What Happens to a Young Beautiful Woman Who Tries to Make Friends with a Rich Older Man: Part 1

My new friend Kee­gan enjoyed work­ing out and wanted a new work­out part­ner, since he was alone for so long. There was this older man who was never mar­ried, never had kids, and was dev­il­ishly hand­some with a per­son­al­ity that just clicked with mine so nicely. He appar­ently didn’t think I would be inter­ested in him after hear­ing about my time with Michael, who was much older and much richer. Kee­gan thought I was out of his league alto­gether, so he never really con­sid­ered me as a dat­ing prospect—he “friend-zoned” me.

While in the friend zone, he asked me to look over his dat­ing pro­file. So, I did and after care­ful con­sid­er­a­tion, I told him to change a lot about it. He was dis­play­ing his income infor­ma­tion, which was a seri­ous no-no; his pro­file read more like an empty check­list from The Note­book.

Plus, he had a few pic­tures up that were less than flat­ter­ing. He has a bald head and with his com­plex­ion, and he just can’t pull off an orange shirt. I also edited a few pic­tures for him to use on his dat­ing pro­file, and rewrote his biog­ra­phy to more accu­rately reflect him as I knew him. Once I was fin­ished, he was greatly appre­cia­tive of this help and actu­ally landed a date with a woman in less than 24 hours.

While I was review­ing his pro­file, I real­ized he “fit the bill,” so to speak. He was every­thing I wanted in a long-term part­ner; he was mar­riage mate­r­ial, to me at least. We gen­uinely clicked and although he friend-zoned me, I decided I wanted to go for it. I told him that after read­ing his orig­i­nal pro­file, he was def­i­nitely my type and I had learned a lot about him that he hadn’t pre­vi­ously dis­closed. So, after com­plet­ing his pro­file, I asked him out on a date. He was taken aback. There he’d been, sin­gle for so long and never “played the field,” and then all of a sud­den he had two dates in less than 36 hours.

I didn’t know at the time that he’d already been asked out, and he didn’t offer up any infor­ma­tion about it until years later. But as it turned out, this other woman was his age, a lit­tle heav­ier than me, and also worked in the same field of study. She was a more “appro­pri­ate” choice for him, for his social cir­cle and fam­ily. How­ever, he later found out that she would likely have a very hard time hav­ing any kids, due to her age and a med­ical con­di­tion. That wasn’t really nego­tiable for Kee­gan, as he wanted chil­dren and had waited this long to have them.

Lit­tle did I know that his dat­ing pro­file inbox was blow­ing up. Mean­while, I was busy try­ing to fig­ure out how to get him to meet up with me, with­out being too obvi­ous that I just wanted to check him out to ver­ify my sus­pi­cions about him being a really great fit for me. So, I came up with the per­fect, fool­proof plan…