1789-1800: Federalist
1800-1824: Jeffersonian Democrat
1824-1848: Jacksonian Democrat
1848-1854: Free Soil Party (although I could see myself supporting Winfield Scott in 1852)
1854-Present: Republican Party (with the except of a few elections)
Assuming I avoid saying "independent" at any point, since that's kind of a cop out answer it would probably be something like:
1789-1800: Federalist1800-1824: Democratic-Republican1824-1848: Democratic1848-1854: Free Soil Party1854-1930s: Republican1930s-1950s: Democratic (The great depression and WWII would probably shift me towards the Democrats, but the Cold War era would most likely shift me back towards the Republicans at some point)
1950s-2016: Republican (Not in every election, and there are certainly issues I would agree more with Democrats on, but ultimately there is usually something that would keep me in the Republican coalition)
2016-now: Democratic (Even though I'm far from being consistently left-leaning l, the issues that Republicans are most focused on are ones that I strongly disagree with them on. Along with this, Trump, the party's reaction to him, and the way they have been acting since the 2020 election makes me distrust the Republican Party as an institution at this point.)
