Disclaimer: I do not own Digimon or its characters. They are property of Toei Animation…you know…the same people who thought Sora and Matt will make a good couple!

Special thanks to mirage37087 for beta-reading!

Takenouchi Sora – 27, Scorpio; Yagami "Tai" Taichi – 27, Aries

Warnings: Extremely raunchy! Not for little children, or people who are easily offended by explicit sexual material. Toys will be used, masturbation will take place, video cameras are featured, dirty language is spoken, and…Tai and Sora will "handle their business" in this story! What? You still wanna proceed? Well, can't say I didn't warn you…

"Aries doesn't have time for foreplay… Scorpio wants it all day, everyday…" Astrology(dot)com

101 Ways to Pleasure a Woman Prologue: The Wager

"WHAT? What do you mean you've never had an orgasm?" Tachikawa Mimi shouted unbelievingly at her best friend and former business partner, Takenouchi Sora from her position on the woman's love seat.

"It all makes sense, now!" Motomiya Jun also exclaimed, agreeing with Mimi.

Together the trio of friends sat in Sora's living room discussing the woman's sex—or lack thereof—life.

Sora blushed in embarrassment and turned to their job-less, still-gold-digging friend and frowned at the burgundy-haired woman. "What do you mean, 'It all makes sense, now?' What makes sense?"

"The reason why you're so uptight all the time. It's because you haven't experienced real pleasure from a man!" Jun yelled at her matter-of-factly.

"Tell us," Mimi reached forward and covered Sora's right shoulder with her left hand in a comforting gesture. She searched her best friend's dark red eyes, praying to all of the gods in the world that she was lying.

"When was the last time you had sex?"

Sora's red face darkened almost plum in color. She frowned, looked away from the ogling women, folded her arms, and huffed, "I don't think that's any of your business! And why are you all worried about my sex life?"

"So it's been over a year, huh?" Jun guessed.

"Humph!" Sora only rolled her eyes and snorted at Jun's accurate assumption.

The burgundy-haired woman nodded in response. "I see. Judging from your body's tense reaction, it's been well over a year. I'd day we're talking about a year and a half. Two, perhaps?"

"It's been around five and a half…" Sora's voice lowered, along with her gaze to the carpeted floor, staring at her expensive, designer-brand pumps.

It's been a year after Sinful Delights' success, and Sora was finally able to achieve her dream of owning her own clothing boutique. But she found out how much sex, (or the simple idea of selling sexy; inspired from Mimi's restaurant) could profit, she decided to open a lingerie boutique, Sinfully Delightful, instead.

For the short months it's been in business, Sinfully Delightful has already achieved much success. The store's profits were now rivaling Mimi's bakery, Sinful Delights.

Her small boutique was always crowded with women looking for something to appeal to their men. Sora always gave out her advice, (her customers didn't need to know she was lying) along with a friendly smile and great customer service, and in the end, the sexy, fun, fashionable lingerie always won them over.

Sinfully Delightful sold Sora's custom-made lingerie, along with desserts from Mimi's bakery, Sinful Delights. The shop also sold erotic games, and a few sensual accessories to help create a sexy mood in the bedroom. (i.e., candles, feathers, incense, lotions, oils…) Sinfully Delightful was almost like an adult novelty store, only not as raunchy, and a touch more feminine.

That's why Sora's revelation surprised Mimi, (not Jun, only Mimi) because she witnessed her best friend at work. Sora was always informative, and professional. One would already believe she knew everything about sex. And to hear from the horse's mouth that not only she never had an orgasm during sex, but she was not receiving any in over five long years? What? Sora practically sells sex, but she's not on the receiving end of pleasure?

"Five…? Years…?" Mimi's hand slid from Sora's shoulder to embrace the short-haired brunette in a loving hug. "I'm so, so sorry, Sora!" Mimi wanted to cry for her, and all of the sexually-starved women in the world. How anyone could survive more than half a decade with no sexual pleasure was beyond her. Mimi knew if she ever went that long without sex, she'd probably commit suicide.

