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The shiny black plug was definitely lubed well from its time in her pussy, so I didn't feel the need to add any additional lubricant.I moved my left hand over her butt and spread her cheeks even wider apart with my thumb and fingers which caused Kaleigh to breathe in sharply as she suddenly came to the realization of what was about to happen. When I touched her puckered anus with the tip of the plug, she slightly clinched her cheeks and sphincter muscles. Thus, I softly said, "You're going to need to relax back here for me Star. I think you'll like this if you just relax."I held the tip against her anus and watched as it reflexively contracted against the anal intruder. I lifted my left hand from her butt and swatted her hind-cheeks semi-hard a couple of times to see if that sudden stimulus took her mind off the tip at her backdoor. Surprisingly it worked and the slick narrow end slipped into her about half an inch. Kaleigh let out a long sigh at feeling the initial invasion and I. "Tim Duncan. I am an honors student in high school. I have a 4.0 average in math, and that includes trig and calculus. I think I can tell you the difference between sixteen and forty-one. It's twenty-five. And I could've been a NUN for all I cared about boys in high school. The smart ones. The cool ones. The nerds. The geeks. The jocks. I didn't care. I even dated. A few times. D'you know what it's like being a female and going out with a guy and you want to talk about things like the space station or current events and you find out that what your chosen partner for the evening has in mind is a little exploration of your body? Or "babe, I know where there's a party, and they got beer an' weed..."? And that's what passes for MY social life? I even went on a weekend with a church group. Separate buses for the boys and the girls. And you should've heard the stories the girls were tellin' each other. A church group! And ... I ... was the ONLY virgin in the bunch."I listened, driving."And.
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