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Chapter 49 by thosearemysecret thosearemysecret

Does Nicole roleplay being a prostitute?

She agrees to roleplay his prostitute

Nicole is quiet for a moment. In her head, she keeps reliving Huck hitting on Stacy and him saying: "It'll be because she's my girlfriend when I bang her." Did she complain too much about letting him dress her up like this? Was the novelty of having a free-use slut wearing off for him? Would he end it if she didn't commit to his fantasy?

Nicole considered she had other options if that happened, but her stomach tied itself in knots thinking about Huck dumping her. And then she chastises herself for thinking about him ending the agreement as being "dumped." They aren't dating. This is strictly an arrangement between two mature adults. "You'll choose somewhere safe?"

"Yeah, I have just the place in mind. I wouldn't drop you off there at night, but daytime won't be an issue," he replied.

"And just a quick blow job?"

"Yeah, promise."

"Sure, let's do it," she softly replied.

"Fuck yes, thanks, honey. You're going to love this," and he drives.

It's quiet for a bit. Finally, Huck breaks the silence. "Why did you want that Stacy chick to think I was your stepbrother?"

His voice was softer than usual. Was he hurt? "I just needed a story for why I'm dressed like this. It's what popped into my head."

"Sure, but why stepbrother? You didn't want her to think we were dating?"

"No, that's not it. I just panicked." Yes, Nicole thinks, that's precisely why.

Huck is silent for a while. She notices they're heading deeper into the wrong part of the city. It's an area Nicole would never visit on her own.

"So, is she single?"

Seriously?! Nicole thinks. "I don't know."

"Find out for me," he replies as they slowly stop on a dirty but quiet street among warehouses. Nicole was surprised by how angry she felt about that request. "Anyway, we're here. Hop out, and I'll drive around the block, come back, and you'll solicit me."

Nicole looks around. It isn't the sort of place she'd want to be caught alone dressed like this, but it appears they're alone at the moment. "Don't take too long, okay?" Nicole climbs out of her car. She watches Huck drive it away - including her phone and wallet, leaving her alone dressed like a sex worker. "What the fuck am I doing?" She says as he disappears around the corner.

Without her phone, she can't keep track of time. It feels like forever as she waits for her car to come back into view. She anxiously stares down the street in the direction she expects him to come.

"Excuse me," a woman's voice says behind her. Nicole jumps. She turns and comes face-to-face with a woman roughly her age, wearing a fur coat and a tastefully made-up face.

"Oh my gosh, I didn't see you," Nicole replies. "H-hi, can I help you?"

The woman looks Nicole up and down. "Never seen you here before. You working?"

Nicole swallowed. "W-working, what do you mean?"

The woman continues to look Nicole over. "You're dressed like a prostitute who stepped out of a 90s porno, so I assumed you're working."

"Oh," Nicole figures the best solution is to play the part. "Yeah, I'm, you know, waiting for my...uh...John."

"You're new to this." She cocks her head. "First time, even?"

Nicole was weirdly disappointed that she was so transparent. "Yeah, thought I'd give it a go to make some extra cash." She sighs.

The woman shakes her head. "You really don't want to go down this path. You should go home."

There's a short beep behind Nicole. Huck pulls up. He leans over and rolls down the window.

The woman steps in front of her. "Go before you ruin your life. I'll take this one." She saddles up to Nicole's car and leans against the window. "Hi stranger, what brings you out today?"

Nicole doesn't know what to do. She stares as the more experienced woman chats with Huck. She can't hear everything that's being said between the two. They appear to be arguing at one point. Finally, the woman turns to Nicole and walks up to him. "They aren't usually so picky at this time of day, but he's insisting on you. One more time, you can still make the right decision." The woman pauses for a moment. She grabs Nicole's hand. It startles her. "Seriously, I have a car nearby if you don't have a ride. I'll take you home. Don't do this. You're young and pretty. You can still make the right choice."

