His adventures in his mother's wardrobe rarely lasted long enough beyond donning her clothes before he would achieve the desired orgasm. The guilt that he battled every time he visited this part of himself would wash over him and he would remove the female attire quickly. But he loved makeup. The taste of the lipstick on his lips as he applied it from a lip brush as he'd read about doing in magazine articles. The way his complexion would even out as he put on his base makeup. How his cheekbones would look after he would use blush to highlight them. The amazing length his lashes would achieve when he put on mascara."Billy, you look just like Mom." He whirled around to see Sally standing, watching him."I guess I kinda do." You will when you put that hair on. Are you almost ready?" I will be ready when I add the hair."The effect when he added the hair was astonishing. Most children bear a passing resemblance to their parents, and Billy was no exception. With the wig on, he. I knew when I broke for lunch, I’d find an excuse to enjoy them. I was addicted to the rush of sliding them up and down my cock. It was as close as I could get to the real thing.March 23rd, 2026 – Jaiden Walsh“Finally,” I groaned as Mom headed off to work. “I thought she wasn’t ever going to leave.”My sister, Alysha, was lying on her stomach on the couch playing on her phone. She wore a pair of boy shorts that hugged her cute rump, the plaid fabric looking great on her dark body. She smiled at me and wiggled it in invitation.“Let’s get spring break started off right!” she moaned.It had been a year since we’d finally hooked up. Last spring break, our attraction for each other had finally exploded. We were enjoying each other. Loving each other. Getting it on with each other. Who cared that she was my little sister. That it was incest.That crazy White guy, Clint Elliston, said this shit was okay, and I knew I fucking loved it. No girl ever turned me on like my little sister. I had more.
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