A third date is a big step in any relationship. You’ve gotten past the first date jitters, you’ve survived the second date, and now it’s time to show your mettle. What are you going to wear? We will examine What to wear on third date, third date tips for ladies and what to wear on second date at his house. On the third date, it’s important to dress appropriately for the occasion and for your partner. You want to look confident and comfortable, but not like you just rolled out of bed and threw on whatever was clean (unless that’s what your partner wants!). When you’re going out with someone new, it’s hard to know what you should wear. You want to look good enough that they’ll want to keep seeing you, but not so good that they think you came out of the closet expecting sex (or something close). We’ve got your back! Here are some tips for how to dress on a third date:
What to Wear on Third Date
Dating is hard. But it’s even harder when you can’t figure out what to wear.
We’ve all been there: trying on seven outfits and then giving up, or running out the door with no makeup on because you’re running late, or arriving at a restaurant before your date and then sitting there for 30 minutes while they’re still waiting in line. It’s not fun, and it feels like such a waste of time.
But don’t worry! We’ve got your back. In this week’s blog post, we’ll be covering everything from what to wear on a third date to how to make sure your hair looks perfect all night long (even if it’s windy). And after that? We’ll talk about some ways to stand out from the crowd when you go out by yourself.
Dating is hard.
You’re trying to make a good impression, but you don’t know if you’ve got it right. You want to look casual, but not too casual. You have no idea if you should wear heels or sneakers. You don’t want to overdo it, but you also don’t want to underdress.
And then there are all the little things that could go wrong: a pimple, a run in your tights, or even something as simple as forgetting your wallet and needing to borrow money from the other person!
It’s enough to make anyone want to throw up their hands and say “forget it!” But we’re here to tell you that there’s no need for that—we’ll help guide you through making sure your date goes off without a hitch.
When you’re about to go out on a third date, it’s easy to feel like you’re back in the dating scene. You want to look your best and be your most charming, but it can be hard to know what to wear.
We’ve got you covered! This guide will help you dress for success on your third date.
There’s no question that a first date can be nerve-wracking. But a second date? That’s when you really have to bring your A-game—and we’re here to help.
The second date is usually the first time you get to see what your partner is like outside of the context of a restaurant or bar. It’s not just about having fun; it’s about getting to know each other as people and discovering whether or not you’re compatible enough to move forward with this relationship.
So how do you make sure you don’t mess this up? The key is dressing appropriately for the occasion, which means wearing clothes that are comfortable but still look good on you and make you feel confident in yourself. The last thing anyone wants on the second date is to feel self-conscious or out of place because their outfit didn’t fit right or made them feel awkward.
If there was one thing we could tell every single person who has ever gone on a second date (and everyone else too), it would be this: don’t wear jeans! Jeans are probably not going to be appropriate for most outings, but even if they were, we’d still advise against wearing them for this particular occasion because they make your legs look shorter than
What to Wear on Second Date at his House
Wearing the right outfit is important for any occasion, but in many ways it’s even more critical for a second date. After all, you want to look good for your partner, but you also want to make sure that what you’re wearing reflects who you are and makes sense with the venue or activity.
So how do you know what to wear? Here are some tips:
On a second date, you can really let your true colors shine, especially if you played it safe on date number one. If you are a T-shirt–and-pants kind of girl, wear that, but if you want to pull out all the stops and wear a bright floral dress and satin platforms, there’s no time like a second date to do it.
Look up “what to wear on a first date” and surely you’ll find hundreds of outfit ideas to draw inspiration from. Thanks to your incredible first-date look (and your charming personality, of course), you scored a second date. Things are looking up until you remember you need an outfit for that too. Why does no one talk about second dates? They really are just as important as the first, if not more important, and we want to make sure you have the ensemble to prove it.
To help us out a bit, we gathered some second date-outfit inspiration from a handful of our beloved bloggers. Some of the ladies ahead are married, some are single, and we are here just to admire the quality of their outfits for being top-notch second date material. On a second date, you can really let your true colors shine, especially if you played it safe on date number one. If you are a T-shirt–and-pants kind of girl, wear that, but if you want to pull out all the stops and wear a bright floral dress and satin platforms, there’s no time like a second date to do it. At the end of the day, wearing what makes you the most comfortable and confident is the right choice, date number aside.
You’ve been asked out on a second date—how exciting! The scary first date is over, but now you’ve reached a whole new dilemma…What do you wear for the second date? Finding a flattering and flirtatious outfit that isn’t too over-the-top may seem daunting, but you’ve got this. To help, we’ve put together a list of our favorite second date outfits for any and all occasions. Keep reading to learn how you can dress to impress and score that third date.
