Thread: [Non Fiction Stories - Anal] Her first time Anal
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Old 02-13-2026, 05:40 PM
mysweetie61 mysweetie61 is offline
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Default Current friend with benefits

Until 2016 I never had anal sex. My ex-wife and past girlfriends would not allow me in the back door. I was able to get a finger in my wife once.
My current friend were chatting about our past sex life and I told her I never had anal sex my entire life. She fixed that the following year when I took her and her son to a friend's cottage. I couldn't sleep so I sat in the living room couch. She came out and asked why I wasn't sleeping, I said too much thinking. She fixed that by going down on me and getting me rock hard. Then she pulled down her shorts and said go in the back. This is my present to you for taking us here. That was history and I found out she loves anal as much as a pussy fuck.
The third or forth time as I was ass fucking her I asked her about her first time getting ass fucked. She said the guy she went out with a few years prior introduced her to anal sex. She said it was so painful the first time that she cried. She said she didn't like it because his cock was so thick and 9" long so it hurt in both her pussy and ass. He would fuck her ass regardless if she was in pain or not.
She said my cock was short of 6" and not as thick that's why she likes me ass fucking her
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