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Chapter 20 by mortalsoul mortalsoul

What's next?

Dildo in the ass

I bent over as she ordered and I heard the top of the lube bottle pop open behind me. I arched my back and stuck up my ass up in the air to give her easy access to my pussy. Only thing was that, that was not what she had in mind. I felt her rub her hand filled with lube around my ass. My ass widened at the thought of what she was about to do. She first stuck a finger in my ass slowly and I just relaxed myself. I've never had anyone stick a finger up my ass in my life. This was all new to me, so I stayed quite and just let her do what she wanted back there. I then felt her stick another finger in me. By this time she was finger fucking me with two fingers. "You have such a nice ass..." she whispered almost purring as she pushed and pulled both her fingers in me.

After a few minutes, she withdrew her fingers and applied more lube around my ass hole. I then felt the tip of the dildo trying to find my asshole. It was a little smaller in width than Mr. Riley's dick, so it did not hurt as much. However it was definitely much longer. Hannah, drove the dildo into my ass as much as she could and I never felt so full. It felt like it was going to go right through me and out of my mouth. I've lost all sense at this point. How could this sweet little girl be so depraved? I guess this was what those college girls have been teaching her. I was never like this when I was in college. I mean, I've thought about having sex with other girls in college but that passed when I met my ex boyfriend.

Hannah enjoyed herself pushing the dildo all the way in my ass and all the way out. On the way out, it felt so long it was as if it was never going to end. She then made sure the dildo was halfway up my ass, before moving herself so that we were ass to ass. I glanced back and she was trying to put the other end inside her. I couldn't see clearly from my view weather she was trying to put it in her ass or pussy as I did not see her lube herself first. "Oh god.... ugh..." she moaned softly. She then let go of the dildo and looked back at me. "Fuck me." she commanded. With a sharp tug of the chain on my collar, I obeyed. I backed up into her nearly pushing her off the bed. "Oh fuck! Oww!" she screamed. I stopped immediately as I was afraid of hurting her. "No keep going." she uttered. This time, I pushed my ass back towards her slowly. But I could tell that the dildo did not want to push in towards her, as I felt more of the dildo go inside me.

I have never ever done something like this. It was as if it was a competition on who can drive the dildo into who further. I learned that if I gripped the dildo with my asshole, it would not go in as deep. But by doing so, it hurt my ass a lot more. I figured this was better than having a two foot dildo stuck inside me. At that point, I did not care. I was going to let her have the longer length of it and let her suffer the consequences of her actions. After a few thrusts, I guess my plan worked. She reached back and grabbed my ass with one hand controlling how deep I went back at her. Finally we got to a rhythm that was pleasant for both of us. I started to actually enjoy myself. It was so weird at first, but eventually I enjoyed what was happening.

This girl who was eight years younger than I was, was teaching me about sex. And I was willing to learn. I'm not sure who was going to win this game of deception but right now, she was in complete control.

What's next?

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