There wasn't a lot of diversity in the way of names. He married three C/Katherine's, two Anne's, and a Jane and was involved with an Elizabeth "Bessie" and a Mary (Boleyn) and goodness only know who else. His mother was an Elizabeth, and his sisters were Margaret, Mary, and Katherine and Elizabeth who both died young. His daughters were Mary and Elizabeth. His grandmothers were Elizabeth and Margaret. The only diversity was really in his aunts' names: Mary, Margaret, Catherine, Anne, Bridget, and Cecily. When reading about this time in history it sometimes gets confusing with so much name repetition. Ditto a few hundred years down the line with all the Victorias. Thank goodness for nicknames.
As for being on topic, I would have most hated to be Anne. Like someone said, she came between a queen that was beloved by the people and the queen that gave Henry what he wanted. She's the one that history has most labelled a "ho". I'd rather be forgotten than remembered like that.
If I had to be one I'd pick Anne of Cleves. She got to go away quietly, with her head intact. At that point in Henry's life I don't think she was exactly itching to sleep with Henry so that he could have more male heirs either. The same with Katherine Parr, except Katherine died giving birth and suspecting her husband was having an affair with her stepdaughter. Anne just had a happier existance.