If you're a fan of stay-in clothes which are stylish enough to wear out, dress in a black leather biker jacket and blue jeans. When in doubt about what to wear in the footwear department, complete this ensemble with white leather low top sneakers. When temps are dipping and fall is setting in, you'll love this outfit as your uniform for awkward fall weather. As you can see here, as a man in his twenties, you have a vast array of sartorial options.