“Hello, Mr. Gamble. You wanted to see me?” Fifteen minutes later, Lindsay stepped into her private room with a frightened, desperate expression as Ryker lounged on the bed in a complimentary bathrobe. Able to prepare herself while he rushed through his shower, Lindsay was ready for the role-play.
So far progressed in her wicked line of work in such a short amount of time, she came across as fresh and pristine – almost virginal – in the cheerleader outfit. Lindsay fixed her mascara and had her long-flowing, yellow-blonde hair done up in a pair of pigtails with black ribbons.
Her blue shell top was sleeveless and had a plunging V-neck design. She also wore a long-sleeved turtleneck shirt underneath it, its color white. The shell top was accentuated by a pair of red stripes across her shoulders and two more running down each side of the slim, tapered fabric.
The cheerleader skirt matched the shell top flawlessly. It was blue, but its knife-like pleats were red. The skirt was short and showcased stretchy red panties underneath. I know these panties won’t stay on for long either. The skirt swished and danced high on her ass as she skipped closer. Black saddle shoes and white knee socks, showcasing thin calves, completed the ensemble.
“Is this about getting my job back?” Lindsay’s chin trembled and she placed both hands together as if she were praying. “I’m begging you.”
“Stop,” Ryker demanded as she kicked the door closed behind her. “Turn around for me. Let me see you.”
“Please, I’m begging you.” Lindsay did yet another pirouette, this one slow and steady. “I need this job. I’ll do anything to get it back. Please, Mr. Gamble. Please.”
Ryker twirled his finger. “Do it again, Brooklynn.”
Lindsay swiveled once more but was told to stop with her back to him.
“Now, look over your shoulder at me. Yeah, like that. Bend over, show me your ass. Reach back, flip up your skirt, pull down your panties, and open those cheeks so I can get a look. Keep begging, Brooklynn. Don’t stop. I want to hear you beg.”
She traced a finger over her lips and wet it. “I want this job.”
“Bend over more.”
After sliding her panties down her thighs, Lindsay placed her left hand on her backside, then her right, and spread wide. Her mouth opened in a little ‘O’ of excitement, blood pulsing in her cheeks, as she invited this stranger to fuck her.
“That’s it. Good girl. Good, good Brooklynn. Maybe we can talk about you getting your job back now.”
“I’m begging you. I need it.” His large hand enveloped her little one, a gentle squeeze. “Please, Mr. Gamble.”
“Good girl.”
“I’m so sorry. Please give me my job back.”
“What are you sorry for?”
“I’m sorry for sucking Zack’s cock and letting him fuck me in your bed.”
“You were a naughty girl.”
Her lower lip quivered. “I’m such a naughty nanny.”
“You really want your job back?”
“Yes. I need it really, really bad.”
“Okay, relax, Brooklynn. I think we can work something out that’s beneficial for both of us. This is how you’re going to get it back.” He spoke with authority. “I’m going to fuck you in that position, gently to start. Just raise your knee a little, why don’t you? That’s it.” Ryker shed his robe, proving he was a fine specimen of alpha. “Now, here comes my dick. You’re nice and wet, so it will just… slip…”
“Wait!” she bawled, spinning and dropping to her knees before him. “I have to put a condom on you first!”
Their hour-long GFE was fun and chockfull of energy. Lindsay gave the client everything she had and let him live out a personal fantasy. (Jim, by the way, praised her afterward for coming up with the cheerleader thing on the fly and agreeing to role-play as a different person. Best of all, he assured her Colt would be impressed too).
The highlight was when Ryker lay on his back and made Lindsay ride his dick reverse cowgirl style. She bounced up and down, her little titties flopping, the back of the cheerleader skirt tucked into its waistband until his hands found her ass, stilling her. Lindsay glanced over her shoulder and sobbed as Ryker spanked her with intermittent swats, giving her the discipline she needed. Lindsay closed her eyes at the pain and pleasure mingling together. She bounced her bottom up and down, side to side, clenched all her muscles to make the spanking hurt less, and luxuriated in the feel of his hard shaft penetrating the pink depths of her pussy.
“Come on, Brooklynn. On your hands and knees like the dirty little bitch I’ve always known you secretly are.” Lindsay rolled onto her stomach and put herself in the shameful bottom-up position that meant her feminine secrets belonged to Ryker, and Ryker alone. At least until his hour is up.
Then Ryker entered her, condom and all, and rode to his climax, swiftly and urgently, the room silent but for Lindsay’s cries of forced pleasure, his grunts, and the wet sounds of an enormous dick having its way inside an eighteen-year-old’s pussy. Lindsay wondered how something so uncomfortable could feel so wonderful.
Ryker pounded her pussy again and again, and harder with each new thrust, but a different fulfillment had found Lindsay as well: she felt in the aftermath, after Ryker had collapsed on top of her, spent, like she had become who she’d always wanted to be.
Oh, the fun I’m going to have working here.
When their allotted time was up, Lindsay netted $275 and Ryker tipped her an additional $20 in cash. That was considerate and much appreciated, but Lindsay wished it was a gift card instead because she had to split cash tips with the house. The others are right. I work hard and don’t like it that Colt sits on his ass all day long and steals half my income.
Though the mattress had a protective covering, the linens still got messy with cum and lube stains, anyway, so Lindsay had to take them to the laundry room. Five linen sets were piled in the closet (and plenty more in storage) that she could cycle through as needed. I think I’m gonna try the pink ones next.
Lindsay changed back into the minidress and kept Ryker company in the parlor until he asked for a lineup after lunchtime. It was perfect timing because she was about to tell him she had to step away and prepare for her next appointment. Lindsay and Pamela had the two-girl party scheduled at one o’clock with HeavyD9116.
While Ryker chose Kenzie from the lineup and busted his nuts in her for round two, Lindsay hooked up with Pamela for a quick talk and took an even quicker shower. Lindsay planned to change into a violet tapestry bustier that she’d been dying to try on – another outfit Jim helped her pick out during the shopping spree – but Pamela suggested the strapless white corset with the sweetheart neckline, all-over boning, and lace-up back.
“I know Darius well. He loves his women in lingerie and, because he’s Black, wants us as white as can be. Remember, honey – it’s all about the customer and their happiness. Not what we want or like.” So, Pamela instructed Lindsay to slip into her white G-string and matching fishnet stockings, along with her two-inch stilettos. “Trust me, I know what I’m talking about.”
“How can you wear those shoes and still walk around in them?” In addition to the seven-inch spiked heels, Pamela’s sparkly stripper shoes also had three-inch platforms. Lindsay was incredulous as Pamela moved about effortlessly in a see-through white bodice, G-string, thigh-high stockings, and garter belt. “You look like an Amazon with those things on. You tower over me.”
“It takes practice, sweetie. We’ll get you some platform shoes like this in due time – with four- or five-inch heels – and you can work on getting comfortable in them. It’ll take a while. In time, you’ll be able to go up to a seven like me. These are called Pleasers, and it’s the sexiest brand of shoes on the planet. Most guys have a fetish for high heels – even if they don’t realize it – because they flaunt our legs and butt like you wouldn’t believe.” Pamela giggled, leaned over, and groped Lindsay’s backside. “Not that your ass needs any improving, though.”
Jim came back and informed them Darius had arrived and was waiting. Pamela explained to Lindsay that she wanted to utilize dental dams during the upcoming party for any cunnilingus.
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