The Rich Life On a Budget

How I Wear My: Booties

Welcome to the 44th How I Wear My post!

Booties are such a wardrobe staple—we bet you have at least two pairs in your closet—that it seemed high time we featured them in a “How I Wear My” post. They look great with pants, skirts, dresses, even shorts, and can be dressy, casual or anything in between. They may be the hardest working shoe in your collection!

Let’s get How I Wear My: Booties started with my HIWM partner, Jill of Everything Just So!

Jill’s showing off her New York City street style in Calvin Klein wedge booties. Jill says they are perfect for winter and easy to walk in for long city blocks. Her coat is by J.Crew and she’s wearing a L’Wren Scott peony print scarf. Her bag is a YSL Tribute tote and she’s carrying Lord & Taylor red leather gloves.

As we all know, the east has been getting their fair share – and more – of cold weather this year. And although the sun may have been out, Jill said it was freezing when this picture was taken, around 25 degrees!


Linda of A Labour of Life looks modern and edgy in this bootie look and says, “Leggings and booties go hand in hand, one of those looks that make you still enjoy the cooler temperatures. I found this great tunic from Oakleigh Rose last year and added a pair of plaid leggings and a black moto jacket, so of course a black bootie from Forever 21 just seemed the perfect accessory.”


Malia of Style by Malia wears her booties elegantly. She tells us, “I love navy blue and leopard. When I saw this ASOS dress with the lace cap sleeves, I knew I had to pair this dress with my “Jetset” Nine West booties. I grabbed my Kate Spade Book Clutch and I am ready for a night out!”



Jane of Toronto Shopoholic is giving off a retro-chic vibe in this fur-collared cape, leopard clutch, skinny jeans and striped top. She says, “These are on the higher/mid-calf side but I still feel are more of a bootie than a full blown boot.”


Deborah of Fabulous After 40 is stylish and glowing in her bootie outfit. She says, “These are my Stuart Weitzman slouchy suede booties that I wear with just about everything. Here I’ve paired them with my favorite Eli Tahari leather pants and a creamy cable knit sweater by DVF.”

Rich Life Deborah Boland- Fabulous After 40


Nora of Jacket Society exemplifies California Chic in her cognac booties. She tells us, “I am wearing my favorite leather jacket that I bought in Italy with Gap white jeans and my Ralph Lauren booties, plus a couple of Jacket Society necklaces that are available for purchase on our web site.


Dianne Callahan, reader, shows us how to wear booties with a skirt. She says, “This is how I wear my favorite black suede booties that have a small ruffle. I love this outfit for transitioning from winter to spring in Southern California!”


Susan of Une Femme d’un Certain Age also wears her booties with a skirt in this sophisticated look. She says, “These heeled booties from Aquatalia by Marvin K. are not only waterproof, but comfortable. I danced in them all afternoon at a niece’s Bat Mitzvah.”


Debbie of Fashion Fairy Dust wears sassy red booties. So glam! She tells us, “These red booties are such an outfit maker. They add a fun pop of color to anything I pair them with.”


Cynthia of My Rose Colored Shades stays warm and fashion-forward in these buckled booties and plaid coat. She says, “This is one my current favorite booties. I’ve been wearing them everywhere!”


Yvonne of FunkyForty wears two-toned booties in this chic, casual look. She tell us, “I love wearing booties – mainly for casual or casual dressy. My most favourite ones are those with the pink inlay at the back. I bought these at the beginning of last year from Zadig et Voltaire but you can still buy them online. I love the fact that even though they are bright pink at the back they still go with almost anything. One of my mantras is the conviction that a white shirt, good fitting jeans and booties is a fab staple outfit that will keep you going through the years;-)”


Suzanne of Suzanne Carillo looks like a Hollywood movie star ( I just love this Vanity Fair-esque photo!) in her leather dress and metallic booties. She says, “I am a bit of a bootie and boot hoarder. I dare not count just how many I own. I often wear them year round. I find them much easier to wear than most high heeled shoes as my narrow heels don’t slip out of them.”


Pam of Over 50 Feeling 40 looks terrific in chocolaty brown Antelope Booties. She wears them with a beautiful cashmere cape from Catherine Robinson’s Cashmere.


Kimberly, owner of Dolce Vita Salon (my hair salon) always dresses so stylishly wherever she goes. Here she wears a beautiful gray Calvin Klein dress with Cynthia Rowley booties and tights.


