Their relationship started out simple enough. They were friends first and foremost. It was nothing intense and nothing sexual. They had lunch twice a week. Fridays, if they had no other plans, they'd spend the evening together. Usually dinner and a movie, and they were both home before midnight.
One Friday night, the conversation over dinner took an unexpected turn, and they had no choice but to go with it.
"When was your last sexual encounter?" Jimmy casually asked after the waiter took their orders.
Lexy was a little taken aback. She and Jimmy had never spoken about sex really. It was like the "pink elephant" analogy. They knew it happened, but never brought it up.
"Excuse me?"
"C'mon. I'm curious. We both have been without dates the past few Fridays. So you're obviously not seeing anyone. It just made me wonder."
"Well, when was yours?" Lexy countered, strictly to avoid answering.
"Just a couple nights ago." He said.
"But, you're not seeing anyone seriously right now," Lexy was slightly confused now.
"I didn't say it had to be with someone else," he said smiling broadly.
"Are you asking me if I masturbate?" Lexy blushed, not sure how to handle this.
"Unless you have someone you can call to take care of your needs? Do you have someone who can take care of you?" Jimmy prodded, with a sly smile still on his face.
"NO!" Lexy blushed again. "I don't have anyone like that."
"So. When was your last sexual experience" Jimmy persisted.
Grinning, Lexy looked at him sheepishly, and said "This morning, before going to work."
"And was it exciting?"
"It was fine. Why do you want to know, Jimmy?"
"I'm curious about it. I want to know how you handle yourself on those long dateless nights."
Their food arrived after that comment. She said nothing more, hoping that eating would distract him into forgetting his line of questioning. They discussed work, and mutual friends while they ate. Lexy finally got comfortable in thinking Jimmy decided to stop asking her about her sexual habits.
It was his turn to pick up the check, so as Jimmy was signing the credit slip, he looked at her and asked, "Would you like to skip the movie tonight?"
"Are you tired? Would you rather just go home?"
"No. Actually, if you'd like, I'd like to suggest we go back to my place where we can continue our conversation."
"Jimmy, are you sure that's a good idea? Is that what you'd really like? To talk?" Lexy was skeptical at this point. They've never discussed sex before, between them or with anyone else.
"Lexy, you don't have to worry. I have no intentions of seduction. I'm just curious and I think it would be a great way to learn something new about you."
Trusting him, Lexy agreed. It would be fun, once she got past thinking that this man was almost like a brother to her. She found herself in a cab with Jimmy, wondering how much he really wanted to know about the sexual side of her. She wasn't sure how far she should really take this, but what the hell. Why not take it as far as it could go. It was about time she did something for the pure fun of it.
Reaching his apartment, he led her in and took her coat. She'd been to his home several times. In fact, too many times to count. This time she felt different though. She was a little unsure of her surroundings, and a little nervous.
"Would you like anything?" Jimmy asked.
"A glass of wine would be fine", she said walking into the living room.
He brought her a glass of white wine and sat next to her on the couch.
"Now tell me all about this morning."
"Well, what do you want to know?"