Last Updated: 2025-10-24

Oh my goodness, can we talk about how much I love Friendsgiving? It's honestly become one of my favorite twists on the traditional holiday! As someone who's embraced the fabulous over-50 life, I've figured out some pretty awesome ways to dress for these gatherings - you know, keeping it stylish but not trying too hard, if you catch my drift.

The secret? It's all about balancing comfort and elegance! We are way past the age of suffering for fashion, honey. We need pieces that look great all day, even after that second helping of mashed potatoes, and that's where quality investment pieces save the day.

1. Comfort First, Darling: Finding Your Flattering Fit

Trust me, ladies—feeling good is just as important as looking good! I've learned (the hard way, might I add) that a polished outfit only works if it moves with you. This is especially true for us as we navigate body changes.

A. Strategic Silhouettes: My Fit Philosophy

Choosing the right cut makes all the difference. I focus on clothes that strategically enhance my shape without squeezing:

If you carry weight around the middle (Apple shape): Focus on styles that define the waist above the natural belly button—think Empire-waist or A-line dresses. The fabric should gracefully skim over the midsection, and I try to draw attention to my neckline, shoulders, or those great legs!

If you're curvy (Pear/Hourglass shapes): Wrap dresses and fit-and-flare styles are your best friends because they define your waist beautifully and flow over the hips. For pants, always opt for a high-rise cut—it makes everything look longer and leaner.

You guys, I'm absolutely obsessed with those loose-fitting sweaters right now. Like, give me a buttery-soft cashmere number any day!

B. Knits Are Your BFF: 

Okay, real talk—who else has been to those gatherings where the temperature is all over the place? Raises hand! That's why I'm all about strategic layering with quality knits. It's not just about staying warm; it's about creating structure.

My "Three-Piece" Rule: To avoid looking bulky, I make sure my layers are different lengths and necklines. For example, a sleek crewneck top, layered under a V-neck cardigan, topped with a collared blazer or coat. It's worth experimenting with to see what works for your vibe!

2. Color Choices That Make Me Feel Fabulous

Let me share my little color secrets with you - because honey, we've earned the right to rock these sophisticated shades!

A. Fall Colors That Just Work: 

Y'all, I'm living for these rich fall colors lately! Give me all the burgundy, caramel, and olive green pieces. They just feel so... right for Friendsgiving, don't you think? Plus, they're totally flattering on us mature gals.

B. Can We Talk About Neutrals? 

Listen, if there's one thing I've learned, it's that you can never go wrong with classics like navy, gray, or beige. Navy is my personal go-to - it's like that reliable friend who never lets you down! And between us, it makes everyone's skin look amazing.

I'm particularly in love with gray these days - from light silvery tones to deep charcoal. It just feels so... put-together without trying too hard.

C. The One-Color Wonder:    

Have you tried going all-in with one color? I recently did an all-beige outfit and, not to toot my own horn, but I felt pretty darn sophisticated! It's like having a uniform, but make it fashion, you know what I mean?

Dear, I also have many fashion tips about styling the monochrome outfits, if you are interested about this topic, you can head over to How to Style Monochrome Outfits

3. Outfit Combos That Never Fail Me

I've totally nailed down some foolproof outfit combinations over the years - trust me, I've had my share of "what was I thinking?" moments before landing on these winners!

A. The Sweater-Pants Combo That Just Works

Okay, here's my absolute favorite go-to: a super-soft sweater paired with those perfect tapered pants. You know the ones I mean - they're structured enough to look put-together but comfy enough that you can actually enjoy that second helping of pumpkin pie!

B. Skirts That Make Me Feel Like Dancing

I'm absolutely in love with knee-length A-line skirts right now! They're so forgiving (hello, food baby!) and when paired with a cozy wool sweater? Pure magic!

I recently got this gorgeous deep green one that makes me feel like autumn personified - anyone else obsessed with fall colors?

C. Wrap Dresses Are Life

Wrap dresses, in particular, flatter a variety of body types, and their adjustable fit provides comfort.

 A knit midi dress with a thin cardigan is also a lovely combination for Friendsgiving, adding dimension without bulk. 

D. Breaking Out the Power Suit 

Sometimes I'm feeling extra fancy and pull out my trusty blazer. It's like my secret weapon for those slightly more upscale Friendsgiving gatherings. Plus, between us, wearing a suit makes me feel like I can totally handle Aunt Sarah's subtle comments about my cooking!

4. Let's Talk Accessories, Darling!

Oh my goodness, this is where the fun really begins! The right accessories can take your outfit from "nice" to "wow, where did you get that?"

A. Jewelry That Makes You Sparkle

I'm all about those delicate pieces these days. You know what I mean - that perfect little necklace that catches the light just right, or those earrings that make you feel put-together without screaming "look at me!" I learned the hard way that huge statement pieces and dinner parties don't always mix (ever dropped a giant pendant in your soup? No? Just me? 🙈).

B. Scarves: Your New Best Friend 

Ladies, let me tell you about my scarf obsession! I've got this dreamy cashmere one that's like wearing a cloud around your neck. Perfect for those moments when your friend's house is just a tad chillier than you expected.

C. Comfort Shoes That Won't Kill Your Feet

Listen, I've done the whole "beauty is pain" thing with shoes, and you know what? I'm over it! These days, I rock my cute ballet flats or low block heels, and honestly? No one has ever said, "Gosh, I wish she'd worn more uncomfortable shoes!"

D. The Perfect Bag Situation

Here's my hot take: crossbody bags are a gift to womankind. They're perfect for Friendsgiving because hello - we need our hands free for plate-holding and wine-sipping! I've got this lovely neutral one that goes with everything (and fits my emergency stash of mints!).

