Lisa

My heart skipped a beat as I looked up at Lisa, still wearing those pink pajamas. Her black hair hung down over her shoulder, a strand flowing loose in front of her left eye. I smiled, trying my best to keep my cool as her green eyes stared back at me and a grin formed on her luscious, pouty lips. It was nearly impossible though.

She looked so fucking hot. And I would get to go on a date with her? And... well... I'm not entirely sure what else. I know that Chelsea and I agreed that we would be OK with hooking up with one of the other members of our group, but would Chris and Lisa be OK with it? We were all still in a bit of a grey area. Would it be OK if we kissed? What if I got a little bit... handsy. What if...

"Well, I guess that leaves the mystery out of the rest," Lauren said. "Robert, it's you and me, babe."

"Hell yea," Robert said, excitedly. That left Ariel and Liam. For a moment, everyone took in what had taken place and what it meant for what was to come.

"So, where are we going on our date?" Lauren asked, breaking the silence.

"I don't know," Robert answered. "Maybe that Italian place we passed on the way in. Little Romio's. We could get some caprice, some antipasto, some eggplant parmesan. Maybe a little affogato or tiramisu if you're into that kind of thing."

"Maybe give her a little of that hot Italian sausage," Chris jumped in. Robert blushed and started laughing.

"The hotter the better," Lauren said with a grin.

"Well, it's almost 3pm already," Chelsea said. "Why don't we get ready and then we can pair up and head out."

"Boys, you go shower," Ariel suddenly jumped in. "I need to talk to the ladies."

-----

"What did Ariel want to talk about?" I asked Chelsea when I got out of the shower.

"We talked about some... ground rules. For the night."

"Oh, yea?" I asked. "What kind of rules?"

"She suggested we be clear on what we are OK with. That way nobody will get hurt."

"So what are the rules?"

"You'll find out later... maybe," she held back a smirk. What was going on?

"Was this whole thing your idea?" I asked.

"Sort of," Chelsea replied.

"You're killing me," I said. "You gotta tell me something."

"You'll figure it all out. I trust you." She kissed me then walked past me into the bathroom to shower.

-----

I'll figure it out? What does that mean? How the fuck was I suppose to figure it out?

I sat at the kitchen table, dressed in a blue button-down shirt with a pattern made of N's, S's, and U's across it. It was my favorite shirt but Chelsea didn't like it much so I figured it would be good to wear it instead for my date with Lisa. I was waiting for her to finish getting ready. The other six members of the group were pacing around the house in various states of readiness. Lauren still had a towel wrapped around her hair. Chelsea was doing her hair and makeup in the bathroom. Ariel came up in a shirt and shorts that really showed off all the right features of her long body but, when I complimented her on what she was wearing, she scoffed at me and said, "God, no, I'm not going out in this." Liam would have loved it.

Meanwhile, the guys mostly exchanged glances and, "does she always take this long?" comments to each other. There was a buzz, a slight tension among it all as we tried to act like what was about to happen was normal.

What was about to happen anyway? Just a date, right? With one of my friends who happens to be one of my friends' girlfriends and my girlfriend's friend? Just an innocent date. Right?

Lauren and Robert were the first to head out. They were going to the Italian place Robert had suggested. Next Ariel and Liam left, Liam wouldn't say where. Chris was sitting on the couch, scrolling through his phone when Chelsea came up the stairs. She looked stunning. She was wearing more makeup than usual. It darkened her eyes. Her hair was curled and flowed like waves over her shoulders. She wore a tight, black tank top that hugged her full chest and a pair of light-blue denim shorts that hugged her tight, round ass. She looked like she was trying to impress someone and judging by Chris' face when he looked up from his phone, she was successful.

"You look incredible," Chris said, a huge smile plastered on his face. He was right. There was something about Chris saying it, knowing that it was her she was looking incredible for, that stung a bit. I suddenly felt a tinge of jealousy as he walked over to her and took her by the hand.

"You're looking pretty good yourself," Chelsea complimented Chris. She looked at me and smiled. "Have fun tonight," she said as Chris began leading her down the steps toward the front door.

"You too," I replied. Then there I was, all alone at the kitchen table, waiting for my date to finish getting ready. I started playing through the events of the week, the things Chelsea had said, the things we had done. Where was all this headed? Did Chelsea hatch this plan so she could hook up with one of the other guys in the group? If so, was she happy it was Chris she landed the bottle on? What a dumb fucking question, of course she'd be happy, Chris is a really attractive guy.

Click

The door handle turned and the door swung open. Lisa stepped outside and my jaw practically hit the tabletop. She wasn't wearing anything particularly sexy but the way she did her hair made it flow like a cascade of midnight down her back. Her makeup darkened her eyes, adding a layer of mystery to them while her cheeks were blushed a slight pink hue and her lips, a deep red. She wore a simple blouse that was somewhat low cut and was tight across her chest. She had on a pair of jean shorts that were so short and tight that, if they were made of a different material, might have been considered underwear. Her tan thighs flowed down to perfect calves, accentuated by some black cowboy boots with a three inch heel.

"You look nice!" she said. I immediately felt like an idiot for letting her beat me to the first compliment.

"Thanks," I responded. "You look... amazing. Wow." She giggled at the praise.

"So, where are we going," she asked.

"I know just the spot where we can kill a few hours before grabbing dinner."

"Kill a few hours? Is that what a date with me is?"

"Uh, no," I stammered. "No, I just meant, I think we would have a lot of fun there. That I would have a lot of fun with you... there... and that you would also have a lot of fun. Can you tell I haven't been on a first date in, like, a fucking decade?"

Lisa burst out laughing. She took me by the hand. "Don't worry," she said, her brown eyes twinkling. "We'll have fun. Just be your usual charming self. I'm looking forward to being showered with all the compliments you usually give Chelsea."

"Oh, God," I said. "You might throw up by the end of the night from how cheesy I can get."

"The cheesier the better," Lisa replied with a smile. Then we headed out the door.