WWE 2K14

This isn't as bad as it seems, and don't let the title fool you, this can be done in one match.

For those of us who remember it, the original match was a 60 minute iron man match, but thankfully you don't need to run around the ring and avoid Bret, actually quite the opposite.

Do what you can to damage Bret, and a WrestleMania moment will pop. Complete this, then once Bret has moderate damage, whip him into the ropes (any direction), which will trigger a cut scene. If you have stored up finishers, now is the time to pummel Bret to critical, if not, get him there. Once he is critical, whip him into a turnbuckle of your choosing, which will produce another (wait for it) cut scene. You both land on the floor.

Keep beating Bret down until about a minute left. I had finishers stored, so I just blasted him and let him lay on the mat thinking that would get me to 0-0 after the time limit (another match objective).

With just a few seconds left, a cut scene will trigger. You'll be in the sharpshooter, but you won't submit. The match is ordered to continue since no winner was declared (achievement pops).

Finishing the match, blast Bret with a couple super kicks and pin him.