All I have to do is lay there and take it.’ For a brief moment I didn’t hear past the five hundred dollars. I focused on what she was saying again. We talked for a while and she began to feel a little better. The longer that I talked to her the more I began to like her. For the next week she would come into my room after her ‘guest’ left and we would lay on the bed and chatter like little girls. She was my first real friend and I waited every night for her to creep into my room so that we could talk. She would tell me about her sexual adventures and a lot of times we would laugh about them. I found out that she always made at least three hundred dollars and the Madam always got twenty percent from all of her girls. She had thirteen girls who were busy almost every night. I was amazed at how much the girls brought in every night. With that kind of money, I could pay off my car and school loan in no time flat. But there was no way that I had the nerve to have sex with a different guy. I dozed off. When I awoke, Clarisse was again sucking on me."Could we try anal…?” She whispered in a soft voice.Clarisse got up and brought a gel jar from the bathroom. She said her asshole was very tight; so, I should be gentle with her…Then she climbed onto the bed and rolled onto her stomach.I first just stared at her perfectly shaped buttocks. Then I spread her ass cheeks and smeared lube on my finger.I spread her a bit wider and ran my finger in slowly. She moaned.I moved slowly. I did not want her to tense up. I gradually inserted two lubed fingers into her very tight rear hole. When I felt she was ready I grabbed her hips and moved her onto her knees. I moved in behind her and spread her cheeks again.I just placed my cockhead against her tiny hole and held it there, waiting for her. As I felt her tense and then relax again I pushed in. The tip was almost in, as I eased a bit more. I stopped to let her adjust my size.Moments later I pushed in further; but her asshole was pretty.
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