Undercover Rookie (closed)

[cnuveau]

Rob's eyes followed Stephanie's hands to Dianna's skirt as she reach down and yanked it up exposing her beautiful bare ass then smacked it. He was giddy watching Stephanie toy with the young cop but felt like she'd had enough for the moment. Rob stood and nodded toward Stephanie as her lips parted Dianna's.

Stephanie's knees dipped slightly as she hooked the last straps of Dianna's panties then pulled them up before tugging the hem of her skirt back down to cover her ass.

"Rob's ready for us now." she said, taking Dianna's hand and leading her back to the booth just as the waitress returned with another round of drinks.

"You both seem to be getting along well." Rob said with a devious smile before taking a sip of his scotch. "I've got to talk to one other person then maybe we can get out of here. Sound good?" he asked before getting up and walking towards another booth across the bar.

As he walked away Stephanie gripped Dianna's neck again and kissed her as she cupped her breast.

 

[Gamina]

Dianna was relieved when she felt the woman pull her panties back up. As they returned to the table and Rob, they exchanged a few pleasantries before Rob stood up and walked away. The young cop had no time to think before the other woman grabbing her by the back of the neck pulled her over the table and started kissing her again.

After a little while she let go off her and asked her to pull out her phone so they could exchange numbers. Unlocking her phone Dianna was swiping to her contacts when Stephanie took her phone out of her hands and started to fill in the contact info.

Biting her tongue the rookie tried to act as if it wasn't a big deal, and when Stephanie pulled her back in for a selfie together to set as her contact pic, she smiled for the picture. After the pic, Stephanie sat back down, but didn't give her phone back, instead she pointed under the table.

"Let's see if you know how to use your tongue"

The way she said it, and mostly the glance she shot her, told D that she had little choice in the matter, so instead of waisting time, she simply slipped under the table. Crawling towards the woman, she was surprised to see that she already had her legs spread and there was no trace of panties, so knowing what to do, she slid in and started to gently explore the other woman's labia.

Stephanie yelped in delight as the woman seemed to know what she was doing. In the mean while she was roaming through the phone as she was still kind of miffed about Rob keeping her secret from her until now. But as she felt two slender fingers push into her and curl up to tap her little spongy patch, she let it go, opened the convo with Rob and tapped record, giving her Boss a little preview of his new little toy, pleasuring his longest standing bitch

 

[cnuveau]

Stephanie pulled Dianna's hair back to make sure the camera had a clear shot of her as Stephanie's back arched and she let out a soft moan.

"mmmm, that's so good." she cooed as Dianna's finger continued to probe her g-spot.

Stephanie's breath started to become ragged as the muscles tensed.

Oh fuck, right there!" she gasped out as she clutched Dianna's hair tighter and her hips bucked against her face.

Soft moans punctuated her shallow panting as Stephanie's legs stiffened and she came hard around Dianna's fingers. Clicking the button to stop recording Stephanie hit send then let Dianna up from beneath the table.

*********
Ally stared at her screen with her mouth agape as she watch the video captured from Rob's phone. She clicked a few buttons putting the video on loop before propping a leg up on the desk then snaking a hand into her panties.

 

[Gamina]

Ally knew that what she was doing is wrong but but between the stress that she was under at work, and just how extremely hot she had gotten creeping on the rookie and her girlfriends private convo, this video had just driven her over the edge. The special agent rationalized for herself that she would be able to better protect the plant if she just rubbed one off and unloaded.

---

Whiping her chin as she got out from under the table, she took a second to recompose herself. Looking around it was clear that Rob was still chatting, although due to the shadows she could not really see who he was talking too. Then looking at Stephanie with a mischievous grin she said.

" Now that we are best friend, why don't you get under this table and repay me the favor."

As the blond looked dumbfounded at the request, Dianna was quick to add

"I also do not repeat myself."

The blond raised an eyebrow at that but flashing a little smile, slipped under the table. Dianna smiled and spread her legs to give the woman easy access. As she started to eat her out it was clear that while she had done this before, the woman was straight, but she knew enough to make it pleasurable. Still feeling like getting even for putting her on display Dianna, started to pull the girls dress up, making sure that Rob would get a nice view whenever he decided to join them again. Then once the blond was well enough exposed she sat back, enjoyed her whisky and waited for Rob to come back.

