Outfit Ideas For Meeting An Ex: Keeping It Casual Yet Chic

what to wear when catching up with an ex

A date with your ex-partner can be an emotional rollercoaster ride, full of excitement, anxiety and curiosity. With endless possibilities of reconnecting with your past love, it's no wonder you want to look your best. But what's the perfect outfit recipe for such a delicate situation? Should you go for something casual, sexy, or comfortable? Fear not, as we have compiled the ultimate guide on what to wear when catching up with an ex, so you can look and feel your best during every moment of this potentially exhilarating and heartwarming experience.

Occasion Clothing suggestion
Coffee or brunch Casual and comfortable: jeans and a t-shirt
Lunch or dinner Smart casual: a nice dress or collared top
Going out for drinks Dressy casual: a stylish blouse and skirt
Outdoor activity Sporty and practical: leggings and a hoodie
Special occasion Formal attire: a suit for men, a cocktail dress for women

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LBD and heels

LBD
Source: www.glamour.com

Going out to catch up with an ex can be a difficult and nerve-wracking experience, and figuring out what to wear can be equally stressful. However, it is important to look and feel your best and show your ex what they are missing. The perfect outfit for any catch-up meeting with your ex is undoubtedly an LBD (little black dress) and heels.

An LBD is a classic piece that never goes out of style. It is a versatile item that can be dressed up or down, and it works for all types of occasions. When catching up with an ex, an LBD can be dressed up with some statement jewelry, a clutch, and some high heels. The key is to keep it simple but classy.

Heels are the perfect choice of footwear for a catch-up with an ex. They add an element of sophistication and height, making you feel more confident and powerful. However, it is important to remember to choose comfortable heels that you can walk in comfortably as you don't want to be hobbling around or worse tripping!

It is important to get your hair and makeup right to complete the look. Opt for a simple yet elegant hairstyle and do your makeup softly to enhance your features and make you look your best. Don't go too heavy on the makeup as you don't want to come across as trying too hard to impress your ex.

In conclusion, an LBD and heels is the perfect outfit for catching up with an ex. It is a timeless, classic look that will have you looking and feeling your best. Remember to keep it simple, classy, and elegant, and you will be ready to face your ex with confidence and elegance.

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Comfy but cute

Comfy
Source: www.pinterest.com

When you're meeting up with an ex, it's important to strike the right balance between comfort and style. You want to feel relaxed and at ease, while also looking your best. That's why we recommend opting for a comfy but cute outfit that reflects your personal style and makes you feel confident.

For starters, you can't go wrong with a pair of distressed jeans or jeggings. These versatile bottoms provide the perfect combination of comfort and style, and they can be dressed up or down depending on the occasion. Pair your distressed denim with a simple t-shirt, sweater, or blouse – whatever makes you feel most comfortable.

Comfortable footwear is also a must when catching up with an ex. You want to be able to walk and talk freely without worrying about blisters or discomfort. Opt for a pair of cute sneakers or slip-on shoes that you can wear all day without any discomfort.

In terms of accessories, keep it simple and understated. Choose a cute necklace or bracelet that adds a pop of color or shine to your outfit, but don't go overboard. The focus should be on you and your ex reconnecting, rather than on your accessories.

Overall, the key to a successful outfit when catching up with an ex is to prioritize comfort and confidence over everything else. When you feel good in your skin, you exude positive energy and make the conversation flow effortlessly. So, choose an outfit that reflects your personal style and makes you feel like the best version of yourself.

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Button up shirt

Button
Source: sterlingstyleacademy.com

When it comes to catching up with an ex, choosing the right outfit can be a tricky task. You want to look presentable, but not too dressy, and you also want to feel comfortable. One option that can strike a perfect balance between casual and chic is a button-up shirt.

The beauty of a button-up shirt is that it's both classic and versatile. Depending on how you choose to style it, you can create a look that suits almost any occasion. If you're meeting your ex for a casual coffee date, you could pair your shirt with a pair of jeans and sneakers. On the other hand, if you're going out for a more formal dinner, you could dress it up by pairing it with a skirt or dress pants and heels.

Button-up shirts also come in various styles and materials, which means you can tailor your outfit to suit your personal tastes and preferences. A crisp white cotton shirt can create an effortlessly chic look, while a silk or satin shirt can create a more sophisticated and refined aesthetic.

One of the major benefits of a button-up shirt is that it's appropriate for almost any season. During the colder months, you can layer your shirt with a sweater or jacket, while during the warmer months, you can roll up the sleeves and wear it on its own.

Lastly, a button-up shirt can give you the confidence and comfort you need to face your ex. It's a stylish yet practical choice that can help you feel like your best self, without overdoing it. So, whether you're catching up over drinks, brunch, or ice cream, a button-up shirt is the perfect choice for an effortlessly chic and comfortable outfit.

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Classic jeans

Classic
Source: www.gq.com

When it comes to catching up with an ex, choosing the right outfit can be a tricky feat. You want to look your best, but also give off an air of nonchalance that suggests you're moving on. This is where classic jeans come in - they strike the perfect balance of style and casualness.

