Cougar tagged posts

Keira Kensley @ WatchingMyMomGoBlack.com
I’m trying to go legit and stop my life of crime. I had some white-boy write my term paper for college so I could leave my life of crime behind me. The paper was given an "F" and I was mad as fuck since I paid the dude a good amount of money to write it for me. I got my crew of Ace and Justin Long and we broke into their place looking for my money back plus interest. It looks like him and his mommy, Kiera Kinsley, teamed up to fuck me over and I wasn’t gonna have that. My crew and I threatened to turn the place upside down until we got my pay back but the MILF offered her mouth and pussy up for over 3 feet of black cocks in this hour long interracial sex session...

Rae Rodgers @ WatchingMyMomGoBlack.com
I’m always looking to get paid no matter what. Rae Rodgers was with her middle-aged black cock addict Cougar girlfriends so her son and I jacked her ATM card for some pay. We was in the clear until his Mom caught us red handed. She made a public spectacle of it all and dragged us to their pad where I thought she was gonna have the cops waiting for me. Her son wanted to run for public office some day so she didn’t want no police paper trail. Sky Rodgers eye fucked the shit out of me when she wanted to know if she could fuck with my black dick if I forgot I ever knew her son. I was thinking about it for not even a second before she grabbed my dick, sucked my dick, and rode my big black dick...

“My perfect day would start by waking up and looking at the clear blue sky then fucking for the rest of the day.” So says Dee Delmar, a 48-year-old swinger from Florida.

Equipped with serious double-Ds, a face made for cumming on and a penchant for sex parties, Dee is a real wild woman who knows what she wants.

“I like to have sex as often as possible,” she said. “I don’t really have favorite kinks or fetishes, I like most of them.”

That’s why Dee is so great. She goes all the way and doesn’t hold anything back.

Dee started dabbling with nudism 24 years ago and has been exploring the taboo side of sex ever since.

“The kinkiest place I’ve ever been fucked was at a campground, bent over the hood of a Jeep. I was covered head to toe in mud and cum!”

When she’s not getting filled from beh...

“I like to pretend to be a lady when I’m out on the town but love acting like a whore in the bedroom,” housewife Marisa Carlo told our translator. Marisa lives in Los Angeles and doesn’t speak much English. That was okay with us. All we cared about was her sexy body and F-cup tits.

Marisa is a mother of seven and a fixture in her community, which is probably why her friends and family would be so shocked to see her at 40SomethingMag.com, showing off her body and fucking hung studs, even taking cock in her ass.

“They have no idea! It would be a big deal. Nobody does this where I’m from,” she said.

She must mean the small town in Mexico where she was born. In Los Angeles, there are plenty of porn stars who get ass-fucked...

Debbie Dial @ WatchingMyMomGoBlack.com
I needed help robbing a house for some fast cash. I wanted Debbi Dial’s son to help me out but the bookworm was too concerned about going to class so he could keep getting his financial aid. He was going to make enough to pay off school if he just robbed this rich white folks home with me. His hot cougar MILF Mom got wind of our scheme and she yelled at us in public which was embarrassing. Debbie Dial didn’t want him throwing his life away by hanging with a black thug so she made a deal with me. In fact, it was an offer I couldn’t refuse. I get that white pussy and I get the fuck out of her son’s social life. Shit, I didn’t even like the white boy that much anyway, so I was deep in that cougar pussy...

Kelly Leigh @ WatchingMyMomGoBlack.com
Super cougar, Kelly Leigh, and I met under a weird happening. I was trying to buy a stolen cable box from some dude who turned out to be her son. She was livid as hell and her white face turned dark red from anger. She was also threatening to beat the shit out of her son which is weird cause he’s a grown man. She made me promise her that I wouldn’t hang with her son anymore and in return I’d get to slip my huge black cock deep in her white pussy. Her son was 2 feet away as she would suck the pussy juices off my dick. I don’t hang with her boy anymore but the white bitch keeps blowing up my phone.



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Syren DeMar @ WatchingMyMomGoBlack.com
I wanted to bust into this place where I knew they kept mad electronics and jewelry. I had my white homie bring his tools over so we could get in, get out, and get some green. We were almost in when his Mom, Syren Demer, saw us in the act and wasn’t having that. She’s a recently divorced cougar on the prowl but I thought it was only for white dick since my homie is the biggest cracker I know. The divorce settlement must have fucked with her mind because she wanted to play with me so I wouldn’t hang with her boy. I couldn’t believe she would be able to take my whole black dick inside her but she lubed it up well enough with her warm mouth. She must have came on my black cock a dozen times and the last I heard she’s a C.B.C...

Brandi Jaimes, a wife, mother and grandmother from Syracuse, New York, is back for more. Much more. Brandi, who’s 48 years old, is with Rocky, a 24-year-old stud. Brandi, who’s blonde, is wearing a halter top that exposes a lot of tit. We see her pink bra. She’s also wearing denim cowgirl shorts. She looks slutty and horny. She is horny.

