Let’s be honest ladies, attending a 20th high school reunion is no easy task.
The uncertainties can really be caught you up and YES, all awkward moments can happen in the reunion.
When in doubt, fake a polite smile when you bump into your high school crush and THAT Katy (aka your worst enemy back in the times).
While there are so many things we can’t control at a class reunion, at least we can pull on the right outfit.
Admit it, part of the reason we attend the high school gathering is for the ego boost – looking all put-together and showing others “See! I don’t even age!“.
So if you are wondering what to wear to a class reunion, I’ve got your back.
Below, I’ve gathered 20 class reunion outfit ideas from casual to classy. Enjoy!
1. Check out the location
To avoid looking out of the place for the high school reunion, following the dress code to the T is the best advice I can give you.
In case there’s no specific attire to follow, checking out the location can always give you a hint.
For example, you want to dress smart casual for a brewery night and go classy for a country club luncheon.
Overdress and underdress is a No-go.
2. What to wear to a reunion casual? Peplum top & jeans
If you’re attending the reunion party in a casual setting, it’s cool to complete the look with a simple top and jeans.
But as our “mission” here is to dress to impress, let’s swap out the slouchy tee for a nice blouse to look decent.
As a girl with a food baby 24/7, I’d definitely choose a peplum top to hide my belly. The best part? The forgiving design can always fake an hourglass body for me.
Try it out, ladies! That’s a real mood booster.
3. What to wear to the summer class reunion? Shirt dress
If you want a failproof piece that can easily dress up and down, you just can’t go wrong with a midi shirt dress.
It just looks effortlessly sophisticated without appearing to be trying too hard.
Complete your look with a leather belt, dainty clutch, and nice pumps, this get-up is a 10/10.
PRO TIP:
Opt for the form-fitting midi style over the oversized look if you want to present yourself as an elegant grown lady-type of style.
4. What to wear to reunion dinner? LBD
Another timeless and popular choice – is LBD.
While they are forgiving, it’s important to spice up the look so it won’t end up looking too boring – or shall I say – invisible.
After all, you can expect many people will wear black that day.
If you want to elongate your legs, this high-low dress below is your best bet.

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Why this dress?
- The drop shoulder style gives off the high fashion sense that looks irresistibly chic!
- It’s loose-cutting but still entices our shape!
Let’s be real, just the first reason alone is worth the buy.
5. What to wear to a 30-year class reunion? Bright hues for the ego boost.
If you want to stand out in your 30-year class reunion, wearing bright and fun hues is one of the best strategies to show you are still that charming, energetic fun girl back in high school.
Plus, colorful clothes just make you feel good and appear to be more approachable!
When everyone is wearing dark hues to play safe, your lavender midi dress is bound to draw an adorning glance along your way.
PRO TIP:
Switching black jeans to white jeans just look boost the aesthetic tenfolds.
6. Jumpsuit as the 20th high school reunion outfit
If you want an extra dash of boss lady vibes, a jumpsuit can always do the trick.

This jumpsuit is thick girl friendly due to the stretchy fabric, obsessed.
7. What to wear to the 50th class reunion? Classy and tasteful

Alright, so what we should wear for a 50th reunion dinner in fall and winter?
I’d say bring out the knitwear and structured coat because they keep you warm without adding too much bulk.
So yes, a maxi coat is always better than a baggy puffer jacket.
For a tasteful look, throw on a high-neck top and belted midi pleated skirt and you’ll never feel anything missing from your outfit.
As for petite girls, go monochrome to unite the figure and looks taller.
8. What to wear to a high school reunion at a country club
Country club attire is always the tricky one and you should always check that club’s specific attire as it varies.
But in general, going business attire or business casual will be safe.
For the summer days, the bottom line here is to wear a collared shirt. A refreshing polo top will put you on the right track.
As for another popular combo, a nice blouse and pencil skirt are simple yet flattering.
Or else, you can go for a sleeveless shirt dress for an iconic preppy style. This outfit is also perfect for a class reunion picnic!
9. Don’t dress over the top or too casual for high school reunion
Just in case you need this reminder, don’t overdress or underdress unless you want to be the gossip of the day.
So skip that floor-length sequin dress and your favorite hoodie and gym leggings. Reach for a happy medium by choosing everything in between.
10. What shoes to wear to a class reunion
I get you. You want to look extra stunning and planning to slip on those stilettos. But hold on sis, DON’T DO IT.
At the reunion gathering, high chance you will mingle with all different groups of people and you will walk a lot.
For heaven’s sake please wear something comfortable for a pleasant night. Think the leg-elongating nude block heels and embellished pointy flats – they are all equally flattering!
11. Accessories your look for the ZING
To finish your look to a dressier end, wear accessories and style your hair to level up your style.
Trust me, a simple hair-updo can make you look way more put-together and signal to others you are living better than ever – you’ll need that ego boost.
As a girl with a chubby face, I LOVE wearing long-line earrings as they just elongate my face in an instant. Try this hack!
This is so random… BUT
hey ladies, why not quickly do an affirmation and feel instantly better?
This new year, I’m trying not only to share fashion tips but come up with ways to instill body positivity in all women who are reading my articles – aka YOU!
Instead of just reading it, say it loud or murmur the quotes (if you are in public) to maximize the effect.
Ready? Here we go.
I love my body. She is my forever home and sanctuary.
Sassy isn’t a shape, it’s an attitude.
Work out because I love my body – not because I hate it.
I can love myself and change my body at the same time. No guilt about that.
It is completely normal to have tummy rolls. I come to realize that social media isn’t showing the reality… at all.
My happiest moments in life had nothing to do with the way my body looked.
I don’t have to be pretty like her, I can be pretty like …ME.
I AM perfect imperfection.
What are your thoughts on that? I hope that makes you feel better (as you deserved).
Please help me pass the body positivity message in your community. #womenhelpwomen
Alright, now keep on reading!
12. Plus size class reunion outfit
Of course, for my plus-size baes, I won’t miss you out!
Below are the two Amazon handpicks that can really showcase your curves in the most elegant way. Enjoy!

My thoughts on picking this one:
- 1/2 sleeve: Help elongate the figure visually
- Lace top and chiffon hem: Darling feminine style
- High-waisted belted ribbon: entice your curves
- Flared midi dress: Cover the tummy
FINAL THOUGHTS:
So ladies, there you go the 20 outfit ideas if you wonder what to wear to a class reunion and high school gathering.
I hope that gets you inspired and lessens your pressure! Now pin down an outfit and look your absolute best!
By the way, if you love feminine & expensive-looking clothing styles, the articles will serve you right! See you there gorgeous!
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