4 Dream Outfits for Post-Pandemic Travel

It would be an understatement to say that I miss traveling, and I know I’m not alone in that. In an era when the farthest that most of us can safely venture is the local grocery store, it’s only natural to daydream about dreamy destinations you hope to jetset to, one day when it’s possible to do so.

In that spirit, here are 4 outfits I’d dearly love to wear if I was able to visit these wonderful cities…

 

London, England

In doing a little research for this article (i.e. furiously googling “how do Londoners dress??”), I looked at plenty of photos of well-known London party girls like Alexa Chung and Kate Moss – and while world-class supermodels obviously aren’t a perfect encapsulation of their home country’s overall fashion sensibility, they did give me a clue. When I think of stylish English women, I mostly think of timelessly cool pieces, the kinds of classics that could just as easily have been rocked by Vivien Leigh in the ’50s as by Sienna Miller in the oughts.

…But of course, I had to put my own spin on this look, because working in the world of sex, I’m much likelier to hang out with quirky sex journalists and elite escorts in London than supermodels or businessladies! That’s why I went with a pink-hued Michael Kors trench coat instead of a classic tan one. This pale blue Valentino ruffled blouse adds a touch of British classiness to my usual wacky style, and I love the idea of tucking it into this pretty pink satin-jacquard skirt, which was designed by Alexa Chung and reminds me of English roses.

Navy tights would keep my legs toasty as I wandered around, and the ubiquitous combo of matching Hunter wellies and umbrella would keep me dry (I hear it’s a rainy town!). My bag of choice for a London trip would be a navy Coach Rogue, because it’s structured, smart, and roomy enough to allow for just about any eventuality.

 

Paris, France

There are so many clichéd ideas of “how French girls dress,” as if the whole female population of France is a monolith. A lot of the tropes of supposedly French style are about “effortlessness,” a concept I’ve never much liked when it comes to getting dressed. My outfits are effortful and I don’t mind people knowing that!

A striped boatneck shirt is about as quintessentially French as you can get. I don’t want to rock mine with perfectly-fitted vintage stovepipe jeans like so many French “it girls” seem to; I’d rather tuck it into a long skirt, comfy enough for strolling through the Louvre all day but fashion-forward enough that I wouldn’t feel out of place shopping on the Champs-Élysées.

This leather motorcycle jacket is by Valentino but I’d just as soon sling one on that I bought at a vintage shop and re-conditioned myself. Cat-eye sunglasses are the ultimate in cool, and these black leather Strategia ankle boots add a little toughness to this otherwise feminine-leaning look. A red quilted Yves Saint Laurent bag would be a dreamy addition, appropriate for the setting. Of course, I’d finish off the ensemble with a classic red lip, and a red beret to match. (The internet assures me it’s only tourists who wear berets, not actual French people… but hey, there’s nothing wrong with being a tourist!)

 

St. John’s, Newfoundland

I’ve wanted to go to Newfoundland forever and would love to take a road trip there with my love after all this is over! The most striking thing about photos of its capitol, St. John’s, is how vividly colorful all the houses and buildings are against the bright blue sky. So of course, I’d have to rise to the occasion, outfit-wise!

This sunny yellow polka-dotted Dorothy Perkins dress is ideal for strolling up and down St. John’s hilly streets, and a prim blue cardigan would mitigate the windchill while also making me look like a Canadian Zooey Deschanel. Cute red leather flats and a blue crossbody bag round out the primary-colors motif, while this silly yellow wide-brim hat would make me instantly spottable in a crowd, even from across the bay.

 

 

Florence, Italy

When I spent some time in Rome a few years ago, I wished I’d brought more fancy clothes with me. It just wasn’t the same as vacations I’ve taken to more casual towns like New York or Portland; I felt underdressed in my simple cardigans and sparkly crop tops.

This red dress by Kate Spade is the sort of thing I’d love to wear to an upscale Italian restaurant for some classic Florentine cuisine, with a structured black leather jacket tossed over it. While I’m not normally much of a heels girl, these black leather Jimmy Choo stilettos would help me walk the streets with confidence (provided I could deal with all those cobblestones). An alligator bag and jaunty porkpie chapeau would top it all off, along with the must-have red lip. That’s amore…

 

What vacations are you looking forward to taking, if/when it’s possible again for you?

 

This post was sponsored. As always, all writing and opinions are my own.

Behind the Seams: Colorful Cutie

Truth be told, I am getting pretty bored of the clothes that I have with me here in New York. It’s hard to dress yourself out of just a suitcase when you’re a fancy femme with broad tastes!! I’ll be sad when I have to leave next month to go back home and get vaccinated, but at least I’ll be reunited with the vast majority of my wardrobe.