 

[cnuveau]

Stephanie was a little out of her comfort zone as she climbed under the table and lifted Dianna’s skirt. It was usually women going down on her and she’d never really been commanded to reciprocate. She had to admit though, she liked that Dianna was bold enough to ask.

Her tongue lapped at Dianna’s clit as a finger probed her moist passage trying hard deliver the pleasure that Dianna had given her.

When Rob returned to the table he couldn’t help but notice the slight part of Dianna’s lips and the way her heavy breaths made her chest heave ever so slightly. Looking down he was treated to the sight of Stephanie’s pale ass under the table.

Rob slipped into the booth next to Dianna and lowered his zipper looking to get in on the action. Looking over at Dianna her attention remained firmly on Stephanie’s work under the table and her whiskey. A frustration was starting to build inside him when suddenly he felt a hand wrap around his cock. Looking down he could see that Stephanie had reached over and started stroking him to hardness.

There was a sense of relief that washed over Rob as Stephanie filled the void that Dianna left, putting them both at risk. Rob’s thumb caressed Stephanie’s hand as he made a mental note to figure out just how averse Dianna was going to be doing what she needed to do to maintain cover.

 

[Gamina]

Dianna only saw Rob was done with his chat when he slid in the booth next to her, for a second she smiled at him and looked back down at Stephanie, totally missing the part where the man had unzipped his pants and exposed his cock. Taking one of his arms, Dianna wrapped it around her shoulder, knowing this would give him some groping access, but thinking it was the best place to have his wandering hands, it is only when she saw Stephanie's hand reach for his crotch that she noticed the boner.

Flustered at the situation, Dianna shifted in her seat a little to turn towards rob, and went in for a kiss as her hand trailed from his chest to his stomach hesitantly

 

[cnuveau]

It was good to see Dianna starting to play her part a little more convincingly as she kissed him than let her hand travel down his chest and stomach.

Rob turned towards her slightly and with his free hand cupped her breast letting his thumb lightly brush across her stiffening nipples.

Rob’s lips trailed down Dianna’s jaw line then to her ear. Giving her ear lobe a light nibble he whispered in her ear.

“If she doesn’t finish me off you’re going to need to or it’s going to be a red flag.”

As he finished speaking he gave her earlobe another light nibble than moved to her neck as he pressed her nipple between his fingers.

 

[Gamina]

Dianna nodded as Rob whispered in her ears, she knew he was probably right, but it did not change the fact that she was uncomfortable at the idea of having spectators the first time she ever put a dick in her mouth. Off course she had given mock blow job's on strap ons before, but as she was usually the one strapped between Alina and her, she didn't know how well those moves would translate.

Pulling on the hair of the woman between her legs, she dragged her head away from her own pleasure center and pushed it unceremoniously on the lap of her partner. Knowing she had been close to an orgasm Stephanie winked at her apparently apriciating the girls willingness to put her partners needs before her own.

Pulling her knees up under her to get a better position to make out with Rob, she kept her hand tangles in the blonds hair, gaging the rhythm she was using but also pushing her those extra few millimetres as Robs cock pushed up against the back of her throat.

 

[cnuveau]

It was a wrinkle in their cover that didn't occur to Rob when they first met and Dianna disclosed that she was lesbian. The overly sexualized nature of the company he kept would certainly put them in positions where things were going to get uncomfortable for her quickly. Fortunately tonight, Stephanie was willing to carry the load but that probably wouldn't always be the case.

"God that's good." Rob breathed out as the head of his cock squeezed into Stephanie's throat. "You like watching another woman suck my cock don't you?" he asked Dianna as she continued to force it deeper into Stephanie's throat. Rob let out a throaty moan as Stephanie's hand cupped his clean shaven balls and caressed them.

There was an occasional passer by that gave a second glance at the scene that was playing out in the booth but most of the Indigo regulars had seen it before and knew it wasn't uncommon.

Reaching down Rob tugged the strap of Stephanie's dress down over her shoulder then slipped his hand inside caressing her breasts as she bobbed on his cock.

 

[Gamina]

Dianna smiled at Rob as he asked her if she liked to watch another woman suck his cock and said

"Let's say considering the attitude she gave me, I prefere her with her mouthful"

When he reached under the table to fondle the womans breast, she added her own hand to the mix, always enjoying fondeling breast larger than her own. Then seeing just how many people were sneaking in looks, she grabbed Rob's free hand and guided it between her own legs before pushing her tongue hungerly in his mouth again.

