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Why did I keep making bets I was destined to loose, and then have outcomes like...well, this. I was standing in line to go to a cosplay convention, an... was in full costume, but of the wrong gender. I was dressed up as one of those Vocaloids, with knee length blue pigtails, A black skirt that was barely at my knees, a set of black and blue boots that went up to my thighs, a sleeveless vest like shirt, a weird belt thing, weird glove-like sleeves (that left my armpits and upper arms open for the. Walking down to the shore she sat close beside him, raising her skirts and crinoline to mid thigh to dangle her feet in the water beside him. It was obvious Willy was at a loss for words so she suggested “I’ll bet this pool makes a good swimming hole too, doesn’t it?” He dragged his stare from her legs to her face swallowing several times before he could croak “Yup.” With a teasing smile she shrugged out of her jacket, being sure to push her breasts forward as she did, then reached up to begin. More

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