Riley Gendreau
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Undercover Hooker
🕑 Added 2024-06-15 03:00:08 +0000 UTCAlice had just the apartment building of her last client, she had a couple hundred dollars rolled up and stuff in between her breasts. She also still had a bit of cum dripping down her legs, which she’d need to wipe up before her next client.
As she walked down the alleyway she saw a familiar face waiting at the end. It was Officer Jim, her former partner before she went undercover. Alice not knowing if anyone was watching wasn't about to break character.
So she slowly strutted her way down the alley hoping to just pass by him. He of course stopped her. “Sorry Miss Midnight, I’m unfortunately here to pick you up.” He said using his club to keep her from walking around him.
“On what charge officer?” Alice said in a snarky tone. “We have a witness saying a woman with black hair, and..” Jim looked down at Alice’s chest. “With large assets attempted to solicit sex from him. So as you can imagine you fit that description Miss Midnight.”
“I’m sure I do Officer. I ain't done nothin, but let’s waste both our time and head over to your station.” Jim had Alice turn around and he handcuffed her. He then brought her to his squad car and opened the door to push her in.
“Watch your head,” Jim said, helping her. He then buckled her up, closed the door, and went and got into the driver's seat. Once he started driving, Alice looked out the window to see her pimp leaning against the wall.
He gave her a nod that let her know he’d take care of everything, and not to say anything. Alice nodded back. After a minute of driving Alice knew it was safe to talk, and so did her former partner, and he had questions.
“Holy hell Hank, is that really you? The captain told me I was going to pick up an undercover officer, and when I saw your name I never imagined you’d look like this.” Alice sighed. “Yeah, it’s been a long rough year and a half.”
Alice said as she slipped out of her handcuffs. “So what the hell happened?” Alice scooted to the middle. “Well, you remember Carlos Vendelgo?” Jim looked in the rearview mirror and met Alice's gaze. “Yeah, that was the guy that got away from you on our last job together.”
“After I let this pervert get away, the captain made me go undercover as a transgender hooker.” Jim’s eyes opened wide. “Why?” “Well, apparently the guy likes women with… cocks… So the captain put me undercover to try and catch him, sort of as punishment for my mess up.”
Jim looked back at the road. “That makes sense I guess…. But uh… what about those breasts… They’re real right?” Alice looked down at her massive M-cups. “Yeah… Last week, my pimp forced me to get these breast implants.”
Alice grabbed them. “He said the customers didn’t like girls with flat chests, and breast forms weren't good enough.” “So now you’re stuck with those?” Jim said, sounding a bit happy. “Yup, at least until someone catches that perp.”
“It’s been a year and a half, how much longer do you think it’ll be?” Jim said while using the rearview mirror to look at her tits. “No idea… I hope they catch him soon, my back is killing me, and these heels are murder.” Alice said while trying to crack her back.
“You know breasts that big need a bra.” Alice waved her hand. “Yeah I know, but I’m not allowed to wear underwear. My pimp says they get in the way, and a good girl is a ready girl, and a girl can't be ready with underwear on.”
Jim laughed a bit. “Hey don’t laugh, this is totally humiliating.” “Oh, my bad Miss Midnight.” Alice slammed on the cage that divided them. “Hey watch it, tits or no tits I can still kick your ass.” Jim laughed again. “Sure, if you can keep up with me in those heels that is.”
Alice sat back and rolled her eyes. “Anyway, so why am I being picked up?” “Oh that’s right, the boss has an extra assignment for you. The details are in the folder next to you.” Alice looked to her side, picked the folder up, and opened it.
“Let’s see, this is another operation going on. Something about a pornography ring that uses hookers and women that have been trafficked. Apparently, my pimp has ties with that group.” Jim pulled into the police station.
“So what does that mean for you? What does the captain want you to do?” Jim asked as she turned to face her. “Well, it seems, he wants me to ask my pimp for more work, and get him to let me join the girls who do porn.”
Jim smiled at the thought but kept himself from laughing out loud. “So the captain wasn't you to become a porn star?” “Basically. He wants me to go in and collect evidence, which will likely require me to play the part of a porn star.”
“Sounds a bit…” “It’s not that bad, I’m more than used to it. Luckily I still have my dick, so a majority of the sex I’ve had has been me fucking pathic betta men. So it’ll probably continue to be like that.” Jim laughed. “Most? What about the other times?”
Alice turned bright red. “Well, it’s not like I have much of a choice if I don’t want to blow my cover.” “Makes sense, better to blow men than to blow your cover.” Alice hit the cage again. “Shut… Shut up okay! Everything I do is for the greater good. I’m… I’m not ashamed of it.”
Jim lagged and got out of the car. He pulled her out and brought her inside where she sat in holding for a bit before being brought to an integration room where the captain was. The two of them went over the case and about her switching focus to the trafficking porn ring.
Then her pimp showed up claiming to be her lawyer. “Sigh, didn’t think he’d show up so quickly. Well uh… there’s only one way he’s going to believe I wasn’t talking, boss.” The captain raised his eyebrow. “And what would that be?”
“You have to turn off the cameras, and pull out your cock.” Alice said as she got down onto her knees. “I’m not…” The captain thought about it, and knew she was right, even if neither wanted it, they had to in order to maintain Alice’s cover.
So he turned off the cameras using his phone and pulled down his pants. Alice got right to work sucking him off. Her pimp came walking in, and at first, he was moody, but when he saw her working on getting herself out of there his mood shifted.
He didn’t say anything, and let her continue. Alice continued to suck off her captain, who despite trying his best, became more and more aroused until he couldn't help but blow his load into her mouth.
Alice swallowed the cum, and then licked up the rest until the captain was cleaned up. She then stood up and quickly walked over to her pimp and let him wrap her arms around her. “So officer, has my client been cleared?”
The captain, looking a bit ashamed nodded. “Yeah… Get out of here.” With her in his arms, Alice and her pimp walked out of the police station and got into his limo. “Alright bitch, what did they want with you?”
Alice pulled out her mirror and started to fix her hair and redo her makeup. “Not really sure hun, they were asking about some porn ring, and they think you’re in on it, but I don’t know nothin bout that. So I sucked him off.”
The pimp smiled. “Good, just like I taught you. Now, the heat is getting thicker, we’re going to go underground for a while.” Alice closed her handheld mirror. “I can't make money if we’re off the grid, what exactly am I supposed to be doing?”
The pimp laughed. “Well those cops were right, I am in charge of a porn ring, and because of that, you just became the main star. Of course, we’ll need to make some more adjustments to that body of yours first.”
Alice gulped as she placed her hands over her crotch. She knew exactly what that meant, and unfortunately, there was no backing out now. “How does that sound?” “That sounds wonderful… how about we celebrate?” The pimp smiled. “Good idea, turn around and give me that ass.”
Alice turned around and pulled up her dress, and a few seconds later her pimp was deep inside her. As he fucked away at her ass, she couldn't help but feel she wasn't getting paid nearly enough for this job. Once she wrapped this all up, she was asking for a raise, or she was quitting. After all, her new skills would be better off in another profession.
Comments
Riley
Well, she's off to become more than an ordinary prostitute, she's about to become a porn star, all in the name of doing good of course. It's not like she'd enjoy it C;
last_of_workers
Well, Alice has a lot of challenges ahead, but if she learns not to resist the inevitable and enjoy herself like an ordinary prostitute, she will very likely find her happiness... only then she will have to choose who she is... an undercover officer or a transsexual prostitute...
