I imagine that wearing this dress as an adult prom chaperone would feel like a real Cinderella moment. It’s ruffles, powder blue, sparkly shoes, and glitzy earrings. This look can be achieved without the fairy godmother. Only in this fairy tale, all you want is to be home before midnight.
Get the look: Blue Maxi Dress at Red Dress; Silver Earrings at Red Dress; Silver Ankle Strap Heels at Red Dress
2. Little Black Dress
You can’t go wrong with an LBD. This dress is classy and sophisticated. I like the subtle earrings and even the simple updo, keeping it casual but still looking polished and professional. The strappy sandals will be a summer staple and can be worn in the classroom when the end of the school year is approaching.
Get the look: Black Lace Dress at Red Dress; Black High-Heel Sandals at Red Dress; Gold Earrings at Red Dress
3. Flower Power
Maybe you’ll get lucky and the DJ will play a Fleetwood Mac song just for you! This dress is fun and flattering. If this dress could talk she would say, “Hey, I feel like sunshine and I smell like a Voluspa candle burning at Anthropologie. I am cool and funky and pair well with a silver purse (that you can put a Diet Coke in!).”
Get the look: Paisley Boho Midi Dress at ASOS; Strappy Pastel Heeled Sandals at ASOS; Topshop Silver Satin Bag at ASOS
4. Sequins and Sparkles
I think this dress warrants a slow walk into the prom to “Happier” by Olivia Rodrigo. You have to sashay in this dress. It is long and flowy and there is plenty of room for movement. You can do the shopping-cart dance and watch as your students flinch and whisper, “She’s so cringey.” Don’t worry though, the sequins on this dress deflect negativity and refract light and good vibes.
Get the look: Navy Tulle and Sequins Maxi Dress at ASOS; Silver Glitter Heeled Mules at ASOS; Silver Clutch Evening Bag at Amazon
5. The Tuxedo Edit
This outfit is giving me Saturday Night Fever vibes. I love a nod to the traditional prom tuxedo. I love the colors of this ensemble. It reminds me of the cinematic classic Troop Beverly Hills “Khaki Wishes and Cookie Dreams.” If traditional teacher prom dresses aren’t for you, try this look. You will definitely look like the cool prom chaperone.
Get the look: Tan Linen Tuxedo Blazer at Banana Republic; Tan Linen Tuxedo Pants at Banana Republic; Zebra Haircalf Pump at Banana Republic; Drop Earrings at Target
6. Hollywood Glam
If the prom that you’re chaperoning has an Old Hollywood theme with a red carpet to walk in on, how can you not wear this outfit? This look is serving up Marilyn Monroe vibes. A fun way to complete the look would be some classic Old Hollywood curls and some flash photography while you practice poses on the red carpet.
Get the look: Floral Metallic Wrap Gown at Dillard’s; Silver Metallic Heeled Sandals at DSW; Crystal Tassel Earrings at Amazon
6. Gatsby Gala
Where are my Gatsby groupies? Put your hands in the air like you’re reaching for the green light! I teach high school English, and when I taught The Great Gatsby, we’d end the unit with a Gatsby Gala. Yes, it was in my classroom, and we used paper plates and Styrofoam cups, but we still dressed in our best 1920s garb. I love a theme, especially when it’s connected to literature, so I would definitely wear this dress both at the prom and in my own classroom. If you’re looking for teacher prom dresses that will give you mileage beyond the big night, this is the look for you.
Get the look: Champagne Sequin Maxi Dress at Amazon; Crystal Flower Pearl Purse at Amazon; Silver Crystal Flower Earrings at Amazon; Gold Glitter Pumps at Amazon; Gold Glitter Heeled Sandals at Amazon; Rhinestone Flapper Headband at Amazon
7. Green Glitz
Picture this: “Who are you wearing today, Miss?” “Oh, Amazon, head-to-toe Amazon, thank you.” *Twirl* Green is a power color this season. Pair this dress with some gold, sparkly heels and waltz through prom looking like you’re stepping out of an Emerald City dream.
Get the look: Light Green Short-Sleeve Evening Dress at Amazon; Rose Gold Pearl Drop Earrings at Amazon; Dusty Rose Ankle Strap Stilettos at Amazon
8. Lady in Red
The only drawback to this dress is that you will have the song “Lady in Red” in your head the entire night. It does come in seven different colors if you decide you can’t handle the song. The dress is sophisticated with all of its lace detail and pretty shape. This look has a timeless quality to it. You could wear this at future proms or to weddings this summer.
Get the look: Red Lace Cocktail Dress at Amazon; Silver Low-Heel Sandals at Amazon; Silver CZ Teardrop Earrings at Amazon
9. Pleated Party Dress
I love that this one could be dressed up or dressed down. If you wear it to prom, you could throw on some heels. If you want to wear it in your classroom, trade your heels for sandals. You could make it even more teacher-ready by adding a cold-classroom staple: the cardigan.
Get the look: Black Pleated Chiffon Dress at H&M; Black Slip-On Sandals at H&M; Large Earrings at H&M
10. Casual Cool
Where are all my khaki-pants-with-a-button-down teachers at? This look is for you. This look says “I am hip and put together. I am just here to do my job and look good while doing it.” Everyone loves a floral tie, a fun sock, and a peekaboo accessory that reminds everyone you are fun.
Get the look: Skinny-Fit Textured Dress Pants at Nordstrom; Black Leather Penny Loafers at Nordstrom; Slim Oxford Dress Shirt at Express; Black Floral Print Tie at Express
11. Statement Suit
If you’re the kind of teacher that is a little kooky, the kind that looks forward to spirit weeks, and the kind that has a quirky collection of socks, this look is for you. This blue suit is bold and fun! In the words of Ke$ha, “the party don’t start till I walk in.” This isn’t for the quiet teacher, this is for the teacher who starts a conga line or ends up break-dancing in a circle of teenagers.
Get the look: Slim Light Blue Cotton Stretch Suit Pants at Express; Slim Light Blue Cotton Stretch Suit Jacket at Express; Blue Floral Print Tie at Express