Hi Sanguine,

I don’t mean any disrespect, but to be honest, about midway through your post I thought maybe i was reading a fictional story meant as a joke. Am I wrong? I cannot reconcile how an obviously intelligent and educated 45 year old man (and talented writer!) who is happily married with 2 beautiful kids would feel the way you do at the loss of an ex-girlfriend’s friendship. And I’m having some trouble relating to the 3 characters in your story:

1) You: You lost me at “..we talked about the kinky things she liked to do 20 years ago”.

2) Ann: She reads your flirtatious chats and sees no red flags.

3)Stef: Flirts online with a married ex and let’s him know she’s interested in meeting up with him.

I hope you decide not to reconnect with your ex-girlfriend and instead let her get on with her life. I hope you can get on with your life (without your ex) too.