The One who got Away

Oh, boy, I had it bad already.

Chapter Nine

Nathan

My reflection in the mirror made me nervous about the date I was getting ready to go on. I felt like I was trying way too hard, obsessing over every single hair and its placement. I had changed my outfit at least six times, and I wasn’t even sure if I picked the right cologne, though at that point it was too late. I pulled on my shirt, making sure it was tucked in and my tie was perfectly aligned. I couldn’t figure out why I was so nervous, I was taking Ruby to dinner, not proposing. Still, I hadn’t been this anxious about a date since I took Kathy Lane to the junior prom. Of course, if I stopped and thought about it, I had been so obsessed with work and so put off by all the gold-diggers out there I hadn’t been on a date with anyone I cared about before. This was going to be an interesting night.

I finally decided that my hair was as good as it was going to get and left the bathroom, flipping off the light. I grabbed my jacket off the chair and looked at my whole ensemble in the mirror on the back of the door. I had to admit, I looked sharp, especially for the guy who loathed fashion and conforming to the norm with expensive suits and boring ties. I sighed and opened the door, leaving my bedroom and heading out into the living room. Before I left, I picked up a few things strewn about the apartment just in case I happened to bring Ruby back there later that night.

I grabbed the keys to the apartment, my wallet, and my cell and headed out to the elevator. When it finally arrived on my floor, I jumped inside and headed down to the lobby. I nodded my head at George who was getting off his shift, and he waved over at me with a kind smile. Sometimes, when the place was practically empty, and I didn’t get too many stares for being so nice to the staff, I kind of like the place. I imagined my next house having a staff as friendly as The Avalon had. At least I would try to make it that way so I would at least have some company in my solitude.

I left the building and climbed into the limo I had hired for the evening and headed over to pick up Ruby. When it pulled in front of Ruby’s, I walked up the steps, ringing the doorbell anxiously. Ruby answered the door, and my mouth fell open, staring at the beautiful woman standing in front of me. She was wearing a strapless black dress that hugged every one of her curves perfectly and came down narrowly to her calves. She was wearing black strappy five-inch-heels and had her hair pinned back with a large front section falling to the side and curled. Her lips were plump and juicy, and her makeup was dark, highlighting her amazing

green eyes. I leaned forward and kissed her cheek, giving her my arm as we walked down to the limo.

The ride there was quiet but extremely comfortable, and when we pulled up, I exited first and lent my hand to Ruby to help her out of the car. I was impressed with my mannerly romantic skills since I hadn’t had to use them in a long time. Before Ruby, I thought to be mannerly meant handing the girl my handkerchief to wipe the cum off her lips after sucking my dick on the 3rd floor private rooms. That seemed cheap now. The hostess showed us to our table in the back corner where we were afforded some privacy from everyone else.

I ordered a bottle of wine and some appetizers and waited until after the waiter poured our first glass to begin the conversation. I looked across the table at Ruby who was looking around the dimly lit restaurant in wonder. I was curious about where she usually went to eat since she seemed to be in awe everywhere we went. Maybe it was just her charming curiosity that I found to be adorable.

“So,” she said taking a sip of her wine. “Tell me, Nathan, what is it that you do for a living?”

“I was wondering when you were going to ask that,” I chuckled. “I own an accounting firm called Pope Financials.”

“You own Pope Financials?” She choked slightly on her wine.

“Heard of us?”

“Yeah,” she scoffed. “That’s impressive for someone so young. I’ve heard some great things about your company and how they treat their employees. Bravo sir.”

“Thank you,” I said proudly. “And how about you?”

“A little less glamorous,” she said swallowing. “I work for a social justice firm downtown. We help people who have been targeted by racism, sexism, homophobia, xenophobia, and more. We help get them good counsel and direction through the long and arduous task of getting justice.”

“That sounds like an amazing job,” I said, very impressed.

“It is,” she said. “Sometimes it can be stressful, but very rewarding.”

We spent the rest of dinner talking back and forth about our jobs, our hobbies, and where we wanted to go in the future. We shifted to personal views and ideas rather quickly which was fine with me since I had enough of talking about the company. Everyone wanted to ask questions about Pope Financial but Ruby, she asked questions about me. When dinner was over, I invited her back to the apartment, excited when she said yes.

When we arrived, I had an idea, so I stood her in the lobby and went over to the concierge, whispering my request over the desk. As usual, they were more than happy to oblige and sent me on my way with two towels and a keycard. Ruby looked down at the towels with confusion, but I didn’t say a word. Instead, I led her to the elevator and took us up to the 50th floor and escorted her off the elevator. I walked down the hall to the last door and slid the keycard, leading her into the room. She smiled as she saw the Infinity Pool, and I locked the door behind us.

“This is beautiful,” she said. “And the view, it’s to die for.”

“I figured after a good meal we might as well go for a swim,” I said taking off my jacket, tie, and shirt.

“I didn’t bring a bathing suit,” she said, turning to me.

“Neither did I,” I said, dropping my pants and boxers to the ground.

“What if someone comes in?”

“They won’t,” I said walking to the edge. “I rented the pool for the evening.”

I dove headfirst into the water and swam back up to the surface, feeling the warm water wash over my body. It was so refreshing and freeing, and I turned up to see Ruby beginning to undress. I smiled and turned away, not wanting her to feel uncomfortable. As I heard her body splash into the pool, I turned back around and watched her naked body glide along under the water and surface directly in front of me. She was beautiful with her hair down and wet around her shoulders. She smiled at me with darkened eyes, and I reached forward, bringing her in close to me. I could feel her large firm tits pressing against my chest, and I leaned down, kissing her warm wet lips.

“You are so full of surprises,” she whispered. “It’s an adventure with you, and I like it.”

“I’m glad,” I said, leaning over and kissing her neck. “I’d like to take you on another adventure, right here, right now.”