Buzz
Choosing an outfit to hang out with your boyfriend can feel like finding the right balance. You want to look fantastic, but you also want to appear laid-back and not overdo it. How can you achieve that perfect mix of cute, comfy, and totally yourself? We’ve got you covered with this quick guide to outfits that will have you feeling amazing, and your boyfriend saying 'wow' as soon as you step in.
This article is based on an interview with Abby Rosenblum, the founder of The Social: Modern Matchmaking. Check out the full interview here.
Steps
Jeans and a cute top
Choose an outfit that makes you feel relaxed and confident. Opt for clothes you already love, as trying something new might leave you feeling uneasy. For example, when selecting a top, go for a neckline that’s familiar. If you love tank tops, try a fitted one with light-wash distressed jeans and some faux-leather sneakers for a laid-back, cool vibe. A good rule of thumb is to balance your silhouette—pair a snug top with loose jeans or an oversized top with fitted bottoms.
- Slip into skinny jeans and a cropped hoodie if you want to reveal a bit more.
- Match straight-leg jeans with a bold graphic tee for an edgy, gender-neutral look.
- Going out in the evening? Try pairing your favorite jeans with a silk camisole or a lace-detailed top to add a touch of romance.
- If you’re meeting his parents, go for darker denim without rips and a more modest blouse for a polished look.
Leggings and athleisure
Show off your figure while staying comfy with this go-to choice. You can easily elevate or tone down workout wear and lounge clothes, like sweatpants, for a laid-back or sporty vibe. Feeling athletic? Team your leggings with a crop top. If the weather turns chillier, layer on a cozy chunky sweater or hoodie with your favorite leggings. The key is to wear clothes that are comfortable and make you feel good.
- For a stylish look, opt for a matching set of leggings and a top with crisp white sneakers.
- Dress up your leggings for an evening out with a metallic bomber jacket and leather ankle boots.
- Tie up a tee shirt and toss your hair into a messy bun for a casual night at your boyfriend’s place. Staying in? Skip the shoes and go for fuzzy socks!
- If sweatpants are your ultimate comfort, rock them with confidence.
His favorite tee or hoodie with your favorite pants
When you’re feeling like you have nothing to wear, borrow one of your boyfriend’s clothes. Guys find it super cute when you wear their favorite t-shirt, hoodie, or even their jersey. All you need to do is add your favorite denim or leggings at the bottom. Opt for a slightly fitted style to balance out the oversized top, and voilà! You’ve got an effortlessly cool, boyfriend-approved look in just minutes. After all, if he loves that shirt or hoodie, he’s going to love it even more on you.
- For a more polished look, tuck in the shirt and belt it with jeans, then add ankle boots for extra sophistication.
- Keep it casual and own the oversized style by pairing the shirt with leggings and sporty shoes for a relaxed, 'just woke up' vibe.
- Messy hair? No problem—embrace the boyish charm by adding a baseball cap to complete the outfit.
An off-the-shoulder top and shorts
Create a romantic vibe while showcasing your neckline with this look. An off-the-shoulder top lets you reveal some skin while still keeping an air of mystery for your boyfriend. For a bohemian style, choose a flowy, puff-sleeve top that drapes off your shoulders. If you’re after a sexier vibe, opt for a ribbed cotton material that hugs your body.
- Pair a white or pastel off-the-shoulder top with denim shorts and espadrilles (rope-soled shoes) for a perfect summer evening date outfit.
- Mix vintage charm with a “music festival” and “date night” look by pairing high-waisted shorts with a cute print and a black strapless top.
- Not a fan of strapless bras? Go for a cute lacy bralette and let the straps peek through.
A pretty sundress
Sundresses exude a free-spirited, 'girl-next-door' vibe. Choose a breezy sundress for a casual, warm-weather outfit. You can dress it up with heels for the evening, or keep it casual with strappy sandals if you’re just hanging out at your boyfriend’s place. Whether you go for a floral, feminine print or stick with neutral tones and bold accessories, wear what makes you feel confident.
- Pair your sundress with sneakers and a denim jacket for the perfect daytime look when you’re hanging out with your BF.
- Opt for a less revealing sundress and platform wedges if you’re meeting your boyfriend’s parents.
- Balance the femininity of the sundress with a more utilitarian touch by layering a canvas chore coat or a shirt jacket over it.
A bodycon dress
Choose a sleek fitted dress if you're looking to turn up the heat. If you’re comfortable in tighter clothing, a bodycon dress is a great option. Not only does it highlight your curves, but it also feels incredibly comfortable, especially if you pick one made from soft cotton or jersey fabric—it’ll fit like a cozy second skin. Who says you can’t be both sexy and comfy at the same time? Check out these styling ideas, and choose what makes you feel the most confident.
- Pair a black bodycon dress with a denim jacket and high-top sneakers for a cool, laid-back vibe.
- Throw on an olive anorak jacket with your bodycon dress and finish the look with lace-up boots for a casual outfit.
- For a more glam look, add a leather jacket, chunky accessories, and bold heels when going out with your boyfriend.
A shorter skirt and sweater or tee
Opt for a flirty above-the-knee pencil, skater, or A-line skirt for a more daring look. To transform a short skirt into a comfy outfit for a night in with your boyfriend, layer on a cozy hoodie or sweater. If you’re heading somewhere nice to visit him, elevate the look with a v-neck blouse and nude heels.
- Pair a basic white tee with a denim pencil skirt and sneakers for a simple, timeless outfit.
- Tuck a loose tee into a pleated skater skirt for a laid-back yet chic appearance.
- Channel early 2000s grunge vibes with a plaid skirt, a graphic band tee, combat boots, and a camo jacket.
A red shirt or red accessories with black accents
Studies show that men find the color red especially attractive. Want to grab your boyfriend’s attention? Skip the neutral tones and incorporate a little red into your look. A red shirt or dress paired with a black leather jacket will give off an alluring, powerful vibe. If those aren’t your style, no worries—just add a red accessory to a little black dress for a classy, elegant touch.
- Take a cue from pop stars and go bold with red lipstick.
- Wear a red scarf when the weather cools down.
- For a seductive touch, try a red lace bralette.
Your favorite lingerie
Choose lingerie that makes you feel confident and comfortable. You don’t have to wear anything overly elaborate or uncomfortable—pick what makes you feel good. Whether it’s a matching set of black lace or a comfy sports bra that shows off your athletic side, wear what suits you best.
- Opt for materials like silk or lace to create a sultry vibe.
Simple jewelry
Go for minimal accessories that won’t overshadow your features. Focus on one area of your outfit. For instance, if you’re wearing a bold necklace, skip the bracelets. Pair flashy earrings with a subtle, delicate necklace. Not sure what to wear? Pick something with sentimental value—a necklace your boyfriend gave you, a friendship bracelet from childhood, or a charm from a family trip could be perfect conversation starters.
Your signature makeup look
Keep your makeup true to your personal style. If you're known for your winged eyeliner, own it! If you prefer a more natural, makeup-free look, that's just as great. There’s no consensus on whether men prefer more or less makeup—just go with what feels right for you!
- For a natural vibe, try a light BB or CC cream (which offers more coverage than BB cream) instead of foundation, and add a touch of mascara and blush.
- If you’re going for a more dramatic look for date night, try bold eyeshadow, cat-eye eyeliner, and vibrant lipstick. Or, perfect your red-carpet look with a smokey eye.
- When you feel at ease with your makeup, you can focus more on enjoying yourself!
