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1
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slategrey (0)
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My friends mom.....Guess thats why i like milf scenes so much :S
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04-16-11 01:30am
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2
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tangub (0)
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i don't remember having that kind of crush...guess i was never into the older woman thing. I only remember having a crush on another girl in the class when i was 9 or 10.
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04-16-11 01:40am
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3
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Drooler (Disabled)
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I was totally smitten by a teacher. I was about 9-10 years old. Now when I think about her, I realize that she was good-looking only by local standards.
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04-16-11 01:59am
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4
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yote78 (0)
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Miss Evans, an adorably cute student teacher I had in the 8th Grade. This was back in the day when girls' hemlines were delightfully but impractically short (sometimes I felt sorry for some girls who had to struggle to stay "fashionable" without their goodies falling out--but not that sorry!).
She had the most beautifully shapely legs I had ever seen in my life, a cute round caboose that shifted to and fro when she walked and long flowing brown hair that fell three-quarters down her back. And her lovely face always had a smile.
I still vividly remember to this day when she would sometimes forget to cross her legs as she sat in her very short skirt and I would catch a glimpse of her white panties peeking out at me. Oh, and the sweet moist treasure on the other side of that thin material--so close, but yet so far.
I had crushes on many "older" women as I grew up but none of them were ever as memorable as Miss Evans.
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04-16-11 03:10am
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5
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RustyJ (Suspended)
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Probably somebody on some film. Princess Leia or someone like that I suppose. Cannot remember exactly.
Don't remember ever having such a crush on any real person.
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04-16-11 05:23am
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6
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pat362 (0)
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It was a long time ago but I thinki she was a replacement teacher.
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04-16-11 06:47am
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7
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Denner (0)
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At the age of 12-13 we had this - almost neighbor lady - with long blond hair and great hips who took in the sun in her garden. And us kids had a special place from where to watch - when we dared. Dreamed about 'making a move' - never did, of course....
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04-16-11 07:03am
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8
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Monahan (0)
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My crush was on my sixth grade teacher, Miss Stein. As with Yote, I enjoyed it when she flashed her charlies when she sat down or bent over. The real problem was that, at that age, I was just beginning to experience boners. And being asked to stand or go to the front of the class got a bit awkward.
My most memorable moment was when Miss Stein's panties were a bit tight and she showed a great cameltoe.
I really learned a lot from Miss Stein.
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04-16-11 09:59am
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9
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messmer (Disabled)
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Never had a crush on a grown-up. When I was a kid everyone over twenty looked old to me. My crushes were saved for my class mates.
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04-16-11 12:04pm
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10
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elonlybuster (0)
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Substitute teacher...
She was an up-coming model AND a twin
Just DROOOOOL
She later became a porn-star. Her first video was a gangbang with a dozen guys. I cried inside
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04-16-11 07:19pm
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11
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james4096 (Suspended)
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I never had a crush an older lady as a kid. It never occurred to me to look at women 3 times my age back then. I had friends who went crazy for some the teachers or older women in our lives. But the truth was these women weren't actually especially attractive. They would just usually dress and style their hair in a younger more fashionable style and that seemed to fool guys young kids into thinking they were hot.
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04-17-11 08:24am
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12
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dracken (0)
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I have to say I fall in the crush on classmate group. Although when you're around 12 or 13 girls have no sexy features I think the curiosity made up for that.
Heck in fact I don't even think I consciously though about naked women or having sex until I was much older. As a kind my deepest fantasy was to just kiss someone :P
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04-17-11 09:30am
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13
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otoh (0)
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I don't really remember having crushes either. But I do get them now... for example on a co-worker who's fearfully efficient, for some reason that's quite exciting.
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04-17-11 10:06am
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14
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turboshaft (0)
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I'm afraid none were that memorable, probably because they were all innocent asexual crushes long before I knew what a pearl necklace or money shot really were. : - ( By the time I was having my first serious crushes--years after I had seen a few of my female friends nude, go figure--I was not too interested in "grown-up" women...and I'm still not!
Early twenties and somewhat sexually naïve is just right for me...or pretty much any girl brave enough to go out with me. Right now I see the truly grown-up women as not that attractive, though that probably has more to do with the child(ren) and husband in tow more than the age (many are younger than me anyway).
It's probably for the best that I missed out on my Debra Lafave moment.
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04-17-11 06:20pm
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15
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BadMrFrosty (0)
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Teacher
She was a bra-less hippie sort but also a fan of low cut tops. Thankfully she was a music teacher so the fact my concentration was severely hampered during here classes did not impact my education. God I miss your titties Miss Morgan :)
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04-19-11 02:01am
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