Tod Gleason

1/2: banana republic 89% wool pea coat with fur (not listed if real or faux)
3: alfani vintage genuine leather
4/5: jennyfer j genuine rabbit jacket
6: superlative fashion jacket with hood (only tag says made in Italy), very heavy, felt like genuine leather
7: Harbour leatherwear, all tags were worn and faded, no idea if it’s genuine or not
8: Marc New York genuine (men’s 2xl unfortunately) leather jacket, she was HEAVY
My haul?
I bought the alfani jacket and the banana republic coat, a nice puffer jacket, vintage Levis, and some Chelsea boots!!

Hey all! I’m traveling to MA, Gloucester area mainly in October.
I am from the west coast so it’s still 90 here. I know it’ll be colder, 50-70. I’m looking for advice on outfits! Things I can incorporate more into my current wardrobe. I look good in a soft summer/autumn palette, wear mainly boho western and casual stuff. I wear things like pic 1 in summer, but don’t have much of a winter wardrobe besides sweatshirts.
Any advice on what to wear? I kinda like options like pic 2 but will it be too cold for that? Do I need a coat? 😂🫶 thanks in advance lovelies
Eta to clear up confusion
Pic 1 is what my normal style is, so I could get maybe more personalized suggestions

Pic 2 is one of my saved pins on Pinterest, just wouldn’t wear heels bc we will be walking a ton!!