How to Look Older in Casual Clothes: Case studies with a graphic tee and a tulle skirt

[source: wikimedia] Sometimes you want to dress up, but sometimes you just want to wear your favorite pullover.

As usual, in any discussion of how to look older in casual clothes I always start out by linking to the OG Extra Petite blog post How to Look Older in Casual Attire.  She did an excellent job laying out concepts.

Her examples are still super helpful for getting the point across, but as the post was made in 2010 the styles are a bit dated and specific to her relatively preppy personal style. In this post I’d like to share my own examples with outfits that are still casual even in the “after” version and delve more into how variables of hair, makeup, outerwear, and shoes can individually affect a look. I’m sure there are many other people who are happy to still keep wearing jeans and tees but still want to come across in a first visual impression as having more authority than a random high schooler.

I’m focusing more on the details of casual looks here rather than toning down or maturing the Rainbow Brite area of the kids look. I think most people understand that wearing an outfit like a t-shirt with a sequined unicorn on it with a tulle skirt over striped leggings with frill socks and sneakers is a youthful look, or likewise that a school branded sweatshirt with jeans, sneakers, and a backpack will make you look like a student.

Do I need to look older??

If this wasn’t something you were already concerned about, then no! This post isn’t about dumping on any outfit that feels immature or saying you should never dress that way.

But if you are feeling like your wardrobe doesn’t match who you are anymore or maybe you just want to be confident in your ability to break out a slightly more mature outfit for an interview or something when it’s called for, then you are the target audience. Of course it’s impossible to cover all the ways you could look older for all styles and contexts, but the idea is that a couple of examples should be helpful to get you thinking about what you can tweak using your own items when you’re iterating on an outfit.

I’ve been in the tech startup world for my career so a lot of the common advice of “upgrade to casual biz caz!” is not really applicable and depending on the startup, going full business could be overkill even for an interview. I have coworkers who dress in the casual end of bizcaz regularly so even though I could dress more formally without seeming out of touch, that’s not where I’d like to take my wardrobe. I like to be able to exercise my casual-company-culture privilege and wear my t-shirts and frippery any time, but while also having a distinguishing look from the interns.

Key Concepts

Ask yourself, “If scaled down, would you literally dress a five year old in this?” and “Is this a typical high school/college student’s outfit for an 8:00 AM class?”

If the answer to either of those is yes, then add or change things about your outfit until the answer is no. Remember to adjust your images of the older student for macrotrends if you’re basing your stereotype on memories of what you and your friends wore.

I know, that is super obvious. But I think having a litmus test question laid out that you can come back to allows us to feel grounded and provide a framework for iteration while ultimately allowing for more flexibility than just “upgrade your jeans to trousers” style of mappings.

So with that said, what are some of the variables that affect how youthful or mature something in the fashion realm seems?

At least from my own experience, when you’re in elementary school or a college sophomore in the midst of finals, you just want to be comfortable and looking put-together wasn’t a priority.

  • Stretchy fabrics, sporty footwear, and softer non-fussy outerwear are staples.
  • Hair and makeup aren’t done (at most, hair is pulled out of the way).
  • Outfits are simpler and/or thrown together without much coordination.
  • Stuff might not fit (because you’re growing out of or into something, or because you’re just too young to have thought about fit).

Of course, we can still be comfortable and wear supportive footwear and all that even with a more polished look. But we want to avoid a head to toe look that screams all of these things at once.

And yes, #NOTALLKIDS dress like this… blah blah standard disclaimer that this is just from my own experiences and is a generalization and there are always exceptions. Also yes, you can have an outfit that is both youthful and very put-together/cool/charismatic. I am assuming that if you’ve read this far you are probably in the same boat as me where you were not a put-together youth 🙃

Some things to consider:

