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I stood and went up to get my bag from my room.As I walked past the kitchen my mom said, “You guys are on your own for dinner tonight. I am working some overtime, and then grabbing drinks with the girls.”“Got it mom.” I said as I kept walking to the front door. She tended to go to the bar after work and most of the time she would get drunk and meet some random guy who would bring her home. I would usually be in my room, but she is not a quiet talker, so I would hear everything they said. They usually ended up having sex, and I mean loud sex, then he would leave because he was finished and she was passed out.As I walked to my car I saw that Jessica was in the front seat. I went around to the driver’s side and opened the door. As I got in my small 2000 Honda Accord I asked “What do you think you’re doing?”“Sitting in your car, duh,” she replied in a sarcastic tone.“I know that, but you need to go to the back seat.” I replied just as sarcastically. “You know I pick up Ashley on my way. “Mmm. I’ve never done it this way before. I love it.”After a few minutes when Annie was aroused, I squirted lube on her asshole, smeared it around, then slowly eased my thumb in.“How does that feel?” I asked.“It’s okay.”Then I pushed two fingers in and asked again.“It feels tight; like you’re stretching me.”“Okay.”Then I pulled my cock out, put K-Y on it, and slowly pushed about two inches into Annie’s ass.“Mmm!” she moaned and pushed her ass up further.I took that as an okay to proceed, so I slowly push the rest of my nine inches into her virgin ass.“Oh my god! Do you have it in all the way?”“Yes. Does it hurt?”“No. It just feels like I need to go to the bathroom.”“Good,” I replied and started slowly fuck gorgeous Annie’s ass. She started to moan and rubbed her clit. I assumed she liked it, so I kept thrusting until I felt my climax building. I was going to shoot off in Annie’s ass! That fact had never occurred to me before.“Oh, Bill! I’m going to cum,” she said, then started to.
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