He does, though the plan backfires a bit...

Nancy saw the young rapper sit up in his lounger from the corner of her eye, just as she was settling down. Knowing what was coming next, she decided to take initiative and turned her head towards him.

“Hey, aren’t you Kateshi 6ix9ine?” she asked with played up insecurity, adding a slightly higher bimbo-note to her voice to sell the clueless groupie. Even if she had not come here because she had known he was here, he was many things, but “hard to recognize” was not one of them. It worked like a charm. Kateshi, just opening his mouth to hit her up, stopped for a second. A fourth-tier rapper like him probably was not used to getting recognized at his level of fame, so this, coming from such a stunning specimen as Nancy, was surprising. It also was the ego-boost it was intended to be.

“Shit, yeah, shorty, that’s me!” he replied. His body posture immediately loosened up and relaxed and a wide grin spread on his face. “You a fan, babydoll?”

Oh wow… Nancy thought as Kateshi’s grin revealed a gleaming, golden grill, the upper front teeth of which were imprinted with “6969”. This dude was a bad cliché!

“Oh yeah, I am!” Nancy gasped exasperatedly, further playing up the bimbo-groupie, knowing this as the sure-fire way to get into the man’s room (though hopefully not his pants). “'MurdaBitchez' is, like, my favorite album! I love that one! You are so… inspirational!”

The ugly smile widened. Just the expression alone made Nancy feel the urge to punch him. It was not made any better by the fact that the big, dumb grill caused him to speak with a slight lisp. She masked her apprehension behind a flirty smile.

“Yeah, shorty, I do what I do, you know how it is…” he spurted his nonsense, “You want to take a selfie or something to show all your friends?”

“Oh, Goddamned!” Nancy feigned disappointment, pulling a face, “I left my phone in my room… But, could I ask a favor of you, please?”

“Sure, shorty, whatever you want!”

Lifting the bottle of sun-screen up and waving it slightly, Nancy gave a slight pout. “Could you do my back, please?”

He gave her a gleaming grin, clapping his hands. “Yeah, yeah, shorty, I can do that for you, abso-fucking-lutely!” As he took the bottle from her hand, Nancy felt a slight shudder of unease at the prospect of getting this creep’s hands on her body, but she fought that feeling down, knowing that the little bit of discomfort was an investment that would be worth it in the end.

“Thank you!” she cooed, batting her eyelids at him as he stood and came over to her, eagerly squeezing a plentiful portion of sunscreen into his palm. She lay down flat on her front, cheek resting on her folded hands and closed her eyes in anticipation.

Kateshi couldn’t help but grin widely as he approached this prone beauty, positioning himself next to her head. She was a little older than him, but, damn, this bitch had a body on her! Seeing she had closed her eyes, he allowed himself to take her in from up close, admiring the soft, golden tan of her skin. She was athletic, her muscles toned in feminine grace, while thick in all the right places. He had known as soon as he had laid eyes on her that he wanted to do things with her and when she had just bent over to pick up her towel right in front of him, it had driven him crazy. Not only did this little Latina slut possess one of the nicest, firmest little booties he had ever seen, her slutty little bikini bottoms were also designed to show it off. They clung to the crevice of her ass and accentuated her petite pussy mound. Revealing she knew him and was a fan seemed like a gift of the Gods. He’d make sure the little bitch would get a groupie experience she would not soon forget!

“Err, shorty?” His voice was unsettlingly close now, “I gotta undo your top here, bet you don’t want any tan lines…”

Her throat tightened as Kateshi did not even await her reply and instead just went for it. A two short tugs and the thin strings at her back and her neck suddenly loosened, then fell away, leaving the gorgeous detective essentially topless at the hands of the mumble-rapper.

It will be worth it! She repeated her mantra in her head, concentrating on not flinching as the rapper moved her ponytail aside and his big, rough palms first made contact with her skin, quickly spreading and applying the warm oil to her bare back.

To her utter surprise, it appeared the young man was quite skillful. His strong hands quickly began to massage her back, rubbing the oil into her smooth skin, making it gleam in the sun. She had expected him to be rough and inapt and it almost came as a shock to find his touch pleasurable. So pleasurable in fact that before she knew it, a little moan escaped her lips.

“Good job, Nancy, you’re doing great! Looking good too!” Fletcher’s oh so helpful voice crackled out of the tiny hidden earphone. She really had to have a talk with him about mid-mission boundaries after this, but strong, massaging hands making their way down her spine were quickly making her forget the twitch of anger as they drove everything but pleasure out of her mind.

“Mmmh!” she gasped as he hit just the right spot. When she lightly bit her lower lip it was not an act, but she actually found that she was losing herself in the pleasure.

“You like that, don’tcha, shorty?!” Kateshi grinned, her telltale signs not lost on him. He renewed his efforts working his hands down along her spine, barely using the lotion as an excuse to massage the all-but-naked woman’s back, slowly working himself further and further down, giving her pristine skin a nice shine. He felt her body almost melt beneath his palms as he gradually relaxed to his ministrations, tension leaving her body.

“Uuuuh!” Nancy cooed, her mouth opening in a small gasp as the strong fingers hit another one of her spots as they worked themselves down to the small of her back. As much as Nancy wanted to keep a calm mind, she found that she couldn’t. The stern voices in her head were silenced. It had just been a little bit too long since someone had touched her quite like this! This creepy fucker made her mind spin…

“You know, shorty, I’ve got this really nice suite here! King-sized bed, fully stocked bar, Jacuzzi, the whole fucking way, you know how I roll… And the view from the balcony is just fantastic. You should really come and check it out…”

“Woah!” Nancy gasped, eyes widening and her head shooting up as she awoke from her daze with a start. All of a sudden, the hands had left her back, moving south to her ass. And not only that, the brash prick had actually slid his hands into her bottoms, now holding and firmly squeezing a flawless buttock in each palm and she felt him deliberately pull her cheeks apart. Undercover or not, presumptuousness like this made her want to smack him across the face.

