Looking on the internet deeply has found these results:

thinking of what to wear is the most popular phrase on the web.

thinking about what to wear 1589,000 results on the web	thinking of what to wear 11,250,000 results on the web More popular!
Some examples and use cases from the internet:	Some examples and use cases from the internet:
I keep thinking about what happened. I don't like thinking about what I have to wear every day. I don't like thinking about her lying there without a clean dress to wear. He's thinking about that rubber diaper they gave him to wear. I've been thinking about what you said... I was thinking about what you said. I was thinking about a receptionist in my office named Stefanie who likes to wear a lot of pink.	Okay, now I'm thinking I should wear a cup to dinner. And it's not all what you'd expect three lads to wear which makes suspicious reading, to my way of thinking. Good. Too much thinking wears down your batteries. I don't like thinking about what I have to wear every day. I was just thinking, one day I hope to wear nice suits like you. He's thinking about that rubber diaper they gave him to wear. I'm thinking I'll wear blue to the tea, then black to the president's dinner. I was thinking about a receptionist in my office named Stefanie who likes to wear a lot of pink.

thinking about what to wear

1589,000 results on the web

thinking of what to wear

11,250,000 results on the web

More popular!

I keep thinking about what happened.
I don't like thinking about what I have to wear every day.
I don't like thinking about her lying there without a clean dress to wear.
He's thinking about that rubber diaper they gave him to wear.
I've been thinking about what you said...
I was thinking about what you said.
I was thinking about a receptionist in my office named Stefanie who likes to wear a lot of pink.

Okay, now I'm thinking I should wear a cup to dinner.
And it's not all what you'd expect three lads to wear which makes suspicious reading, to my way of thinking.
Good. Too much thinking wears down your batteries.
I don't like thinking about what I have to wear every day.
I was just thinking, one day I hope to wear nice suits like you.
He's thinking about that rubber diaper they gave him to wear.
I'm thinking I'll wear blue to the tea, then black to the president's dinner.
I was thinking about a receptionist in my office named Stefanie who likes to wear a lot of pink.