OOTD: How I Style These Well Loved Grey Shorts

5:05 PM

OOTD Grey Shorts A Glimpse of Glam Andrea Tiffany

Hey everyone!

If there's one thing in my wardrobe that I can always count on when the weather gets hot are these grey shorts. They are so versatile and comfortable. I've had them for the longest time ever. Just for the sake of this post, I thought back to when I actually bought them. I think it was five years ago. And they still fit the same, and are in great condition. I remember it was five years ago because I had taken a mirror selfie of them to send to my friend for her input using my old phone's really low-quality camera.

Well, here they are five years later and I'm still loving them. Guess that purchase really was worth it. It's not my oldest piece of clothing that I still love, but five years is still remarkable.

What's one of the oldest pieces in your wardrobe that you still love to wear to this day?

OOTD Grey Shorts - A Glimpse of Glam Andrea Tiffany

OOTD: Grey Shorts A Glimpse of Glam Andrea Tiffany
Similar Shorts
Here, I paired the shorts with a plain black tank and sheer black blazer. I threw on my brown lace-up boots and called it a day. It's quite monochromatic and simple compared to my usual bright colors. But, I like the way the soft shade of grey goes with the brown of the boots. It brings out the warmth of the grey. 

I was going to wear a black cardigan with this, but I chose to wear a sheer black blazer instead. It pulls it all together and makes the look sharper rather than casual, which is what the shoes do. The matching belt that ties in the front is what I really love about these shorts the most. They add a nice emphasis to the shorts.

Grey Shorts Outfit Inspo - A Glimpse of Glam Andrea Tiffany

Clothes to me carries with them stories. Stories of where they have been. They are an essential part of memories for me. When I want to remember something, I try to also remember what I wore. For some reason, it helps me remember more clearly everything. It helps set the scene and conjure back up those feelings and emotions. 

First day of high school freshmen year. It was a long black cardigan, ruffled white crop top, black skinny jeans, brown flats. I can still hear the shrill sound of the bell signaling classes starting and ending. The butterflies fluttering in my stomach as I nervously ventured into school without my best friends by my side. A warm bead of sweat trailing down my back as I thought of the daunting year ahead. Little did I know it would lead to a great, wonderful four years. 

First day of high school senior year. Denim shorts, black sandals, my blue Link Crew t-shirt. I was a Link Leader, being the older "wiser" senior helping out a group of incoming freshmen. Joyous bursts of laughter filling the halls as I met up with my best friends, recounting the memories of the past summer. Teachers whom I've grown to love and respect welcoming us back with warm smiles to our final year at the school. The sweet aroma of freshly baked cookies drifting through the halls as lunchtime drew nearer.

First day of university freshmen year last year. Black and white printed leggings, taupe square neckline top, long dark grey vest, black boots. Rain pelted down hard, creating rhythmic beats on the roof that matched the anxious thumping in my chest. A crowd of students swarming every hall and building, with the stampede making me lose my bearings. The clawing desire to reinvent myself giving me motivation to paste on a friendly smile. 

First day of university sophomore year this year. Dark green printed pants, bright pink chiffon top with a high neckline, knitted grey cardigan, black boots. Striding fearlessly into the classroom as I took a seat by my friend, whom I've grown close to in only a matter of a year. A crushing whir of coffee beans being ground up for the espresso machine in my new favorite coffee place on the basement level of the art building. The sweet relief that I knew where every good sitting area with a working outlet was for my dying phone.

Clothes hold great memories for me. Just thinking of a particular outfit can bring back everything that happened while wearing it. When people say clothes have feelings, I agree. Only it's not the clothes themselves that have the feelings, it's the fact that the clothes carry with them feelings. How sentimental are you when it comes to clothes?

Grey Shorts OOTD - A Glimpse of Glam Andrea Tiffany

Grey Shorts Black Blazer - A Glimpse of Glam Andrea Tiffany

Boho Twist Braid Half-Up Hairstyle - A Glimpse of Glam Andrea Tiffany

I also been styling my hair like this a lot lately. I've shown it briefly in the past in an older post, and on Instagram. (If you don't follow me already, what are you doing?) It's a super simple style, with two twist braids on either side of my head joining together at the back, creating an easy half-up do. I love doing these twist braids because the soft poofs on either side are easy to fluff up and add volume. Paired with wavy hair it adds a slight bohemian flair, while with straight hair it looks nice and polished. You can pull the rest of your hair back into a low ponytail that looks messy and edgy, like I've shown before as well. It's really such an easy go-to that I've been really loving so much when I can't be bothered to do actual intricate braids and styles.

