Learning to love your body isn’t a linear journey Learning to love your body isn’t a linear journey and it often doesn’t have a clear and definitive end. I’ve worked for the better part of a decade on my relationship with my body. I’ve done a lot of work. I’ve honored her, encouraged her, I’ve chosen to see her as good. It’s been an intentional journey to really break down and know my body is good, just as it it. 

But just when I think I have evolved past being critical of myself I go to try on swimsuits and boom I’m back. This past weekend I went to try on swimsuits. It was a last minute decision and I just popped in a store. I talked to an associate and realized she was picking things and putting them into a fitting room for me. I could feel my pulse starting to race. Initially I was frustrated with myself for feeling insecure about trying on suits but then I remembered that this is a journey. I politely told the sales associate that I just didn’t think I was ready to try on. In the kindest way she said, it’s fine, I’ll mark some things down and when you feel ready just come back. 

I’m telling you this story because sometimes it’s easy to look at people who share their lives online and think they some how have mastered living themselves in a way that you can never achieve. The truth is that for many people it’s something we still struggle with from time to time.

Just remind yourself that like most things in life there is no medal for being the most secure person in the room. Give yourself grace and just repeat after me, my body is good just as it is.
Why this outfit works. #fashion #style Why this outfit works. #fashion #style
Give a man a beer and he can drink for an hour. Gi Give a man a beer and he can drink for an hour. Give a man three beers and he will make TikTok’s with you in your living room. #marriage
23 years. Not bad for my first marriage. #anniver 23 years. Not bad for my first marriage. 
#anniversary #marriage #piscesarieslove
Why this outfit works. Episode 2. My personal dres Why this outfit works. Episode 2. My personal dressing theory is two fold. 

First, try things. You are going to be stuck if you always go with a comfortable formula. 

Second, if YOU think YOU look good then go with it. You don’t need someone else seal of approval.
Friday. Friday.
Bejeweled 🍒 💎 #pizaz @whitneypalmer701 Bejeweled 🍒 💎 #pizaz @whitneypalmer701
Rules stifle creativity every time. Personal style Rules stifle creativity every time. Personal style is about trying new things and to be honest it’s about getting things wrong now and then. What do you think?  Are you pro color palette or pro trying anything?

P.S. peep @caleb.blaine in the background
Trends I’m here for? Chunky necklaces. #spring #t Trends I’m here for?  Chunky necklaces. #spring #trends #trending #goldenlily @shopgoldenlily
  • Home
  • Blog
    • Style
    • Plus
    • Halloween
    • Beauty
    • shoes
    • Swim
    • styled photoshoots
  • Shop
  • About
  • Partnerships
  • Contact
  • Blog
  • Shop
  • Friday is for the Girls
  • The Scope of Work Podcast
  • About

TK Creative

A hub for all things creative

  • Blog
    • Swim
    • Plus
    • Summer
    • Family
  • The Organized Social
    • Content Creation Class
  • The Scope of Work Podcast
  • Friday is for the Girls
  • About

Dressing Tips, Fashion, Plus, Style, Trends · September 12, 2022

How to Wear the Oversized Pants Trend Over 40

Slouchy Pleated Pants or the Oversized Pants Trend was one I definitely wanted to try. At 40, plus size and 5’4″ I know these trends can be a little tricky. I love taking trends that are typically for younger, tall, thin women and making it work for my body. The key to wearing a style like this is giving off that chic and effortless look. It’s not over styled or over thought. For lack of a better term, it just it, what it is.

The Potential Challenges

If this trend seems like it’s not your thing, I can understand but let’s try to work through some of the challenges.

  • Height. Are you petite and think this trend could be overwhelming on your frame? Have them tailored in the hem. If the legs, feel too wide you can also have that taken in. Make the clothes fit your body and shape.
  • Too big in the waist. With an oversized trend fit can be tricky. Looking for an oversized pant that has a pleated front with a button and an elastic waist in the back can give you a fitted look and keep your pants from gapping.
  • Midsection. Many women don’t like their midsection or refer to it as their problem area. Finding an oversized pant with pleating can help camouflage your tummy if you aren’t comfortable.
  • Oversized pants are going to add volume so let’s style it a few different ways, so they look chic and not overwhelming.
Look #1
Tiffany in Oversized pants from Torrid
Tiffany in Oversized pants from Torrid
Tiffany in Oversized pants from Torrid

When I am looking to embrace a trend the first place I am starting is with a casual look. It is the easiest thing to style and often an outfit we don’t stress about as much as a nicer event.

I wanted this first look to be simple and easy. Again, the goal is to look effortless. I wanted to showcase the front of the pants with the pleats, so I took a tee and tied it in the back. I also grabbed my sneakers to play into the casual feel.

If it were colder, I would add a moto jacket that was also cropped at the waist of the pants. Another option would be what I like to refer to as a “grandpa sweater”. Both of these items can take this look from early fall to winter.

Look #2
Tiffany in a short sleeve sweater and oversized pants
Tiffany in a short sleeve sweater and oversized pants
Tiffany in a short sleeve sweater and oversized pants.

This outfit gives me 80’s mom vibes and I am into it.

