“Am I in Trouble?”

16 min read

Ann gets inspected by hotel security. Photo: SexArt

Ann gets into a sticky situation when hotel security sifts through her personal belongings

I must be rubbing off on the Missus. This hotwife extravaganza was inspired by a dream she woke up from much too early. Here’s what she missed.

The bartender handed Ann a glass of wine that she thought was less than generous, even for an open bar.

“Can you top it up?” she asked.

“I’m sorry, ma’am,” he said. “That’s what we’re allowed to pour.”

“Ma’am?” she shot back. “OK, then how about you pour me another glass?”

She dropped two dollars in the tip jar as he poured a more generous glass.

Ann surveyed the room of conference-goers that would be stuck together for the next week. She finally felt relaxed.

She would have missed the reception if she hadn’t changed flights. The traffic was terrible from the airport. She barely had enough time for a hot shower. Her black cocktail dress was at the top of her suitcase, but it took some digging to find her sheer black pantyhose and her heels. And it was a struggle to get her pearl necklace latched.

There were more than a few cute guys out and about. She twirled the wine in her glass, feeling that familiar mixture of freedom and anxiety. She drank her nerves down with the first glass and was working on her second when she felt a tap on her shoulder.

Ann turned to find a taller man with slick hair and a stubbly face beside her. He had on a navy blue suit with a maroon tie and there was a walkie talkie or something strapped towards the top of his broad shoulders.

“Mrs. Jenkins?” he said.

“Yeah,” she said. “How do you know my name?”

“Your name tag,” he said.

“Oh, of course,” she giggled.

“I’m with security.” His voice was lost in a room abuzz with free booze.

“What?” she said.

He leaned down and spoke at her level. He had a deep voice. “Hotel security. Can you come with me?”

“Is there a problem?”

“We just need to ask a few questions.”


“Yeah, the security team.”

“I just got here.”

“I’m sorry,” he said. “It shouldn’t take too long.”

“Can I bring my wine?”


She held out her glass as she passed the bartender, who filled her empty glass nice and full before she caught up with security.

They got in the elevator and the man hit the button for the basement. No one was on the floor below. She followed him through a maze of hallways until they reached a dark corridor. The only light came from the crack of a doorway they were walking towards.

She had enough wine rushing through her now — on an empty stomach — that she didn’t think through whether or not the situation was unusual. Or safe.

It was, at the very least, unusual.

They entered the room and three other men were sitting around a sturdy wooden table. They were all younger — most likely in their 20s or early 30s — and wearing the same navy suits and maroon ties. One of them threw something on the table.

“My bag?” she said in shock.

“Why don’t you sit down,” said her escort. He pulled out a chair and offered her a seat, taking away the wine glass.

“Am I in trouble?” she said.

“We just had some complaints about your room,” he said.

Her confusion was amplified by the fact that he was taking rubber gloves out of his pocket.

“I just arrived.”

“Well there should be no problem then,” he said, slipping the gloves over his hands. “Would you like some water?”

“No,” she said. She couldn’t give him the dignity of thinking he was helping her even though it would have helped with the lump in her throat that was prompting her to swallow. She downed her wine.

“Do you know this is a family hotel?” he said.

“I guess, sure. Everyone knows that.”

“This hotel prides itself on its decency. You might say we have higher standards,” he said. “Those standards apply to our guests, you know.”

“What does that mean?”

“It means we think you’ve brought some things that are not allowed here.”

“Hank,” according to a security badge she had just noticed, slowly opened her bag. The unzipping sent echos through the quiet room.


“You can’t just go through my stuff,” she said.

“Ma’am, we’re hotel security. We go where we choose.”

“If I get called ‘ma’am’ one more fucking time, I swear.”

“Watch the language,” he said. “Do you prefer Ann?”


“Ann, this will be over soon, I promise. You seem like a nice woman. I’m sure everything will be all right. We just need to check a few things.”

She slumped back in protest as he started to poke through her things. The pervert seemed to go right for her stack of underwear. It was a jumble of gray cottons, purple cheekies, panties with invisible liners, and a hot pink thong, which he seemed to take particular interest in.

“Aren’t you here just a week?” he said.

“Lots of cocktail parties, I guess,” she said.

His eyes drifted down her body and towards the blackness in her open dress. His wandering eyes should have freaked her out but she just felt kind of tingly all around.

