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It was the great Paul Simon who sang, “There Must Be 50 Ways To Leave Your Lover.” Here, we’re singing, “There Must Be Six Ways To Fuck A MILF’s Asshole.”

You just slip it in the back, Jack.

Shove it in her rear, ya hear?

You don’t need to be coy, Roy.

Just get your cock free.

Hop on her butt, Gus.

You don’t need to discuss much.

Just pound that trunk, punk.

And get your cock free.

Or something like that.

We’re not songwriters, you know. Just a bunch of guys who know a good anal MILF scene when we see one.

The stars of this video are Rose Marie, Raquel Sieb, Karen Kougar, Daisy, Lativa and Melanie.

There must be Six Ways To Fuck A MILF’s Asshole.

Which is your favorite way?

See More of Karen Kougar at 40SOMETHINGMAG.COM!

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“Ivan, you can tell me anything,” guidance counselor Jenny Mason, 43, says to her student Ivan. “What you say here is confidential.”

“Well, Ms. Mason,” Ivan sputters. “I need to score some condoms from you. My girl wants to go all the way. I heard you have condoms for free.”

“Sorry, Ivan, but I’m all out of condoms,” Ms. Mason says. “You’re the tenth student that’s come by this week. The school is supposed to receive more next week.”

“I can’t wait till next week,” Ivan protests. “What if my girlfriend changes her mind?”

“Well, there’s always oral sex,” Ms. Mason offers.

“I’m over blow jobs,” Ivan says. “I need something new, but I don’t want to knock her up.”

“Well, if it’s pregnancy you want to avoid, there is one way to have sex, but your girlfriend might not be ready for what I’m about to show you,” Ms. Mason says.

Show him?

“You see, Ivan, first you undress your girl friend and bend her over. You get her asshole nice and wet. Then you bend her over and whisper in her ear, ‘I’m going to fuck you up the ass now.'”

Yeah, that’s right, show him. Because in this guidance counselor’s office, nobody goes out into the world without hands-on experience. Not to mention cock-in-the-guidance-counselor’s-ass experience.

See More of Jenny Mason at 40SOMETHINGMAG.COM!

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Naughty Alysha is in bed, stuffing her pussy with her fingers, and what does her husband do? Sleep, that’s what. He’s got a horny, sexy 40something in bed next to him, sucking her pussy juices from her fingers, and all he can do is sleep. What’s a woman to do? Well, in Alysha’s case, sneak downstairs to where her son’s best friend is sleeping on the couch and wake him up with a blow job. And what guy doesn’t love being woken up by a blow job, especially by his best friend’s mom?

So starts Alysha’s first hardcore scene at 40SomethingMag.com in over nine years, and it was worth waiting for. Alysha uses her mouth to make love to his cock, so by the time this dude wakes up, he’s rock-hard in her mouth. Resistance is futile. A woman never has more power than when she has your dick in her hand or her mouth. Then she gets fucked hard and deep, moaning, not caring who she wakes up, and when her son’s best friend needs to shoot his load, he fires away deep inside Alysha’s pink, pulsating cunt.

Yep, it’s a creampie for Naughty Alysha, and a well-deserved one at that. And here’s the good news: There’s lots more of Alysha to come.

See More of Naughty Alysha at 40SOMETHINGMAG.COM!