Styling Wide Leg Jeans for Fall: Outfit Ideas and Tips

More relaxed denim silhouettes have been making a comeback for some time now, and this season, they’ve definitely hit the mainstream. These days, wide-leg jeans are undoubtedly the most prominent denim style I see in the stores where I usually shop.

While some ladies have embraced the trend wholeheartedly, others feel intimidated by styling this tricky silhouette. I’ve been receiving a lot of questions about what to wear with wide-leg jeans this fall.

I was initially a slow adopter of this trend, but now that I’ve figured out how to wear them, I’m completely on board. Wide-leg jeans have a timeless appeal that I truly appreciate, and while it may not seem so at first, they’re actually quite versatile. The relaxed fit and wide leg openings allow for easy movement, making them comfortable for all-day wear. Plus, they can be dressed up or down, depending on the occasion.

If you’re not a fan of wide-leg jeans, don’t worry—there are plenty of other options that look current and stylish. I’m certainly not suggesting that you have to wear wide-leg jeans, but if you do like this look, here are my best tips for styling wide-leg jeans and finding the perfect fit for you.

The Basics of Wide-Leg Jeans

Wide-leg jeans feature a straight fit through the hips and thighs, gradually widening from the knee to the hem. Some styles are more dramatic than others, so it’s best to experiment with different fits to see which works best for your body type and style preferences. This versatility allows you to find a pair that flatters your figure while still aligning with your personal aesthetic.

Most wide-leg jeans are high-waisted, which can help elongate the legs and create a flattering silhouette. However, mid-rise styles are also available, offering an alternative for those who prefer a different fit. It’s all about what feels comfortable and looks good on you.

This season, you’ll find wide-leg jeans in a variety of washes, ranging from light and distressed to dark and polished, with options for both raw and finished hems. As a rule of thumb, dark washes tend to look dressier and more refined, making them suitable for a night out or a more formal setting. On the other hand, lighter washes lend a casual, boho vibe to your look, perfect for laid-back outings or weekend wear.

Personally, I like to have a mix of both styles in my wardrobe. Having a variety of washes allows for greater versatility in styling, enabling you to create different looks for various occasions. Whether you’re dressing up for a special event or keeping it casual for a day out, wide-leg jeans can easily adapt to your needs.

Finding the Perfect Fit

To ensure you look your best in wide-leg jeans, finding the right fit is crucial. Here are some key factors to consider.

Length

Wide-leg jeans come in a variety of lengths, from floor-grazing styles to cropped options and even ankle lengths. Personally, I prefer the new shorter full-length style where the hems skim the vamp of the foot without creating a break line. This length strikes a balance between chic and practical, allowing for easy movement while still looking polished. Ultimately, it’s all about figuring out what you like and how to style them in a way that looks intentionally chic rather than sloppy.

Waist

When it comes to the waist, decide whether you want a high-waisted or mid-rise pair based on your body shape and style preferences. High-waisted jeans can elongate your legs and cinch your waist for a flattering silhouette, which I find particularly appealing. However, some ladies may find high-waisted styles uncomfortable. If that’s the case for you, a mid-rise option can still look just as current, though they might be a bit harder to find in the wide-leg style.

Width

The width of wide-leg jeans can vary significantly. Some styles feature dramatic, sweeping silhouettes, while others are cut closer to the thigh and widen only slightly at the hem. Experimenting with different widths is essential to finding what you like best. Personally, I feel most comfortable in styles that are closer to a relaxed straight-leg silhouette. These still play into current trends but tend to look better on my body than more voluminous styles.

Shop Around

Don’t expect to love the first pair you try on. Finding the perfect fit often requires some trial and error, so be prepared to experiment with different brands, lengths, and sizes. It’s not uncommon to find that one brand’s sizing runs differently than another’s, so keep an open mind and be willing to try on various options.

Tailoring

If you can’t find the perfect fit off the rack, consider having your wide-leg jeans tailored to your measurements. This small investment can make a significant difference in how they look and feel. A well-tailored pair of jeans can enhance your silhouette and ensure that you feel confident in your outfit. Tailoring can also help you achieve that polished, intentional look that elevates your style.

How to Style Wide-Leg Jeans?

Wide-leg jeans can be styled in a variety of ways, making them incredibly versatile for any occasion. Whether you want a casual chic look, something office-ready, or date night glam, the styling possibilities are endless. I tend to stick to more casual looks, but I also enjoy dressing up my wide-leg jeans for date nights or dinners out with friends.

Shoes to Wear with Wide-leg Jeans

Choosing the right shoes to complement your wide-leg jeans is the first hurdle. Since these jeans are all about drama and volume, you’ll want to select footwear that balances the look. Here are some great shoe options to pair with wide-leg jeans for fall.

1. Mules

I’m a huge fan of mules (and clogs) for the transition season, and they provide a nice balance to wide-leg silhouettes. The best part is that you can wear them at both full and ankle lengths.

