Rhythmically, she stroked herself as the sensual feelings mounted. God, she wished she could find a man who could do this for her, instead of having to do it herself. As quickly as the thought crossed her mind, it was drowned out by the lustful feelings swelling through her body as she worked her hands faster and harder on her writhing body. Hard, insistent, the imaginary thrusts of her dream lover climbed to a crescendo as Jane’s climax came to a head. As she fantasized about his swollen manhood filling her with his hot cream, she arched her back and shivered as the orgasm rippled through her slender body. As she did, she remembered what had happened to her so many years ago, and how it had affected her life. Jane rolled onto her side, sobbing softly as a tidal wave of shame washed through her soul. Why was she always the wallflower? Why did she always have to be the one that people looked through? Why was she the one who always went to bed alone? It was with those questions. Finally, she whispered in my ear "I just squirted tons more lube on the base of the toy. I'm going to push really hard, and while I do that, shove your ass back to me. We can get this sucker into your ass, I know we can."She pushed it hard into me, and I strained and sweat as I pushed my ass back. I felt incredibly exposed as I lewdly grunted and moaned, trying to shove the rest of the huge toy into my butt. Sweat was dripping down my hair and into my eyes as I pushed and pushed as hard as I could. I must have looked wild as I exerted myself. Finally I felt a pop as the toy plunged inside me all the way. I felt Karen's hand on my ass cheeks. The feeling was incredibly intense inside my asshole. It felt totally stretched and filled beyond belief. It really hurt, like it had felt the first time I had anal sex with a man. I thought I would get used to it, but that didn't happen with the final ripple as it had with the second one; if anything, it felt even more painful as time went.
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