I will never not push my Luffy likes "feminine" things or is genderfluid agenda.
Like, I feel like he would maybe not understand the concept of clothes and items being inherently feminine or masculine. Or maybe he just wouldn't care and would just wear stuff that he likes and feels comfortable in (As he absolutely should).
Makino, Shanks, and his crew were very supportive/didn't care if Luffy sometimes wore dresses or "girly things". Garp was never around enough to catch on and possibly try to say no.
Dadan hardly saw Luffy since he was always just out in the jungle. Ace and Sabo thought it was weird at first and kind of tried to explain, but gave up/accepted it when Luffy just did not get it/did not care.
He went on through his life just wearing what he liked and not giving a shit what anyone thought. It wasn't until he was a little older that he got negative feedback. After that, maybe he was a little more subdued about his interest in more "feminine" clothes and accessories.
I just think it would be sweet if he slowly got more and more comfortable around the crew and just kind of showed his true colors for them.
Like maybe Nami or Usopp was the first to know.
Like one day when they were in this little town on some island Nami finds Luffy outside some little boutique clothing store or something, looking in one of the windows longingly at this pretty blue skirt with sunflowers.
He's just standing there looking at it and kind of clenching his hands on his shorts. Then it kind of clicks for Nami. She comes up and asks if he likes the skirt. He kind of hesitantly says yes, then she says she'll buy it for him, but he owes her of course.
When she hands him the little bag with the skirt and a pretty pair of fish earrings she tossed in too he looks at her like she filled the sea and hung the stars. She soon starts having little dress up days with him and generally just bonding a little more.
If she sometimes treats him like a doll and spoils him with pretty things, no one needs to know.
With Usopp I feel like they would be walking together in a market in some town just talking and having a good time, when Luffy would get kind of quiet before trailing over to some vendor selling sundresses or something. He would look at this cute little yellow sundress with red fish on it then ask the vendor how much.
The vendor would smile, say the price, and ask if it's for his girlfriend. Luffy would kind of cringe (which Usopp absolutely catches) and kind of sweat his way through a very butchered answer of no.
The vendor might look at his with a kind of confused face before leaning in and asking if it's for Luffy. I feel like he would nod and then the vendor would either be chill with it, or react negatively. If they were chill, he would get the dress and Usopp would kind of breeze over it and store that for later. Or compliment his dress choice before launching into some grand story vaguely related to the topic of dresses.
If the vendor reacted negatively, then I think Usopp would step in and try to diffuse the situation or stick up for Luffy or something.
Anyway, I don't know why, but I would want those two to be the first to know. The rest can find our later. So yeah, tell me what you think