Hi!
I'm in Australia and I'm just looking for some help with this meetup. (I'm asking Aussies as they will be familiar with the dress culture however advice from anyone is welcome and appreciated).
Background, I'm early 40s, 5'2.5", size 12 bottom, long legs (32" inseam), short back, really big boobs (there's a reason I'm saying this, it's because a lot of outfits can look a bit OTT on me because of my bust). I'm very recently widowed and have terrible social anxiety.
Tomorrow night I'm meeting a colleague whom I've never met before for drinks at 6pm in a local-ish pub/restaurant. The nature of my job means that i have a lot of colleagues who, although i have never met in person, I have dealings with on the phone/email etc. She is about 10-12yrs younger than me. She has reached out to me since my husband passed, and we have decided to meet up for drinks.
What I need help with is that I have absolutely no idea how to dress for it. It will probably be about 24° so warm enough but chilly in the shade or if there's a breeze. I don't want to underdress and looks scruffy (my stable wardrobe is jeans, t-shirt, converse), but similarly I don't want to overdress and look ridiculous. 6pm is such a tricky time, but we will likely be there until "night" when it's more acceptable to be a bit glammed up, when the tradies will have gone home and the "night out" people will be there. Like if I turn up in jeans and she is wearing a dress and sandals I'm going to feel really awkward. But likewise the other way round.
Sorry for the rambling long post. I know I'm overthinking this, and this is a whole lot of words to ask what to wear to the pub, however it is so long since I have been out anywhere. And literally the first time in years that I have met someone new. I just want to feel comfortable but also "nice".
Any help or advice much appreciated x