Will we ever reach a greater than 2 party system?

[ag]

Longterm, as a stable proposition - no, unless the Constitution is changed (e.g., say, executive presidency is abolished, or proportional representation elements introduced into Congressional elections). Unfortunately, the two-party system is a near-inevitable consequence of the very constitutional structure.

Short-term - possible, for a period of, say, 1-3 electoral cycles. One possibility is a temporary emergence of a local two-party system distinct from the national (e.g., Democratic and Progressive parties in New England, Democratic and Republican parties elsewhere). This won't last much longer than until the first time the presidential election goes to Congress, if that long. But it could happen.

Now, it is not inevitable that the two parties out there would be the same. Perhaps, in 60 years it will be the Remocratic and Depublican parties that rule the land. But two parties they will be.