5. Fabric and Fit Tips 

Ladies, after years of trial and error (and some memorable fashion faux pas), I've figured out what really works for these gatherings. Trust me, comfort is everything when you're chatting, eating, and maybe even helping in the kitchen!

A. Fabrics That Feel Like a Dream 

You know what's changed my life? Discovering the joy of super-soft, breathable fabrics. I'm talking cashmere (when I can splurge!), those amazing wool blends, and knits that feel like you're wearing a cloud. Because honestly, who wants to feel stuffed into their clothes while stuffing themselves with turkey?

B. The Art of Layering 

Here's a little secret: I always dress in layers these days. Why? Because Karen always keeps her house like an oven, while Susan's place feels like the North Pole! A cute cardigan or wrap is my best friend - easy to slip on or off depending on the situation.

C. What Not to Wear (Learn from My Mistakes!)

Oh. My. Goodness. Remember when I wore that super stiff new denim dress last year? Big mistake. HUGE. I could barely reach for the gravy boat! Now I know better - anything that makes you feel like you're wearing a straight jacket is a definite no-no.

6. The "Maybe Skip These" List 

Can we have a heart-to-heart about some fashion choices? I've learned a few things the hard way!

A. The Too-Tight Trap

Look, I get it - we all have those pieces that used to fit perfectly. But Friendsgiving is about comfort and joy, not holding your breath all evening! I now choose clothes that make me feel fabulous without feeling squeezed like a turkey in a roasting bag. 

B. Those Trendy Temptations

You won't believe what I almost wore last year - this neon green sweater that my teenage niece convinced me was "totally in." Thankfully, my mirror (and my best friend) talked some sense into me! Stick with those timeless pieces that make you feel like you.

C. The Athleisure Debate

I know those yoga pants are calling your name - they're calling mine too! But maybe save them for actual yoga? I've found there's a sweet spot between comfy and put-together that doesn't involve workout wear.

7. Consider the Setting and Host’s Style

Finally, consider the location and formality of the Friendsgiving celebration. A cozy home gathering might call for a more casual look, while an outdoor celebration might require layers for warmth.

A. Indoor Party Vibes 

When I'm heading to an indoor gathering, I love pulling out my semi-formal pieces. You know that blazer that makes you feel like a boss lady? That's the one! Or maybe a pretty A-line skirt with your favorite sweater. The key is feeling dressed up but not overdressed.

B. Outdoor Adventure 

For outdoor Friendsgivings (aren't they fun?), I've learned to layer like a pro! Last year I froze my tush off because I thought my cute outfit wouldn't look as good with a coat. Never again! Now I rock those cozy layers like they're going out of style.

Here's a little secret: I always dress in layers these days. Why? Because Karen always keeps her house like an oven, while Susan's place feels like the North Pole! A cute cardigan or wrap is my best friend—easy to slip on or off depending on the situation.

8. What Not to Wear (Learn from My Mistakes!)

Can we have a heart-to-heart about some fashion choices? I've learned a few things the hard way!

A. The Too-Tight Trap

Look, I get it—we all have those pieces that used to fit perfectly. But Friendsgiving is about comfort and joy, not holding your breath all evening! I now choose clothes that make me feel fabulous without feeling squeezed like a turkey in a roasting bag.

Oh. My. Goodness. Remember when I wore that super stiff new denim dress last year? Big mistake. HUGE. I could barely reach for the gravy boat! Now I know better—anything that makes you feel like you're wearing a straight jacket is a definite no-no.

B. Those Trendy Temptations

You won't believe what I almost wore last year—this neon green sweater that my teenage niece convinced me was "totally in." Thankfully, my mirror (and my best friend) talked some sense into me! Stick with those timeless pieces that make you feel like you.

C. The Athleisure Debate

I know those yoga pants are calling your name—they're calling mine too! But maybe save them for actual yoga? I've found there's a sweet spot between comfy and put-together that doesn't involve workout wear.

FAQ: Your Holiday Style Questions, Answered!

Q: I just splurged on a cashmere sweater! How do I keep it looking great for years?

A: That's a wonderful investment! To keep it pristine: Always hand-wash it in cold water with mild detergent, and air-dry it flat. Don't use fabric softener, as cashmere softens naturally over time. Since cashmere is breathable, you really only need to wash it after wearing it about 5 to 6 times—just air it out in between.

Q: What's the secret to wearing tailored pants or blouses that tend to gap around the bust?

A: This is my favorite secret weapon! If you have a blouse or blazer that tends to separate between the buttons at the bust line, simply sew a small internal snap directly between the two buttons. Nobody will ever know it's there, and it keeps the fabric perfectly neat and straight all day long—no more camisoles needed to cover up gaps!

Q: What's the current, modern trend for shoes this holiday season?

A: The trends are thankfully on our side! Look for comfortable flats with clean lines, like Mary Janes and sleek loafers. If you choose a boot, go for an ankle boot with a low block heel, which offers the best stability and all-day comfort.

Q: Help! I never know how much jewelry is too much for a holiday dinner.

A: Here's my rule of thumb: pick one statement area. If you're wearing chunky earrings, keep the necklace delicate (or skip it entirely). If you're rocking a bold necklace, go simple with your earrings. And honestly? Sometimes just a great pair of pearls or hoops is all you need. Less is often more elegant!

For women over 50, Friendsgiving outfits should balance elegance with comfort. Choose soft, breathable fabrics, focus on simple yet sophisticated colors, and add a touch of elegance with accessories. By prioritizing comfort and a polished style, you’ll be set to enjoy Friendsgiving in a look that’s both timeless and true to you.

Post by: Luna