Thank Kami for Matt!

"Will you get away from me?" Sora rudely pushed Mimi out of their embrace and stood from the love seat. "Will you women look at yourselves? You're acting like sex is the only thing that's important in this world!" She outstretched her arms, her eyes bulging at the pair of friends.

"Without sex, what is there?" Jun inquired.

"Well, Miss Missy," Sora angrily rested her hands on her half-decade-neglected-from-a-man's-touch-hips, and scowled. "I'll have you know that I'm twenty-seven and I'm a successful business woman! I have a very popular boutique, and I worked my ass off to accomplish what I have. I'm able to enjoy the fruits of my labor, and that's something no man can give me! Can you say the same, Gold-digger?"

Jun covered her mouth, pretending to yawn; not the least bit offended by Sora's remark. "What-ev-er." She punctuated each syllable sarcastically. "All that money can also buy you decent sex, Takenouchi. It's already fall, and your birthday's coming up, soon. I know it gets cold and lonely in your bedroom at night. Wait? Don't tell me! You don't need a man because your success keeps your satisfied, right?

"Wake up and smell the scented candles, girlfriend!" Jun continued to rant. "People need people. What you need to do is stop basking in all the glory of your success and get a man to unlock the key to your koochie so you can get properly laid!

"I may not have all that success like you, but at least I have someone to keep me warm at night. Can you say the same? Because I don't think holding your success will have the same effect as holding a man close to you after several hours of sweaty, toe-curling, mind-numbing sex."

"Jun! Do you have to be so blunt?" Mimi scolded their older friend. "Could you try to be a little more compassionate?"

"Hey, real friends are honest with each other. I was simply stating the truth. Sora's a big girl. She can handle it, right?"

"I don't need to stand here and listen to this!" Sora turned on her heels and stomped towards her bedroom. Mimi jumped when she heard the door slam, the impact causing the walls to shake throughout the apartment.

"We have to help her," Mimi looked at Jun and sighed.

"But how?"

"Maybe we can set her up on a blind date?"

Jun immediately shook her head at the idea. "No way. We both know that Sora would not go. And she'll hate us if she knew we were trying to set her up."

"Hey, I know!" Mimi snapped her fingers, her eyes lighting up with excitement. "What if she doesn't know we're setting her up…"

"I'm listening…" Jun stood from the sofa and sat next to Mimi on the love seat. "What are you planning?"

"Here's what we'll do. I even have the perfect candidate to help us."

- - - - -

"Aw, c'mon Tai! Just do me this one favor!" Ishida "Matt" Yamato shouted at his best friend, and roommate Yagami "Tai" Taichi from the bed. He just got off the phone with Mimi after listening to her plan to "help" Sora.

"You've met Sora, you know how she is!"

"I didn't really meet her. I only glanced at her. Hell, I didn't even remember her name until you mentioned it."

"Well, that's different. Usually you're more than ready to meet a new woman to take home to bed. What's so different about her?"

"Nothing." Tai shrugged as he stared at his reflection in his mirror, attempting to knot his tie. He was preparing for a hot, sexy date with his longtime flame Yuri, and he didn't have time to pacify Matt's bullshit.

"I just don't see why I have to be the man to help out a sexually frustrated woman, that's all. I'm not interested."

Matt frowned at the arrogant, retired soccer player. "What is it, really? You don't think she's attractive?"

"She's alright." Tai simply shrugged. "I guess. She's not as cute as her friend, though. Now Mimi, I'd gladly bone any day."

"Watch your mouth, Yagami…" Matt warned the brunet, not taking too kindly to his best friend talking about his girlfriend in that manner.

"I was just joking, buddy." Tai turned around to give his best friend his famous, Yagami smile. "But seriously, I've been doing some thinking. I'm pushing thirty, and I think it's time that I settled down…"

"What the fuck?" Matt doubled over and began laughing at his best friend's words. "Tai, you're a man-whore. You've screwed more women across the globe than Wilt Chamberlain. You can't be serious!"

