Authors note: This story seemed to come with a life of its own. I started out to write a short little fun piece about one of my main characters, Kitty and a spicy game of Truth or dare. What I ended up with was a fairly lengthy story that is only part one, and also features Wendy (from several of my other stories). It has a fairly lengthy build up and I hope you, my readers, will stick with it till the end. In some ways, as this story evolved it became harder to write for me. Not in subject matter but, much like doing a puzzle, trying to find a way to make all of the pieces fit together in a way that creates an entire picture.
Once again, as in all my stories, this one deals with nonconsent play and somewhat rough and forced sex. You should be expecting that by now if you are a regular reader of mine, but if not, take this as your fair warning and should you prefer other types of stories, I won't be offended. I hope as you read this you will enjoy it and hopefully be moved to reach out and tell me what you thought or maybe what should happen next. Don't worry, though this story focuses primarily on Kitty, Wendy will get what's coming to her!
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It was 5:00 PM on Friday and Kitty was getting ready to punch out of work and head home. Kitty worked as an executive secretary at a large time-share investment company in the downtown area of Los Angeles. She worked directly for one of the partners at the business, but it was a loose-knit organization and she often found herself being loaned out to other executives when they needed extra help. Kitty had worked there for about three years and really enjoyed her work. The hours weren't too demanding, and she had made several good friends there, most of whom had been there as long, or longer than she had. As she saved the last report she had been working on and turned off her computer, Wendy came up and sat herself on the edge of Kitty's desk.
"It's Friday and we're all headed out for drinks at the Rhythm Room, care to join us?" Kitty looked up at the lovely twenty-something year old and smiled. A night out drinking and schmoozing sounded like just the thing. Kitty grabbed her purse out of the lower drawer of her desk and jumped up.
"Let's go!" she said and grabbed Wendy by the arm. They headed out of the office and downstairs. Several of Kitty's co-workers were gathered in the lobby waiting for them. They greeted the pair with shouts and smiles and as a group, headed out the door.
This was not the first time Kitty had grouped up with her friends. Going out on Friday's was becoming a semi-regular occurrence. It had started about six or seven months ago, maybe once or twice a month but it had taken on a life of its own and was now happening about three weeks out of four in a given month. They had several bars that they rotated through, but the Rhythm Room was fast becoming a favorite. It was a few blocks away from where they were located, and it was set in the basement of a large office building. Its massive space was filled with several pool tables, dart boards, ping pong, shuffleboard and more. Its bar was in an entirely separate area and offered some of the best cocktails in town. There was even a live jazz band several evenings a week.
The evening was warm and since many of the group took public transportation to work, the majority of them decided to walk to the bar. Ralph, a young intern who loved to socialize but didn't drink, agreed to be the designated driver for those who needed it and he cut off to get his car and meet the gang there.
It was late spring and not too hot yet, so the walk was comfortable. The group chatted excitedly about weekend plans and gossiped about work. Soon enough they reached the large building and bar. The Rhythm Room was located next door to the Hotel Hayward. Its entrance was rather innocuous at street level. A large wooden door flanked by two gooseneck lamps. Officially, the bar opened at 6pm, but by the time the group got there it was just a few minutes till and the doors were opened for business. Kitty smiled as they went through the door and started down the marble stairs, lined in blue and gold wood paneling and lit from overhead by a simple art deco hanging lamp. Several members of their little group headed off to grab a table large enough for them all and Kitty and Wendy headed to the bar to get the first round.
Kitty and Wendy were an interesting pair, almost a study in contrast. Wendy was 5'8" and slender. Her lithe, supple figure was graced with firm, ripe curves and legs that seemed too long for her body. She had long, silky brown hair that hung loose down to the middle of her back. She never wore a lot of makeup, but her face had a fresh, youthful shine to it, a wide smiling mouth and smoldering olive-green eyes. Tonight she was dressed for work, so she had on a simple salmon pink blouse and a knee length gold-brown skirt. She wore a pair of nude hose and a comfortable pair of black pumps.
