[MF] Three Month Long Unique Roleplay I found myself in with younger woman

This might be written not as “sexy” as some of the other entries on here, but that might be because my story actually really happened, and some of these seem totally made up. Anyway:

I am fairly boring and average man in my mid-forties who sort of has always focused on my career more than settling down, etc. I’ve had girlfriends over the years and some one night stands, but never really wanted to get married or anything. I’m also fairly vanilla when it comes to sex, never did anything too crazy or out there.

Until I met Hannah (not her real name). She was just out of college, 22 years old but looked 18 or 19, a redhead with brown eyes and super perky on every level, she was like five feet tall and one hundred pounds. She had just started working at a sister company of ours, the type where we did a lot of of business together and overlapped, so we’d see each other a couple times a month but didn’t work together directly, especially since I was in a different department and way above her in terms of job titles.