WVW: What V Wore

WVW: Shorts-n-Boots*

If you couldn’t see a teaser photo with that headline, would you have been thinking of Jessica Simpson in her Daisy-Dukes-and-cowboy-boots glory? While Jessica looked hot as in that ensemble, long gone are my days of wearing cowboy boots. Riding boots, yes, but cowboy boots no longer suit me, though I did wear them like a whole summer, of all times, back in college. Anyway.

I do like shorts with boots…it’s so unexpected, and you can only get away with that combo for a small space of time in between seasons. Come to think of it, I’ve done it quite a bit on the blog:

Image of Jessica Simpson via interoutetv.com.

Of course, in this post I’m cheating a little bit because I’m wearing these crazy hybrid sandal boots, but they are classed as a boot. There’s something a little bad girl about wearing shorts with boots, don’t you think?

*WVW = What V Wore
Shirt: Banana Republic • Shorts: Banana Republic • Bag: Courtesy of Foley + Corinna • Boots: Jeffrey Campbell • Sunnies: D&G

Are you a cowgirl or cowboy? Would you wear shorts with boots?

The Author



V is the founding editor of GRIT & GLAMOUR, a professional content developer by day, and a die-hard Southerner. When she's not writing or trolling Instagram, she's spending time with her other loves: her Aussie husband and dog Macy.

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  1. May 23, 2011 at 10:36 am — Reply

    I so would! I am loving your va va voom-approach to shorts and boots! This look is divine, Vahni! That second picture is a true show stopper. Meeauw!

  2. May 23, 2011 at 10:39 am — Reply

    Hell yes! I love the look of shorts with boots. One of my favorite looks from last summer included denim shorts and a pair of cowboys I’d nabbed at a garage sale for $5. http://www.alreadypretty.com/2010/08/casual-outfit-roundup-week-of-august-15.html

  3. May 23, 2011 at 10:49 am — Reply

    I love shorts. And I mos def love boots. It’s a no-brainer like peanut butter and chocolate. Only waaaay more sexy. You rock sex-ay like nobody’s business. And I I totally dig your sandal-slash-boot business with those shorts. I like the trouser cut of the shorts, and the incredible gams that adorn them. Meow!

  4. May 23, 2011 at 10:57 am — Reply

    Dear V, so what I like the most in your appropriation is the way these “boot-likesques” sandals unveil your polished toes, subtly betraying a glossy harmony with your lipstick !!! OR a stylized way to express your (inner) “GLAMazon-ittude” ‘s (insolently) multi-faceted virtualities . . .
    ps: Ooh I am pretty sure that you would dazzle in the style of (the “neo Vintage”) Jessica Simpson (“apostle of day to day Sexy / Glam ‘s supportive look”) !!!

    à Bientôt, Antoine

  5. May 23, 2011 at 11:07 am — Reply

    Most interesting sandal boots. I always say the same, but it is because I truly believe it , you can pull off anything and take it to another level.
    I love, love the second pic.
    Thank you for your lovely words. I felt a bit naked about video blogging, but now is done.

  6. May 23, 2011 at 11:27 am — Reply

    Sandals and boots can be so spicy (my new word for sexy lol)!! Those boot-sandals are gorgeous, and you have the best poses!

  7. May 23, 2011 at 11:29 am — Reply

    I am most definitely a cowboy!
    I ugh…i dont think i would wear cowboy boots with shorts, but who really knows? My outfits usually relfect my mood so my mood my be extremely odd one day!

  8. May 23, 2011 at 11:39 am — Reply

    I love shorts with boots and Vahni you make anything look great.

    Loving your relaxed look.
    xoxo from Miami,
    Lauren Nicole

  9. May 23, 2011 at 11:55 am — Reply

    I agree, shorts and boots is a great combo! I pretty much wear boots all winter, so I’m giving them, a rest just now, but maybe i should dig some out! those booty sandal hybrids are a perfect combination of warmth and booty coolness!

  10. May 23, 2011 at 12:17 pm — Reply

    I’m still exploring my fondness for shorts after many years of hating them with a passion. So, I’ve yet to work up to shorts and boots, but I love wearing motorcycle boots with my shorter floral dress. The contrast is simply perfect. As much as I like the sandal boots, I think I might have fallen for your riding boots!

    Oh, and how on earth do I get Jessica’s abs?

  11. May 23, 2011 at 12:36 pm — Reply

    Yes I love shorts and boots. I agree – there IS something “a little bad girl” about wearing the two together!! I think it’s sexy! I am dying over your JC boots! You look amazing. 🙂


  12. May 23, 2011 at 1:06 pm — Reply

    Yep, I would and have rocked the boots + shorts…I especially love it when those shorts are leather :D.

    I haven’t tried the sandal/boot hybrid! I feel I might be a tad short for this to look good on me but you rock it so well!

  13. May 23, 2011 at 1:33 pm — Reply

    Holy cow, Vahni!!! You look amazing. That’s not even a good word to describe you, I’m just at a loss. I think the shorts & boots combo is surprisingly badgirl/sexy, and you definitely pulled it off 1000% (not that I had any doubt that you would, with your bad self. Haha!)


