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22 Valentine Dresses for Your 30s, 40s and 50s

Two Hearts emoji 22 items
I woke up from the pandemic stupor two babies and a house later to find myself in my late thirties with entirely different needs for outfits for every occasion. Here are some choices for Valentines Day dresses that highlight different things me and m...
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I 💖 Drama

You've finally got a night out of the house! Bring the drama!
 
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This one is selling out quickly and no wonder! It's under $100.
Layered Ruffle Sleeve Maxi Dress
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Defined waist, flowy and a bow.
Coletta Bow-Neck Button-Front Maxi Dress
 
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Totally comfortable and total feathered fun. This dress basically guarantees a fun night out.
Hot Pink Feather Jamie Dress
 
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You're a pretty princess!
Mac Duggal Ruffled A-Line Flutter-Sleeve Mini Dress
 
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Trina Turk. It's a blast from my past that's back in.
Sukie One-Shoulder Ruched Sequin Mini Dress

I 💕 A Cozy Tee

I'll leave the house if I get to wear my t-shirt...is something I'll now be saying back to my kids.
 
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Kiss is totally V Day themed.
Sequin Kiss Dress
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T shirt dress that says bubbly and fun
Bubbly Geometric-Print Sequin T-Shirt Dress
 
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A great Amazon dupe for a sequined t shirt dress for under $50.
FEMI SEMI Women's Crewneck Sequin Shift Dress Short Sleeve Casual Holiday Sparkly Party Dress
 
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A gorgeous artwork of a sequined t shirt dress from free people. This is the kind of piece I find myself working into my everyday wardrobe because I love it so much.
Jewel Mini Dress

I ❤️ My Arms

You've worked your triceps and your biceps and your other 'ceps all year in Pilates and pickle ball. Time to show them off!
 
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The silhouette is elegant and the color blocked bust is modern.
x REVOLVE x Intimately FP Girls Got Glam Slip In Cherry Crush
 
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I mean, there's never a bad excuse for a bandage dress. Feels like an early aughts red carpet night.
Bandage Dress Dupe
 
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A great $20 option from Old Navy that is sure to sell out fast!
Fit & Flare Mini Dress for Women | Old Navy
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I 💗Cozy & Cute

If cozy is your vibe all winter-these are for you.
 
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A cute option from Amazon. I'd wear this to a Valentines party at my kids school and then out for a mocktail with the hubby.
Chang Yun Women's Long Maxi Sweater Dresses Sexy Wrap Batwing V Neck Slit Open Back Holiday Bodycon Dress with Belt
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It's cute and cozy! Curl up at home with a movie after the kids are in bed. But cute!
Pink & Red Color Block Scarlett Sweater Dress
 
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It's hard to beat the quality of a Tuckernuck sweater dress. All the pieces I have from them last for years and years.
Maroon Maddox Sweater Dress
 
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Legsss
Moda Rib-Knit Turtleneck Mini Dress

I 💝 Classics

You're a classic beauty that loves a classic dress.
 
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Midi and pink with a classic Hollywood leg slit.
Lea Midi Dress
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Comes in red and pink. The texture on this dress and full skirt feel so luxurious.
Mock Neck Textured Petal Dress
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Cute florals and classic stylish mom style. Versatile enough for every day or Valentine's Day.
Exclusive Vintage Poppy Isabel Classic Dress
 
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Classic neckline that whispers quiet luxury and a slit that screams sexy.
Marin Dress
 
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This dress is a little on the expensive side at $248 but the website says you get 15% off if you sign up for texts and emails. This dress is a classic that could transition to Easter and wedding occasions for the next 10 years. I also like that i...
Lucille Wrap Dress Scarlet
 
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Pretty in pink- As cozy as a sweater as it is a chic dress. My favorite part about this dress is the double knit fabric. It doesn't show lines or bulges as much as cheaper options with this cut do.
Hot Pink Double Knit Lennox Dress