Reverse Cowgirl (221)

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

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

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

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

A camgirl, Lily (Charlotte Sins), is performing in her living room when her stepbrother Robert (Tyler Cruise) unexpectedly walks in on her, having come home from college a day early. Robert is shocked that she's camming, saying that their parents take care of everything - including college tuition. But Lily says that's only true for HIM, so SHE needs to work. Robert is a bit sympathetic that she doesn't get the same care from their parents, but still says that camming is wrong and he's going to tell their parents unless she stops. Lily panics at the thought of losing her livelihood, and offers him sex so that he'll keep her secret.

PureTaboo - 2025.12.16 - Charlotte Sins - Camgirls Dilemma

A lesbian teen, Anna (Sophia Sterling), invites her bisexual crush Bailey (Maisey Monroe) over for a movie night to get to know her better. Anna's stepdad Jake (Ryan Driller) is supportive and plays wingman in an attempt to help Anna, but it backfires when Bailey starts coming onto HIM instead. Bailey cheekily invites him to watch the movie with them, which leads to Bailey tempting Jake to fool around with her under a shared blanket. All the while, Anna is unaware. When Anna finally leaves the room for a short time, Bailey and Jake have lustful sex with a major almost-caught moment.

PureTaboo - 2025.12.09 - Maisey Monroe - Stealing Her Crush

A teen girl, Ruby (Emma Rosie), is standing outside of her house naked while holding a humiliating sign. A stranger, Marlow (Derek Kage), is so stunned by the sight that he stops his car and gets out to ask Ruby what happened. Ruby explains that her parents are angry at her because she lost her virginity, so they decided to punish her like this.

Marlow says that's outrageous, and declares that he's going to give her parents a piece of his mind right now. But Ruby says that her parents went out and locked the door, so she has no way of getting back into the house until her parents come back and decide to let her in. She adds that all of her neighbors are the 'mind your own business' type, so she knows that none of them will bother to help her.

Seeing that Ruby is shivering, Marlow offers to drive her back to his place so she can warm up, and then he can return her before her parents notice. She agrees, but once she's at his place it turns out his intentions aren't so noble...

PureTaboo - 2025.12.02 - Emma Rosie - Nude And Unusual Punishment

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

Jacob (Jason Sarcinelli)'s wife has recently returned to work after having taken maternity leave for their young family. But since they're both working now, and the wife does a lot of overtime, they hired a nanny, Katherine (Kylie Rocket) to help them out.

Unfortunately, Katherine has taken a shine to Jacob and begins flirting with him when the wife isn't around, which makes him uncomfortable. Things get especially awkward when Jacob one day catches Katherine trying on his wife's necklace.

But Katherine is determined to get what she wants, which eventually leads to her sneakily taking a shower and enticing Jacob to join her, all while knowing Jacob would think he's joining his wife. When Jacob indeed sees Katherine naked and sudsed up instead of his wife, he is stunned! But Katherine latches onto the opportunity and begins seducing him, preying on Jacob's loneliness...

PureTaboo - 2025.11.18 - Kylie Rocket - The Nanny Wife

Annie (Lulu Chu) has been raised under the rigid control of her religious stepmother, Mary (Penny Barber). Mary resents her ex-husband for being sinful - including watching pornography behind her back - and is determined to make sure Annie doesn't go down the same lustful path.But one night, Annie secretly watches adult content for the first time, and touches herself until she orgasms. She hopes Mary will never find out about it, but the next morning Annie is horrified to find a strange, living growth between her legs. She lets out a scream, causing Mary to come running, and Mary is horrified when she sees what's happened to Annie.Panicked, Mary rushes Annie to a nearby urgent care clinic, and begs for help from the doctor, Dr. Hunt (Sophia Locke). Doing her best to examine the grotesque mutation, Dr. Hunt quickly becomes both alarmed and fascinated. Dr. Hunt says that fluid is building up inside this strange growth, so they need to find a way to release the pressure before the situation gets worse... Blending body horror with psychological tension, The Growth explores the disturbing consequences of sexual repression, religious guilt, and the fear of desire.

PureTaboo - 2025.10.29 - Lulu Chu & Penny Barber & Sophia Locke - The Growth

Lucas (Isiah Maxwell) is outraged when he finds that someone egged his house. Thanks to his doorbell camera, he finds out that the culprit is his teen neighbor, Jodie (Summer Col). He confronts Jodie, saying that he already cleaned up the mess outside, so she needs to make it up to him by cleaning INSIDE his home... Otherwise, he'll tell her parents.

Jodie agrees, but as she cleans, Lucas gets increasingly tempted by the sight of her body. He 'accidentally' spills water on her so she'll have to clean dressed only in her underwear, and eventually he offers that she won't have to keep cleaning IF she has sex with him. Jodie is shocked but wants to stay out of trouble, and does her best to please him with an energetic sex session.

PureTaboo - 2025.10.28 - Summer Col - Cleaning Up Her Act

Prev Page 7 of 10 Next