He seemed to have a nose for the dirty stuff. She held her breath when he took a smaller travel bag out of her luggage.

“What is this?” he said, squinting his suspicious eyes.

“Nothing,” she said. “I don’t really know.” Her lies were usually so obvious that they came across as admissions. But this admission had a touch of truth.

“It’s your bag, how do you not know?”

“My husband packed it for me. He called it a ‘Care Package’.”

“And they let you on the plane?”

Ann nearly laughed but thought it might bring on emotion and maybe tears.

Hank zipped open the rectangular travel bag and peeked inside.

“Guys, I’m going to need some help with this,” he said.

The other men also had rubber gloves and put them on. They gathered around Hank for an inspection.

“Listen, I don’t think I did anything wrong,” she said.

“We’ll be the judges of that,” said Hank.

The first thing that came out was her favorite wand vibrator but a different color. Purple was new for her.

“What are you going to do with this?” said Hank.

“Backrub, maybe.”

In her growing discomfort, Ann felt an annoyance towards her husband. She hated packing, and often found herself too consumed with work to think about what she would do on a trip after a few glasses of wine. She told her husband she didn’t want to mess with getting vibrators and lube through security. But he insisted, promised her she wouldn’t get any unwanted attention.

She wished she had listened to herself.

Next out came a massive jackrabbit vibrator. She had never seen it before. It had a huge shaft and little alien fingers for the clit. It looked like a medieval torture device.

“Do you think this is safe?”

“Probably not, no,” said Ann, laughing in embarrassment until her face was red.

Hank gave a smirk. It was the first time she saw a hint of a smile from any of the men and it was oddly reassuring.

The men pulled out a big bottle of lube, some pain relievers, and then a plastic chain of beads that got larger toward the top.

“You might want to hold those through the ring,” she said. “You know, anal beads.”

Hank didn’t seem to mind. She didn’t know what else he could possibly find but then he pulled out a fat packet of purple plastic. The packet unfolded from his hand and Ann saw that they were packs of condoms.

“Four condoms,” he said. “That’s also a lot for a week.”

“Oh my god!” she said. “I don’t even know how…You know what, it’s none of your fucking business.”

“Calm down, it’s OK,” he said. “We can take them off your hands if you’d like.”

“Suit yourself,” she said.

He detached them one by one and gave one to each man. She felt it odd that they all set their packets on the table in front of them rather than tucking them away like they did their rubber gloves.

“Who do you guys work for, anyway?” she said.

The question seemed to throw them off. They exchanged glances and one man nodded at Hank.

“Can we have your phone?” said Hank.

“No!” she said.

“You asked a question,” he said. “Do you want the answer?”

She reluctantly handed it over, feeling like it was against her better judgment. In a country that prided itself on civil liberties, she felt like the world was hanging her upside down.

“Your thumb,” he said.

Ann unlocked it and Hank took it back, seeming to launch an app. He typed something and waited. It felt brutally long but it was probably only about 30 seconds before she heard a message notification. Hank handed the phone back.

There were two messages. One to her husband.

“Can we proceed?”

And the reply. “Do you want to, love?”

She felt a sudden relief that this was all a big scheme. Then she felt a touch of anger. It put her in a weird spot. Typically, she didn’t entertain her husband’s weird fantasies. “Who is it you want me to fuck, exactly?” she would say in response to his cuckold confessions. She was slightly blown away by the length he went to arrange this particular scheme.

But she also felt he was goading her. And that was enough to push her over the edge. Fine, she thought.

“Why not,” she texted back.

She set the phone on the table. A notification shot back quickly but she was too preoccupied looking at the room full of men around her to respond. Her nervousness of being in trouble was now replaced with the nervousness of doing a different kind of bad. Could she bring herself to get naked in front of a group of strangers?

“Am I supposed to get this started?” she said.

Someone from behind her chair pulled her away from the table. She looked back and for the first time noticed the other guys’ badges.


“Gene” had dirty blonde hair and a big chest with muscular forearms. He was the cutest.


“Wade” was the only black guy in the bunch, and she felt like he could see through her with his big brown eyes. She felt an immediate desire to suck on his lips and put her hand up his shirt — or maybe down his pants.


“Ståle” seemed to be the only guy with an authentic name. He looked like a Viking with bright blond hair and a thin frame.