  • Structure – look for things with more body to them which can have a more defined shape. This doesn’t mean you have to wear suiting. Details like a square neckline or pleats or just anything with more construction to it like a funnel neck sweater or a belt or cable-knitting or pointier toes on shoes.
  • Fabric – I find that visually richer fabrics tend to feel more mature. For example, thicker knit sweaters vs athletic hoodie material. Even denim is a step up from leggings (how many five year olds do you know who’d put up with 100% cotton jeans?).
  • Formality – I’m sure you know this, but ISO stock photo person office job clothing from Ann Taylor is always going to feel more adult than a t-shirt and leggings all other things being equal.
    • I think it’s worth pointing out that just because it’s a dress/skirt doesn’t mean it’s formal. Fabric and structure contribute more to that than just whether something has a skirt. I have definitely been that person who’d wear a jersey fabric dress to a semi formal event and wonder why I felt like such a schlub compared to everyone else.
    • Outfit formality is a different thing from whether an outfit is well put together. You can still put together, say, an athleisure outfit that is visually interesting and balanced. You could be “well-dressed” in athleisure but not “dressed up”.
  • Intentionality – Even if you are wearing loud items, you’re wearing a thought-out outfit which is overall balanced in visual interest. Think the opposite of a kid who is wearing their favorite sparkle skirt to death over all their outfits or a high school kid who thinks that adding a trench coat or leather jacket over the tee and ill-fitting jeans they pulled out of the hamper makes them look cool and badass.
    • You can give a major bump up to any look through “finished” looking hair, makeup, and nails. What this means is pretty dependent on your own features and context and is out of scope of this article.
    • Being on-trend can also help, particularly with high-impact pieces like glasses. Doesn’t need to be up-to-the-minute, but looking “with it” is one way to visually communicate that you have at least some of your shit together.
  • Sexiness – this one is more applicable when you’re trying to move away from the little kiddie look. I’m not getting into this one too much here because most of my example photos are on a t-shirt and jeans based outfit.
  • Fit – obviously, as the opposite of the bullet point in the previous list, your stuff should fit. If you’re not sure how something should fit, see where similar items hit on stock photos on models and you can also always google it and ask people (I have generally had a good experience on r/femalefashionadvice’s Daily Questions thread).

For any given outfit you certainly don’t need to change all of these aspects in order to cross the threshold of “definitely not looking for their parents”. They are options to consider adjusting. For example, I discuss purses in one of the later sections, but on weekdays I usually just wear an ergonomic laptop backpack that was provided by my employer. Sure, that doesn’t look great, but swapping it out for a nice leather tote isn’t a priority for me in the context of commuting since it’s going to come off as soon as I get to the office anyway and most of the other commuters are wearing backpacks too, even if they’re in suits.

Instead of copying down a list of item mappings “instead of X wear Y” that I could provide here, I suggest just doing a round of people-watching (if you live near somewhere where most people don’t dress super casually all the time), or else browsing some online lookbooks and catalogs of a couple of different brands and seeing how they style the models. Think about which outfits seem more mature and try and identify what makes feel that way. Heck, if you have a TV show or some media with a casual contemporary setting that you like, you could take notes on that too.

To help with that, spend like 20 minutes to expand your fashion vocabulary so you have words for all the different types of clothing features you see. Do an image search for “types of jackets”, “types of women’s shoes” (or men’s shoes), “types of pants for women” (same), etc. Also when you are shopping online, start paying attention to the item descriptions.

Anyway, on to some actual photos to demonstrate how much of a difference changing some of these things can make.

Examples

I didn’t do a full photo set of changing a single variable against all the other variables for every example, but I hope this is enough of pictures to demonstrate how any of the things discussed above can affect a look.

For outfits with only the “after” style photo, I’ll add more notes.

T-shirt and Jeans: Changing peripheral details

how to look older 1.jpg

Do kids these days usually tuck their shirts in now? I think that little kids still don’t, but I guess the college students do. In that case:

how to look older 2

Things I changed here are

  • Hair: rough ponytail -> down and styled (It might not look it, but this is my STYLED hair with product in it. It’s super flat and limp otherwise. I only have the resources to do examples on myself, so especially for hair/makeup/glasses please take these as demonstrations of how a detail can affect an overall look, and not like “I need to wear my hair down and straight”)
  • Glasses: half-plastic half-metal frame glasses with a top heavy look -> round light silver wire glasses
  • Outerwear: gray hoodie -> olive green field jacket with a waist cinch
  • Shoes: sport sandals ->  Birkenstock “Mayari” sandals (currently Birks are pretty trendy, and while I see lots of students with them, they’re at least not something little kids tend to wear)
  • Makeup: no makeup -> filled in eyebrows with brow pomade (Glossier Boy Brow in black) and added lipstick (Wet n Wild “Mochalicious”)

Still a super casual and within the realm of things that I think I could see a student wearing, but it doesn’t feel like “Free promotional t-shirt I slept in because I pulled an all-nighter in the computer lab that I’m wearing to collect free pizza at the infosession”.

