Freddie Prinze Jr. Shirtless Photos. Freddie Prinze Jr. is now 37 years old but it looks like he hasn’t aged one bit from the first time we saw him guest-star as Sandy, the flute-playing male nanny everyone loved in the ninth season of Friends. Well, everyone loved him except the neurotic and jealous Ross Gellar whose dislike for the male nanny was eventually traced to his daddy issues. Anyhoo, here’s a photo of Freddie as Sandy the male nanny from back in 2002.

And here’s a recent shirtless photo of Freddie from an episode of the Witches of East End where he plays the role of Leo Wingate.

Okay maybe he’s aged a little bit, after all its been 11 years, but he’s still boyish and fresh-looking. What’s his non-aging secret? Did he discover Ponce de Leon’s Fountain of Youth?

Question: Can you guess the brand of underwear he’s wearing with only the waistband peeking out of his pants as your clue? Our guess is that its Fruit of the Loom but we’re not 100% sure. Want to see some Celebrities Wearing Fruit of the Loom Underwear?

Freddie Prinze Jr: Boxers or Briefs. Speaking of underwear Freddie, in an interview with Dennis Henley a few years back, reveals that he prefers boxers underwear rather than briefs.

From dennishenley.com: Following Down To You, Prinze gets the girl again in voyeurism comedy Head Over Heels, in which he plays a sexy young charmer who Monica Potter spies on from her neighboring apartment. “My character runs around in his underwear a lot,” Prinze says, rolling his eyes, “so I had to look good in that movie, but I worked out hard for it.” By underwear, are we talking briefs or boxers? “Boxers in life, boxers in the movie,” he says resolutely. “I can’t mess with the briefs, man. I gotta have room to breathe.”

What about you or your man? Do you (or your man) need a room to breathe down there or would you rather keep it snug with tight briefs?

Oh wait, although he personally prefers boxers, our Freddie does not mind wearing skimpy briefs for a movie role. Here’s a pic of him wearing briefs underwear in the 2001 movie, Summer Catch (via eviltwincaps.com).

Want More Shirtless Freddie? Of course you do. Here’s another one from Summer Catch.

From the 2007 movie New York City Serenade.

If you know where the next shirtless pic is from whether a movie/tv screencap or a modeling pic, do tell us in the comments.

By the way, for those of you wondering, our Freddie is neither single nor dating anyone. He is very much married to actress Sarah Michelle Gellar. The two got married in 2002 and are blessed with two children.

Freddie Prinze Jr. Shirtless Photos, Underwear Preference, Family. Posted 15 November 2013. Last updated: February 24, 2020 at 6:00 am.