I tried my best to chat up this HB, and afterwards I talked to her online a bit. I was nervous and a couple of times I said "You just want to be friends right", and "When you decide I'm not your type, we can still be friends". I told her a bit about me being shy etc. It was my way of backing off a bit to maintain her comfort level, but maybe she took it seriously?

Anyway, I offered to drive over and take her out - she wants to throw on her old jeans and take our dogs for a walk. Now call me crazy, but if the girl was into me she'd want to get dressed up looking her best and go out for lunch or something wouldn't she? Is she using her dog as a cockblock here? I'm beginning to wonder if I've inadvertently friendzoned myself...

Hit and miss situation. Never let a girl know your shy, if your not chatting" your a busy guy".

Pets are a great way to interact with women, especially walking the dog. She said yes to spending time with you, so fuck it. Pus her not coming out fresh and looking her best surely says she feels quite comfortable with you.

If your worried about friendzone, get kino going asap when your out.

you hit the nail on the head, on that last sentence you wrote.. no girl wants to hear about how insecure and shy you are. even if its true, keep it to youreself.. all you did was demonstrate MAJOR lower value to her. .