It might be awkward but I still wanted to try?

Growing up, I had a crush on my mom’s friend and now that I’m older I think I want to shoot my shot but I feel like she would only see me as the little boy that she always knew, i wanted to see if I could turn this into a fling, we no longer live in the same area as she’s in New York and I’m in Vegas but I had plans of visiting there sometime, what would be the best way to approach this situation ?