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
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Dressing Tips, Spring, Style · March 12, 2026

How I Plan Outfits for Back-to-Back Events Without Overbuying

Spring tends to be one of the busiest event seasons of the year. One week it’s a luncheon, the next week it’s an awards event, and suddenly your calendar is full of things that require you to look a little more polished than usual.

This month alone I had events like the Dress for Success luncheon and the Women’s Choice awards, which meant thinking ahead about what I wanted to wear. When events start stacking up like that, it’s easy to fall into the trap of buying something new for every occasion.

Over time, I’ve learned that a little planning makes all the difference. Instead of panic shopping the week of an event, I try to approach event dressing the same way I approach content and business planning. I think ahead, check what I already own, and shop with intention.

I Start Thinking About Event Outfits Early

If I know I have events coming up in the spring, I start keeping an eye out for pieces months in advance.

One of the best times to do this is during seasonal sales. For example, ASOS has a big sale every January, and I often use that as an opportunity to look for dresses or outfits that could work for events later in the year. If I find something affordable that fits the type of events I know I’ll be attending, I’ll go ahead and grab it.

This approach takes the pressure off. Instead of shopping last minute when options are limited, I’m slowly building a small collection of pieces that can work when the right event comes along.

Dresses purchased from ASOS in their winter sale.

The First Thing I Check Is the Dress Code

Whenever I get invited to an event, the very first thing I do is check the dress code. That immediately tells me what direction I need to go.

Once I understand the level of formality, I check my closet. Most of the time I already have an idea of what I’d like to wear, but it’s important to actually look at what’s available before assuming I need something new.

After that, I’ll consider practical things like the weather and the audience. A daytime luncheon might call for something different than an evening event, and certain settings naturally lean more polished than others.

Rewearing Is Part of the Plan

I repeat outfits sometimes, and I’m completely fine with that.

More often, I repeat pieces and style them differently. A dress might show up again with different shoes, a different bag, or layered with a jacket or blazer. When you build outfits around pieces you love, it becomes much easier to rewear them without feeling like you’re repeating the same look.

The goal isn’t to have something brand new every time. The goal is to feel confident and appropriate for the event.

Tiffany in a gown she has reworn

Renting Can Be a Great Option

For certain events, renting is a great solution.

Platforms like Rent the Runway or Nuuly can be especially helpful when you need something more formal or trend-driven that you know you may not wear very often. Renting allows you to try something different without committing to a full purchase.

There are definitely pros and cons. Renting can give you access to higher-end pieces, but you also have to plan ahead for shipping and availability. It’s not ideal for last-minute decisions, which is another reason planning early helps.

When I Do Shop, I Shop Smart

If I’m buying something specifically for an event, I almost always try to find it on sale.

Formal pieces can be great additions to a wardrobe, but most of us don’t wear them often enough to justify paying full price every time. That’s why I love checking places like the Dillard’s Clearance Center. You can find beautiful dresses and event pieces at a fraction of the original price if you’re willing to take the time to look.

When I do add something new, I try to make sure it can work for more than one occasion. That’s what turns a purchase into a real wardrobe piece instead of a one-time outfit.

Tiffany in a red dress purchased from the Dillards Clearance Center.

The Biggest Mistake People Make

The biggest mistake people make when dressing for events is trying to become someone they’re not.

It’s easy to feel like you have to reinvent yourself when the occasion is dressier than your everyday life. But the best outfits are the ones that still feel like you.

If you love color, bring color into the look. If your style leans classic, stay classic. The goal isn’t to create a completely different version of yourself for an event. It’s to take the things that already make you you and elevate them for the occasion.

Event Dressing Doesn’t Have to Be Stressful

When you plan ahead, event dressing becomes a lot easier.

You’re not scrambling the week of the event trying to find something that works. You already have options, you already know what fits your style, and you can focus on enjoying the event instead of worrying about your outfit.

For me, that’s the real goal. Looking put together without overbuying, and building a wardrobe that supports the life I’m actually living.

In: Dressing Tips, Spring, Style · Tagged: nuuly clothing rental, outfit buying, outfit styling, planning outfits for events

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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.
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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

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