This outfit was yet another fun attempt to re-style some of the basics I have with me into a fresh ‘n’ new ensemble. (Only a certain type of person would consider a hot pink sweater and metallic pink cowboy boots to be “basics,” and I am that type of person…)

I love pink and blue so much. I could truly wear this color combo every day for the rest of my life and be happy.

What I’m wearing:
• Pink cashmere sweater – J. Crew
• Blue and white floral-print dress – H&M
• Black leggings – the Gap
Pink metallic cowboy boots – Jeffrey Campbell
• Blue sparkly heart necklace – Tarina Tarantino
Blue/grey/black Coach Willis bag – gift from my love


My old leather jacket was falling apart disastrously from a decade+ of wear, so Matt bought me this new one as a findom present a while ago. It was on sale at Danier and is pretty much the exact same cut as my last jacket, which was also by Danier. God, I am such a Taurus.

I wore this outfit on the first day it was warm enough in New York this year to get away with wearing just a leather jacket instead of a winter coat (or at least the first of such days when I actually went out, something I’m not doing much of!). Despite having been diagnosed with seasonal affective disorder FIFTEEN YEARS AGO – baby’s first mental illness diagnosis, wheee! – I still sometimes forget just how much sunlight or lack thereof can affect my emotional wellbeing and mental functioning.

Gloomy grey days make me sleepy and sad; sunnier days can change my whole outlook. When people ask “What’s your favorite season?” in conversation, I can’t really ever divorce my mental health from any other factors that might affect my answer to this question. Spring has always been my favorite season, because it’s the time of year when I traditionally start feeling functional again after a long, hard winter of apathy and melancholy. Shout-out to my fellow seasonally depressed babes who are feeling similarly these days!

What I’m wearing:
• Red floral-print dress – H&M
• Black leather jacket – Danier (it’s the Winslet style)
• Black leather Frye harness boots
• Black leather clutch with gold chain strap – Coach
Blue leather heart-ring collar – L’Amour-Propre
• Pat McGrath MatteTrance lipstick in “Elson” – a Valentine’s Day gift from my love


I was having a bad chronic pain day on the day that I interviewed the Bearded Scotsman on the Dildorks, so I had to balance my body’s need for comfort with my need to look somewhat cute while chatting with a total babe on Zoom. What resulted is this outfit, which felt comfy enough to theoretically sleep in (except for the underwire) but still made me feel like a brunette Marilyn Monroe in a boudoir shoot.

I mentioned this Calvin Klein modal nightgown in my recent post on chronic illness-friendly clothing, when I had just ordered it. It’s a slightly more burgundy-leaning red IRL than I had imagined, but I still like it very much. It may not be the most “flattering” garment, whatever the hell that means, but it’s blissfully comfortable, which makes me feel happier in my body and thus more attractive. Would recommend.

What I’m wearing:
Red modal V-neck nightgown – Calvin Klein Sleepwear
• Pink and red heart-covered lingerie – Agent Provocateur, a Valentine’s Day gift from my love
• Mismatched striped socks, because I was on Zoom so who cares!
• Pat McGrath MatteTrance lipstick in “Elson”


I started envisioning this outfit as soon as the romper and heart necklace were on their way to me, each ordered from different retailers. That used to happen to me a lot more when I was younger and far more invested in clothes/fashion/style than I am now, so it was nice to feel that sensation again, of outfit inspiration striking, in the same way that I can be suddenly inspired to write a blog post or a poem or a song.

As I’ve mentioned before, I love MeUndies rompers dearly – they are divinely comfy, have a flattering cut, and come equipped with pockets. I had some store credit there and wanted to buy another romper, and while they have many fun prints I could’ve gone with, ultimately I opted for this timeless black and white gingham. I like that it equally looks like something an Instagram influencer would wear today or something Jane Russell or Betty Grable would have worn in a movie in 1953. There are truly endless ways to style something like this – yet another reason I’m looking forward to having access to my full wardrobe again!

What I’m wearing:
Black and white gingham romper – MeUndies
• White and red heart-print socks – the Gap (I ordered a whole bunch of new socks after a few weeks in New York to avoid having to do laundry constantly)
Red heart-shaped glasses – Zenni (these are still some of my fave glasses I’ve ever owned; I will probably order another pair if they ever break or if my prescription needs to be updated, tbh!)
Red sparkly heart necklace – Tarina Tarantino, a recent findom present from my love
• “Should’ve” worn red lipstick with this ensemble, but couldn’t be arsed, and that’s okay!

