Hmm that's a tough one man. On one hand, your girl thinks you'd look good in the leggings and wants you to be comfortable. And if you're just going to be doing active stuff like jumping at Sky Zone, they'd probably be convenient.
But wearing them to the mall might feel a little strange. Most guys don't do that ya know? I'd probably feel kinda self-conscious with everything on display. And at the movies too, that's pushing it even further into just normal hanging out. People might stare.
I'd say wear them for Sky Zone since you'll be moving around a lot. But maybe bring a change of clothes for the rest of the date? Compromise with your girl - tell her you appreciate her wanting you to be comfortable, but wearing leggings to more public places might make you feel awkward. She should understand where you're coming from.
It's cool that you're open to trying new things, but no need to push your limits too far if it doesn't feel right. Maybe stick to leggings at home or the gym for now. No shame in that either! Just be honest with her about how you're feeling - I'm sure she just wants you to be happy too.
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Guys in leggings is not an attractive look to me. That said, wear what you’re comfortable in. It’s ultimately your choice
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