
'I Paid Thousands For A Dating Coach — Now I'm Engaged': Inside The Rise Of High-Investment Dating
Back in April, entrepreneur Shirley Vernae Williams, 39, went viral on TikTok after revealing that she had spent $10,000 (approx £7,400) on a dating coach to enhance her love life. 'The total amount I spent on a dating coach in the end was $12,000 (around £9000). I started with a program called 'Get Your Guy', which helped me get clear on my patterns, rewire how I date, and build a stronger relationship with myself,' she said to Unbothered. A few months later, Williams, based in New York, joined another program called 'Get Your Ring', which comprised a more intimate group container that was focused on partnership. Between those two programs, Williams had personalised coaching, voice note access, and real-time support — all of which she hoped would enhance her dating life.
Within two months of starting the program, Williams met her fiancé. 'My experience with a dating coach truly changed my life. I met my now-husband within just a few months of working with my coach,' she adds. Almost 20,000 people have liked Williams' TikTok video, but her story has also garnered criticism from fellow users on the platform who have questioned her decision to spend $12,000 on a dating coach. The idea of making such a significant investment in a quest to find love is something many single women cannot fathom due to the unpredictability of the modern dating scene. However, Williams' decision has piqued the interest of those who have given up on dating apps and are willing to do anything they can (and spend whatever they can) to improve their chances of finding love.
Many single women are spending months (if not years) navigating the dating scene, but Williams was able to attract the partner she wanted in a short space of time. While there are several reasons why single people struggle to navigate the world of modern dating, the rise in the popularity of dating apps has had a lasting influence on society's perception of dating and relationships. Dating apps were meant to facilitate dating, but instead, they've made it more complicated than it has ever been. 1.4 million people in the UK have left the online dating scene in the past 12 months, and an Ofcom report showed that fewer people used dating apps between 2023 and 2024. In the US, the percentage of adults using dating sites dropped from 18% to 15% from 2019 to 2022.
What do dating coaches actually do? And are they legit?
Signs say that more women may want to adopt a strategic approach to dating with the help of a dating coach. But what exactly do dating coaches actually do? At a glance, modern dating coaches help their clients reflect on how they show up on dates and work with them to develop clear, step-by-step plans that have been designed to guarantee their clients the desired outcome that they are looking for.
For Williams, using a dating coach wasn't just about finding a partner; she felt that the process also provided her with the internal transformation that she had been looking for. 'I became the kind of woman who could choose better, who could recognise what healthy love actually looks and feels like. I stopped leading with fear, stopped settling, and stopped over-functioning in relationships to prove I was worthy,' she explains.
The $12,000 Williams spent on a dating coach covered two programs: Get Your Guy and Get Your Ring. Both were six-month programs, and she enrolled in the latter twice. Both programs included weekly 1:1 coaching sessions where the coaches explored everything from flirting style to masculine and feminine energy and any limiting beliefs that were holding her back. While it can be helpful to have some knowledge of masculine and feminine energy while dating, it could be potentially harmful to insinuate that men and women seeking heterosexual partnerships should only be capable of possessing the traits that are typically associated with their gender — after all, a man can have feminine energy and a woman can have masculine energy. I don't think single people should be encouraged to possess a certain energy in their search for love, as this could come across as being performative. Additionally, whether someone who is searching for love is using a dating coach or not, the process will require them to look at all of their personal qualities rather than placing emphasis on the type of energy they have.
'We also explored how I showed up in my career, family dynamics, and friendships, too. We unpacked patterns, rewired strategies, processed emotional triggers, and worked through vulnerability and crash-outs in real time. In my opinion, this wasn't surface-level coaching, it was inner child healing and life transformation,' says Williams. In addition to the weekly 1:1 coaching sessions, the cost covered 24/7 access to her dating coaches via Voxer, bi-weekly group coaching calls on Zoom with other women in the program, access to a private Facebook community and a content library with over 25+ hours of workshops, recorded calls and downloadable worksheets which encouraged learning between sessions.
'
'We explored how I showed up in my career, family dynamics, and friendships, too. We unpacked patterns, rewired strategies, processed emotional triggers, and worked through vulnerability and crash-outs in real time."