    Kirstin Marie

  14. May 23, 2011 at 1:57 pm — Reply

    I’m not sure I’d wear my cowboy boots, but I love the sandal/boots you paried with your shorts, an awesome outfit altogether!

  15. May 23, 2011 at 2:30 pm — Reply

    FRESH OUT: WVW: Shorts-n-Boots* http://t.co/E0uRI5l

  16. May 23, 2011 at 2:33 pm — Reply

    FRESH OUT: WVW: Shorts-n-Boots* http://t.co/E0uRI5l

  17. May 23, 2011 at 2:41 pm — Reply

    I do like shorts and I would wear them to work too. But I don’t think I can pull of boots and shorts look. Excuse me if I’m drawn to your bag.

  18. May 23, 2011 at 3:57 pm — Reply

    I love boots with shorts – it’s a great look! Wow and look at JS’s abs in that photo! Mind you, I don’t think she ate whilst shooting that film! Bon soiree 🙂

  19. May 23, 2011 at 4:24 pm — Reply

    I’m totally unbiased and I think you look BETTER than JS in these photos!

  20. May 23, 2011 at 4:37 pm — Reply

    V you are looking all kinds of fierce in your shorts and boots! Loving the hybrid boots too…so perfect for the transition of the seasons! Love. xo

  21. May 23, 2011 at 7:05 pm — Reply

    I love how you rock these shorts and boots. Anytime I see someone wearing shorts I’m drawn to wearing them myself , however they never look as good, sadly.

  22. May 23, 2011 at 8:17 pm — Reply

    Ohhhh my….I did it once. I did the shorts with the COWBOY boots thing! I was in my first year of law school (too old to have done it then, def. too old now 🙁 ) I remember taking a bunch of pictures that night too. They were these cheapy, pleather cowboy boot things. Hope those never resurface….Why did I just admit that on your blog? Great F&C bag. How nice of them!

  23. May 23, 2011 at 8:42 pm — Reply

    Love the first pic, you look great! Totally would wear shorts and boots, I love the edginess of it all.


  24. May 23, 2011 at 10:49 pm — Reply

    Jessica’s body was hot back then! You’re hot all the time, of course!

  25. May 24, 2011 at 1:25 am — Reply

    I love your slouchy shorts – such a great way to wear the shorts trend! I’m still working my way up to shorts again. Not quite sure how I’m going to pull that one off but this post is giving my ideas.

    I do like shorts with boots, and I think the boot/sandal look is perfect for shorts. Great post as usual Vahni!


  26. May 24, 2011 at 8:14 am — Reply

    I adore shorts and boots…I would adore it more if I had JS’s legs from that photo..to HOT for words.
    Loving your look here…so chic…and I love the hybrid bootie..lol.
    In the summer I wear dresses and cowboy boots…love that look!!!

  27. May 24, 2011 at 12:31 pm — Reply

    This look is definitely NOT for me. It puts my least attractive part–my knees–in the spotlight. But for those with fab legs, go for it. 🙂

  28. May 24, 2011 at 12:58 pm — Reply

    I went through a serious cowboy boot obsession last fall, but never did buy a pair. I think I just knew it wouldn’t be a wise investment because my interest would wane eventually. Anyway, I love this look on you! I’d never rock shorts and boots myself because my legs are of the short and stocky variety. I can only imagine I’d look more like an Oompa Loompa than Jessica Simpson. I actually don’t own a pair of shorts at all for that reason! Oompa Loompa Chic comes a little too easy for me…

  29. May 24, 2011 at 1:23 pm — Reply

    Those shoes are so interesting- I love it. and you look SEXY! 😉 I love the way you remixed basics into a really cool outfit.

  30. May 24, 2011 at 2:24 pm — Reply

    I totally wear boots with shorts! I have a cute modern ankle boot from Asos I got last year that is perfect with shorts. Just a smidge of cowgirl, made modern in a grey suede. Need to dig those out.

  31. May 24, 2011 at 2:50 pm — Reply

    Love the hybrid boots! I do have a pair of cowboy boots come to think of it, and I haven’t worn them for ages – must dig them out.

  32. May 24, 2011 at 4:52 pm — Reply

    Those sandal boots are so unique! I feel like I’ve seen something like the pair you have at Target before. I definitely like the look of a boot with shorts but sometimes girls can make it look way too slutty. There is a difference between a little sexyness and slutty!

  33. May 24, 2011 at 9:42 pm — Reply

    Call the Fire Department – V set the blogosphere ablaze!! Damn girl! You are hot, Hot HOT!! I love boots with shorts but here in my city eyebrows would be raised! Cowgirl boots – yes but other than that, no way.

