I've written about this story elsewhere so will just briefly retell it here, as I think seeing a pretty woman embarrassed is so hot... and seeing a pretty woman VERY embarrassed is VERY hot!!!
This story is about the hottest girl in my neighborhood when I was growing up. She was a good 5 years older than me and had just graduated high school. She was my first secret crush. I was friends with her younger brother and over their house frequently on hot summer days to hang out at their pool. In my mind, the girl Kelly, was an absolute goddess - cheerleader type, long dark brown hair, long slender legs, pretty face with a dynamite smile and she looked absolutely amazing in her teasing bikini. One summer day, my timing was perfect. I innocently walked into their house from the pool (their pool was located a bit away from the house, and they probably thought no one would hear, or come back to the house), and came across Kelly d****d over her mom's lap, bikini bottoms at her ankles, getting a bare bottom spanking. Her mom saw me and didnt miss a beat, but kept spanking Kelly's cute vulnerable cheeks. At one point, Kelly looked up, and our eyes met. The look of horror and embarrassment on her face when she saw me standing there watching her get her bare ass spanked was PRICELESS. A high school graduate..on her way to college... this young lady was still given bare bottom spankings by her mom... at her age (!)... and in front of this younger neighborhood boy no less! Pretty Kelly was SO embarrrased and just lost it... kicking her legs, bucking her torso, her pretty hair whipping all around and her cute bare bum rapidly turning pink... it didnt take long for the floodgates to burst, and poor humiliated Kelly started bawling, probably more so from the sting of the embarrassment and the shame as from the sting in her rear end. I'll never forget how hot it was to see her bare ass, to see it being spanked, and to see this very pretty girl, so very very embarrassed - having a young boy see her bare ass and knowing that she still got spanked at her age.