Shirley Vernae, 39 on dating with the help of a coach
'
@shirleyvernae I hadn't been on a single date in 2 years. Met my fiancé last year and got engaged 2 months ago. You're the CEO of your love life. It's time to act like it ❤️ # CEO # #Fiancé # #Engaged # #Relationships # #Dating # #Engagement ♬ Inspirational - neozilla
What qualifications do dating coaches need to have?
While the coaching industry isn't regulated, the International Coaching Federation offers accredited coaching programs that require a minimum of 125 student contact hours, mentor coaching, and a performance evaluation process. It isn't mandatory for a dating coach to have completed a training program or another relevant course but given how fast this space is growing at the moment (largely due to TikTok), women who are considering using a dating coach might want to request their credentials to determine whether they have the level of expertise to help them achieve their goals.
Some dating coaches have burst onto the scene without any experience whatsoever, which is a huge concern when you consider the harmful rhetoric that some are sharing online. The rise in misogyny has led to many dating experts sharing advice on what they think women shouldn't do, for example: further their education or make too much money. It goes without saying that the algorithms on many online platforms have been designed to keep people on them by drawing their attention to content that is similar to what they currently engage with. This can result in more people having access to content that is incredibly problematic.
'
Whether you've given up on dating altogether or remain hopeful, dating coaching appears to be centred on the age-old notion that prioritising the relationship you have with yourself can get you closer to the relationship you want.
'
The differences between a self-appointed relationship coach on social media and a dating or relationship coach lie in their background, the level of qualifications that they have, and, of course, their ability to help clients achieve their desired results. 'Before working with a qualified dating coach, I hadn't been on a single date in two years,' Vernae said. 'That's not luck, that's through wisdom, guidance, alignment, strategy, and support that actually works.'
Williams worked with two coaches: Anwar White (whose dating advice has gone viral on TikTok) and Shoya Collins, both of whom are Black. Anwar is a trained professional with over 14 years of dating coaching experience. 'His approach is strategic, emotionally intelligent, and built for transformation. His method of coaching has guided hundreds of women into healthy, committed relationships,' Williams says. Collins is a dating coach and life coach who has worked with a wide range of clientele, from Fortune 500 CEOs to everyday women who are trying to improve their dating life. 'Together, they coached me not just into love but into alignment, and that is what made all the difference,' Williams said.
Why are some single women turning to dating coaches?
Williams' story speaks to the intentionality that is required from single women who want to find love. Whether you've given up on dating altogether or remain hopeful, dating coaching appears to be centred on the age-old notion that prioritising the relationship you have with yourself can get you closer to the relationship you want. However, there are single women keeping this belief at the heart of all their dating lives, and still aren't having much luck when it comes to finding the one. Investing in a dating coach isn't a decision to be taken lightly — it goes without saying that $12,000 is a lot of money to invest. In the UK, personal coaches can average around £125 per hour, but this can vary depending on experience and location. So, should young people be investing in their dating lives the way they would invest in a property, education, or stocks, and why is the idea of hiring one so appealing?
'Dating coaches hold people accountable throughout their dating journeys. With a dating coach, you'll receive personalised support with your dating style and patterns in real time. This can help you stay intentional, focused on growth and your goals, while also providing a safe space to share some of the emotional load that can come with dating,' author and psychotherapist Tasha Bailey explains.
While it seems like dating coaches can create much-needed change in the lives of their clients, the reality is that it is incredibly expensive to hire one. In the US, the average person spends $243 on dating apps each year, and in the UK, more single people than ever are paying for apps, with Tinder noting a 33% increase in subscriptions in 2023, compared to 2022. So if dating already costs a considerable amount for the average single person, then hiring a dating coach to support you along the way wouldn't be feasible for most people. Additionally, there appears to be a stigma in paying for anything associated with dating, as people worry about what others will think, probably because in an ideal world, most single people would rather meet someone in a traditional way and have a cute story to tell.
The emotional load that can come with dating is something that most Black women are all too familiar with. Stereotyping, misogyny, fetishisation, and racism are just some of the issues we have dealt with. For Black women who want to be more intentional with their search for love, the current state of the modern dating scene may encourage an introspective and strategic look at dating.
