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It's time to stretch that asshole the next step unless you want to get split open with my cock. And if you don't start behaving a little better, I'm going to use that crop on your ass now. In fact I might just anyway, so stop angering me."I placed the lube and plug on the dresser. I firmly grasped the base of the plug in my right hand and told her to relax and grip the dresser firmly. She did as instructed, relaxing as best she could. I took the tube of lubricant and using my fingers worked some in and around her tight asshole. Then I actually squirted some up her rectum. Lastly I lathered the plug with it until it was literally dripping. This was going to be an effort to insert and I wanted it to go as smoothly as possible.I marveled at the size of the thing, but it wasn't as big as me and I knew she could handle it.I waited for her to really relax."Take a couple of deep breaths and relax as much as you can, I'll be a gentle as possible, honest."She did exactly that, and I did as. The effects of the alcohol and the excitement of the last two days weretaking their toll."You really are quite passable you know? And if you don't mind mesaying; quite attractive," the conductor smiled."I bet that's what you say to all the trannies," Michele giggled.The conductor was now stroking Michele's legs, letting his fingers softlymassage them from the tips of her toes to just above her knees. Michelefrowned and pulled down the hem of her skirt."I thought I told you to keep your hands to yourself," she said sternly;but then giggled again."I've had enough of men taking liberties with me over the last couple ofdays," she hiccupped.The conductor made no effort to stop what he was doing and now moved hishands over Michele's knees, still softly stroking and massaging her nylonencased legs. Michele made a half-hearted effort to shoo his hands awaybut she was now so drowsy that she was almost asleep."Don't be naughty," Michele whispered and drifted off into a heavy doze.Michele.
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