I thought it was pretty interesting to see how only changing some parts of the outfit changed up the look, so here are some individual comparisons. If you’re going to change one or two things, I can’t prescribe whether hair or swapping out your outerwear will make a bigger difference on your features/wardrobe/context. If you’re figuring stuff out, I highly recommend taking photos of yourself like this and then seeing which version of an outfit you like more. It’s easier when you can see yourself in the third person, and compare two versions side by side.

how to look older 3.jpg

Ideally I would have had exactly the same hair, but the OG “after” version was taken as an actual #ootd photo and I did the rest of the blog-specific photos after I had gotten a haircut. For this particular look, I personally like it better with the longer, less blunt haircut.

how to look older 4

In the photo above I feel like while I do look older with the makeup on it isn’t necessarily a better look with the hoodie and sandals. My head feels like it got pulled from another outfit. This is actually something I associate with teens/college students – I more commonly see them in super casual outfits but with insta-glam makeup (I also frequently used to do this, since I got into makeup before clothes). Makeup’s fun so I’d make time for it, but why bother dressing up for 8:00 AM chemistry lecture  ¯\_(ツ)_/¯)

how to look older 5.jpg

On the other hand, in this case just changing out the jacket is less jarring. Note that since I didn’t meticulously plan out the media for this post I took the field jacket outfit photo after I had filled in my eyebrows and I have some residual lip color on. It wasn’t meant as a science experiment, just note-taking.

how to look older 6.jpg

With just the hair and glasses changed in this outfit it feels more of a stylistic choice than a maturity thing.

T-shirt and Jeans: Changing pants and shoes

how to look older 7.jpg

Here I wear the same BB-8 embroidered patch pocket tee with styled hair and my usual glasses and makeup, but I go from more of a normcore thing to a more polished and currently trendy look. I think the heavy lifting here is being done by the sleek boots, as the wrinkly canvas pants are almost as casual as old jeans. However the wide-leg cropped pants are closer to chinos/trousers so they do elevate the outfit some. While they are a very modest cut, the wide leg pants create a more curvy figure by making my silhouette more hip heavy.

T-shirt and Jeans: accessorizing

60876258_311452619792249_2884762466684990253_n

Free t-shirt from a children’s television show + blue jeans. Even that can be dressed up a level by adding some leather accessories and substantial shoes. I didn’t go totally matchy-matchy with the belt to make it all feel a little more natural.

Similarly to how I used to think any dress was a fancy item, I used to think that any purse (subbed in for a backpack) would make an outfit look more grown up. But generally I find that leather/pleather is usually more of a mature vibe than fabric bags, even if the fabric is in a neutral color.

Not specific to looking older, but from just a proportions standpoint, I usually don’t like belting these jeans because the inch cut off by the belt makes them feel like midrise jeans instead of high-rise. But since here the top is more of an older style crew neck that’s almost a mock neck, the longer overall proportion created by the entire light colored base outfit doesn’t make me feel as cut off.

(This is another outfit where I’m not keen on the harsher bangs (I feel like they don’t suit relaxed styles), but that’s what my hair looked like at the time. And either way that’s quibbling, I do like the look overall.)

T-shirt and Leggings: Changing peripheral details

This photoset is brought to you by “Grunge Expansion Pack no. 1”: Beat up field jacket / utility jacket, dark muted lipstick, and Dr Martens 1460s 😂. Of course some distressed black jeans would really make this look, but it was fun to see what effects I could get while keeping the basic no-brand cotton leggings.

how to look older 10.jpg

Fewer changes: lipstick and shoes only. I generally like the outfit on the right as a casual sporty weekend sort of look, but the boots just give it a more distinct distinct feel. Having the socks as an additional accessory also makes the outfit on the left feel more like an outfit and adds some visual interest to the bottom part of the look.

how to look older 8.jpg

While often times I feel that sneakers + more structured outerwear like blazers or trench coats can feel disjointed, I’m a fan of field jackets and moto jackets as a pairing for a sportier base. I think it’s because they have more active origins even if they’re used mostly in a fashion context for most people.

how to look older 11.jpg

Also, because I feel like this is coming off like I universally dislike ponytails, here’s one look that I felt looked better with hair up. I prefer the ponytail because then my face isn’t getting engulfed by all the black of the jacket + hair + bangs. I added lipstick to add more definition to the middle of my head though.

how to look older 12.jpg

Yellow top and tulle skirt with floral embellishments

And for a change of pace, here’s a more colorful and fanciful look. (Apologies for the photo quality on this one.)

