Seriously boi ....
If you want her .. just do it...
Who care if she unused or used item ??
If she have experience or not ...
It's so pointless problem to even to be think about
He not really tsundere...99.99% of girl who ever approached him even casually always the one who actually aiming for his brother only ....even the one he thought of opening up ended up still aiming for his brother only ...but non of those bitches actually dare being direct with his big brother...