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Pussy Fingering (48)

I’m so tired of these lowlife criminals… they think they can steal from under my nose? I have a pristine record, and I’m not about to lose my credibility over two fucking sluts who decided to spend a day at the mall and fuck with the security guard. No, today they’re about to find out what happens when you try to fuck with me… you get fucked.

Case No. 8004031 - Bratty Teens Fuck Around And Find Out

In an absolutely ridiculous attempt to get stuff she can’t afford, Daisy, a fitness-obsessed teenager, tries to steal a heavy dumbbell from the mall by hiding it in her gym bag. The plan backfires immediately as Nicky, the mall’s attentive security guard, quickly notices the shoplifter’s dumb plan and escorts her to his office. Without giving much thought to it, Daisy tries to deny everything, prompting Nicky to take the dumbbell out of her gym bag and strip search her in case she tries to hide something else in the most unsuspected places. Now naked and nervous, Daisy begs the security guard to let this innocent incident slide, but Nicky can’t simply look the other way for free. If Daisy is so obsessed with fitness and also wants to keep her record clean, she’ll have to play with Nicky’s meaty dumbbell and test her stamina in a kinkier and creamier way.

Case No. 8003862 - The Fit Thief

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

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

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

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

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

Bailey (Aria Sloane), wants to have her own pet but her stepdad, Clive (Tommy Pistol), denies her because he feels she's not responsible enough. But if she agrees to BE a pet herself for a whole week, then he'll allow her to have a pet. Although Bailey finds this proposal weird, she's determined to get that pet, so she agrees. How bad could it be, right?

Things seem to start off well enough but as the week goes on, Clive starts to become purposely neglectful to make her feel what a pet would feel if she skimped on her duties. A missed meal here, a delayed outdoors break there... Still, Aria holds strong, knowing she's close to getting what she wants.

But eventually Clive becomes even more perverted to the point where he has her beg to get his 'bone' on the last day of the deal. Although she's shocked, Bailey, not wanting everything she's been through to be for nothing, gives in.

PureTaboo - 2025.10.21 - Aria Sloane - Family Pet

Lana (Hazel Moore) is celebrating her 19th birthday, so she has invited over her friends Christie (Hailey Rose) and Chloe (Liz Jordan) for a slumber party. Lana's stepfather Greg (Seth Gamble) promises to watch over the three girls and keep them out of trouble, especially since Lana's other parent (Lexi Luna) will have to miss the party due to a last minute shift change at work.

However, Greg's intentions towards two of the girls are less than pure, and he knows that his stepson Ethan (Nick Strokes) has strong desires for the third girl. As Greg hatches his scheme with help from Ethan, the birthday girl learns disturbing truths about the people she thought she knew... and by the time the party's over, nothing will ever be the same again.

PureTaboo - 2025.04.29 - Hazel Moore & Liz Jordan & Hailey Rose - The Partys Over

Kevin (Tommy Pistol) has been looking after his roommate, Jamie (Jennifer White), while she's been too sick to work. Dedicating all his time to her has turned out to be something he truly cherishes, but perhaps he's grown slightly too attached to this new routine... Now that Jamie's feeling better, she's been looking for a new job to get her life and finances back on track, and this sets off alarm bells in Kevin's mind. The last thing he wants is for Jamie to lose her dependency on him, and he must find a way to keep her close.

That's when Kevin devises a devious plan to sabotage Jamie's job search, incrementally stiffling her prospects while cutting her mental stability down at the knees. Jamie has no idea that Kevin's doing this on purpose, and she plays right into his hands. Her ignorance leads to misplaced gratefulness... and eventually her getting seduced into Kevin's bed, giving him exactly what he's always desired.

PureTaboo - 2025.04.15 - Jennifer White - Need You To Need Me

A patient, Tommy (Tommy Pistol), is heading into a routine surgery. He's a bit nervous, but the nurse (Anna Claire Clouds) assures him that everything will be fine. However, just before the procedure begins, the nurse and the surgeon (Ashley Lane) start acting a bit suspiciously.

When Tommy becomes fully alert after the surgery, he finds himself in the same room, but now he's all alone... and something feels very, very wrong. He frantically removes his bandages, and is horrified to see that his penis is completely gone. Tommy panics, but he finds a note telling him to go to the basement.

Tommy enters the basement, and is shocked to find that the surgeon has transformed into a terrifying monster, and she's using Tommy's detached penis to fuck the nurse. Tommy pleads for his cock back, but the monster says it will cost him his soul and much more, because she wants to create a human-demon hybrid. Tommy is desperate, so he agrees to the bargain. Tommy's dick is reattached to his body, but now he has to fulfill his half of the deal by having a threesome with the monster and the nurse until their twisted desires are satisfied...

PureTaboo - 2025.03.26 - Ashley Lane & Anna Claire Clouds - Manhood

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

A marriage counselor, Dr. Taylor (Dee Williams), is surprised when her client Sam (Oliver Davis) shows up for his latest appointment without his wife. Sam explains that his wife was in a terrible accident, and is now in the hospital on life support. He acts distraught, saying that he feels lonely and touch-starved.

Dr. Taylor assures Sam that his wife would understand if he sought companionship during this dark time. But to Dr. Taylor's surprise, Sam pleads for HER to have sex with him, saying he needs something to keep him going. Dr. Taylor is hesitant but sympathetic, and has tender sex with him... only to receive another nasty surprise.

PureTaboo - 2025.02.04 - Dee Williams - Im Sure Shed Understand

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

Tired of summer school, rebellious Indica Marie snuck out and tried to steal tons of merchandise from the shopping mall. The plan was clearly flawed, and her only intention was to get caught, so when Officer Mancini took her to his back office for questioning, her bratty attitude remained. Seeing that he could not get to her, Mike tried a more agreeable approach and gave the girl a strip and cavity search. He even introduced his fingers deep down her surprisingly wet pussy to provoke her, but Indica’s boldness was still intact. Soon, Mike realized that scaring the crap out of Indica would not work, but maybe he could convince her to make a naughty deal, empowering the spoiled schoolgirl and getting something out of it as well. Faking reluctance, Indica sucked Mike’s cock and let him play with her perky tits as an excuse to walk away a free young woman.

Shoplyfter - 2025.07.12 - Indica Marie - Bratty And Horny

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