Detective Hailey in high heels

This is a story about detective Hailey going naked and masked undercover. Enjoy.

A case file was placed on the desk and Detective Hailey Paddy was eager to be given her first assignment in the homicide division.

The Lieutenant was curt after opening the folder. “Look familiar?”

“George Franko,” she said after taking a glance at the picture.

“He’s suspected of ordering the death of a rival,” the Lieutenant stated in a way that showed that this was headed somewhere. “But everything we have against him is purely circumstantial. That’s where you come in, detective.”

The fact that the higher-ups in the department trusted her with such a big task put a smile on her face. But she knew, based on her superior’s expression, that there was a catch. Instantly, she knew what it was. With the body of a professional track runner, Hailey Was always on the top of the list for the most salacious assignments on the police force.

She thought she had left that world behind with her recent promotion, but she should have known better. Her body was a major asset.

“High-class escort or cheap hooker?” she asked flippantly. “What will it be this time?”

“High-end server. Consider it a compromise. You know that he has a weakness for beautiful women, and to put it bluntly, we need your legs again.”

“If you’re looking for a female agent to use her body, why isn’t anyone from Vice handling this? There are plenty of younger women there who routinely go undercover as escorts.”

“Out of the question,” he said sharply. “We now suspect that Franko may have multiple informants within Vice, and throughout the entire police force. We think it’s best to keep this operation as small as possible.”

She hesitantly agreed. “What’s the job?”

“Thanks to our own informant, we know that Franko will be attending a masquerade ball this Saturday.”

“I’m familiar with those. Masked balls at large manors, but they’re always just sex orgies for the rich and powerful.”

The Lieutenant nodded. “Correct. Our goal is to take down Franko before a war breaks out on the streets.”

“I’m assuming you have a plan already worked out,” she said.

“We send you into that ball as one of the models who serves drinks. We’ve already obtained several warrants. You’ll be given our newer micro recording devices. Very advanced. It’s the type of stuff the Feds are using now.”

“Bugging is my specialty. How do I get inside?”

The Lieutenant tossed another folder onto the desk. Hailey Picked it up and looked at its content.

“That’s Loretta Hall,” he stated. “She runs a classy strip club, and her dancers will be working as waitresses at the masquerade party. She’s agreed to provide you cover as one of her strippers, in exchange we keep her out of prison for unrelated charges. That’s how you’ll get in.”

“Understood,” she replied, resigning herself to her fate that she’d have to use her legs and body once again.

“You’ll also be wearing a mask the entire time. Once you get inside the party, no one should be able to recognize you. Walk around, look good, serve a few drinks, and when you get a chance, plant the two bugs. Somewhere strategic, I hope.”

“I agree,” she replied. “It sounds like a worthwhile plan. If we get to send this guy to prison for the rest of his life, then I’m willing to take the risk.”

The Lieutenant gave a long, hard pause. “There’s more.”

As they looked at each other, Hailey Knew it was something damning. Her boss was a blunt man, and if he was this hesitant, then it must have been something that would swear them both to secrecy.

“Just say it,” she replied, wanting to get it all out.

“We know that our target makes deals in the backroom of this party. We also know that he likes to pick out women and bring them into the same backroom as well. It would be the perfect place to plant a recording device, don’t you think?”

The question lingered and the tension simmered.

Detective Rossii took a softer approach. “There’s a strong chance someone will try to fuck me.”

Her tone was more of a statement than a question.

“Could be,” he said vaguely. “Or not. There’s never been any evidence that Franko has held women against their will. That’s not his style. We know that he sometimes likes a little private entertainment for some of his meetings. That’s all.”

Hailey Lifted an eyebrow. “Like a naked woman to serve drinks or someone to go around sucking cock. I know how it works.”

“There will be plenty of escorts at the party who’ll handle the sexual activities for these guys. You’ll be safe from that.”

“Understood,” she replied.

