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Secretary's Lunch Hour

The boss's secretary does a lot more than take dictation and bend over a lot to pick up dropped pencils. What do you expect hiring a secretary named Cassie Cougar? Cassie spends her lunch break gobbling the boss's bone. JMac's rod was a challenge for her. Cassie gladly took it on.

"It's ridiculously big," said Cassie. "And I don't have experience with big cocks. My guys have been fairly normal and average. It's a challenge for me. It's a little scary. And he did comment that I was small. Apparently I'm not equipped to handle the larger ones."

Cassie took it well.

MILF Cassie was a secretary before she decided to take the dive into the hot modeling pool.

"I never did anything at this level before," she said. "My web cam is solo only, so it's just me and my toys. I did an amateur video with an old boyfriend, but the camera was on a tripod and there wasn't really a whole lot happening."

Secretary's Lunch Hour

See More of Cassie Cougar at SCORELAND.COM!

Secretary's Lunch Hour

Our returning big-boobed MILF of the Month Cassie Cougar was ready for the secretary sex challenge when she paired off with boss JMac and turned lunch hour into a happy ending on his desk.

"When I was shooting the stills with JMac, I guess we were doing some standing doggie thing, and he had my leg on his shoulder," Cassie said. "I didn't even know I could bend that way!"

Cassie's divorced and is a real mom, not a fake porn MILF. She used to actually be a secretary. She became a bartender, then a stripper, then a public access TV comedy show co-host and eventually returned to the secretarial pool. At 5'10'', 40-32-42 and stretching a 36G cup, Cassie always cuts an impressive silhouette.

"I like to be teased for a while, make me beg for cock, don't let me have it, then surprise me with a good pounding."

That's what bosses are for.

Secretary's Lunch Hour

See More of Cassie Cougar at SCORELAND.COM!

MILF of the Month

The editors laughed while flipping through a MILF magazine from the west coast. The model was a 20something porn star fucking some longhair and the copy read that she was fucking her daughter's boyfriend. We don't know any "MILFS" like that. We know real MILFs.

Our real MILF of the Month may have already left the building, so to speak. Word's come in that she stopped modeling. Cassie Cougar was first introduced to SCORELAND members when she met Alyssa Lynn in the models' dressing room and our cameraman caught it (Here Come The Twins).

Cassie has worn many hats. "I've worked as a secretary, bartender, go-go dancer, actress and comedy show co-host."

"I dress fairly conservatively when I'm out in public, especially if I'm with my son. But, if it's ladies night out, I tend to wear something that shows off my girls for a little extra fun."

This busty 48-year-old divorcee and mother from Arizona hooks up with Rocky here. She's twenty years older than him and discovers that she likes that young dick in her seasoned pussy.


"I just want to experience the whole thing," Cassie said. "I was discovered on Twitter. I'm definitely looking forward to feeling his cock inside of me."

And Cassie did, indeed.

MILF of the Month

See More of Cassie Cougar at SCORELAND.COM!

MILF of the Month

"I'm a webcam model, but that's just me and my toys," big-titted Cassie Cougar said. "I did an amateur video with a boyfriend, but the camera was on a tripod. I've never done anything like this."

"This" being a real hardcore scene with a younger cox-man. Rocky is 48-year-old Cassie's first and 20 years younger than she is.

"I've had sex with much-younger men three times," the brunette divorcee and MILF explained. "Twenty-six years younger, to be exact. One was a bartender at my favorite hangout spot. One was a guy who was brave enough to take a shot at me considering I was twice his age. The third one picked me up in Atlantic City after hours of trying to work his magic on me. I finally gave in and I'm so glad I did. He rocked my world."

Cassie met Alyssa Lynn when she was at SCORE. A video and photos of their hanging out, exchanging some life stories and comparing their big tits is in "Here Come The Twins."

Rocky undresses Cassie and checks out her body. Stripped naked, Cassie lays on her stomach, heels in the air. Rocky's cock approaches her mouth and Cassie takes it in her hand. She can get almost all of the shaft in her mouth. Rocky holds the back of Cassie's head as her mouth and tongue work his dick, now dripping with Cassie's saliva. She has to come up for air.

Still holding her head, Rocky fucks Cassie's mouth. Cassie lays on her back so Rocky can fuck her big tits. She bends her head forward and her mouth catches the head of his cock as it emerges from her cleavage. They switch to a 69 and give each other the right kind of lip service.

Rocky gets on his back and Cassie lowers herself on his pole. She gasps when every inch enters her cougar trap. Once in, Rocky ramps up the thrusts, his balls slapping against Cassie's ass. Then Cassie talks over, pumping her ass up and down and sliding back and forth. She turns around so we can see her big clit and her pussy lips spread, her pussy penetrated by big dick. Cassie's face tells the story. It hurts so good.

"I'm not a swinger," Cassie said. "My friends and family know I'm kind of an exhibitionist but I still think they're going to be shocked that I actually did this."

MILF of the Month

See More of Cassie Cougar at SCORELAND.COM!