When I was a junior in college, I got a part-time job doing computer work at a small consulting firm. It was a friendly, informal group - the founder, a handful of consultants, the office secretary, and me. The secretary, Patty, quickly became the object of many of my fantasies. She was in her early 40's, with short chestnut brown hair, green eyes, maybe 5'4", and slim, but voluptuously curvy. She was divorced and the mother of a teenage boy. We hit it off well, and quickly became friendly.
A little bit about myself - I was six feet tall, slim to the point of skinny, brown hair, blue eyes. I was very shy, and had no self-confidence around girls. I had dated some, and wasn't technically a virgin - I had had some very nice make-out and foreplay experiences, and even a couple fumbling tries at intercourse - but they were dark, scary, quickly-over experiences and didn't do anything to boost my lacking self-confidence. Many of my fantasies were about being "shown the ropes" by an older, more experienced woman, and Patty fit my fantasy perfectly.
In the course of our working relationship, we learned more about each other. She would ask about my love life, and I would lament what I felt to be my lack of charm and social skills. She would reassure me that I was smart and handsome and that there had to be plenty of girls who would be happy to be with me, which was nice to hear. She would complain about her lack of a love life, and I would always be stunned that there weren't men lined up for her.
I really had no thought that anything would happen between us. She was totally "out of my league". And I had heard her say on more than one occasion that she would never get involved in an office romance. And that was fine with me - working in close proximity to her provided plenty of fuel for my very active imagination. The tight sweaters she wore in the winter showed off her full round breasts perfectly, and some of the sun-dresses she wore in the summer were so clingy and tastefully low-cut that it was all I could do not to stare slack-jawed.
I know she knew how much I admired her body, and I think she appreciated the attention. I tried not to stare openly, but I always took advantage of any opportunities I could get to look without being noticed. My favorite times were when I had to help her troubleshoot a problem at her desk and she would be wearing something low-cut. She would be sitting at her desk, and I would be standing behind her trying to determine what was wrong - and getting the best view I possibly could down her blouse. She had to be a D-cup, and I would just stare at those ample breasts and dream of exploring them with my hands and my tongue.
My twenty-first birthday was a Friday in June. The rest of the guys were at a client in another state, so it was just Patty and me. There was a celebration planned for after they got back next week, but Patty insisted that the two of us celebrate on my actual birthday. We ordered a pizza and had jug wine in plastic cups, which was the usual birthday celebration. As it was a summer Friday afternoon with the bosses away, we were in no hurry to get back to work, so we kicked off our shoes, talked some more, and drank a few more cups of wine. She was wearing one of the sun-dresses that had me forever pushing the envelope of how much I could stare without getting caught.
She was telling a story about a relationship that hadn't worked out, and I think the wine made me careless - I was just mesmerized by how her breasts moved whenever she shifted positions. I realized she had stopped talking and I looked up and met her eye - I was caught! My heart jumped into my throat, and I'm sure the look on my face was pure panic. I expected her to be angry, but instead she gave a little smile of amusement. I was still expecting doom to fall, but she stood up, extended her hand, and said, "Come with me." I took her hand, and she led me into the boss's office, sat on the couch and drew me beside her. I started to apologize, but she put a finger to my lips to stop me.
"I see how you look at me, and I'm flattered. You're a sweet boy."
She took me in her arms and drew my face to hers for a kiss, once lightly, then again more passionately. I felt her mouth open and her tongue slid into my mouth, finding mine. She broke the kiss and looked at me with a smile. She laid halfway back and drew me to her. This time I kissed her, and with urgency. I was trying to drink in this sexy woman with all my senses.
I think I would have kissed her forever and never taken it any farther, but thankfully she had other ideas. She took my hand and placed it on her breast. My god, I thought I had died and gone to heaven. I rubbed and squeezed her breast through the thin dress, and I heard her moan into my mouth. I could feel her nipple harden under my touch, and I wanted nothing more in the world than to suck them. Her hands were running over my back and chest, first over, and then under my shirt.