“I’m not asking you to do anything crazy. I never would. All I’m saying is, if you were back there, and somehow you were able to plant a bug, it would be a massive treasure trove for us. Against Franko. Against a lot of people.”

She knew the implication all too well. The more she climbed the ranks in this department, the more she had been asked to use her sexuality as a weapon. With a body like hers, it came with the territory.

“This is risky,” she said. “Will I have backup?”

“No,” he said bluntly.


The Lieutenant was unmoved. “Like I said, if we mobilize enough people, Franko will find out. You’re the perfect package to pull this off alone. Trust me, if this all works out — and I think it will — then you’ll be properly rewarded for the risk you’ve taken.”

“Something worthwhile, I hope.”

“I’ll let you pick your future assignments and cases.”

She lifted an eyebrow. “Any case or assignment I want?”

“Within reason, of course. The Mayor and a few of the top brass know about this. If you pull this off, they’ll never forget it. You could be the most influential detective in this city.”

“That’s a serious offer,” she said with a stoic expression on her face. “It’s also a serious fucking risk I’ll be taking. I’ve never gone this deep undercover before with people like this. Yes, of course I’ll do it.”

The Lieutenant grinned. “Detective Rossii, you’ve got bigger balls than most of the men in this department.”

“I like the sound of that.”

Once they shook hands, Hailey Felt a slight shiver down her spine. She knew that her superior had grown soft, sitting behind a desk for years, and now he was underestimating their opponents. But for Kelly, she had spent more time on the streets than in her home. She knew the danger.


Friday night in a dressing room. Haileyhad worked solo before, so this was nothing new. She stood in front of the mirror adjusting her outfit. She was barefoot and wore a tiny dress that showcased her toned body and chiseled legs. Her hair was colored blonde and tied in a ponytail. It made her look younger and more vivacious.

Standing behind her was Loretta, an early 40’s strip club owner turned police informant.

“You look like a real dancer,” Loretta smiled. “You’ve definitely got the body for it. Let me know if you’re ever interested in making a little extra cash on the side.”

“Thanks. But I prefer my current job.”

“Whatever. Just get rid of George as soon as possible. The sooner the better. Fuck him.”

Hailey Turned to look at the woman. “Anything I should know about?”

“Men like that are bad for my business.”

“I thought he paid you generously?”

Loretta laughed. “Sure, he pays. But then I owe him for protection. Then my girls are expected to give freebies for the privilege of being associated with him. You know how it goes, I lose way more money than I make. I’m practically indebted to him.”

“Sounds like a classic extortion racket,” Hailey Replied.

“Yeah, sure, whatever that’s called.”

Hailey Smoothed her dress with her hands and they both gazed in the mirror. She looked the part. She always did.

Bringing down a boss like George Franko would be the pinnacle of her career. It would make all the struggles in her life worthwhile. The fights with her family over becoming a cop. Her personal mistakes in her love life. The violent criminals she failed to catch.

This was her goal.

“I want to be invited to the backroom,” Hailey Said, turning her body to the side to check out her ass in the mirror. “Do you think I’m pretty enough?”

Loretta eyed the detective up and down. “You’re not pretty. You’re fucking hot! There’s a big difference.”

“Well do you think I’m ‘fucking hot’ enough to compete with your girls?”

“Oh yeah, I think you are,” Loretta replied, eyeing some more. “But to be called into the backroom area, it takes more than a pretty face and a nice pair of legs. It’s the attitude. George loves powerful, interesting women.”

“Is that so?”

“In this line of work, I’m considered old. But he always makes a pass at me. He loves that I’m the boss in my line of work.”

“And do you titillate him?”

Loretta smiled and shrugged. “Sure, I fuck him, or I suck him off. It’s good for business. Why? What’s on your mind.”

“Deep cover,” Hailey Said in a low voice. “Can you get me in the meeting area or not?”

Their eyes met while looking in the mirror. They both grinned at each other.

Detective Hailey in high heels will continue in the next page.

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