A dating coach could help some women find the balance they need, irrespective of where they are in their dating lives. There's no rulebook that says that dating apps and dating coaches can be used simultaneously; however, it's important to know the difference between the two. 'Dating apps are more accessible than dating coaches due to their cost and popularity, and there isn't a shortage of potential suitors. However, because of the paradox of choice, they often lack intentionality, meaning that women are more likely to encounter unserious matches or even lose sight of their own romantic goals in the process,' Bailey explains.
Although I walked away from the dating scene over a year ago, I wondered if there were things I could learn from a dating coach for when I decide to start dating again. In a 1:1 session with Relationship Expert and Licensed Therapist Shemiah Derrick, we discussed dating goals, the qualities I'd be looking for in a partner, and my green and red flags. We also created a dating prep checklist, which consists of questions that I can ask myself while dating so that I can keep my priorities in place when I am ready to start dating again. Society places a lot of emphasis on single women living life on their own terms, but those who desire a relationship or marriage will need to be fully aware of how they show up on dates and what they're looking for in a potential partner. In the age of dating apps, many women are waiting to be chosen by potential suitors, but with the assistance of a dating coach, they are given the skills, tools, and knowledge that they need to curate their own dating experiences.
What should you consider when choosing a dating coach?
If you're thinking about hiring a dating coach to help you date more intentionally, there are some things you should consider. Firstly, your choice of coach. 'Choose someone who understands your lived experience and the nuances that come with your race, body type, and other aspects of your identity,' Bailey says. Desirability politics has had an impact on how Black women navigate the dating scene, which is understandable considering the negative experiences we may encounter along the way, like racism, misogyny, fetishisation, and outdated stereotypes. The services that dating coaches provide aren't designed to make you question who you are but rather to embrace your wants, needs, and values. 'A good dating coach should help you clarify your dating goals and find supportive ways to navigate any dating blocks that may arise along the way,' Bailey says.
Dating is more difficult than it has ever been, and in a time where single women's choices are constantly being policed, we'd be forgiven if taking a strategic approach to dating were the last thing on our minds. However, drowning out the noise and centring ourselves with the help and support of a qualified professional in the form of a dating coach might be just what we need to stay on track and to ensure we are navigating the dating scene with the same level of intention that we are seeking in a potential partner. The uncertainty that comes with dating in 2025 will undoubtedly require single women to focus and really get clear on what they are looking for. Whether you use the services of a dating coach or not, it's always worth remembering that you have a lot more control over your dating life than you probably think you do.

Try Our AI Features
Explore what Daily8 AI can do for you:
Comments
No comments yet...
Related Articles


Buzz Feed
2 hours ago
- Buzz Feed
You Know These Popular Songs, Here Are Some Underrated Jams From The Same Artists
Okay, we're starting out with Miss Americana herself, because Swifties truly run the world! You know "Cruel Summer", but do you know "But Daddy I Love Him"? Diehard Swiftie or not, I'm sure you've heard more than a few Taylor Swift songs in your time. But Taylor's most recent album, The Tortured Poets Department, contains 30 songs, and some are bound to fly under the radar. "But Daddy I Love Him" tells a lighthearted story of a relationship that people don't approve of. It is one of the longer tracks on the album, and it contains a number of lyrics that will make you laugh out loud. It's the perfect song to play during a summer road trip, just be prepared to sing along! If you were on TikTok at all last year, you know "Beautiful Things". Now try Benson Boone's earlier hit, "Before You". We've all screamed along to the chorus of this hit once or twice in our lives. If you like Benson's soulful voice, his earlier hit "Before You" delivers. It has a sweet melody, telling a story of a love that was lost, and boasts the same sing-along factor as all of his other hits. Still dreaming of the "Pink Pony Club"? Listen to one of Chappell Roan's more underrated tracks, "Guilty Pleasure". I swear, everything Chappell Roan releases is a bop. There's not a single track on her album that I don't want to belt in the shower. "Guilty Pleasure" has a catchy chorus, plus it shows off Chappell's phenomenal voice! Dare I say I like it *better* than "Pink Pony Club"? Every summer belongs to Harry Styles, but "Watermelon Sugar" might be a little overplayed by now. Replace it with "Daydreaming"! Nobody loves Harry Styles more than I do (fight me, if you dare), and "Daydreaming" just might be one of my favorites off of his most recent album from---gulp---all the way back in 2022! It has the carefree, summer vibe of Harry's other music, with a catchy intro that's perfect to sing along with. It will truly make you feel