Girlfriend’s Mother Part 1

I received an email one day that both confused and excited me. There was no subject line in the header but I could see that if had come from my then girlfriend’s mother. I didn’t really understand why she would be emailing me, we were no on the best of terms, but I opened it anyway. It contained only a single attachment, no message, and no signature. Knowing that she isn’t really very computer literate I figured it wasn’t a virus or anything so I popped it open and was amazed at what it was. She had sent me a digital picture of herself wearing only her bra, panties and 4″ stiletto heels, all a beautiful satiny black.

To help my readers understand my confusion I need to cover a little back-story. It had been in our fourth year of dating, I was not into commitment at 25. I had always found my girlfriend’s mother attractive in a skanky sort of way. She had just turned 40 and had been living with a guy she had known in high school before her first husband knocked her up at 18 with my girlfriend; so as you can see her initial track record wasn’t really very good. We were used to watching her bounce from courtier to ex-husband(s) (yes plural) to old friends-The really interesting part is that we knew that she wasn’t having sex because she always bitched about it. In fact she came home one day having been to the Ob/Gyn and felt the need to share. Apparently her doctor had commented on her tightness and suggested she needed a dildo that she could put inside herself once a week so as no to have such a difficult checkup next year. I always wondered if that was why she switched me so often. Anyway at 5’8″ her 110-pound frame held the perkiest little B-cup breasts that always seemed to be pointing straight out. Her hips were shaped such that they were basically nonexistent, just a little shape but definitely not wide, complimented perfectly by here really tight little ass and very long lean legs, which she tended to hide under khaki pants and t-shirts.

For whatever reason she had started to grow her over-dyed dishwater blond hair back out and it was reaching the perfect length, hanging just below her shoulders in a sort of layered look. She had also started to wear shorts again since it was the beginning of summer. The best part about this was that she had always felt the need to ship in the Juniors section of department stores, so the shorts were really short-less than a 1″ inseam, and they cupped her ass perfectly. In fact when she sat down I often found myself stealing glimpses of her panties riding up with her shorts and just revealing the sharp angle of her butt where torso meets leg. She was still wearing baggy t-shirts but that seemed to excite me even more.

I decided to do something about my desires so I set up an anonymous email account (I’m a bit of a computer geek) and blocked my ISP’s information. It was almost perfectly anonymous. And decided to send her a couple of erotic poems. Receiving no response I stupidly followed those emails up with a message suggesting that she had a secret admirer (yes, I know its corny) and then later on that may be we should meet and do all kinds of nasty stuff. I did do one smart thing in al of this mess; I never came right out and suggested anything specific, instead I alluded to acts of intimacy, sharing of erotic emails, and even a sharing of a partner or two. Unfortunately she had decided to react to something for the first time in her life and turned the whole mess over to a detective friend. He managed to track down who was sending the stuff and she confronted her daughter with the information. Big drama!!! I managed to talk my way out of the mess, although I did dump my hard-drive just in case, and we had not spoken to her mother in 5 months when I received the mystery email, so you can see how I was a little thrown off.

I sat on the email for about two weeks pondering what to do (obviously I spent a great deal of that time admiring the picture and fantasizing). Eventually I guess I just decided “what the hell.” I grabbed my phone one morning and before I knew it I had dialed her work number. Listening to the phone ring I almost hung up and am really glad that I didn’ t.

Awoken from my daze by her voice answering in a polite “County Prosecutor’s office this is Michelle.” I only managed to squeeze out “did you send me an email about two weeks ago?” To which she responded in a hushed, suddenly husky voice “yes.” My mind reeled, what was I going to do. I definitely needed time to think so I made some excuse and told her that I’d have to call her back later. To which she responded enthusiastically expressing her gladness that I’d called. When I hung up the phone I just had to kick back in my chair and breather for couple of minutes, to let my raging hardon slowly go down, and to think about what to do next.

After a few minutes I realized exactly what I needed to do; her; in every way imaginable. Ana a plan started to take shape. I quickly drafted a nondisclosure agreement covering past present and future conversations and actions; not technically legally binding but she wouldn’t know the difference. I attached a handwritten note suggesting that we would move forward as soon as I got the signed document back, and immediately sent it out FedEx. Two days later I had it sitting on my desk with her signature and a note saying that she couldn’t wait. In the meantime I had been drafting a kind of sexual contract; I had specified things like amount of time, and her utmost cooperation and willingness and my absolute control over the whole situation (again it would never stand up in court but worked for my purposes). I’ve placed a copy of both the nondisclosure agreement and sexual contract at the end of the story for my readers’ perusal. A couple of days later I got the call, from her. This time I was expecting it. She wanted to know, was a little timid about signing the contract after all it did give me total control of her life for a minimum of 72 hours. Luckily being an attorney makes med a great salesman and I convinced her that everything would be all right and that she shouldn’t worry. She signed it and now all I had to do was set up the whole encounter.