undercover

The incessant alarm blared and Riley, reluctantly opened her eyes. She groaned as she turned over in the bed and silence the alarm on her phone.

“Is it morning already?” The deep voice of her husband Luke groaned from the other side of the bed.

“I know,” Riley rubbed her eyes and sat up, swinging her legs out of the bed, “I think we both passed right out after. I don’t remember cleaning myself up in the bathroom or anything.”

Riley stood up and pulled her cozy robe around herself, “I’m going to make a coffee before I head out. Want one?”

“Sure, but come back to bed first. I want to finish what we started last night,” Luke said with a sleepy grin on his face. Riley smiled and saunter over to him, bending down and kissing him on the lips.

“But I did finish. A couple times in fact,” Riley whispered.

Her husband just groaned and pulled her tight body down on top of him, “How about we get you to finish a few more times.”

“Mmhmmm,” Riley purred. “As tempting as that is,” she pushed up off her husband and looked down at him, “I need to hit the gym before my shift. Besides you have morning breath and need to brush your teeth.”

“You love it,” Luke grunted and he rolled over, facing her. His eyes blinked open and he looked up at her. “I just like having you all to myself,” Luke said, “I hate going to work and pretending like we’re not together.”

“It won’t always be like this,” Riley said, “It was your idea that we keep things secret, remember? Besides the department has a strict no fraternizing policy. I don’t want to get kicked out and have to go to another station and I doubt you want to be relegated to cold cases.”

“No thank you,” Luke chuckled, “I like where I’m at. It still sucks.”

“I know,” Riley said, “But it isn’t forever. It’s just for right now. A few more undercover ops and there’s a chance I’ll get promoted to one of the taskforces. Then things will be different.”

“But for now,” Riley said bending over and grabbing her husband’s face with one hand before kissing him, “Yes or no to that coffee?”

“Ugh. Put the pot on. I’m going to sleep for a little bit longer. We’re not all machines like you,” Luke groaned.

“I don’t know,” Riley saunted to the bedroom door, “You were like a machine last night.”

Luke chuckled as Riley slipped out the door shutting it behind her. She went downstairs to the kitchen and started the coffee machine. While it was brewing, she changed into her gym clothes that she had left out on the kitchen table the night before. By the time she was done brushing her teeth, the coffee was ready to pour into her travel mug.

On her way out the door, Riley checked herself over in the hallway mirror. Not bad for just getting out of bed.

She didn’t wear a lot of makeup. As a cop, it could draw the wrong kind of attention. Not that it mattered much since Riley was a natural beauty that drew a lot of attention anyways. Her piercing blue eyes and shoulder length blonde hair were always popular with both cops and the criminals. She turned looking over her body. That ass and my breasts, sure don’t help either.

Riley had heard more than one of the other officers describe her as ‘stacked’ or ‘fucking bangin’. It was disgusting but boys will be boys. She had learned to ignore them and develop a tought exterior. This job was heard enough for a woman. She wasn’t sure how Luke put up with those comments. Since they had kept their relationship a secret, he had endured more than his fair share of conversation and crude comments directed her way.

As Riley headed to the door, her eyes caught on the frame pictured of her sister, Nancy, on the hallway table. Her older sister had been about Riley’s age when she’d been killed. Twenty-nine was too young for someone as kind-hearted as her sister to be ripped away from their family. The police had been fairly certain who had killed her sister. But their hands were tied. She’d fallen for the wrong guy. A dangerous guy. One of the more sophistacted gang leaders who presented himself as a legitmate businessman.

One day, Riley would take down Elias Monroe and bring his entire empire down with him.

***

“Detective Walker,” Captain Hunt called from across the bullpen. Luke looked up and saw the captain meet his eyes. The room was busy. Beat cops hauling suspects in handcuffs towards the holding cells. Victicms speaking in hushed whispers with some of the other detectives. The room was alive with energy, the pulse of the city. Right where Luke Walker liked to be.

Without saying a word, Luke got up from his desk and made his way over to his Captain. They started walking in the direction of the interview rooms. Luke slowed his stride to keep pace with the older captain. A black man in his early fifites.

“Whats up Captain?” Luke said in a low voice. Even though they were in a police station, there were still ears everywhere. Even some of these victims would happily trade information to the wrong people.

Captain Hunt waited until they were in the hallway with less prying ears, “Uniforms just picked up your friend, The Toad. We have him in interview room three.” Hunt cut off as Riley walked down the hallway from the opposite direction.

“Officer Cross,” Captain Hunt nodded to her. Luke’s heart leaped at seeing his wife her, noting she wasn’t wearing her wedding band. She never did. As far as everyone at the station was concerned, she was single.

“Captain,” Riley said with a flat smile. Then she nodded at him, without any hint of affection or familairty, “Detective.”

“Morning,” Luke said. He watched the captain’s eyes on his wife’s ass as she walked away from them. He shook his head and snapped himself out of his trance and gave Luke a knowing smile.

“So Tommy The Toad?” Luke said trying to steer the conversation away from his wife.

“Right. Yeah,” Captain Hunt lead them over to the door of the interview room. “When the uniforms picked him up, they found a few grams of coke on him. The DA is going to want to charge him.”

“Yeah? So what’s the Toad offering?” Luke asked.

“Nothing. Not yet. He’s your CI so he’s isn’t talking to anyone except you. Sullivans already in there working on him.” The Captain said. Sullivan, one of the piss poor detectives that somehow managed to fail upwards. He had one of the worst close rates in the precicent, maybe even the whole city. Luke didn’t like the guy and hated working with him. Not only was he incompetent, but he was the worst kind of cop. The ones who made assumtions of guilt and would happily fudge evidence in his favor. He’d never been outright caught or reprimanded for it but Luke still didn’t like or trust the guy. His leers and comments about Riley didn’t help Luke’s opinion of him.

