Mommy & Me: Ugly Christmas Sweater with Rain Boots Outfit

I love all holidays, but I especially love Halloween, Christmas, and Valentine’s Day.  That’s because, it gives me a reason to wear fun, quirky, and unique outfits! For instance, you know we are a sucker for ugly Christmas sweaters.  It is the item we wear the most come December and one of my favorite outfits to put together.  Not only are they soft, cozy, and fun but they are perfect for adding a festive flair without too much effort.  They work well with jeans for a laid-back look, but also works great with skirts for a casual holiday gathering.  Naturally, what I love the most about it, though, is that it’s also a great piece to coordinate looks with your child if you appreciate a good mommy and me styling like I do.  In fact, wearing matching ugly Christmas sweaters is one of our longstanding traditions and today’s post is a look featuring just that!

We now own several holiday sweaters, and it shouldn’t come as a surprise that most of them are from Shein.  They usually have unique details like interesting seam work, patches or paint-splatters that I don’t see anywhere else, and this patchwork Christmas sweater is no exception.  The fit is relaxed, the length is just right, and the fabric is soft and easy to wear.  Of course, the best feature are the different colors in it that make it easy to pair with many other items in our closet.  

Speaking of which, as much as we like the ease of a blue denim and white sneakers outfit, for this look, we chose to pair our ugly Christmas sweater with black skinny jeans and bright colored rain boots.  We absolutely live in ours during the cool, rainy months and I absolutely love the pop of color against our black jeans.  In my opinion, it’s a pleasing combination that is unexpected and effortlessly chic.

As an aside, I’ve been on the hunt for a good pair of rain boots after my red ones bit the dust and the yellow ones I am wearing here is from Nomad.  I love everything about it – the color, fit, and style.  They do not require any breaking in and are super comfortable right out of the box.  On top of that, in an attempt to use and rotate through all my designer handbags, I used this opportunity to carry my Chanel purse that I bought in 2000.  It often seems too formal for my everyday looks, so it spends a lot of time sitting pretty in my closet.  Now, I wonder why I waited so long to bring her out.  #doh

Do you all have any fun Christmas traditions with friends and family? If so, I’d love to know!

SHOP OTHER CHRISTMAS SWEATERS:

*Disclosure: This post contains affiliate links.  If you click through and make a purchase, I may receive a commission (at no additional cost to you).  

**Additionally, some items linked above are not the exact item shown because it is either old or sold out, but I linked similar items for those that are unavailable.  

22 COMMENTS

  1. Emman Damian | 17th Dec 25

    I love the ugly Christmas sweater. The rainboots really compliments it. So nice! I want one too.

  2. Jill | 13th Dec 25

    You two are the cutest! Your sweaters are so fun and festive! Love the yellow rainboots!

    Jill – Doused in Pink

  3. Bojana Krienke | 11th Dec 25

    If I had a Channel purse, I’d be wearing it everyday! For real! Also, I love your Christmas sweaters and I am 100 % where it’s at with that too. Working in a school, I get to wear all the sparkles and holiday sweater/sweatshirts this time of year and I am all in for it. LOL.

    Happy holidays to you and your family.

    bosbodaciousblog.blogspot.ca

  4. Kathrine Eldridge | 11th Dec 25

    I don’t think these sweaters are ugly at all! The boots are perfect with them. These photos are adorable!

    https://www.kathrineeldridge.com

  5. Arieta Mulligan | 10th Dec 25

    This is adorable! The matching sweaters with the bold rain boots are such a fun idea, cozy and playful at the same time.

  6. Clarice | 10th Dec 25

    Awww! You are both so cute, and I love the sweater and the matching boots. Will check the rain boots from Nomad. I actually need one.

  7. Sonia Seivwright | 10th Dec 25

    I kept thinking about how fun that matching moment must have been while reading your post. Seeing you both in those bright Christmas sweaters with the rain boots made it feel playful, like something you throw on for a chilly day out without overthinking it

  8. Rosey | 10th Dec 25

    Oh! They’re not even ugly. They’re so cute. Love the whole look! Merry Christmas.

  9. Barbie R | 9th Dec 25

    I always love when you share these moments with you and your son. Ugly sweaters are so fun and your matching looks are adorable.

  10. mireille | 9th Dec 25

    You too are cute as buttons in these outfits! And I love the spot you took your pictures! Those rainboots are so fun and glad you get to wear them on repeat.
    http://www.chezmireillefashiontravelmom.com

  11. Bedabrata Chakraborty | 9th Dec 25

    Such a cute post and the matching theme looks so warm and fun. Really loved how the outfits come together and those are very nice sweaters. Feels perfect for a cozy Christmas day.

  12. Nikki Wayne | 9th Dec 25

    Wow!! You’re both cute. I love those matching outfit with your child. What a great bonding.

  13. LisaLisa | 9th Dec 25

    OMGoodness, I love this! I love the ugly sweaters even though they aren’t ugly …lol I love the bond you have with your son, the memories you both are creating will forever be “Priceless”.

  14. Melanie E | 9th Dec 25

    I absolutely love this festive look! Matching mommy-and-me ugly Christmas sweaters are such a fun tradition, and pairing them with bright rain boots adds a playful, unexpected pop of colour. The relaxed fit, cosy fabric, and stylish details make this look both effortless yet chic at the same time. Your outfit inspiration is perfect for holiday gatherings and rainy winter days of which we have had far too manyof recently!!!

  15. alejandra | 9th Dec 25

    Such a lovely outfit!! It’s fun, festive, and comfy. And you both look so adorable with matching looks!

  16. Jas | 9th Dec 25

    Really cute matching outfits with this Christmas sweater. I love how it be wore with various accessories.

  17. Cathy Jose | 9th Dec 25

    Such amazing and wonderful style of sweater, it hits a great vibes and energy in this Christmas holiday, love the matching outfits and style of fashion, the quality and texture was amazing, love it!

  18. Twinspirational | 8th Dec 25

    I love it! I love seeing colorful outfits on Holidays because I feel like that’s what the Holiday is about and about expressing themselves through outfits!

  19. Kat | 8th Dec 25

    That outfit combo really nails playful holiday vibes with loud personality and cheerful charm.

  20. Beth | 8th Dec 25

    Hot take, but I don’t even think those sweaters ARE ugly. I think they’re super cute!

  21. Stephanie | 8th Dec 25

    I would have never thought to pair an ugly sweater with rain boots, but I love the pop of color! Although, I know they are called “ugly sweaters” but these ones are so cute!

  22. Jerry Godinho | 8th Dec 25

    I love how you embrace the fun and cozy spirit of the holiday season with matching Mommy & Me sweaters. It’s such a joyful, festive way to celebrate together. The casual, comfy outfit with rain boots keeps it real and practical while still totally embracing the Christmas vibe.

Leave A Comment

Your email address will not be published. Required fields are marked *