Oregon Trail wrapped around a telephone pole.. I stayed after school in 2nd grade to play this while my teacher was finishing up his teacher tasks for the day.
I think I was playing it on an Apple 2E? IIE?? Y'know, green text/graphics on black? Circa 1984 maybe?
I wasn't even born for another 10 years yet, so no comment. Though I know what Oregon Trail Crossing is about. Still, no comment.