How to Look Like a Million Bucks in a Sweater Dress & Over-the-Knee Boots

How to Look Like a Million Bucks in a Sweater Dress & Over-the-Knee Boots

Kelly / IslandChic77 wearing a wool coat, sweater dress, over-the-knee boots, with gold jewelry, sunglasses, and YSL bag in Soho NYC.

Are you looking to stay stylish and on-trend this winter without breaking the bank? Look no further than the classic sweater dress and over the knee boots. This winter fashion staple can take any outfit from not to hot in no time! Whether you want to dress it up for a night out or dress it down for a casual lunch date, you can look like a million bucks with just a few simple styling tips. Read on to find out how to style your sweater dress and over the knee boots on a budget.

Kelly / IslandChic77 wearing a wool coat, sweater dress, over-the-knee boots, with gold jewelry, sunglasses, and YSL bag in Soho NYC.

Well before we get into it, let’s talk about my dress that I’ve had for awhile and I love it. I keep finding new ways to wear it which literally made the hubbz ask me; “Is that New”? lol. We’ve been having some warmer days this Winter and your girl has been taking total advantage of that. What I love about wearing a sweater dress is that it always gives cozy meet sexy and your outfit almost always looks more expensive than it actually is, and we are always here for that. Another thing I love about wearing sweater dresses is that you can eat as much as you want and no one will ever know; so let that tummy be relaxed girl hahaha; unless you are going for a more fitted sweater dress.

Kelly / IslandChic77 wearing a wool coat, sweater dress, over-the-knee boots, with gold jewelry, sunglasses, and YSL bag in Soho NYC.

When it comes to finding the right sweater dress on a budget, there are so many options to choose from. If you’re looking for something more affordable, try looking in stores like H&M and Zara. You can find great options that won’t break the bank. For more of an investment piece, try browsing department stores or high-end boutiques.

The first thing you may look for in a sweater dress is the neckline, try to figure out which looks more flattering on your body type. Do you prefer a turtle neck style dress or do you prefer more of a V-neck to show cleavage, a V-neck universally looks good on just about anyone. It helps to elongate your body and draws attention to your beautiful face.

The next thing you want to do when looking for a sweater dress is find the perfect shape for your body. Do you prefer a more roomy- loose dress? Do you want it to be a more fitted, longer or shorter style dress? Do you need the waist to be cinched in? Which you can always achieve with a wrap  style sweater dress or you can simply do so with a blazer, jacket or a belt. 

The next thing you want to look for is the fabric weight and knit. You may prefer a thinner sweater dress or a bulkier look like the one I’m wearing. I honestly love both for different occasions. So in Summary keep in mind the neckline, shape, fabric weight, and knit of the dress as these are key features that will help you find the perfect piece for you!

Kelly / IslandChic77 wearing a wool coat, sweater dress, over-the-knee boots, with gold jewelry, sunglasses, and YSL bag in Soho NYC.

When it comes to boots or shoes in general the shoe simply has to be comfortable, can I walk around all day or just for several hours? Because let’s face it, if the boots are uncomfy you’re not going to wear them. So be sure to shop from brands that pride themselves in comfort. For example; if you have a wide foot a narrowed toe isn’t going to feel good.

The next thing you want to be sure of is the shoe size; especially for over the knee boots. When choosing your boots, pay close attention to the size of your legs and ankles in order to look flattering. If you have wider calves, look for boots made specifically for wide calves. Boots also stretch so if you buy them loose they will only loosen further. These boots I’m wearing are from Steve Madden. I’m a huge fan of their boots so I always look there first. Be sure to pay close attention to the material. When buying boots, I recommend a leather option as leather is tight, lasts longer and it also stretches. 

Ohhh can’t forget this one, when shopping for over-the-knee boots always pay close attention to the heel. The wrong heel can be very uncomfortable. So look for a heel height that is more suitable for you. Lastly, be sure that the boots you’re shopping for as arch support. 

Kelly / IslandChic77 wearing a wool coat, sweater dress, over-the-knee boots, with gold jewelry, sunglasses, and YSL bag in Soho NYC.

Okay there you have it, I hope this post has convinced you to go out and invest in a sweater dress. Sweater dresses are cute and feminine. They will always be in style because of their knit material. You can take it day to night and most importantly it looks good on women of any body shape and age.  WIN! WIN!

Get The Look

  1. Headwrap Shooketh {Here}
  2. Sweater Dress; Sold Out love these {Here} { Here} {Here} {Here} {Here} {Here} {Here} love this {Here}
  3. Coat, Mango- Sold Out; Similar {Here} {Here} {Here} {here}
  4. Boots, Steve Madden {Here} {Here} {Similar} {Similar}{Similar}
  5. Sunglasses; Sold Out Similar {Here} {Here} {Here} {Here}
  6. Bag, {Here} {Here}
  7. Earrings {Here}
  8. Perfume {Here}
All-Black Ensemble With Just A Hint Of Red

All-Black Ensemble With Just A Hint Of Red

Hey, My loves!