 

[cnuveau]

"Yeah, she is more tolerable with a dick in her mouth isn't she?" Rob said as he let out a little laugh.

Hearing Rob's comment Stephanie raised her head until just the tip of Rob's cock remained her mouth then started to apply pressure with her teeth in protest.

"Behave." Rob growled as he pinched her nipple hard causing Stephanie to let out a moan then bob on his cock with renewed intensity.

As Rob's hand landed between Dianna's legs he pressed her panties aside then slipped two fingers into her, still wet, pussy then curled them as his palm rested against her exquisite mound.

"Oh fuck. Just like that." He breathed out as his hips flexed into Stephanie driving him deeper just as the first blast of his thick cum splashed against the back of her throat. Pulling his hand from her dress Rob gripped Stephanie's head forcing himself deep into her throat as the subsequent volleys erupted from him.

"Yeah, that's a good girl." he breathed as he leaned in and kissed Dianna again pressing his tongue between her lips.

 

[Gamina]

Ally cursed as what was about to be a leg shaking orgasm was ruined by a call by MacCalister, for a second she considered not picking up, but since he was technically in charge of this operation she picked the call up.

"Agent Swanson, way to kick the hornets nest on day one."

He said, leaving the special agent to wonder what was up.

"Our men tagged Hector of the Melendez cartel slipping out of Indigo, which prompted a call from a very concerned ATF admin."

Ally shrugged. "And why is our admin friend concerned about?"

The senior agent chuckled and said.

"While his superiors have a strategic alliance with the Melendez cartel, he and several others at the ATF were happy that they were beefing with our friends. But now that it seems they are joining forces they want to make sure we pit an end to the threat. So make sure our assets know we want to take the down at the same time."


With that the man hung up, leaving Ally cursing all over again as all these conflicting strategic alliances, or agents in the pocket of criminals made this case one hell of a power keg.

---

Dianna bit her lip as Rob penetrated her and was shocked to feel just how much larger it felt than when Alina fingered her. D had never been much for penetrative sex herself preferring cliteral stimulation, so while her pussy was not virginal, it was still very much thight.

For a moment she was conflicted as she felt an orgasm build in the pit of her stomach and felt it was Stephanie's to claim as she had done most of the work but as the man pushed his palm up against her mound she felt herself grinding hard up against it, unleashing a wave of pleasure inside of her.

Seeing Stephanie getting up from under the table and reaching for her face, she naturally bended towards the woman and initiated a kiss, only to be greeted with a salty mouthful of cum. Surprised it didn't taste as foul as she thought it would be, after all she had eaten worse things by their vegan friends, she happily made out with the woman that was making it a point to give her all off the man's seed.

 

[cnuveau]

As Rob felt Dianna’s muscles begin to pulsate around his fingers he ground his hand into her more firmly. Withdrawing his hand from beneath her dress he raised his fingers to his lips to taste her.

With everyone momentarily sated they sipped their drinks taking in the activity around the club for a few moments.

Rob set his empty scotch glass on the table then slid it to the center.

“Think we’re done for the night.” He said as he got up from the booth and re-tucked his shirt.

The ladies filed out of the booth behind him before Stephanie stepped past Dianna and wrapped her arms around his neck. “We’ll see you next time baby.” She paused for a moment looking back at Dianna “Unless you’d like me to join you.”

Rob was tempted for a moment but decided it was too big of a risk. They’d made it through so far but the three of them back at his apartment would be too big a risk. “Maybe next time.” He said patting her ass then pulled away from her.

Rob slipped his arm around Dianna’s waist then walked her out of the club. When the valet brought his car he put her in and closed the door before rounding it and getting behind the wheel. As soon as the door closed he let out a loud breath.

“Things like that are going to happen more times than not and if you’re not up for playing the role, the deal is off.” As he spoke the was getting more heated with each word. “Until you can show me that you’re not going to get me killed by blowing your cover we’re done with this.”

Rob fell silent for a moment trying to calm himself as the car sped towards his apartment. He started again in a calmer voice. “It won’t go unnoticed a second time that you aren’t in to me so you’re going to need to figure that out quick.”