 

What outfits or clothing items of yours have made you happy lately?

Behind the Seams: Stuck at Home

February 5th, 2021

Cozy cashmere sweaters are one of the best things about winter, IMO. (Truth be told, sometimes I wear them in the summer too, because – I suspect – one of the symptoms of my chronic illness is temperature regulation issues.) They make me feel simultaneously cute and warm, which can be a surprisingly hard bar to clear sometimes (I’m lookin’ at you, goosedown puffer coats), so I end up getting at least one or two new ones every year.

Matt bought this sweater for me a few months ago as a findom present and I really cannot overstate how bright it is IRL. I also have a pink one and they are both so bright that you could probably vividly see me coming down the street from several blocks away. Perfection.

We have to talk about this bag, though… I went back and forth on it for a few weeks, because its blue/grey/black color scheme is very “grown-up” and “professional,” two words I would not use to describe my typical aesthetic. But it kept calling to me, somehow. Buying handbags still feels like a weird thing to do during the pandemic because of how few opportunities I have to actually use them, but I’m dreaming of a post-COVID era when I’ll be able to fill up this beautiful bag with books, journals, pens, pencils, and lipsticks for solo dates to bars or cafés. It’s roomier than it looks, and has tons of fun little pockets – very Mary Poppins.

 

What I’m wearing:
• Blue cashmere sweater – J. Crew
• Black skater dress – H&M
• Black leggings – the Gap (I wear black leggings almost every single day now and am glad I invested in several pairs toward the start of the pandemic – fuck jeans forever, tbh)
• Black leather Frye harness boots
• Black/grey/blue colorblock Coach Willis bag
• Navy polka-dotted mask – SartorMasks on Etsy
• Lock & key necklace – chain from Roma Designer Jewelry, lock engraved with “Daddy’s” custom-made by L’Amour-Propre, key from my beloved’s chastity cage


February 14th, 2021

Baby’s first Valentine’s Day during a pandemic, wooo!

We celebrated by getting a very elaborate takeout dinner from BLT Prime, a New York steakhouse. It included steak (of course), brussels sprouts cooked to perfection, truffle mashed potatoes, dessert, and a bottle of excellent champagne.

Then later that night we had sex involving the Bandit and the Eroscillator. If using classic sex toys that work well for your partner’s body on them isn’t romantic, I don’t know what is.

Isn’t Matt so cute in this matching Valentiney jacket-and-tie combo? I love when they wear pink. One of my Valentine’s gifts to them was a glittery pink Marc Jacobs lip gloss, and it looks great on them. For someone who works in the tech world, they have a pretty flashy sense of style sometimes. I love being married to someone who inspires me to dress more brightly and flamboyantly!

 

What I’m wearing:
• Pink fit-and-flare dress – H&M
Agent Provocateur Cupid lingerie set (underneath)
• Pink rhinestoned heart necklace – Tarina Tarantino
• Pat McGrath MatteTrance lipstick in “Elson” (a Valentine’s gift from my love)
• Pretty much nothing else because we didn’t leave the house!


March 3rd, 2021

I saw this sexy asymmetrical dark green velvet faux-wrap dress on the Betsey Johnson website about 2 years ago, and by the time I’d spotted it, they had already sold out of my size (12). I could’ve scouted one out elsewhere, but I figured I already had enough velvet dresses (and truth be told, I do – it’s kind of a problem!) and didn’t need to buy another one.

However, a week or two ago, I happened to spot one on eBay in my size. I had an IOU from Matt for a findom gift because of a scene we’d recently done where I’d very generously allowed them to come even though they were supposed to be locked up in chastity (😈) so I asked them to buy me this dress + a bottle of Paradise Edition perfume. (Hey, if I have to live through a pandemic, I’m gonna do it glamorously, dammit.) A perfect date-night combo!

 

What I’m wearing:
• Dark green velvet dress – vintage Betsey Johnson via eBay
• Pink lacy bra underneath – Agent Provocateur (this dress is a bit droopy/drapey in the front, so as much as I prefer to go braless nowadays, I felt this look called for some boob support)
• Black leather Frye harness boots (black heels would’ve been the “proper” choice with this ensemble, but I don’t have any with me since I’m staying in New York, and the boots make the look more powerful tbh!)
• Black leather clutch with gold chain strap – Coach
• The same Pat McGrath red lipstick as above

 

What outfits have you worn lately that’ve made you happy?

P.S. Want more posts like this? Check out the “outfit” tag!

