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Old 08-04-2018, 11:45 AM
Dookieman Dookieman is offline
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I think like most things, it depends on what happened or was noticed during the "formative years" so to speak... I am also usually more attracted to older ladies, and to self-analyze a bit, I think it's rooted in the fact that my mother's friends were quite attractive, so I naturally had quite the "crush" on them...sometimes I even had some sexy dreams about them. One in particular I happened to work with just a few years ago... I mentioned the story in another thread but there was one day when she was at work with a surprisingly see-thru long dress.... this was years ago and I still get hard just remembering that incredible visual when she was by a window, or walking up a certain stairway with the sun making it more visible....the great thing is that she was actually hotter as an even older lady (60s) then. (*she was kinda skinny when I was a little kid, but in these more recent years she got some NICE curves suddenly) That day it happened it was on my mind constantly... I eventually beat off to the visual in the bathroom right there at work.

Later on, there was a decently attractive blonde older lady I met at work, and she seemed to be interested in me..(she'd even joke about being the classic example of a "cougar" at that point in her life). looking back I most likely could've had that one, but in the modern era, hooking up with someone from work has a high chance of costing you a job/career. The temptation was so strong but fortunately I thought better of it for the sake of not risking my job.

*ohhh and I just remembered there's also a hot old redhead I happen to still work with now...mentioned she was a model for a while when she was younger. She probably thinks she is way over the hill at this point (60) but no way... I would absolutely not hesitate to pounce her fine ass all damn day if I didn't happen to work at the same place....her ass and legs are incredible, and redheads always catch my attention anyway.

It is unfortunate that this fantasy of getting with an older woman has such a short time limit though...eventually we get to the age where the "old cougars" are now our peers.

Last edited by Dookieman; 08-04-2018 at 11:50 AM.
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