If you, like me, love the casual aesthetic of the relaxed fit straight leg jeans that are currently trending, this post is for you! If I were in my twenties again (heaven help!) and about 20 pounds lighter, I would so wear the truly relaxed fit, generous cut jeans we’re seeing these days. But since I’m inching ever so close to 60 (I’ll be 59 later this month!) and don’t have the super slender body of my twenties, I’ve opted instead for some slightly relaxed fit jeans with a straight leg silhouette. You absolutely can wear the “baggier” jeans if you’d like and I will think you are oh so cool. But today I’m simply sharing how to wear relaxed fit straight leg jeans stylishly over 50. Let’s do this!
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Classic straight leg jeans are always in style. And the more fitted, slender, straight legs always look classy and flattering on most body shapes and proportions. I love my classic straight leg jeans from Talbots. I have them in a dark wash and a lighter wash, and they have similar ones in stock now. You can’t beat those classic straight leg jeans when you want to look a little more elevated and polished.
But, while those slimmer fit jeans are in style, the fuller legs of the relaxed fit straight leg jeans are even more modern and on trend. They’re inherently more casual looking, but you absolutely can elevate them with the right footwear, accessories and tops. So don’t assume they’re only for casual Saturdays.
Below I’m styling two pair of relaxed fit straight leg jeans. We’ll start with the darker wash of the two.
I love these AG Alexxis high waist straight leg jeans. My exact wash is no longer available, so I’ve linked you to a selection of these Alexxis high waist jeans at Nordstrom. I size up to a 31 in these jeans, but they fit very comfortably and even a little roomy. Remember, these are supposed to be a relaxed fit, so it’s okay if they don’t fit skin tight.
There was a day when it was considered gauche if your jeans were more than 1/2 inch off the floor with your heels, but that’s no longer the case. So you really have a lot of wiggle room and can wear one pair of jeans with multiple heel heights. Still, your full length relaxed fit straight leg jeans will look most flattering if the hemline at least doesn’t sit above the top of the heel. I love this jean silhouette with a nice bootie. And it’s an easy look to wear since the leg width accommodates most any bootie shaft.
Another heel option for these relaxed fit straight leg jeans is a pump. I’m wearing my Ally block heel pumps with these jeans below.
Because relaxed fit jeans are generally fuller in the legs, it’s smart to at least give your top a front tuck if you’re wearing a similarly blousy shirt. That little bit of structure can really help with proportions. Remember, proportions are not just about lengths. You also want to create proportion with the fullness of your clothing. Generally we like to have fullness in just one area and create a more trim appearance in the other part. You can wear a trending oversize shirt, like the one I’m wearing (more economical), but to create those pleasing proportions add a tuck and a belt.
Adding the sweater around my shoulders is a little trick that helps bring the focus up toward my face and away from my waistline. Still don’t like the look of tucking your shirt? Then add a third piece like I did below.
Here I’ve added this pretty multicolored cardigan over my tucked denim snap front shirt. This is a great way to wear denim on denim, by the way – adding that third piece to “lighten things up” a little. But that slim fit, loose drape cardigan also creates a slenderizing effect over my tucked and belted shirt.
One of the biggest challenges of wearing relaxed fit jeans is to create a more slender silhouette up top, especially since a lot of us older ladies don’t care to wear extremely form fitting tops. So little tricks like this help a lot. Above I’m wearing my Chelsea boots, just so you can see another option. And below I’ve swapped out boots for a navy flat.
Flats like these are not my favorite choice with full length jeans, but if I’m going to wear them I prefer they have a pointy toe. I know ballet flats are really on trend, but somehow the look of a ballet flat with a full length jean has never been a favorite of mine. But that’s probably just my personal quirk. If you love that look, go for it. I’ll probably reserve my ballet flats for ankle length jeans and pants.
Next I switched to my Talbots high waist relaxed jeans. I’m so impressed that Talbots introduced these this month. I know a lot of Talbots shoppers may not like them, but I think they’re such a great nod to this jean trend. And the jeans are amazingly comfortable. That one customer review on the website? Yeah, that’s mine. Hahaha!
Here’s how I wore the jeans last Friday to see a movie with my husband.
The lighter wash, the intentional faded crease down the front and the slightly more relaxed fit definitely make these jeans more casual. But since they are also a nice lightweight denim, I think they’re going to be favorites all year long. These are the kind of jeans you enjoy changing into after a long day in dressier clothes. They just feel like home!
So wearing these straight leg relaxed fit jeans with a pretty red thermal pullover and sneakers (size down 1 size at least) is an obvious combination as we move into spring. The red thermal pullover is a nice lightweight waffle weave and I love the generous crew neck. Those sneakers are really fun and on trend, but definitely size down a full size. I did, and they’re still roomy. But I just tightened the laces and wore socks with them. Love! Comfortable right out of the box.