1
Blazer and Boyfriend Jeans
This business casual duo is perfect for winter dates. It’s casual enough that you won’t be overdressed, yet shows you’ve put thought into your look. Wear a white tee underneath if the date is super chill, or go for a silk blouse for a fancier look.
Up the chic factor by pairing your look with some heels. This is a great option if you didn’t wear heels on the first date—now it’s time to show your date what you’ve got!
You can also finish off your outfit with a nice pair of boots.
2
Midi Dress and Leather Jacket
Layers are perfect for an outdoor date. This versatile look can show off all the wonderful sides of your personality! Pairing an edgy leather jacket with a flowy, flirtatious dress says, “I’m cute but mysterious.” Your date will be so curious to learn more about you and your style that they may just ask you out a third time.
Pair this edgy and flirtatious look with a pair of Keds, Vans, or ankle-high boots.
Don’t have a leather jacket? Not to worry! Throwing a jean or khaki jacket over a dress is another chic and versatile combo perfect for a second date.
You don’t need to wear a lot of makeup or jewelry with your outfit—a natural look is also great
4
Cardigan and Jeans
Keep things simple but flirtatious on the second date. Sometimes a cozy yet flattering outfit is all you need to capture their interest. If you’re going to the movies, out for pizza, or to grab coffee after class, stick to wearing a pair of jeans that show off your curves and a cardigan that makes your eyes pop.[7]
Cardigans come in all shapes and sizes, so pick one you absolutely adore! Your confidence will show if you wear something that makes you feel good.
Accessorize with knee-high boots, a purse or satchel, and maybe even a scarf. This will tie the look together and give your outfit that extra oomph.
5
Matching Set
Show your date you’re put together and stylish. Nowadays, there’s a matching set for every occasion. If you’re not exactly sure how to style a look for your second date, you can’t go wrong with a matching set! Try a matching pants or skirt suit when going to a restaurant, a matching leggings and sports bra for a rendezvous at the gym, or a form-fitting sweatsuit set if you bring the second date to your home.
Make sure you know the location of your second date ahead of time so you can plan your outfit accordingly. There’s no shame in knowing where you’re going, especially since this is only the second date.
6
Slip Dress and Heels
Show off your amazing body with this saucy number. The second date is all about showing off more of your style, so give your date something new by dressing up. A slip dress is sexy but elegant and perfect for candlelit restaurants dates. Choose a color you feel confident in and stride into your date knowing you’re hot stuff.[8]
Accessorize with dangling, sparkling earrings and a clutch for an extra bit of glam.
Layer an oversized T-shirt over your dress for a more relaxed look.
7
Ribbed Tee and High Waisted Jeans
This date look is casual and flattering. A textured shirt and mom jeans may not seem like much, but this outfit screams, “I’m put together, and you have to wait a little longer to see more.” This vintage-inspired look is perfect for a second date to the movies or a walk in the park. If your date wants to see you all dolled up, they’ll just have to ask you out for another date!
Pick a pair of jeans that hug your frame—you want to show off that booty!
Ribbed tees not your style? Go for a form-fitting tank top or henley for a fashionably vintage look.
8
Skater Dress and Pumps
Stay chic and comfortable at a fancy restaurant. If your date decides to take you out for your second date at an upscale restaurant, opt for an a-line or skater dress. The fitted top and flared skirt will flatter your figure before and after your meal.
Steer clear of bodycon or tight-fitting dresses on the second date, especially if you bloat after you eat. Finding a dress that you feel comfortable and can move in is ideal.
If you tend to spill food while you eat, don’t sweat it—we’ve all been there! Avoid white and pastel dresses to keep any spills secret.
9
Retro Jumpsuit
This versatile and comfy clothing item is perfect for a second date. You never know where the night will take you. Maybe your night starts at a nice restaurant, but you later find yourself dancing with your date at a club. Jumpsuits are great because they can match almost every date style, allowing you to look and feel good in any setting.[11]
Find a style that speaks to you! Go for a silhouette with flared legs for a retro look, or be bold with a wild printed fabric.
Cinch your waist with a belt to draw more attention to your jaw-dropping curves.
Pair your jumpsuit with heels for extra glam, or stick to Converse or sandals for a more relaxed look.
