This is probably my toughest obstacle to overcome, and it’s mostly in my head. I have walked next to a woman many times only to see her immediate apprehension. This makes me feel bad, but I understand why the guard is up. This is the main reason why I have often refrained from pointing out romantic interest to women.
Hayley told me to stop. If you are trying to be a woman’s boyfriend, don’t pretend you want to be her friend. If a woman asks “Are you flirting with me?” say yes because you are! Clear intentions let women know you’re authentic.