How to Style Your Monogrammed Sweatshirt

Posted by Born To Be Sassy on Oct 19th 2025

There’s nothing better than slipping into a cozy monogrammed sweatshirt that’s as stylish as it is comfortable. Whether you’re running errands, headed to brunch, or snuggling in for a weekend at home, your sweatshirt can easily become a cute, put-together outfit with just a few styling tricks. At Born To Be Sassy, we believe comfort and style should always go hand in hand — and a little personalization makes every look even better!

Monogrammed Sweatshirt

1. Keep It Casual and Cute

For those laid-back days, pair your monogrammed sweatshirt with your favorite jeans or leggings. Add some simple sneakers or slip-on shoes for an effortless, everyday look. Whether you’re grabbing coffee or picking up the kids, this outfit keeps you comfy without sacrificing style. Want to make it pop? Choose a sweatshirt color that complements your monogram thread — think soft pastels for spring or bold brights for fall.

2. Dress It Up for a Weekend Outing

Yes, you can totally dress up your monogrammed sweatshirt! Try layering it over a collared shirt or pairing it with a midi skirt and ankle boots. This combo creates a polished yet playful look that’s perfect for brunch with friends or casual date nights. Add simple jewelry or a personalized accessory to tie the whole outfit together.

3. Cozy Layers for Chilly Weather

When temperatures drop, layer your monogrammed sweatshirt under a monogrammed jacket or vest for extra warmth and style. The layered look adds texture and keeps you looking chic all season long. Pair it with jeans and boots for a cozy winter outfit that’s perfect for family outings or festive events.

4. Lounge in Style

Who says loungewear can’t be cute? Match your sweatshirt with our monogrammed joggers or leggings for a coordinated set that’s both comfy and stylish. Whether you’re working from home or enjoying a quiet night in, this look proves that comfort doesn’t have to mean boring.

5. Make It Personal — Your Way

Every monogrammed sweatshirt from Born To Be Sassy is embroidered in-house by our talented team, ensuring top-notch quality and that signature southern charm. Choose your favorite font, thread color, and placement to create a custom look that’s all your own. It’s a timeless wardrobe staple that you’ll reach for again and again.

Shop Your Favorites

Ready to style your own? Explore our Monogrammed Collection to find your next cozy favorite. You can also check out our New Arrivals for fresh seasonal styles or browse our Best Sellers to see what everyone’s loving. And if you’re shopping on a budget, don’t miss our $10 Sale for great finds at even better prices.

At Born To Be Sassy, we’re a family-owned boutique passionate about creating personalized clothing that’s as fun and unique as you are. Every monogrammed sweatshirt, hoodie, and tee is made with love, attention to detail, and a whole lot of sass — because your style should always tell your story!