“I know, I know,” The captain said seeing the look of disgust on Luke’s face, “Just get in there and see what you can get out of him, okay?”

“Sure thing,” Luke said. He opened the door to the interview room and stepped inside. The large metal table bolted to the floor had two people sitting at it. Both looked up when he entered. Tommy ‘The Toad’ sat there cuffed to the table with a bead of sweat running down his forehead. His greasy hair was slicked back to cover the growing bald patch. He smiled when he saw Luke, his jowels visibly moving. The man was portly and a slimeball, but he was a well connected slimeball. HIs information had held Luke close a number of cases already. A couple grams of coke was nothing compared to the amount of shitbags Luke had put away because of intel from The Toad.

“What are you doing?” Detective Sullivan grunted from across the table, “He’s my suspect. We have him dead to rights.”

“Captain sent me in,” Luke said calmly as he walked over to the table, “He wants me to take over.”

“That’s bullshit,” Sullivan said getting to his feet to look Luke in the eye. Well, up into Luke’s eyes. While Luke was tall and built like a running back, Sullivan was built like a failed linebacker. All pudge and no muscle. When people joked about cop’s addiction to donuts, they were talking about Sullivan. “You can’t just swoop in and take another one off my hands. This one is mine.”

“Take it up with the Captain,” Luke shrugged, “The DA is here probably here if you want to talk with them too.”

“I will,” Sullivan pushed past Luke as he stomped to the door. Sullivan left, slamming the door behind him. Luke sighed and sat down in the chair.

“Tommy. What did I say about being more careful? You shouldn’t be here. Its not a good look for you.” Luke said opening the folder Sullivan had left on the desk.

The Toad just smiled and raised his hands innocently, the handcuffs rattling against the table. “I was just heading to a party. I’m not selling the stuff.”

“Well possession of a schedule 2 controlled substance is still illegal. Given you were on you’re way to a party, I’m sure the DA can make the case that you had an intent to distribute as well. It doesn’t look great for you.” Luke said looking down at the case file, feigning his in-difference.

“Look. Luke,” Tommy ‘The Toad’ started. Luke’s eyes snapped up, giving the dirtbag a hard look. “Officer Walker,” The ‘Toad’ corrected himself, “We both know I have a lot to offer, so can we skip this song and dance please?”

“That depends,” Luke said, “What do you have to offer?”

“Well,” The Toad leaned back with a smirk on his face, “We just had a waitress quit at Sidecar. Rico put me in charge of finding a replacement. I know you’ve been wanting to get eyes and ears in there. Is that enough to make these charges disappear?”

Holy shit. Sidecar was one of the Chicago underworld’s seediest clubs, where a lot of backroom deals were said to happen. It was a place no cop had ever set foot in. The guest list was the exclusive domain of dirtbags and shitheads with rap sheets a mile long. If they could get someone in there, the things they could overhear. But it would be dangerous. The place was owned by Elias Monroe. Mr. Untouchable himself.

“So,” The Toad said, “We got a deal?”

***

Riley filed into the small meeting room, alongside the other officiers who specialized in undercover work. She ignored the leering eyes of some of the men in the room and took a seat near the back. No one was sure why the meeting had been called. It wasn’t scheduled. Which usually meant there was some new development or opportunity the department needed to jump on.

After everyone setted into the room, Captain Hunt, the woman from the D.A’s office and Luke walked in and stood at the front of the room.

“Thanks for dropping everything and getting here on short notice,” the Captain said as Luke closed the door. “First of all, you may notice that there are only a handful of us in this room. We need to keep the circle around this tight. So nothing leaves this room, understood?”

Everyone, including Riley nodded.

“Good,” the Captain said, “We just had an big opporunity drop into our laps thanks to Detective Walker here. For the first time, ever, we might be able to put someone inside The Sidecar.”

The words hung in the room, every officier understanding what that meant. Someone inside one of the most notorious clubs in the city. One of Elias Monroe’s clubs. The man suspected in her sister’s ****. Riley cast a glance at her husband who shook his head at her. He didn’t want her on this. He would tell her she was too close to this, that her decision making was compromised. But there was no way she was going to sit this one out.

“The club is looking for a new waitress. And thanks to Detective Walker’s CI, we have an inside track to get one of our people in that position. Now to be clear, this could be one of the most dangerous undercover assignments we’ve seen in the city. You’ll be walking into the lion’s den, without backup or anyway to communicate with us. Whoever goes in, will have to go in deep. That means putting you up in an apartment to sell your cover identiy, working there most nights, restricting contact with family, friends. You will have to live as this person would. Obviously, there will be periodic check-ins to see how you are doing and if there is actionable intel.”

Riley felt herself perk up in her seat, ready to volunteer. Luke made a point to look around the room before his gaze settled on her and he subtly shook his head. As much as she loved and respected him, this wasn’t his call. This was her career and her decision to make.

“But to be clear. This isn’t just about going after Elias Monroe. Yes, we think he has shady dealings but he is also a friend of the mayor. We cannot touch him unless we have an air tight case against him. Helping to build that case might be part of this, but there is a treasure trove of criminals in there all of which we need intel on to help us put away. Is that understood?” The Captain asked.

Everyone nodded again.

“Good. Now understand that his may be a months long assignment. Potentially longer. We don’t know yet. I am looking for a female volunteer willing to do this. One willing to put their attachments on the back burner for an indeterminable amount of time. Everyone else will play a support function behind our lead person inside,” Captain Hunt said.

Riley didn’t want to seem too eager, but after a few seconds she raised her hand, “I want to do it Captain.”

