You know what’s awkward? Our first loves. Whether it’s because of embarrassing tattoos they’re sporting now or how out of type they end up seeming, your first boyfriend or girlfriend will probably be a weird story. It’s definitely much more uncomfortable for celebrities. They end up being famous for their fabulous looks and insane list of perfect partners.
Brad Pitt has dated Gwyneth Paltrow, Christina Applegate, Jennifer Anniston and Angelina Jolie, in one lifetime. I’m pretty sure his 16-year-old self was not picking up such Grade-A ladies. So who were the starter models for our favorite celebrities?
[Lead image via teen.com]