10
Swimsuit and Cover Up
Try this fun and practical look if your second date is at the beach. Dress to the occasion if your date wants to take you to the boardwalk or plans a beach picnic. Even if you don’t know if you’ll be swimming, plan your beach look around a swimsuit just in case. Opt for a vibrant halter-top bikini and high-waisted shorts, a floral maxi dress and brimmed hat, or go for a patterned bikini top and colorful kimono wrap or oversized sweater.[12]
Be fashion-forward by pairing this look with heeled strappy sandals and large sunglasses.
11
T-Shirt and Jeans
Be comfortable all while showing off your personality. You’ve been asked on a second date, which means they like you and want to learn all about you! When it comes down to it, if you don’t know what to wear and can’t find anything that screams “you,” opt for the classic T-shirt and jeans combo. Go for a shirt with your favorite band, movie, or quote on it. A fun tee is the perfect icebreaker and will give you a chance to tell your date something new about yourself.
Try ripped jeans for an edgier look.
Toss on a jean jacket or your favorite cardigan just in case it’s chilly.
High tops and Vans are stylish and comfy shoes you can pair with this personalized look.
You can also pair your jeans with a button-up shirt, too.
Casual Second Date Outfit
1
Blazer and Boyfriend Jeans
This business casual duo is perfect for winter dates. It’s casual enough that you won’t be overdressed, yet shows you’ve put thought into your look. Wear a white tee underneath if the date is super chill, or go for a silk blouse for a fancier look.[1]
Up the chic factor by pairing your look with some heels. This is a great option if you didn’t wear heels on the first date—now it’s time to show your date what you’ve got!
You can also finish off your outfit with a nice pair of boots
2
Midi Dress and Leather Jacket
Layers are perfect for an outdoor date. This versatile look can show off all the wonderful sides of your personality! Pairing an edgy leather jacket with a flowy, flirtatious dress says, “I’m cute but mysterious.” Your date will be so curious to learn more about you and your style that they may just ask you out a third time.[3]
Pair this edgy and flirtatious look with a pair of Keds, Vans, or ankle-high boots.
Don’t have a leather jacket? Not to worry! Throwing a jean or khaki jacket over a dress is another chic and versatile combo perfect for a second date.[4]
You don’t need to wear a lot of makeup or jewelry with your outfit—a natural look is also great![5]
3
Pop of Red
This sexy, bright color is bound to capture your date’s attention. When it comes to the second date, you want to play it safe while also mixing things up a bit. Adding a pop of red to your outfit is a bold and courageous move that’ll spice up your look. Try pairing a white top with red shoes, using a red handbag, or wearing a red pair of sunglasses.[6]
Nothing red to wear? No problem! A pop of red lipstick can bring out the color of your eyes and enhance those beautiful lips.
4
Cardigan and Jeans
Keep things simple but flirtatious on the second date. Sometimes a cozy yet flattering outfit is all you need to capture their interest. If you’re going to the movies, out for pizza, or to grab coffee after class, stick to wearing a pair of jeans that show off your curves and a cardigan that makes your eyes pop.[7]
Cardigans come in all shapes and sizes, so pick one you absolutely adore! Your confidence will show if you wear something that makes you feel good.
Accessorize with knee-high boots, a purse or satchel, and maybe even a scarf. This will tie the look together and give your outfit that extra oomph.
5
Matching Set
Show your date you’re put together and stylish. Nowadays, there’s a matching set for every occasion. If you’re not exactly sure how to style a look for your second date, you can’t go wrong with a matching set! Try a matching pants or skirt suit when going to a restaurant, a matching leggings and sports bra for a rendezvous at the gym, or a form-fitting sweatsuit set if you bring the second date to your home.
Make sure you know the location of your second date ahead of time so you can plan your outfit accordingly. There’s no shame in knowing where you’re going, especially since this is only the second date.
6
Slip Dress and Heels
Show off your amazing body with this saucy number. The second date is all about showing off more of your style, so give your date something new by dressing up. A slip dress is sexy but elegant and perfect for candlelit restaurants dates. Choose a color you feel confident in and stride into your date knowing you’re hot stuff.[8]
Accessorize with dangling, sparkling earrings and a clutch for an extra bit of glam.
Layer an oversized T-shirt over your dress for a more relaxed look.
7
Ribbed Tee and High Waisted Jeans
This date look is casual and flattering. A textured shirt and mom jeans may not seem like much, but this outfit screams, “I’m put together, and you have to wait a little longer to see more.” This vintage-inspired look is perfect for a second date to the movies or a walk in the park. If your date wants to see you all dolled up, they’ll just have to ask you out for another date![9]
Pick a pair of jeans that hug your frame—you want to show off that booty!
