Molly saw him first. He wasn't like any famously handsome movie star, but he wasn't ugly either. He seemed a little better looking than an average guy his age. His salt and pepper hair gave a distinguished look; and she liked his mustache. He had a tummy, but not so big to get in the way. The last time she saw him, she noticed his hazel green eyes - nothing to write home about, but she liked the way he looked at her. He gave her the once over from head to toe, but only to make a point about how beautiful he thought she looked. Otherwise, he kept his eyes on her face, and listened with great interest to her every word. She enjoyed the emails they exchanged. He didn't write dirty, but with respect, and a little mystery.
Jack was looking forward to tonight. They didn't get to meet sooner because of family events in each of their lives. But finally tonight, he hoped she was warming up to him and wanted to play. He had been working on ideas for the evening, but they might need to wait for another time. They only had a couple of hours since they were both expected home later. He hoped she had similar expectations as he did. The very few women he had talked to online wanted more than he was willing to give.
She waited until he noticed her, and he walked over to her.
"Is this seat taken?" he asked with a smile.
"You can have it," she said. "I was waiting for ...". She didn't know how to flirt, so was at a loss for words.
"Well, whoever it was, I hope he never shows and steals you away," said Jack. They both laughed nervously.
"I feel so stupid," said Molly.
"Why? Don't feel that way. Just feel beautiful," said Jack.
"Thanks," she said.
"Do you want to stay here and get a drink, or go find someplace a bit more private?" asked Jack. "That just sounded liked a cliché pick up line," he said, and they both laughed again.
"Let's get out of here. I'm afraid someone will recognize me," she said.
"I agree. Let's go," said Jack.
They headed for his car, got in, and started driving.
"Let's find some quiet place where we can talk", said Jack. Both were hoping for something more than talk. They engaged in a little chit chat on the drive, both still somewhat nervous. The last time they saw each other, he had playfully dared her to video record herself stripping in the bathroom on her phone. Surprisingly to the both of them, she did it! Since then, they emailed a little back and forth, but not too much. He said he had some ideas to make things fun, and only gave hints. Tying her up and giving her orders seemed to be a strong interest of his. She challenged him on this, but when he asked her what her ideas were, she drew a blank. Frankly, she found it easier to let him use his imagination. But the idea of being dominated did have some appeal.
They found a spot in a large parking lot away from the stores. It was dark outside, and this area was not as lit than the rest of the lot. It seemed like a decent place for some discrete fun, should they decide to try something. And both were hoping for, "something".
Molly was reluctant to ask, but dared say it. "Are you going to tie me up here?"
"Do you want me to?" Asked Jack.
Molly didn't know what to say and got very nervous.
After a long pause, Jack broke the tension and said, "I didn't bring my handcuffs. Are you disappointed?"
"I guess," said Molly, half relieved, and half disappointed, and a nervous smile.
"But you like me to be a little bossy, though. Right?" he asked.
"I guess," said Molly, recognizing she wasn't being much of a conversationalist at the moment.
"Then how would you feel if I put my hand on your leg. Would that be ok?"
After a long pause, she said, "I guess so," slightly expanding her vocabulary.
He put his right hand on her leg and lightly caressed it. Molly stiffened nervously and found herself taking shorter breaths.
"Well that was fun," said Jack. "Shall we go home now?" Molly looked at him with surprise, relief, and ever so faint disapproval.
"Just kidding," said Jack, as he turned his body toward her, put his right hand on the headrest behind her head, and placed his left hand where his right hand was, then moving it faster on her leg, and further up her thigh. She turned away, partly in reflex of her modest upbringing. He recognized she was excessively nervous. Not the fun kind with anticipation. He had not yet built up enough trust, so this was the bad kind of nervous. The kind of nervous that might make her bolt. He needed to calm her down.
"Let's get out and walk," said Jack. He figured this would give her some personal space that she would appreciate, as well as a better way of seducing her more calmly.
