One only has to look back to the 1991 Gulf War to see how the Iranian Air Force would likely fare against western opposition. Its never a good thing to underestimate a potential enemy, but in all likelyhood if you are talking air to air combat the Iranians would not fare well.
Despite the Iraqi Air Forces large fighter force, and arguably modern types, including the Mig-29, they were simply out fought. I dont beleive the Iranians are much better than the Iraqis were in air combat, so there is not much reason to think they would fare better.
Training, combat support, strategy, and tactics of western air forces is much higher, and no middle east air arm save Israel has ever demonstrated a real talent for air superiority missions. At least, not to date.
As for the F-14, I saw several at airshows, they were always a most impressive a/c. Pity she has to be retired.
