I am a 74 year old male. When I was 30 years old (in 1959) I worked at a Manhattan insurance firm where a 'masturbation game' developed between me and an executive secretary named Nadine. She wasn't my secretary, but rather she was a general member of the secretarial pool. On Tuesdays and Thursdays she worked with me at a separate smaller office on the 19th floor, filing and cross referencing claims. Within a few weeks a little masturbation ritual would develop between her and I. She would often kick off her high heels and either tiptoe her stockinged feet on the carpet or rest them saucily on her desktop, ankles crossed. She knew that her 'toe show' would soon have me blushing beet red and begging for masturbation. The odd thing was, that she wasn't what you would consider a sex goddess in the normal sense of the word at all. She wore glasses, her skirts were of modest length, and in many ways she was prudish and prissy, but she sure had lovely legs and feet! Her toes were even and her arches high. I would soon signal to her my helpless longing for masturbation by unzipping my pants and withdrawing my erect penis from my zipper, then placing my folded handkerchief on my thigh. If she was in the mood - and sometimes to my mortification she was not - she would eventually come over and grasp my sexual organ delicately between her thumb and forefinger. Then she would very gently and maddeningly milk me in a very tormenting and understated way until I would ejaculate copiously all over my own trousers, the drawers of my desk, the top of my desk, and likely as not - a claim folder or two. The handkerchief was for her use in cleaning her hands. Of course she would always then hand it back to me with an expression of profound distaste on her face. Then she would self righteously ignore me for the rest of our shared shift while I would clean up as best I could my face flaming with absolute shame. The thing I remmber most I guess was the self satisfied expression she would get on her face when she knew that her leg show was on the verge of making me plead for clinical masturbatory release at her hands.
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