“Good,” The Captain nodded, “Okay then, I think we can move on to –”

“Sir,” Luke cut in, stepping forward, “No disrespect to officer Cross but for an op as important as this, don’t you think we need someone more experienced? Someone who has done a long-term undercover assignment before?”

He was trying to cut her out of this. That loving stupid man was trying to protect her. But she was a cop just like him and didn’t need his unsolicited protection. As much as she loved him, she wasn’t going to let him dictate her career like this.

“Captain, Detective,” Riley said, standing up, “With all due respect Detective, I’m perfect for this op. I’m comfortable handling myself undercover with criminals like this. Just like I did with the Street Kings last year, which leads to one of the largest **** seizures the city has ever seen. I can improvise and think of my feet. I won’t freeze up like we’ve seen other times. I have no attachments. No boyfriend and no family in the city. I can go undercover for months without there being an issue. And there is another factor that hasn’t been brought up yet.”

“Enlighten us officer,” Captian Hunt said.

“These guys only hire pretty, young woman. Now I’m not saying I’m the most beautiful woman in the world but I’m not an idoit either. I have the experience and I have the look for his assignment. And besides, no one else volunteered,” Riley said.

Captian Holt nodded and looked at Luke, “I’m sorry Detective, but we’re going with Officer Cross on this one.”

***

Luke had not been happy that Riley had volunteered for the assignment. Or the fact that she had so strongly advocated for herself. The last night she had spent at their home before she had to go undercover, they’d fought. Luke was well intentioned in wanting to protect her but she wasn’t a damsel in distress that needed protection. She had risen through the ranks of the department, shaped by the mean Chicago streets just like he had been. He couldn’t see that his actions underminded her autonomy and her own career aspirations.

Besides, she was a big girl who could handle herself. Sure she’d be walking into a lions den full of predatory men but she wasn’t a rookie anymore. Undercover work did require one to be more flexible with their moral compass but it wasn’t like she would let these guys anywhere near her. Especially not while she was married. Despite her tough exterior, she was still a faithful wife at her core.

As the loud bass of the music drummed in her ears and she filled a tray full of drinks, she couldn’t help but still miss him. For as stubborn as he was, she still wished that he was close by. Luke wasn’t allowed to contact her. No one at the precent was. She met with her liasion in the undercover unit every few days in secret, giving him updates and any potential actionable intel she had.

She had only been working in the club for around three weeks but the information she had already gathered tipped the police off to a few things that weren’t even on their radar, leading to multiple arrests.

The club was always packed with lowlifes and their entourages. Even tonight, almost every table and booth was filled with men. The occasional woman sat amongst them, liking someone’s girlfriend or the girl of the week. The music pulsed by most people stayed seated, drinking, talking, yelling and occasionally fighting. Those fights were broken up quickly and the fighters never seen again.

Riley had quickly realized that most of the men here were the low level muscle of their respective organizations. Some were sons of someone important with their own entourage of sycophants. The real business happened upstairs or in one of the private VIP rooms. Riley hadn’t been allowed into either yet.

She dropped the drinks off to a group of men who got quite when she approached. Their eyes appreciatively drinking in her body. Riley steeled her nerves and plastered on a back, bimbo like smile as she reached across the table to plant the drinks in from of their respective patrons. Some of the guys elbowed each other and glanced down her exposed clevage. The one thing Luke’s CI had failed to mention was the dress code for the waitresses.

Each night Riley had to pull on a pair of short, black booty shorts and a tight, black t-shirt with a pluging V neckline that showed off the tops of her breasts. It was humilating to put her body on display for these dirtbags. Letting them leer and drool over her, with their crass comments. Occassionally one would get too handsy and she had to summon every bit of willpower she had not to put them in an armbar and slam them into the table.

It was frustrating, spending night after night being ogled by this hooligans when she could be home with Luke. But this was the assignment. Still, she wasn’t happy. Yes, she’d helped get a bunch of people arrested or be put under suverilliance already. But most of them were low-level criminals who could easily be replaced. She was here to take down Elisa Monroe but so far hadn’t gained anything insightful. She itched to do something more.

Her handler wanted her to keep doing what she was doing but that wasn’t enough for Riley. She needed to take down Nancy’s killer.

Riley flashed the group of immature men a smile before sauntering back to the bar. She could feel their gazes on her ass with each step. As she began filling her try with more drinks, Luke’s CI, Tommy ‘The Toad’ slided up next to her at the bar.

One thing was for sure, he did look like a toad. With is fat protruding stomach, large eyes, slicked back greasy hair and multiple chins. The only unlike Toad thing about him was the dirty muschtache he kept over his upper lip.

“I’m giving your tables to Sherry,” The Toad said. He oversaw the bar area and the general running of the club, “I need you to take care of some VIPs.”

“Who?” Riley asked. She didn’t like that Tommy The Toad was her closet thing to a real contact here. He was the only one who knew she was a cop and at any second could reveal that information. It would be his word against hers and if she was dead, he could feign ignorance. She didn’t trust him and hated putting her fate in his hands. But if something happened to her, Luke would annilate him. Not that Tommy knew that. No one knew about her marriage to Luke and she sure as hell wouldn’t let some greasy CI be the first to know.

The Toad nodded towards the back of the club. Riley’s eyes followed his and she felt her blood run cold. There at the back of the club was Elias Monroe, glad handing with other men he passed. Elias was in his fifties, sharp suit and well groomed. Black, 6’1, bald, with a notable scar on his chin. He looked more like a politician or a business man than a criminal mastermind.

He was headed towards a private door at the back of the club where a large bouncer was standing. Riley knew that behind the door was the staircase up to the second floor where big deals were ironed out.