We are in the last month of the year ahhhhhh how did we get here; can someone please explain? I just can’t understand how fast this year is going; anyway I digress because I can seriously go on and on about it gohhh.

all black outfit, black  outfit, red bag, color block

The hubz and I took a trip into the city and we had a great time. We actually went to do a Lil bit of shopping and pick up West Indian groceries; that I cannot find where I live. We picked up oxtails, scotch bonnet pepper, pigtail, and JA snacks for Xavier. We then decided to take a few pictures which were my fave part of the trip. It felt so good being out there the sun was shining and the weather was amazing.

all black outfit, black  outfit, red bag, color block

I finally got to wear my jeans from ASOS, you guys I purchased it back in March and finally wearing it now; thank god it still fit, I knew I wanted to do an all black look with a pop of red and I had the perfect coat to go with the look….and surpriseeee I’m not wearing a headwrap:)

Thanks for reading you guys,


What I Wore:

  1. Coat; Sold Out {Similar}
  2. Black Shirt {Here} {Here} {Here}
  3. Black Pants;Sold Out, {Similar} {Similar}
  4. Love this color {Here} {Similar}
  5. Bag {Here}
  6. Sunnies {Here}
  7. Heels; Steve Madden; Sold out {Similar} {Similar}
Feeling Dainty In My Express Peplum Top

Feeling Dainty In My Express Peplum Top

Hey My loves,

You already know what I’m going to say right? right? How the heck is next week Thanksgiving lord help me. I really need this year to slow tf down because why are you in a rush? I have so much to do in so little time and when I say my anxiety is at a peak believe me ok. Plus it’s so much colder now and I’m not ready. It was all good about a week ago when the weather was 6o here and I definitely felt cute wearing this top, and was happy the world got to see as I did not need a coat.

I literally fell in love with this top at first sight but I was in between this top and this one {Here} both from Express… This black peplum top was adorable and loved it but when I tried on this faux leather one I’m wearing it was like… yes… this is the one. It’s so much more beautiful in person and soft to the touch. I’m obsessed. I may or may not wear it again to an influencer event next week.

I love dainty tops especially when they are peplum. It’s so feminine; I knew I was going to pair it with jeans to balance out the look. And Ummm can we talk about the puff sleeves…I’m in love.

After we were done with the shoot, I had to return an amazon package to the USPS store; then stopped at the supermarket dressed like this hahaha. I indeed got stares; as I live in the burbs and nobody I repeat nobody walks around looking like this. Oh and I may or may not have done a Lil dance while in the supermarket hahaha. 

Thanks for reading guys,


What I Wore

Neutral Palette Red Gray and White

Neutral Palette Red Gray and White

Hey Loves!

Another blog post so soon? Who am I? hahahah I know right I’m honestly surprising myself too. But my thing is this -if you feel like doing something just do it and get it over with -as you don’t know if you will feel like that again or if you’ll be busy the next day etc. So if I wake up and I have the time to fit in an outfit look for you guys I will. If I feel like doing an in depth skin care routine on a particular morning; I will because lord knows- even that sometimes is a struggle lol.

Okay so let’s talk about this look shall we? I went with a neutral palette today… ahem again who am I? hahha. I actually recorded a video for youtube entitled; ” How To Look Expensive” {Here} be sure to follow my channel {Here} In the video I spoke about how a white shirt can make you look super expensive when you’re not sure what to wear -so once I was done recording I decided to run out for a quick picture. I went with a pop of color of course because I wouldn’t be Kelly If I didn’t do so. Red, gray and White are a perfect neutral palette that works so well together. These red heels are a fave of mine. I had them forever; nothing like a pointy toe heel to have you looking classy,and sophisticated. I thought about going with a black long coat but wanted to avoid being matchy matchy so went with gray -which is the perfect neutral color which isn’t often used. I see more beiges and blacks but I promise you your closet needs a gray coat. I then added a statement bag and wah lah lol. I love simple looks like this- especially for the winter because nobody has time to be doing the most, so invest in staple coats that you can wear with basic outfits. Linked a few good ones below. See you in the next post my loves.

Thanks For Reading you guys!


What I wore: Headwrap {Here} Denim{ Here} White Shirt{Here} Coat, Similar {Here} {Here} And {Here}Red Heels; Sold Out Similar {Here} and {Here}Love these {Here}Lippie {Here} Necklace {Here} love this one {Here} Bag Ysl

All Brown Look

All Brown Look

Hey Babes!

How are you! Happy New year; we are finally here I must say I was sorta excited for the New Year which I never am, blame it on me be an over thinker…sigh. I’m always anticipating what’s coming next and having super anxiety; which never really allow me to live in the moment. But somehow this year I felt ok despite all the madness going on in the world. I believe it’s because I actually took the time to plan my year somewhat-meaning I’ve set goals for myself and my business that I’m confident I can execute which takes the fear away, so my one advice to you guys for 2022 is set realistic goals for yourself and try not to wing it so much this year. Oh while you’re at it be sure to check out my video “Here” on how to manifest your best life in 2022.

all Brown looks, headwrap, headwraps, winter fashion

Okay now let’s get into this look shall we. So it all started with the first all brown look above. I saw the look on pinterest and I was obsessed; as I’ve never done all brown but I have done all black so I wanted to try. I literally went in my closet and picked out everything that was brown and hoped for the best lol. It was a warmer day which is why I paired this look with open toes ;if it was a colder day I would have definitely worn my clear heels with this look. I also had the perfect headwrap to go with -which tied the entire look together. Don’t you think? Would you guys rock all brown? I actually believe that monochromatic outfits work everytime; but let me know your thoughts in the comments below.

Thanks for Reading you guys!


What I Wore: Headwrap {Here} Jacket sold out- {Similar}Need this color {Here} Plus Size {Here} {Similar} {Similar} In Black {Here} Pants:Sold out; {Similar} {Similar} Love these {Here} Top: {Here} {Similar} Heels; {Here} {Similar} {More Styles}

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Weekly Top Faves Faux Leather Skirt and Black Blazer A Full Neutral Outfit – IslandChic77 Must-Have Colorful Coats – IslandChic77 Trench Coat Season – IslandChic77