About 6 months ago a request was made of me by a women named Joy. Joy (age 40) works at the insurance agency that handles my homeowners & auto policy. We talk when we see each other and I have had lunch with her in the past. We have never had sex, discussed sex, or talked about our
likes or dislikes.

Joy’s ex father in-law had died and she wanted to attend the services. She was friendly with her ex inlaws but not her ex husband. He abused her and I understood why she wanted a male escort. I agreed to go with her.

It was a 2 hour drive one way on a Saturday. I picked Joy up at 9am with the plan of being at the church at 11am. We would also attend the burial and then a family meal afterwards. Joy looked so pretty….hair pulled back and big hoop earrings….white blouse with maroon skirt and
matching jacket, sassy red lips. She look great !!

She was so nervous during the ride there and spoke very little.
Everything went well once we arrived. The family was warm to her and the ex stayed is distance. No problems.

During the drive home Joy was much more fun. She was laughing and talking crazy….the happy person I alway knew her to be. At one point she took off her heels and dropped them in the back floorboard. She laid across the front bench seat (I drive a Buick) with her head on my right thigh and her feet against her door. She relaxed while we talked…my
job was to drive and her job was to keep the conversation going. It was obvious she was tired.

As we drove Joy would get quiet, and I would poke her in the ribs and make her jump. She’d laugh and we’d start talking again. I had my right arm resting on the seat but in time it moved to her leg. Her kneecap was
in my hand and I would squeeze it from time to time to be playful. She was still talking from time to time but was really asleep.

Joy shifted her body and pulled her knees closed to her chest…fetal position. I’m sure it was more comfortable for her but I realized that my hand was now rather high up on her thigh….up her skirt. As I began to
pull my hand back Joy asked "HEY MISTER…WHY IS YOUR HAND UP MY SKIRT ?" I pulled it away and placed it on the steering wheel.

Joy sat up and laughed…then she said "I WAS ONLY KIDDING BABY…I KNOW YOU WEREN’T TRYING TO FEEL ME UP…ITS COOL". Joy then asked me "WHATS WRONG AND WHY ARE YOU TURNING RED ? I could feel that my ears were hot so I knew I was kinda blushing. Joy asked again why I was so red….but she already knew the answer to her own question….and she was going to sweat me.

Joy looked at me and said "I KNOW THAT TONIGHT ISN’T THE FIRST TIME YOU EVER HAD YOUR HAND UP A GIRLS SKIRT…BUT JUDGING BY THE WAY YOU’RE TURNING APPLE RED DEAR…ITS THE FIRST TIME YOU’VE EVER FOUND STOCKINGS & A BELT UNDER ONE".

She was 100% correct…I had never met a women who dressed like that outside of the bedroom….and sitting there next to her was rather exciting.

The rest of the drive was fun. Joy never mentioned her attire again and I dropped her off at her house with just a peck of the cheek. I kept thinking about her and when I went home I couldn’t sleep.

Several days later I went to pay my insurance payment and Joy was seated at her desk. We talked while I wrote out a check. For no reason she stood near me and poked me in the chest with a pen. I asked her why she had poked me and she said:

"I JUST WANTED TO SEE IF YOU HAD A VEST ON UNDER YOUR UNIFORM….AND THAT ONLY SEEMS FAIR CONSIDERING YOU ALREADY KNOW WHAT I HAVE ON UNDER THIS SKIRT"

I turned red again…and she just smiled. She knew she was teasing me and she clearly loved it.

EG