“You want me to go up there?” Riley asked, holding back her excitment. The prospect of overhearing something and finally taking that bastard down made her beam. This could be it. Her chance to find out what happened to Nancy once and for all. To bring Elias down, earning her a promotion and her return to her normal life with Luke all at once.

“No. No way,” The Toad said quietly, “We don’t bug the boss.” The Toad gestured to a few men that peeled off from Elias’ entourage and went to a table of their own. They were a handful of his lieutnants. The most notable being Rico Garcia who ran several different businesses like The Sidecar and Kurt “The Hammer” Donovan who had a long list of prior offenses. The detectives suspected that ‘The Hammer’ was one of the people that handeled the more violent aspects of Elias’ criminal empire.

The Toad made a gesture and the bartender mixed several drinks and put them on a tray, “Bring this over to them. They are you’re main focus for the rest of the night. Got it?”

She knew he was talking to her like he would the other waitresses but Riley hated being talked to like this, espcially from a piece of shit like him. She flashed him a smile, knowing the bartender was watching, “You got it boss.”

Riley took the tray and headed towards the private booth where Elias’s lieutenants were seated. She weaved her way through the throngs of people while keeping an eye on the door Elias had went though. Maybe there was some way she could get up there and plant a bug? She shook her head and focused her eyes on the table with the lieutenants. No. That was a good way to get herself caught and killed. Maybe Luke was right, that she was too eager to take Elias down. She needed to be smart about this and not rush head first and go after the big boss right way. Riley narrowed her eyes as she approached the table, taking in the men.

Maybe this was the path forward. The lieutants. Maybe they would say something she could use, or maybe there was someway to ingrain herself with them. Riley surpressed a shudder, knowing what that might mean.

“Hey there boys,” Riley said, sex dripping off her voice. She lowered the tray to the table and the men all reached out to grab their drinks.

“Are you Toad’s new waitress?” Rico asked. He was just a few years older than her but he looked much older. Maybe it was **** or a hard life, she wasn’t sure. But there was something else to him. His eyes trailed up her body, sizing her up as a smile spread onto his face. He had dark skin and was of latin descened. The sides of his head were shaved while the hair on top of his head went from the back of his neck all the way to just over his eyesbrows. It looked like a piece of roadkill on top of his head. He looked at her with an intense gaze. There was something behind his dark eyes that intriguied Riley. He was an ugly man but he had a unnerving charm to him.

“Mr. Tommy?” Riley asked, “Yes, I just started a few weeks ago.”

“What’s your name?” Rico said loudly over the music.

“Riley,” she answered. Normally for an undercover op she would be sliding into a role of a buyer or some other contact their suspect was expecting but hadn’t met before. For this assignment, her and her team had decided to keep things simple and use her real name. Not he real last name, just the same first name so that there was one less thing she needed to worry about. This assignment was complicated with a lot of moving pieces.

“And hows it been so far? Everyone treating you well?” Rico asked.

“Everyone’s great. And the tips are really, really great here,” Riley said. That part wasn’t a lie. The **** plus her skimpy waitress attire made for a lot of heavy tippers.

“I’d like to give you more than just the tip,” The Hammer said, his large hand ran up the naked flesh of her thigh, before grabbing one of her ass cheeks. The large bearded man chuckled. He was bald with a salt and pepper beard. He was a giant of a man, even sitting he was at her eye level. Anger flashed across her face for a brief moment before she could compose herself. Unforunately she was sure that Rico noticed.

Riley faked a giggle and twised herself out of The Hammer’s grip, “I’ll bring another round of drinks over in a bit.” Riley turned and walked back towards the bar. She held back the revulsion from appearing on her face. Letting a convicted felon feel her up like that made her skin crawl. But she would endure it if it meant getting intel that could take their boss down.

As she walked back to one of the bars, she saw The Toad with an amused smile on his face. She shot him a **** glare but it didn’t wipe the smirk off his face. He must have seen what happened.

“Enjoying yourself?” The Toad said in a low voice without looking at her.

“They’re a bunch of pigs,” Riley said low but loud enough for The Toad to hear.

“Well this is what you wanted,” The Toad shrugged turning back to the bar, “Heads up, you have incoming.”

Riley didn’t immediately look up. Instead she turned towards the bar and grabbed some wash clothes for cleaning tables. Her eyes flicked up to the mirror behind the bar and she saw Rico striding towards her, his eyes planted on her supple ass. She wanted to roll her eyes but controlled herself. The latin man composed himself and stepped up next to her at the bar. Riley cast him a glance and he gave her a warm smile.

He leaned in, “Sorry about that. About what Hammer did back there.”

“It’s fine,” Riley said as The Toad took a sip of his drink and walked off, leaving her alone with this man. She felt uneasy that her only support had just left her but this was the job. Besides, having The Toad for support was basically useless. Riley turned back to what she was doing, feigning indifference. This was a big opportunity to get on a familiar basis with a key lieutenent in Monroe’s operation, she needed to play it right.

“It’s not though,” Rico said leaning in again, “That shouldn’t happen. Not in here. Not while your working. When you come back to the table Hammer is going to apologize.”

“Thats not necessary,” Riley said. While she wanted to get close to this group, but she also didn’t want to bring too much attention to herself too quickly. “Thank you though. I appreciate it.”

Rico blatently looked up her up and down. Then he smiled at her. There was something warm and inviting about his smile. It was incongruent with the rest of his features.

“Say,” Rico said smiling. The smiling now had a different intent behind it and Riley knew all too well what was going on behind those dark eyes. “Why don’t you put those wash clothes down and dance with me?”

Riley turned towards him and his fluttered down to her cleavage before looking back up at her face.”I’m sorry, I can’t. I’m working and we’re really busy,” Riley said gesturing to the crowds of people in the club, “Besides my boss says I can’t fraternize with our patrons.”