I just added my utility jacket above after giving my thermal pullover a gentle front tuck. Whenever I can tuck my tops, even if just a little, I do it. I love the proportions it gives me. My utility jacket is from the Nordstrom Anniversary Sale last summer and no longer available. I have this similar utility jacket from Talbots, but I’m returning it. I felt like it was a little thin and not as flattering. I hear really good things about this utility jacket from other influencers, and the price is great.
I really like the look of a white shirt (more economical) with these lighter wash jeans. and the cropped field jacket nicely conceals my waistline while also adding interest. The only problem is that this cropped field jacket is quite large. I do like the jacket, but I need to return it for a small. So size down. It comes in two other colors. (By the way, the reason I know the cropped field jacket is too large is that it is very bulky in the back, with lots of excess fabric under the arms.)
Next I tried my relaxed fit blazer (and here) with the light wash jeans. The oversized blazers are definitely on trend, but I’m wondering if a more fitted blazer might work better with these relaxed jeans. It could just be the way I’m standing, too. But you’re definitely going to get a very relaxed, casual vibe if you combine these two relaxed fit pieces. Above I’m wearing booties for a cooler weather outfit and below I swapped them out for mules when it’s a little warmer.
Mules are probably not my favorite flat to pair with relaxed fit jeans, but they do work. My favorite flat to wear with these full length jeans is coming up!
Below I swapped in a fitted tank (similar) for the oversized button up shirt. I actually think that helps the look a little bit, but again I don’t like the way I’m standing. So take that for what you will. But I remember thinking the tank top definitely added some much needed definition.
Above I swapped in loafers (similar), too, and I really like that shoe option. I think loafers are such a good choice for relaxed fit jeans. They add a little structure and polish while still looking casual and youthful. This is my favorite flat, other than sneakers, to wear with full length relaxed fit jeans.
Below I topped the high waist relaxed jeans and the tank (similar) with a new hot trend: the lady jacket. I’m actually planning a blog post about this trend, but they’re selling out so fast I’m struggling to get one that’s still in stock to share with you. This lady jacket is almost sold out, and the other one I recently purchased has sold out once and been restocked. This is one HOT trend! I’m seeing them everywhere.
Since the lady jacket (similar or here) is a more elevated third piece, I’ve worn shoes to match. Above I’m wearing a pair of feminine slingbacks that are no longer available from Sarah Flint. But you get the picture. Below I swapped in a lightweight ribbed turtleneck for now and early spring. And I changed my footwear to suede pumps so you can see these high waist relaxed jeans with heels.
So here are a few summarizing take-aways about wearing relaxed fit straight leg jeans:
- Do your best to create a little structure somewhere in the outfit to balance out the loose, relaxed fit of the jeans.
- Try to create proportionate fullness and slim fit by wearing a top that is close to the body when possible or desired.
- If you wear a top that is also full, create better proportions by tucking, belting or adding a more structured completer piece.
- Choose your footwear carefully. Simply try on different shoes to see what looks best to you, but keep in mind that some footwear will look more on point with this jean silhouette than others.
- Accept that these jeans will look different on you than the more slender cuts. They’re supposed to! Have fun with them and enjoy the comfort.
I hope you’ve enjoyed today’s blog post. If you have questions I didn’t address, please share in the comments. I’m still learning about how to wear this trend myself. But I’m happy to share what I’ve learned along the way.
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Blessed for My Day
Honestly, I rarely turn on the news these days. I fear we are all struggling a bit with information overload as technology has evolved so much over recent decades. We have so much information thrown at us from a variety of sources every day, and it can be quite overwhelming. But when I do watch or read the news of the world I get another sense of overwhelm. I struggle with how to make heads or tails of it all. The issues all seem so polarizing and the voices on all the different sides are very loud and passionate.
This is why it is so important to seek the Lord as we strive to understand the world around us. We must come to terms with the fact that we, as Christians, will often (if not always) be at odds with the world around us, even more so as time goes on. Why is that? Because the person with the Holy Spirit within them has the potential to see things from God’s perspective, while the person without the Spirit considers God’s ways and the precepts from the Bible to be foolishness. So as we grapple with the news and patterns in our world, let’s allow the “mind of Christ” to guide us. And then let’s not be daunted when our views do not line up with prevailing thought.
The person without the Spirit does not accept the things that come from the Spirit of God but considers them foolishness, and cannot understand them because they are discerned only through the Spirit. The person with the Spirit makes judgments about all things, but such a person is not subject to merely human judgments, for,
“Who has known the mind of the Lord
so as to instruct him?”
But we have the mind of Christ. ~ 1 Corinthians 2:14-16