Tish

An older married coworker shows me the ropes

Chapter 1 by new2char new2char

I had just graduated from college and started my new job at a new consulting company, M2. It was a big company that hired hundreds of kids right out of college every year, and you tended to hang with your "class". I quickly clicked with a group of 10 - 12 men and women as we worked hard and socialized together after hours, so that we talked about everything.

It wasn't long before I started taking inventory of all the women in the office, and thinking about which ones might be available for a hookup or more. She was only about six years out of school herself, but in this culture that made her seem like an older woman. She was also already an assistant VP, which at the time seemed like a very powerful position. Anyway, she was married, with a 2-year old kid, but that didn’t stop her from coming out to office happy hours and often following the group out to bars for the night. She often palled around with Tara, another slightly older, but still single woman. They were the biggest flirts in our office when they had been drinking, always trying to scam drinks out of guys they met at bars, and seeing what outrages stories they could get guys to buy about their past.

Tish’s behavior led the guys in my class to wonder whether she fooled around on her husband, or just used the security of the group to have a little harmless fun. I wondered more than most. Tish was not everyone’s type, but she sure was mine. She was over six feet tall, and very voluptuous. She had a pudgy, pouty face, with puffy blow-job lips. She had huge boobs, broad shoulders, and nice thick body. The sexiest thing about her though, was her voice. She had this squeaky hot voice that reminded me of Jennifer Tilly. In fact, now that I think of it, Tish reminded me very much of a larger version of her. All I know is that I wanted to hear her begging for my dick.

My first real interaction with Tish would come about six months into the job at our office Christmas part. Sorry, Holiday Party. This was the dawn of the PC era. At this point in my early twenties, I had only been with about four women, and I was painfully shy. The answer for me in those days was , and plenty of it. In looking back with more experience, I recall dozens of times when I was getting signals of interest that I either didn’t pick up on or was too scared to act on. But I digress. At the holiday party, I had been drinking heavily and gotten to the point where I was drinking glassfuls of Jim Beam on the rocks. I was sloppy and embarrassing frankly, and at one point, Tish pulled me aside and said she wanted to talk to me. We were in a hotel ballroom, and she took me to a hall, and told me that if I didn’t shape up I would be making a bad career move.

Being drunk, horny, and smart-assed enough, I asked if she was going to stay with me to help keep me in line, and she said OK. The party had a casino theme, so we found a blackjack table, and played and talked. I blacked out most of the night from this point on, but I know that we sat together long enough for people to notice, but I wasn’t aware at the time. At some point, I asked her if she wanted to dance, and she said OK. When we got to the dance floor, a slow song came on and, we started dancing… CLOSE. I was so drunk, I don’t even recall the words of the conversation, but I recall the feeling when it started to turn to sex, and then her sex life, and then the possibility of sex with her and me. This was an intense feeling not only in my loins, but in my head as well, and about the only other thing I remember for the night was looking into her face to see if she was serious. We locked into a very serious stare, and were holding each other very, very tightly.

What do I do next?

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