Rico’s smile grew even wider. Riley knew The Toad worked for Rico and she just gave the man an in to make him feel like he was the one in control. The one making the decisions.

“Do you know who I am?” Rico asked.

“Hopefully a good tipper?” Riley asked. Light flirting would seem natural for a waitress while also stroking this guy’s ego.

“I’m Rico,” he held out his hand. Riley polietly shook it. When she tried to reclaim her hand, Rico held onto her gently, his thumb caressing the back of her hand, “Rico Garcia. This is my club.”

“Really?” Riley feigned surprise, “I thought it was Mr. Tommy’s?”

Rico chuckled and gestured to The Toad who had been watching from across the room. The short, chunky man waddeled over and Rico put his arm around his shoulders. “Is this your club Toady?”

“No sir,” The Toad shook his head, “This is your place.”

“So I’m the boss then, right?” Rico said.

“Yes sir,” The Toad said to the younger man.

“So if I wanted to say, give one of our waitress a break, I can right?” Rico asked.

“You can do whatever you want. You’re the boss.” The Toad answered.

“Whatever I want. Hear that?” He smiled at Riley before patting the Toad on the back and dismissing him. “So, about that dance?”

Riley felt her skin crawl. She glanced at the dance floor. This wasn’t a club where people line danced or even slow danced. It was a full on grind fest. Ass to crotch, grinding on each other. Dirty dancing. That wasn’t something she had signed up for. But she knew undercover work involved all kinds of activties that sometimes strayed too close to the lines of one’s morals.

“I would,” Riley said in an apeasing tone, “But I still don’t think its right. All the other girls here are going to see me dancing with the boss. They’ll hate me.”

“Fuck em,” Rico said, “Who gives a shit what they think?”

“I do,” Riley said, “You’ve never been a woman. The glances, the shit talking behind your back. I don’t want that.”

Rico pursed his lips for a few seconds before that infectious smile returned to his face, “I got an idea.”

He pushed close to her and put his arm around her shoulders, turning her around to face the back of the club. He pointed towards the door in the back wall, the one she saw Elias disappear through.

“See that door?” Rico asked. Riley nodded, “Toad’s office is back there. Let’s go back there and dance where no one is watching us.”

It was a stupid idea. All her coworkers would see her going back there with the boss. It wouldn’t help with the issues she brought up just a second ago. But she needed to get behind that door and she might not get another chance. She knew what Rico was angling for but she’d figure a way out of that once she got back there. Still, the idea of being alone with a criminal like this anywhere besides an interrogation room unnerved her.

“Okay,” Riley said, returning Rico’s smile. The grin on his face widened and he reached over the bar and grabbed a bottle of Tequila. She’d figure something out. She wasn’t about to debase herself with this degenerate. Unlike other couples her marriage vows to Luke meant something to her.

“Let’s go then,” He said, his hand pressed against the small of her back. He guided them through the club to the reinforced door at the back. The bouncers nodded to him and opened the door. Riley doubted this was the first time they’d seen Rico do this with a girl.

The hallway behind was dimly lit. There was a concrete stairway leading up to the second floor. This is probably where Elias had gone. Rico guided her away from the stairway down the hallway. There were several rooms lining the hallway, the sound of the club somewhat muted. Her team suspected the club was a front for other activities but there was nothing back here she looked illegal. If only there had been a money laundry operation or a **** lab, she could have the whole place shut down and Elias in handcuffs within hours.

Sadly, there wasn’t anything criminal in the hallway. She couldn’t see behind the closed doors. Rico led her around a corner. The hallway ended in a small office that he guided her into. There was a large desk took up most of the room, piled with papers and documents. A couch and table sat opposite the desk.

Riley stepped into the room, her eyes gazing over it’s contents. She stepped towards the desk, quickly scanning it, trying to catalogue anything that looked important. There was a shipping manifest sitting out in the open and she memorized the ship name and part of the bill of lading number. Then she turned and looked at Rico, “Nice office.”

“It’s a dump,” Rico said moving behind the desk, “You should see my place sometime, its much nicer.”

He pulled open a drawer and brought out two dirty glasses and poured a generous amunt of tequila into them. He handed one to Riley and raised his glass. She returned the gesture and put the glass to her lips, drinking back the tequila. Rico smiled and topped up both of their glasses.

“There’s not much room in here to dance,” Riley said looking around. Rico just smirked. The bass of the music could still be heard though the walls. Beating like the club had a heart beat.

“I’m sure we can make something work,” Rico said putting the tequila bottle on the table. He took her hand and led her to the couch. Rico sat down and pulled Riley down onto his lap, facing away from him. His hands went to her hips and he started moving her side to side in time with the music. Riley glanced at the door, partly ajar knowing she was entirely on her own with this hardened criminal.

Riley finished her drink and set the glass down on the table. She followed Rico’s lead and swayed her hips back and forth in his lap. It didn’t take long, before his calloused hands ran up her back, going to her shoulders, then to her bare biceps. Riley continued to sway with the beat as the heat of the tequlia settled into her stomach.

Then she felt it.

Rico’s cock pressing up, against her bubble butt. He groaned behind her as he pushed his cock against her. Riley steeled her nerves as she grinded her perfect ass against this man. A man who wasn’t her husband. A criminal. The kind of person Riley and her husband had dedicated their lives putting behind bars. What would Luke say if he saw her right now? She cringed at the thought. But she had vowed to do whatever it took to figure out what happened to her sister and bring her killer to justice. Rico was just a stepping stone she needed to get to Elias.

The drink started to calm Riley’s nerves. For the next ten minutes, Riley swayed and grinded her ass on Rico’s lap, her hands on his thighs for support. One song ended and another began.

