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We hung out for awhile for the summer and there was chemistry going back and forth between us. My girl was getting pretty boring with to many expectations so i was loosing interest. I first realized my fantasy of older women when i saw this girl's mom. Ever since dinner one night at her house, i've fantasized about her. She was such a beautiful woman, 39 years old, great looking body, Long red hair, perfect double d breasts. I wanted her bad but i never had the chance nor the balls to.On one day i skipped school i was just chillin at home and i couldnt get this woman off my mind. I was going back and forth on the decision of going to her house. It was only down the street and she worked at home. Shes a divorced woman and that made it even harder cause i kept trying to figure out how long it's been since shes had a dick in her life. I jumped in my car on the thought and sped off.i knocked on the front door and she answered. she had loose pj's on but i could still envision her. ‘There's no way I –‘ Her thought process was interrupted by the chirping of her cell phone. She knew from the ring tone it was a text from Mitch. She laid the open package on the counter and picked up her phone. “I am very serious. You WILL insert it NOW and meet me in the lobby in five minutes. Do NOT disappoint me.” Taking a deep breath, she picked up the plug and bottle of lube. Flipping it open, she applied a generous coating to the plug. Placing one foot on the edge of the counter, she slowly pressed the tip against the opening of her anus. Moaning softly as the plug slid in, her ass opened to accept it. With one final push, it slid home and seated itself. She lowered her leg and sighed as her weight shifted, feeling the plug embedded inside her. She grinned at herself in the mirror as she freshened up. If the plane ride here was any indication, the ride home was going to be quite the adventure. ~~~~~~~~~~~~ Two and a half hours later, they were once again seated on the small.
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