Just a collection of miscellaneous thoughts I've had.
Clothes
There are just some things Anne is never without for a variety of reasons. She stays well-armed at all times and rarely lets her guard down. regardless of how she may be acting (see next section). There are, however, three things Anne is never without. Seeing Anne without these things means only the worst (an emergency, capture, marooning, etc.).
hat | Leather and weathered, with only one of it pinned up for better line of sight as needed. One of the first things she acquired with her own coin.
coat | Formerly quite nice, now quite weathered and threadbare, sun bleached. I’m toying with the concept of this having been her father’s, taken the night she was disowned. I dunno if I like that, though.
knife | Noticeably, Anne's knife is not really a piece of clothing. It is also not something everyone knows about, despite being the most significant of the items. At 15 years old, Anne murdered another girl using that exact same knife. She was the first of Anne's victims, casualty of a mistake, and Anne is very attached to the knife for reasons even she does not wholly understand. It is a small, porcelain-handled jack knife Anne keeps hidden on or near her person at all times, usually in the waistband of her trousers.
As well as not being a terribly talkative person, Anne tends to guarded and on high alert at all times. She lives a life of danger so constant, even her “time off” can be stressful and unrelaxing. As a result, I don’t actually know what Anne would do with proper downtime. What she has of it now she often uses re/checking maps, ledgers, stock, notes, etc.; as one of a small number of “learned” pirates, she often feels it’s her duty to perform these re/checks even when not asked to—or, sometimes, even when asked directly not to. So while I can’t give you the activities specifically, I can give you the vibes/signs to look for to tell whether Anne’s actually relaxed around you or not.
She is hat off, coat off, and—sometimes—boots off. The less prepared the an immediate emergency evacuation she looks, the more relaxed she probably is.
Similarly, if she’s not tense, has her guard down, etc., you’re in luck. The ability to perceive you as not being an active threat is akin to friendship in Anne’s book!
If the Anne you are interacting with seems peaceful or focused, just essentially not fidgety or mad, she’s actually relaxed. Yes, even if she’s complaining.