“Get up for a second,” Rico grunted behind her, “I want a drink.”

Riley stood up and Rico reached past her to the tequila bottle on the table. He grabbed it and took a swig before passing it to her. She did the same. That same grin spread across his face as he bodly reached up and hooked his fingers into the waist band of her black booty shorts. Riley swayed, unsure if it was her unconciously still moivng to the music of the strength of the bottle.

“Let’s get more comfortable,” Rico said and slowly peeled down her body shorts revealing her black thong. His eyes lit up like a kid on Christmas. The sheer material fell to her ankles. Riley paused wondering how she was going to get out of this. Her phoen was in her locker so she couldn’t call for back up. She was alone. The Toad wouldn’t come to her aid, not when Rico was his boss. She’d have to come up with –

Rico quickly undid his belt and slid his pants and boxers off in one swift motion. A menacingly large cock jutted out staring right at her. Bigger than Luke. The thought popped into her mind before she had a chance to profess the scene. She chasisted herself for the errant thought.

“Do you always bring your employees back here like this?’ Riley asked, taking another sip from the bottle.

“I’ve never had an employee as sexy as you before,” Rico grunted, reaching for the tequila bottle. But instead of grabbing it, he grabbed her wrist and pulled her back down on top of him, straddling his lap.

Riley let out a soft, unintentional moan as she felt his cock pressing up against her thong clad pussy. The only thing between her and this criminal’s cock was the thin, sheer material.

“That wasn’t an answer,” Riley challenged.

“No, it wasn’t,” Rico muttered taking the bottle from her hand and gulping more down. He handed it back to her, his eyes trailing over her body. His hands ran up her smooth thighs before each grabbed a handful of her flawless ass. He pulled her tighter against him, his cock pressing hard into her pussy. HIs hands moved, rolling her ass cheeks, making her hips follow his motion. Riley resigned herself to his, grinding into his cock with her body.

She tried to compoartmentizile what was happening and detach herself from the situation. Maybe this could work in her favor. If Rico wasn’t drunk yet, he was well on his way. And his mind was clearly occupied with other thoughts.

She’d make this into an interrorgation.

“So you’re the big boss huh?” Riley said in a low sultry voice.

“I am. Wouldn’t you agree?” Rico said, staring at her cleavage. He thrust his hips up, pushing his hard cock against her. “Nice and big,” he raised his eyebrows playfully.

Riley shuddered. For the first time she was beginning to feel like she was losing control. Her body was actually responding to this fucking asshole. It wasn’t just the **** that was making her chest warm. She was getting turned on. Maybe it was the situation. Or maybe it was because she had been apart from her husband for several weeks and she was extra sensitive. Or maybe it was just the basic biological fact of having a large, hard cock pressing against her vagina. Whatever it was, Riley needed to get her head on straight.

“Mhmmm thats hot,” Riley moaned, unsure how much of that moan was an act. “Having the boss all to myself. Are you really in charge or do you have a boss too?”

Rico looked up at her, his face discerning, “Why does that matter?”

Riley leaned in, bit his earlobe and whispered, “Because it makes me wet.”

“Fuck,” Rico muttered laying his head back on the couch, “Everyone’s got a boss. But you don’t need to worry about that.”

He tugged at her black shirt and pulled it up over her head. The part of Riley that was detached from the situation realized that she was in her black bra and panties, grinding herself on the lap of a known criminal.

“You are you’re friends looked so dangerous,” Riley said in a low voice, “So sexy. Are you really a bad boy or just someone who likes to play pretend?”

She continued to grind herself against Rico’s cock. She could already feel the precum oozing out of it and staining her black panties. She needed to be careful. Riley was walking a dangerous line with a dangerous individual. Back here, with no witnesses he could kill her and no one would ever know. She wasn’t sure he was that hard of a criminal but still, she needed her questions to seem innocent. She couldn’t sound like a cop. Or ask questions like a cop. She needed to lean into being playful and seductive. Even more dangerous was hot horny she was feeling. Weeks of pent up desire and there was a hard cock right here, pressing into her. But she wouldn’t cheat on her husband, even if it would get her closer to her goal.

Rico grinned and a dark expression past behind his eyes. He grabbed her hand and pulled it between them, placing it on his cock. He closed his fist, making her fingers grasp his hard shaft, Riley opened her mouth in surprise and Rico’s lips were on hers. Kissing her hungrily.

In all her time undercover this had never happened. Riley didn’t know how to react. Her brain told her to rely on her training. Go back to her fundamentals and extract herself from the situation. But her body melted into his. Her lips kissed him back. Her fingers raised and fell on his cock, stroking it. Through the fog in her brain she realized something. Something dangerous. That she shouldn’t be doing this. A cop with a criminal? It was wrong. It was taboo. It was….getting her off?

Riley tried to pull back but Rico’s strong hand held her head in place as his tongue pushed into his mouth. Her tasted like tequila as his tongue ran over hers. She could picture how angry Luke would be walking into this situation.

“Mhmmm,” Riley moaned unintentionally. The sound mortified her. She shouldn’t be enjoying this. That moan wasn’t part of the act. Her body was betraying her. She needed to find a way to take back control of the situation.

Just then Rico’s phone rang. He broke the kiss and grabbed his phone looking at it.

“Shit, I got to take this,” Rico muttered.

“Okay, I should probably be getting back,” Riley said sliding off his lap and picking up her booty shorts off the ground.

“No, just one second,” He grabbed her wrist and brought her hand to his cock again. Riley knew she could still bolt out of there. She was about to but then Rico answered the phone.

