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Cougar Sightings Collection · WatchGuide

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Cougar Sightings Collection

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Part 1 · Aug 29, 2016
Cougar Sightings
Rest In Big Cock Peace - Keiran is a funeral director and while he was at work Akira decided to swing by and get a piece of that dick. While guests were filing in, Akira dropped to her knees to give him a public blowjob. Sunbathing MILF's Big Cock DP - Ava Addams doesn't need an excuse to peel her bikini off and get naked. Foreign Fucking Exchange - Jessy caught a peek of Danika's bare ass. With her massive breasts spilling out of her bathrobe, she paid him a visit in bed to massage his legs. My Parolee - Don't think Lezley Zen took the job at the halfway house from the goodness of her heart. What this horny MILF really craves is a steady supply of all the baddest boys she can get her hands on, and full access to all those ex-cons' dicks. GoldMILF & Ballsachs Incorporated - Phoenix Marie and Kendra Lust are horny MILFs that waste no time putting Brick to work. They suck his cock while they take important calls.
Part 2 · Apr 4, 2017
Cougar Sightings 2
Cock craving MILFs on the prowl, ready to pounce on their next big dick! Watch as these experienced mamas eagerly claw their way to a purrfect orgasm!

Part 3 · Feb 5, 2018

Cougar Sightings 3

Courtney couldn't get Marcus to give her the D. In desperation Courtney walked down the hall to her new step-son's bedroom. When Courtney rolled down his boxers, the surprise of her life awaited her in the form of a foot-long dick that made her wet. Courtney hopped on and rode Danny all night.

Part 4 · Nov 3, 2020

Cougar Sightings 4

Mom's Got A Meeting: Cherie's a stepmom who's all business. She wants to prepare for her big meeting tomorrow, but she can hear stepson Kyle watching porn and it's very distracting! At her wit's end, the workaholic finally walks in, shuts the porn off, and sucks her stepson's dick as she's on the phone with a colleague. She ignores his pussy-eating as she's practicing her speech, and types finishing edits on her laptop as they're fucking. She may want to shut her stepson up, but she'll have to keep working while she's doing it.

Part 5 · Feb 19, 2021

Cougar Sightings 5

Xander can't quite shake the pressure of having his new stepmom Cory around. She's a total stickler for manners! So when he decides to chill on his day off from university, she's on his case about every little thing around the house. Cory spies Xander jerking off in the shower and jumps into action. Just because she has impossible standards doesn't mean she doesn't want to get dirty with her big dicked stepson!

Part 6 · May 19, 2021

Cougar Sightings 6

Van Wylde's new stepmom Chanel Preston can't keep her hands off him, and it's starting to affect his golf game. After "accidentally" spilling her lemonade all over the both of them, Chanel walks her stepson into the house, drops to her knees and stars slobbering all over his thick cock! This mess isn't going to clean itself, so they step into the shower as Van tears through Chanel's pantyhose, stretching her juicy ass wide, and pounds her pussy like she's been begging him to do! This busty housewife just can't get enough big dick, and right now the only thing she wants is every last drop of cum out of Van's cock as it drips down onto her big tits!

Part 7 · Aug 25, 2021

Cougar Sightings 7

Mother Daughter Mix Up: Jmac spanked the hell out of his girlfriend's thick ass, only it was her mom! Ariella Ferrera is used to her daughter's boyfriends mixing the two of them up, but with Jmac it's different - she wants him to fuck her! It takes three times before Jmac decides to risk it all and stick his big dick down his girlfriend's mother's throat! Ariella slides his huge cock out of her mouth and stuffs him deep inside her MILF pussy! Grabbing a handful of her big fake tits, Jmac pounds Ariella as hard as he can until he's glazing her face in a warm load!

Part 8 · Dec 1, 2021

Cougar Sightings 8

Tempting The Tackling Dummy: Xander Corvus is desperate to make the ZZ College football team, but his athletic ability leaves much to be desired. So, he's enlisted the help of renowned trainer Nina Elle, who happens to be a horny, busty MILF, to whip him into shape before training camp. Nina's Chapel of Lust Part 2: In part 2 of Nina's Chapel of Lust, our favorite mature MILF is at it again, but this time she's found a willing participant in bride-to-be Jillian Janson. Scavenger Hump: Van Wylde has come to stay at Raven Hart's quaint B&B, but he's not quite prepared for how this sexy MILF likes to tease her guests. Hot & Sweaty Day: It's a scorcher outside and the heat is unbearable for Cory Chase and her neighbor Damon Dice. Lisa's Pool Boy Toy: Bumbling pool boy Jordi is having a hard time focusing on his tasks with Lisa Ann's boyfriend's daughter teasing him by the water.

