r/Relationships_Advice After OP tragically loses his wife, he decides to hire the services of a young lady to keep him company. He meets with her every single week for literally years. OP is shocked to discover that she intends to retire from adult work and go live a "normal" life. However, he's fallen in love with her and he thinks that she feels the same w ... Show More
Mar 2022
Can My Sugar Baby Be My Lady
Dear Steve and Shirley, I’ve been in a relationship with a woman for a year and I need some advice. She’s 35 and I’m 54 years old. When we met, I was legally separated and I was miserable, in a one bedroom apartment and depressed because my wife had a new boyfriend already. I wan ... Show More
13m 11s
May 2020
I Don't Have A Good Feeling About This
Dear Steve and Shirley, I’m ready to call off my engagement but I need your advice first. My fiancé and I are both divorced and our first marriages were terrible. I’ve been working on my issues so I can be a better wife this time. My fiancé, on the other hand, does not think he h ... Show More
13m 22s