Dear Steve and Shirley,
I'm 68 years old and I'm still raising a 43-year-old daughter. My wife and I let her move in with us when she got pregnant six years ago, and we won't let her move out until she feels like she can handle herself and her child by herself.
She has always been bad with money, and she doesn't like to work. She's had at least 10 jobs in the last 10 years, and it is never her fault when she's let go. It's always someone else's fault. She's had a few affairs with her coworkers, and each one of them was either married or had a living girlfriend.
I sat my daughter down years ago before she turned 40 and I told her that she was aging out of the "kept woman" age range. See, she didn't know that my wife and I knew what she had been doing for years. She wasn't selling herself, but she was getting money in return for being arm candy or good in bed.
I hate to say it, but she had a reputation when she was younger for only dating men with nice cars and lots of cash. I get it because that's how I met her mother. My wife didn't bring anything to the table, but she was beautiful and she had one of the best bodies I had ever seen. I almost went broke when I met her.
Now that my daughter is older, I want her to realize that as close to impossible as it is, she will find a man her age that will spoil her. I might be wrong, but it seems like men nowadays want a woman that is bringing something to the table, so to speak.
My wife and I have been married for almost 45 years, so we need some advice on how to convince our daughter to stop waiting for a rich king to take care of her. Should we let her go figure it out on her own?