He Caught Me Masturbating
When I was 16 I got my first job in an office doing receptionist stuff. We had to dress buisness casual so I wore an array of those 'trouser" style pants and pencil skirts, and blouses. I worked with mostly men, but I really got along with the man who ran our security offices. He was older, about 50 ish. He was relatively fit, greying hair, authoritive type. He was attractive in an older guy way. We harmlessly flirted on the regular, nothing crazy, hes married and i was 16. I guess it's important to mention I'm addicted to masturbating. I literally play with myself every day and have been doing this since I was probably 4 or 5. One day during my lunch break I walked outside to my car to rub myself. I always parked around the side of the building, and away from other cars just in case. This one particular day, I'm rubbing my clip with my skirt up and he knocks on my window. I look up at this man mid way through rubbing my swollen clip and trying to finger my hole. My teenage bald pussy was on full display, legs open and all. He just stares at me and is like 'um, I need to know where you put the application packets.. " his ears are red but he doesn't stop looking. I close my legs and adjusted myself and let him know where to find them. When I get back from lunch (absolutely mortified mind you) I find a note in my desk from him telling me that was the series thing he's ever seen and left me his number. I feel my ties do that tingle thing and my pussy starts to get wet. I text him that night and we agree to meet up over the weekend. In my head I'm like " this man is about to let a literal child ruin his marriage, but tbh I didn't care because I thought he was handsome and had my shot. I waxed that Friday night and Saturday told my mom I was going to sleep over at a friend's. I get to the hotel and he's there waiting for me. He opens the door and we immediately start kissing. He's kissing my whole body and throws me on the bed. I remember his hands were running everywhere they could touch. My top came off, not that it was hard, this was the year that those like boob holster tops were super in, and he was sucling on my nipples. He asked me how old I was and I was honest. He didn't care apparently because he just moaned and kept sucking. He made his way down my tummy and got to my skirt. Without hesitation he pulled it off and spread my legs. He sniffed my panties and moved them aside. He looked at me for a little bit and remember how he ran his finger down my smooth slit because it made me shiver. He liked lightly and then got to work. He made me cum so fast. He agot undressed and started to climb on top of me. He asked me if I had had sex before and I told him I hadn't. This was legit my first time. So I was freaking out and he was patient. He rubbed the head of his cock along my slit getting it wet and he pressed against the opening. He got the head in but it started to hurt so he pulled out. He went in again and again until he pushed through completely. I bled a little and he just fucked me moaning about how tight I was. He eventually came all over my tits. We fucked like 5 times that night. He tough me about doggy style and how to ride him. He came inside me 2 times. I didn't get pregnant or anything, but he just felt so good. We got together regularly after that, even after I quit this past summer because I graduated. I'm going to college across the country so I won't see him anymore * sad face *