Ribbed tees not your style? Go for a form-fitting tank top or henley for a fashionably vintage look.
8
Skater Dress and Pumps
Image titled What to Wear on a Second Date Step 8
Stay chic and comfortable at a fancy restaurant. If your date decides to take you out for your second date at an upscale restaurant, opt for an a-line or skater dress. The fitted top and flared skirt will flatter your figure before and after your meal.[10]
Steer clear of bodycon or tight-fitting dresses on the second date, especially if you bloat after you eat. Finding a dress that you feel comfortable and can move in is ideal.
If you tend to spill food while you eat, don’t sweat it—we’ve all been there! Avoid white and pastel dresses to keep any spills secret.
9
Retro Jumpsuit
Image titled What to Wear on a Second Date Step 9
This versatile and comfy clothing item is perfect for a second date. You never know where the night will take you. Maybe your night starts at a nice restaurant, but you later find yourself dancing with your date at a club. Jumpsuits are great because they can match almost every date style, allowing you to look and feel good in any setting.[11]
Find a style that speaks to you! Go for a silhouette with flared legs for a retro look, or be bold with a wild printed fabric.
Cinch your waist with a belt to draw more attention to your jaw-dropping curves.
Pair your jumpsuit with heels for extra glam, or stick to Converse or sandals for a more relaxed look.
10
Swimsuit and Cover Up
Image titled What to Wear on a Second Date Step 10
Try this fun and practical look if your second date is at the beach. Dress to the occasion if your date wants to take you to the boardwalk or plans a beach picnic. Even if you don’t know if you’ll be swimming, plan your beach look around a swimsuit just in case. Opt for a vibrant halter-top bikini and high-waisted shorts, a floral maxi dress and brimmed hat, or go for a patterned bikini top and colorful kimono wrap or oversized sweater.[12]
Be fashion-forward by pairing this look with heeled strappy sandals and large sunglasses.
11
T-Shirt and Jeans
Image titled What to Wear on a Second Date Step 11
Be comfortable all while showing off your personality. You’ve been asked on a second date, which means they like you and want to learn all about you! When it comes down to it, if you don’t know what to wear and can’t find anything that screams “you,” opt for the classic T-shirt and jeans combo. Go for a shirt with your favorite band, movie, or quote on it. A fun tee is the perfect icebreaker and will give you a chance to tell your date something new about yourself.
Try ripped jeans for an edgier look.
Toss on a jean jacket or your favorite cardigan just in case it’s chilly.
High tops and Vans are stylish and comfy shoes you can pair with this personalized look.
You can also pair your jeans with a button-up shirt, too.
What NOT to Wear to a Wedding (and 17 Perfect Looks to Try Instead)
Weddings these days have fewer and fewer fashion rules than in decades past, which can be great, but also makes things a tad more complicated. Many of today’s brides are passing on traditional gowns in favor of elegant pants or jumpsuits, the occasional groom skips the typical black tux for a pastel suit, and even bridesmaids are ditching the cookie-cutter dresses for something they can wear over and over again. This means guests *also* have just as much freedom with their styles.
But before you whip out any outfit and call it a day, there are a few things to remember while getting dressed in order to still be respectful of the ceremony and the people getting married. Some of the rules are pretty straightforward and easy to follow (e.g., what colors to avoid), while others require a little more outfit planning—like figuring out what the heck “beach-formal attire” means.
1. Don’t wear white.
…or off-white, or really, really pale blue. Swann says that lighter colors tend to photograph white, and knowing how your look will photograph is just a general thing to be aware of, BTW. Avoiding white should be a no-brainer, but it still bears saying—unless the bride has specifically requested that guests wear it.
Want to wear something close to white? Try a neutral!
2. Try to avoid wearing the bridal party’s colors.
Swann recommends that you stay away from colors that match the wedding (unless otherwise stated) so you don’t look like you’re part of the bridal party. How can you determine this? “You can tell what the color scheme for the wedding is from the invitation or the wedding website, which gives an idea of what direction the couple might be going.” If you’re still unsure, you can always ask the bride or a bridesmaid!
Wearing something printed can help avoid matching the bridal party, since, traditionally, most bridesmaids wear solid colors. (…Though some brides are opting for patterned bridesmaid dresses so it really depends!)
