleasing each other until Air Thugger feels like he is about to cum. He pulls his cock out of the tight twat and shoots out his warm and sticky load all over Kailani's massive tits. The naughty HR manager then rubs the creamy love goo all over her chest before licking the warm jizz off her fingers. Starring: Kailani Kai, Air Thugger. (Video duration: 45:13)
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. You reassure her that you have every intention to marry her daughter, and Kailani seems satisfied with your statement. When she moves closer, you were surprised when the brown-eyed beauty says that she knows you prefer women with big tits and asses. She then starts to rub the front of your pants. You were dumbstruck when Kailani offers to let you touch her, and without a second thought, you began playing with her voluptuous jugs. Noticing your big black cock getting stiffer, the horny MILF undoes your pants and slides them down before kneeling between your legs to grace you with a blowjob and titjob. Things quickly progress from there, your worries from earlier fading away as you enjoy your soon to be mother-in-law's hot mouth and soft boobs. Stripping off her clothes, Kailani sits on your lap as she gives you a handjob while talking dirty. You then finger her aching wet pussy until she decides to slide down your BBC. You watch her bounce on your cock, pounding upwards to hear her moan louder before asking her to change positions, this time her phat ass within your viewing pleasure. Kailani provides you with a close-up of her wet pussy as you fuck her throat in 69. She then goes on all fours in doggy for another round of pounding. Finally, you settle on missionary until you eventually shoot your warm cum all over her curvy body. Starring: Kailani Kai. (Video duration: 58:54)
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! (Video duration: 27 min)