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56. What would be a difficult or uncomfortable look for you to try and achieve?

Sneakers are very hard for me to wear. Stilettos are impossible and are for some girls but not me. I definitely have trouble looking trendy. It just feels wrong. I definitely do pull from what is going on in fashion but I reinterpret it using vintage or second-hand pieces because I try not to buy many new things.

air hostess - anything smart

There are numerous svelte looks that I cannot achieve. For instance, I once had a friend who wore a sexy unitard for a racy encounter. It was ripped off of her from neck to crotch even though she spent good money on it. If I wore a sexy unitard, I’d look like an inner-tube. I guess that’s an extreme example.

Cute. I spent my life wanting to be cute and delicate, because I felt so small and shy, but unfortunately I've never had the looks. I'm starting to slowly own my tropical-rainforest stereotype of beauty. Also, it took me a while for me to accept that I wasn't "oddly beautiful", but just plain old beautiful. My husband said that to me once, grabbing my boobs during sex, "you're just plain old HOT, aren't you?". It's true. There's nothing intrinsically interesting about my looks, and I have to try really hard to look unusual. If I don't wear anything special I just look like a pretty girl.

Any look that I’d really have to think about. I go about my look as I go about mostly anything: I just do what feels right. If I’d have to name one look that I imagine I could never achieve, it’s that of a gogo dancer. I’m just not that type of girl and can’t envision myself in that role or clothing style, ever.

Once my extremely preppy Southern friend and I dressed in each other’s clothes for Halloween – this was in college. I wore a crisp polo shirt with khakis, penny loafers with no socks, and felt miserable and mannish. She wore some absurd long crocheted black sweater I owned, gray leggings, weird shoes, and a punk T-shirt. We were both itching to change back within the hour.

Other strong sartorial boundaries I dislike to cross: I’d always prefer not to tuck anything into my pants. I eschew navy blue more heartily than most blue-eyed, pink-cheeked blond women would. I wore a navy blue Catholic school uniform daily for 16 years straight. My personal lifetime quota on that color is totally full, thanks.

Masculine of center is fun on occasion (I've cosplayed as a man before) but I would be uncomfortable maintaining it for a long time. Preppy or "popular" (think Mean Girls) would be uncomfortable and difficult, and I think anything described as "wholesome" would be automatically impossible due to my body art.

Plain, work-a-day, average. Just my hairstyle and tattoos alone prevents that, but also the way I carry and express myself exudes my style, I bleed it into the world. I have an extremely difficult time not being who I am, my husband can attest to that.

Anything ball gown sexy. Or anything fun and flirty. Like a sort of girls gone wild cheerleader is something I couldn't do no matter how hard I tried.

I don’t think there are any looks I could not achieve.

Suburban soccer mom.

Super edgy or androgynous. I'm pretty feminine.

Femme Fatale

Anything that requires a lot of skill. I am terrible at doing hair, for example.

high necked Shift dress, low backed anything

boxy clothing is difficult for my frame.

Very minimalist/boyish and stark look; I’m too curvy and my hair is too curly.

preppy

Anything edgy. I just feel like who I am as a person is incompatible with being edgy. I try to be kind and sincere, and I feel like being edgy often involves being aloof and cold. Sometimes I see people wearing clothes that I love, but I know I couldn’t pull them off – I would be trying too hard, and part of the power of the edgy look is not giving a fuck. But then of course, most of those people are trying to appear that way - it's performative, a conscious decision - and underneath the cool exterior, they give just as much of a fuck as I do. So who knows. (Side note: I've used the word "edgy" so much in this answer that it no longer sounds like a word to me.)

Skintight sex bomb in mile high heels. I'd look like a sad, lost soul.

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