like you're living in a daydream! Can't stop singing "Too Sweet" by Hozier? Well, "Someone New" will only get stuck in your head even more! True fans of Hozier will remember "Someone New" from all the way back in 2013, when "Take Me To Church" was Hozier's number one hit. But it most definitely stands the test of time. "Someone New" has an acoustic vibe, with a melody that might get stuck in your head. And don't we all want to adopt Hozier's mindset of falling in love with everyone you're surrounded by, just a little bit? Everyone knows "Espresso", but do you know "Fast Times" from Sabrina Carpenter's 2022 album? This queen cannot make a bad track. "Fast Times" did not get the recognition it deserved when it was first released. It tells the story of a blazing love affair that didn't last for long, and it has the same tongue-and-cheek wit that we're used to from Sabrina. You love that me espresso, but it's time to appreciate the other catchy songs in Sabrina Carpenter's repertoire. You know "Rush" by Troye Sivan? Taste. But "Honey" is even more sweet! Even if you don't know Troye Sivan's music, "Honey" is the perfect addition to your summer playlist. It echoes all of the feelings of discovering a new crush: desire, longing, building up courage to finally talk to the person you've had your eyes on. The synth-pop sound is great for a dance party and a summer barbecue alike. "Vampire" has been stuck in our heads since Olivia Rodrigo released it in 2023. "Ballad Of A Homeschooled Girl" is even more angsty, if you can believe it! Love the anger in "Vampire"? Well, that's only doubled in "Ballad Of A Homeschooled Girl"! This song is great for rocking out to, plus it captures the social awkwardness that we've all felt at one time or another. Olivia Rodrigo knows how to do teenage angst, and we love her for that. Finally, wrap up your summer playlist with "This Song", the newest hit by Conan Gray of "Heather" fame. You might know Conan Gray for his sad bedroom pop, but "This Song" could fit in perfectly with hits by all of the biggest pop artists. It tells the story of a new love, and radiates the pain we've all felt when crushing on someone. Honestly, this song just makes me daydream about someone writing a song like this for me! Did we miss any of your favorites?
%3Amax_bytes(150000)%3Astrip_icc()%2Ftal--lightweight-linen-items-are-my-secret-to-easy-travel-outfits-for-summer-tout-cf8d4a0338fc4196be1b6c920d496b82.jpg&w=3840&q=100)

Travel + Leisure
2 hours ago
- Travel + Leisure
These 15 Lightweight, Linen Items Are My Secret to Easy Summer Travel Outfits—and Up to 50% Off
As a travel writer, being comfortable and feeling chic are two important factors I consider when adding pieces to my wardrobe. If I'm traveling, I'm all about lightweight, flowy linen items that are easy to pack, but also look great as I'm wandering around new destinations; I've already been island-hopping in Greece, made my way around parts of Lake Como, and ate my way through Ireland—all while happily wearing comfortable lightweight clothing that can easily be steamed or hung up near a hot shower and instantly ready to go right out of my suitcase. With summer travel in full swing (and my itinerary showing no signs of slowing down), I'm making sure to stock up on all things lightweight and linen. Luckily, Amazon has tons of breezy linen summer clothes on sale now, perfect for kicking off (or continuing!) your summer adventures. To help, I've listed the 15 pieces of clothing currently in my Amazon cart below, with deals of up to 50 percent off. These drawstring pants are loose and cropped at just the right length to wear throughout the summer. I love the paper bag-style waist that adds a fun, stylish detail to these otherwise sleek and simple pants. Available in 14 colors and prints, these versatile pants also have pockets for added convenience. Many shoppers agree that they are 'lightweight' and even 'super flattering,' which is all we need in a great pair of summer travel pants. Plus, they're currently on sale for just $30. This Anrabess dress popped up on my TikTok feed a few times before I finally caved and bought it, but I'm so glad I did. I love how stylish the straight neckline and tie-up ribbon straps are, plus the fact that it's the perfect ankle length, so I can wear it with a variety of shoes. Available in a whopping 23 different colors, it's easy to grab your favorite hue or to branch out and snag something out of the ordinary for your closet. And although not made of linen, the viscose fabric is lightweight and comfortable, perfect for summer travel. This casual short-sleeve shirt is made using a mix of linen and rayon that's both breezy and quick-drying, ideal for those travel days when you can't help but get sweaty. Fitting true to size, it's soft, lightweight, and easy to iron or steam. On sale and available in 28 colors and prints, it's one of those shirts that will immediately find its way into your suitcase because of its versatile nature and serious comfort level. No outfit is quite as easy or chic to throw on as your favorite jumpsuit—and they pack well, too. This one features a linen and viscose blend, which means the fabric will be lightweight and comfortable, perfect for throwing on with comfy sneakers for sightseeing or pairing with jewelry and heels for a night out. With cute details like tie straps and hemmed legs, this Anrabess jumpsuit may quickly become one of your favorite travel outfits. I need it in black to have an easy neutral option, but because