I posted a shortened version of this last weekend on r/sex but here is the more detailed account…
I met my neighbor out at the bar one night. We were sharing a ride home when he reached under my denim skirt, took off my panties and put them in his pocket. After that he started rubbing my pussy and whispering that he loved how hot and wet I was. He was slowly working his finger inside of me while alternately rubbing my clit, being very casual about it so the driver would not notice. I am pretty sure she just thought we were making out. When we got to his house he immediately peeled my clothes off and he licked me and sucked my clit until I came. Once I came he worked his way up and plunged his cock into my pussy. He fucked me for a while until I winced a little and ultimately told him how sore my pussy was from the previous night’s solo session with a dildo that was larger than I was used to.
He stopped fucking me and started working his fingers in and out of me again. While one hand was massaging my pussy, his other hand was exploring the rest of my body. He is whispering to me what a good girl I was for taking such a big dildo and how hot it is that I fuck myself. He is going slow and working in 2, 3 then 4 fingers. I am squirming as he works me over. Before I know it, he had his whole hand inside me and I am being fisted for the first time ever. He tells me what a good girl I am to take it all and how my sore little pussy would be even more sore tomorrow. The feeling of his hand inside me is exhilarating and my body flexes around him. I go in waves between wanting more and wanting less as my pussy stretches to accommodate his invading hand. All the while he continues to tell me how beautiful I look stretched around him and how amazing I am to be able to take it.
Finally, I can’t take anymore, and I let him know. He gets me a drink of water and lets me rest a moment before he cups my face in his hands and looks me in the eye. He tells me that he is now going to take my ass and he positions me onto all fours. He moves in behind me and lubes us both up. His rock-hard cock is pressing against my closed asshole. At this point, the patient and gentle lover who had just taken his time fitting his whole hand into my pussy was gone. He slams his cock into my ass and starts pounding me hard and fast. For a moment I can barely catch my breath. Once I finally adjust to this assault on my asshole I start meeting him thrust for thrust. He commands me to rub myself and I obey. I reach between my legs and rub my clit until my empty pussy contracts and throbs with an orgasm. He buries himself in me and groans as he fills my ass with his cum. When he is done, he rolls me onto my back and kisses me deeply. He cleans me up and wraps his arms around me and we fall asleep.
In the morning when we wake up, he is hard again. He pulls me over onto him and slides into my very tender pussy. The pain and the pleasure are a delicious mix as I slowly ride him, and he moans and tells me how good my sore little pussy feels wrapped around his cock. He leans me back and rubs my clit while I ride him until I cum on him. He pulls me close and tells me that my freshly fucked ass is going to get fucked again. He leaves my dripping wet pussy and once again positions me onto all fours. I brace for the furious ass fucking I had gotten the night before, but this time it was replaced with a much slower rhythm. He asks me where I want him to cum and I beg him to fill my ass again. He was more than happy to accommodate, and he sent me home with an ass full of cum and a head full of awesome memories.
My pussy and ass were sore for days, giving me a pleasant reminder of the events of that night/morning and reminding me of the amazing things my body can handle.
Source: reddit.com/r/gonewildstories/comments/96c153/my_first_fisting_mf