“Hey Bossman, whats up?” Rico said. Riley froze with her hand wrapped around Rico’s thick cock. He was talking to Elias right in front of her. The man she vowed to take down. No warrant or wire tap needed. In that moment, Riley knew she couldn’t leave. But she also knew she could just stand there bent over with her hand around Rico’s cock actively listening to the conversation. That would be too suspicious.

Riley dropped to her knews, between Rico’s legs. Hoping that Luke would understand, she began to pump Rico’s cock with her fist. The man laid his head back on the couch and stiffled a groan.

“Yeah the Colombians are arriving at 4 a.m, our guys will be there to meet them,” Rico said.

Oh my god. Elias’ group is working with the Colmbians? No one in the department knew that. She couldn’t leave now. She needed to hear the rest of the conversation. She realized she was being too obvious listening, her hand was barely moving.

Riley gripped the criminal’s cock with renewed determination. It was fucked up but she needed to keep her cover. She thought of her sister and focused on the task at hand. She licked her other palm and brought both hands up to begin working on Rico’s cock. She could feel his heartbeat in her hand.

“Yeah, Hammer picked them up today.” Rico said looking down at her. She looked back up at him seductively. Then his other hand reached out and rested on the top of her head, gently pulling it down.

Riley’s eyes widened as the olive skinned cock grew closer and closer to her face. She wanted to run. To preserve her marriage vows and not touch this fucking criminal. But she needed to get this intel. Needed to know what they were planning so she could take them down once and for all.

Riley braced herself and pushed everything else out of her mind. She opened her mouth and Rico’s thick cock disappeared inside. What would Luke think? The other guys in the department? If they knew, she would never live this down. Their already leering eyes would likely intensify. Jesus, what would Captain Hunt say?

“Its coming up through Panama. It’ll be here in a couple of days,” Rico said. Panama, like the panama canal. Maybe this had something to do with that shipping manifest Riley saw on the desk.

Rico kept his hand on the back of Riley’s head and guided her mouth down onto his cock. More and more of it went into her mouth until it pressed against the back of her throat. She braced herself on his thighs and his hand eased up but stayed there. Her guided her up and back down.

“Mhmmmm,” Riley moaned around his cock. Goddammit. Don’t enjoy this.

Riley’s thought clamped together. She could feel that the front of her thong was wet. She told herself it was just from Rico’s precum earlier but she knew the truth. She was wet from this fucked up situation.

Riley pulled her mouth off Rico’s cock and licked his length. She licked him all the way down to his balls, thankful that the man shaved his cock just like her husband. She hated public hair. It always got in the way. Rico’s hand pressed against the back of her head, forcing her mouth onto his balls. Riley lapped them up, her tongue dancing across the little bumps of his heavy ballsack.

Both of her hands continued to stroke Rico’s throbbing member. It felt so hard in her hands.

“Once we have them, we’ll run this city. No one will be able to stop us,” Rico said. Then he added, “Yeah I got something to finish up here. I’ll be up in a few minutes.”

He tossed the phone aside and said, “Fuck baby that feels fucking good.”

“I want to teach you how to suck a cock properly and fuck you all night but the boss needs me,” Rico said. He pulled her back up to his cock where her lips parted and took him in her mouth again. Her hands still stroked him, feeling the contrours of his cock in her palms.

“Mhmmmm,” Riley moaned again.

“I only got a couple minutes,” Rico said with a groan, “Fuck. I knew when I saw you tonight that I had to have you. I can’t wait to fuck you.”

Riley didn’t know how to respond. She just focused on the task at hand. The faster she finished him off, the faster he’d leave. Her shift was almost up. She needed to get out of here and report what she heard to her handler.

“Rico,” A voice said, “The boss is waiting – oh shit.”

Riley pulled herself from the cock, her head spun to look at the door. There The Toad was standing with a bewildered look on his face at the scene before him. Then it broke into a wicked smile. Shit, Riley thought. He knew she was a cop and now he saw her in this comprimising position. He looked at her and the smirk spoke volumnes.

“I’ll be up in a minute,” Rico said, “Just finishing up here. Close the door Toad.”

Toad didn’t break eye contact with her as he closed the door and left.

“Now where were we?” Rico said putting her hands on the back of her head, “Oh yeah, you were just about to beg for more.”

Riley swallowed. Even though is was embarassing and compromising that Toad had seen her, she had hoped Rico would have gone with him. She eyed Rico’s throbbibg member in front of her, and the angry purple vein running up its shaft. Her stomach turned in revlusion at the inveitable conclusion her mind reached. She would have to finish this. If she walked away now it would look suspicious and might close the door to future intel.

“Don’t worry about Toad baby,” Rico cooed, “He’ll probably jerk off to the image of you in your bra and panties later. But he’s harmless.”

“Now,” He added stroking her cheek, “Time to open up.”

Riley steeled her nerves and tried to surpress the dread and arousal coarsing through her body. She gripped his cock in her hands and put it back in her mouth, tentatively swirling her tongue around the head.

“Fuck. Yeah baby,” Rico murmuered, stroking the back of her head, “You like that?”

“Mmm-hmmm,” Riley moaned a confirmation.

“Look up at me baby, tell me how much you like it,” Rico groaned. Riley was torn on what to do. She was holding back her arousal at the situation. At touching this…criminal. She felt betrayed by her body but she still had a mission to do. She didn’t know what was better. Engage him a bit and try to get this over with, preserviing what was left of her dignity and marriage vows. Or lean into it more to turn him and hopefully he’d bring her around again where she could gather more intel. She didn’t know what the right decision was.

Riley thought of her sister and the photos of her corpose. There really wasn’t a decision to make. I’m sorry Luke….

“Mmmhnmmmm,” Riley moaned. Her eyes snapping up to meet his as she took her mouth off of him. “I don’t like it….No. I love it.”

She knew what got men like this off. Power.

