Taylor Swift's New Man!

Posted on July 20, 2010 - 10:19am by Jennie

But despite the couple's PG lunch date, her new beau definitely doesn't rep the same squeaky-clean image as her ex Taylor.

Taylor Swift & Toby Hemingway

Taylor & Toby Outside LuLu's Cafe on Melrose

Not only is Toby 27years old --that's 7 years older than Taylor-- but he's also known for being quite the party-boy.

Toby Hemingway & Chace Crawford

Toby Partying w/Gossip Girl hunk Chace Crawford

And on top of that, there are rumors that he is still seeing his ex-girlfriend Willa Holland... uh-oh!

Willa Holland

Actress Willa Holland (Recently known for playing Agnes in Gossip Girl)

So what do you guys think, are Taylor & Toby a good match or is it a heartbreak waiting to happen?

talkalot said:
1 year ago (July 20, 2010 - 1:40pm) 1 Vote ( - 0 / + 1 )

I say that Taylor Swift is setting herself up for another heartbreak. Don't go for the bad boys Taylor!

Lulu said:
1 year ago (July 20, 2010 - 8:55pm) 1 Vote ( - 1 / + 0 )

I think it will be another heartbreak for Taylor Swift!

Gabbie said:
1 year ago (July 21, 2010 - 10:32am) 1 Vote ( - 0 / + 1 )

I think Taylor Swift may end up getting her heart broken but I hope he doesn't so that to her they look cute together

dramafree said:
1 year ago (July 23, 2010 - 6:11am) 1 Vote ( - 0 / + 1 )

I think going to lunch with a friend does not a romantic relationship make. So, I wouldn't worry about it.

Penny said:
1 year ago (July 23, 2010 - 8:59am) 1 Vote ( - 1 / + 0 )

all boys are trouble! good luck Taylor!

tegeagent007 said:
1 year ago (July 25, 2010 - 11:50am) 1 Vote ( - 1 / + 0 )

Taylor is a great role model for young girls everywhere. My girls are living proof. Her No 1. concern is her fans and people who are much less fortunate then herself (Look how she reacted to the flood victims in Nashville). She is still very young. Stay grounded Taylor, and some guy down the line will be truly lucky to have you. Unlike Miley Cyrus, which I'm sorry to be putting her even in the same sentence, Taylor appears to be very secure with her talent, and she doesn't need to act, and sound like a ****** young hooker with a bad hangover, who can't be tamed. What a waste of a young life. Miley should be concentrating on getting her high school diploma with a major in English and Common Sense. She sounds like a fool evertime she opens her mouth. Taylor is old enough to have a date with whomever she wants, it will give her a better perspective on life. Besides one or a couple of dates doesn't a life make. However, I would say, "stay away from the hollywood crazies as much as possible, and you'll do just fine".