Stepping Into Spring: Denim on Denim #WinterToSpringChallenge

Happy Spring! Can you believe it’s spring already!? I sure can’t, it doesn’t help that here in New Jersey, it’s hot one day then freezing cold the next. This makes figuring out what to wear the hardest…do I pack up all my Winter clothes, and unpack all my clothes for Spring? Or do I keep everything as it is? While in this limbo, I’ve decided to make the best out of both worlds. With inspiration from Dia&Co., I created three denim on denim looks that are perfect as we transition into spring!

This season is all about denim and blush/pink, which happen to be two of my favorite fashion trends, so I was beyond excited to do this Winter to Spring Challenge. I put together three denim on denim looks that you can easily mix and match, each of these styles include a layer of clothing (vest, jacket, etc.) that can easily be removed depending on the weather. As much as I love denim on denim, it’s probably one of the hardest to style. Most of the time it’s going to be a game of ‘trial’ and ‘error’, but here are some tips that I’ve learned along the way:

  • Don’t be afraid to play around with colors. Add a pop of color to your denim on denim style by including a piece of clothing to offset all the blue. In this case, I took an Everyday Midi dress that I purchased from Fashion to Figure, and converted it into a top to wear under a vest from Rainbow. These two pieces matched perfectly with a pair of patch denim worn jeans that I’ve had for years. You might notice that these two pieces of denim are not the same shades of blue…that’s okay. Avoid being too matchy-matchy by mixing things up and wearing different shades of denim. You can go a step further by matching two completely different colors of denim, such as a blue denim top with a pair of blush denim pants. The opportunities are endless.
  • Distress is Best. This is purely based on opinion, but there is nothing better than distressed denim. Now don’t go overboard, there’s a limit to everything, but a little distress here and there is definitely not a bad thing…although, my grandma would agree otherwise (she keeps telling me to “patch up them holes.”) There needs to be a perfect balance between comfort and polish, so I try to keep the rips and tears to a minimum, but just enough to add some character. The same idea works with frayed denim, keep it to a minimum, but add just enough to add a little flair.

  • Accessorize Accessorize Accessorize. Adding accessories to your denim on denim look is another great way to break things up a bit. Sometimes I feel denim can be a little too ‘hard’ looking, so I like to add accessories to add a touch of femininity. To do this, I might pull out some pearls or diamond earrings, nothing too fancy, just enough to keep things classy. Shoes are also a great way to dress up denim. As we transition from Winter into Spring, wearing a light boot is awesome for looking super stylish while keeping your toes warm in the cold weather. On warmer days, wear heels to add a touch of ‘sexy’ to your look. Or if you’re like me and love high heels but can’t walk in them, swap them out for flats such as a pair of Converse.

  • Don’t be afraid to try new things. This is the most important, don’t be afraid to try new things! Remember in Taking Chances, I mentioned that tucking my shirt in is something that I refused to do for the longest time. I thought it was something that I, as a plus size woman, just shouldn’t do. Since then, I’ve been experimenting more and more with tucking my shirt in, so when it came to this look I was a little less apprehensive….but still nervous. But I decided eff it! Who cares what people think of me? It’s my body, and it’s my style. If I love ‘it’, that’s all that matters. All this to say, don’t be afraid to try new looks just because you’re scared of what others might think of you. What matters most is how you feel about yourself, and if you feel sexy, confident, and beautiful wearing a potato sack, go head and rock it girl!

Again, denim on denim can be one of the hardest trends to pull off, but don’t let that hold you back from making it your own. It’s a game of trial and error, and it can take time to get it ‘just right’. If you would love to conquer the denim on denim trend, but don’t necessarily feel like taking the time to figure it out, I strongly encourage you to look into Dia&Co.  Dia&Co. is a monthly clothing styling service catered specifically to women of size 14 & up. Based on your style preferences, body type and budget, their team of stylist will curate a monthly box of clothing items and accessories tailored just for you! It’s great for expanding your palette, trying clothes that you might not try on your own — Dia&Co.’s stylists have a great eye for matching the latest trends to your body type. Dia&Co. is also a great option for those (like me) who aren’t overly fond of spending hours and hours in the mall…they ship everything directly to you, where you can change and try things on in the comfort of your own home. It doesn’t get better than that. And if there’s something that you don’t like, simply send it back at no charge, you only pay for what you love.

Let me know what you guys think! Did I pull off this denim on denim look? Let me know in the comments below! Stay tuned for some more Winter into Spring looks coming soon! Until Next Time, <3

Outfit Details

Vest: Rainbow

Dress: Fashion to Figure

Pants: Macy’s (Similar), Eloquii (Similar)

Colorful Denim: Macy’s 


Maya is owner of Pink Caboodle, specializing in Fashion and Body Positivity.

  1. I’m in Jersey, too. We definitely have some crazy weather! Denim is always a spring staple for me. One piece I still have to get is a denim vest! It’s on my list because I love this look!

  2. Love this post!! I’ve definitely learned the importance of trying new trends! The shirt looks so cute a clean look too!

  3. You DEFINITELY pulled off the denim! Ive been looking at Dia & Co and you have given me more incentive to try it! The outfit is adorable on you and I can’t wear heels either. I have such HUGE feet!

  4. This looks lovely! It really suits you well and of course denim is timeless. That pink makes the outfit just pop! Love it.

  5. I think you did pretty good with the look. I am sure that I couldn’t do denim with denim. It would just look to strange on me. I think the red was a good color to help the ensemble work.

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