Since I was eighteen, I always had a thing for elder women. Though I never had crushes on my school teachers or even in college, but mature women always fascinated me.
I have had my fair share of elder women, in fact, as a 19 year old, I lost my virginity to a 32 year old neighbor, Nikki. It had started with her catching me staring at her since I was 18, a bit of childish flirting followed. I used to make any excuse to be at her place, even babysit-ted her 2 yr. old kid, just to be around her. Her elder sister, about 35, knew what was in my mind and even she used to openly flirt with me - whenever on weekends she used to come over at her place. A couple of times, we ended up kissing and I had seen her naked, while changing or while using a shower a couple of times. She never discouraged me or stopped my advances, but it was lack of confidence or waiting for the right time, that it took a long time since we finally fucked! Since then I have had 4-5 relationships with women who are about 10 year elder than me. Growing confidence and better understanding of women emotions and the ability to have a good conversation has helped me a lot.
But this story, is about my encounter with a 42 yr. old lady. I am 32, working as a financial consultant. I joined my new firm about 2 years ago, and am doing very good in terms of my career. Have a good rapport with my boss and also my team.
About three months in my job, I had to travel to Japan for a week and in this context I met Carol. Carol was the secretary of the Admin Head of our office and she was the one who used to arrange the tickets, stay, visas and Forex. On my first look, she came across as very very desirable - she looked around 35, high cheek bones, just a hint of cleavage in a white shirt and a grey skirt up to her knees. The things that impressed me the most - were her shapely legs, perfectly accentuated by the black high heels and her ass. For a short woman, she is about 5'4 - I am 5'10 - she had great legs and the tight skirt made her ass looked delicious.
She was the prototype of my kind of women, and I immediately wanted to make a move, but being relatively new in the job and her being the secy of a very senior member of the company, I kept things professional. Even she was a thorough professional, she ensured that all my travel requirement were met and she even suggested a few clubs and decent dinner options.
On my return, just to have a window of interactions and possibly more, I got her a bottle of wine, just as a token of appreciation. I got it delivered to her desk with a simple note of thanks. She called me a few hours later thanking for the wine.
I didn't see much of her in the next few weeks, but met her once at the cafeteria. I had a long evening ahead of me and even she was going to be late. We chatted for about 30 minutes while we had our coffee and some light snacks. She was married, had a 10 yr. old daughter, and lived near to my apartment and loved running and swimming. I swam few times a week, but played tennis regularly. Her daughter had started playing tennis recently and she asked me if I could coach her a bit for her school tournament, by then, I had really got a liking for this lady and happily agreed. I would get a chance to meet her on weekends and the possibilities were endless! We parted ways, finalizing to meet at my club on Saturday morning. I invited her to swim at my club before the tennis lessons, hoping to see her in a swim suit!
I got done with my work at about 11 and just to take a chance, went around her cubicle, to see if she had left. As luck would have it, she was just about to leave and we went to the parking lot together. I took a chance and asked her if she wanted to have a beer, and she agreed saying - she needed a few, as she had a rough few days. We drove in our cars to a decent bar nearby, decent crowd, good music and perfect lighting. The more we chatted, the more we realized that we liked each other and we could do away with pretense and be our true selves. The conversation led to life partners, she said she did have a good hubby, but she had a few flings, a few one night stands post her marriage too. These were not escapism, just a few moments of sheer passion or a genuine likeness for a friend that led to weekend getaway with him.
I liked her honesty and frankness, I was almost falling for her.
I confessed that I found her really sensuous and graceful, since I first saw her. She said she liked my company, liked the fact that I was polite and courteous with her and also that I made her laugh. We stared at each other for a seconds, nothing was said, but we were just savoring the moment! It was at this moment that she leaned forward and gave me a soft kiss on my lips and rubbed my arm! It was just a fleeting moment, but it made me lose a few inhibitions - I pulled her head closer and we kissed, more intensely, more purposely this time. While our tongues wrestled, my hand was stroking her thigh. As I started feeling her hot breath on my face, she bit my lower lip really hard, pulled away and giggled. The few moments were so intense but at the same time made me desire for much more. She said that we will have to be discreet
