This is my first time writing so please give feedback and let me know how you liked the story.
I have always been somewhat of a flirt when it comes to women. I enjoy hearing them laugh and like to see their reaction when I tell a joke that they like. I am a friendly sort at work and get along with my co-workers, especially the female ones.
There was one girl that I was particularly taken with and her name was Karen. She was pretty with a great smile and a wonderful laugh. We seemed to hit it off immediately and became friends. I decided to take the friendship a step further and ask her out which she agreed. We set the date for the following Friday.
I picked Karen up at her apartment and I drove to a nice Italian restaurant. She was dressed in a nice sun dress that showed off her nice body. As we drove to the restaurant, we made casual conversation but I did notice that her nipples were hard. Over the course of dinner, we had two bottles of wine and both Karen and I felt more comfortable with each other. The topic of sex came up and Karen asked what I liked during sex.
"Well, I like to talk people through orgasms. It doesn't matter who, either male or female." I said.
After I said it I realized that I had let something slip that I had not told anyone. I looked to Karen to see how she would react. She looked a little confused at first and then a small smile appeared on her face.
"Really? Have you done it on the phone? Have you done it in person?" she said obviously excited.
"Yes to all three." I said
"How do you go about it?" she asked.
I told her that I have met people on the internet and they like to have me talk them through their orgasms. I told her that the people have toys like dildos and butt plugs that they use. I decided to tell her all since I had let my little secret out to see what would happen. I liked Karen and was thinking that this could go somewhere.
Karen thought about this for a minute and finally said, "Sam. We have gotten to be friends but since you told me this little secret I was initially a little confused. It seems a little out of character but thinking about it for a minute, I have to tell you that I am somewhat excited."
"What excites you about it?" I asked?
"The whole process." She said.
"Are you interested enough to try it yourself?" I asked.
She squirmed in her set for a second and said, "Let's go to my apartment."
I could not pay the check fast enough. We walked out to the car with my arm around her and I helped her into the car. I got into the drivers side, started the car and pulled out of the parking lot. I looked over to Karen and she smiled seductively back. I noticed that the hem of her dress was up around her knees.
"What are you thinking right now?" Karen asked.
"I am thinking that you are a very attractive women and that I would like to see much more of you."
She smiled when she heard this and reached down and pulled her dress high up her legs to mid-thigh.
"Why not pull it up to your waist and show me your thighs?" I said.
She did as I asked and I could see that she was wearing very sheer panties that left little to my imagination. It was hard to concentrate on the road but I thought we could get this started in the car.
"Pinch your nipple for me and caress your lovely breast."
She did as I asked and closed her eyes, enjoying what she was doing. She moved her fingers around her nipple and pinched her nipple and pulled it away from her body. A little moan left her mouth.
"Take your other hand and run it down your stomach and down the front of your panties."