Doug Reinhardt: Lauren and Doug dated for a bit in high school and tried to reconnect their flame years later while they were both single in So Cal.Sadly, the spark just wasn't there the second time around -- plus, when Lauren heard that Doug was trying to date Stephanie Pratt, she shut down the possibility of ever starting things up again.She forgave Jason once for cheating on her with his ex, Jessica, but ultimately, his own jealousy was too much for Lauren to take, and it led to the couple's undoing.Brody Jenner: Well into her Los Angeles stride, Lauren fell hard for the charming socialite, who made her feel like a million bucks."We were always more friends than anything," the 30-year-old told . He was always very sweet to me, and we enjoyed each other's company, but I think it was one of those things where producers really wanted us to be together, and we both knew that we didn't really have that kind of chemistry.
Having dated a long line of folks in the entertainment world before meeting her fiancé, Lauren may have found just what she needs in Tell, who's a law school student. Despite rumors that she's itching to get back on MTV, despite the fact she was dying to get off it, two reality shows really were enough for Lauren Conrad.In Touch recently reported that MTV has offered the former Laguna Beach and The Hills star a Newlyweds-style show if she and Kyle Howard tie the knot.Take a look back at LC's dating history, and wish her congrats again on her engagement!Jason Wahler: No one could have predicted that Lauren would fall for the charms of Laguna's most notorious bad boy, but she and Jason seemed to fit together perfectly -- at first.' And [the producer] was like, 'It would be the perfect ending!' And I'm like, 'No.'"To refresh your memory, this is Matthias, the stay with her then-boyfriend Jason Wahler, and wound up deeply regretting her choice.Escaping the friend zone with Stephen Colletti proved impossible, dating Jason Wahler cost her tube upon tube of waterproof mascara and Brody Jenner wasn't exactly ready to settle down.Still, Lauren might never have met the guy she's with -- or have become the person she is today -- were it not for her past relationships.Kyle Howard: For three years, Lauren and the "My Boys" actor seemed completely in love (there was even talk that they'deventually tie the knot), but the seemingly perfect couple shocked the world when they split in 2011.Later, we got word that Kyle was too invested in his career to settle down.