3. Don’t go *too* casual.
Even if the wedding has a more low-key dress code, I promise you: It is not that casual. Meaning no sweats, jeans, T-shirts—you get my point. “If you have to choose between being underdressed or overdressed, it’s always better to be overdressed,” Swann explains.
But she also insists that if you are truly baffled by the dress code and have no idea what to wear, you should absolutely reach out for help. “I encourage people to embrace that awkward moment and ask for an example from someone in the wedding party, whether it’s the bride, the groom, or the bridal party.
If you are looking for something that skews more casual but is still fit for a wedding, go for any of the simple yet stylish outfits below which can easily be dressed up or down.
4. Don’t go too casual with pants.
So you wanna wear pants? Totally fine! Just make sure they’re dressy enough for the nuptials. Start with tailored trousers and a polished blouse, or make things easy for yourself by grabbing a matching blazer. Pant suits are a great way to go, or you can coordinate the color of your pants with your top, like this monochrome moment.
5. Cover your shoulders when applicable.
Is the ceremony taking place in a church or in an institution with a more modest dress code? Swann says, above all, it’s important to remember that weddings are a sacred occasion. Be respectful of where the vows are being exchanged, and you can always bring a shawl or sweater to cover yourself.
6. Be aware of your neckline.
On that same note, I’m always here for a great cleave moment, but weddings are generally a bit more family-friendly, so it’s probably best to save your J-Lo-level Versace dress for a different occasion.
“Not only will the couple be there, but there may be extended family members, including grandparents,” Swann says. “You certainly don’t have to wear something that is old fashioned—you can stay on trend—but remember that part of the wedding itself may be a very religious occasion as well, so there is some modesty that could be expected.”
Not saying don’t do a deep V, just don’t be asking “how low can you go?” Here’s a plunge that should still work.
7. Avoid going overboard.
Even if the wedding is a ~dress to impress~ event, the last thing you want to do is outdo the people getting married! Prints and fun colors are definitely okay, but make sure you’re not taking over the spotlight.
“There’s a difference between wearing a cocktail dress that’s really cute for the club and wearing a cocktail dress that that’s meant for a wedding,” Swann explains. “The outfit you select should not draw too much attention away from the couple.”
A cowl neck midi is a chic choice.
8. Rethink the sparkles.
Along those lines, sometimes not outshining the couple can mean skipping something super glitzy—unless it’s specified, or if it’s a black- or white-tie affair. Of course you wanna win best-dressed guest, but you don’t want everyone’s eyes to be on you…and off the bride.
9. Don’t go against the dress code.
Yes, Swann confirmed that it’s *usually* better to overdress than underdress. But read the room: Don’t wear a tux or a ballgown to a backyard wedding—in that case, it’s better to keep it a little more low-key.
Swann also says the location has a lot to do with what you should wear. “For example, if it’s a destination wedding, then you know that you’d be wearing resort-style attire. If it’s going to take place at a high-end hotel, then that’ll give you an idea of the theme.”
The other indicator that helps determine your style is the time of day the ceremony is taking place. “Earlier in the day, you’re going to find that the attire is going to be less formal, which means more bright colors and flowy fabrics. Later in the evening is when you’ll get to that formal attire where you have black and gold hues, beads, and sparkles.” Of course, this is all generally speaking, but these are good guidelines to follow.
If you’ve got a beach wedding you’re attending this summer, here’s a cute option!
10. Skip the rips and holes, even intentional ones.
It’s usually wisest to save anything super distressed or with frayed edges for other occasions. But if you like the idea of showing a little unexpected skin, consider a stylish cutout. As Swann points out, you don’t have to completely forgo trends, either.
This style is the perfect mix of trendy yet appropriate. Plus, the breezy linen material will keep you cool during an outdoor ceremony.
11. Be strategic about your choice of shoes.
Comfort is important, especially if you plan on turning up on the dance floor. But wearing flip flops to the ceremony? Probably not the move, maybe unless it’s a casual, toes in the sand beach wedding. If you know there is going to be a long walk from one point to another throughout the festivities, Swann says comfy flat shoes (flip flops or otherwise) that you can slip in and out of quickly might be good to bring—but only for those in between moments!
Also, if the nuptials are happening on grass, Swann suggests wearing wedges or heels that have a thicker sole so you won’t sink in the ground when you walk. “Get that information in advance, and don’t feel as though you’re bothering the couple or bothering the party by asking these sorts of questions—they want you to be comfortable,” Swann says.
Consider any of the below shoes depending on the location and overall vibe.
