When he began his solo musical journey, Jaron and the Long Road to Love's Jaron Lowenstein pledged to be as honest and confessional about himself as he is with his music. "This is 2010, and I want to be as real and as accessible as possible," said the singer, as The Boot sat down with him for a candid conversation to learn about everything from his celebrity man crush to the movie that makes him cry. We also learned that, yes, there is such a thing as too much information!

What's one thing a woman can do for you that will immediately attract you to her?

I like to think that everyone's got one thing in the world that they're better than everyone else at. What I think about a woman is most attractive is her honesty with who she is, her self-awareness and her comfort with herself. So it's not necessarily a physical beauty, it's a level of security. When somebody's comfortable in their own skin there's nothing more beautiful than that.

So turning that around, what's one thing you can do to make yourself attractive to a woman?

I think women have a better understanding -- their priorities are much more in line with what's important -- than men. Whereas men are taken with the physicality, women care much more about the substance, traditionally. You'll see all the time, a very unattractive man with a beautiful woman. Women, to their credit, get past the physicality really quickly. It's not that they don't want to be attracted to a man, they are, but they're attracted on a deeper level. They want to be with someone who makes them laugh, somebody who's secure, somebody they can trust. I think in order for me to be attractive to a woman, it's the same thing -- it's being secure with who I am, comfortable in my skin. At the end of the day, I think comedy, humor is the biggest strength a guy can have.

What was the worst date you've ever had?

I've had some pretty bad dates. The worst one is too embarrassing. (After Jaron told us the story anyway, we determined that, yes, the story was truly embarrassing and definitely not suitable for print. But be sure to ask him about it the next time you see him!) I have had dates where the assumption is always that the guy is paying. And that's fine. But I have had girls where we would go out to dinner and they would just order up. And we're not talking about food, we're talking about $400 bottles of wine. They'll leave me with some $1,500 tab and they're like, 'Thanks.' Needless to say there's not a second date because I have to go wait in the unemployment line.

Who was the first celebrity you ever met?

Sugar Ray Leonard. I was seven years old and I was at a Pointer Sisters concert in Atlantic City. He was sitting in the booth next to us. We took a picture with him and met him.

Who was your first celebrity crush?

Molly Ringwald.

Who's the sexiest woman alive?

Diane Kruger.

Sexiest man alive?

George Clooney. He's the guy every guy wants to be and every girl wants to be with. He's the coolest dude on the planet. Johnny Depp's a close second.

Who is a famous historical figure you'd love to meet?

Mark Twain.

If you were a famous landmark what would you be?

The Washington Monument. Leave it to me to pick a phallic symbol.

What's the most beautiful place in the world you have ever been?

Italy. I only spent time in Bologna and Milan, and the land is beautiful. But to me, the people are more beautiful. I love the lifestyle and the culture.

If you could be any animal, what would you want to be?

I'd be a dog so I could lick my ... [laughs]

Do you have a favorite current TV show?

'Royal Pains' on USA Network.

What's the most expensive item of clothing you own?

I have a $2,500 shirt made by Dolce and Gabbana. It was bought for a music video, back when record companies were spending money frivolously. It was a super ugly shirt. It was the biggest waste of money to me, ever. I could have 50 nice shirts for that.

What was your dream car when you were a kid?

A purple Corvette.

What's one movie that always makes you cry?

'Cinema Paradiso.' I've seen that movie, it's got to be 20 or 30 times. The last 20 minutes of that movie just kills me.

What's the most romantic movie you've ever seen?

'Casablanca.' Another one of my favorites. It's incredibly romantic even though it doesn't have the typical Hollywood ending.

What's your favorite guilty-pleasure movie?

'Tommy Boy' or 'The Rock.'

What's one song that always makes you cry?

'Separate Lives' by Stephen Bishop tears me up every time. Not the Phil Collins version but the original. It's just song perfection.

What song can you not get enough of?

'Just Haven't Met You Yet' by Michael Bublé. I could listen to that song every day and not grow tired of it.

What's the last great book you read?

I have a book right now called 'To Heal a Fractured World.' It's a beautiful book all about social responsibility from religious and non-religious perspective. It was written by a rabbi but it was given to me by a buddy who's a Baptist and his pastor gave it to him.

Who's your favorite Beatle?

Obviously it's [John] Lennon or [Paul] McCartney. I would say McCartney's better with melody, but Lennon is the one who had the conversation with [Bob] Dylan and got them into writing lyrics. He's the one that pushed the band into telling stories. Even though on a social level, I probably would not have liked [John Lennon] as a person, just guessing from things I've read.

What would your friends say is your worst habit?

Probably farting.

Is there a household product you can't live without?

Baby wipes. Adult wipes. I like to be clean.

What is one thing that you dread?

I don't dread a lot. But I travel a lot, so one thing I dread is the anticipation of long lines and waiting at the airport. I hate waiting around.

What's your worst fashion faux pas?

I probably have more than I can list. Sometimes I get lazy. Obviously with the title of the album being 'Getting Dressed in the Dark' ...

If you weren't a singer you would be?

A record label executive. Oh, wait, I'm that, too ...

Have you ever played a show somewhere that felt unsafe?

Years ago, my brother and I played a rock 'n roll biker bar. My brother was playing acoustic guitar and we were both singing. There was a giant sign in back of the stage that said, "No Folk!" [Our manager] said, "You'll be fine, get up there!" Everyone was looking at us with crossed arms. Needless to say, two songs in it was like, "Uh, we're leaving."

If you were a superhero, what superpower would you most want to have?

It would be the ability to identify the truth. Because I'm very hung up on the truth. I say it all the time, I can deal with the worst thing in the world or the best thing in the world. The one thing I can't deal with, I can't file in my head is dishonesty or lies. You can't have closure with dishonesty. I'm not perfect, but I'm pretty close to perfect when it comes to telling the truth.