Heidi Klum and Seal
This German model and English soul singer-songwriter duo started dating in early 2004. The twist? Heidi Klum was pregnant with ex-boyfriend Flavio Briatore's child at the time (though Flavio was no longer involved in Klum's life). When Klum gave birth to daughter Leni, Seal became the de-facto father. Come The two got engaged in December 2004 and married in May 2005. Soon after, they had three biological children together (talk about a big Hollywood family), so it's a shame that they split in 2012.