“Wow, it feels so BIG Sir. So much better than the plug I’ve been practicing with. Your cock feels so hot in my bum. It hurt when you went in but ...t’s better now. Weird but kind of good.”I dripped more lube onto her hole and slowly pushed back into her again. I felt her tighten again but once I was fully in and stopped she relaxed again. I paused then slowly pulled back out dripped some more lube then pushed back in. Putting the bottle down I took her hips in my hands.“Ready to be fucked little. “See anything you like?” Stephanie asked with a smirk when the waitress left.“She might be my type,” I replied evenly.“Might? five-foot-eight, athletic build, small breasts, and long, black hair to her waist?”“I might have noticed that,” I replied.“Oh stop!” Stephanie said, laughing. “She checked you out!”“I missed that,” I replied, though I hadn’t missed it at all.“You did not! I have $500 that says if you ask her to have a drink after work she’ll say ‘yes’, and before midnight she’ll have. More

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