He did not pass the outfit check

I'm a bit late to this, but after seeing posts about Hailey and Justin Bieber not dressing correctly. I thought I'd share my own story with a man I stopped seeing shortly like Justin.

A few weeks ago I went on date with a work colleague (from another department). Sadly, he was not dressed to my liking. We did dinner and a movie. We went to see Barbie.

Throughout the whole week, I told him that I was going to "glam up" and curate the perfect outfit.

On the day of the date, I show up in a cute pink mini halter dress (just like Hailey's red strawberry dress), matching pink pumps, a cute mini purse, and what does he wear? A red bandanna-print (paisley print) t-shirt button-up, cargo shorts, and Birkenstocks. I was shocked, because it was worse then what he wore to work. He did not pass the 'fit check.

He realized he was out of place at the restaurant. He said that he initially was going to wear something more muted. I gently told him that I liked what he wore to work, with his suits, and causal work attire. He looked polished and clean which is why I agreed to the date.

I told him my style and how I usually wear neutrals and basics with an occasional pop of colour. For dates and hangout with friends that involve restaurants, I will always dress up. He said he will try to dress accordingly. But then he proceeded to tell me his childhood, and how he was rich, and he never had chance to wear what he liked because his mom always picked out his clothes. Now, he doesn't like it when people make him wear things he doesn't want to wear and he'll dress how he wants in his time off.

Yeah... there was no second date after this date. I can't be with a guy that doesn't have style, or atleast let me help him dress properly. I love fashion and playing dress up. I love having "fashion shows" with friends and family.

I want to be with a guy that is into fashion, and style. Or atmost, have the same style as me.

Edit:

It has come to my attention that this may be another thing that I look for in a guy. I don't know what to call it.

I come from a family with certain expectations that require attention when it comes to clothes. In addition, I like to attend social functions from school, and other parts of life. At certain times, I need him to be able let me style him for the day, or have him be willing to agree to wearing pieces. In short, I need and depend on him to always say yes when I say, "I need you to wear ____ just for today, can you do that?". I can't have a man child that stomps his feet when I ask him to wear a bow tie, or a shirt that I like seeing him in.