it's on sale, I might have to grab it in a fun statement color (like this watermelon hue) as well. My love of matching sets and the collection I've amassed is a secret to no one, but I'm always on the lookout for more. This linen option is extra versatile because of its long-sleeved button-up top paired with comfy shorts, perfect for wearing as a set or individually. Toss the long-sleeve over your top when it gets chilly at night, pair the shorts with a short-sleeve when it's blisteringly hot out, or wear them together as a cover-up for your next beach day. Looking for a button-down that's anything but ordinary? This classic version from Zeagoo is a great way to add extra flair to your outfit. I love how easy it is to mix and match with the other items in my closet, plus how much more fun it makes jean shorts and a basic tank top. It's also made of 100 percent cotton, so you can buy it knowing that it will be soft and breezy, too. The fact that it's on sale doesn't hurt, either! While browsing Amazon, this tank top and matching pant set caught my eye. It's cute and functional, and currently on sale, making it a steal at just $40 for two pieces. Numerous shoppers found that this set kept them comfortable on hot days because of the lightweight linen and rayon blend fabric. Shorter people also liked the ankle length of the pants so that they didn't look too long on them. And, you can easily wear either piece separately to get more out of your packed clothes. Whether you'll be strolling along the beach or exploring the streets of a new city this summer, this flowy maxi skirt will keep you cool and comfortable. In fact, one shopper said the fabric has "great flow" and is "light and airy." That's exactly what I'm looking for in a lightweight summer skirt. Plus, it has pockets! The ruffled tiers add a pop of style and can pair easily with everything from sneakers to heels. Summer equals beach adventures, which means that I'm stocking up on easy-breezy bathing suit cover-ups for boat hangs, lounging by the pool, and walks along the sand. This particular one caught my eye because you can tie it in several different ways, making it a multi-use piece of clothing (which is a huge bonus when you're a devoted carry-on packer like I am). Available in a handful of colors, I love that it has flowy long sleeves for extra sun protection while still keeping you cool. This flattering halter maxi dress is loose and lightweight, perfect for hot summer days. Wear it for an easy day-to-night look, because you can pair it with sneakers or comfortable sandals for daytime wear or a pair of heels for hitting the town. With 19 different colors and prints to choose from, you'll find an option that best suits your style—plus, at this low price of $30, you might even be able to add two to your cart. Shoppers love that the length is just at ankle height, making it a good option for shorter people, too. A pair of easy-to-throw-on linen shorts is crucial to a solid summer wardrobe. Made with a cotton and linen blend, this Amazon-loved pair is guaranteed to feel soft and light, even when it's swelteringly hot outside. Many shoppers note that these shorts wash well, and they've been a perfect vacation staple for those headed to the beach. Available in many colors and patterns, they are casual and comfortable, but still make you look like you put in some effort while picking out your outfit. During spring and summer (and honestly, all year in my opinion), tiered skirts are the way to go with their flowy, breezy design. This Lyrur maxi skirt is simple, fun, and an easy way to add some pizazz to your vacation looks. Available in so many bright colors and prints, the elastic waistband allows it to fit as high or low on your body as you'd like, while the A-line design provides maximum flow and movement. Crop tops, lacy camis, and bandeau tops would all work well paired with it. Light, breathable, and fashionable, these linen palazzo pants are just what you need for easy day-to-night outfits on your next trip. With a stylish wide leg, you can keep them casual with the included corded waistband or dress them up with your favorite belt. Pick up a pair in one of the many neutrals available, or opt for a more exciting color like the stunning peacock blue. Plus, you can get these pants for up to 50 percent off, making them as little as $17 in select colors. This loose-fit jumpsuit is breathable and can work in nearly any situation: over a bathing suit for a cute boat day look, with a pair of heels and statement jewelry for dinner, or with a T-shirt and sneakers for a walking tour of whatever city you land in next. Available in nine colors, you can certainly find the right hue for your wardrobe. Plus, the adjustable straps allow you to get the right fit, and the soft linen-blend fabric will keep you cool and comfortable in the hot summer months. Get it for just $20 while it's on sale for summer. One of the most important closet staples is a classic linen button-down shirt. Great to wear unbuttoned as a beach cover-up or buttoned as a stylish shirt on its own, a linen button-down is always a good idea to include in your suitcase. You can buy this striped Amazon-favorite one on sale for just $26 (keep in mind that the sale price varies based on the size and color). Shoppers found this shirt to be made of good quality material and comfortable enough to wear on hot summer days. Love a great deal? Sign up for our T+L Recommends newsletter and we'll send you our favorite travel products each week.


