You know I was thinking about it the other day & I came to the realisation that I've always had a thing about older, more mature Women.
I think it started when I was as young as 11 years old and just becoming aware of how much fun it was to play with myself. I have a clear memory of going to the birthday party of a classmate, Sally. Her sister who I'd never met was there, she was in her late teens, ok not exactly mature I know but definitely way more mature than Sally. She was wearing a tight clingy sweater which clung to what looked to be the most amazing breasts, it made a big impression on me for sure.
In my mid teens I was always fond of the old seventies song "Summer ( the first time)" sung by Bobby Goldsboro and still listen to it today. If you are not familiar with it, it apparently documents his own first sexual experience as a seventeen year old with a thirty one year old Woman. Sadly in my case (in retrospect) this is not going to be one of those seduced by a Cougar stories. I didn't lose my virginity to a hot divorcee in her thirties or forties, but of course today I know from first hand experience via my own Hotwife just how downright slutty those older "soccer mom" women can be. Therefore proving my teenage theories regarding mature ladies, damn if I could live my life over..
When I was a horny 17 years old, I started an apprenticeship in an engineering company and again have distinct memories of the Women there, sure there was one younger girl in particular who had a great ass and was really attractive but I was drawn to the older ladies in the front office.
Christine was probably in her mid forties, attractive and a great body, one day while cleaning up a stockroom along with 3 other apprentices she stopped by to check on progress. She was wearing a tight pencil skirt and low cut top, exposing plenty of cleavage. I was on a step stool & was looking straight down, staring at her (very nice) rack. She looked at me and smiled, I'm pretty sure she knew that I along with the 3 other apprentices were checking her out and she played into over the next few minutes. Sure I fantasized about her "breaking me in", for a long time afterwards (usually with my dick in my hand), it was a moment in time that helped to shape my appreciation of more mature Women.
Another Woman, Judy, was also a real looker with a great body, again in her forties, the rumour mill was that she was cheating on her husband by fucking the CEO of the company, rather aptly she was his personal assistant. The rumour was also that her husband was quite aware and was ok with it, something I would find out much later in life is called cuckolding.
Over the years that appreciation has not diminished, sure young women in their twenties and thirties are fun to look at and I can totally respect their looks and bodies. But to this day there is just something in the way that attractive, confident older ladies carry themselves that makes them so much more alluring to me. On a recent trip to the Caribbean despite the never ending daily procession of young beach bodies the women who made the lasting impression were in their middle years, like I said earlier, attractive, confident and really well put together, so what's not to like?
Mike.