  34. May 24, 2011 at 9:50 pm — Reply

    Hot stuff in the hybrids! I really wish I could rock this look I just don’t have the sexy legs to pull it off. You are H.O.T all the way V! xo Mish

  35. May 25, 2011 at 2:01 am — Reply

    I would so wear shorts with boots its a gr8 look xxx loving those sandal boots btw xx looking chic as usual V xx

  36. May 25, 2011 at 9:36 am — Reply

    shorts and boots, yay! I do it all the time but usually with tights. Is that cheating? Your sandal boots are pretty amazing, I think if I was living in New York, Id come steal your entire shoe collection. Tell me your a size 9…. 🙂

  37. May 25, 2011 at 9:47 am — Reply

    so gorgeous V…your shorts and boots is just so beautiful…and everything fits so well…I love it!!! and hey!!!! you definitely look more gorgeous and beautiful than JS.. 🙂


  38. May 25, 2011 at 12:03 pm — Reply

    I would if I wore short shorts… 🙂 I do wear them with skirts…maybe I will try it with shorts…I’ll let you know if I do!

  39. May 25, 2011 at 2:13 pm — Reply

    I love the boots they’re a little bit different and imo a lot nicer than cowboy boots. I do like women with shorts and boots but I think it can be quite difficult to pull off. You look fabulous as always however :-).

  40. May 25, 2011 at 7:44 pm — Reply

    I’m a fan! V you look fantastic as always, I do love that wonderful white F+C bag too! If I had boots like yours in the second image I think I’d wear them always… lol Shorts & mini skirts with boots are great, especially if styled like these above. -xxoo

  41. May 27, 2011 at 9:38 am — Reply

    Confession: I’ve never worn cowboy boots! That said, these past nine months in Mexico have almost made me want to go there…almost. While I don’t love cowboy boots, I do love boots with shorts and I love your take on the combination. Your boot/sandals add a bit of edge to this classic look!

  42. May 27, 2011 at 11:44 am — Reply

    I do like boots with shorts, but have never really worn them together…i think it’s a tricky one to pull off, but the way you do it here with those pseudo-sandal-boot works really well. Also really like the shirt your are wearing xx

  43. May 27, 2011 at 12:39 pm — Reply

    I love this look, although I am not sure if I can pull it off. I have never worn cowboy boots, but have recently started really really liking them a lot. You look great. You pull this off beautifully.

  44. May 27, 2011 at 1:38 pm — Reply

    I love the look of shorts with boots. Like you said, it looks so bad because it is so unexpected. I first fell in love with the look when I saw the remake of “Dukes of Hazzard” with Jessica Simpson, who, by the way, was so hot in that movie. I think cowboy boots with shorts make your legs look long and lean, and it emphasizes your glutes in a perfect way.

    Twitter: @GlamKitten88

  45. May 27, 2011 at 2:38 pm — Reply

    Your legs are killer, V! I love the shorts/boots look. But mostly because of the hybrid pair you’ve chosen. I’ll do anything to let me toes breathe and these are perfect. Love the whole look and I think that’s the best J.Simpson has ever looked!


  46. May 28, 2011 at 8:20 pm — Reply

    I really like those boots! They are so different, and modern. I wouldn’t ear shorts with boots but it’s because I don’t wear shorts. I just feel awkward in them. I do wear my over the knee boots with my capri’s because it’s not as hot as full length jeans.

  47. Ambuji
    May 29, 2011 at 1:11 am — Reply

    I love your description of the open toe hybrid boots. You look remarkable in the shorts with the very long and toned legs : ))

  48. May 29, 2011 at 4:46 am — Reply

    love the shorts with high boots…this look really suits you. how hot did JS look in that film, amazing!

  49. May 30, 2011 at 10:21 am — Reply

    Thank you all for your comments and thoughts on the shorts+boots look. Several of you mentioned boots with minis or little dresses and I love that combo too. Thanks again!

  50. May 30, 2011 at 3:28 pm — Reply

    Catching up on my reading… love this look on you and just about everyone else! I generally avoid shorts at all costs, but I do love to wear boots with dresses and skirts. There si just something so sexy about that touch of skin between the hem and top of the boot! Love.

    • June 2, 2011 at 9:36 pm — Reply

      Thanks, B!

  51. June 1, 2011 at 12:59 am — Reply

    i always wear shorts with ankle boots or moccosin boots. i love the laid back look of them.

    • June 2, 2011 at 9:39 pm — Reply

      I’m with you on that. Moccasins with cutoffs has kind of become timeless, hasn’t it? Thanks for your comment!

    June 10, 2011 at 12:00 am — Reply

    I gotta admit, the post’s title instantly made me think of the character “Puss in Boots” from Shrek. I’m a kid at heart!

    I love this look, though. I’ve worn shorts with boots numerous times, especially in the winter/spring in California. You gotta do it!

  53. June 12, 2011 at 6:01 pm — Reply

    Shorts and boots are the perfect combination, especially since I’ve never seen anyone where I live do that. Cowboy boots are less versatile, they have to be paired with the right outfit or else you can look a little too western-y. I’m digging your sandal-boot hybrids, they’re to die for!

  54. June 13, 2011 at 9:22 am — Reply

    Thanks, dolls!

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