I got up early and left Cindy in bed while I went to the hotel gym. I tossed and turned all night picturing my girlfriend losing control last night and servicing every cock in sight. I had to decide if I was into sharing her or if I should move on to someone less "adventurous."
Luckily, none of the guys from Cindy's first group sex event were working out at 6 am. I went back and forth between jealousy and lust to see her do it again. I was getting hard on and off as I cycled through the memories and accompanying emotions.
"Fuck it," I decided. I have two more days here with her so I might as well make the most of them even if it means sharing her with all of the other men. I did need to sit down with her and listen to her side of things. Maybe she could help me understand.
When I got back to the room she was in the shower. "Hi Cindy, I'm back!"
"Hey Mike, how was the gym? I thought about going yesterday," she said.
"Not bad. Hey, can we talk about last night?" I asked.
"Uh oh. Ok, can we talk over breakfast?" she suggested.
"Great idea," I said as I leaned in and kissed her forehead.
We went down to the poolside cafe and ordered coffee and pastries.
"So, last night got a little wild. Can you tell me about what was going on with you?" I asked.
"Wow, I guess that's fair. It's not the easiest thing to talk about in the light of day, is it?" she said with a guilty look on her face.
"Babe, I'm not judging. I just need to know what my role is here. What do you want? What do you need? Is this a regular thing for you that is just coming out on this trip? Help me understand you, please," I pleaded.
"Oh Mike, you're so sweet. Listen, last night was new for me too. I don't know what happened yesterday. I was out shopping and feeling amazing. I'm confident about us. My body looks and feels better than it has in years, my pussy feels like it's on fire in a good way - even right now," she explained.
"So, stripping, masturbating, riding and sucking multiple cocks isn't a regular thing for you?"
"Oh god no, but last night felt so right. I couldn't get enough of you guys. And you were perfect. Whispering dirty things in my ear, calling me a slut and a whore, fucking my ass and holding my head while someone fucked my mouth! Ugh!" she said as she inconspicuously slipped a finger into her shorts and touched herself.
"Baby, are you masturbating?" I whispered.
"Mike, I can't help it. I'm so horny. Take me to the room. I want you to fuck me while we think of more ways for men to use me!"
I took her back and fucked her hard while she described more of her dirty fantasies. I learned that she had many scenarios we could make happen, but common to all was that she needed for me to "make" her do things. She didn't want to be thought of as a whore, but she wanted to act like one.
I left her laying in bed with a pussy full of cum and her still rubbing her clit. We agreed that she would be a good girl until I could get away from the conference. She said she would behave herself: shop in the morning and sit by the pool in her new bikini until I showed up. After that, anything was possible.
I was completely distracted as I sat through boring educational sessions all morning. At lunch, I saw Andy and the boys at the buffet.
"Hey Mike, great to see you! Thanks for a great evening last night. How was your morning? And Cindy, how is she doing today?" he asked.
It was all very innocuous, especially since he was thanking me for a gangbang with my girlfriend where several of us fucked her and we all came on her face.
"I'm doing alright. Cindy is sleeping in today. We'll probably head back to the pool this afternoon after the early sessions. Maybe we'll see you around," I offered as I went to sit alone. I didn't want to give the impression that a repeat performance was in the cards. Cindy had stated that variety was important to her. Translation: she wanted to suck and fuck a lot of different dudes today and tomorrow.
I tried to focus after lunch, but gave up around 2:30. My mind was wandering and found myself slowly stroking my boner below the table. I decided to track down Cindy before someone noticed me.
I strolled over to the main pool where she was yesterday, but didn't see her there. "Where r you?" I texted.
"Lucky me: I found the 'Adult Pool' over by the Pro Shop. No Kids Allowed!" she typed.
Well, that sounded promising for our afternoon activities. "Are you enjoying yourself yet?"
"No babe, waiting for you. Hurry up!!" she replied.
I had an idea: "Don't acknowledge me when I come in there. I'll sit at the bar and take a look at the scenery."
"OK, sounds sexy," she answered.
I walked in and quickly found an empty stool at the bar and ordered a beer. I saw Cindy seated on the far side of the pool all by herself.
"What a good girl," I thought.
There was an area with a 4' hedge around it surrounding the hot tub. A group of young guys had sort of taken over and were enjoying loud music and drinks from theirs coolers. Normally, it was a scene that I would avoid at all cost, but today it seemed perfect.
"I'm at the bar. Feeling sexy, slut?" I texted her.
"Been wet all day," she answered.
"Here's your reward. Pick one of those guys by the hot tub and take him to the men's room. Suck his cock and then text me when you're walking out. I'll meet you there." My heart was pounding as I hit "Send."
I watched her closely as she heard the chime. After she read the message she quickly made eye contact with me and shook her head 'no'."
"I can't. Too slutty!!" she wrote.
"Do It!" I ordered.
I watched her take some deep breaths and nervously straighten her bikini. She stood and casually walked toward the group of young men. They watched her closely as she sexily approached them. I couldn't hear her, but she was oozing sex as she reached out and shook someone's hand. Then, she leaned in and whispered in his ear while she put a hand on his shoulder. He pulled back, smiled and nodded.
They held hands as she led him into the Men's room. She shot me a quick glance as they walked together. I could tell she was nervous, but she played it well.
I stared intensely at the bathroom door for what felt like an hour. Then, the guy came out by himself with a huge grin on his face. He walked quickly to his friends and started high-fiving them. The timing was perfect as she walked out and I acted as though I just entered the pool area.
"Hi babe!. There you are," I called out as I closed the distance. She played it perfectly as she looked at the boys and then back at me with huge eyes. They saw what was going on and immediately stopped celebrating.