New York Post
2 hours ago
- New York Post
Prep in your step: 10 perfect pieces for an effortless summer wardrobe
New York Post may be compensated and/or receive an affiliate commission if you click or buy through our links. Featured pricing is subject to change. Once reserved for Ivy League legacies and summers on the Vineyard, preppy style has taken a fresh turn. For Gen Z (and the fashion-savvy among us), it's no longer just polos and pleated skirts — it's playful, pastel, and TikTok-approved. Think: tennis-core meets coquette-core with a side of vintage Ralph. At its roots, preppy fashion still channels that polished, East Coast ease — crisp collars, tailored shorts, and breezy button-downs that whispers old money energy. But in 2025, it's less about old rules and more about reimagining tradition with personality — and just the right amount of pink. So, whether you're heading to the Hamptons or just dressing like you are, we've rounded up 10 summer-perfect pieces that deliver on style, quality, and, yes, serious prep appeal. Trust me — you don't need a trust fund to dress like you have one. A crisp white button-down is the backbone of any preppy wardrobe — and this one from Old Navy is shockingly good Lightweight, tailored, and available in a rainbow of colors and patterns, it's the kind of versatile staple you'll wear on repeat. The Button-Down Shirt comes in regular, petite, and tall sizes — plus a range of fits from classic to slim — so you can style it oversized with bike shorts or tucked into a pleated mini for that ultra-clean, ultra-prep look. The white version is a best-seller (and for good reason — it nails that 'borrowed-from-my-boarding-school-boyfriend' energy), but we're also loving the playful stripes and pastel patterns for a more personality-packed twist. Oh — and it's on sale for $25. Total no-brainer. The Oaklynn Belted Mini Shirtdress from En Saison is your new summer MVP — perfect for everything from white parties to weekend wanderings Tailored yet playful, this dress features a crisp pleated skirt, chic gold buttons, and a subtle bow belt that cinches the waist just right. The clean, classic color keeps things fresh and effortlessly polished, making it equally office-appropriate or perfect for a long stroll through SoHo or the Upper East Side. It's the kind of dress that looks like you meant to dress up — but also like you didn't try too hard. Loafers are the ultimate preppy power move — and this pair from Vertundy delivers major old-money energy without the old-money price tag We all know the classic prep shoe is a clean white sneaker, but here's how you can level it up: With a sleek, low-heel silhouette and classic slip-on design, these black loafers are a wardrobe staple that can take you just about anywhere — from the office to dinner and a show, or from the Jitney straight onto a boat for happy hour. They're polished enough for a client meeting, but comfortable enough for a long city stroll (or a yacht deck, naturally). Go for the black for that timeless, East Coast boarding school vibe, or branch out with one of the other neutral or pastel shades — they pair effortlessly with every outfit on this list (and probably half the ones already in your closet). Timeless, versatile, and unapologetically prep — these are your go-to loafers for the season. For Love & Lemons always serves luxury-prep fantasy — and this flirty, feminine top fits the aesthetic and happens to be on sale With its delicate lace trim, subtle frills, and soft horizontal block stripes, this dreamy blouse feels like it was made for sipping something sparkling on a sailboat. The classic boat neckline and cap sleeves keep it polished, while a tiny bow detail seals the deal on peak preppy romance. It's equal parts Upper East Side tea party and French Riviera daydream — and yes, the price tag is as pretty as the top itself (for now). Scoop it up before it sets sail. Consider this our ode to the original prep-girl staple: the cropped pant These aren't your grandma's capris — but they are a nod to that timeless, flirty ankle moment. With a breezy, wide-leg silhouette, tailored front pockets, and a crisp cropped cut, they're made to show off your summer loafers, your favorite white sneakers, or just a touch more of that golden tan. Available in a range of inclusive fits, colors, and styles, these pants strike the perfect balance between classic and current. Dress them up with