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"This is the part that may hurt, Courtney" warned Doug. "Are you ready?" "Go for it!" she said through her teeth. Courtney grabbed a throw pillow, and put it between her teeth in anticipation of the pain. Doug pulled his cock back about an inch, then pushed in to her hymen again, continuing the pressure against it until finally, it burst through. Courtney bit down hard on the pillow, groaning into it for a few seconds until the pain began to dissipate. "Are you OK?" he asked. "It's getting better. Just be gentle" she responded. So he pulled his cock back a bit, then began moving it in and out of her cunt in short, slow strokes. Soon, her expression of pain turned to one of pleasure as her cunt became used to his cock occupying a space that, before now, had only had a finger inside it. As he continued to pump her, she began to move with him, increasing the pleasure she was feeling. She involuntarily pulled her legs back and wrapped them around him, locking her ankles at his ass.. Fuck my ass. Your princess commands it. Shove that cock in my bottom.”Felix couldn’t say no to that. With one hand he roughly took hold of one of her asscheeks, spreading it to reveal the puckered little hole that waited for him. It looked like the tightest hole he had ever seen. Taking his salvia-coated cock in hand, Felix pressed the head against Princess Eleanore’s asshole.There was a hiss from the woman but he didn’t stop. They didn’t have much time left. Instead, he pushed harder against her ass, trying to conquer the natural resistance of her tight, little hole. There was a moment more resistance and then her asshole yielded and the first two inches of his cock sunk into her bottom. Princess Eleanore screamed out and he couldn’t tell if it was pain or pleasure.“Are you okay, Princess?”Princess Eleanore grunted in a most unladylike way. “Gods yes! So much better than my fingers. Fuck me. Please fuck my ass!”Felix didn’t worry about the Princess hurting from then on. He assumed.
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