20 questions

I am a happily married travelling salesman who spends about 70% of the time on the road all over North America. This is a true story of what happened on a recent selling trip. Please forgive the length as it will probably have to come in several parts.

It gets very lonely on the road but I try to stay in touch with my wife of almost 15 years with calls every second or third night. Some of these calls become very steamy following which, or during, we will each masturbate to relieve some of the tension. Just hearing my sexy, lovely wife panting and getting off on those times when we ‘do it’ while on the phone together is enough to send me over the edge as I imagine her fingering her wet pussy and convulsing in climax. Unfortunately, while it takes the sexual edge off it doesn’t relieve the loneliness of being close to someone. This might explain what happened recently.

The time when I feel most alone is when I am in a restaurant by myself for dinner. About half the time, I would dine with a prospect or a client; but there are still many times when I will be in an unfamiliar restaurant eating silently watching couples, families or friends eating and happily engaged in conversation. That was the prospect this particular Thursday evening when I was directed to a small table for two in a corner of the hotel restaurant.

As I looked over the menu an attractive brunette, wearing business attire, was seated at the adjacent table. We exchanged a brief, but distant, smile as she took her seat and the server removed the extra place setting from her table. She was obviously a road warrior like me. I then did something completely out of character.

“Excuse me”, I said, “You look like a fellow business traveler. I have been on the road for about two weeks now. How about you?”

“Too long” came her reply not looking up and still studying the menu options. While not an overly friendly response I was eager to speak with someone about anything other than my company’s products, so I pressed my luck.

“I know how that is. A different city each day, a full agenda and yet at night I find the hardest part dining alone while everyone else in the place seems to be having a good time. My name is Paul” I said as I extended my hand.

“Rachel”

“Rachel, would you care to join me for dinner? I’m happily married and perfectly safe. I would just like to enjoy a meal talking about anything but business”

Rachel studied me for a few seconds and then moved to my table saying “Why not? That would be nice.”

Over appetizers and more than a half bottle of wine I learned that she was five years younger than me (in her late 30s), married with two children and lived on the East Coast. I learned her likes and dislikes about her job, the grind of the road, where she went to school, etc.

I had asked her what was the most interesting thing she had ever done, the scariest, memorable, funny and embarrassing by the time we were into the main course and a second bottle of wine. It was then that the questions changed tone and became far more interesting. I asked her what was the sexiest thing she had done?

She stopped eating, looked at me and then a smile came to the corners of her mouth as she leant across the table, closer to me.

“I once stripped at a club that had amateur hour,” she whispered. “I went there with a bunch of girlfriends for a few drinks and the announcer asked for volunteers from the audience. After a couple of girls tried dancing and one of them chickened out, I said I could dance better than that, so my girlfriends dared me to go on stage and the rest is history. It was very sexy taking off all my clothes in front of friends and strangers. So what’s the sexiest thing you’ve ever done?”

“I once was at this strip club when this sexy brunette got up on stage….,” I teased. Then she laughed.

“So what’s the most sensuous thing you’ve ever done?” I probed.

“Ohh no, you ducked the last question so you go first,” she said sipping another glass of wine.

“That is easy”, I quickly replied because I really wanted to hear her story, “I once took a massage course. Everything about massage is sensuous, from the smell of the oil to the warmth of the skin.