Kitty on the other end of the spectrum was what many men would call a MILF. She was almost 40, 5'9" and carried a little extra weight on her frame, but most of it landed in her ample breasts and her round ass. She also took pains to keep in shape, so she wore the extra few pounds well. She had a huge mop of curly black hair that came down to her shoulders and she was partial to a dark smoky lipstick on her full and pouty lips. As an executive secretary she dressed in a very professional manner. White blouse, buttoned up to just below her neck and a black skirt with a hem a few inches below her knees. She wore a sensible pair of sheer pantyhose and a pair of low heel black shoes that were surprisingly comfortable.
They had met during Kitty's first year at the firm and quickly become fast friends. Wendy was single and dated around, Kitty was divorced and had 1 child, but this weekend she was at her mom's, so Kitty was in no hurry to get home. They ordered the first round of drinks and directed the bartender towards their table and then went to join the others.
Their coworkers had gathered around a large table and a bowl of chips and salsa was just being set down for them as the women approached. Kitty looked around the table and made a quick mental catalog of who was there tonight. Wendy, of course, as well as several regulars. John from accounting, young up and comer who had joined the firm just over a year ago. He was a hair over 6' and sandy blonde hair with piercing blue eyes. Then there was Albert, a middle manager in his mid-30's. He wore last year's style in business casual and never turned down a free drink. Next was Della, the closest among the group in age to Kitty. Brown hair piled neatly in a bun atop her head and wearing a professional but still fashionable dress of black with gold and yellow flowers patterned across it. Albert and Della had seniority with the group, having both worked at the company for over six years.
Also with them was Keith, a relative newcomer to their group and to the firm, having only been hired about six months ago. This was only his third time out with the gang, but he was very friendly and already was quite comfortable with them. He worked in sales and despite his youth, or maybe because of it, he was very successful at his job. And of course, their designated driver, Ralph. He was just out of college with a BA in business and had just become legal to be in the bar with them all a few months ago.
Wendy and Kitty pulled up seats and joined the group at the table. Keith was in the middle of a story about a particularly tough client he had finally won over. The group was acting suitably impressed. Kitty smiled and laughed politely, and Wendy nodded and pretended to be interested. A server came up to the table with their drinks and the story was momentarily put on hold as everyone reached for their glass and tossed a few dollars at the server. She smiled dutifully and took the cash and left the group to their own devices. Keith took a healthy slug of his bourbon and bitters and started back up with the end of his story.
An hour later, several more stories, interspersed with rather mild office gossip and two more rounds of drinks, the group was well on their way to a boisterous night out. John had been monopolizing a great deal of the conversation and launched in to the start of yet another thrilling story on the rigors of accounting. Wendy downed her shot and slammed the glass on the table startling everyone.
"Boring!" she cried out. The group stared at her, and John threw a withering gaze her way. Wendy held up her hands in mock apology. "I'm sorry, really, but I just can't listen to another sales story or analysis of last year's market trends! This is supposed to be fun tonight! No more work talk!" She saw a few nods from some of the group, but others just stared at her quizzically.
"Well, if we aren't going to talk about work, what are we going to do?" asked Della. She looked around the table and all eyes seemed to slide towards Wendy. She stared back, momentarily at a loss. Then she got an idea and began to smile.
"I know, let's play a game!" The others were still looking at her and she could see doubt on their faces. Wendy surged on, the idea taking shape as she spoke. "How about a game of Truth or Dare?" Several of her coworkers looked surprised, a few thoughtful and even one or two smiles started forming.
"Truth or Dare?" John spoke up. Isn't that a kid's game?" He didn't sound very enthusiastic Wendy shook her head and forged ahead.
"Not at all! And we can make it even more interesting! We can bet money on the outcomes!" Now a few more people were showing interest, no doubt thanks in part to the alcohol they had all been drinking.
"How exactly would that work?" Kitty asked. The whole idea of Truth or Dare seemed a little risky to her but somehow that made it seem just a bit more intriguing.