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  #21  
Old 04-24-2024, 06:06 AM
twowide twowide is online now
 
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Many, many years ago I was working in a School. Due to Staff Absence, I got "subbed" to take a Senior Girls Sports Class. Hockey. Afterwards, they had to shower. But I could NOT enter the Girls Changing Room to enforce/check ! She came to my rescue. The Schools Victrix Ludorum, soon to be a Very Famous Page 3 Girl. "Go and Shower", she called waving to me from the Doorway, "or Sir will have to come in and sort you out !" "Thanks!" I call, relieved as I walked.

A few years later, I'm called down to the Office to collect some Duplicating Work, Suddenly, she's right there, standing right beside me, reaching for my elbow. "How are you? " she asks, smiling brightly. "Are you making it Pay? " I ask, surveying her mini-skirted figure. "Oh YES!" she simpers as our eyes lock. I'm called to collect my paperwork, so I never, ever, saw her in the flesh again. On Paper. On Film. On TV. In the News. YES !!
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  #22  
Old 05-20-2024, 11:46 AM
nickerboxer nickerboxer is offline
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I have a "plain Jane" female boss. She's basically a nerdy older woman who never wears flattering clothes and never has a flattering hairstyle. It isn't that she's unattractive, she just never seems to care about her appearance. She's a smart person and a very nice boss though.

Then one day out-of-the-blue she wear a tight-fitting pencil skirt and one of the button down collared satin blouses. Hair done really nice, eyelashes and makeup too. She looked like she could have been cast in a TV show on that day. She went from an average 5/6 to a full blown dimepiece milf.

Then the next day she went back to wearing her plain Jane clothes and never wore anything like that again. But it was fun for that day.
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  #23  
Old 05-21-2024, 02:38 AM
Windsorm Windsorm is offline
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Way back, it must be forty years, I was in my early twenties working in software publishing. The software experts were all male, the publishing department was all female. One of them was a lovely young woman, a couple of years older than me. She was pretty, dressed smartly, friendly, professional. She also had a little gold stud in her nose before that type of jewellery was common. She was already married.

One day I was in her office discussing my latest project. She stood up behind her desk and leaned over to pick something up. Her thin top fell forward and I had a glorious sight of the tops of her breasts being held back by her white bra.

Yes, that was all, but I was a young man with an excess of testosterone over opportunity. Oh Shelley, what might have been.
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  #24  
Old 08-24-2026, 09:26 AM
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pantiesandbush pantiesandbush is offline
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I had a friend who had very little supervision so I'd go to his house and play COD. His sister was hot but really mean. It was getting annoying at one point. I didn't even hunt for her panties since their mom left plenty around to keep me busy.
One day she was nonstop chatting me up and was touching my arms. She ended up calling me out of the blue to hang out. On the 2nd date I was inside her.
Years later I figured she must have been ovulating because I got her pregnant.
I barely talk to my friend anymore since he went into the marines and everything was downhill from there.
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  #25  
Old 08-25-2026, 05:27 PM
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raysallx raysallx is offline
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Default A woman I knew casually

My wife and I were in a wine bar sitting with friends. A friend of our friends arrived and it was her birthday so someone gave her a top/blouse. I had noticed her before, but she seemed to be kind of a plain Jane. Then right in front of our group, she removed the shirt she was wearing (she did have a bra on) and put on the new top. Later at the bar she was standing next to me and was telling the bartender she was disappointed with her new boyfriend because he was so passive. "I want somebody who pulls my hair." She looked over at me and said, "why are you blushing?" I paid more attention to her after that, and yes, she did find a new boyfriend soon after, presumably a hair-puller.
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  #26  
Old 08-26-2026, 10:48 PM
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Shihoin Shihoin is offline
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I have a coworker (Indian lady my exact age working on the other side of the building) with whom I've had a "flirty" relationship. She's divorced; I am not.
She has a very nice body for our age (I've seen her at the gym in a tank top and tiny shorts) but...she didn't really do it for me.

Until the company summer party a few weeks ago.

At one point she was sitting next to me and was wearing a very low cut top. Then she spilled some of her drink on her top. She asked for some help getting it off; and I obliged (being the gentleman I am).
So she pulls down her top a little bit as I am trying to rub off the stain with some seltzer water. And I get to look down her cleavage.

My opinion about her attractiveness changed immediately; as I felt the familiar sensation of sexual arousal. And now I can't ever look at her the same way. And I know she's noticed. Maybe that was her plan all along.

Could this go further? Now I don't know to be totally honest. Because when I see her now at the gym doing squats, I fantasize about her naked squatting on my cock with those beautiful tits bouncing.
This could be tricky if she decides to push our flirtation further.
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