There's something timeless about a great pair of jeans. They can be dressed up with a blazer and heels, or dressed down with a simple t-shirt and sneakers. When catching up with an ex, the key is to keep things simple and avoid looking like you're trying too hard. With jeans, you can achieve this effortlessly.

Another advantage of wearing jeans is that they give off a relaxed vibe. You want to create an atmosphere where both you and your ex feel comfortable opening up and having a conversation. Nobody wants to feel like they're on a job interview or being interrogated. Jeans say, "I'm chill and easygoing."

Jeans also have the added benefit of being versatile enough for any occasion. Whether you're grabbing a casual coffee or going to a nice restaurant, a good pair of jeans will work for both. You can choose a light wash for a daytime look or go for a darker wash for something more formal.

In terms of styling, you can't go wrong with a classic pair of skinny jeans. They're easy to dress up or down and flatter almost any body type. Alternatively, you could opt for a relaxed fit for a more laid-back look. Play around with different styles and see what works for you.

In conclusion, when catching up with an ex, always go for classic jeans. They strike the perfect balance between style and casualness, and can be dressed up or down for any occasion. Just remember to keep things simple, relaxed, and most importantly, be yourself.

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Dressy flats

Dressy
Source: www.alarnahope.com.au

When meeting up with an ex, choosing what to wear can be tricky. You want to look good, but not like you're trying too hard. One versatile and stylish option is dressy flats.

One way to style dressy flats is with a midi-length skirt and a blouse. This combination is feminine, comfortable, and perfect for a daytime or evening meet-up. Choose a pair of flats with a little bit of shine or embellishment to add some extra flair to your outfit.

Another great option is to pair dressy flats with tailored slacks and a blouse. This is a classic look that is appropriate for a more formal or professional setting. A pair of flats with a pointed toe and sleek design will add sophistication to your outfit.

For a more relaxed look, pair your flats with a denim skirt or a pair of cropped jeans. This look is perfect for a casual coffee date or a day of running errands. Dressy flats with playful patterns like polka dots or stripes will add a fun touch to your outfit.

When choosing dressy flats, consider the color and material. Black and nude are versatile options that can be worn with a variety of outfits. Suede is a great material for cooler weather, while leather or patent leather adds shine and polish to any outfit.

Overall, dressy flats are a versatile and stylish choice when catching up with an ex. They offer comfort, practicality, and style, making them the perfect shoe for any situation.

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Statement necklace

Statement
Source: www.heyhappiness.com

When it comes to catching up with an ex, choosing the right wardrobe can be a challenge. You want to look confident and put-together, but not overly flashy or desperate. One accessory that can add a touch of elegance and sophistication to any outfit is a statement necklace. Not only does it draw attention to your face, but it also elevates even the simplest of outfits.

When choosing a statement necklace, keep in mind the tone of the catch-up. If it's a casual and lighthearted meeting, opt for a bold and playful design. A chunky, colorful necklace with interesting shapes and textures can make a fun and flirty statement. On the other hand, if you're looking to exude more professionalism and class, go for a more minimalistic and refined option, such as a simple chain with a large pendant or a sleek gold choker.

Another benefit of wearing a statement necklace is that it can inject some personality into your outfit, even if you're keeping things simple elsewhere. If you're feeling a bit self-conscious about your outfit choice, a bold necklace can add a pop of color or a unique flair that will make you stand out. Just make sure to balance it out with more subdued clothing pieces, such as a solid-colored blouse or a classic blazer.

Ultimately, the key to wearing a statement necklace when catching up with an ex is to feel comfortable and confident. Whether you're opting for a playful or sophisticated design, it's important to choose a necklace that reflects your personal style and makes you feel good. With the right choice, you'll be sure to turn heads and make a lasting impression.

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Casual blazer

Casual
Source: www.instyle.com

When it comes to catching up with an ex, it's important to find the perfect balance between looking put together and staying comfortable. One stylish solution to this dilemma is a casual blazer. Blazers are the perfect layering piece that can elevate your outfit without making you look too overdone or dressy.

Opt for a blazer in a soft, lightweight fabric that can easily be dressed up or down depending on the occasion. A neutral color such as beige, navy, or black makes it easy to pair with any outfit. For a casual yet chic look, pair your blazer with a basic top, skinny jeans, and ankle boots. Alternatively, dress up your blazer with a pencil skirt and pumps for a more sophisticated vibe.

When it comes to accessories, keep it simple. A pair of delicate earrings or a simple pendant necklace will add a touch of elegance to your outfit without overpowering your overall look. Complete your outfit with a sleek clutch or crossbody bag for a polished finish.

Remember to choose pieces that make you feel confident and comfortable, as catching up with an ex can often be a nerve-wracking experience! A casual blazer provides the perfect balance of comfort and style, so you can focus on having a relaxed and enjoyable catch-up without worrying about your outfit.

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Chic jumpsuit

Chic
Source: www.jessleaboutique.com

When meeting an ex, it is important to dress up in something that makes you feel confident and comfortable at the same time. A chic jumpsuit is a perfect outfit choice that offers an effortless and stylish look. It is versatile and can be dressed up or down based on the occasion. Jumpsuits come in various styles such as strapless, off-shoulder, halter-neck, and with sleeves, so you can choose one that you feel most comfortable wearing.