how to look older 9

The outfit on the left feels a bit childish. It’s a nice happy casual outfit overall, but I wouldn’t wear it if I was trying to look older. I have a post-pubescent figure so obviously no one is going to literally think I’m 5 or 14, but it does give off a more youthful vibe. On the right side version, which uses the same skirt, I look more mature. I don’t think all the changes were needed to cross into “not literally something you’d dress a five year old in” but some points to consider:

  • The wooden clogs are still pretty casual but imo are more hardcore than you’d expect a kid to put up with.
  • The top is still a stretchy yellow t-shirt! But it’s more tailored and has a more structured feel from the neckline (also there’s just the fact that it’s more low-cut, though it’s not at Reformation levels of dramatic square-neck).
  • Of course, there is also the bright lipstick.
  • While unstyled ponytails can look fine from an “overall looks like an adult” metric with more elevated clothes (like officewear), here I don’t think it’s doing the look a favor from that perspective because the other items and general styling are all also more low-key.

Misc tips and notes

In no particular order:

🕰 This takes a lot of work and time. It will get easier and more intuitive the more you practice it. In that, vein, expect that your success at making polished outfits will not be monotonically increasing. Especially if you’re experimenting with new types of items (i.e. not just trying to find a slightly different version of something you’re already comfortable with), it might take a while to figure out the right cut, fabric, color, etc for you. Even if your outfit experiment doesn’t work, out it’s okay! You can learn something from it. It’s a long term process.

🧵 If you’re not a standard size (e.g. petite), there are a lot of items where you’re probably better off just getting things tailored than trying to find all your items perfectly fitted off the rack. Uniqlo will hem pants you bought from them for free. Nordstroms usually have on-site tailoring. Dry cleaners often have alterations services for simpler fixes. Getting pants and sleeves hemmed or taking in the waist are usually pretty straightforward requests for a tailor.

🤔 Repeating this from earlier because it’s important: Not sure if it fits? Ask for some advice from a friend. Doesn’t even need to be someone super fashionable or trendy, just someone who seems to have a general sense of how standard items should fit. You can also ask for feedback by posting a photo to the Daily Questions thread on r/femalefashionadvice. For specific types of items you can also see how things fit on models in the stock photos on web shops.

🔭 All the t-shirts I used here were heavier types of t-shirts and not super fitted. I strongly associate fitted cap sleeve “girly tees” with what was popular circa 2002-2012 and I also often feel like a sausage in them even if they fit correctly. If/when they ever come back I’m sure this post will look just as dated as the Extra Petite one seems now.

📺 While I did use a graphic tee in a lot of the examples here, there are a whole range of graphic tees and I find that the ones with cartoon drawings that you can get from redbubble or teespring are a lot more difficult to shift into a more grown up look than one with a more abstract print, a fine art print, or even a souvenir shirt from a national park or something. Even text-based graphic tees can work, though ones that advertise a band or place are usually more all-ages than one with a snarky comment or cute pun on them. It’s not impossible to style these in a more grown up way and it’s not intrinsically bad to wear them, but if your goal is to look older then just be aware that these likely require more finesse to pull off in that context than if your base is a plain t-shirt.

💃🏻 Grandma-level advice right here, but good posture and speaking confidently and clearly can do more to make you come off more like an adult than any clothes. What’s more stereotypical for a teenager look than idgaf bad posture?

Conclusion

I hope that these examples give you some ideas of some smaller things you can play around with in your own outfits to create the vibe you want! For more reading (both things by me and other people), check out the Style Resources page.

Have any of y’all spent some time stewing on what clothes and details make your outfits feel more grown up? What have been the most impactful things for you? Do you have any other examples you’ve seen that you liked? I’m always interested to see how different people implement a fashion concept with their own lifestyle and wardrobe.

One thought on “How to Look Older in Casual Clothes: Case studies with a graphic tee and a tulle skirt

  1. Hey Margaret, I’ve been reading your blog for a while and really like how you dive into a question and provide so many thoughtful examples. This is an interesting topic! For me personally, what makes my “grown-up” looks feel more mature (to me at least) is wearing shirts with collars, tucking things in, and having my clothes be in good repair. This is probably because as a teen I wore exclusively untucked t-shirts and ripped-to-shreds jeans.

    This is a little outside the question you’re investigating, but I feel like there’s also a thing where if someone is dressed more on-trend it reads as young, whereas if they’re wearing outdated or “classic” styles it reads as older (not necessarily in a good way!) Not that anyone should try to look unfashionable to come off as more mature, just something that occurred to me while reading the post.

    Like

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