There are some great photos in this set. In #22, she throats Rocky while massaging his balls. Then he eats her pussy. Then he fucks her pussy. She stuffs two fingers inside her cunt while he drives his pole in her asshole (#48). With his cock still deep in her asshole, Brandi opens her pink pussy wide in 49 and 50...

Dana Hayes @ WatchingMyMomGoBlack.com
I’m a thug by night and doctor by day. Slut interracial sex loving MILF Dana Hayes came to my office with a stomach problem that needed an immediate diagnosis. She had her son drive her over and I quickly had her whip her big tits out to give a good enough exam. She was quickly on her knees with my fat thermometer in her mouth and her son nearly died from shock as he saw it all. I put some medicine on my big black dick and jammed it all the way inside her white pussy. I gave her a prescription of black cum across the face and she now wants me to make house-calls to her. This is one wild Cougar and she drains a black dick like a champ



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Nya @ WatchingMyMomGoBlack.com
I used to hustle white boys all the time in my old hood by having them play cards with me. I had a white boy be a hustler-in-training and was showing the kid how to squeeze cash out of white people. His Mother, Nya, wasn’t gonna have her boy grow up to be a hardened criminal like myself. Nya soon cut a deal with me that would have me drop her boy from my life if I dropped over a foot of black cock in her shaved, white pussy. This MILF was out of her mind as our interracial sex romp went longer and longer. Her boy got sicker and sicker as he watched his Mom get destroyed by big black dicks. He’s now in the Army since he never wants to see his Mom again.



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Tahnee Taylor, a 49-year-old, big-titted divorcee from San Diego, California, is back. And is there anything better than big-titted divorcees? Big-titted blonde divorcees.

Tahnee has DDD-cup tits and they’re all-natural. We think her tits might be bigger (she measures 32 inches around her ribcage and 42 inches around the biggest part of her chest), but we’re not going to argue. We’re just going to stare. And jack.

“I don’t always dress to show off my chest, but when I do, I get a lot of attention.”

Here, Tahnee is dressed to show off her tits. Her white top is tight, and most of the buttons aren’t buttoned.

We asked Tahnee how often she has sex and she said, “At least two times a day.”

We also asked her the best way for a guy to get on her good side.

“To do what he says he’s going to do...

Kylie Worthy @ WatchingMyMomGoBlack.com
I was going to teach some white kid the fine art of tagging. I took him to a spot where I’ve done some of my work and he was seconds away from doing his own thing. His sneaky Mom, Kylie Worthy, followed us and wasn’t too happy that she would have had to bail her cuckold son out if the cops busted us. She figured it would be a better punishment to her son for her to give into her weakness for interracial sex by taking a ride on Shorty Mac’s black cock in front of her little boy. Her eyes popped out of their sockets as she caught a look at the huge cock I’m packing. Her eyes popped out as well when I rammed her white pussy with my foot-long cock which has put many cougars out of order...

Joey Lynn @ WatchingMyMomGoBlack.com
One of my favorite crimes to commit is to jack cars. That shit gets you paid the fastest and is easy to do. I needed some white boy to be on the lookout for the Five O because I’m on probation. We almost had the car when his mom, Joey Lynn, busted our asses and she wasn’t happy. I couldn’t help but notice her tits bouncing up and down as she ran to get us out of there and into her place. Her son was fucking up, so to teach him a lesson she wanted me to fuck her in front of him. I thought she was trippin’ hard but she soon got naked, had him sit 2 feet away from us, and swallowed my black dick past her tonsils. I thought I was gonna cum early but kept my load for after I fuck her white pussy until it stretched as wide as our room.



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“My perfect day would start with morning sex then a bike ride to the beach,” said Brittney Snow, a 45-year-old divorcee from Fort Lauderdale, Florida, “We could have a big lunch and soak up lots of sun before riding home for more sex!

Brittney gave us a great view of her MILF pussy while sharing sexy stories of her past. She’s been a swinger for roughly 20 years, and she’s racked up quite a few epic tales of conquests and flings. She says the highlights have been being fucked by two men, sex in the club where she worked and having sex in a public bathroom. She recently fucked one of our studs for 40SomethingMag.com and said he had the biggest cock she’s ever fucked.

“My most recent fling was with a much-younger man. I post a lot of photos online and I get off on reading responses...

Julia Ann @ WatchingMyMomGoBlack.com
It looks as if my son has gotten in deep with some thugs, gangsters, and ex-cons. He is always getting into deep shit and it looks like mommy is about to cash the check his ass shouldn’t have written. However, today was different since the big black man he pissed off somehow manhandled my son and brought him back to our home that his father left in the will. I couldn’t stomach the thoughtof my little boy being gunned down and made to look like swiss cheese so I sacrificed myself for some black seed. I knew black guys were hung but it looked at is this guy had a dick transplant from a horse since he was packing major meat. My son watched in agony as mommy swallowed down all those black inches which was also meant for tough love...