These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
Those damned Assault Gunboats, TIE Advanced, and in TIE Fighter and in later games, the TIE Defender, the Lightning Bruiser of starfighters.
Not to mention the Nebulon-B Escort Frigate, especially in the original X-Wing when you can't take out the guns (of which she has a lot). She has no blind spots and a verylarge volume of fire. Many players feared the arrival of an Escort Frigate more than seeing a freakin' Star Destroyer.
No Problem With Licensed Games: One of the best Star Wars related products in its day, with cinematics only below the ones from Rebel Assault, that was CD-ROM based and not a 3" 1/2 like X-Wing, and, unlike the aforementioned Rebel Assault, actually having gameplay that rivaled some of the best flight sims of the time, instead of being a very barebones and amateurishly-done arcade game.
That One Level: See Escort Mission and Protection Mission on the main page - the infamous Redemption Run is both of these, with enemies coming from two sides, your wingmen not responding to your commands, and a single tiny mistake meaning failure. It's basically impossible to find a working solution for the mission without hours of Trial-and-Error Gameplay.