Standing Doggy Style (49)

Alex, a pampered cheerleader with a snobby attitude, feels the sudden rush of pre-game panic and tries to steal the one lip gloss that perfectly complements her pout. Her hasty attempt at shoplifting did not go unnoticed as Ryan, a security guard who has no tolerance for bratty girls, observes the whole incident and intercepts the petty thief before she tries to escape. Now inside a cramped office, Alex tries to lie to the security guard to make it to the match on time. Ryan is not eager to let her go so easily, and conducts a thorough cavity search, only to find the missing lip gloss hidden deep inside her pussy. Desperation gets hold of Alex as she imagines the repercussions of her actions on her popularity. Lucky for her, Ryan has a soft spot for hot cheerleaders with pouty lips who know their way around cock. Faced with no alternative, Alex gives Ryan a sloppy blowjob and lets him stuff her up to avoid her reputation as a cheerleader being ruined by an “honest” mistake.

Case No. 8003863 - The Sloppy Cheerleader

So, she thinks being a security guard is pathetic? She's going to regret saying that. She can't expect me to ignore the fact that she's wearing all those stolen bikinis under her clothes, and she can't expect me to go easy on her after she insulted me. I'm going to show her just how non-pathetic my job is by searching her entire naked body for more evidence. I'm going to grab her tits, her ass, and I'm going to shove my hand up her asshole. If that deep cavity search doesn’t prove how much power I have over her, I’ll give her a choice to show her what I can do. She can go to jail, or she can suck my dick. Let's see how tough she is when I fuck her on my chair. She better be great at riding my cock if she wants me to forget everything she did and said.

Case No. 8003815 - The Busty Bikini Thief

The commencement ceremony was about to begin, and Selina was running late. She rushed to the event running like mad until she felt the sharp crack of her heel. In panic, she went into the first store she could find and spotted a pair of new heels that would make her ceremony an unforgettable one. Yet, her shoes weren't the only broken thing. Cashless, she tried her luck and attempted to walk away with the new heels as if they were her old pair. Fortune was not on her side as she tried to make a swift exit, and Juan Largo, the ever-vigilant security guard, intercepted her impulsive flight. Now in a dimly-lit back office, Selina was questioned by the security guard about the shoes she was wearing. Desperate, she quickly came clean with the officer and told him she was planning to come back and pay later, but she had to make it to her graduation first. The security guard was not particularly sympathetic to her confession and decided to strip-search her instead to ensure she hadn't shoplifted anything else. Eventually, he felt sorry for Selina and offered her a choice: she would make it to her graduation day if she was willing to show the officer those "extracurricular skills" she did not learn from her teachers...

Case No. 8003861 - Graduating From Juvie

McKenzie, a nerdy high school student, is consumed by her latest science project. With an unwavering determination to excel, she pours every ounce of her energy into the assignment. However, the project required a lot of materials, some of which were beyond McKenzie's limited budget. Driven by desperation and a fear of failure, McKenzie tries to steal some chemistry supplies from the mall, but Tony, the mall's security guard, steps out of nowhere and asks her to follow him to the back office. Tony had observed McKenzie's furtive behavior on the security cameras and knew she was hiding something, but she didn't really know where. Her backpack only has her school stuff, so he has to double his efforts and do a thorough pat down, with a cavity search included. Much to his surprise, the not-so-naive blonde had hidden the stolen goods under her bra and even inside of her! McKenzie, desperate to leave the place without getting charged and keeping her track record clean, decides to play nice with the officer and participate in Tony's raunchy experiment.

Case No. 8003679 - Anything For An A

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)

On Mother's Day, everyone is desperate to find the perfect gift, and they do anything to get it. As a security guard, I see people stealing all kinds of gifts on this day every year. That's why I knew this chick was hiding something. I took her to my office and tried to check her purse and body, but she insisted on her stepmom being there. Once both of them were in the room, I did my job and found a very expensive bottle of perfume in her bag that she stole for her stepmom. I tried to find out if that was the only thing she stole, so I checked her body, stripping her naked and touching every inch of it, even shoving my fingers inside her ass and her pussy. Neither of them wanted problems, so I offered them a choice: they could both suck my cock, or go to jail. They didn't even hesitate. Before I knew it, both of their mouths were around my dick, sucking it dry and licking it as if their lives depended on it. I guess moms are not the only ones getting something nice this time of the year.

