Did you really think it would be stylish to wear a boxy Canali odd jacket, houndstooth slacks, and derby shoes to a bar? Swap all of those things out for a slim, shorter unconstructed cotton sport jacket, straight leg jeans, and sneakers or desert boots, and you'd be achieving the "GQ/Esquire guy" look. You ought to get rid of that jacket. It will never fit properly, even for a work setting. Shoulder width, boxy torso, length. Just awful.