Nancy picked up the tube of lubricant from the night stand and started to rub it on her cock. As she lubed up her plastic cock she looked directly into Tim's eyes. She could see the fear in his eyes building and she loved it! "Spread your legs nice and wide for me baby."She took a glob of lube and smeared it on Tim's asshole. "Ready baby?" Its okay baby, just relax your ass and it won't hurt. If you clench up it is going to hurt a lot."Nancy positioned the head of the strap-on at the opening of Tim's asshole and started to firmly apply pressure. Slowly the head of the strap-on started to penetrate Tim's ass and he inhaled sharply as the head disappeared into his ass. Nancy paused for a moment so that Tim could get used to size."Relax baby, Relax! You're clenching up! I can feel it" I can't help it! It fucking hurts!" whined Tim."I know it does, but you want to make me happy don't you Tim?" "Yeahhhhhhhh......I do!" Tim stuttered as he tried to fight the pain in his ass."I got the head. Standing without having to hold Jasmine down meant I could really get some force into the strokes. The first was hard; Jasmine gritted her teeth and her knuckles were white as she gripped the fence. The next ones were just as hard. She grunted, but held her position. I stopped after the crop had whipped across her backside five times. ‘These last ones are going to hurt, Jasmine,’ I said. I detected a shiver in her tensed legs, drew back and let fly. Jasmine cried out as the leather cut deep into her reddened globes. I left no time between the strokes, thrashing the leather whip across her backside, now a mass of reddened weals, without mercy. After the last one, I dropped the crop at her feet.‘You’d better go and get yourself cleaned up,’ I said. She didn't say a word as she pulled up her tight breeches, although she winced as they covered her smarting bottom. ‘But be warned, the next time you won’t even be allowed to keep those panties on.’ She stood, both hands to her punished.
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