I know it was back in the late nineties, back when chatrooms were scrolling or auto refresh. It was also the time when your time on the web was billed by transfer rates and started with that annoying screeching modem connection.
I distinctly remember talking to a man, a real man, the first time. I call him a real man because I was barely 20 and he was a 40 something year old economics professor with a son my age. I loved his voice. It was deep and smooth. He was intelligent and descriptive. I felt relaxed and aroused instantly after talking to him only a handful times. I would meet him online in a designated chatroom and then, get this, disconnect from the internet to make the phone call. Then I would sneak back to my bedroom and be sure to catch the phone on the first ring because I didn't want to wake up the house. I was still living at home at the time (too cheap to live on campus).
He got me off so well. He enjoyed knowing I was wet for him and asked me to hold the receiver down near my pussy and finger myself so that he could hear that yummy slick wet sound my pussy made when my fingers went in and out. After I'd cum for him he'd tell me to hold the phone down near my ass and spank myself. It seemed strange to me when he requested that but I wanted to do it for because he seemed so pleased when I did and I wanted him get off too.
We talked A LOT. I would even skip morning classes to talk to him. Ironically enough those classes were Macro and Mico Economics class. I should have asked him to tutor me in exchange for phonesex because I was never able to make an A in either of those classes.