Case No. 8003860 - Stepmom To The Rescue

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

Hazel never imagined what stealing a dildo from the mall's sex shop could cause. The young school girl, tired of being teased for being her class' miss goody two-shoes, decided to take matters into her own hands and pop her cherry with a sex toy. Unfortunately, she didn't have one and figured she had to do it right. At the sex shop, she reached for the biggest and thickest plastic dick on the shelf and tried to make a run for it, but security guard Jack Vegas caught her with ease, taking the naive gal for questioning. She was already in so much trouble, so she could barely talk while the officer patted her down. His firm hands certainly ignited sensations she had never felt before. The patdown evolved into a thorough cavity search, a security measure that felt more like a first time for Hazel. Feeling equally scared and aroused by the situation, she heard Jack's instructions eagerly as he explained he had to press charges unless she did something for him. The officer had always wanted for someone to suck his cock while handcuffed, another new for Hazel. Without other options and with a bit of expectation, Hazel turns Jack's fantasy into reality, knowing that this will only be the first part of their naughty deal.

Case No. 8003420 - Take My Pussy, Officer

I know I fucked up, but I never thought I'd be fucking my older step-sister with some stranger in the back of a department store. It all started when I tried stealing some sex toys. It was part of a school ritual, and I really wanted to prove myself. But things got out of hand, and when I was caught shoplifting, I knew I was in deep trouble. My only thought was to call my older step-sister, Hadley. Of course, she was furious but willing to do anything to help me. And I was willing to do anything to get us out of this situation. The loss prevention officer gave us an ultimatum - my step-sister and I play with each other's pussies, he fucks us, and we walk free. Losing my virginity like this was not how I pictured my first time at all... As wrong as all this is, is it weird that I was excited?

Case No. 8003592 - The Desperate Virgin Thief

Liz, a young and idealistic college student, is staging a protest against the mall's dress code policy, specifically their "no promiscuous clothing" rule, after being removed from the premises for her attire. In an act of defiance, she returns to the mall, wearing barely anything and carrying a sign that reads "Free the Nipples," challenging what she views as an unfair and restrictive policy. This doesn't sit well with Officer Mancini, who is just trying to do his job and can't have a noisy teenager chasing customers away from the wall with her vandalism. Now in Mike's office for questioning, Liz tries to talk her way out of the situation, but her irritating attitude prompts the security guard to do a thorough cavity search in search of any dangerous items. When Mike's hands reach for Liz' pussy, he realizes how tight and closed it is. Concerned about the little student's future, he offers to let her walk away a free woman if he gets to free her pussy first. The young activist realizes that she actually needs the Officer's creamy blessing much more than any protest to liberate herself from oppression.

Case No. 8003589 - Free The Pussy

Shoplifting gives juvenile delinquents all sorts of creative opportunities to try and snitch items in the most unsuspecting ways. Take Lucia, for instance. This cute skater girl has been experimenting with sex toys lately, and she had the unfortunate idea of attempting to take a dildo from the small by hiding it behind her board. Officer Fitzwell didn't find Lucia's idea very original and caught her easily. The nervous look on Lucia's face made Peter feel strong, asserting his dominance by stripping Lucia naked and conducting a thorough cavity search. This act of power secretly made Lucia aroused, but she had to keep her face straight if she wanted her plan to work. The sensation of Peter's hands on her private parts was exhilarating, but Lucia remained calm while the search occurred. Eventually, Officer Fitzwell noticed the dildo behind Lucia's skateboard and her plan crumbled down instantly. Still, the security guard tried to be sympathetic to the skater's sexual awakening and offered her a deal: rather than sitting on the dildo of her board, she could use the officer's cock to see what actual meat inside her pussy feels like...

Case No. 8003494 - Skater Babe Pays Her Dues

Case No. 8003422 - Matching Outfit Thieves

Being a security guard is tough because thieves always think they can get away with anything. This time, a gorgeous woman stole ballet accessories and believed I wouldn’t notice because she was wearing them as though they were hers. Sure, that tight ballet leotard fit her like a glove, and I loved that I could see her perky ass through her tights, but the law is the law. Then, she tried to use her friends as an example to avoid trouble, claiming they always steal from the store and the other guards let them walk away. Well, her friends must be sluts because the only way to avoid trouble is by cutting a deal with the guards. Luckily for her, the way her body looked with the stolen merchandise got my dick hard enough to give her a choice: she could give me a blowjob or go to jail. It was no surprise my dick was inside her mouth right away, but as she was sucking my cock dry, I realized I had to make her do way more than that.

Case No. 8003417 - The Slutty Ballet Dancer

It's Chinese New Year and young Alexia is feeling wild! The girl went into the mall and tried to steal a beautiful lipstick she noticed in the store. What she doesn't know is that she was actually being watched and that the object she stole was really a vibrator. But this is not important now, as she has to answer Officer Pounder's questions if she wants to walk away a free woman. Unfortunately, Alexia tries to play dumb-the worst decision she could make with the security guard. Now, she has to go through all of Will's kinky security checks to prove she hasn't taken anything else. The future is not looking bright for Alexia, who is in the middle of a sticky situation and might have to face theft charges. Will, however, is not an insensitive guy. He is happy to let this one slide if she can do something for him. It is very simple: all it takes is a little preview of how the vibrating lipstick works...

