Chapter 2

“You’re in the city for two more days right? Are you busy tonight?”

“I’ll come visit you in an hour. Room 5202.”

“What for?” Jill asked.

Candice hung up the phone and Jill was left wondering whether the phone call was a mistake or not.

The hour couldn’t have passed any slower.

Jill was used to nerves. She was used to waiting and being in the midst of important negotiations. She thrived on it. In was fun for her, in an intellectually stimulating way. But this was different. It was almost the same feeling she had when she lost her virginity. Butterflies in her stomach. Nervous energy. Deep breaths.

Butterflies. Nerves. Breaths. Repeat.

There was a knock on her door. She opened it.

To Jill’s surprise, Candice was dressed in a fairly plain appearance, without the bold red lipstick or high heels. Instead, Candice wore blue jeans and a loose white tshirt. Candice held a shoe box in her hands along with a small black handbag.

“Please, come in,” Jill said.

Candice entered the hotel room. Her eyes surveyed the room and she noted that Jill kept everything in neat order.

Jill closed the door and stood awkwardly- stiff as a board.

“Can I get you something to drink?” Jill asked.

“I’m fine,” Candice replied. “I didn’t come here for a drink.”

Jill gulped. “Then why did you come here?”

“This is for you. A present.”

Candice handed Jill the shoe box and the small handbag. Jill respectfully took the items and placed them on the bed. She opened the box to reveal a pair of sexy high heels. She picked up one of the heels and looked at it with an admiring gaze.

“Thank you,” Jill said. “I certainly wasn’t expecting a gift.”

“Those heels are new. Designer brand from Italy. They’ve been sitting in my closet for the past month. They’re worth over $400 dollars.”

“Oh, my, I can’t accept this. It’s too much.”

“Then why don’t we make a trade?” Candice asked. “An honest fair trade. That way, you won’t feel bad anymore.”

“What kind of trade?”

“First, open the bag.”

Jill opened the light handbag. Inside was a bold red lipstick. The kind that Candice had worn the day before.

“Why are you giving this to me?”

“Because I saw you admiring my lips yesterday. And my heels.”

“What do you want in exchange?” Jill asked.

“They’re free. But if you feel bad for taking expensive gifts, then I’d love to watch you wear them. The heels and the lipstick. Then we’re even.”

Jill was caught off guard. “I don’t understand. How would that be an exchange? What do you get out of it?”

“It would make me happy to see you wear them. That’s all.”

“Because it excites me,” Candice replied staunchly. “I love the idea of a straight laced business woman exploring her secret side. That’s why I’m a domme.”

There was an undeniable tension in the room. Jill stood there like a deer in headlights. Her eyes were open wide as she held the high heel and lipstick in her hands.

“I’ll have to think about it.”

“You won’t be in L.A. for very long. So why think? Just do it. It’ll be fun.”

“Fine,” Jill replied after some thought. “Why not? These heels are beautiful. And you were right, I was admiring your lipstick yesterday.”

Candice winked. “Then let’s get started.”

The two women smiled at each other. It was a nervous smile from Jill, and a confident smile from Candice.

Jill put the heel down on the bed and went to the mirror. She opened the top of the lipstick. She knew it wasn’t new. It was used. It was a strangely erotic thought knowing that she would be wearing lipstick already used by Candice.

“Mind if I do the honors?” Candice asked.

Jill handed Candice the red lipstick. Candice then stood in front of Jill with the lipstick and prepared to apply it.

“Hold still,” Candice said. “You have very pretty lips. There’s a lot that can be done with your appearance.”

Candice steadily applied the lipstick, and before long, Jill’s lips had a beautiful coating of the cosmetic product. When it was done, Jill turned to the mirror for a look. The lipstick gave her face a different complexion. She didn’t look as plain. She looked more exotic.

“What do you think?” Candice asked with a faint smile.

“This brings back a lot of memories,” Jill said. “You know, playing with make-up. I used to do that with my sisters growing up.”

“But now you look like a real woman.”

Jill puckered her lips in the mirror. She couldn’t believe the difference the lipstick had made to her appearance.

“It’s a lovely shade of red,” Jill said.

“I knew you’d like it. It matches your skin tone and hair color. Try wearing it next time you’re doing business. See what happens.”

Jill shook her head in a shy manner. “Oh no, I couldn’t. I don’t use much cosmetic products when I’m working. I don’t want to give the wrong impression.”

“Of what? A sexually aggressive woman?” Candice asked with an eyebrow raised.

“Something like that. I’ve always been afraid that I won’t be taken seriously.”

“That’s where we differ,” Candice replied. “When I’m at work for my day job, I dress almost like you. Casual business wear. But I’m not afraid to highlights my best features. Try it and see what happens.”

“Men treat me a lot nicer. They all want to fuck me. Women too sometimes. You’d be surprised to learn how many bi-curious and lesbian women there are in the corporate world.”

“I’m sure there are many,” Jill replied uncomfortably.