For example, Splendid Liza pointed-toe suede mules pair perfectly with ankle-length wide-leg jeans featuring a dramatic cuff. The sleek design of mules adds a touch of sophistication while keeping the outfit relaxed. I also love leather-heeled mules with a pointed toe and an architectural 3.5″ heel in a chic croc-embossed Espresso color. They work beautifully with full-length wide-leg jeans from MOTHER Denim, offering a polished look that’s still comfortable.

2. Ankle Boots

You can’t go wrong with a pair of ankle boots. I prefer boots with a bit of a heel, but flat options can work just as well if that’s your preference. When wearing ankle boots with wide-leg jeans, I like the jeans to be long enough to cover the shaft of the boot, but that’s ultimately a matter of personal preference.

A pointed or almond-shaped toe will visually extend the line of the leg, creating a more elongated silhouette. This is especially flattering when paired with wide-leg jeans, as it helps balance the overall look.

3. Fashion Sneakers

For a more laid-back, urban vibe, opt for platform sneakers or field sneakers. They add a playful twist to your outfit while keeping you comfortable and stylish. In this case, both full-length wide-leg jeans and ankle-length styles will work well.

I love how fashion sneakers can effortlessly elevate a casual outfit, making them perfect for running errands or meeting friends for coffee. They provide a fun contrast to the structured look of wide-leg jeans.

4. Pointed Toe Pumps

The ladylike footwear trend is taking hold this season, and I love how pointed-toe slingbacks (both flats and pumps) pair with wide-leg jeans for the office or date night. These shoes add a touch of elegance and sophistication, making them a versatile choice.

Again, pointed-toe pumps work well with both full and ankle lengths, allowing you to create a chic look that’s perfect for various occasions. I find that this combination can easily transition from day to night, making it a go-to option in my wardrobe.

5. Platform or Wedge Sandals

For a more casual transitional look while it’s still warm outside, platform or wedge sandals also work well with wide-leg jeans. I often opt for cropped or ankle-length jeans with my sandals because it feels more seasonally appropriate, but you can certainly wear full-length styles as well.

Wedge sandals provide height without sacrificing comfort, making them a great choice for outdoor gatherings or casual outings. They can add a fun, summery touch to your wide-leg jeans, especially during the early fall months.

Styling Tips for Tops with Wide-Leg Jeans

When pairing tops with wide-leg jeans for fall (or any season, really), you have two main goals: balance the volume in the pant silhouette and define the waist. Here are some practical ways to achieve that.

1. Tuck in Your Top

Tucking in your top is probably the easiest way to define your waist with wide-leg jeans, and you can do this with tops of various lengths. Consider trying a fitted blouse, a tucked-in t-shirt, or a sleek bodysuit for a polished look. This simple styling trick instantly creates a more tailored appearance and emphasizes your waistline, making it a go-to option in my wardrobe.

2. Cropped Tops

Pairing wide-leg jeans with a shorter top is another great way to show off your waist and create a balanced silhouette. Cropped tops can be fitted or boxy in style, depending on your preference. The top doesn’t have to be so short that it exposes any skin; for example, a smocked shrunken shirt that falls just over the waistband of the jeans, right about at the top of the pockets, is a perfect choice. I love how this style allows for a playful yet sophisticated look, making it ideal for both casual outings and more dressed-up occasions.

3. Fitted Jackets

Adding a fitted blazer or jacket to your wide-leg jeans outfit can create a more structured and polished appearance. This is an excellent choice for a business casual or date night look. A tailored jacket can elevate your outfit, making it feel more intentional and put together. I often reach for a classic blazer in a neutral color, as it pairs well with various tops and adds a touch of sophistication to the overall look.

4. Belt It

Adding a belt not only cinches your waist but also serves as a statement accessory. I like to choose a belt that coordinates with the color of my shoes and/or handbag, creating a cohesive look that feels intentional. A stylish belt can transform a simple outfit into something special, adding a pop of color or texture.

5. Knot It

For a more relaxed vibe, try tying a knot at the front (or even the back) of your top. This adds a playful touch to your outfit and shows off your waist. It’s a fun way to incorporate a casual element into your look while still maintaining a sense of style.

6. Play with Proportions

Experimenting with different proportions in your outfit can lead to exciting results. For example, pairing super-wide-leg jeans with a more fitted or cropped top creates a striking contrast, while slightly flared wide-leg jeans can offer a more subtle look. This experimentation allows you to find what works best for your body type and personal style.

7. Monochromatic Outfits

Wearing a top and wide-leg jeans in the same color can create a sleek and elongated appearance. This is an easy way to look put together without much effort. Monochromatic outfits can be incredibly chic and are perfect for making a statement while keeping things simple.

Of course, you’ll want to experiment with different tops, footwear, and accessories to flatter your unique body and showcase your personal style. I hope these tips help you style your wide-leg jeans for fall! With the right combinations, you can create a variety of looks that are both fashionable and comfortable, allowing you to embrace this versatile denim trend with confidence.

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