You might want to read my first story for the background. After Danna I had a few dates that didn't last longer than an hour. One day I get a message from an attractive lady named Pam. Looking at her profile she is in the same industry as me but she is in HR for her company. We chat back and forth and decided to see each other at a bar next week Friday.
The build up to that week was interesting as we found several common friends. Our texting started to turn sexual when she sent me a text reading, "I hope you won't be disappointed when you see me. I have loss some weight since the pictures and some of the weight was in my boobs. I am now a small B!"
I replied "You know what they say, anything more than a mouthful is a waste."
From there things accelerated quickly to things we like sexually. By the time our date arrived I felt like I knew her for a long time and I hoped it would lead to more dates to explore her desires in bed.
We met at an outside bar. There was no awkwardness and we 3 a light kiss on the lips. She was cute. Long wavy black hair. Dark brown eyes. About 5' 3" and 135 lbs. Nice smile. She looked very good for the age of 46. She was right about not having much for boobs. But size is not an issue for me. I enjoy the response I get from a woman when I play with their breasts.
The conversation flowed easily along with the drinks. Pam was sitting close to me. I was holding my drink in front of me chest high when she leaned in and whispered in my ear "I think you are very handsome."
When she did this I felt her breast against my hand and I stroked my little finger across the front of her bra and I felt her nipple grow hard instantly.
"You are a naughty boy!"
Smiling, "I like being a naughty boy."
She leaned in and gave me a couple of kisses giving me a chance to stroke her nipple some more. I could feel a stirring in my loins.
When she pulled back I could see both her nipples poking through her blouse. I smiled and said, "You are either cold, or you like me teasing you."
We were sitting at the bar but back at the end so we were not really out in the open. She looked around then ran her hand up my thigh and squeezed my half hard cock.
"You look like you are enjoying it too."
My cock twitched to her touch. It grew harder. I glanced down and I could see a perfect outline of my cock as it grew. I would normally been embarrassed but the booze removed that possibility.
I leaned in and whispered in her ear. "You are making me very horny."
As I said this I slipped my little finger inside her blouse and down her bra and stroked her hard nipple. Her hand moved to my cock and squeezed it until I pulled back.
This teasing went on for another hour. It was starting to get a bit dark and we decided we should call it a night and save some of the fun for our next date.
I walked her to her car. She had parked at the back of the lot right next to me. That worked out nice.