Jim sat at one of the outdoor tables of a quiet local Mexican restaurant, just outside of L.A. Taking a sip of his beer, he looked around for the man he was supposed to meet. He had offered to take his girlfriend, Kit, out to California for a long weekend. What she didn't know was that Jim was planning a punishment/reward event as well.
The two had met on a DD/lg forum, and hit it off right away. After vetting her and getting to know her over the last six months, Jim knew he'd found the right woman for him. But he wanted to clear the air on a couple of things first. When they were still vetting one another, Jim had spoken with three of Kit's previous Doms. They each had an example of her brattiness, her impulsivity, and her willfulness. Each of them had been invited here to take part in his surprise, and each of them had accepted.
"Excuse me, Jim?" Two men were at the side of the table, bringing Jim out of his thoughts. He recognized one of them as the man he'd been talking to from a gang bang creampie website. Shaking hands with them Jim motioned to the waitress to bring a round of beers to the table.
"Hi, nice to meet you face to face." Jim sat down, a little uneasy at the second man's appearance. "I thought it was going to be just the two of us Adam."
"We always conduct the interviews in pairs, as well as recording them." Adam motioned to the small camera discretely held in the other man's hand. "For legal reasons. This is Don."
"Oh...well yeah, I hadn't thought of that, but it makes sense." The three remained silent as the waitress placed the beers on the table. "So...where do we go from here?"
Adam took a swig of beer and looked steadily at Jim. "I need you to describe what kind of experience your looking for, and then there are some forms to sign. More legal stuff."
Jim was a little confused. "Didn't we go over all that in our web chats? Why go over it again?"
This time Don answered, "We need to make sure everyone involved is in the same page. That nothing"s changed since your initial discussions with Adam. Especially for the experience you've requested."
"Don's right," Adam, leaned in close, "We don't get many requests like yours Jim. In fact, I think this may be the first one."
Jim took another swallow of beer as he thought. He didn't want to come cross country to fall prey to some scam, but he could understand the need for having everyone in agreement. "Okay. Kit and I have been dating for six months, being in acDD/lg dynamic the whole time. She's more of a Middle than an actual Little, and a pretty bratty one at that. When I was vetting her, I discovered some things that told me I would need to use a firmer hand with her." He motioned for another round as he continued. He then went on to describe two events that Jim wanted to ensure would not happen again. Yes, they'd talked about them while checking each other out, but Jim wanted to reinforce his feelings on the matter. He also described something he'd discovered a month ago, shortly after he'd contacted Adam. "I want Kit to realize I won't put up with that behavior."
Both Adam and Don grinned and nodded. "And what about the second part?" Adam was interested to see how this all played out.
"If kit can make it through the punishment we talked about," Jim began, an erection growing in his pants at the thought of this, "I want Kit thoroughly and well fucked by your Masked Men and her three previous Daddies. On tape. I'll be there too of course, but I will be the last to fuck her, and I will be the only person there to fuck her in the ass."
Adam finished his beer. "And Kit is aware of all this?"
"Kit doesn't know about any of this. She thinks I brought her out for a long weekend, that's all. She's confessed she's had kidnapping and gangbang fantasies since she was in college, and she responds well to corporal punishment."
"Any thoughts on how to get her consent to her surprise?"
"Actually yes. Her safe word is 'Tiger.' Can you stress that she's to use that word if she feels uncomfortable or unsafe?"
"We can," Adam paused to go over the proposed scene in his mind. "Our lawyers are going to want something in writing though. Specific to the punishment scene. I think I have a standard non disclosure agreement, but let me double check with our attorneys. Bring Kit here tomorrow afternoon around 2:00. If what I have in mind won't work, I'll call you and we can set up another time while you're out here."
The three stood up, shook hands, and Jim ordered another beer. This, he thought, was going to blow her mind.
The next morning, Jim made the unusual request of picking out Kit's outfit. Normally he approved of her outfits, but he'd never insisted on picking them out. She gave the white sundress a dubious look. "Uhm, where is the underwear?"
"You won't need any."
"Babe seriously, I cannot wear this without panties and a bra. Can you give me a thong at least?"
"No. You're clean shaven, nothing will show that doesn't need to show. Now get dressed and let's get going. You don't want to be late."
She recognized his tone of voice; any further attempts to change his mind would result in discipline, and not the type she enjoyed. As she left their room, she tried to grab a bolero for modesty, but Jim took it from her and tossed it on their bed. Shooting him a sideways glance, Kit wondered just what Jim had in store for that afternoon.
They drove in silence, arriving back at the Mexican cantina, Jim guiding her to the same area he had sat at the day before. Ordering two beers, he sat back and enjoyed Kit's growing discomfort. The few men at the bar that afternoon had noticed her dark areolas showing through the cotton, and there was just enough of a breeze that her nipples were in danger of bursting through the sheer fabric.
"Are you going to tell me what you have planned?"
Jim took a draw off his long neck. "Nope."
"You're really frustrating when you're like this, you know that?"
"Yup." Jim took another swallow and nodded at Don and Adam. Shaking hands as they arrived at the table, Jim leaned in and whispered in Adam's ear. "Everything play out okay with the lawyers?"
Adam nodded as he took Kit's hand and introduced himself and Don. "We are really glad to meet you Kit. Jim's description did not do you justice."
Looking at Jim and back at the two strangers, Kit's heart began thumping. "His description?"
Don started filming discretely as he'd done the day before and Adam continued. "Oh yes. We've had plenty of conversations about you, haven't we Jim?"
