It had been 2 weeks since our first trip together and first sexual encounter so I decided it was time to see how far I could push the sexual envelope with Eleanor.So I told her to stop in my office before leaving for the day. “Eleanor I said” You are performing your administrative duties satisfactorilly but as I told you, you also have some sexual obligations”. She became noticeably nervous and replied “I wasn’t sure you were serious about that”. “Oh I am” I replied. “Now then, how do you feel about oral sex, giving that is? I know how you feel about receiving it”. She blushed at that remark and answered”I don’t know . I have never done that.” ” You have never had a man’s penis in your mouth? ” I asked. ” No ” she said.” Then I don’t suppose you have had anal sex either”” I am not sure what that is but if if has something to do with putting something in my anus, no” ” Well, Eleanor, I see we have a lot of ground to cover if you are going to fulfill your duties as a sex partner. In the meantime here are some ground rules. You are not to wear pantyhose or slacks, I expect you to wear at least 4 inch heels and bras and panties as they sell at Victoria’s Secret. Understood?” “Yes, Sir” she replied with her head down, obviously a little embarassed.” I will give you a couple of hours notice when I want your services beyond normal working hours so you can excuse yourself from home but I expect you to be available. Understood?”Again, “Yes,sir,I will try”. “No, Eleanor, you will do it or else. Now call home and say you will be a little late because I want you to join me for a little while”. “Yes, sir” she said and went back to her office. When we left the office we got into my car which was in the company parking garage. I reached over and kissed her sliding my tongue into her mouth. It was a long wet kiss and she did return it. I then began fondling her breasts and pinching her nipples. Then I reached down under her skirt and began rubbing her pussy through her pantyhose. She was noticeably wet.By now I had an erection and unzipped my fly and took it out.” It’s time you learned how to please me” I said as I reached behind her head and pulled it down to my crotch.” Put it in your mouth and suck it”. I began moving her head up and down. She wasn’t very good at it but considering it was her first time, not bad. After a few minutes I was ready to cum “I”m going to cum soon and I want you to swallow every drop. I don’t want any on my trousers.” Then I did and held her head as I shot my load into her mouth. She tried to pull away but I held her until I finished. When I let her up she said ” Oh my God, I am so ashamed. What have you turned me into?” I pulled her to me and gave a long wet kiss and said”You were wonderful”. Then I masturbated her to an orgasm. I kissed her as she was cumming and she through her arms around me and said” It is so wrong but I love what you do to me” “There will be more ,Eleanor” I said” much more”.
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