Tr**** Posted November 27, 2025 He jogged everyday at this time. Most days he passed her. The dog she walked was pretty - not cute - pretty. Too big to be cute. She looked to be between 35-45. A big range but she had one of those faces that was young, but an air about her movements that suggested an elegant maturity. On hot summer days she sometimes wore this particularly short pair of cutoffs and the bottom of her ass cheek ***ked out. He always wanted to pinch that as he jogged by. It was late fall today - cold. He saw her ahead of him and he slowed his pace so he could admire her wiggle. Today she wore a pair of black yoga pants - clearly no underware - and they were pulled high, separating and lifting her cheeks . She had this way of walking that emphasized that wiggle. It was a natural movement but … more. Reminded him of a models overemphasized catwalk walk, only much more subtle. Nevertheless - it was fantastic to watch. The dog was doing its business and she was standing and waiting . Wait … no … she was dancing while she waited . Again subtle… so very sexy. The hips twitching and feet tapping. He felt himself harden. She glanced around and they locked eyes. He smiled - still a good 25 feet away, - and waved. She smiled, nodded her head, and moved off the sidewalk. She bent over to pick up after her dog. She didn’t bend at the knee, she bent at the waste. Legs slightly apart, that glorious ass shining up at the sky. “Grab your ankles baby” he bit his tongue from saying out loud. But as he got closer he felt his arm move, his hand open wide and as he jogged by, he struck that beautiful bottom and heard the snap of the stinging connection. He felt his hand tingle with warmth and he heard the softest, sweetest “ohh” escape her lips. Jesus what was he thinking ? That’s ***. He cringed waiting for her to scream and run after him. He stopped jogging, turned around and was preparing to apologize for his aggressiveness. Was she smiling? She was rubbing the spot where he had connected and she was smiling at him. “A little harder please” she said “ I’d like to see the handprint on my lily white butt” He felt the front of his jogging shorts rise as he hardened. He walked toward her, pulling his hoody down over his erection in an effort to hide it. “Hi” he said offering her his hand “I can try again if you’d like”.
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