Riley was woken up by Addie who was wearing her therapist's uniform again. She looked around Basma's quarters groggily, but Basma was nowhere to be seen.
Her bedroom was in the corner of the tower and had windows on two walls. One gave a good view of the nearby sea. In the other direction, she could see the low buildings of the town they'd been visiting.
Addie pointed to a note on the bedside table, "I have a nice day planned for you here at the villa. Tomorrow, Farah will bring you to visit me and some of my slaves. B xxx"
Riley looked around the room, "I don't have anything here to wear."
"It ok. No one is around but me." Addie grinned. Riley thought she was enjoying her discomfort.
She followed Addie to the elevator and they descended to the ground floor. Riley tried to peek out of the elevator to check out the hallway before she stepped out.
Addie giggled. She walked out of the elevator and theatrically looked both ways down the hall.
"There no one here. It safe."
Riley stepped out and walked as fast as she could to her room. Addie followed her most of the way, then told her she'd see her later and left.
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Back in her suite, Riley checked her schedule. It was already nearly 10am and she was supposed to see the doctor at 10:30 and she was meeting Farah at 11 for brunch.
She quickly got dressed and ready for what she guessed would be another...intersection day at the villa. She had her quick doctor's visit then met Farah in the dining room.
Chef had a lavish spread of fruits and pastries laid out as well as cereals, juice and other choices.
The two women chatted over the meal and moved out to the veranda to finish their coffees.
"Sayyidah Basma needs you to do something today. She has a friend staying about an hour from here that she wants you to satisfy."
Farah sipped her coffee, avoiding eye contact with Riley.
"Oh. A...uh...a man?"
"Yes. I will ride with you to his hotel and give you some more instructions on the way."
Riley noticed there was no mention of additional money or veiled hints of rewards. Basma seemed to just expect her to do this.
"Ok. When do we go?"
"We need to leave in about 45 minutes. Finish your coffee. There's a gift bag in your room with an outfit for you to wear. I'll have the car ready out front when it's time to go."
Riley drank the rest of her coffee and headed quickly back to her room. It was probably better that she didn't have too much time to think about this.
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Riley was surprised with the outfit they'd left for her. It was a low cut and incredibly short black cocktail dress. The bag had matching black high heels, thigh high stockings and lacy underwear. There was no bra, but the diamond butt plug was left on top of everything else.
She put everything on and got her sunglasses out of her carryon bag, then met Farah at the front door and they headed off in the car. It was quite a contrast--Riley dressed in the sexy outfit while Farah wore one of usual business skirt suits.
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They rode mostly in silence until they got near the hotel.
"We arrive in just a few minutes. The driver will drop us at the main entrance.
You'll go upstairs to room 621 and knock on the door. You can stay for up to an hour--he'll be rating you, so be sure to leave only after 60 minutes or when you're confident he's satisfied. Meet me in the hotel bar afterwards and we'll head back.
You have your phone and I'll be in the hotel bar if you need me. Any questions?"
"Who's the...uh...guy?"
"A friend of Sayyidah Basma is all I know. I don't have any other details."
Riley nodded. It was the most casual sexual encounter she could imagine.
A few minutes later they arrived. They walked into the lobby together, but parted ways inside. Farah went to the bar while Riley walked to the elevators.
Riley felt conspicuous. Everyone else in the lobby was conservatively dressed. It seemed to be mostly a business hotel. Fortunately, it was early afternoon and there weren't many people about.
As instructed, she went up to the 6th floor and found room 621 and knocked on the door.
She heard a male voice call out, "it's open," and realised the door was slightly ajar. She took a deep breath and pushed the door open, trying to smile.
Riley was instantly shocked to her core. Sitting in a chair at the far end of the room was her boss, Stewart. He looked startled, but quickly looked at her from head to toe.
"Well, well. That's quite a transformation...and in less than a week."
Riley was mortified. It was one thing to experiment with people she'd never see again. But, this was her life, her job. She'd never been attracted to Stewart and had actually thought of him almost like an uncle the way he'd seemed to look after her at work. She also knew for a fact that he was married--she'd met his wife at the Christmas party.
She tried hard to compose herself but could barely speak. Her heart pounded in her chest and her stomach was in knots.
"Hi, Stewart. I didn't expect to...um...see you here."
"I had business in the area and asked Zahir how you were doing. He gave me an update and suggested that we meet." He had a lascivious grin that made her skin crawl. He'd never looked at her like this before.
