The first finger into her ass didn't stop until it was bottomed in her. Paul watched as her butt twitched and when he saw her fingers start to move in... her cunt again, he started moving slowly, gently, { ... call me ... the ass whisperer... } He smiled as he got another glob of jelly and pushed more lube into her. Within five minutes there were two fingers stroking her ass hole, for Nancy, it wasn't that it hurt it was more like being in the chair and waiting for the dentist to hit a nerve. Now. Since she never wore panties to bed, it wasn't hard to slip his tongue over her hairless pussy. He could feel her getting aroused even as she still was asleep, and lapped at her sweet juices that were now flowing. The effect his tongue was having on her finally brought her awake, and placed a hand on Derrick head. "Oh Derrick, what a wonderful way to be woken up" She started pushing he pelvis up to his face as her orgasm began. "Oh I cumming Derrick. Oh yeah there it is."He knelt next to her. But who cares? I only became friends with her so I could know what she was up to with my brother."Big brother, can you hold me?" I asked."Olivia, stop acting like a little girl. You're a big girl now. Handle it. I have a big game tomorrow." He said coldly.Fine I thought. I will get him later. I crawled under the covers with him and just waited for him to go back to sleep. He stood with his back facing me and I waited to hear his breathing grow into a snore. When I knew he was in deep sleep, I. He woke up and asked what I was doing, I told him about what I heard and wanted to try it. He suggested I lay on my stomach and he'd get on me, I said ok. I rolled over and he pushed into my butt, but he was to little (I wasn't much bigger) so I got up on my knees and we tried again. He put his dick against my hole and pushed in. It hurt like hell, but I put my face in the pillow to cover the noise. He pushed in and out a few times and the pain slowly went away. It was only a couple of minutes.