Take a stylish step back in time with the Retro Style theme in Dress to Impress, where the fashion of yesteryear gets a chic, modern makeover.
Inspired by the iconic looks of past decades, these 20 outfit ideas blend vintage flair with contemporary twists, resulting in ensembles that are at once nostalgic and of-the-moment.
From fitted waists and full skirts to statement accessories and bold prints, every detail is a loving nod to the fashion of the past – with a thoroughly modern spin.
20 Best Outfit Ideas For The Dress To Impress Retro Style Theme
1. 1950s Greaser
- Outfit: Leather jacket, white t-shirt, cuffed jeans, slicked-back hair, sunglasses.
- Colors: Black, white, denim blue.
2. 1950s Pin-Up Girl
- Outfit: Polka-dot dress, peep-toe heels, victory rolls hairstyle, cat-eye glasses.
- Colors: Red, white, navy blue.
3. 1960s Mod Look
- Outfit: A-line mini dress, knee-high boots, geometric patterns, short bob haircut.
- Colors: Black, white, pastel pink.
4. 1970s Disco Diva
- Outfit: Sequin jumpsuit, platform shoes, feathered hair, hoop earrings.
- Colors: Gold, silver, electric blue.
5. 1970s Boho Chic
- Outfit: Flowy maxi dress, fringe vest, floppy hat, layered necklaces.
- Colors: Earthy tones like brown, mustard yellow, olive green.
6. 1980s Aerobics Queen
- Outfit: Leotard, leg warmers, headband, tights, scrunchies.
- Colors: Neon pink, electric blue, lime green.
7. 1980s Glam Rocker
- Outfit: Studded leather jacket, ripped jeans, big hair, eyeliner.
- Colors: Black, hot pink, metallic silver.
8. 1990s Grunge Look
- Outfit: Plaid shirt, ripped jeans, combat boots, graphic tee.
- Colors: Burgundy, black, forest green.
9. 1990s Preppy Style
- Outfit: Sweater tied over shoulders, pleated skirt, knee socks, loafers.
- Colors: Pastel pink, white, navy blue.
10. Retro Sailor
- Outfit: Sailor dress or uniform, beret, nautical accessories.
- Colors: Navy blue, white, red.

11. Flapper Girl (1920s)
- Outfit: Fringe dress, pearl necklace, feathered headband, T-strap shoes.
- Colors: Black, gold, champagne.
12. 1940s Wartime Glam
- Outfit: Tea dress, victory rolls hairstyle, pin-up makeup.
- Colors: Navy, maroon, cream.
13. Vintage School Girl
- Outfit: Peter Pan collar blouse, plaid skirt, Mary Jane shoes.
- Colors: Red, white, forest green.
14. Retro Swimsuit Look
- Outfit: High-waisted swimsuit, beach hat, cat-eye sunglasses.
- Colors: Aqua blue, coral, white.
15. Psychedelic 1960s
- Outfit: Bell-bottom pants, tie-dye shirt, headband, round sunglasses.
- Colors: Rainbow, neon orange, magenta.
16. Vintage Movie Star
- Outfit: Fur stole, satin gown, gloves, old-Hollywood waves.
- Colors: Black, champagne, crimson.
17. 1950s Rockabilly
- Outfit: High-waisted pants, halter top, bandana, winged eyeliner.
- Colors: Red, white, black.
18. Newsboy Look (1920s-1930s)
- Outfit: Flat cap, button-up shirt, suspenders, rolled-up trousers.
- Colors: Brown, cream, gray.
19. 1940s Rosie the Riveter
- Outfit: Denim jumpsuit, red polka-dot headscarf, sturdy boots.
- Colors: Denim blue, red, white.
20. 1930s Glam
- Outfit: Bias-cut gown, finger waves hairstyle, long gloves.
- Colors: Emerald green, gold, silver.