Ok I'll admit it. I'm a flirt. I flirt with just about any woman who wants to play. It has caused a few women to autoreject , and others I've developed good friendships with. One is about 10 years older than me, I've known her for 10 years or so, and I'm pretty sure she was interested in me. Around the time of my divorce has been a real help as someone to talk to about things bothering me. We are close enough that people wondered if we were dating in 2016. I've never gone beyond a hug or a cheek kiss with her, and never tried.
She has gotten really close with the woman I'm seeing, and has been supportive. She has lamented to me about having to "Get back in the dating pool" almost as a hint. She has repeatedly told me "I love you" in a familial sense. And I have become confident enough in my frame to tell her "I love you" back like I would tell a sister. Recently she confided in me she has been going out with some guys on dates. Said she wasn't feeling much from it. It felt like a "last chance" declaration on her part. I encouraged her to keep meeting guys. I think she worries about making me jealous.
Recently she has mentioned a guy who she likes that took her on a "good date" on Saturday. I told her I was happy for her. Her response in a text was "Don't be too happy for me yet. It's early"
To which I replied " Early can be fun. You get to have fun. Really." (I was implying she needed to get laid)
she replied "Okay. Gotcha"
Then just conversational stuff about kids.
So how do I handle her talking about her dating life with me? None of my REAL sisters ever remotely shared their personal life with me so I'm in new territory. I'm hoping my woman can handle that part honestly. I hope she meets a guy I like to hang out with. But I hope she doesn't feel like she needs my blessing.
Thoughts about handling Female friendships?
She has gotten really close with the woman I'm seeing, and has been supportive. She has lamented to me about having to "Get back in the dating pool" almost as a hint. She has repeatedly told me "I love you" in a familial sense. And I have become confident enough in my frame to tell her "I love you" back like I would tell a sister. Recently she confided in me she has been going out with some guys on dates. Said she wasn't feeling much from it. It felt like a "last chance" declaration on her part. I encouraged her to keep meeting guys. I think she worries about making me jealous.
Recently she has mentioned a guy who she likes that took her on a "good date" on Saturday. I told her I was happy for her. Her response in a text was "Don't be too happy for me yet. It's early"
To which I replied " Early can be fun. You get to have fun. Really." (I was implying she needed to get laid)
she replied "Okay. Gotcha"
Then just conversational stuff about kids.
So how do I handle her talking about her dating life with me? None of my REAL sisters ever remotely shared their personal life with me so I'm in new territory. I'm hoping my woman can handle that part honestly. I hope she meets a guy I like to hang out with. But I hope she doesn't feel like she needs my blessing.
Thoughts about handling Female friendships?

