Getting Back in the Dating Pool - Sex Stories

Getting Back in the Dating Pool

... story, and to his surprise, a publisher picked it up and printed it. And a few months later he was awoken in the early morning by a call from the American Library Association telling him that he had won the Caldecott Medal for his illustrations.

She supposed he wasn’t bad looking. His hair was salt and pepper, and the salt was taking over. His beard was neatly trimmed and off his neck and cheeks, covering his chin. A bit of a dad bod, but seemed to be in pretty good shape. He stood almost six feet, which meant she was looking him in the eyes when she was in her heels or cushioned joggers.

His clothes were a bit dated in one respect, but he tended to wear loose polo shirts and had a penchant for Hawaiian shirts, even in the cold northern winters. Shoes were typically something that slid on rather than tied, unless he was in a full suit and then he always looked sharp. His hair was short and usually a bit of a mess when he wasn’t in a social situation. It took several minutes with some gel to tame it and he couldn’t be bothered most days.

The two of them would spend several hours just sitting in a coffee shop sharing stories, talking about their dreams, their heartache and their experiences. He enjoyed her company, she was smart and intelligent and was able to provide cogent arguments when they disagreed on something, or were just trying to solidify their position on a topic. She had a dry sense of humor, with a touch of wit that caught him off guard. It wasn’t ...

... typical of her age group to approach things the way she did, but that was probably one of the reasons he liked her.

It was many weeks after they started actually doing some things together. Mostly coffee several times a week. He’d take her with him for an exhibit opening or if he had tickets to a show. His schedule was pretty flexible, few deadlines to meet, so when she could slip away from her job he could join her for a quick lunch and chat.

So six weeks after their first discussion, she had come over to his place after they had been to a movie and they were standing in the living room. He was about to suggest putting on the Graham Norton show, but she was looking at him with a thoughtful look on her face. They had been in enough in-depth conversations that he knew the look and knew that she was pondering something pretty deeply.

“Look, I’ve been considering something for a while. I'm a human being and I have needs. I have no desire to get involved in a romantic relationship right now. I know I’m not ready for that, it would be a rebound if nothing else. But, frankly, I’m horny as hell. I propose a friends-with-benefits situation. We both know it isn’t going to be a long term thing. I’m on the pill, so that isn’t an issue. How do you feel about that?”

“I’m speechless!” Matt paused before continuing, so many things running through his head. “I’m more than twice your age!”

“Guess I hadn’t thought about the actual numbers, I’d have put you at about the same age as my ...