“I know there are. I know it for a fact. For my night job, most of my clientele are business women. Everything from bankers to managers to board of directors. I’ve even had a female CEO.”

“What was that like?”

“Unique,” Candice replied. “She has the most beautiful home. I later met her during my day job, by sheer coincidence. She looked mortified when I walked into her office. The poor lady could barely look me in the eyes. But in the end, it worked out okay. She agreed to a nice deal for me and I made a lot of money from it. I still see her sometimes.”

“Forgive my ignorance, but what exactly do you do? I’m only vaguely familiar with the term domme, just from what I see on tv.”

Candice smiled, “Being a domme is about authority. Sexual authority. Mental authority. I tell women what to do. And they do it. I’m almost like a personal fitness trainer. If a client wants to get in shape, I tell them ‘xyz,’ and they do it to get the results they want. But my world is sex. A submissive client wants pleasure, and I give it to them by telling them what to do, and how to do it.”

“You see, many businesswomen, like yourself, live very stressful lives. Lives in which they make important decisions everyday. I provide an escape for that. An escape from everything. I show up with my high heels & red lipstick. Then we do whatever I’m in the mood for. Usually it involves the other woman licking my pussy until I receive a nice sparkling orgasm.”

Jill’s heartbeat rose. “That sounds like a provocative line of work.”

“It is. I love it. So do my submissive clients.”

“Anyway, enough about me,” Candice replied. “Let’s get back to you. Why don’t you try on those heels now? I’m dying to see how they look on you.”

Jill bent down to remove the pantyhose from her calves and feet. Then she reached for the high-heels which sat on her bed.

“That’s it?” Candice asked.

“Those heels are the official brand of High Heels, Red Lipstick. And the official way of wearing the heels & lipstick is to be naked.”

“That’s how it works behind closed doors,” Candice replied. “High heels, red lipstick, nothing else. That’s what makes our brand so sexy.”

“I’m sorry, I didn’t realize that I had to get naked. I can’t.”

Candice nodded. “That’s perfectly understandable. I should have made myself more clear from the start.”

“Wait,” Jill said, thinking for a moment. “I’ll do it.”

Candice arched an eyebrow. “Are you sure? You don’t have to.”

“I want to. It’s only fair, right?”

“Right. Take your time. I enjoy watching women undress.”

Jill took a deep breath. “I don’t have a problem with other women seeing me naked. It’s just like going to the doctor or being in a locker room.”

“Think of it however you want.”

After another deep breath, Jill worked to remove her top and unbutton her blouse. Everything was neatly placed on the bed. Signs of nervousness were all over her face and body language. She stood in her bra and office skirt. Next came the skirt, which was neatly removed, folded, and placed on the bed. She stood in her bra & panties. Everything about her body was beautiful. She stood up straight and hesitated.

“Next?” Candice asked suggestively.

Jill responded by taking another deep breath and reaching back to unclasp her bra. Unlike her other clothes, she simply allowed the bra to fall to the floor, leaving her topless before another woman. Her breasts were perky, small, and her little brown nipples immediately hardened.

She reached down and removed her panties, kicking it away. Her trimmed pubic hairs were on display. She was completely naked and she fought every urge in her body to cover up.

“Very pretty,” Candice nodded. “Much nicer than I expected. Now, here are your new heels. My gift to you.”

Candice took the heels and bent down on the floor. She slipped each high heel onto Jill’s feet, leaving Jill naked except for the high heels & red lipstick.

When it was done, Candice took a few step back and feasted her eyes, enjoying what she was seeing

“See, that wasn’t so bad,” Candice smiled. “Now stand in front of the mirror and have a look.”

Jill looked in the mirror. The demure straight-laced businesswoman was gone. The hard earned reputation of being a devout career woman was temporarily displaced. Jill could barely recognize her reflection, naked, with sultry high heels and bold red lipstick.

“I like it,” Jill said after some thought.

Candice stood directly behind Jill and looked at her in the mirror.

“You’re gorgeous. This is exactly what I wanted to see. And I love seeing women fulfill their sexual fantasies. Life is too short to be repressed.”

“You don’t have to thank me for anything,” Candice replied.

“What do you want to happen?”

Jill paused, looking at her naked reflection. “I’m not sure.”

“Then how about I teach you some things?”

“I appreciate all of this. I really do. But I’m not interested in hiring you as a client, or whatever it’s called.”

“I wasn’t suggesting that,” Candice replied with a sly confidence. “Well, not exactly. But I would love to show you the ropes. I could show you how things work. And you can have a glimpse of the lifestyle.”

“Why would you do that?”

“I love seeing your expressions. You have a curious innocence that I find to be arousing. So why not? You won’t be in town for much longer. You could take this experience with you. It’ll be something you’ll never forget.”

Jill pondered for a brief moment, becoming completely oblivious and comfortable with her own nudity.

“What will I have to do?”

“Anything you want. Or nothing at all. It’s your choice. You can either watch or participate. Whatever you choose, I expect you to be naked at all times wearing the high heels and lipstick. It’s part of the process.”