Nicole was surprised by the intensity with the woman tried to talk her into not soliciting Huck. She almost takes her up on the offer, but the woman doesn't know it was only roleplay. Nicole felt terrible for her. She clearly felt trapped in this profession. "I'm sorry, I need to do this."

The woman releases Nicole's hand. "Fine, but at least do it in a safe spot. I have them pull into the alley after that warehouse." She points down the street. "You'll be out of sight."

She appreciated the tip. Nicole struts over to her car and leans in the window. "Hey, stranger," she says, echoing the other woman. "What brings you out today?"

Huck grins. His hand goes down to the lump in his pants. He grips it. "I'm looking for a hungry mouth."

She licks her lips. "You've come to the right place, baby. My mouth is starving for, um, thick meat. How does $25 sound?"

"$20." He fires back.

Nicole opens the door. "MMm...I'd be lucky to get that much from a hunk like you. Deal." She climbs inside. Huck's hand reaches her thigh and slides upward over the fishnets. "Head down to the end of that warehouse and pull into the alley."

"This is fucking hot," Huck says, squeezing Nicole's leg. Now that she's safe in the car with Huck, she's no longer stressed about the situation. She's even starting to get excited. She spreads her knees apart and places her right hand on his. She slides it up between her legs to feel her damp panties. She grabs the tent in his pants with her left hand and massages him. The alley is dark and deep and terminates at a dead end. It would be hard to see them from the street.

"Get your top off," he says as he unzips his pants. Nicole obeys, slipping the crop top up and off. She's thrilled to be so exposed in such a gross alley. "Now earn your $15, whore" he said.

Nicole surprises herself by releasing a giggle. She caught that he reduced the price and, thereby, her value. It was terrible, and she loved it. Getting on her knees on the seat, she leans over as he pulls his seat back. She takes his cock in her mouth and starts working it. She's ferocious as she works his cock, applying her expertise to make him cum as fast as possible. She guesses that was what a real prostitute would do to maximize the number of blow jobs at night.

And then Huck's request hit her again. He asked her to find out if Stacy was single. He was bored getting bored with her. Worse, he wanted her to help him find a replacement. Nicole's desperation to show she's better than Stacy ever could be fueling her blow job.

His fingers twist in her hair. "That's a good whore. Not much longer. So fucking hot."

That's right, Nicole thinks; she's his whore. Stacy might get her job, but not her free-use fuck. She wants to prove herself, so she pops her mouth off his cock and looks up. "Mister," she says, breathing heavily, "I need your cock. It's so fucking good. Your head is so thick. I want to feel it. Please. I'll waive my price if you fuck me."

"You want this cock that bad?" Huck said with a grin.

"Fuck yes, please," Nicole doesn't wait. She pulls up her tiny skirt and starts pushing down her panties.

"$20," Huck said.

Nicole shuddered. How humiliating. "Yes, I'll pay you for your cock. I want it so bad." She reaches between her legs and sticks her fingers in the fishnets. She starts to tug to make a bigger hole for access.

"That's hot," Huck said. Nicole moans as she climbs over his body - barely squeezing between his gut and the steering wheel. Huck grabs her hips as she lowers herself. He holds her tightly with the head of his cock teasing at her lips. ""$20."

Nicole fights with him, but he's too strong. She wants to push down. "What?"

"Money first. Cock second, whore."

She thought he was taking the roleplay a little far but didn't care. Whatever. She grabs her wallet from between the seats and pulls out two tens. As she stuffs the money in his front pocket, he pulls her body down, impaling her on his cock. "Fuck, yes." She starts to bounce. "

"Shit, I'm not going to last. You're fucking hot today."

Nicole appreciated the encouragement. She grins in circles on his lap. She's pretty sure the wheel will bruise her lower back, but she doesn't care. The roleplay is too good. "Yes, cum for me. Fill my whore cunt."

And he explodes. Nicole was a little disappointed; maybe a couple of minutes longer, she could have joined his orgasm, but she also loved feeling his hot load flood her insides. This was about him. She was his whore.

That's when they both hear it.

What do they hear?

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