 

[Gamina]

Dianna was surprised, but relieved when Rob dismissed Stephanie for the night. While the girl was not unpleasant the idea of having to keep the act up any longer felt exhausting. As they parted ways Stephanie gave her a kiss and said she was looking forward to seeing more Rob's collection grow. When she saw the confused look on the latina's face she just pointed at the cellphone in her hand and left.

Once in the car, she was about to ask Rob about his talks tonight when the man exploded out of no where. For a second she wanted to interject but thought better of it, waiting for the man to finish rambling instead of trying to speak over him, even if he made her blood boil. Then once he fell silent she turned to him and said.

"Fuck you."

Taking a slow breath through her nose to calm herself down a little she then continued.

"No seriously fuck you. This was on you. The fuck did you think would happen whipping your cock out like that?"

Dianna did her best to enunciate her words right but when she got angry her Hispanic accent tended to come out heavier than normal.

"I asked you if there was anything I needed to know, and you said nothing!"

She was almost shouting at the end of the sentence.

"Maybe a little, watch out, I am kind of a man whore, so things might get sexual at some point, would not have been out of funking order..."

After that she crossed her arms and kept her eyes strictly at the road, trying not to think about how things would have been different if she had known before hand.

 

[cnuveau]

Rob looked forward at the road and let Dianna’s words run through his head for a moment. She had a point. Things like that had become so commonplace that it didn’t even occur to him that it would be a problem until the horse was well out of the barn.

“You’re right. I’m sorry.” He said, letting his grip on the steering wheel loosen. “Taking you there tonight was a mistake. That should have waited until you had a better idea of what you were getting into and were prepared for it.”

They drove in silence for another moment until Rob swung the car into the garage and the gate opened allowing him in. Pulling into his parking space he turned off the engine then turned to her.

“So now that you know what to expect, how do we handle it?”

 

[Gamina]

"No fucking clue"

She said honestly as she truly was not prepared for this, so instead of focusing on the long term issue, she focused her attention to the task at hand.

Taking out her phone she called Ally on her secured line and said.

"Hey Ally, calling in for a debrief, we just got out of Indigo and we had some interesting conversations."

Looking at Rob, she looked to see what he would volunteer himself and what he would try to obfuscate.

 

[cnuveau]

Rob wasn’t quite prepared for a debrief but as Dianna looked at him he knew he had to give them something.

“Met with Hector Ramirez from the Melendez cartel. If you all were at all paying attention you should already have a tail on him. Their primary line of business is trafficking. Made them an offer to work together so if their bosses accept it I should be able to get names and locations to take them down.”

The next part was going to be delicate. He didn’t want to give them too much and he needed time to get things sorted out.

“Cesar, one of my guys is arranging an escort for a shipment coming up from Mexico. When I get the details of where it is I’ll give you the details and you all can follow it and trace the movements. That’s all I got for now.”

He certainly wasn’t going to share his other conversation so he left that out entirely.

 

[Gamina]

As Rob debriefed, she was happy to hear that Ally complimented him on going above and beyond in serving them up other gangs, even if she made it clear the deal was about his gang and not the cartels.

On her part she made a mental note to discuss the omission with Ally in private, after all she didn't know if it wad business or private, maybe he had to dump a girl for their cover, but it would be a problem if to many secrets were kept.

Reaching home she followed him in wondering what the next step should be.

 

[cnuveau]

As the elevator doors opened Rob led Dianna in then walked directly to the bar to pour them a couple of Macallans before leading her to the sofa.

“Let’s see if we can figure this out.” He said trying to adopt a more collaborative tone.

As they both took a seat on the couch Rob took a sip of his drink then started to talk.

“I think we can avoid penetrative sex but I think there are certain things that will be unavoidable if you’re going to pose as my girlfriend. So what we know so far is that you’re ok with kissing me and you also didn’t seem to mind me getting you off manually. It seems your big problem is with my cock. Does knowing that I won’t put it in you make it less of a problem for you?”

It felt a little weird talking about this so matter of factly but he really didn’t see any other way to get so some kind of resolution.

 

[Gamina]

Sitting on the sofa drinking some way to expensive whisky Dianna had to do her best to not burst out in hysterical laughter at the man's question.

"Well first off all I appreciate your willingness to sacrifice."

