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All I wanted was to fit in. I didn’t think that stealing a pair of sneakers would end with a security guard fucking my brains out. When he asked me to take off my clothes, I thought he was only going to make sure I didn’t steal anything else, but he took his sweet time touching every inch of my naked body. He stopped at my tits and squeezed them really hard, as if I could have hidden anything there. Then, he made me bend over his desk, and I felt his fingers slowly sliding into my pussy, deeper and deeper. Should I have stopped him? Maybe, but I wanted to get out of trouble, and he knew how to use his hands. Besides, it was my last year of college, and law school was on the line, so if the prize of those sneakers was having a cock in my mouth for a while, I was going to suck it until I had swallowed every drop of cum. His dick felt even better than his fingers when he shoved it inside me, and I rode it so well that he let me keep the shoes.

Case No. 8004401 - Her Pussy For A Pair Of Shoes (Winter Flynn's Debut)

My favorite thing about being a security guard? The look on a shoplifter’s face when I ask them to bend over on my desk so I can keep searching their body for stolen merchandise, especially when they’re as hot as the babe that I had here today. Sure, at this point, she was already naked, and I had touched almost every inch of her, but there was one part that I left for the end: her asshole. I shoved my fingers deep in her ass, making sure she wasn’t hiding anything. I’m a man and I have needs, so I even had to lick my fingers after. Turns out the stolen pieces were on the only piece of clothing she still had on: her shoes. The second I found it, things got interesting. When I noticed the desperation on her face, I gave her a choice: I could either call the cops or fuck her. Needless to say, my office is the place where I’ve heard the most moans. Now I get a boner the second I walk in there, knowing how many people chose to suck my cock right here. Today, I added one more chick to that list.

Case No. 8004211 - A Cavity Search So Good, He'll Lick His Fingers

With the excuse of shopping for a friend’s wedding, Nikki and Satine, two pals with a knack for getting in trouble, are accused of shoplifting. Dragged by security guard Jack Vegas, the girls are questioned about the missing goods, as the officer has evidence of them hiding jewelry under their Indian sari dresses. Cornered and nervous, Nikki and Satine try to deny the whole thing, but Jack is onto them, and he has zero tolerance for little lying brats. Convinced of their crimes, Officer Vegas checks the girls’ cavities to both look for stolen goods and teach them a lesson about stealing. Now completely broken and under the threat of going to jail, Nikki and Satine decide to cooperate with Jack to avoid facing the consequences. The handsy officer fondles the two felons and feeds them with dick with the promise of keeping the whole incident secret.

Case No. 8003887 - Under The Saris

Food bloggers make me nuts. They think they can eat anywhere they want and not pay their bill just because they have a few followers. Then, when I catch one of them, like this pretty girl today, they always try to get away by asking to deal with a female security guard instead. Guess what? My coworker is as tough as I am. I'll wait and watch as she undresses our suspect and touches every inch of her body, trying to find more evidence. We always get our way, and if she doesn't want the cops to come, she'll make us cum. Sharing a body with my hot coworker is my favorite thing about my job. I love seeing their tits rub against each other, having two pussies to fuck, and watching their mouths share my dick. Our solution might be unorthodox, but it's way better than going to jail, so she better let us fuck her hard. Eating pussy and dick is the only way she'll pay for her meal.

Case No. 8004037 - Eating Pussy And Dick Paid For Her Meal

Freya’s always been a brat, and her stepmom Ivy Mae barely does anything to stop her. This time, however, neither of them is in charge. After Freya gets caught shoplifting at the mall, Mr. Fitzwell, the security guard, calls upon her stepmom and quickly realizes what kind of dynamic he’s dealing with. It becomes clear to him that he needs to be assertive and dominant if he wants justice to be served. These two are used to getting away with anything, but today, the only thing they can do is use their little holes to milk his cock until he explodes all over their pretty faces.

Bratty Teen Freya Von Doom Gets Caught And Fucked With Her Stepmom (Member Story)

After discovering Principal Mountain is a perverted master of deception, school reporter Melody Marks launches a private investigation into his character and past dealings. As part of her ongoing investigation, Melody breaks into his office and discovers a set of mysterious tapes locked in his desk. Our fearless little reporter starts going through them and the first piece of the puzzle sees Mr. Mountain passing as a security guard making a shady deal with a teen shoplyfter after she gets caught. This girl in the video is so fucking great at sucking and riding the Mr. Mountain's dick, that Melody can't help but pull her panties to the side and rub her delicate fingers over her wet little pussy. It seems that she's just as naughty as those Shoplyfter girls...

