I'll take any advice I can get, really.
Are you seeing a counsellor or speaking with someone who can help you develop strategies to manage your symptoms? You don't have to answer that - the question is out there because I suspect working with someone with experience in what you're dealing with will be better equipped to help you.
Supplementary: attitude is key - "settling" for people who are like you is a negative attitude. People who are like you in personality, tastes, and outlook are people with whom you're more likely to be compatible - I wouldn't call that settling. I'd call that success.
If you're not satisfied with the people in your current social circle, though, branching out into something new might allow you to meet a fresh group of people. And, it might also help you find something that brings you more focus and calm. That inner sense of calm and being comfortable with yourself will project outward in the form of confidence, which will help you converse and form bonds with women in whom you're interested.
Once you get that far, it's just a matter of trying to find the right words to suit the situation you're in to lock down that first date - which is as simple, or as hard, as you let it be.
LadyGAF, I come in search of your counsel.
...
So, is she into me?
Sure sounds like it.
Watch for signs of rebounding - early clingyness, emotional yo-yo-ing, frequent comparisons to her ex.
Otherwise, proceed. Good luck!
- old friend has recently become single
- had the hots for her years ago, but we were both involved with others
- went our separate ways, but a few months ago we started hanging out occasionally via mutual friends
- she is more or less perfect for me (yes, I know that there are many "perfect" partners)
- What is best tactic/timeline to approach? I don't normally try to initiate with friends and I would prefer not to eff this up. I am willing to go as fast or slow as recommended.
Well hooray for better timing!
Approach her when you're in a "safe zone" for both of you - somewhere public but secluded enough that you can have a private conversation. Out for a walk in a park, something something.
Speak casually, but honestly, about the past - some fun time that you shared together or something. Continue:
And, now it seems you're both single.
And, you're both cool people. So, why don't you get to know each other - like a date or something - as your present cool selves?
Make a suggestion as to time and place - something that would be different than the standard coffee, but not so innovative that you're "married" to it, so to speak. Then go for it! If she says no, well, then you'll just have to keep looking for those other perfect people, because surely one of them will appreciate your thought.
Good luck, Count!