Building a Chronic Illness Wardrobe

Weirdly, one of the saddest parts of my slow descent into chronic pain hell is being unable to dress the way I used to. 💔

Even setting aside the issue of how my body shape/size has changed since becoming less mobile (because I ain’t about that fat-shaming life), there are some types of clothes I just can’t wear anymore, or at least not very often. My beloved rockabilly dresses have nipped waists that dig into me uncomfortably; luxury lingerie stabs me with its underwires and lace; even jeans often feel painfully restrictive. I was never much of a high heels person, but now even sturdy heeled boots sometimes hurt me. It suuuuucks.

However, slowly but surely, I’ve been re-learning how to dress myself in what feels like a completely different body than I had in my teens or early twenties. Here are some of my top picks; maybe they’ll help you if you also have chronic pain/illness, or even if you just like comfy clothes!

 

Leggings and lounge pants have become foundational to my style. I used to wear tights under dresses most days, but over the years I’ve slowly transitioned to wearing leggings under my dresses instead, because they’re comfier, more durable, easier to put on in a hurry, and can double as pants for sleeping in or lounging around the house. (Or wearing out, frankly. The “leggings are not pants” brigade can fuck right the hell off.)

These TrueSleep modal joggers by the Gap are some of my faves right now; I have a few different pairs. Modal is one of the comfiest materials for my particular body. It’s stretchy, non-scratchy, and feels light as air against my skin. These pants have pockets – always a plus – and they have a slim enough cut that they can pass for leggings if I throw a dress over them before leaving the house. They’re marginally see-through because the fabric is so thin, which is admittedly a drawback, but I barely wear them out of my apartment so it doesn’t really matter. I also love my Ureshii leisure pants, which were made-to-measure and are soooo comfy and soft.

 

Cute tops help me feel like a human even when my body isn’t cooperating. I’ve recently sought out soft lace-edged tank tops as a replacement for the oversized T-shirts I tend to rock with my lounge pants, because any little thing I can do to feel more femme is helpful when I’m achy and insecure.

Looking in the sleepwear section of any clothing store is always a good bet for pain-friendly clothes, because those garments tend to be specifically engineered for comfort and mobility. I always keep an eye out for “sleepwear” items that don’t look like pajamas; they are truly the holy grail.

 

Modal slips are a lifesaver for me. My first one was a black satin-edged Calvin Klein one that I bought a decade ago, and it’s held up so well and gotten me through so many pained days that I recently ordered a couple more: a short one in black and a longer one in a rosy red. These are way more glamorous than sweatpants but just as comfy (if not moreso), and can even be worn out of the house if layered appropriately with leggings and a cardigan or somesuch.

I’m curious about silk slips – they seem like a summertime equivalent of my modal ones, and are ultra-glam – but the one I want most isn’t available in my size, so I’ll keep looking, I guess! I also dream of someday ordering a bespoke Ureshii jersey dress; their cuts are gorgeously flattering but they’re made of super-soft fabric.

 

Bralettes are a must-have for times when I want some boob support but am in too much pain for a proper bra. Truth be told, I don’t wear bras or bralettes all that often, because I’ve basically stopped caring about my nipples being visible or whatever, but sometimes I want to feel a little fancy so I’ll put one on.

Some of the comfiest ones I’ve found are by Aerie. I usually avoid lace because I can’t handle the itchiness against my skin; soft fabrics are where it’s at. If I ever want to go the whole nine yards, I could order some made-to-measure jersey bralettes from Ureshii (drooool).

 

Cashmere sweaters are super comforting and cozy. They especially help me when cold weather is causing pain flare-ups; one day I’d love to own a pair of cashmere leggings for similar reasons (feel free to recommend some in the comments!). My favorites right now are by J. Crew but it’s pretty easy to find vintage cashmere for a steal on eBay, Etsy, Depop, etc.

Cashmere also layers really nicely with materials like modal and silk. The extreme softness of it makes me feel swaddled in safety. Truly ideal.

 

Ugg boots are a controversial pick, but whatever. They’re incredibly comfy, even when I’m having one of those weird pain days where just walking around hurts my feet and legs. I often even wear mine around the house.

The ones I have are adorned in sequins, but I’d eventually like to get a classic black pair because they’re subdued enough that they don’t scream “Paris Hilton in 2003.” (Not that there’s anything wrong with Paris Hilton… but she and I have different aesthetics!)

 

Jumpsuits and rompers are best for those days when I just can’t be bothered with separates. My favorites are by MeUndies, whose rompers are so sinfully soft that they’re even comfier than being naked (for my body, anyway). And they have pockets. Incredible.

The Gap makes a Softspun V-neck jumpsuit and a modal romper that both intrigue me. In summer I could wear these out of the house and probably no one would bat an eye. Cool!