VHXXX Part 1: Loss Prevention Officer '92

As a loss prevention officer, I've learned to wield my power, and all these girls who shoplift from our store know it. When Krissy and Sasha sat in the back office, dressed in their revealing Luau outfits, I knew they were no exception, no different from all the other girls in this exact situation. I've done this a million times and knew they'd fold in no time if they wanted to avoid jail. But I'm not just some freak - I can tell these girls love finding their submissive sides. They've never been fucked by a real man or have had to submit to authority. Getting fucked in these situations, they feel so dirty, so raw, so fucking invigorated by the absolutely vulnerable position they're in. They discover an entirely new side to themselves - I am just the one who helps unlock that side of them. Naked and bent over the table, I spread their pussy lips wide, searching with my fingers as deep as possible They started to squirm, their eyes flashing with hatred, but I could see they also were fascinated and turned on. I made them suck my cock, slowly at first, their lips wrapped around it with a mixture of reluctance and curiosity. But as I pushed deeper, their inhibitions started to fade, and they began to satiate a primal lust they never knew they had. Soon, they started to move faster, their tongues dancing around the head. A simple blowjob isn't enough to get off the hook - a lesson I knew I had to teach them... As they bounced on my cock, their bodies began to tremble, their moans filling the room. They were lost in the moment, their submissive sides taking over. I've seen it time and time again - girls who think they're above this kind of thing, only to discover a deep-seated desire to surrender to carnal instinct - letting the power figure take the lead, relinquishing control. And I'm always happy to be the one to unlock that side of them.

Case No. 8003607 - Lu`Au Gone Wrong

These stepsiblings thought they could run away from boot camp to destroy the mall on Memorial Day, but they didn't know what type of security guards would catch them. Making a deal with one guard is one thing, but ensuring that three of them let you go is not easy, and it will require giving them whatever they want. These stepsiblings are willing to do anything. She'll suck all four dicks in the room, including her stepbrother's, and he'll pound her pussy in front of everyone else while they jerk off. The stepsiblings might be able to fuck their way out of trouble, but nobody is leaving until her face is covered in all of their cum.

Case No. 8003813 - Memorial Day Gangbang

There was something special about Kiani from the start. She wasn't like the other girls who stole from this store. She had an air of curiosity and defiance. I knew she was a fucking freak from the jump, and I could tell we were going to have fun. Sure enough, when I bring her to the back office for interrogation. She has a stolen sex toy on her. She claimed she had never seen one before and wanted to see how it worked. I was happy to oblige this little slut's fantasy. If she's so curious about sex, why not show her how a man takes care of a girl's sexual needs? Of course, we started with the toy, but it wasn't long before I had that thirsty chick bouncing up and down on my cock. For a virgin, she sure knows how to ride dick...

Case No. 8003413 - The Curious Dildo Thief

It’s Mother’s Day again, the time of year when we celebrate MILFs worldwide. Olivia and Sophia are as hot as they come, so their stepsons, Billy and Chris, want to make sure this is the best Mother’s Day ever! Things get a little spicy when Billy and Chris present their moms with an unexpected “gift.”

MomSwap.2022-05-09.Olivia Jayy, Sophia Locke

Jenna Noelle and Cole Church join Sheena Ryder and Jay Romero for dinner at Sheena’s house. But things take an unexpected turn when Sheena reveals that she lets her stepson, Jay, fuck her on the regular. Blown away by this, Jenna doesn’t know what to say but is captivated by the thought as well. Shortly afterward, what was supposed to be a lovely dinner escalates into group sex on the couch, with everyone focusing on Jenna. She is entirely turned on by this taboo encounter with her stepson and his friend and lost for words simultaneously.

MomSwap.2021-11-08.Jenna Noelle, Sheena Ryder

Cole Church and Jay Romero are studying for a test when suddenly the subject of their stepmoms comes up in conversation. Both believe the other’s stepmom wants to fuck them, so they make a bet who can make it happen first. Like the good stepmoms they are, Katie Monroe and Nova Sky make sure they both win their bet and fuck Cole and Jay at the same time.

MomSwap.2021-10-11.Jupiter Jetson, Katie Monroe

Mylf stepmoms Sheena Ryder and Dee Williams discuss how bad their respective stepsons Anthony Pierce and Cody Carter have been misbehaving lately, being extra rude and demanding. Sheena and Dee decide to get together and punish the boys by spanking them and then swapping and fucking them until they start behaving like good boys again!

MomSwap.2021-08-30.Dee Williams, Sheena Ryder

Busty stepmoms Jessica Ryan and Penny Barber have been catching their respective stepsons Anthony Pierce and Tyler Cruise jerking off excessively, but when they see them fucking the pies they had just baked, that is the last straw. The stepmoms tell them off first, demanding an apology, but then they decide to give them a little sex ed, so they swap their stepsons to teach them what it feels like to fuck a real woman!

