“That’s so not true. I look nothing like a fourteen-year-old boy. Just so happens a lot of fourteen-year-old boys look like me.”
“At least Sam didn’t dress like any fourteen-year-old boy I’d seen. I was just a teenager when Sam ran the Möbius. But every time I saw her she had on a suit—old-fashioned suit with vests and suspenders. No jackets, though. It killed me when I saw her. Wanted to snap those sexy suspenders of hers.”
“Damn. I gotta hunt up a pic of her.”
“She even wore spats on her dress shoes. Actual spats. She said it wasn’t a fashion statement, but a necessity for anyone who worked at a strip club.” The Mistress moved the vibrator over Chris’s clitoris as she started to push the smallest of the dildos into her.
“Smart woman.”
“She was. Still is. I mean, she’s not dead.”
“That’s comforting. The way people talk about her...”
“I know. She kind of still haunts the place. Sam started as a bartender at the Möbius when she was your age about. She only kept that job for a year after King bought the place. After buying the Möbius, Kingsley started putting together a new club. An underground S&M club. The underground S&M club to end all S&M clubs. This S&M club that we’re in, as a matter of fact. And it took a lot of work. He decided he needed an assistant. He’d lost his five previous assistants in as many months.”
“Why? Kingsley’s the best boss I’ve ever had. Pays double what I’d make bartending anywhere else. Good benefits. And he’s nice to me—weirdly nice to me—and stays out of my way. He trusts my decisions. Plus, he’s the one who sent me to you and is picking up the tab for this session.”
The Mistress pushed the small dildo all the way into Chris. She winced again and breathed but seemed to be taking it in stride.
“Well, you have to understand the situation here. You are a gold star lesbian. Kingsley’s a gold star seducer. Male assistant, female assistant. Didn’t matter. He slept with them all. Lots of drama with him in his household in the early days. Love, lust, fighting, jealously. He’d sleep with his secretary and then the next day she’d find him making out with some hot guy in the hallway. Big blow-up. She’d quit. He’d start assistant-hunting again. The cycle would start over.”
“So a butch lesbian was his only option?” Chris seemed amused by the idea.
“Well, he knew she was the one woman on his payroll who wouldn’t try to seduce him and he wouldn’t try to seduce. He stole her from the Möbius and made her his second-in-command. Match made in heaven. Those two were inseparable, best friends, although sometimes it was hard to tell that. Sam wasn’t just a bartender, she was a genius. Kingsley didn’t scare her so she stood up to him. She worked her ass off and earned the respect of everyone in the Underground. If Sam spoke, you did what she said as if Kingsley himself had given the order.”
“No wonder everyone does what I tell them to. They think it’s coming from Kingsley.”
“If you work for Kingsley and he respects you, he’ll back you up all the way to the edge of the world. Even if you’re wrong, he’ll still take your side. He’s really loyal to his employees. And now that he’s stopped fucking them left and right, they’re loyal back.”
“So me being ‘The New Sam’ is a good thing?”
“It’s a very good thing. Kingsley...he loved Sam. Wasn’t in love with her but she was probably the first and only woman he’d never slept with that he truly loved. They were a perfect team.”
“What happened to her? To them?”
“Only good things, I promise. But even good things sometimes mean sacrifices, giving up the good for the better. Kingsley has Juliette as his second-in-command now so he leaves the New Sams in charge at the Möbius. Juliette’s even scarier than a lesbian.” The Mistress gave Chris a smile so she would know she was joking. But Chris seemed entirely lost in what was happening under the sheet. ”You’re enjoying this, aren’t you?”
Chris smiled. “A little. It hurt some at first but it’s...yeah, that’s pretty enjoyable.”
“Enjoyable? Okay, well, that’s a start. I’m trying to remember if a guy ever told me ‘that’s enjoyable’ during a blow job. Give me a minute because that’s a considerable mental Rolodex I’m flipping through.”
When Chris laughed the dildo nearly came out of her.
