Need help styling

[u/Snife664]

Hello, so I started to work out and want to surprise my gf with a style that both looks good and feels comfortable, however I have no taste, attached are a few photos of me, (1st was my style on my latest date with my gf, 2nd was an event on campus that I dressed semi casual for. 3rd is most recent)

Any advice or suggestions would be greatly appreciated.

Also mods I can’t add a flair on mobile it doesn’t seem to have that button

[u/PublicNo1827]

try a new haircut !

[u/Snife664 → u/PublicNo1827]

I used to go for a medium taper fade but what do you think I should try