I don’t recall writing about my sorta kinda experience with almost dating a younger man 2 summers ago. It wasn’t even “dating” if I think about it I guess.
He was just a cute guy that I use to work with. He seemed to think I was attractive and I thought it was funny that I actually made him stumble over his words a few times. Since I look pretty young, it is fairly easy for me to attract a younger man.
Mr. Sexy Brat and I were together and we were thinking of maybe dabbling in the hotwife lifestyle. It’s a huge turn on for Mr. Sexy Brat to think of me in those types of sexual positions with handsome younger men.
Anyways, When he worked with me (different dept) We somewhat chatted and I tried to learn how to flirt a bit more. I was never too good at it, so I needed practice!
It was only maybe 6 months that he worked there, but it was fine to always make a point to say hello, and he would always make a point to stop and talk to me.
I was actually learning how to recognize flirting signs and different methods of flirtation! And I actually had Mr. Sexy Brat coaching me on flirting too!
I am a stickler though, and even though the kid was hot I would not ever consider dating or fucking him because we both worked at the same place!
I was very excited but also a bit sad when I found out he was going to be transferred to another building for work. I was finally learning how to flirt and all the other stuff I never learned as a young adult. During those months I came to learn a bit about him and who he was. All except for one thing…His age.
It is obvious that he was liking the older woman thing I think because he lied to me about his age. A little bit before he left, I decided to get his email. When I got his email I figured I would look to see if he had any profiles on MySpace and such. I was right and he did. It was there that I saw he was only 19! He had told me when we first started talking that he was 24!
It actually kinda saddened me because he was just 19. Talk about being a Cougar! I was like 39 then! There was no way I was going to date this kid, let alone sleep with him!
Even though I can imagine the sex would be awesome and I could have taught him a ton of different things. 
Morally, I just could not do it. So, he transferred to a different building and we emailed each other a couple of times. That quickly fizzled out because I suddenly felt like I was his parent or something!
All in all, it was pretty fun. I loved telling Mr. Sexy Brat about all the conversations we had and how I made him stumble over words and such. Mr. Sexy Brat got such a kick out of it.
I only saw him once after that. And he went and dyed his hair blond! Total turn off because he was naturally black hair & super dark brown eyes.
We said hello, gave each other a friendly, “hey how are you” hug, and that was that. 5 minutes of conversation and he strolled out into the world once again.
It was fun though. And I do not regret my young friend.
