Subject: Iām trying not to run him away
Dear Steve and Shirley, I am a 47 year old woman and Iām with a man that is out of my league. Donāt get me wrong, I have a great job and Iām educated but my past is sketchy. Heās a surgeon and his daughter just finished medical school. Heās been divorced for 6 years and heās ready to settle down with me. We met on a site for professional singles and weāve been dating for almost a year. Iāve never been married but I worked as an escort and lived with a man for 14 years. Some say he was my pimp, but I looked at it as a business that we ran together and we made a lot of money. During that time, I had a son by one of the guys I saw regularly. The guy found out he was the father and he filed for custody and won, because of my lifestyle. I have a good relationship with my son and I paid for his private school tuition up until he graduated two years ago. I want to share this part of my past with my new boyfriend but I do not want to run him away. I canāt get that time back that I wasted as an escort, but I made sure that I changed my life for the better. My new man and I have run into to my ex- pimp or whatever he was and I told my boyfriend that heās an ex-boyfriend. In the past, my ex-pimp purposely destroyed a great relationship I was in, simply because he was jealous. I canāt let my new man find out that way. I have not even told him that I have a son. What kind of man will be okay with this? I feel like the longer I wait, the worse it will be. I have been in counseling because I donāt feel worthy of a good man like this but I know we all have skeletons. Do you think he will judge me and dump me?