Alice of Happiness at Mid-Life is dressed for the office or out on a date in these ankle booties. She tell us, “Growing up, it was a fashion rule not to wear these types of shoes for shorter girls because it cuts off your legs and makes you look even shorter. I have given up on fashion rules and wear my White House Black Market booties with skirts and dresses. I do love how it gives a bit of an edge to an otherwise feminine outfit.”


Heather of Chez Bliss wears low-heeled booties with her boyfriend jeans and orange Adora bag (we are Adora bag twins!) and says, “These are my new black Earth Origins. I like this brand for their great arch support–which I desperately need otherwise my back will pay. I am still learning the styling ropes of “boyfriend” jeans so this HIWM is a good excuse to experiment wearing booties with them.”


Nicole of High Latitude Style wears booties that serve two purposes…fashion and function! She tells us, “In Alaska, many people wear ducks. I always liked their funny look, but they where out of consideration because they had no heel. Thus, when I saw these heeled ducks, I had to have them. They are crazy, but I really love them. I never tie the laces. I think they are so much more stylish when worn open.”


Trina of Tea Time With Trina is giving off a modern Mad Men vibe in this classic and ladylike look. I love all the different patterns and textures! She says,”These booties help welcome in spring. I enjoy wearing them with cropped pants to dress them up a bit, but mostly find myself wearing them with skirts.”


Ana of Mrs. American Made looks ready for spring in her suede booties. She says, “This look is a nod to the very anticipated Spring weather here and a slightly fancier look for dinner with our Governor. I am wearing a cream-colored jacket with gold metallic threads by Nanette Lepore and #madeinUSA print top and colored jeans by Bullet Blues. These booties are sumptuous suede and made in California by Calleen Cordero.”


Teresa, wife of photographer, Denton Taylor, goes for high glamour in these fantastic booties. She says, “These are Cesere Paciotti booties with stiletto heels. I am wearing Armani leather pants, and an Escada silk blouse. You have to wear edgy stuff with these booties!”


Dawn Lucy of Fashion Should Be Fun wears a suede wedge in this casual and chic look. She tells us, “I’m wearing my favorite taupe suede booties. I love these little Vince Camutos! They go with so many things and the wedges make them super comfy.”


Cheryl of Northwest Mountain Living looks cozy and beautiful in her heeled taupe booties. She says, “I wear booties a lot and the booties in this picture get the most wear. They are comfortable enough to wear all day and look great with everything from jeans to maxi skirts. Here I am wearing them with an old pair of Lucky jeans, a cream turtleneck and a shearling vest.”


Catherine of Not Dressed as Lamb or Julie Christie in Dr. Zhivago (one of my favorites!)? It’s Catherine and she’s  wearing a neutral plaid wool coat with a feather cossack hat and suede heeled booties for an eye-catching and toasty warm look.


Libby of Libby Wilke Designs wears low-heeled black booties with a beautiful deep orange coat and colorful scarf. She tells us, “This is my first pair of booties! I recently had to start wearing orthotics and the doctor said to try Munro shoes. Well, they are fabulous. I bought these at Nordstrom and they are SO comfortable that I wear them every day. I’m still not convinced about the ‘bootie’ look, but for now, they do the trick!”


I have worn these Boden suede booties more than any other boots in my wardrobe, even more than my tall boots, which is saying a lot. The low heel fits my lifestyle and they are so comfortable. I could probably run in them if I wanted to!

I wore my booties with Hue faux leather leggings, my black Adora bag and a long, asymmetrical sweater from Stella Carakasi (from a couple of seasons ago but currently available on sale at their Stella Studio location).


Thank you, thank you to all the gorgeous and stylish participants. Jill and I very much appreciate your beautiful outfit photos!

Don’t forget to stop by Jill’s blog, Everything Just So, to see another 20+ bootie looks from our lovely participants!

How I Wear My Badge

For April, let’s focus on layers! If you start with a basic shirt or dress and begin piling on a sweater, a jacket, a scarf and jewelry until you have a beautiful and unique look we want to hear from you! Join us for “How I Wear My: Layers” by sending a photo to us at by March 30, 2015.

Don’t forget to include a few details of all the lovely layers you are wearing!


Thank you

Make it a rich day!