“Shit,” The Mistress said, pushing it back in. “Nice PC muscles.”
“You know, that might be the first time anyone’s complimented my PC muscles before.”
“The stronger the PC muscles, the stronger the orgasms. I do Kegels all the time.”
“Do they work?” Chris asked.
“I could crack a walnut.”
Chris burst into laughter again so The Mistress took advantage of that momentary distraction to push a larger dildo into her. The laughter stopped as Chris closed her eyes tight.
“I know it hurts. Just try to focus on the pleasure, okay?” The Mistress turned the fingertip vibrator onto a higher setting.
“Now you know why I’ve been putting this off.”
“I don’t blame you. You don’t have sex with men so there’s no real reason to even worry about your hymen unless you plan on using toys or doing fisting or anything.”
“I never planned on any of that. No toys. No dildos. Too much baggage.”
“Baggage? What kind of toys are you using?” The Mistress moved the dildo slowly in and out of Chris and rotated it in circles, trying to widen the tight hole.
“You know what I mean. A lot of us don’t like using stuff like that, stuff that’s just a penis-replacement. We don’t need that. And we don’t need anyone thinking gay women have penis envy.”
“I don’t think what you and your girlfriend do in the privacy of your bedroom has anything to do with what a bunch of ignorant homophobes say about you. These are the same people who think God invented AIDS to punish gay people, conveniently forgetting that lesbians have the lowest rate of STD infection in the entire world.”
“It’s not just them. Other gay women get judgmental about it, too. Like you’re less of a lesbian if you use toys and stuff.”
“It’s your body and your bed. You make the rules. Straight couples use toys and vibrators all the time to amp things up even though there’s already a cock present and accounted for. You’ve got to stop thinking of toys as stand-ins for penises. The penis is shaped like this, right?” The Mistress held up two fingers. “Penises are stand-ins for fingers.”
“That’s one way to think of it.”
“Most women I know can’t come from straight penis-in-vagina sex anyway. They need clitoral and G-spot stimulation and a lot of foreplay in general. So the superiority of PIV sex is greatly exaggerated.”
“That’s good to hear.”
“I love PIV, but even I need more than just penetration and thrusting usually.”
“Like what?”
“Floggings and bondage. But even I know that’s not typical foreplay. A typical woman I am not.”
“I can see that. I’ve never seen a Dominatrix in a Pearl Jam Y-shirt before.”
“Considering you aren’t kinky, I didn’t think you needed me in eight-inch stiletto boots and a leather bustier to pop your cherry.”
“The jeans and T-shirt is a great look for you. You’re gorgeous. Your eyes keep changing colors. That’s crazy.”
The Mistress arched an eyebrow at her.
“Behave there. Just because you’re spread out on my table, and I’m fucking you with a vibrator and dildo, doesn’t mean you can hit on me?”
“It doesn’t?”
“Okay, it does. Tell me more about my eyes.” The Mistress batted her eyelashes at Chris in the hopes of getting her to laugh again, anything to distract her from the next step up in dildo size. But Chris didn’t laugh. She stared at The Mistress ins
tead, studied her, and not in a detached sort of way. The Mistress knew heat when she saw it. Good. The more turned-on Chris was during this whole process, the better.
“They’re beautiful,” Chris said without even breaking a smile. “All of you is. But you probably hear that a lot.”
“I do but usually just from my male submissive clients. And then only when I order them to tell me how much they worship me. Great job. Good for the self-esteem.” The Mistress picked up the next largest-sized dildo and slowly and carefully inserted it into Chris. Chris raised her hips as it went it, a good sign.
“I can’t really see you having any self-esteem issues.”
“I’m pretty fond of me. You might be a little fonder of yourself if you were more comfortable with your body.”
“I am totally comfortable with my body. I like the way I look.”