Just like this go-to hairstyle, my grey shorts are something I always find myself wearing every now and then. They have been worn and loved for years, and hopefully for years to come. I'm on the lookout for more shorts that have this sort of tie-front belt as well. I never realized how much I loved the belted part until I really thought about what it was about these shorts that add so much flair compared to others.

What do you think? What is something from your wardrobe that holds many memories for you? Lemme know in the comments below, as I always love hearing your thoughts!

I hope you all enjoyed reading, and that you have a fantastic week!

Til next time,

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  1. Super cute look! Perfect for hot summer days! Love your shorts!

  2. You rock these shorts! So pretty outfit! xx

    Vildana from Living Like V & Stalia Is BAE

  3. I love your hairstyle in this outfit post!x


  4. I 'm so sentimental with my clothes too! Every time I wear a dress, or a pair of jeans they remind me a particular day in my life, a situation, something new o exciting ^-^
    Anyway, I love shorts and I really like how you styled this pair!
    Have an amazing day dear! :*

    1. Exactly! Clothes have so much weight in my life. I'm so glad you understand! :) Thanks Roberta! I hope you have a wonderful day as well :)

  5. love the tie-waist style to the shorts!

    Have a great week!
    Animated Confessions

  6. These shorts are just so gorgeous and very versatile, I can see how you could style them with so many different pieces to create distinct outfits! :) Personally, I'm not very sentimental when it comes to clothes, but that's probably because I don't actually own that many. I do have a few pieces that are quite old though like your shorts, and I wouldn't want to part with them because most of them still fit me, plus I really like them. :) Also, I don't know, I feel that high street clothes get more and more 'generic' as time progresses? Maybe it's just me but I remember five, six years ago there used to be more choice and variety in shops, now it's just kind of all the same! x x Anyway, loving your outfit as always hun, and can I just say, your hair is mega gorgeous! That hairstyle really suits you. <3 Kisses!


    1. It's difficult for me to part with clothes too! I love them and if they fit as well, why throw away perfectly good clothes? I couldn't agree more! This is why I try to avoid shopping at the usual places everyone else shops at because I want to find more unique pieces. Everything is more or less the same style. It's so difficult to find something that can make you feel more of an individual. Thank you Kay! :)

  7. What a cutie! Great post! Have a lovely day 🙂
    Thanks for the inspiration!
    much love,Len

    1. Thank you Len! :) I'm glad you like it! I hope you have a wonderful day

  8. Love this look so much.. gorgeous! x


  9. hi Andrea thanks for dropping by on our blog. This is such a cute combo. i really love the outfit. keep in touch =) http://www.nanajover.com/

    1. Thank you Nana! I'm glad you like it! Yes, let's definitely stay in touch :)

  10. Great outfit! Love the shorts!


  11. Lovely outfit! Also I love love love your hair! Do you curl it with tongs or an iron- it looks so pretty!
    Farah x

    1. Thank you Farah! I actually did my hair using a no-heat curling method as to not damage my hair!

  12. Lovely outfit, the shorts are great and love your hairstyle. Gemma x

  13. What cute shorts! Such a great summer piece.

    Amy Ann
    Straight A Style

    1. Thanks Amy! I love wearing them in the summer :)

  14. Don't you just love those reliable pieces of clothing that you can always look forward to next season? These shorts look awesome! I have a favorite pair of drawstring shorts too that are just so comfortable and easy to style and I can always depend on them when I don't know what to wear.


    1. I couldn't agree more! Staples in my wardrobe like that are so wonderful to have around. "Reliable", that is the perfect word to describe it. Shorts like that are so comfortable. I can basically live in them! :)

  15. Fabulous!

    Have a great day!


  16. Love the grey shorts! I'm actually pretty sentimental in general, and I find that I just can't get rid of some of my clothes because I always feel bad about not wearing them more. A lot of my wardrobe consists of things from middle school, but even if they fit I never wear them as my style has changed. It's always interesting thinking back though!

    Sam | http://mybeautycloud.com

    1. Same here! I have a couple drawers full of clothes that I can't bear to rid of. My style has changed as well, but I keep them around because I always have that thought "What if?" Hahaha thank you Sam!

  17. We're similar - when it comes to memories and important dates in my life, I'm also trying to remember what I wore on that day, ha ;) And your shorts look like brand-new not like shorts, which you bought 5 years ago, I really like how you styled them :)


    1. I've definitely tried to keep them in good condition because I love them so much! :) Thank you! It's always way easier to remember things when I can remember what I wore.
      I hope you are having a fantastic week!

  18. OMG what a cute combination! This outfit is super stylish! xx

    1. Thank you Emily!! I hope you have a fabulous day :)

  19. Thank you Faye! I've been working on the photography, good to hear that it's getting better :)


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