Our sex life had started to grow stale, so we tried to get away one weekend, to try to get back on track. We went to an out of town hotel and were dining in the restaurant, discussing our sex life, a source of frustration for Cindy. We had been together for nearly three years, and at a tall and fit, five foot nine inch, Cindy was as fine now as she was when we met.
Cindy has always been hard to please, sexually. Before me, all her lovers were on the large side. The range was more than six inches to almost eight inches, and all were thick. This didn't bode well for me, since I'm modestly endowed with a narrow five inches. Otherwise, we got along great. She has been a challenge to me sexually, we've tried some toys, and I had to perform fellatio, when ever we had sex. I love it though, but she deserves to be satisfied.
She had told me, that she had been fantasizing about having a threesome, with a hung guy joining us. I was shocked, and she grinned. She toyed with the shrimp cocktail, saying she needed more than a little shrimp. Just as she was saying this, our waiter came over to deliver the main course. His name was John and he was thin and small; about five foot six inches, with dark hair. He was smiling and, heard everything. Cindy smiled back at him, and I caught her checking him.
Later, I excused myself and went to the men's room. It was empty and I went to the middle urinal. After a few seconds John entered, and was at the next urinal. He slowly unzipped his slacks and leaned back, as he slowly pulled out his cock. I never look, but I couldn't help, as he was so far back. I found myself staring at his big cock. It was bigger than mine. I was shocked because, this is the very guy who was flirting with my Cindy.
He caught me looking and said, "Now that you've seen mine, you have to show yours."
I let him see mine and could see him smirking.
"You should have to use that one," he said, and pointed at the junior urinal to the right. He was mean, but I had to laugh along.
"How do you think you compare?" he asked. "Not very well, I'm afraid," I said.
He told me I should keep an eye on my flirty girlfriend. "If she ever felt one of these (pointing at his cock), you'd be in trouble," he said. I told him that I already was. He smiled, and then washed up. We both walked out and Cindy saw us talking as we returned.
"What was that about?" Cindy asked.
"He knew you were checking him out; told me I should worry about your flirting" I told her.
She asked me if I had noticed anything. I nodded.
Within minutes, John returned to clear the plates. He smiled and asked Cindy if she would like any desert. She said,' she could go for a nice creamy 'Canolli'. He said, if she waited, could have one later, when he got off at eleven. It was quarter past ten then.
He brought the bill, and she paid with her card. He returned the slip, and she drew a line on the tip area, and told him, I would take care of the tip. I gave him a fifty dollar bill and a card with our room number.
"Are you sure you can handle this, little man?" he asked. I told him, I had no choice. "Good," he said smiling, "See you at eleven."
Walking away, I realized that I didn't question or try to refute, his 'little' remark. I accepted it. He was pleased by my acceptance and smiled. I left him and joined Cindy at the bar. She was watching.
"Are you as intimidated by John as you look?" she asked, smiling and obviously enjoying.
We had a couple drinks at the bar, and went to the room. If she had any inhibitions before, they were gone. She came over to me, and stood in front. I sat on the sofa. She drew me towards her, and held my head against her stomach. I looked up, and she smiled.
She was about to change, when the phone rang. It was the night manager at the front desk. She said they were going to move us to another room. Some big shot needed adjoining rooms. She said she would give us an upgrade. Someone would be up in a few minutes to help us move.
A bellboy showed up within minutes, and helped us to move our stuff upstairs. He was definitely checking out Cindy, as she was flirty with him in the elevator. We arrived upstairs. The room was large; a suite. Cindy practically ran over to the large bed and climbed up. She crossed her shapely legs, and gave the bellboy a great view of her thigh. I slipped him a fiver, and he went out reluctantly.
It was 11.10 and there was a knock at the door. I answered it and John entered. He handed me a small bakery box and said, "This is for later." I placed it on the coffee table.
When I turned, I saw him move over to Cindy and she gave him a hug. I thought she felt something from that hug; the expression on her face showed it.
Smiling, he said to Cindy," I want you to see a little contest," and she would be the judge. He had her sit on the edge of the bed. As we stood there, I towered over him at five foot eleven inches to his five foot six inches max. He nodded at me. I unzipped my pants and nervously took out my soft cock. It couldn't have been more than two inches, because of my nerves. Next, he took out his flaccid cock. It looked thick, heavy, and hung nearly six inches.
Cindy looked so hot kneeling there, as she stared at his big soft cock, then at mine. I saw the smile on her face, and started getting hard. Within seconds, I was at my full length, less than five inches. She held mine in her left hand and his in her right. He had bettered me in his soft state. It got much worse, when he got hard. Cindy held his cock in two hands with about two inches sticking out of her hands. I looked down at my cock, and then over at his. I once again had to face the truth.