“You should. You’re sexy as hell. But you’re also twenty-three years old, you’ve been sexually active for seven years now and this is the first time you’ve let a woman inside you. Being comfortable with your body isn’t just about the way you look. You have to be willing to admit that people are attracted to you, that women are going to want to touch you and be inside you. You can’t be the only one giving the pleasure and then shut yourself off to receiving it. That’s not fair to your partner. I hang around with a lot of male subs. These are men who genuinely love giving orgasms and oral sex more than they do receiving it. Burying their face in a pussy is their version of heaven. You tell them they can’t go down on you, can’t pleasure you, and they’ll drop you for a new Domme so fast your ass will bruise from the fall. They don’t want to be with a woman who doesn’t let them do the job they feel they were born for—pleasuring women. Theresa probably felt the same way about you. She might love fisting and hand jobs and playing with toys and giving the woman she loves orgasms. Did you ever think about that?”
Chris sighed and rested back on the bed again. “No...not really. I thought she’d appreciate me doing all the work.”
“Chris, baby, gorgeous...look at me.”
Chris raised her head as The Mistress pressed the dildo down into the most stubborn part of her hymen.
“I’m a motherfucking Dominatrix, sweetheart, and not even I want to be in charge all the time. Got me?”
“Got you.”
“Good. Now tell me how we’re doing here? Pain?”
Chris exhaled through her nose.
“Yes, but not a ton. It kind of burns. I thought it would feel more like tearing.”
“You are tearing.”
“I am?”
The Mistress picked up one of the gauze pads and pressed it to Chris’s vulva. She held it up.
“See? Blood. Not much though.” The Mistress threw the gauze in the trash.
“I’m bleeding?”
“A little.”
“That doesn’t freak you out?”
“Takes more than a little blood to freak out a professional sadist. Quite frankly, it takes more than a lot of blood. Plus everything is sanitized. You’ve never had sex with a man so I think it’s safe to say you’re clean. I know I’m clean. Everything in this dungeon is clean. The only thing you’ll catch from me is a little flak for being so uptight about getting penetrated. And that’s nothing but tough love.”
“I appreciate the tough love. Usually I’m the one dishing it out.”
“Today is the day you learn to take it. Ready to take it?”
“Yes. I think.”
The Mistress pursed her lips at Chris.
“Okay, yes. Definitely.”
“Good girl.” The Mistress picked up the Kingsley-sized dildo and turned the fingertip vibrator up to its highest setting. “Now take a deep breath and on the count of three, blow out hard.”
Chris nodded. “One...two...three....”
She pushed out air and The Mistress pushed in. For the first time Chris let out a genuine cry of pain.
“I know it hurts. I’m sorry,” The Mistress said with genuine sympathy. “It sucks being a woman sometimes.”
“It really does.” Chris spoke through gritted teeth. ”God damn...”
“Breathe, just breathe for me. My first time hurt like hell, too.”
“I think there is a major design flaw in the vagina.”
“I won’t argue with that,” The Mistress said, laughing. She held the dildo inside Chris with her left-hand thumb while she grabbed more gauze with her right hand. The blood was still minimal but that last thrust had definitely done the trick. “We have fucking periods, cramps, hymens, and that’s the pain not even associated with childbirth. We won’t even get into that bullshit.”
Chris laughed a little even as tears rimmed her eyes.
“So unfair.”
“But...” The Mistress began as she slowly pulled the large dildo out of Chris and sat it aside.
“But what?”
“There are some perks to being a woman.”
“Like what?” Chris sounded skeptical. The Mistress took out a tube of K-Y lubricant and squeezed it out on her fingers.
“Well...unlike most men, women can have an almost endless series of orgasms. Men run out of steam a lot faster than we do. They’re like old Lincoln Town Cars. Total gas guzzlers. Their tanks go empty real damn fast. Women are like electric battery cars. We can go forever once we’re charged up.”
“Sounds nice. I should get something battery-operated maybe.”
“Oh, honey, I’ve got more vibrators in this dungeon than Babes in Toyland has in their stockroom. I’ll give you one. Never before used, I promise. We’ll add it to Kingsley’s bill. It’ll save you the embarrassment of having to go buy one.”
