undercover-and-underdressed
ADULT HUMOR

Undercover And Underdressed

Undercover And Underdressed

by paralleltasing
20 min read
4.5 (5300 views)
adultfiction
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Chief Stone called for his officers to settle down so he could get through the announcements and assignments that morning. "I want to first welcome Officer June Martinez to the force after having just graduated from the academy. Officer Conley, I will be assigning her to you. Show her the ropes and keep her out of trouble."

June looked around the room full of policemen and women excitedly and gave out a little wave despite no one looking at her. She was giddy about getting out onto the streets and doing some good. She was a small woman of only five feet, three inches, but always had a smile on her face. She sported long black hair and an ample booty that she inherited from her mother. Although she wished she got her mother's chest, she instead had B-cup breasts that she managed with.

Josie Conley, however, was far less excited by this news. Officer Conley was thirty-two years old and nearly five feet, ten inches tall. She had a slim figure except for her chest, which is what everyone always noticed about her. She wished her breasts were smaller but instead were nearly DD-cup.

She knew the chief was giving her this rookie as a form of punishment for the locker room incident two weeks ago. She had walked into the men's locker room in order to get his approval on an arrest she needed to make. Josie had been certain the criminal was about to leave town, and she needed an answer right then. Not two minutes later, after he got dressed, but right at that moment. The chief disagreed with this and didn't appreciate her walking in on him totally naked. Josie tried to explain she didn't do this for any sexual reason, despite her being unable to resist staring at specific features of his. She apologized for the incident afterward and for describing in detail the size, shape, and color of his genitals to the other women on the force. She didn't always get along with her fellow lady officers and thought sharing such details could provide a bonding opportunity.

"There's been a rash of stolen cars in the city, indicating there might be some petty criminals with a newly established chop shop. Twenty minutes ago, another car was reported missing on Maple and 11th. Check it out," the chief said, giving the two women their first assignment as partners.

After the briefing, June eagerly found Josie and followed her out of the station like an excited puppy. "I'm so happy to be working with a fellow female cop. I was worried I would end up assigned to a guy, and he would expect me to give him oral. Because we would be partners, you know? And partners share everything. I'm not a lesbian, by the way," she said in rapid succession.

Josie, annoyed at the situation and her partner's attitude, stopped and turned to address her directly. "Let me make one thing clear. I do not like having a partner, especially green ones like you. We will not be friends. We will not get to know each other in any personal manner. And we will most certainly not be doing oral." Josie then continued walking towards their patrol car.

June paused a second to absorb what was said before running to catch up. "I agree about the oral thing. Like I said, I'm not a lesbian."

"Looks like Officer Conley got herself a new dog to follow her around. Can we pet it," a female officer commented mockingly as the two approached her.

"Not today Tess. Not in the mood," Josie muttered.

"Upset because you have to teach your new pet not to pee on the carpet? I'll get you a squirt bottle to help out," a male officer added, high-fiving Tess.

Josie marched on, eager to get going, but Officer Martinez stopped to introduce herself. "Hi! I'm June," she said, holding a hand out to them. They stared at her and laughed before Josie yelled at her to follow, which she did.

"Rule number one of being my partner: Do not interact with those two," Josie explained.

"I thought rule number one was no lesbian sex," June asked, confused. "Who are those two anyway?"

"Officer Tess Shah and Ryker Hall. Partners and total assholes. Ryker is a complete sexist while Tess pretends not to be a lesbian even though the whole department knows she is."

"I was wondering why she licked her lips while watching my chest," June said. She hadn't expected so much lesbian talk in her first ten minutes of joining the police force.

Officer Conley got into the driver's seat, joined by June and they drove off to the address of the latest missing car. The first few minutes of the ride were quiet as June was too scared to ask anything, despite having fourteen thousand questions in her head. Josie could see her partner squirming and knew she had to at least put in some effort to bring this woman up to speed if only to keep herself from getting into more trouble with the chief. "Do you have any questions about police procedures you need me to clarify," Josie asked, finally breaking the silence.

June immediately blurted out a question like she had just been given permission to breathe. "Have you ever gone undercover as a stripper?"

