First time writing something like this….
Katie and I had been best friends throughout highschool and for a few years after. She’s drop dead gorgeous. She’s 5’6″, olive complexion, 36C, ballet dancer. After both of us going through numerous failed relationships, when we were 30 we decided to give things a go. She had a kid and was an absolute MILF who did yoga religiously. She was the type that would do anything to please a man.
One night, after a good fuck session and cumming on her face we were spooning. She kept rubbing her ass against my dick, and I knew she was wanting more. So was I. She had told me multiple times how much she enjoyed anal. Something I had never done. After a few minutes of her teasing, I was rock hard. She had moved her body up a little and I licked my finger and began to trace it around her asshole. She let out a moan and my finger easily slid into her ass. Slowly fingering her ass while I gave her nipples some attention with my free hand. After a few minutes she pulled away and turned over. We started to kiss and she climbed on top of me saying she wanted my dick in her ass. Of course, I wasn’t going to say no. She slid her very wet pussy onto my dick and rode me for a short time. She tells me that fucking her ass will be easier this way and pulled herself up and then guided my cock into her ass. She moaned again saying holy fuck that feels good, taking almost all of my dick easily. I’m 6″ and very thick. I could immediately feel the difference being in her ass and I loved it.