Tai angrily turned away from the mirror and frowned at the blond. "Why can't I? That's just it, Ishida! I've been with so many women, I'm tired. I just want to find the right one and stick with her."

"And you believe Yuri is the 'right woman'?"

"I dunno." Tai looked away and shrugged. "I just know that I'm not going to agree with your request. I don't think it's my job to help out a sexually repressed woman who can't get any. That's all. And there's nothing you can say that'll convince me, otherwise."

"Hmm…" Matt laid on the bed and fingered his chin. "Okay, Yagami, if you say so…"

"What…?" Tai frowned at his best friend's actions. Becoming angry, he shouted, "If you have something to say Ishida, say it! Don't bite your tongue for me!"

Matt looked at the brunet with a wide-eyed expression. "Whatever do you mean, Tai? I don't know what you're talking about."

"Don't play stupid, Matt. Just now you had a look on your face. Tell me what you were thinking!"

"Why does it matter, Tai?" Matt shrugged and pressed his lips to keep from grinning. "You're not interested in her, so what I have to say shouldn't bother you."

"JUST TELL ME DAMNIT!" Tai bellowed.

"Fine. You pulled my leg." Matt sat up again to look his best friend in the eye. "What if I were to tell you Sora hasn't been with a man in over five years?"

Tai slipped his necktie from his neck and flung it across the room. With a new interest, he sat down next to Matt and replied, "Well, Ishida, I'd say you were fucking with me."

"Well, you know that I don't go that way, so obviously I'm not." The baker joked. "It's true. Sora's been without a man for over five years! Can you just imagine how tight she is?"

"Mmm, hmm." Tai closed his eyes and pictured the feisty boutique owner writhing underneath him as he pushed past her virgin-tight love-tunnel. The fantasy already had his member straining against the wool of his Armani slacks.

He opened his eyes and grinned evilly at his best friend. "Hmm, well I can say you've definitely caught my interest. What is it I have to do, again?"

"The girls are taking Sora out to dinner tonight as a treat. Of course Sister Soldier doesn't know that Mimi and Jun are secretly setting her up. All you have to do is show up. I gave Mimi your cell number, so she can text you what to do from there."

"Tonight's not good, Ishida." Tai stood up and looked over his appearance in the mirror. He wore a dark gray, wool Armani jacket, a white dress shirt with the top three buttons undone, a black leather belt and matching dark gray, wool slacks. "You know I have to meet Yuri tonight."

Matt reached for the cordless phone and tossed it to him. "Cancel it. The girls are depending you, man. I'm depending on you."

"I just don't know, Matt… I was looking forward to tonight with Yuri…"

Matt rolled his eyes and snorted. "You're actually telling me that you'd rather sleep with a woman who you've been with since forever, than to try something new, and practically untouched? You're crazy!"

"If I go to the restaurant tonight, will you finally leave me alone about this?"

"Yeah," the blond shrugged. "Just go. There's no harm in going. If you don't like her, then that's okay. You're more than welcomed to return to used-up Yuri."

Tai thought the situation over and decided to cancel his date just to see what the hype was about. Dialing Yuri's number, he left a quick message on her voice mail stating that he was unable to make it tonight.

"That's a good boy," Matt grinned wickedly.

Tossing the phone at the baker, Tai asked, "And just what exactly do I have to do to this woman?"

"Competely turn her out."

- - - - -

A/N: And there you have it, folks! This is just a taste of what you'll expect for my side story to Sinful DelightsOf course the next chapter won't be uploaded until SD's completion. Also this story is going to be heavily watered down for fanfiction(dot)net. But the really dirty version can be found on mediaminer(dot)org and adultfanfiction(dot)net.

This is my first official Taiora, so…things are going to heat up pretty quickly! If you want me to continue, then please review. I'm a little hesitant to continue this, so it's really up to you all if I should or not.