Josie was momentarily stunned by the unexpected question but finally answered. "What? No! No policewoman in the history of the world has ever done that."

"Oh," June said, oddly disappointed. "How about as a prostitute? Or an actress auditioning for a porn movie? Slutty firefighter?"

"Why in the world would an officer ever need to go undercover as a slutty firefighter? What does that even mean," Josie asked, confused.

"Well, male firefighters are known for cheating on their wives, so I always figured female firefighters must be total sluts that sleep with everyone in their department. I was too weak to carry the hose, though, so I didn't become one. But anyway, maybe the firefighters are setting fires themselves in order to get raises, so a policewoman goes undercover as a female firefighter, fucks the guys, then while they are sleeping after unloading their balls into her pussy so much, she finds the evidence. Have you ever done that?"

Josie was silent, having no idea how to respond to any of that. "I saw a movie where that happened," June added.

Josie couldn't help but ask, "What the fuck kind of movie would have a plot like that? Wait, did you base your expectation on what police work would be like based on porno movies?"

"We're here!" June declared, grateful for the diversion.

The two officers stepped out and met with the officer who had been called to the scene earlier. "About half an hour ago, a guy called and said his car was gone after he parked it here last night. I searched the spot and found no broken glass or any other signs of forced break-in. I asked around the nearby shops, and no one had any cameras pointing at this spot. Sorry, that's all I have," he said before walking away.

"Crap. This was a wasted trip. Nothing for us to go on. I'm sure the chief will still tear us a new one, though, and claim we should have found something," Josie lamented.

"I saw what happened," a rough-sounding male voice said from the nearby alley. An elderly homeless man emerged. He had one eye closed while giving a creepy smile.

Excited by this potential break in the case, June ran up to him with her pad of paper and pencil in hand. "That's fantastic! What did you see? How did they take the car? How many were there? Did they look like they frequented gentlemen's clubs where a properly disguised woman could gather critical information to the case?"

But the homeless man's demeanor became defiant. "I'm not telling you lady pigs anything unless I get something in return," he said, crossing his arms.

"But what about your sense of justice? Your desire to help your fellow man," June pleaded.

"He wants a bribe," Josie said to her partner.

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June's eyes lit up. "Oh! Like he wants us to perform a strip show for him."

"Exactly! I know just the place to do it," the homeless man said, taking Officer Martinez by the hand and leading her down the alley.

"No! I meant like he wanted us to slip him a twenty," Josie yelled as she followed them.

"That would be highly unethical, Josie," June remarked as she continued to go with the homeless man to the place of her soon-to-be striptease show.

The man brought them to a secluded area where numerous tents and cardboard shelters were assembled. "Boy! It finally happened! Just like I said it would," the man called out. A dozen older and even rougher-looking men emerged and gathered around. "I found chicks with a homeless fetish. I knew that was a thing. They get off banging homeless people like us! I told you, Frank, that becoming homeless would have us swimming in poon," the man declared.

"Whoa! No one here has any kind of homeless kinks, and there will be no sex happening," Josie said, trying to sexually de-escalate the situation.

"Yeah, all we said was we would strip down and show off our tits and pussy to you and maybe give a couple of lap dances," June added, backing up her partner.

"No! Not that, either. Here, I'll give you twenty dollars if you just tell us what you saw happen to the stolen car," Josie said, holding out the bill.

But the homeless man refused. "No bare ass, no information."

Josie sighed. They had come down here for nothing. "Let's go, officer. This was a waste of our time," she said, starting to walk back the way they had come.

But her partner stood firm. "This might be the only opportunity we get to stop these car thieves. We can't let a lead like this go."

"When it involves me having to strip in a city alley for a group of vagrants, I can let it go," Josie replied. Why was her partner even considering this?

"The chief is counting on us. If I fail the first task he assigned me, I'll never develop a life-long bond with him. In all my favorite cop movies, the chief and his officers always have such a close relationship. I want that too, but without the anal sex part that they do in those movies," June

said desperately.

"Trust me, the chief will never...," but before Josie could finish her sentence, the rookie took action.

