Im a little older than you. Ive been in relationships where i thought she was the one only to move in together then realize we arent for eachother. Ive been dumped by girls where I was so depressed thinking ill never find another one like her, only to meet someone else that i have feelings for.
I personally wouldn't even bother with a married woman or woman with kids, I want someone in the same situation I am.
But ive also learned to follow your heart, be open and honest, no games. My theory is if you play games or hold back and it doesnt work out then your always wondering what would hasve happened if you just did what you wanted. If you do what you want, dont listen to what others say, and it doesnt work out then you have no regrets because you gave it your all.