Keeping the high waist as the focal point is what is going to make this look fun without being overwhelming. I prefer a fitted top, but I know that not everyone will, so I wanted to give you another option. I slightly tucked the front of the sweater into the waist band of the pants, so you didn’t miss the detail on the front. Also, love this autumn color combination.

For later in the season, you could use a top like this as a vest and layer it over a body suit. You could even put a bow top under it and let it peek out.

Look #3
Tiffany in a blazer and oversized pants.
Tiffany in an oversized pants and blazer
Tiffany in an oversized pants and blazer.

If you were thinking how, you could bring this trend into the office, this is it.

I paired my pants with a blush-colored bodysuit and a blazer. I picked this shade because white can be overpowering sometimes with a combo like this. The blush was perfect and was a soft match up to the mustard/camel shade of the pants. Bonus Tip; blush can be a good neutral option for you if white feels like it washes you out and ivory is too yellow.

The fit of the bodysuit gives you the optimal silhouette with these pants. It shows off the waist of the pants as well as the pleats.

Final Thoughts

As always, the key to wearing a trend is making it work for you and for your personal style. If it doesn’t feel right than it probably isn’t for you and try something else. True style is all about trial and error.

XO,

Tiffany

In: Dressing Tips, Fashion, Plus, Style, Trends · Tagged: how to owear trends over 40, how to style oversized pants, how to wear overwsized pants, trends for fall 2022

Subscribe

You’ll Also Love

The Perfect Swimsuit Fit
Embrace Your Swimsuit Confidence: Poses for Poolside Photos
Nordstrom Anniversary Sale

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Next Post >

What to Wear

Search

About Me
I'm Tiffany. Although some of my favorite people call me Tippy. My favorite color is pattern. Seriously, I've never met a pattern I didn't like. My style is as bold as my personality and you should never trust my hair color. I am all about size inclusive style on a Nordstrom Sale budget.
  • What to Wear to Drag Brunch
  • A Plus Size Girl’s Guide to -Mardi Gras
  • Night Time Swimming: Perfect Dinners for the Pool

Facebook

Facebook

Instagram

Learning to love your body isn’t a linear journey Learning to love your body isn’t a linear journey and it often doesn’t have a clear and definitive end. I’ve worked for the better part of a decade on my relationship with my body. I’ve done a lot of work. I’ve honored her, encouraged her, I’ve chosen to see her as good. It’s been an intentional journey to really break down and know my body is good, just as it it. 

But just when I think I have evolved past being critical of myself I go to try on swimsuits and boom I’m back. This past weekend I went to try on swimsuits. It was a last minute decision and I just popped in a store. I talked to an associate and realized she was picking things and putting them into a fitting room for me. I could feel my pulse starting to race. Initially I was frustrated with myself for feeling insecure about trying on suits but then I remembered that this is a journey. I politely told the sales associate that I just didn’t think I was ready to try on. In the kindest way she said, it’s fine, I’ll mark some things down and when you feel ready just come back. 

I’m telling you this story because sometimes it’s easy to look at people who share their lives online and think they some how have mastered living themselves in a way that you can never achieve. The truth is that for many people it’s something we still struggle with from time to time.

Just remind yourself that like most things in life there is no medal for being the most secure person in the room. Give yourself grace and just repeat after me, my body is good just as it is.
Why this outfit works. #fashion #style Why this outfit works. #fashion #style
Give a man a beer and he can drink for an hour. Gi Give a man a beer and he can drink for an hour. Give a man three beers and he will make TikTok’s with you in your living room. #marriage
23 years. Not bad for my first marriage. #anniver 23 years. Not bad for my first marriage. 
#anniversary #marriage #piscesarieslove
Why this outfit works. Episode 2. My personal dres Why this outfit works. Episode 2. My personal dressing theory is two fold. 

First, try things. You are going to be stuck if you always go with a comfortable formula. 

Second, if YOU think YOU look good then go with it. You don’t need someone else seal of approval.
Friday. Friday.
Bejeweled 🍒 💎 #pizaz @whitneypalmer701 Bejeweled 🍒 💎 #pizaz @whitneypalmer701
Rules stifle creativity every time. Personal style Rules stifle creativity every time. Personal style is about trying new things and to be honest it’s about getting things wrong now and then. What do you think?  Are you pro color palette or pro trying anything?

P.S. peep @caleb.blaine in the background
Trends I’m here for? Chunky necklaces. #spring #t Trends I’m here for?  Chunky necklaces. #spring #trends #trending #goldenlily @shopgoldenlily
Breaking down my outfit of the day. Why I think it Breaking down my outfit of the day. Why I think it works and how I can replicate it.  What do you think?  Is it a win? #ootd #fashion #style

Work With Me

  • Home
  • Blog
    • Style
    • Plus
    • Halloween
    • Beauty
    • shoes
    • Swim
    • styled photoshoots
  • Shop
  • About
  • Partnerships
  • Contact

Categories

  • Style
  • At Home
  • Life
  • Holiday

Guides

  • Travel Guides
    • Caney Lake – Chatham, LA
    • Margaritaville – Biloxi
    • Southern Hotel – Covington
    • The Laurel Cottages – Laurel, MS

Copyright © 2026 TK Creative · Theme by 17th Avenue