Hank looked less imposing in the light. He was much cuter with a smile. He tangled his fingers in her hair, tugging her head back slightly as he combed them through the waves.

The men felt welcomed. They gathered around her and began to touch her. They started in relatively innocent places, which was even more of a turn-on: an elbow, a knee, along the rim above her sleeveless dress, where her skin was patchy with pink.

Wade leaned down and kissed Ann on the forehead and then on top of her head.

“Mmmmmmmm,” she said.

With his chest blocking her view, the other men seemed emboldened with the thought that they could touch her anomalously. She put her hands against Wade’s hard chest as she felt a hand slide up her dress. Another hand went down her dress and grabbed her breasts over her strapless bra. She reached her hand back and ran her fingers through someone’s hair — maybe Gene’s.

She felt a tongue latch onto her neck. Someone else started to lick and gently bite her ear, breathing heavily. The pearls tightened around her neck at the grip of a strong hand.

She felt fingers sternly pressed against her pussy, which was swelling through her black pantyhose. There was an immediate sensation of a light orgasm when the fingers start to circle over an emerging wet spot in her underwear.

Ann was already losing her breath. “Oh, yesss.”

They all pulled away, almost in a coordinated way. Gene was still behind her and pushed her dress down over her stomach. Wade was still rubbing her pussy but took his hand away to pull off her black bra after Gene unhooked it. She wore a padded bra to conceal her thick nipples, but now she just wanted them exposed. Her breasts bounced as her bra pulled away but they were quickly steadied as Hank and Wade each took a plump nipple into their mouth and sucked them a juicy red.

She was definitely having an orgasm but it moved slowly through her body. Gene grabbed her under the chin and pulled her pretty face up towards his as he leaned over her. He gave her an upside-down kiss and she gave him tongue.

Ann felt something slippery move down her shoulder and towards her breasts. Wade was sucking loudly on her tit as he continued to work her pussy, pressing his fingers into an emerging wet spot in her pantyhose.

“Uuuuuhhhh, unnnnnnhhhhhhh,” she said, not even trying to sound like a slut getting ready for a gangbang.

OK, I really came that time, she thought.

She needed to slow it down a little. She had to pace herself. She got up out of the chair, pushing her way past the man. The dress fell down to the floor and she stepped out of it in her heels. She leaned over to put her hand on the table and bent over to show off her perfectly curved ass.

Hank put his fingers down the waistband of her pantyhose. He pulled them down slowly over her underwear and they bunched up over her thighs, dropping down quickly over her knees. She stepped out of her heels so Hank could get her nylons off.

She might have worn different underwear for a gangbang, but she felt perfect — part sexy, part slutty — in see-through cheekies that clung to the curves of her ass and slightly up her crack.

“I thought you be wearing a thong,” Hank said.

“Sorry to disappoint,” she said.

A pair of panties should never detract from an irresistible ass like Ann’s. They seemed to meld with her curves and would have been invisible except for a line of color that switched from shiny velvet to the pale skin of her butt cheeks.

“If I did something bad, someone should spank me,” she said.

Ståle gave her a little tap on the ass.

“Tsk, tsk,” she said. “Harder than that.”

“Your husband told us to be gentle,” he said.

“Wade, show him how it’s done,” she said.

Wade spanked her hard.

“Ooohh, that’s better.”

He did it again.

“Owwww!” she said, “Do it again.”

He slapped her even louder. “Grab it,” she said. “Grab it hard.”

“If I did something bad, someone should spank me,” said Ann.

She turned around and started to kiss Wade as he squeezed her cheek in his hand. She directed him to take his shirt off and she sucked on his little dark nipples.

“Now, you need to kiss my ass,” she said.

Hank was already pouring coconut oil over the pink handprint on her ass as Wade got down on his knees and put his tongue right into her tight hole. Ståle quickly got down on his knees and went at her from the front.

She felt their two tongues covering her pussy lips and her ass. Wade had his hands on her slippery ass cheeks and Ståle had her breasts in his hands, squeezing her fat nipples between his thumbs and index fingers.

“Oh, fuck,” she said.

It seemed like Ståle and Wade’s tongues were intertwined at times. It seemed they had a thing for each other, which turned her on. Just the thought of them exchanging the taste of her pussy and ass somehow made her come again.