She said meaning it sincerely but there was clear hints of sarcasm in her voice.

"You see I thought about becoming a whore first, but then I kind of landed into this dirty business of upholding the law and all."

She said trying to make a joke out of the situation, but she couldn't help but to feel dirty about the situation she was put in. Sure she had helped fellow officers of a city nearby when they needed to do a sting operation on tug joints, but massaging a John talking about sex and having to do it for a job and survival where two different things.

"But if you want to empathise with me, just think how you would feel having to suck a cock to advance your work and not die."

She know this idea might be strange, but that wad the one thing straight men and lesbians had in common.

"Bigger issue is, how much of a perv are you when it comes to sharing intimate pictures and video?"

She asked not willing to offer the idea of creating some but still Stephanie had not been too subtle about it

 

[cnuveau]

Rob was a little caught off guard when Dianna asked about sharing videos and pictures. He thought that he’d kept them out of his phone but it now seemed possible that they had more access than he thought.

His eyes drifted down to his phone sitting on the couch and he noticed a notification of a message from Stephanie. He picked it up as he thought about how to respond. Tapping the message he saw she’d sent him a video. Tapping play the sound of music from the club began blaring from the speaker of the phone as he watched Dianna’s tongue expertly licking Stephanie.

“Oh, you mean like this?” He said turning the screen towards her so she could see. “It happens from time to time.”

Rob turned the screen back to him as he continued to watch.

“Damn, that’s pretty hot.” He said as he locked his screen and set the phone down. “Didn’t see that earlier. Guess I missed some things while I stepped away huh?”

As he said it, it occurred to him that the fact that there hadn’t been anything shared featuring he and Dianna was another problem he didn’t think about.

“That’s gonna be another issue I guess. There’s usually a pretty large digital footprint of my relationships.”

 

[Gamina]

"You don't say"

She said sarcastically when he said his digital footprint was quite large.

"I guess we can easily fake some sex videos, and even take some shots of me with your cock."
Then after a shirt break

"Just don't even think i will do anything to get you hard or off when it is just the two off us."

Since Rob seemed to sidestep the sucking cock for his own sake and kicked in the door for him sidestepping in the club.

"Yeah what was that little side quest about? You didn't seem to volunteer that info to Abby earlier.

 

[cnuveau]

Rob knew she was bound to ask at some point and was ready for it when the question came.

"It was a personal matter. Our agreement only included my professional life so when it comes to my personal matters you all can kindly fuck off." he said taking another long sip of his scotch.

He'd hoped that signaling some protectiveness of personal matters would give him some latitude to funnel information to his organization that would help mitigate the worst damage from the feds watching them. His thought then went to the idea of staging videos and how that'd work.

"The idea of faking video's makes sense and, if they're selectively seen, would probably get our interactions less scrutiny in public. Might also help you and I become a little more comfortable with each other which it seems is sorely needed right now."

Rob drained the rest of his glass then took Dianna's from her hand before walking back over to the bar and topping them off with another heavy pour.

"Why don't we go to my room and get comfortable then see what we can put together." he said as he turned back to her with their glasses in his hands.

 

[Gamina]

"I understand the need for some privacy, but realise that if you don't want to be a short lease, there has to be a basis of trust. And kindly funking off is not conductive to this."

Finishing her drink, she nodded to the man as he suggested togo to his room and start with the familiarisation process. Getting up she walked over to her own room and looked over her shoulder.

"I'll get some changes of clothing, in the mean while why don't you select a handful of pictures and video's from your phone that we can use as a template."

Walking I to her room she fought back a panic attack as her stomach lurched at the thought of what was about to take place, but as she pulled some lingerie sets and some cute shirts in a bag she steadied herself and made her way to Rob's room as if it was the most natural thing in the world

 

[cnuveau]

Rob walked to his room setting their glasses on the end table before sitting on his bed then flipping through is image library. Since the images and videos weren't going to be overly graphic he started to focus in on ones that were more erotic in nature. As he crossed ones that fit the bill he moved them into a folder.
One
Two
Three
Four

He felt like with the right camera angle that they could all be done pretty easily.

Rob set his phone on the nightstand then unbuttoned his shirt as he leaned against the headboard and waited for Dianna. When she entered the room he handed her the phone then pushed over to the center of the bed.

"Just some ideas, but it's up to you if you think something else works better."