my partner asked me to dress like his preference but turns out it looks like his past

So my bf and i (f26) been together for 5 months. during this time he always comments about how i dress. just need to confirm that before i like to wear loose clothes, wear mules/kitten heels, and love black color, never wear any jewelery, but always wear watch. but he asked me to wear fitted clothes, sneakers, and more colorful clothes, also wear jewelry. he said it looks good on me. i don't really mind at first to dress up like his preference, but then i found out that his preference just describe his past. i asked him did he like her style? and he said yes, but he said he likes my style too. he also explain his preference has nothing to do with his past. but the more i dig information, the more i feel like he project his past onto me. but he always said "everyone wears shoes, everyone wears fitted clothes, everyone wears jewelery, so what's wrong with that?"

however, i feel like i invest my emotions a lot here until i can't really believe his words and kinda affect my confidence. but he always said that he likes me as who i am. but after i found out (about his past), i don't feel like he loves me as who i am. he also said something like why i'm obsessed with his past, i'm the one that he chose, he still gives me compliments too. he tried to understand my pov but still, i can't stop thinking about that.

i already told him that i don't wanna lose myself by following his desire. i mean, i like it when he gave me the opinion what should i wear, but when he complaints and asked me to dress that "kinda similar" to his past makes me wondering, is he really still into her?

i don't know how to deal with this, since i'm so confused and i don't know is it me who's overthinking or is it valid to feel this way