Top Ten Stylish and Sexy Men Over 40

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Patrick Dempsey

Actor Patrick Dempsey speaks onstage at the 'Racing LeMans' panel discussion during the Velocity portion of the 2013 Summer Television Critics Association tour - Day 2 at the Beverly Hilton Hotel on July 25, 2013 in Beverly Hills, California.
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Patrick Dempsey (born 1966) is one sexy guy but in interviews claims that doesn't see himself as a sex symbol. He has class, humility and looks great in a tux. But part of his allure is that amazing head of thick hair which he keeps a little longer to show off its wave. He simply parts it on the side and just brushes it back--so classic.

Want longer hair like Patrick but don't know how to pull it off? Use these photo galleries of Medium Length Hairstyles for Men and More Medium Length Hairstyles for Men for ideas.

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Viggo Mortensen

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Viggo Mortensen (born 1958) gained mainstream popularity after 'Lord Of The Rings.' Who would guess that he is over 50? Wow! A fitted two-button suit with flat front trousers and unbuttoned dress shirt shows off his physique without being age inappropriate. I can only hope to look this trim and exude this much sex appeal at that age.

Want a suit like Viggo's, but don't want to spend a fortune? Then see my list of 6 Affordable Men's Suits.

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Brad Pitt

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Brad Pitt (born 1963) has been considered one of the sexiest celebs for many years, but I admire him for being a style icon. No matter what the occasion, he seems to exude style and confidence. And he definitely has an approach to fashion that is uniquely his own. He can have a tailored look, but look comfortable with unbuttoned shirts, or he can wear jeans and a form fitting shirt all the while looking put together and sexy. Use this Photo Gallery Of Brad Pitt as inspiration for a new look.

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LL Cool J

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LL Cool J (born 1968) seems to defy aging. He is dedicated to fitness and even wrote a book about it called "The Platinum Workout." He dresses in a fun youthful style and pulls it off well which is why I admire him. But part of his sex appeal is his attitude, having once said "it's about being true to yourself and those around you." Now that's sexy.

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Hugh Jackman

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Hugh Jackman (born 1968) is one of the sexiest and stylish guys to have been exported from Australia. He always looks dapper, at least when he's not running around as Wolverine. And here is another star whose thick head of hair is one of his trademarks. He keeps it a bit longer and brushes it back to show it off. His five o' clock shadow is another trademark which shows off his chiseled features.

It's not just Hugh, though, who is known for great hair. See this Photo Gallery Of My Favorite Male Celeb Hair for more Hollywood hotties with coifs to be envious of.

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Josh Holloway

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Josh Holloway (born 1969) looks better in jeans and casual shirt unbuttoned half way than a suit. He pulls off the beachy surfer look perfectly. Actually he does surf in real life and lives in Hawaii which makes his commute to the set of 'Lost' an easy one. Shaggy hair and stubble is definitely a Hollywood trend.

Copy Josh's look!

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George Clooney

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George Clooney (born 1961) is a style icon. Yes George has classic Hollywood good looks, talent and all that, but he has a personal style that is very much his own. It is classic, but not stuffy. It is simple, but not boring. And it is a way of dressing I wish many men would embrace. Not convinced? After you see this Photo Gallery Of George Clooney, you will know what I mean.

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Michael Weatherly

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Michael Weatherly (born 1968) is another celeb who seems to defy aging. He has boyish good looks and sports fun hairstyles but more importantly, he has retained his boyish charm. Michael is not a particularly well known actor--he is best known for his roles on 'Dark angel' and 'NCIS.' His faux-hawk and fun tee also help his cause. Copy Michael's look!

  • Photo Gallery of Men's Faux-Hawk Hairstyles
  • Graphic Tees for Men

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Pierce Brosnan

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Pierce Brosnan (born 1953) exudes class and style, but what else would you expect from a former James Bond? wearing classic suits, Pierce looks dashing at every event he attends. And here is further proof that a crisp white shirt and black tie is always a smart choice at important events.

It's not an expemsive look to copy either. This White Pinpoint Classic Shirt by Charles Tyrwhitt is a perfect example of a good quality, but affordable dress shirt.

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President Barack Obama

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President Barack Obama (born 1961) has a classy, yet refreshingly simple look--dark suits, a white dress shirt and a gorgeous blue or red tie (most of the time). His suits are tailored to fit giving him a nice slim silhouette. When he is being casual, he simply takes off his suit jacket and roles up his sleeves to mid-forearm -- no fuss yet always looking sharp. I certainly wish more men would dress like Barack Obama. See this Photo Gallery Of Barack Obama to see his signature look in action.