She hadn’t noticed that Gene was filming the unfolding scene with her phone. She blew him a kiss and told him to drop his pants. He fumbled around with his button and zipper until his blue pants fell to the floor. He was wearing white boxer briefs and Ann straightened her lips and curved her brow at his thick bulge. He pulled out his big cock. It was uncircumcised and he pulled back the skin to show her his big pink head.

“That’s better,” she said, moving in on him to suck his cock.

Ann’s slurping tongue slipped halfway down his thick shaft as she opened wide to take his head in her mouth.

“We have something else,” said Hank.

She was slightly irritated by the interruption, glancing up at Hank as she continued to give Gene what seemed like his best blowjob ever. Gene seemed even more annoyed.

Hank had something clumped in his hand and he dropped it on the table. From what she could gather, it was a raspberry-colored, long-sleeved bodysuit, a garter belt, some fishnet stockings, and a pair of glasses with black rims.

“What are these?” said Ann.

“Safety glasses,” said Hank, slipping the tips of the glasses over her ears. He slid them up her nose by the bridge.

“Sophisticated,” he said.

Ståle and Wade took a breather to give Hank some space. He clipped the thin garter belt high up on her hips. She maintained her focus on Gene’s bulging cock as he filmed Hank rolling the stockings onto each leg and clipping them to the belt. The one-piece went on last. It felt a bit sensitive against her nipples but she was happy that it had a hole big enough in her crotch and her ass to expose her neatly trimmed pussy.

Ann let off Gene, who was about to burst.

“You can dress me up but I’m not your fucking doll,” said Ann, looking at the camera phone. “Does a doll give orders?”

“No, ma’am,” said Hank from off screen.

Ann giggled. “Well, then. I want each of you to take turns fucking me,” she said. “Starting with you.”

Hank dropped his pants and she got a good look at his thick cock. He held it in his hand as he walked towards her. A voice in her head told her to stop. She was in a family hotel, after all.

Instead, she grabbed a condom packet off the table and handed it to Hank. “I think these are for you,” she said. He smirked and quickly ripped the condom from its package, rolling it swiftly over his cock. She cupped her hand down at her pussy, pouring enough lube to slick herself up inside and out.

The 40-something-year-old’s body would make a young woman hopeful for her future — even jealous — and made these young men crave. Her hair was wild and whimsical; she didn’t have time for anything else. The blonde in her hair seemed even dirtier in the florescent light. Her body was deliciously curved despite her petite frame. Her tummy was tight. Her shoulders, delicate. Her legs were strong and sexy.

She bent over for Hank.

“What a fucking ass,” he said.

Hank’s throbbing head went deep into her welcoming hole that was loosened by motherhood but never promiscuity. Her lips tightened with his widening girth.

“That feels good,” she said, welcoming him to slip his dick deeper into the parting skin of her pussy. When she wasn’t smiling in shock, her lips curved down at the edges, signaling guilt.

“You can dress me up but I’m not your fucking doll. Does a doll give orders?”

Her look of innocence was lost when she was getting fucked by another man, but her cheeks were still blushed by shyness.

“Your pussy feels so good,” said Hank. She looked back at him with a lust in her eyes that reflected the depth of her desire, which she knew now would never be quenched.

On her tippy toes, her ass was the perfect balance of tense and round. Her artful cheeks fit perfectly in his big, strong hands — let’s be honest, that ass would be a perfect fit for any pair of hands.

Hank pulled out and asked her to turn around. He pushed her back on the table. There was something about being face to face with Hank that unlocked something inside her. She felt a pure desire for pleasure, opening herself to it with her heart and mind. Her legs stretched wider.

Hank came closer in as he fucked her and she kissed his lips softly and then started kissing him harder. She felt the sweat of his forehead. He grabbed her breasts — or someone grabbed her breasts. She leaned back and felt herself starting to come.

“Come out, come out,” she screamed.

Hank felt a force against his cock and when he pulled back, her squirt curved in the air, drenching his tummy and cock.

“Ohhh, fuck, uuggghhhhh,” she said.”Uuugggghhhhh.”

She looked at Gene and told him to get a condom on, when she could talk again. “Take this, Hank,” he said, turning the phone over.

Gene didn’t waste much time and thrust himself quickly into her loose pussy. He didn’t let up until she screamed for him to “stop, stop” and he pulled himself out of her. He backed away as her justices exploded all over the table, squirting in several more waves. Her loud screams prompted Wade to check the hallway before closing the door and locking it.

