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20 Big Questions Every Man Will Face In His Twenties

May the answers find us, if we don't find them first. Raise a glass to life's milestones with Tullamore D.E.W.

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1. Work hard, play hard, or both?

Catherine MacBride / gettyimages.com
Image Source / gettyimages.com
Nicholas Thio / gettyimages.com

2. Ask out your office crush or play it safe?

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3. City slicker or country boy?

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4. How much fun can you have and still get to work on time tomorrow?

5. Suit up or keep it casual?

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6. Rise with the sun or give it the finger?

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7. DIY or hire a pro?

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8. Smart choices or bad decisions?

Paul Garland / CC BY-SA http://2.0 / Flickr: paul_garland
saeru / CC BY-SA http://2.0 / Flickr: saeru

9. Get a small tattoo or go full sleeve?

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Gui Seiz / CC BY-SA http://2.0 / Flickr: guiseiz

10. Live in the moment or plan for the future?

11. Follow the girl of your dreams or walk the single road?

San Sharma / CC BY-SA http://2.0 / Flickr: sansharma
San Sharma / CC BY-SA http://2.0 / Flickr: sansharma

12. Is there such thing as too much vacation?

13. Hit the gym or hit the links?

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14. Single stack, double stack, or get on my level?

m01229 / CC BY http://2.0 / Flickr: simondee
SimonDoggett / CC BY http://2.0 / Flickr: simondee
chief_huddleston / CC BY http://2.0 / Flickr: huddleston

15. Keep up with trends or do things the old-fashioned way?

16. Pursue that promotion or pursue your passion?

mozillaeu / CC BY http://2.0 / Flickr: mozillaeu
Anne Winkler / EyeEm / gettyimages.com

17. Is there a reason that can't be the same thing?

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18. Do you prefer yours neat or like it dirty?

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Bill Boch / gettyimages.com

19. Girl you bring home to mom or girl you don't?

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20. And will you make time for one more drink?

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Raise a glass of Tullamore D.E.W. to many more years and many more questions.

Share a photo of your milestone on Twitter or our Facebook page using #PartingGlass.

Share a photo of your milestone on Twitter or our Facebook page using #PartingGlass.