It seemed that Fletcher had caught her shock because before her hand had even left the lounger, his voice crackled inside her ear. “Be smart, Nancy! Remember the mission!”

The urgent warning was enough to stop her for just a second, which was enough for the rainbow-haired man to pull his hands out of her bottoms, holding them up in mock apology with a wide, cheeky smirk on his face.

“Oops, sorry, shorty, my hands must have slipped!” he quipped, infuriating her inwardly with his gleaming grin. She saw a slight twinge of disappointment in his eyes and knew that he had hoped to get a good look at her tits when she jumped. Fortunately, however, one instinctively placed forearm had constructed the view.

“Err… I… it’s okay…” Nancy stammered, feeling her face redden slightly as she fought to keep her anger in check. She could still feel his callous hands on her ass, spreading her wide…

“How about I do your legs next?!” Kateshi offered and before she even had a chance to reply in any way he quickly made his way around her lounger. Nancy’s eyes followed him with suspicion, her heart pounding in her chest.

This was new. She had taken up covers before, posed as different people to advance her cases, even dressing up in eye-catching fashion, but this was new. She never had a suspect, let alone one looking as off-putting as this one, put his hands on her body and it was taking the intensity of the experience to a whole other level. She knew Syd had gone this far a few times in the past, but Syd was more experienced in this part of their work…

“Just hang in there, Nancy. A little bit more and he’ll take you up to his room!” If Fletcher had stood next to her saying this it would have drawn a snarky reply, but - truth be told - it actually helped her, focused her.

Kateshi squeezed another healthy portion of oil into his palm. He firmly grabbed her left calf and began to work his thumbs into her muscles, methodically making his way up from her ankle up towards the back of her knee. Nancy’s head dropped back onto her hands. Scumbag or not, the man had some hands on him…

The wannabe rapper watched her every reaction like a hawk. Reading all the little signs and twitches, he quickly figured out her most sensitive spots by kneading first one leg up to the knee, then repeating the process with the other. The little bitch’s body was just fantastic! He admired the flawless, golden skin, the well-defined, feminine musculature of her legs as he made his way up, though his eyes continuously drifted upwards.

Sneakily, while massaging each of her calves, he had inched her legs apart bit by bit, spreading her thighs apart without her noticing. This now gave him a good, close-up view of Nancy’s bikini-clad pussy. His cock stiffened in his pants as he could clearly make out the groove of her sex beneath the white fabric, which, still soaked from the pool water, clung to her every curve and showed off way more than intended. The bitch was definitely totally smooth.

“You are totally gorgeous, shorty, you know that!” he whispered at her as he moved up, now grabbing her athletic thighs with both hands and kneading the firm flesh, triggering a soft moan in response. Smirking he worked himself upwards in small circles, eyes focused on her ass-cheeks. His fingers along the inside of her thigh inched dangerously close to her covered mound but just as he felt Nancy begin to tense up he stopped and moved back down, repeating the process on her other knee.

Nancy actually had to concentrate so she would not moan with delight. She tried her best to keep her head in the game, but each time those strong hands came up on her thigh this got harder. She really couldn’t help herself.

Patiently working her over, on each repetition Kateshi edged himself a fraction of an inch closer to her cunt, easing her into it. And the slow approach paid off: instead of tensing up, the bitch stayed fully relaxed despite the fact that the tips of his fingers began to brush over her hot, covered cunt. Not only that, she actually pushed her ass up towards him, offering himself like the little groupie slut she was. He decided to go for it!

“Gah!” Nancy’s eyes widened in exasperated shock, her mask slipping for a split second when all of a sudden she felt one of Kateshi’s fingers sneak beneath the band of her thong. As she felt the back of his finger brush against the smooth lips of her pussy, all pretense dropped, “You…”

Pulling the back of her bottoms to one side while using his other hand to spread her open, Kateshi exposed Nancy’s cunt and asshole fully to his view. A wide grin spread across the thug’s tattooed face. As he had suspected, her small, sleek pussy was completely shaved. The small, off-brown inner lips were just visible, clamped between her outer labia and promising a delicious tightness. The tight, little asshole above was just perfect in every way. Cute and innocent and just ever so slightly darker than the surrounding skin, the tightly puckered iris of her sphincter clenched up shyly below his gaze. The things he would do to this hole…

Nancy was stunned by this utter brazenness. She had been prepared to get groped a little bit. It came with the nature of a mission like this and she had shielded herself mentally to endure that, but this was different. Her mind went into shock for a moment as she felt cool air against both of her petite nether holes, giving Kateshi a long, drawn-out look.

“Nancy, keep it cool!” she heard Fletcher’s voice in her ear. Surely, he couldn’t see details of what was happening, but from the way her body tensed it must have been obvious on the camera that she was shocked.

“St- stop it!” Nancy gasped, managing to pull away from Kateshi’s invasive hands, a look of utter shock on her face. She wanted to smack him and it might have just been Fletch’s voice in her ear that had stopped her as her head whipped around. Inadvertently this gave the rapper, the hacker and the two geeks watching from the other side of the pool area a short flash of her bare tits before she covered up just as quickly.

“Shit, shorty, you have nothing to be embarrassed about!” Kateshi grinned, oblivious to the fact he had been a split second away from receiving a well-earned black eye, “That’s some fine looking pussy you have there.”