She was fighting off the exhaustion of losing so much fluid when she reclined back on the table. “Wade, fuck me,” she said.

As he struggled to put his condom on, Gene prompted Ståle to take off his pants and get on the table. She thought Gene had been close to coming and he was seeming impatient, almost grumpy. Ståle came in close to her, kissing her neck. He stuck his nose in her ear and then clamped her ear lobe with his mouth.

“Oh, fuck,” he said.

There was a slapping noise against his ass and Ann looked down to see Gene fucking him hard.

Ståle probably had the smallest cock of them all but it looked sizable against his thin frame. It was hard and upright — banging up against his tight stomach as Gene fucked him. His nut sack hung pretty low and Ann grabbed his cock and started to jerk him off.

Wade finally got his condom on and was wasting no time. Her inner thighs felt beaten by his thrust.

Wade buried his face in Ann’s bouncing breasts. He screamed as he came inside the condom deep inside her.

“Out, out, fuck,” she said as her last drips squeezed out of her onto the puddle on the table.

“Uuuuhhh, come in again,” she said. The tip of Wade’s condom was dense and white but he continued to fuck her hard.

Now Ståle was starting to get squeamish. “Yes, yesss, yessss, ohhhhh,” he said. She could tell from Gene’s wincing face that he was starting to cum.

She felt something sticky shoot up her arm and then a second wave hit her on the shoulder and some landed on her chin as Ståle screamed in ecstasy. She leaned her head back, feeling like she would never stop coming. Eventually, Wade lost his stamina and pulled himself out of her and sat back on the chair.

Hank was still filming. A tired-looking Ann looked over and motioned him to come. He pointed the camera at his throbbing cock. She ripped his condom off and started to suck on him.

Ann looked up at the camera lens and could almost see her husband looking back. Her inspired eyes beamed blue through the fake lenses of her glasses as her jaws opened wide for Hank’s swollen dick.

He started to move around on the tips of his feet like something was about to happen. Ann slipped her mouth deep over his cock, feeling him flex in response before he filled her mouth to the brim with his sticky seed. She took him out when her mouth got full and a few drops of cum sprayed over her glasses.

Somehow Hank had managed to keep the camera trained on her. Ann opened her mouth and stuck out her soiled tongue.

A few drips of him slipped off her tongue and onto her breast before she swallowed him all down, opening her mouth again and twitching her tongue to proudly prove she could swallow. Her body had lost its ability to sense so she tasted nothing as his cum slipped down her throat.

“I hope your dreams are as good as mine,” she said.

She placed her fingers on her sticky lips and blew a kiss.

“Love you,” she said as the viewfinder faded to black.

Ann woke up with her head spinning. The room was dark, but her alarm was going off. She couldn’t quite get to it. She felt overheated and stuck.

There was a warm body to her left and to her right. She poked her head up and saw the outline of another man sleeping on the couch.

Ann quietly got out from under the covers and crawled to the edge of the bed. She tried to find the floor with her foot but found a grumbling man’s hand.

“Sorry,” she whispered.

Ann grabbed her phone and walked into the bathroom. She wasn’t sure what she thought about the satisfied-but-tired woman looking back at her.

“Holy shit,” she said under a breath of disbelief that cut both ways.

Ann had to take a long shower to get all the man off her. It was 10 minutes before her first session by the time she was dry enough to pick up her phone and check the time.

She glanced around the room looking for her bag. From the light of the bathroom, she could now make out Wade at the edge of the bed. He only had a sheet covering him and his gorgeous chest was exposed. There was something poking into the sheet from his crotch.

Ann touched herself. She didn’t know how her pussy was still there. How had it not simply melted away, she thought.

Because it’s still burning, she thought.

She stopped, thinking about all the sessions she had missed that week. She looked at Wade’s peaceful face, walking slowly towards the bed with her hands between her legs.

She pushed Wade on his back and ripped the sheet off his body.

He was still asleep when she slid down his spritely morning wood.

About the Author

I earned my pen name from my missus for my tireless efforts to find her the best sex toys, porn, and erotica, including my own hand-crafted smut. I eventually started to write about our dirty project, publishing on a variety of platforms. Follow me on Twitter to get all my latest updates.


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