What to Wear to a 20-Year High School Reunion

Reflecting on days gone by, catching up with old classmates, and seeing which of your acquaintances turned into successful business people, politicians, or even celebrities 20-year high school reunions are equal parts thrill and reminiscence. And in the weeks leading up to a fete like this, one question hovers at the back of every ex-jock’s brain. This blog is your ultimate source for what to wear to a 20-year high school reunion. It doesn’t matter if you’re a fashion blogger, a member of an alumni group, or just anyone who wants to dazzle with your outfit.

Research on Reunion Theme

Tips on How to Incorporate the Theme into Your Outfit

First, does the theme of your reunion matter there are many ‘Roaring ’20s’ to ‘Hawaiian Luau’ to even a color palette. Here’s how to integrate it into your look:

Check Invitations and Facebook: Often invitations event pages or both will offer a clue. If not, your class likely has such a group on your Facebook page ask around.

Be Subtle: Having a fabulous themed vibe is great, but don’t go too full-on: incorporate themed touches but keep them subtle, think accessories or color palettes rather than full costumes.

Practical Examples:

Roaring ’20s: A beaded headband, flapper-style dress, or tailored suit with a pocket square.

Hawaiian Luau: a floral shirt or dress, worn with neutral uppers such as sandals or espadrilles.

Color Palette: One or two pieces have the same dominant color, while any outliers are balanced with neutrals.

Guide to Dress Codes

Understanding and Navigating: What to Wear to a 20-Year High School Reunion

You want to dress differently at different reunions. Here are some clues to choosing the right style:

Casual: Think smart-casual. Comfortable but stylish jeans, a nice top, or a casual dress.

 Examples: Dark jeans + blazer; sundress + flat shoes; khakis + collared shirt. 

Semi-Formal: Cocktail dresses, dress pants, and button-down shirts are your go-to.

Examples: A dress that lands around the knee with heels, dress pants with a blouse, or a button-down shirt with chinos.

Formal: Time to elevate your look with elegant dresses and suits.

Examples: A floor-length gown, a chic midi dress, or a classic suit and tie.

Outfit Ideas: What to Wear to a 20-Year High School Reunion

Curated List of Outfit Ideas for Different Preferences and Body Types

 Mixing and matching outfit ideas that reflect different themes, tastes, and body types: 1 2 3 4

For Women:

Casual: A flowy maxi dress paired with comfortable sandals.

Semi-Formal: A tailored jumpsuit with statement earrings.

Formal: An elegant wrap dress that flatters your figure, paired with classic pumps.

For Men:

Casual: Jeans & white polo shirt.

Semi-Formal: Pair with shorts, a dressy blazer and loafers.

Formal: Suit and tie in a formal outfit with polished heels.

Accessory and Grooming Tips

Advice on How to Complete the Look with the Right Accessories and Grooming

Accessories and grooming are the finishing touches that can make or break your outfit:

Accessories:

Women: Clutch bags, statement necklaces, and elegant bracelets can enhance your look.

Men: A stylish watch, cufflinks, and a pocket square can add sophistication.

Grooming:

Ladies: Keep your hair and make-up neat, but not too fussy. A new mani makes things sparkle too.

Men: A shaved face or neatly styled beard, neatly cut hair, and nice nails make all the difference.

Shopping and Budgeting Tips

Where to Shop for Reunion Outfits and How to Stick to a Budget

Finding the perfect outfit doesn’t need to break the bank. Here are some tips:

Budget Shopping:

Shop online: Asos, H&M, and Zara are some good websites, as are many mid-level shops on the high street. Ensure that they provide information about the sales and other coupons (ie 20 percent off on everything).

Retro shops and second-hand stores: The second-hand shops could provide you with just what you’re looking for at a fraction of the cost.

Mid-Range Shopping:

Retail Chains: Nordstrom; Banana Republic; Macy’s; you can get very good stuff without demanding a knee-jerk ‘Oh, you’re so fancy!’ Some people who enjoyed this Diary also peruse it.

Specialty Boutiques: Local boutiques often carry unique items and may offer personalized styling advice.

High-End Shopping:

Luxurious designer shops: If you have no budget constraints, head down to any store that serves luxury designer labels, eg Gucci, Prada, or Chanel, and make a purchase. 

Online luxury retailers– Shop sites such as Net-a-Porter, Farfetch, etc. have a wide variety and usually have seasonal sales.

Real-Life Inspiration

Stories and Photos of Successful Reunion Outfits from Past Attendees

Learning from others who have made it through their high school reunions could help, too. Here are some real-life stories and advice:

Jane’s Story:

Outfit: Jane chose an elegant navy wrap dress with nude heels.

Advice: ‘Keep it comfortable. It’s something to feel good in and feel at ease moving in.

Tom’s Story:

Outfit: Tom opted for a tailored gray suit paired with a lavender tie.

Advice: The right suit – immaculately tailored, of course, can make you feel like anything’s possible. Don’t overlook the importance of a well-cut suit. 

Maria’s Story:

Outfit: Maria wore a stylish jumpsuit with statement earrings.

Advice: Get out of your shell! Jumpsuits are hot right now – and very comfortable – so you could wear that to the reunion. 

Conclusion

But please do bear in mind that, while what you wear is important, you are going for a reunion, to see old friends, embrace the times since you have parted, and relish the moment. Your outfit needs to feel confident, comfortable, and ready to make new memories rather than fretting about the memories of your high school years. Relax and have fun. You did then. I’m guessing you will do the same now, and you will look awesome, too. 

And so whether you are going casual, semi-formal, or formal, it’s time to choose your look. Be prepared and consult these tips. Best of luck to you! Embrace the moment. And all your memories. I’ll see you at our reunion! And remember happy shopping!  Please keep looking at the dress code updates from the organizers, or check your class’s social media groups to get some outfit inspiration and check updates and news on your class.

And, of course, most importantly, have fun reconnecting with your classmates and creating new memories. Your outfit is only the dessert to a mouthwatering meal of rekindling old memories. See you at the reunion! And, happy shopping!