She pulled open her shirt, sending buttons flying over the alley. Underneath, she had a lacy pink bra. The homeless men went into a frenzy of excited yells.

"I've been a bad boy. Arrest me!"

"You can put me in handcuffs anytime you want, hottie!"

"File an affidavit to a judge along with your initial evidence and get a warrant so you can legally search me to discover I've got a boner!"

June started swinging her hips around as she pulled off her shirt and threw it to the ground. "Come on, Officer Conley. They expect both of us to do this," she called out as she started undoing her pants.

"Put your shirt back on right now. This isn't how a police officer behaves," Josie growled. But June stuck with her convictions as her pants hit the ground, showing off her matching pink panties. It was her first day on the job as a defender of the law, and she was dancing for homeless men in her underwear. "Okay, you've seen her strip down to her underwear. I think that's enough in exchange for the information you have," Josie said, trying to keep things from going further. "My partner here isn't willing to go any further, so this is all you will get."

"Yes, I am. I said I would go nude, and that's what I intend to do. If I don't, my reputation on the street will be ruined, and I'll never get anyone to cooperate with me," June argued, still shaking her ass for the men.

"And a reputation of showing your naked body for the tiniest speck of info is better?" Josie tried to argue, but June paid the comment to attention. Instead, she reached behind her back, unhooked her bra, and let it drop to the pavement.

While small, June's movements were sufficient to cause her now exposed breasts to jiggle noticeably to the pleasure of the homeless men watching her. "Josie, this is really getting their attention. Maybe we should incorporate this at our next community outreach."

"Shut up, June. Just pull down your panties. We both know you are going to do it, so just get it over with," Josie said, having given up on the situation.

"Yes, ma'am," June said while proceeding to do just that. Her panties hit the floor, and the young officer was now baring her nude body for the group of homeless men.

Josie felt humiliated being a part of this but spoke up. "Okay. You've seen my partner naked. Now tell us what you know."

However, still the man resisted. "The deal was you both strip nude. You've only completed half of that arrangement," he said, eyeing Josie lustfully.

"Yeah, not happening," she said, going a bit red in the cheeks.

Soon the horny men crowded around her, calling for her nude body.

"Show us the goods, cop!"

"We just want to see. We won't touch... much."

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"You can do it, partner, I believe in you!" That last statement came from a nude June herself, who joined the group of men in encouraging her to strip. All the while the men nearest to her helped themselves to crowding her very closely.

Josie was feeling overwhelmed by the pressure and finally snapped back. "I'm a police officer, not a joke of a cop slut like you, June," she yelled.

The crowd went quiet, and all eyes were on Officer Martinez to see how she would react. The eyes were mainly directed at her pussy, but there was still a curiosity to see how she would respond. With tears welling up in her eyes, she quietly said back, "I'm trying my best here to be the greatest policewoman I can. I thought you would be proud of my initiative. I'm not a slut you know. I'm still a virgin. Getting naked in front of all these men was one of the hardest things I've ever done, but if you think that makes me unworthy of my badge, I'll turn it in and quit the force."

June started slumping towards her clothes, while Josie deeply regretted her words. "Stop, June, I didn't mean to imply you aren't a good cop. It was a good idea," she said. But June's mood was unchanged.

"No, it wasn't. What kind of dumb bitch strips when questioning a witness. I'll tell you who. This stupid, soon-to-be ex-policewoman, whore right here." She reached down for her panties.

Officer Conley couldn't handle being the cause of such an eager rookie quitting on her first day. "As soon as I'm naked, you better start talking, or I'm going to show you the hard side of my nightstick," she said, pulling down her pants and leaving her plain white panties as the only thing hiding her most intimate of areas.

Taking notice, June perked up. "Stop. You don't need to do this," she said.

"If I don't, we will never stop these car thieves. Your idea of how to get him to talk is going to protect a lot of citizens' property." Having gotten the last button of her shirt undone, she pulled it off, revealing an equally plain white bra. June's eyes lit up with happiness, as did the homeless men, but for different, more sexual reasons.

