I met a 24-year-old College Cub a few years ago on a cougar dating site. His pictures were really cute – blond hair, blue eyes, average build. He seemed like he could hold a decent, educated conversation, which is important to me. He lived about an hour and a half away, and we only hung out twice, mostly because he was unreliable or wanted to show up at my place at midnight and stay the night when I had to work the next day.
Upon the first actual meeting, College Cub showed up with alcohol, which is more than what I’m used to. He was wearing sweatpants and a tshirt and looked a little sloppy, and he was much shorter than he alluded in his profile. We made drinks and sat on the infamous cougar couch to chat and get to know each other. He would be graduating college that year, and he worked in sales. He was definitely easy to talk to, and we seemed to enjoy each other’s company. A few hours later, we were all over each other… but he was definitely inexperienced and anxious.
I don’t mind giving a few directions, but College Cub had no idea what he was doing. I had to teach him everything… even to slow down when he kissed me, because he must have thought he was in a race. He didn’t know what to do with his fingers, so I gently showed him how to rub my special places and how to properly insert a finger without jabbing me like a cattle prod. He didn’t know how to use his mouth when he went down on my either, so I had to instruct him there as well. It was truly work and not that much fun for me.
College Cub’s dick was a little on the small side, which made it even more work for me in that department. A little short, and not thick, which meant riding him was going to take some extra skills. Finally, it was late, and he finished quickly.
We saw each other once more after that, and he remembered a lot of what I taught him, which was nicer than giving instructions while I was trying to get off. Once every so often, I’d hear from College Cub, and I’d spy on his Facebook page to see whether or not he was in a relationship and trying to pull one over on me – and he was. He was begging me to have him over, and I’d moved about 45 minutes from where I’d lived when I saw him prior, but he didn’t care. I told him I wasn’t interested, but he didn’t take that as an answer. Then I simply said I didn’t want to see him and to stay with his girlfriend. Still, he thought something was wrong with me. So… I ghosted him. But he kept up a conversation all by himself just fine for the next three days.