Case No. 8003415 - That Doesn't Paint Lips, Babe

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

In a crowded mall, Aria slipped some items into her bra, hoping to conceal it from the prying eyes of the store's security cameras and staff. London Ford, the mall's vigilant security guard, immediately noticed something was wrong, so he quickly moved to intercept her. As Aria attempted to exit the store, London blocked her way out and gave her no choice but to follow him to his office. The questioning began and Aria failed to explain why she had so many unpaid items with her. Eventually, London was forced to strip the girl naked to make her come clean about stuffing her bra with merch. As Aria grew nervous, London decided to change his game and play the good cop to give her a chance to redeem herself. Her perk little tits had caught his eyes and he just wanted a little release from his stressful job as a security guard. Aria soon understood that her best way out of this situation was showing London what her beautiful boobs and her young yet powerful pussy were capable of.

Case No. 8003680 - Bra Stuffing Brat

Asteria and Rhae wanted to do something naughty for their boyfriends, so they went to the mall to steal some sexy outfits to surprise them. They ended up at the Halloween store, where they found the sexiest little bunny costumes, with deep cleavage and fishnet stockings. They thought they had it, but Officer Rebel caught them just before they could get away. Asteria and Rhae know they’re screwed, but they also know they can get out of it… after all, they’ve been fucking cops and security guards to get out of trouble ever since they turned eighteen. Who could resist these little sluts together? Officer Rebel certainly won’t, and these slutty bunnies are about to milk his cock for all its worth.

Case No. 8003683 - Two Slutty Little Bunnies

Jason never knows what will happen during his shift. As the mall’s security guard, he is constantly forced to detain young delinquents who think they can get away with shoplifting, but there’s never a dull moment when he is on duty. The big surprise today was Isabella, a beautiful gal with a broken moral compass who seems to have played the old trick of going into an apparel store’s changing room and coming out of it with something that was not hers. Everything seemed pretty straightforward to Jason until he noticed the girl was actually wearing a butt plug! Shocked, he conducted a cavity search to ensure she wasn’t hiding anything deep inside of her hole. Isabella pretended to be outraged, but she was enjoying every second of it, feeling Jason’s sturdy fingers climbing inside of her. Isabella was obviously guilty of something and Jason couldn’t just let her get away with a warning, so he offered her a deal: if she loves butt plugs so much, why not try real meat for a change?

Case No. 8003683 - The Butt Plug Situation

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

Many shoplifters think they can outsmart security guards with the oldest tricks in the book. Chanel, for instance, tried to sneak out some items from the mall by pretending to be pregnant and hiding stuff under her dress. Needless to say, Officer Vegas spotted her immediately and took him back to his office for questioning. The naive young girl insists that she is pregnant and has nothing to hide, but Jack easily manages to make her show what's beneath the dress. To assert his authority, the security guard pats Chanel down and gives her a cavity search to make sure there aren't any concealed items inside of her. With her will broken, Chanel is eager to do anything to walk away a free woman. Turned on by the girl's newly submissive attitude, Jack tells her that she can leave if she sits on his lap and plays with his meaty cock.

Shoplyfter - 2025.01.11 - Chanel Camryn - Not So Pregnant After All

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

Ugh, I’m literally stuck in this disgusting, cramped office with four gross loss prevention officers who think they’re so much better than me just because they caught me shoplifting. Newsflash - I always get what I want when I want it. But now, these men have me right where they want me - naked, vulnerable, and entirely at their mercy. It’s infuriating because I’m not used to being told what to do or being treated like some kind of...I don’t know, sex toy or something. But as they’re touching me, groping me, and exploring my body, I have to admit that it’s kind of...exciting. I mean, I’d never admit it out loud, but being bent over and fucked by four different men is a total thrill, even if it is a bit degrading. And okay, fine, I’ll say it - I’m loving every second of being their little fuck toy! Being passed around and used for their pleasure…I never knew submitting to someone could be so fun. Bent over on the desk, my delicate pussy lips spread by their strong hands, all of them gawking at me, imagining all of the fucked up things they wanted to do to me. It’s wrong, but holy fuck am I wet right now… I’m just a vessel for their cum, and it’s kind of...liberating. I mean, I’m not going to start wearing a “I’m a slut" t-shirt or anything, but...yeah. Being completely and utterly at their mercy is kind of a turn-on. And as they’re taking turns fucking me, I’m just going to have to swallow my pride and admit that, yeah, I’m enjoying this. A lot.

Shoplyfter - 2025.03.29 - Angel Windell - The Officers Gangbang

Prev Page 2 of 3 Next