I like the color of this bomber as well as the first pairing (black skirt). My reserves about bombers in general, though, make the two trousers outfits a no-go for me.
I will explain my reserves and maybe they will shed some light on why you're not loving this particular clothing item. You see, I find bombers are often too short, hitting at the waist, and with jeans and skinnies, I find the look teenagery. I prefer longer jackets (leather or pleather too! Not necessary blazers), items that hit at the hip bone, with jeans.
I also have my "ickies" with the cuffs at the waist. Cuffs on the wrist might pass as a style/winter or cold weather decision/preference. But cuffs at the waist, for me, just create this balloon effect that we seen on teens wearing super tight skinnies+bombers zippered all the way up (quite a common combo on European teens - German and Austrians at least). And that's why I take a moto or a more "formal" cut on leather/pleather jackets over bombers everytime.
Since skirts disguise curves on the hips, I can appreciate the shorter jackets/bombers when paired with skirts. And that's why outfit 1 looks good for me. I would try pairing this bomber with skirts (A liners and full skirts) and "winterize" the outfits by adding hosiery.