Part 9 · Mar 30, 2022

Cougar Sightings 9

Ryan Keely is the perfect stepmom and homemaker, but her rambunctious stepson, Robby Echo, is intent on upsetting her domestic bliss. Krissy's husband is too busy watching the game to give her the pounding she needs. When Justin comes knocking in search of donations for his college football team, she's found just the right cock to fill her juicy pussy.

Part 10 · Jul 7, 2022

Cougar Sightings 10

Arielle Ferrera's anger management therapist suggested she find an outlet for her inner rage, so she and her sexy body strut over to Xander Corvus' rage room for some destructive relief! Xander ogles Arielle's bouncing tits and ass as she destroys everything in sight. When there's nothing left for Arielle to smash, she turns her attention to Xander and his cock, and proposes a better way for her to release all of that pent up anger!

Part 11 · Oct 5, 2022

Cougar Sightings 11

Kendra Lust is Keiran Lee's biggest fan, but when she drops off a love letter that looks more like a ransom note, Keiran is worried he's dealing with a crazed stalker! Keiran hides in his house while Kendra takes it upon herself to take a look inside. When Kendra finally finds Keiran, she shows off her big tits and tells him she's just looking to suck his big cock, and fuck him like no other pornstar has before!

Part 12 · Jan 3, 2023

Cougar Sightings 12

Love At First Swipe - Nina whips out an adult chat app on her phone and starts chatting up a sexy stranger...little does she know it's that pesky stepson of hers jerking off in his bedroom right next door! Instead of confronting the young man, she decides to make the most of a sticky situation and fuck him instead! Sneaking In A Last Minute Facial - Tyler Faith is just about to close up shop at her spa when Kieran Lee is dragged in by his bitchy fiance, who wants a facial. Tyler treats Kieran's fiance to a facial mask and covers her ears with the sounds of relaxing music, so she can sneakily give Kieran one last taste of freedom, and her pussy before they fuck behind her back - literally!

Part 13 · May 2, 2023

Cougar Sightings 13

Part 14 · Aug 30, 2023

Cougar Sightings 14

Team management has decided to hire a new head coach.. Missy Martinez. She figures that the only way to motivate this losing team is to give them, a little taste of what it's like to be a winner. Lexi Luna is excited to meet her new stepson, Oliver Flynn, and wants to make a good first impression. By making an amzing dinner. After she burns the food , Oliver's dad sends him to the kitchen to help her. London River prides herself on the love and care she gives to each patient. As a sex therapist, she has made it her mission to rid Jmac of his fear of intamacy once and for all. Brandi Love decides she and her daughter are in need of a massage. After the masseur hits on her daughter, the young student is outraged - Brandi, on the other hand, sees an opportunity to make use of his massive cock! Spring cleaning is Cherie Deville's favorite event of the year. Unfortunately as Cherie desperately tries to tidy the house, Jordan makes it his mission to jerk off and cum everywhere!

Part 15 · Dec 5, 2023

Cougar Sightings 15

Alexis Fawx and her friend love nothing more than to center their minds by doing some synchonized Tai Chi in the park. But when Jordi ENP bikes by, he's totally stunned by Alexis' appearance, so he decides to park nearby and observe, thinking that he'll be able to catch a glimpse of some sexy yoga. Beau Diamonds is the owner of ZZ antiques, but her store isn't quite as busy as it used to be. When Danny D and his wife show up, Beau gets a joly of excitement at the prospect of seducing Danny, who couldn't care less about vintage items or furniture.

Part 16 · Mar 26, 2024

Cougar Sightings 16

Pounding The Problem Son When Georgie Lyall meets a potential employer for a job interview at his home, she is confronted by his deeply annoying brat of a son Jordi. Jordi does his best to pester Georgie, stealing her portfolio, pulling down her skirt and generally being a nuisance. Sweetening The Deal Devon and her wife pride themselves on being a perfect family - so, when they heard their son didn't get into one of the most prestigious schools on the planet, they were obviously none too pleased Cumming On A Little Strong Alura Jenson is eager to get a nice, hard day in at the gym. Ricky Spanish, on the other hand, has much different plans. Pantomime Pounding Jordi ENP's decision to drop out of college and enroll at the Royal Academy of Mimes and Clowns isn't sitting well with his stern father. The Femdom Florist Ryan Keely is the seemingly pristine owner of ZZ Floral Stylings, but what most of her customers don't know is that she has a secret dominatrix den in her store.

Part 17 · Jul 12, 2024

Cougar Sightings 17

Part 18 · Sep 24, 2024

Cougar Sightings 18

Part 19 · Nov 22, 2024

Cougar Sightings 19