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The girl I’m going out to see has a similar style to me so just pick whichever one looks best on me or whichever you prefer!!
Also all my different hats, shoes, pants, and shirts are in the last slides please feel free to mix and match your own and tell me what would be good (photos of sweaters and jacket not included because I ran out of picture space)
Post date: thank you so much everyone for all the advice it was so perfect

I went with the first outfit as it was the clear winner haha but with the dogs t shirt

The date actually went so good I ended up showing her the post at one point and she loved almost every outfit

Our second date is planned but I’ll be so real, she’s like the nicest most amazing person ever and I really connect with her on a lot of stuff but I’m not sure if I see her as someone I would date long term, but I wanna give the second date a chance cause she’s so nice and either way I’m gonna try to be friends with her!

Also to all the haterssss she said she loved all my sweatpants and she didn’t mind the fact that I wore a hat at all, and btw I don’t have shit hair I just like hats


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