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Sassy Ass

Holly, what does a guy have to do for you to consider having anal sex with him?



"First he has to fuck my pussy right. Because if he can't fuck my pussy right, then he probably isn't going to be able to fuck my ass right. Inexperienced guys need not apply here. I also have to have really good chemistry with him, too. 'Cause what girl wants to do anal with some guy who doesn't make her horny as hell in the first place? So if those things are there, then all I need is a bottle of lube and I'm ready to go! When I find a guy who I vibe with, it's awesome. When that happens I can almost feel my ass tingle 'cause I know we're gonna do anal."




We don't see too many girls your age who do anal. You're a rarity! Please tell us what it was like to get your booty cherry popped.



"At first I was really nervous, even though I had been wanting to try it for a while. The guy and I had sex for a while first, then I told him I was ready. He spent some time licking and fingering my ass to get me ready, and I remember thinking that it felt really good. That helped me to relax. He put some lube on my ass and started to put it in really slow. I remember when his cock first popped in my ass. It wasn't like anything I'd ever felt before. I felt like there were fireworks going off back there. He went slow, and it was just right. Now I'm hooked!"

See More of Holly Love at 18EIGHTEEN.COM!

Screwing for experience

Lives: Orlando, Florida; Occupation: Theme park worker; Age: 22; Born: July 4; Ht: 5'3"; Wt: 135 pounds; Bras: 34DD; Panties: Lace; Anal: Sometimes; BJs: Swallow a bit then spit; Diddle: 2-3 times a month.



"For the last year or so, I've been screwing a FWB who I've known since we were six," said Araya. "We've said for a while it was time for us to move on and, in fact, I set him up with the girl he's now dating. We were just getting into butt sex--something new for both of us. I wanted to screw a stud to experience having sex with a well-hung guy who knows what it takes to fully pleasure a girl."

See More of Araya Sun at NAUGHTYMAG.COM!

Screwing for experience

Lives: Orlando, Florida; Occupation: Theme park worker; Age: 22; Born: July 4; Ht: 5'3"; Wt: 135 pounds; Bras: 34DD; Panties: Lace; Anal: Sometimes; BJs: Swallow a bit then spit; Diddle: 2-3 times a month.



"For the last year or so, I've been screwing a FWB who I've known since we were six," said Araya. "We've said for a while it was time for us to move on and, in fact, I set him up with the girl he's now dating. We were just getting into butt sex--something new for both of us. I wanted to screw a stud to experience having sex with a well-hung guy who knows what it takes to fully pleasure a girl."

See More of Araya Sun at NAUGHTYMAG.COM!

A cock in her ass to calm her nerves

"Are you ready to fuck this sexy MILF," 52-year-old divorcee Cheryl Conner asks big-dicked Johnny at the start of this scene. She's wearing practically nothing. Her tits are already out of her bra, if that's what you want to call it, and her G-string is slicing up her butt cheeks, and soon, she's gonna have a cock slicing in and out of her horny asshole. But first, she has to get his cock in her mouth. Then she has to get her stockinged legs up in the air so he can fuck her tight, slut, MILF pussy. And only then does she get fucked in the ass, which is a pretty impressive thing considering how little Cheryl is. And she takes a hard, anal pounding, too! Remember when we told you that Cheryl was nervous when she walked into our studio? Well, obviously, a cock in her ass calmed her nerves. Cheryl, by the way, is not a porn star. She's a saleswoman from Las Vegas (born in Philadelphia, Pennsylvania), and she said, "At my age, I have done it all. I've been around the block a few times. I've had twosomes, threesomes, foursomes. But I've never had anal sex on-camera."
There's always a first time. Well, almost always. Most 50somethings do not get their asses fucked on video by guys less than half their age. But Cheryl is not most women.

See More of Cheryl Conner at 50PLUSMILFS.COM!

A Vegas Divorcee Hot For Massive Young Cock In Her Tight Asshole

52 year-old brunette divorcee Cheryl Conner came all the way from Las Vegas to cum and learn the ways of the 50Plus MILF. She was nervous. "I've never done this before, but I'm really looking forward to it," Cheryl said. She did look a little anxious. "I've never had sex on-camera, but I'm looking forward to getting fucked hard by one of your hung studs." And that's exactly what this attractive lady did her first time in "Nervous Newcomer Cheryl Fucks The Nerves Right Out Of Herself!" By the end of that coupling that included Cheryl's ass getting finger-fucked, Cheryl was lapping up a cum-spewing cock like she'd been in a nunnery for five years. But Cheryl was not quite finished. Now that she's busted her on-camera cherry, as it's delicately called, it was time to have Cheryl take an even bigger and thicker cock in all three holes. There's little time for formalities and romantic gestures as Cheryl is stripped down to her black stockings and fed her first course. She's practically inhaling his balls as he fucks her face on the bed. This horny divorcee is quite the deep-throater and an apt pupil. This time, Cheryl's new fuck partner adds her sexy butthole to the menu after he's filled and crammed her pussy-hole. She gets that cock in deep and to the hilt! Her pussy clearly likes young fuckers. When she is finally ready for the testicle-sauce after being pounded, drilled and hosed, JC blasts a full nut on her face. Now that Cheryl's been fucked and fucked hard by two studs not much more than half her age, will she be able to settle back into her earlier sex life? Or will she go on the MILF rampage and become a 50+ fuck toy in search of more, and bigger, man-meat? Ms. Conner has a sexy, slim, trim body so she is sure to get plenty of indecent proposals back in Sin City. Especially when the local horndogs see this.

See More of Cheryl Conner at 50PLUSMILFS.COM!