Heidi Klum & Tom Kaulitz (17 years)
Now, we are all for gender equality, and seeing as how this list is dominated by older men with younger women, we had to toss in an older woman to provide some balance which leads us to the near 50 year old supermodel, Heidi Klum, grabbing herself up a much younger musician from Germany, Tom Kaulitz. The two only dated for roughly a year before tying the knot in 2019 and by all accounts are a very happy couple.