Jumpsuits add an elegant touch to your personality, making you look sharp and presentable. It's a great all-in-one option that saves time and hassle of choosing separate tops and bottoms. They come in various materials, ranging from cotton to linen to silk, so you can choose one that suits your style and the weather. Pair your jumpsuit with stilettos for a formal look or opt for sneakers for a casual vibe.

Another great aspect of jumpsuits is that they come in different patterns, such as floral, stripes, or plain colors. This makes it easy to choose an option that suits your personality and mood. If you want to add a touch of glamour, accessorize with statement jewelry or a clutch and a bright pair of heels.

In conclusion, a chic jumpsuit is an excellent option to wear when catching up with an ex. It is stylish, versatile, and easy to wear, making it the perfect choice for any occasion. Whether you want to look trendy or elegant, a jumpsuit is a great option that will never go out of style. So the next time you're catching up with your ex, consider wearing a jumpsuit and enjoy the confidence and elegance it brings to your personality.

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Simple sundress

Simple
Source: www.wearskelly.com

When planning an outing to catch up with an ex-partner, choosing the right outfit can be a bit daunting. Often, we want to make a lasting impression while still showing off our personality and style. One of the best options for any occasion, including catching up with an ex, is a simple sundress.

A sundress is perfect for a casual coffee catch-up or a stroll in the park. It's versatile and comfortable and can be dressed up or down depending on your accessories. A simple sundress in a solid color or a cute floral print can be paired with a denim jacket or cardigan for a more put-together look. You can also dress it up with strappy heels and jewelry for a nighttime rendezvous.

One of the best features of a sundress is its simplicity. It's easy to wear and doesn't require a lot of fuss. Sundresses can be a one-and-done outfit, making them perfect for those running late or who just don't want to spend too much time getting ready. Pair your dress with a cute pair of sandals or sneakers, and you're good to go!

Another great benefit of a sundress is its comfort. It's perfect for warm, sunny days, and the flowy fabric allows for breathability. This is especially important for anyone who may feel nervous about seeing their ex again after a break-up. Wearing a comfortable outfit can help you feel more at ease.

In conclusion, a simple sundress is an excellent choice for when you're catching up with an ex. It's easy to wear, versatile, and comfortable. Choose a solid color or a playful print, and don't forget to accessorize! This go-to outfit can help you feel confident and ready for whatever the day may hold.

Frequently asked questions

It depends on the context of your meet-up. If you're meeting in a formal setting, you should dress appropriately in formal clothing. However, if you're meeting in a casual setting, you can dress casually, but make sure to wear something tasteful and appropriate.

You should aim for a middle ground in terms of dressing up or dressing down. Don't dress too casually or too formally, but find a comfortable balance. You should also consider the location and time of day of your meet-up when deciding on your outfit.

You should avoid wearing anything too revealing or provocative, as it could send the wrong message and make your ex uncomfortable. Additionally, avoid wearing anything too flashy or attention-grabbing, as it could come across as desperate or attention-seeking. Stick to simple, tasteful clothing choices that make you feel comfortable and confident.

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5 Comments

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Ronan Benton

I think when catching up with an ex, it's important to dress comfortably yet stylishly. You want to show that you're doing well and confident in yourself. I would suggest wearing a casual but put-together outfit, like a nice pair of jeans, a cute top, and some trendy sneakers. Avoid anything too revealing or flashy, as you want to keep things classy. Ultimately, it's all about feeling good in what you're wearing and showing off your best self!
I completely agree! Dressing comfortably yet stylishly is key when catching up with an ex. It's important to show that you're confident and doing well. I love the idea of wearing a casual but put-together outfit, like nice jeans, a cute top, and trendy sneakers. Keeping things classy and avoiding anything too revealing or flashy is definitely a smart move. And most importantly, feeling good in what you're wearing and showcasing your best self is the ultimate goal!
JO

Joao Hammond

When meeting up with an ex, I would go for a simple and casual look. Opt for a flattering pair of black leggings or jeans, paired with a cute and comfortable sweater. Adding some minimalist jewelry and a pair of ankle boots can elevate the look without being too over-the-top. Overall, it's important to wear something that makes you feel confident and comfortable, so you can focus on the conversation and not worry about what you're wearing!
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Anisa King

I believe the key to dressing when catching up with an ex is to keep it effortlessly chic. One option could be a flowy midi dress with a denim jacket and ankle boots. It creates a balance between feminine and casual, while still looking put-together. Alternatively, you could go for a sleek pair of trousers, a blouse, and some heels for a more polished look. Remember, the most important thing is to feel comfortable and confident in what you're wearing, so choose an outfit that reflects your personal style.
I completely agree with your suggestion of keeping it effortlessly chic. It's important to strike a balance between feeling comfortable and looking put-together. I love the idea of a flowy midi dress with a denim jacket and ankle boots. It's feminine, yet casual, and gives off a laid-back vibe. Another option could be a sleek pair of trousers, a blouse, and some heels for a more polished look. Ultimately, the key is to choose an outfit that reflects your personal style and makes you feel confident.

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