 

Fellow folks with chronic illness/pain, what changes or additions have you made to your wardrobe to accommodate your condition?

Behind the Seams: Pink Cowboy Boots!!

The past year has been an exercise in trying to find normalcy during a strikingly not-normal time. Some traditions can’t really be replicated when we all have to stay home as much as possible – but some can, and I’ve been doing my best to seize on all such opportunities.

One annual tradition of mine is taking my mom to see the Ross Petty pantomime at the Elgin Theatre. A handful of Toronto theatre geniuses put a different show together every year, usually telling a traditional story (e.g. Snow White, Robin Hood) through a modern lens. There are always flashy song-and-dance numbers, zany characters, and plenty of topical jokes. This past year, they obviously couldn’t do the show as per usual, so they livestreamed a highly produced holiday special loosely based on The Wizard of Oz. Naturally, I bought tickets for my mom and I as one of her Christmas gifts.

Her in Toronto and me in New York, we both got dressed up for the occasion, sat down in front of our respective TVs, and watched the show while texting each other the entire time. It was almost as good as crowding into front-row seats with her for the closing-day matinee like we always used to do.

What I’m wearing:


This was my outfit for Matt’s 30th birthday livestream, during which we raised a bunch of money for the Trans Lifeline. Really simple ensemble, but sometimes those are the best ones!

Let’s talk about these boots, though… They are the Dagget style by Jeffrey Campbell, and I first saw them when the notoriously pink-adoring Gala Darling posted them to her Instagram story to ask her followers if we thought she should buy them. I don’t know if she ended up pulling the trigger or not, but I was immediately smitten and filed them away in my list of “things I would buy if I had unlimited cash.”

However, during one of my beloved spouse’s recent stints in chastity, we were both craving some financial domination, so I pulled up my list… and after going back and forth between the boots, a few different bags, and a cashmere sweater, we eventually decided the boots were the right call. I promised I would (lightly) trample Matt with these fuchsia stunners once they arrived, and that certainly motivated them to hit “Add to Cart”! (I was true to my word, if you’re wondering…)

Speaking of “making” people buy me things for kinky reasons… I have an Instagram acquaintance from Germany who has a headphones fetish, and we recently got into a semi-flirty convo about headphones which culminated in him buying me this dreamy pair of Cowin E7s. I was mostly interested in them for aesthetic reasons (I mean, just look at them!) but they’ve actually turned out to be fantastic headphones for my purposes. You can use them wirelessly or wired, they have noise-cancelling functionality, they’re super comfy, and their battery life is epic (as of this writing, I haven’t had to charge them since their first charge about 5 weeks ago, despite near-daily use). Lovely!

What I’m wearing:

  • Pink fit-and-flare dress – H&M
  • Blue sparkly heart necklace – Tarina Tarantino
  • Metallic pink cowboy boots – Jeffrey Campbell
  • Bright blue Cowin E7 headphones
  • Sparkly blue eyeshadow – Polar by Sugarpill (as with many glittery shadows, I think the best way to apply this one if you want extreme color payoff is to spray your eyeshadow brush with MAC Fix+ or another setting spray, and then dip it into the eyeshadow and apply it)

Sometimes it just feels good to dress up! I bought this dress to wear to a wedding a few years ago, and tossed it into my suitcase on a whim when I was packing for this extended stay in New York. It’s ended up getting more wear than I would have predicted, mostly because it feels definitively fancy and out-of-the-ordinary for me. When you’ve been bumming around in sweatpants and T-shirts all week, feeling increasingly depressed about the world, it can feel nice to throw on something pretty.

What I’m wearing:


I love to go out with Matt, even if just for masked walks around the city. We always have fun together!

This whole post is basically an exercise in re-styling. Since I’ve been living out of two suitcases for the past few months, I’ve had far fewer options available fashion-wise than I normally do – but sometimes creativity comes from limitations. I’ve enjoyed finding different ways to wear just about every piece I brought with me, to make sure I get the most out of them and don’t get bored of my temporarily limited wardrobe. It helps enormously if your wardrobe has an overarching color palette – I have a lot of black, pink, and blue in my wardrobe, for example, so it’s very easy to match things!

Matt’s adorable Mickey Mouse bag is from the Coach x Disney collection, which contains some of the cutest Coach bags I’ve ever seen. Matt is a huge Disney nerd, and bought this one for themself when I pointed it out to them. I like that it’s also nearly the same shade of red as their company‘s logo!

What I’m wearing:

 

Fellow fashion fans, what have you been wearing lately?

P.S. Want more posts like this? Check out the “outfit” tag!