a structured blazer or down with a tucked-in tee — either way, they're the kind of elevated basic that makes your whole wardrobe feel more intentional. Chic, comfortable, and unapologetically prep — the perfect pair of jeans is always a smart investment. No preppy look is complete without the perfect carry-all — and this quilted BAGSMART tote nails the assignment. Whether you're trekking to a friend's place, catching a train out East, or just pretending your iced latte is headed to the Hamptons, this Lightweight Puffy Tote delivers on both style and practicality. With its pillowy quilting and clean silhouette, it leans into that effortless, quiet luxury look that's dominating prep-adjacent trends right now. Inside, it's all function: multiple compartments (yes, it fits a full-sized laptop), zip pockets for your essentials, and just enough room for a book, sunscreen, and an emergency sweater — aka your summer survival kit. It's polished enough to take to work, relaxed enough for weekend escapes, and totally on-theme with today's updated prep: crisp, classic, and intentionally unfussy. Of course, we couldn't leave off another lululemon gem — because sometimes, prep meets athleisure just right This dress is the ultimate summer staple: a sleek high-neck silhouette crafted from the famously buttery-soft Align fabric you already know and love. It's perfect for all your tennis whites moments — even if your only match is a brunch date. Bonus: it also comes in black for that Pilates-princess-meets-prep vibe that's both sophisticated and sporty. AND — wait for it — it's on sale. Yes, lululemon on sale. Pinch yourself. Need a little more support? No worries. The Wunder Under Smoothcover Dress offers the same luxe material in a similarly chic cut with extra hold, so you can prep up with confidence, no matter your play. Pajama sets are having a major moment — and honestly, why wouldn't you want to look put-together even while you sleep? These affordable Amazon finds are perfect for adding a little preppy polish to your nighttime routine. The lightweight, breathable fabric keeps you cool during steamy summer nights, while the matching sets give you that main character energy from the second you crawl into bed to the moment you reach for your iced coffee. With tons of patterns — think florals, gingham, animal print, and beyond — you can find the perfect vibe to match your personality (or your Pinterest board). Prep never sleeps — and now, you won't have to sacrifice style when you do either. Yes, it's hot. Yes, this trench will probably sit pretty in your closet until fall. But at 60% off? It's a no-brainer This classic, Ivy-inspired trench coat is the definition of timeless prep — crisp lines, a neutral palette, and that effortlessly polished silhouette that never goes out of style. It's the kind of piece that elevates anything you throw on underneath, from tailored trousers to tennis skirts and crewnecks. Preppy girls layer, too — and this is the piece that will carry your look seamlessly from summer storms to crisp fall mornings. Get it now, thank yourself later. You don't need old money to master timeless style. Whether you're channeling tennis-core charm or leaning into old-school East Coast polish, today's preppy style is all about mixing tradition with a twist. From bow-detailed tanks to breezy shirtdresses and yacht-ready stripes, these ten pieces prove you don't need a country club membership to master the look. So go ahead — embrace the pastels, lean into the polish, and dress like your summer itinerary includes at least one lobster roll in the Hamptons. For over 200 years, the New York Post has been America's go-to source for bold news, engaging stories, in-depth reporting, and now, insightful shopping guidance. We're not just thorough reporters – we sift through mountains of information, test and compare products, and consult experts on any topics we aren't already schooled specialists in to deliver useful, realistic product recommendations based on our extensive and hands-on analysis. Here at The Post, we're known for being brutally honest – we clearly label partnership content, and whether we receive anything from affiliate links, so you always know where we stand. We routinely update content to reflect current research and expert advice, provide context (and wit) and ensure our links work. Please note that deals can expire, and all prices are subject to change.