3 Spring Date Outfits for Women Over 40 Guaranteed to Get a Boss Lady a Second Date
Midlife dating can be tough, and so can picking your spring date outfits if you’re a woman over 40. That’s why we asked midlife style expert, Isabella Thorp from @confessionsofasuperager for some advice on what to wear on your next date night.
When it comes to date outfits for women over 40, it’s important to stay true to yourself… and your age. An age-appropriate shows your date that you’re unashamed to be a boss lady over 40. An overly-sexy outfit that says ‘I’m still trying to look 30’ can have the opposite effect. Dress to showcase the best version of you. Nothing is more attractive than a woman who’s confident and carefree!
Rock these age-appropriate spring date outfits for women over 40 and you’re sure to land a second date!
Confidence-Boosting Color

What better way to let your personality shine on a date than through your favorite color? No one knows you better than yourself, so pick a color you know you’ll feel confident in. Maybe it’s your favorite color or maybe it’s a trendy color like Classic Blue.
Our go-to color for spring date outfits? Tried and true red. According to a 2008 study at the University of Rochester, the color red is proven to enhance men’s attraction to women.
The color blocking on Isabella’s rented Bailey 44 dress gives a modern take on the classic shade. Paired with nude heels and personality-filled statement earings, you’ll look and feel confident as ever!
Rent the Look
Bailey 44
French Connection
Alexia Admor
Style with
A Jumpsuit That Fits Just Right

A sleek jumpsuit is the perfect choice for a romantic dinner date. Go for something simpler, like the all-black number Isabella rocks in the video above, or try a fun spring print like the houndstooth she wears here.
The key to jumpsuits is finding the right fit. Look for one that flatters your body shape and accentuates your favorite body parts. Here’s a trick from our stylists: take advantage of hem tape and fashion tape so you can worry less about your outfit and focus more on making a great first impression.
According to a color psychology survey, wearing black was associated with positive qualities including confidence, intelligence and sexiness. Likewise, the color “barely figured” in association with negative traits, such as arrogance. If you’ve opted for all-black, add personality through a pair of fun earrings or a brightly colored clutch instead.
Rent the Look
Alexis
Amur
Black Halo
Style with
Playful Polka Dots

Polka dot prints are one of this year’s hottest trends and are the perfect print for a date. They evoke a lighthearted, playful attitude and air of femininity… what woman doesn’t want that on a first date?
Layer your dotted dress under a classic leather jacket to add a touch of sass to your sweet dotted dress. If you want to add even more attitude, Isabella suggests finishing the look with sexy over the knee boots.
If you’re headed on a day date, a flirty polka dot dress is the perfect choice. A denim jacket and strappy sandals complete your spring date outfit in style.
Rent the Look
Bailey 44
Veronica Beard
Nicole Miller