"Oh, right." Riley stood unsteadily, she could feel herself blushing with embarrassment as he openly eyed her up, "I'm ok. Farah is looking after me."
His grin grew wider, "so I was told. When Zahir told me what you'd been doing here, I didn't believe him. So, he said I should come see for myself."
"Ok." Riley wanted to be anywhere else than here.
"So, are you going to show me?" Stewart said as he stood up. Riley could see the bulge in his trousers.
"Um...uh...what did..." Riley's voice trailed off. She didn't want to say anything. Anything she did would just make this more...real.
"Well. You just walked into the hotel room of a person you didn't think you knew. Dressed like that--" he waved his hand at her for emphasis as he walked towards her. "I'm guessing you had some idea what was going to happen here."
"Yeah...well..." her voice was barely a whisper.
"Let's have a look at you. Turn around so I can see that dress."
Riley mechanically complied. She awkwardly turned around for him in a small circle as he openly ogled her, exaggeratedly looking at her from head to toe. She'd never felt more like a piece of meat than she did now. Even the presentation the other night was somehow not as bad as this.
"Now, come over here and bend over the bed."
"Stewart, you don't have to--"
He cut her off, his voice firm. "Now, Riley. My understanding is that whatever I tell them about this meeting has...certain ramifications for you. So, you can leave here with me being happy or disappointed. What's it going to be?"
Riley started to say something, then stopped herself. This was worse than anything they asked her to do. She thought about leaving--just going home. But, she figured she'd be giving up a lot of the money. She could do this. She'd have enough money in a few weeks that she wouldn't have to go back to work for Stewart ever again.
"Ok," she said, resignedly.
Stewart grinned ear to ear as she walked over to the bed near him.
She bent over the bed and was startled when he spanked her ass. She cried out slightly in surprise. It only stung a bit, but it was so unexpected.
He chuckled behind her then spanked her several more times through her dress.
"Hold still." He flipped up her dress onto her back, then roughly pulled her panties down and helped her step out of them.
He patted her butt with his open palm, "such a nice little ass you have, Riley. Just right there for me to enjoy."
She heard a funny sound behind her. Then he hit her with his belt. The leather stung hard and made a loud "whack" noise as it landed.
"Oomf. Fuck."
He gave her another 10 stinging spanks. It hurt, but wasn't unbearable. When he stopped, he threw his belt to the floor and gently rubbed her ass, feeling the welts the belt had made, laughing softly.
Then he reached between her legs, roughly spreading her thighs then sliding a finger easily inside her.
"I never would have guessed this kind of thing would get you off, Riley. Mack and Sarah and the gang wouldn't believe me if I told them. Oh...and what's this? You're wearing anal jewels now."
She bit her lip. She didn't want to say anything to give him anything else to use against her.
"Now, take that dress off."
He sat down in the chair to watch.
She stood up and turned around. She tried pleading with her eyes, but his expression remained cruel and he wasn't looking her in the eye.
She unzipped the dress and slipped out of it, then slipped the heels off. She was left naked apart from the stockings.
When she'd finished, he removed his shoes and trousers and tossed them on the floor. Then stood up, his cock obviously hard in his boxers.
"Now, get over here on your knees and show me what you can do with that mouth of yours."
Her skin crawled. He seemed to enjoy making this as uncomfortable as possible for her.
She stepped near him, then kneeled down. His hard on was hovering near her face. She reached out and pulled down his boxers, releasing his cock.
She reached out and took hold of it in her right hand, cupping his balls in her left hand and began gently licking him.
"It's always the quiet ones. You really know how to suck a dick, Riley."
She tried to ignore him and just focus on his cock. She took the tip in her mouth and gently bobbed on it, using her hands to stroke his shaft.
"You're probably wondering what my wife Gwen would think. Well, if she were here right now, she'd either be on the floor next to you or waiting her turn."
His words just made her feel worse. Like she was just a thing to be used. Why was she doing this? She should have left before this happened. Focus on the money. Focus on the money.
"I'll have to ask Zahir if Mack could have a turn. Or maybe Sarah? I'm about 90% sure she's a lesbian. Maybe you're her type?"
Riley felt her face burning red. She began going faster, wanting him to cum so this would be over.
Suddenly he grabbed her head and held it in place, fucking her mouth with a few deep strokes. Then he pulled his cock out and blasted his cum all over her face. Riley closed her eyes as the cum landed on her.
