I'd have to say when I was at a friends house. She had a hot little sister who owned a pair of totally worn out pair of Reebok Zigs in Black and powder blue. They were her every day shoes. She wore them to school every day, to band practice, playing on the weekends and everything else. One magical evening her mother dropped her off at the house in a rush, just to have my friend, her sister take her to her friends house for a sleepover. That interrupted a movie we were watching together but she said I could stay on the couch and take a short nap while she was gone. I knew I had at least 15 minutes to do as I please.
So her little sister had literally ran in the house, kicked off her Reeboks she had worn all day in the 90° weather, ran into her room, grabbed her overnight bag and ran out the door again in her little pink flip-flops. As soon as I saw the headlights leave the driveway, I jumped off that couch and ran over to the door where she had kicked her sweaty little Reeboks off at. I locked the door up, dropped to my hands and knees, buried my face deep inside the left shoe and took a lonnnng, deep breath of her salty, sweet, teen foot stink
I stuck my hand as far as it could go into the right shoe at the same time and it was steaming fucking hot and oh so wet in the soles. I knew just what I had to do at that point. I snatched them up, ran to her bedroom, reached into her hamper, grabbed a pair of panties that was wrapped up in the shorts I saw her wearing the day prior, shoved them into the left shoe, ripped my pants off, put the right shoe on her bed, shoved my rock-hard cock into it, held it down with one hand and held the left shoe (with pussy juice soaked panties inside) up to my nose and fucked the left shoe SO hard and fast like a horny rabbit in heat. Soon I found myself saying her name "Caitlyn, Caitlyn, Caitlyn. You fucking hot little teenage bitch. Make. Me. Cum!" No sooner than me saying that, I was moaning like a girl and blasting my hot cum juice deep inside her warm, sweaty, stinky little Reebok Zig. I kept pumping in and out even after I came to enjoy that unbearable, almost painful sensation I get from post-orgasm stimulation. Soon I fell to my knees, laid on the floor, watched my cock retract out of the shoe, let my breathing go down a bit and got back up. I put my clothes back on and returned the cum soaked and panty-free Reebok's to where they had been left only minutes prior. Got back on the couch, about 10 minutes later my friend got back home. She let herself back in the house and cuddled back up with me and resumed the movie. She never suspected a thing
I found some pics online. This is exactly what they looked like. Only MUCH more worn of course
