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I w as a pudgy boy with shoulder length hair. I was clean shaven and had secretly shaved my legs, confident nobody would see my bare legs for a while....I had crossedressed before but nothing major. But today was the day. Today I was going all out. I went into grandma's closet and tried on some of my grandmother's dresses and shoes. She wasn't very old but was slightly on the heavier side so everything fit, except her bra that I stuffed. She was quite stylish too. I had settled on a pink church. -”“Don’t lie to me, young lady.”“I’m not lying!”Harry stood awkwardly as his girlfriend and her mother bickered for a few minutes, until the phone rang and Mrs Daviau excused herself.“Claire?”Harry’s girlfriend threw herself into his arms, and he gently stroked her hair.“What happened?”“That stupid mail-woman told Mom what I’d asked her.”“Oh, shit.”“Yeah. Mom flipped out, asked me exactly what I’d said to the mail-woman, and then ... and then...”Harry waited as Claire took a deep breath.“ .... More

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