Disclosure: I was given the Stella Carakasi sweater and Adora bag in exchange for promotion. All opinions expressed here are, as always, my own. 

10 Easy Looks With a Basic Foundation: White Tee, White Jeans

My post, 10 Easy Looks with 1 Basic Foundationwas such a big hit I decided to do it again! But this time, I challenged myself to create 10 wearable looks using a new basic foundation: a white tee with white jeans.

An all-white foundation is no where near as easy to style as black top and black skirt. But I did it and out of this exercise, I found some great outfits to wear this spring and summer.

I started with a white Stella Carakasi long-sleeved tee shirt and J. Crew toothpick Cone Denim white jeansThen I got creative with my wardrobe!


 #1 Add a Sweater Vest 

This Go -Getter Vest by Stella Carakasi (sold out but give the Stella Studio a call, they may have one for you!) gets quite the workout. I love how great it looks with so many basic outfits and the neutral color is not only versatile, but matches my peep-toe booties (similar) so nicely!


#2 Add a V-Neck Sweater 

This beautiful caramel cashmere sweater was a gift from a dear friend. I simply layered it on top of the white tee, then added a pair of J. Crew leopard flats (consigned, similar). I carried my much-loved orange Adora bag for a burst of color.


#3 Add Animal Print

When in doubt, add some animal print to your look. This lightweight, sheer zebra print Cascading Chiffon vest was sent to me by Covered Perfectly. I love the way it moves and flow. It adds just the right sass to a monochromatic look.

I finished off the look with Calvin Klein Dolly pumps and a long silver necklace by Vince Camuto (similar).


 #4 Wear with a Light Color 

Coordinating light colors, like the icy light gray hue of this Stella Carakasi Far and Away Coat, make white look even more crisp and fresh. I added gray Gap booties and a silver statement necklace, a gift from Tamera Beardsley.


#5 Put on a Trench 

I don’t know what I did before I bought this Banana Republic trench coat (similar) about 4 years ago. It’s such a versatile topper. The khaki color looks fantastic with white. The Kate Spade bag and Valentino on a Budget shoes (similar) make this look a go-to for lunch with girlfriends or a client meeting.


#6 Layer a Sheer Top 

When the weather heats up, I will wear this Printed Easy Going Top, part of Stella Carakasi’s Spring 2015 Collection, with a camisole. But until that time, I wear it with my long sleeved tee and a jacket, if necessary.

I wore gray Olyvia shoes from Sole Society and kept the accessories to a minimum. I wanted to let the intriguing metallic graphic on this gorgeous sheer top be the star of the show.


#7 Layer a Poncho

This Luxe Pullover Wrap from Mason Street Design has been a real wardrobe workhorse of mine during this mild winter. I have worn it many times since adding it to my wardrobe last fall.

Gray looks great with white and is the ideal winter-into-spring color combination. My orange Adora bag adds color to my look and my Superga sneakers make this a stylish and casual everyday outfit.


#8 Throw on a Blazer 

I’m taking this basic foundation to a more sophisticated level by adding a blazer. This wool blazer with gold button detail (thrifted), is quite a contrast to the all-white foundation. Black booties and a gold-toned long necklace wrap up the look.


#9 Make it Sporty

A silk camo bomber and Nike running shoes give this basic white tee and jeans a sporty edge


#10 Add a Cropped Sweater  

An on-trend look for spring is to layer a cropped top with a longer top underneath. I added this blue cropped crocheted sweater by Stella Carakasi, a yet-to-be-released piece from their Spring 2015 Collection*, to my basic foundation and wore blue booties from Sole Society.


 There you have it!

10 spring looks using 1 basic foundation of a white tee and white jeans!


Don’t forget the How I Wear My: Booties deadline is Monday, March 2nd. To get details on how to participate, visit the How I Wear My page!


Make it a rich day!



Disclosure: I was given a Cascading Chiffon Vest by Covered Perfectly, all pieces featured here by Stella Carakasi, a Luxe Pullover Wrap by Mason Street Designs and my Adora bag in exchange for promotion. All opinions expressed here, as always, are my own. 

*To get special offers and stay in-the-know about new arrivals at Stella Carakasi (like my blue cropped sweater, soon to be in stock) join their VIP mailing list. And be sure to take 15% off all purchases by using the code RICHLIFE15