MomSwap.2021-08-02.Jessica Ryan, Penny Barber

Flight attendants Crystal Rush and Kaylynn Keys are on their way home from a long trip, and their stepsons, Nade Nasty and Johnny the Kid, can’t wait to see them. Thinking their stepmoms may have brought presents back from their trip, Nade and Johnny dig through Crystal and Kaylynn’s luggage. But when the men discover their stepmom’s “vibrating swords,” Crystal and Kaylynn give the two gifts they won’t soon forget.

MomSwap.2021-08-16.Crystal Rush, Kyla Keys

Rion and Robby are both great students. Only one problem, they are just so embarrassed by their stepmom’s behavior. Once these two biker moms find out how their stepsons really feel about them, they decide to show them who's in charge. Lilly and Tricia swap their scholarly stepsons and show these virgins boys who make the rules and calls the shots.

MomSwap.2021-07-05.Lily Lane, Tricia Oaks

When mom friends Casca Akashova and Jane Dove get back from a girls day out they find their sons just slacking on the couch, they know it’s been tough for them to take care of themselves during the pandemic so they decide to help them by giving them a makeover. When the boys come downstairs looking all cleaned up and handsome they start talking about how they’re gonna get all the girls now. Casca and Jane are feeling kind of jealous though, so they decide to swap sons and have them all to themselves instead!

MomSwap.2021-07-19.Casca Akashova, Janie Erixa

When busty stepmoms Kiki Daire and Natasha Nice get the news that their respective stepsons Alex Jett and Tyler Nixon are leaving for college soon they devise a plan to convince them to stay with them. Natasha and Tyler come over to Kiki’s place and the two stepmoms tell the boys that they know they wanna go away to get some college chicks, but they’ll never find women like them over there, better to stay put and let their stepmoms really take care of them, exactly how they deserve.

MomSwap.2021-06-07.Kiki Daire, Natasha Nice

Best friends Carmela Clutch and Carmen Valentina are planning to go on a trip together with their respective sons Johnny The Kid and Nade Nasty, the problem is that the boys don’t get along. Carmela and Carmen decide to discipline them by showing them a lesson in sharing so they swap their sons and teach them exactly how to get along.

MomSwap.2021-04-26.Carmela Clutch, Carmen Valentina

MILFs April Storm and Nickey Huntsman are lamenting their husbands' lack of care and intimacy, especially with Mother's Day coming up. Little do they know, their stepsons are listening in...and they are hatching a plan to make sure April and Nickey feel appreciated.

MomSwap.2021-05-10.April Storm, Nickey Huntsman

Karen Fisher and her stepson Robby Echo visit her good friend Syren De Mer and her stepson Nathan Bronson one afternoon. While the boys play in their room, Syren shares with Karen that the divorce has been rough, leaving her feeling lonely most nights and unfortunately, Nathan doesn’t let her take care of him like she used to. When the boys come back down needing some attention, Karen and Syren have the idea to swap their stepsons and show them what a real good time they can have with mommy’s friend!

MomSwap.2021-03-29.Karen Fisher, Syren De Mer

I fucking love my job. Being a security guard at the mall is such a power rush, especially when bratty little thieves like Ameena try to steal from us. I know girls like her, getting caught is half the fun for these sluts, and I'm more than willing to play my part. Now I get to have fun with her tight little holes and paint that pretty face with a fresh load of cum... what a life!

Shoplyfter - 2025.09.13 - Ameena Green - The Politicians Daughter

Mike is absolutely convinced that Ms. Olsen is out to get him. Low grades, detentions, and all kinds of punishments are making this jock’s senior year a living hell—and he’s determined to get back at her, no matter the cost. One day, he catches Ms. Olsen engaging in inappropriate behavior on school grounds, and he secretly records the whole thing on his phone. Later, he confronts her in her office and tells her what he saw. Anya tries to brush him off with threats, but Mike shows her the footage. Now, her job is on the line—and it’s up to Mike whether she stays or goes. The horny student starts fondling her, giving him a clear idea of what he has in mind. Ms. Olsen plays along, striking a horny deal with her student, sealed with hot cum, to keep the whole incident under wraps.

pervprincipal.25.08.09.anya.olsen

Anya and Ellie are both desperate for grandchildren! They've tried everything to sabotage their stepsons, Jimmy and Nicky, hoping to get their girlfriends pregnant. Desperate to have babies back in the family and still being attractive and fertile ladies, they plot to get impregnated by each other’s stepson. With the excuse of teaching the boys about the basics of sex and how to keep their girlfriends satisfied, they lure them into a steamy session. As Jimmy and Nick are fucking each other’s stepmom, they feel tempted to swap, pushing their own boundaries by making babies with their stepmoms!

MomSwap.2024-01-15.Anya Olsen, Ellie Taylor

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