Stream: Laid-back Hip-Hop for The Perfect Day Off

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Despite our best efforts, time, as they say, flies. And in the spirit of #everydaymadewell, we’re slowing things down and enjoying the day’s little moments. One guaranteed way to do just that? Take a day off and break from your routine—and we have just the soundtrack for it. It’s old school, a little rebellious and totally relaxed.

This playlist is inspired by the first time we played hooky to spend the day watching Janet Jackson music videos and making En Vogue mix tapes. There’s nothing like throwback hip-hop to interrupt your “regular programming.” After all, as Fresh Prince sings in “Summertime,” “If it ain’t broke, then don’t try to fix it.”

1. “Jump,” Kris Kross

2. “Summertime,” DJ Jazzy Jeff & The Fresh Prince

3. “It Takes Two,” DJ E-Z Rock & Rob Base

4. “Can I Kick It?,” A Tribe Called Quest

5. “U.N.I.T.Y.,” Queen Latifah

6. “I Wish,” Skee-Lo

7. “Me, Myself and I,” De La Soul

8. “Just A Friend,” Biz Markie

9. “The Power,” Snap!

10. “Don’t Take It Personal (Just One of Dem Days),” Monica

11. “Poison,” Bell Biv DeVoe

12. “U Can’t Touch This,” MC Hammer

13. “My Boo (Hitman’s Club Mix),” Ghost Town DJs

14. “Now That We Found Love,” Heavy D. & The Boyz, feat. Aaron Hall

15. “Whoomp! (There It Is),” Tag Team

16. “Sound of Da Police,” KRS-One

17. “I Got A Man,” Positive K

18. “I Wanna Be Down,” Brandy

19. “Hip-Hop Junkies,” Nice & Smooth

20. “Ms. Fat Booty,” Mos Def

21. “My Lovin’ (You’re Never Gonna Get It),” En Vogue

22. “Wild Thing,” Tone Lōc

23. “Reminisce ’03,” Mr. Cheeks, feat. Pete Rock & C.L. Smooth and Journalist

24. “The Choice Is Yours (Revisited),” Black Sheep

25. “The Light,” Common

26. “My Prerogative,” Bobby Brown

27. “You Got Me,” The Roots, feat. Erykah Badu

28. “Hip Hop Hooray,” Naughty By Nature

29. “Going Back To Cali,” LL Cool J

30. “Any Time, Any Place,” Janet Jackson

Stream the playlist here and shop our newest arrivals here.

P.S. Instagram how Madewell fits into your days with hashtags #everydaymadewell #contest for a chance to win the best year ever: a $2,500 Madewell gift card, a new bike and more.* See details and some of our favorite snaps right here.

Photography by Angi Welsch.

*No purchase necessary. A purchase or payment of any kind will not increase your chances of winning. Open to legal residents of the 50 United States (including DC), 18 years and older who did not purchase any equipment for the purpose of entering the contest. Void where prohibited. Enter contest by September 30, 2015. For Official Rules and prize descriptions, visit bit.ly/everydaymadewellrules. Sponsor: J.Crew Group, Inc., 770 Broadway, New York, NY 10003.