“I love how big and strong you’re cock is. It feels so powerful in my hands,” Riley said stroking him with one hands while the other cupped and massaged his balls. She slowly licked up the length of his shaft, her tongue running over the angry purple vein.

“Bigger than your boyfriend’s?” Rico asked. Riley thought of Luke’s perfect cock. It had always been enough for her. But she couldn’t lie to herself. Rico’s was bigger. Not that things like that mattered.

“Who says I have a boyfriend?” Riley challenged.

“I can tell. The way you carry yourself. You’re not like the other girls in here,” Rico said. Shit. It wasn’t good that he saw her as different from the other girls. Yes, she wanted to get further in with them to gather intel but she shouldn’t stand out unintentionally like that. She hadn’t realized it but maybe she was doing or not doing things because she was married.

“We broke up a couple months ago,” Riley lied, “I’m still not over it.”

“I’ll help with that. Don’t you worry,” Rico chuckled, “Fuck baby keep that up.”

“Like this?”

“Just like that.”

Riley continued to delicatly massge his balls while licking and sucking his cock. Her other hand with an iron grip on his shaft. Stroking him non-stop. She wanted to get this over with. She knew the words. They were in the back of her throat but she hesitated saying them. Finally she summoned the willpower and uttered, “Cum for me Rico. I want it. I want you’re cum. Give it to me.”

Riley pulled back and kept stroking him. Staring into his eyes. She’d make him cum all over himself before his meeting with Elias. Despite her own arousal, she couldn’t let him finish in her mouth. She couldn’t let that happen, it was crossing a line. Both professionally and in her marriage, she couldn’t –

“Oh Fuck!,” Rico groaned, his hips rising off the couch, “I’m gonna cum.”

His hand on the back of her head pulled her forward and his cock spread her lips open. Riley was about to object when the first rope of cum blasted against the back of her mouth. She held onto his shaft, feeling the cum pulse in her palm a few seconds before rope after rope of his hot sticky jizz filled her mouth.

Rico kept groaning, holding his hand on the back of her head. His hips raised and his cock twiching in her palm. There was so much fucking cum. Her entire mouth felt filled. It was leaking out of her mouth and drippling down his shaft, over her fingers. Over her bare ring finger.

She wanted to spit it out but Rico was groaning in pleasure, unaware of her plight. She needed to breath. Riley swallowed, almost **** on his hot cum as it poured down her throat. She swallowed again, taking more and more of this criminal bastard’s illicit seed into her own body. Revlusion turned her stomach while her pussy soaked her panties. What the fuck is wrong with me?

Finally Rico slumped back against the couch while Riley finalled gasped for breath. Her mouth still sticky with the remenants of his cum. She couldn’t believe how much he had cum. Riley could still feel the heat of his cum in her stomach, a cruel reminder of the price she paid for the intel tonight.

A thin line of cum ran from the tip of his cock to her lips. Her hand was drenched in the sticky substance and she was amazed how much more had leaked out.

“Ughh,” Rico groaned and stroked her cheek, “That was amazing. But next time I’m gonna teach you how to suck a cock properly.”

Riley felt a strange dense of sadness at his comment. Disappointed that it came right after she had just blown him. Like she hadn’t blown him good enough. Like her skills weren’t up to his standard for cock sucking. She was confused, sad, and upset but had to reminder herself that this was just an assignment. It wasn’t personal.

Rico groaned and stood up. He pulled up his pants and headed towards the door, “Come on, let’s go. I can’t leave you back here by yourself.”

Riley quickly got dressed and followed Rico back out to the door to the club. He gave her a long wet, kiss before heading up the stairs to meet Elias alone. Riley pushed through the doors and felt the eyes of the other waitresses on her. Toad stood by the bar with a calcualting look on his face, like he was assessing something about her.

Riley put her head down and tried to keep the details from the shipping manifest and the conversation she had overheard fresh in her mind. It was only an hour until her shift was done, then she could signal her handler for a meeting.

***

“This is big,” her handler said from the other side of the booth. They sat in a twenty-four hour dinner on the other side of the city. Far way from Elias’ known territory. Riley had just finished explaining everything she had overheard and the details from the shipping manifest. Her handler was a cop she hadn’t worked with before. An older man named Jim who had done plently of undercover work before her time.

Riley had taken an indirect route to get to the dinner and doubled back a few times to make sure she hadn’t been followed. The entire time, her mind ablaze with the memory of Rico’s face as he busted into her mouth. The overwhelming amount of criminal cum she was **** to swallow.

“I need to the station so the team can start processing all of this. Great work Riley. Really, great work. How did you get all this?” He asked her.

Riley felt her face blush at the memory of sucking Rico’s fat cock in the dingy club office. She tried to ignore the pangs of desire that still coursed through her.

“It wasn’t anything special,” Riley said, “I saw the manifest on a desk in the backroom.”

The right thing for her to do would be to tell him it was Toad’s desk. That they should press Toad for more information. But if she did that and Luke went and talked to him, he would likely reveal what she had done to get the information. She wanted to be the one to tell Luke the truth first. Still, it didn’t sit right with her. This would be a good source for Luke to squeeze and chase down but she was putting herself and her marriage first. Maybe she could push The Toad to get herself back there again.

“And the rest I overheard from a conversation at the club,” Riley said. It was technically the truth.

“Well kid, you’re a natural at this,” Jim said standing up and putitng his coat on. “Keep it up. Whatever you’re doing to get us actionable intel like this, keep doing it. Understand?”

“Yes,” Riley whispered and nodded. Jim left and Riley took a sip of her coffee. She opened a pack of a cream and went to pour it in before deciding against it. She couldn’t stand the sight of it. Little did Jim know exactly what he was asking her to keep doing.