It was a Thursday night and I was linking up with a couple of co-workers from the ski resort to head to our local Sushi bar. I was 26 at the time and managing a slope side bar and grill. Thursday night our friend bartended at the restaurant and they had a 2 for 1 drink special. We arrived around 7 and got three seats at the bar which happened to be right next to the hostess station and entryway.
We started with a round of cocktails and shots of Jameson. Our friend was hooking us up with strong drinks, and after my first two I was feeling real good. The food arrived and we had already moved on to round two. Yikes!
The seat to my left opened up for about five minutes and in my drunken haze I noticed a woman had taken up residence. She looked to be in her early 50's, brunette, petite, nice ass in tight jeans and a small set of tits. I discretely ogled her for a second and then got back to my friends.
A drink later I got up the courage and struck up a conversation. She had her laptop out and seemed to be frantically working on something. "Do you need me to answer phone calls and take messages for you?" I leaned over and asked her.
"No, I'm good, but thanks for the offer," she said laughing.
"I just noticed you were really busy, and I thought I would offer my services. Let me know if you change your mind." I said, sounding a tad bit hurt by the rejection. I was really drunk at that point and my friends wanted me to stop bothering the lady. They kept saying I was drunk, and they were right. I ignored them and kept chatting with my new friend, Cindy. I found out that Cindy was from Denver and was in town for business.
We were definitely flirting at this point. My bartender friend kept feeding us drinks, I was on number 5. My left hand had already found its way to her inner thigh and I slowly worked my way up to her pussy. Cindy parted her thighs for me, allowing me to rest my hand on her pussy. I could feel the heat. I was trying to be discreet, but the restaurant was packed and we were sitting right by the door on elevated bar stools.