It isn't easy getting over a breakup, especially when there are so many reminders of the once-blissful partnership thrown in your face.

Just ask Ryan Cabrera. The 23-year-old singer/songwriter, whose on-again off-again romance with Ashlee Simpson was played out for all to see on her MTV reality show, delves into breakups -- and what happens when reminders of a relationship surface -- with "Photo," the somber second single from You Stand Watching.

Cabrera penned the thoughtful track last year after he came across a picture of an old flame that reignited some past emotions. And while the singer admits that all his songs stem from personal experiences, don't automatically assume that they're all about his famous ex (see [article id="1508270"]"Ryan Cabrera's Love-Song LP Isn't All About Ashlee"[/article]).

"It's amazing what one picture can say and the feelings that it can bring back to you," he explained. "It was cool to see that photo and feel like I was in that relationship again just through that one little piece of paper. And the song kind of asks the question, 'Will we ever have one more shot at the relationship, and will we ever get to take another one?' "

Cabrera wants to incorporate that contemplative theme into the video for "Photo" that is slated to be shot later this month. There's no word yet on who will helm the clip, but fans can expect a lot of flashbacks and some location filming.

"I think we might actually go shoot it in Mexico and give it a gritty 'Traffic'-esque vibe," he said, referencing Steven Soderbergh's 2000 drug-themed drama. "I want it to be a really romantic story about these two people who are no longer together, but keep missing each other, and then they each find a picture that brings back all of these memories."

Right now, Cabrera is headlining a cross-country trek through the beginning of December with Boston pop quintet Click Five in tow. The singer, who has spent the bulk of the last two years touring the globe, says he rarely gets homesick.

"I know that later on in my life I'll have my time to be at home, but right now I love being on the road and playing shows every night," he explained. "It's my favorite thing in the world."

His loved ones, on the other hand, may have a harder time seeing the singer leave for such an extended period of time. Many of his family and friends hit up shows along the way to support Cabrera, but don't expect to see a girlfriend waiting in the wings.

Cabrera says he hasn't had a serious relationship since his romance with Simpson ended last year, despite what you may have read in the tabloids. (In other words, no, he's not dating Paris Hilton's buddy Kimberley Stewart.)

"It's sad that you just can't be friends with anybody anymore," he said. "If I hang out with someone, it'll be all over the press the next day and everyone's asking, 'Are you dating this person?' and 'Are you dating this person?' I'm like, 'What, you think I date everyone?' " Cabrera joked. "Unfortunately, people believe it, but you just have to learn to laugh at it. You know the truth anyway."

The singer, who says he finds it hard to maintain a relationship while on the road, added that he would be willing to make the effort if he believed he found the right woman.

"You never know who you're going to meet. I could be single today and have a girlfriend in two weeks!" Cabrera laughed. "I mean, I don't think I am ... but I'm not opposed to it."

Ryan Cabrera tour dates, according to his record label:

• 11/9 - Pittston, PA @ The Staircase