Looking up and seeing the hungry eyes of men staring at her barely covered body made the reality of the situation very apparent to Josie. She was not one to show off her body despite getting many comments about her chest. In particular, public displays of her body while on patrol was not something she ever thought she would do. But now that was the reality that she had let herself get into, all because she didn't want her partner to quit. A partner whom she didn't even want.

Not letting herself think about it anymore, she pulled down her modest panties and let these strangers see what she had previously, only let men she had feelings for see. "I told you she would be shaven! You know why women like a bare pussy? It's so they masturbate themselves better," one of the elderly men said.

"Masturbate themselves? No. Not that it's any of your business, but I shave because I feel cleaner without hair there," Josie defensively said.

"Any woman will tell you the same, right June?" She said, looking to her partner to confirm that her reasons for shaving weren't sexual.

Officer Martinez looked around, a bit confused. "I thought it was for the masturbation thing. But I guess maybe I do it for the clean feeling, too," she admitted.

"Enough boring talk about women cumming. I want to see some massive tits," a man with only seven fingers yelled.

Not wanting to prolong the time she would have men gawking at her vagina, Josie obliged and reached behind her back. "And you get ready to start talking," she reminded their homeless friend. Unhooking the bra, the support it offered disappeared, and Josie felt the weight of her impressively sized breasts pull at her chest. Cursing herself once more for getting into such a ridiculous situation, she let her bra fall, and the men went silent as they examined every square inch of her now exposed tits. Josie could feel herself get hot, like the men's eyes were imparting heat on her. This feeling of being totally open to strangers was not something she had ever experienced. June, meanwhile, looked around at the men, almost as if she was jealous that her partner had taken the attention away from her.

After being overwhelmed by the men's lustful looks, Josie then suddenly remembered why she was in this indecent state. "Okay! Start talking," she sternly said.

"About what," the man said, seemingly lost in the sight of her huge tits.

"The people who stole the car! Who were they? What did they look like," she yelled back.

"Oh, right. There were two of them. Young guys. In their twenties, I would guess," he said.

"And," Josie said expectantly.

"And what? That's what I saw."

"What clothes were they wearing? What race were they? What direction did they go? How did they break into the car? What time did you see them," she said back, her anger growing.

"I have no idea. Hey, can you girls go back to dancing like you did before? I want to see those tits jiggle." June initially started to comply with this request before Josie stopped her.

"You had me show off my nude body to a dozen back alley vagrants just so you could tell me the guys who stole the car were in their twenties," Office Conley said, wondering how her life had led her to this moment.

"If I tell you about a crime I saw happen a year ago, can I get a blow job?" Another man asked in the crowd.

"From one or both of us..." June started to ask before once again being silenced by her veteran partner.

"We're going to get dressed now. If any of you men ever tell anyone what happened here, I'll burn your whole encampment down," Josie threatened. However, this request soon became moot. From both sides of the alley, two police cars with lights and sirens blazing pulled in, trapping them all.

"This is an illegal, non-permitted public sex show. Hands up where we can see them!"

An hour later, Officer Martinez and Conley were sitting in the chief's office. In the aftermath of the bust, after being handcuffed nude, Josie managed to finally convince the cops that they were fellow officers. They let the two of them dress, however Josie was unable to locate her pants while June could not find her bra. Her shirt no longer had buttons, and the rookie now sat in the chief's office with an open shirt that left a lot of her chest exposed. Josie fared barely any better as she sat with only her panties covering her bottom half.

The chief glared silently at his two officers. June squirmed in her chair, not knowing if she should speak or wait. All the while, her movements risked a nipple popping out. Josie, meanwhile, had her arms crossed in her chair, looking away from her boss with angry eyes. With the tension suffocating her, June finally blurted out, "Sir I...," before the chief interrupted.

"This was a fluff case, Conley. Just go out there and get a statement and file a report. Show the rookie how we do things here as upholders of the law. Or did you forget that's what we are supposed

to be doing and think we're strippers for hire?"

Josie turned her face toward the chief, but her partner responded for her. "Sir, we were just doing our duty. A man there, who I think stole my bra, said he had information. All he asked was we show him our bodies, which isn't against regulation. And it worked. After we were both standing naked in front of all of those men, he turned over all the information he had on the men who stole the car," she said proudly.

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