SUPERMAN'S PAL, JIMMY OLSEN 50 (January 1961)--2nd story, "The Weirdest Asteroid in Space" by Binder, Swan and Sheldon Moldoff:
Reporters Olsen and Kent are accidentally launched into space aboard a rocketship--they eject from the runaway rocket and land on a small asteroid. However, as they explore the asteroid they discover it has weird features before it's revealed to be a giant space dragon. When Jimmy blacks out, Clark is able to assume his Superman identity and return the cub reporter to Earth.
SUPERMAN'S PAL, JIMMY OLSEN 60 (April 1962)--3rd story, "The Fantastic Army of General Olsen" by Leo Dorfman, Curt Swan and George Klein, cover by Swan and Forte:
On the planet Xar, the inhabitants have built a super-computer brain, which has gone rogue and used a transfer ray to come to Earth, to build an invasion force of machines. An army from Xar enlists the aid of Olsen as their general, to lead them into war against the machines.
SUPERMAN'S PAL, JIMMY OLSEN 77 (June 1964)--3rd story "Jimmy Olsen, Super-Thief" (writer unknown), art by John Forte and George Klein:
Sent on an interstellar good will tour by Superman in a rocketship laden with his trophies as gifts, Jimmy visits many new planets--including Shalzor in galaxy K-4L and Paratopia, where no crime exists--before he's forced to land on an unknown world, to recharge his ship's batteries. Killing time, Jim dons a uniform outfit of the inhabitants and begins to gather loot, before he's cornered. Rather than arrest him as a thief, they honour him. This is a planet settled by outlaws from other worlds and the belt buckle on their uniforms nullifies any conscience. They see that, on his rocket, he has many of Superman's trophies and believe he must be a great thief indeed to have stolen from the Man of Steel.