“Thank you. But Kingsley’s picking me up, remember?”
“Fine. I’ll have one of the male subs around here deliver it to your place later tonight. I’ll pay him with a flogging.”
“Thank you. I appreciate that. Getting drunk and confessing my hymen issues to Kingsley needs to be the most embarrassing thing I’ve done this week. I think walking around carrying a vibrator would be the only thing worse.”
“You don’t know Kingsley very well. He’s probably give you more pointers about the vibe than I could,” The Mistress said as she pushed her lube-covered fingers into Chris. The cool liquid was meant to help soothe the soreness. “I’ll send you an insertable kind. Sometimes the hymen heals closed. You’ll want to keep that from happening.”
“You mean it’s medically expedient for me to use a vibrator?”
“Doctor’s orders,” The Mistress said, massaging inside Chris, who seemed to be enjoying the sensation. With the vibrator on her clitoris and only two fingers inside her vagina, Chris started to pant a little. “And use it to orgasm, too. Don’t think of it as a substitute penis. Lesbians who use vibrators do not have penis envy. Penises have vibrator envy. Okay?”
“Okay.”
“More doctor’s orders—lay there and close your eyes. After all you’ve been through today you deserve an orgasm.”
“You’re going to give me an orgasm?”
“Why not? Any objections?”
“No...I guess not.”
“You have a freshly opened vagina. We need to take it for a test drive.”
“You’re really into cars, aren’t you?”
“Oh, honey, you have no idea...” The Mistress rubbed the tips of her fingers into Chris’s G-spot. Chris’s head fell back and her hands clenched at the sheet again, this time in obvious pleasure and not pain. The Mistress took her time, exploring inside Chris, touching everything inside her with gently probing fingers. She poured out more lube and inserted three fingers back into her. The pain didn’t even seem to register on Chris. A soft moan escaped her lips, a shudder passed through her body.
“Good?”
“Very good,” Chris said, a slightly breathy purr in her voice.
“You have to admit there’s something to be said for laying there and letting someone pleasure you.”
“I’m starting to see, I mean, feel that.”
The Mistress focused all her attention on giving Chris as much pleasure as possible. She teased her clitoris, spread her fingers inside her, thrust in and out carefully with her hand. She took her fingers out and pushed in a smaller insertable-style vibrator. Chris’s back arched off the table. The Mistress loved her female clients. With her male clients she never gave hand jobs, never had sex with them. She poured pain onto them and into them and if they wanted to come, they handled that themselves while she watched and gave orders.
Giving orgasms to female clients never felt like prostitution to her. More like a public service. A pubic service even.
For the next five minutes, The Mistress focused all her concentration on Chris’s pleasure, bringing her close to orgasm and pulling back again, pushing her to the edge and then pulling back. The Mistress wanted to make Chris come so hard her IQ dropped and her face melted.
“Don’t come yet....” The Mistress said. “Keep breathing through it. Let it build some more.”
“It’s building....” Chris dug her hand into her stomach as if willing the pleasure to stay in.
“Keep your thighs wide. I know you want to bear down and close them. Fight that urge off.”
“Fighting...”
The Mistress pressed the end of the vibrator into Chris’s G-spot. That did it. Chris shuddered so hard the stirrups rattled. With a quiet cry, Chris came and came and came. She came so much The Mistress felt warm fluid on her fingers. Finally Chris jerked back as the orgasm peaked and crested.
Chris laid back on the bed and panted while The Mistress turned all the equipment off and sat it on a towel.
“You okay there?” she asked as Chris laughed tiredly. She looked spent and happy. Perfect.
“I. Am. Awesome.”
“You absolutely are.”
“And I’m pretty sure I can’t feel my legs.”
The Mistress Files: The Case of the Acting ActressThe Case of the Diffident DomThe Case of the Reluctant Rock StarThe Case of the Secret SwitchThe Case of the Brokenhearted Bartender Page 12