Sexy Winter Date-Night Outfit Ideas Glamour

You want to look sexy (preferably without freezing), and that can get rather complicated. To help, we present the steamiest cold-weather looks our favorite bombshells have put together over the years.
The pencil-skirt-and-blouse combo just needs a few tweaks to go from office-appropriate to super steamy. Follow Kate Upton’s lead and pick a slick leather-look skirt and a shirt with sheer accents that provide coverage while hinting of skin.
Long sleeves and a hemline that hits the floor might sound too buttoned-up for a night with your special someone, but Alessandra Ambrosio found a loophole. Find a style with a slit that approaches your hip and you’ve got a look that sizzles more than the skimpiest sundress.
Playing around with menswear is a great way to dress up for date night. Angelina Jolie’s take on the tuxedo is definitely siren-approved thanks to slim-cut black pants, stilettos, and a shirt with the top buttons left open.
Does flashing a little stomach instantly make you feel sexy? The look can still work during winter, as long as you pair it with a longer skirt and top it with a jacket, like Jessica Biel did.
For a date night that’s more burgers-and-beer than the latest hot spot, Gisele’s got an idea for you. Sexy leather-look leggings carry a naughty dominatrix vibe, but paired with an oversize sweater, they won’t be too much. Skip flats in favor of ankle boots because, hey, it is a date after all.
Love showing off your back? Barely there dresses and tops can be worn during the warmer months, like Rosie Huntington-Whiteley’s skimpy dress. Wear tights underneath if it’s particularly chilly out, and shake off your sweater or jacket when you’ve arrived at your destination to really surprise him.
A sheer shirt that requires thoughtful underpinnings for day can go as steamy as you like when the situation switches to drinks with your love. Keys to nailing Halle Berry’s look? Use a black bra, not nude, so it appears purposeful. For a more laid-back outing, swap out her skirt for jeans.
Leather can be too heavy to wear when it’s steamy out, but come winter, it’s the quickest way to make a simple or traditional shape feel sexy. Bar Refaeli’s dress is basic, but the biker-inspired fabric makes it bombshell-ready. Accent with a cropped jacket and black ankle boots.
The very thought of showing too much skin during a chilly night can make you shiver, but Miranda Kerr knows the perfect outfit to make the super-steamy look work. Pick a dress with long sleeves, and pair with tights or high boots so you’re covered up everywhere but your décolletage.
There’s something inherently sexy about over-the-knee boots, but to really amp it up, pair with a skirt or dress that hits an inch or so above the top of the boot. That equation is the key to making Brooklyn Decker’s look so supermodel-worthy *and *warm.
Imagine Scarlett Johansson’s emerald dress without that sheer piece up top. A classic sexy bombshell look, right? The addition of the sheer piece makes it just a bit warmer. Wear over opaque black tights if your forecast is especially chilly.
The most vital part of copying Chrissy Teigen’s stunning look is finding a dress that fits you as great as hers. The basic scoop-neck style wouldn’t be anything special on its own, but it looks like it was made to her measurements, ensuring her curves are hugged perfectly. Winterize with a classic blazer or jacket.
Layers and wrapped styles are a double-edged weapon smartly employed for date night. Heavier fabrics keep you warm and cozy, but the robe-like design just makes him want to unwrap you. Rihanna’s leather jacket and poncho keep the goose bumps at bay, but not at the expense of losing her steamy vibe.
For a casual date night, copy Blake Lively’s equation and mix high boots with bare legs, a mini, and an oversize poncho, jacket, or sweater to keep you toasty. The silhouette isn’t traditionally sexy, but the flash of leg is unexpected for winter. I love it for anyone, but it’s a smart approach to maternity dressing too (Blake’s expecting in this pic!).
The high neckline and to-the-wrist sleeves would make you think the dress wasn’t all that sexy, but then you see that micro-mini hemline and, clearly, it’s a different story. Jennifer Lopez looked phenomenal in this mini, and the silhouette’s easy to find during the fall and winter (bonus points if you locate one in a warm wool blend). The flirty shape will hold its va-va-voom appeal even if you live somewhere frigid and need to pair with tights.
FAQ
How do you dress seductive in the winter?
Look for fabrics or prints that you find sexy, like leopard print, or velvet. I’m also a big fan of tight warm clothes, like leggings under a mini-skirt, or a tight black turtleneck sweater.Dec 10, 2020
How to look hot when its cold?
Layering. The secret to dressing hot when you’re cold is all in the layering. Layering doesn’t just mean pilling on sweaters and hoping for the best: it also involves strategically combining pieces that keep you warm while allowing for easy adjustments throughout the day.Mar 12, 2025
How to look hot when its cold?
Layering. The secret to dressing hot when you’re cold is all in the layering. Layering doesn’t just mean pilling on sweaters and hoping for the best: it also involves strategically combining pieces that keep you warm while allowing for easy adjustments throughout the day.Mar 12, 2025
How do you dress seductive in the winter?
Look for fabrics or prints that you find sexy, like leopard print, or velvet. I’m also a big fan of tight warm clothes, like leggings under a mini-skirt, or a tight black turtleneck sweater.Dec 10, 2020
What is the 3-3-3 rule for clothes?
You choose three tops, three bottoms, and three shoes, and challenge yourself to create as many outfit combinations as possible with your selections. The concept began with TikTok creator Rachel Spencer, whose nine-item fall wardrobe went viral last year.Jan 31, 2024
What outfit do guys find most attractive?
They find it sexiest when you’re wearing something that’s sophisticated, beautiful and fits your body well without showing too much skin. For example, a black dress with a modest front and an open back, or a silky blouse with a lace camisole peeking through.Apr 29, 2015
Love88s.com offers a wide selection of sexy outfits for women, including birthday and winter styles, to enhance your wardrobe.
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