I got to coat it and her asshole with K-Y Jelly. Then I watched her face as I gently slipped the head into her brown pucker hole. I watched as Debra fingered her clit in front of me. She was on her back with her knees up to her chest so I had full access to her asshole and her pussy lips were spread enough for me to see the magic button that she was playing with. She said that it helped get her mind off her ass and helped her relax so that it didn’t hurt as much.
I slipped it all the way in leaving just enough so that I could pull it out. Her asshole was a lot deeper than I had imagined it to be! While she fingered herself to several orgasms I slipped it in and out slowly. Debra did manage to relax. During the ten-minute session Debra told me that the girls in Greece gave all of their boyfriends anal sex so that they could still be virgins on their wedding day. Debra said that she might do the same thing! We stopped just in time for me to get dressed and get out before our parents got home.
That night at bedtime I was in bed and waiting for Debra to come in. It took a while but finally she came in. She had on a very sexy negligée. She locked my bedroom door for the first time then came over and sat on my face. I knew what she wanted and started licking her pussy. She tasted a lot better than Holly had but I assumed that Debra had taken a bath or washed up just for me.
I ate her as best I could after practicing on Holly earlier. Debra leaned down to engulf my cock but she sucked real slowly since I was breaking her concentration with my tongue. I was doing a great job and I really liked this too. Eating Debra was the highlight of my day; hell it was the highlight of my life so far. Debra had a very hard time eating my cock while I was giving her so many orgasms. Finally she just collapsed on my chest and hadn’t finished my blowjob.
When she was recovered she said, “That was fantastic! You are the first boy to eat me! I didn’t want Holly to know that she got you first. Hell that bitch wants you to take her virginity too!”
I smiled thinking that Debra had never called Holly a bitch before that I knew of. Debra was jealous because I ate Holly first! This could be good, especially if Holly wanted me to take her virginity too. Maybe Debra would give me hers first. One could only hope!
The next day was Friday. On our walk to school Debra said that she was a little nervous about me butt fucking her tonight but she said that she was ready. She had even gone to sleep with the dildo in her ass. It had fallen out during the night but her asshole felt fine when she took a crap this morning.
Debra also said, “I want you to do it right after school! We will have plenty of time before mom and dad get home so that we won’t get caught! Besides I’m kind of looking forward to it now!”
I smiled and said, “Me too! Thanks!”
All I could think about at school that day was butt fucking my sister. The day dragged. It was crazy! The more I looked at the clock the slower the time went. Out of desperation I actually started to pay attention in class just so that the day would go by quicker. It worked and soon I was walking home with Debra. Holly wasn’t with us. Thank God! Apparently Debra had told Holly what she was planning. Debra walked pretty fast and we got home quicker than usual. Debra had taken a shit during her last period so that she would be empty enough for me. I thought that she was on the right track and I also know that she was looking forward to it as much as I was.
Debra wanted to do it in her bedroom so that’s where we headed. We both got undressed and Debra got on her back on the bed and opened up her legs wide. She applied the K-Y Jelly to my cock and her asshole then took a deep breath. Then she took a couple more deep breaths before telling me to put the head of my cock at her opening but not to push it in. A couple more deep breaths and she told me to push just the head into her rectum.
She smiled and said that I wasn’t as big as the dildo and that she was thankful. She had me press a little more into her in short strokes over a minute or so. Once I was all the way in Debra smiled and relaxed. When she started playing with her clit she told me to start fucking into her but not too fast or too hard at first. It was great! I loved her asshole more than Stella and Judy’s pussies put together. I think it was because she was my sister. Before long Debra was having her first orgasm from her finger then she stopped and just let me fuck into her rectum as I had been doing!
Soon Debra said, “You know that feels good! I mean it! It feels better than anything so far! Is that what having you in my pussy would feel like!”
I said, “Stella and Judy sure like it!”
Debra said, “I wonder how it would feel!”
Soon I was building up speed to match my sexual build up! Debra started humping up at me and her breathing got heavy too. Finally I was cumming in my sister’s rectum. It was incredible. It was the best fuck of my life! Debra said that she was having an orgasm right along with me and she wasn’t playing with herself either. I relaxed and my cock fell out of her butt. Debra relaxed and lowered her legs. I lay next to her for a few minutes. Soon Debra was kissing me and thanking me. Wow! It wasn’t a sisterly kiss either, it was better than Stella and Judy kiss.
Debra said, “Wow that was great! Can we do it again?”
I said, “Just give me a few minutes to get hard again!”
Debra said, “I can help you get hard! That’s my specialty!”
In about five minutes I was hard and back in her asshole again. This time Debra was on her hands and knees on the bed with me standing behind her. This way I could hold her hips and slam into her with as much force as I wanted. She wasn’t even playing with her clit she was just enjoying the feeling. Soon her tits were on her bedspread, her ass was up in the air, and I was pounding into her. This second time took longer but Debra didn’t seem to mind it at all. When I cum in her that time she just slid forward away from my cock unplugging me.
Debra smiled and said, “That was great but I think I need to stop for now! How about we do it again at bedtime?”
I smiled and said, “I’d love too if you’re up to it!”
Debra smiled and said, “I’ll be up to it! Don’t you worry about that!”
The End
My Anal Sister
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