β±οΈ 9 min read
The meeting has been called. Attendance is mandatory. Looking fabulous is strongly encouraged.
Blazer? Tailored.
Heels? Sharp.
Glasses positioned at a suspiciously judgemental angle?
Excellent. You have the floor.
The sexy Boss Girl costume is a little different from the other looks in our How to Style series because technically, you don't need a costume at all.
A great blazer. A crisp shirt. Tailored trousers or a pencil skirt. Beautiful hosiery. Killer shoes.
Chances are, half the evidence is already hanging in your wardrobe.
The secret is combining sharp corporate tailoring with softer, more sensual pieces - lace beneath a blazer, sheer stockings under a structured skirt, an oversized jacket over a fitted bodysuit.
This isn't about dressing like somebody's secretary.
She's the one whose name is on the office door.
So grab the agenda.
Welcome to the boardroom.
HR has wisely taken the evening off.
First: What Kind of Boss Are You?
Before dismantling your work wardrobe, establish who's chairing tonight's meeting.
The Power-Suit Boss
This is pure tailoring.
Choose a beautifully fitted black, navy, charcoal or pinstripe blazer with matching trousers or a pencil skirt.
Underneath, try a fitted camisole, bodysuit or lace bralette depending on how far after-hours we're going.
Add pointed pumps, a structured handbag, sleek hair and simple jewellery.
The suit says business.
Everything else suggests business hours may have ended.
The After-Hours CEO
Take the traditional power suit and remove approximately three meetings from its calendar.
An oversized blazer or blazer dress makes a brilliant starting point.
Wear it belted at the waist or open over a lace bodysuit, camisole or lingerie-inspired layer.
Add sheer stockings or thigh-highs and heels.
The contrast is what makes this work: structured blazer, delicate underneath.
You don't need twelve accessories.
You need a good jacket and confidence.
The Corporate Bombshell
Crisp white shirt.
Fitted pencil skirt.
Stockings.
Pointed heels.
Glossy hair.
It's simple, classic and incredibly easy to build from pieces you may already own.
Leave the shirt slightly more open than you would for an actual Monday-morning meeting, perhaps revealing a little lace underneath.
Roll the sleeves.
Add jewellery.
Suddenly the white shirt that normally attends budget meetings has developed an entirely different career trajectory.
The Y2K Office Siren
Now we're having fun.
Think pinstripe mini skirt, fitted vest or shirt, little glasses, pointed shoes and a tiny structured handbag.
Try a shirt tied at the waist, a cropped blazer or a fitted waistcoat over a bralette or bodysuit.
Add glossy lips, sleek hair and perhaps a little silver jewellery.
This one's less corporate headquarters and more 2000s music-video boardroom.
The spreadsheets are purely decorative.
The Minimalist Boss
Don't underestimate this one.
Black tailored trousers.
Black blazer.
Beautiful bodysuit.
Pointed heels.
Gold jewellery.
Sleek hair.
Done.
Sometimes removing accessories makes a costume feel much more expensive.
She's not carrying novelty paperwork.
She's not wearing six props.
She simply walked into the room and everyone somehow stopped talking.
The Blazer Is Doing Most of the Management
Every costume in this series seems to have one item secretly running the operation.
The French Maid had her apron.
The police had her belt.
Bunny had her ears.
The flight Attendant had her scarf.
Boss Girl?
It's the blazer.
A great blazer creates structure through the shoulders, defines the silhouette and immediately introduces that corporate feel.
Wear it traditionally with trousers.
Belt it as a blazer dress.
Leave it open over a lace bodysuit.
Pair an oversized blazer with a mini skirt.
Drape it over your shoulders if you're going full fashion-editor CEO.
You can even push or roll the sleeves slightly to make a formal blazer feel more relaxed.
And this is why Boss Girl is such a brilliant DIY costume.
A beautifully fitted blazer can take a lace bodysuit from lingerie drawer to boardroom fantasy remarkably quickly.
Whether Human Resources approves is frankly outside the scope of this article.
The White Shirt Situation
The humble white button-down has been patiently waiting for its moment.
This is it.
Tucked neatly into a pencil skirt, it feels polished and classic.
Paired with tailored trousers, it's powerful.
Tied at the waist with a mini skirt, it becomes much more playful.
Wear a lace bralette or bodysuit underneath and leave a couple of extra buttons open if you want a more after-dark finish.
But styling matters.
There's a point at which strategically unbuttoned becomes we appear to have misplaced several buttons.
Know your neckline.
And check those buttons when you move.
If they're visibly fighting for their lives while you're standing still, they're unlikely to become more cooperative after three hours of Halloween.
Pencil Skirt, Mini or Power Trousers?
This is where you can completely change the personality of the outfit.
A pencil skirt gives you classic corporate glamour. Look for something fitted but comfortable enough to sit and walk in, with a back or side slit if you want easier movement.
A mini skirt takes the costume further into playful Halloween territory and works brilliantly with stockings or tights.
Tailored trousers give you genuine power-suit energy.
And don't dismiss wide-leg trousers.
A beautifully cut pair with a fitted bodysuit, heels and blazer can look phenomenal.
Tailored shorts with sheer tights are another option if you want something somewhere between a suit and a mini.
There's no rule saying Boss Girl must wear a tiny skirt.
In fact, one of the best lessons from this costume is:
Sexy doesn't have to mean smaller.
Structure, shape and contrast can create far more impact than simply removing fabric.
Stockings: The Corporate Merger We Approve Of
Hosiery can take this look in several different directions.
Sheer black tights feel polished and modern.
Sheer stockings add a softer lingerie element.
Seam-back stockings are perfect if you're leaning towards retro corporate bombshell.
Thigh-highs work beautifully under a mini or blazer dress for the After-Hours CEO.
And fishnets can take the look firmly into Halloween territory.
If your outfit is already very revealing, simple hosiery can balance it.
If you're wearing a conservative blazer and skirt, more dramatic stockings can provide the surprise.
It's that contrast again.
Business upstairs.
Questionable agenda downstairs.
π
Pointed Heels Mean Business
Few things say corporate power dressing quite like a pointed pump.
Black is the obvious classic.
Patent adds shine.
A slingback can feel elegant and slightly softer.
Stiletto ankle boots work brilliantly with trousers or a mini.
And if heels aren't your thing, pointed flats or polished loafers can absolutely work.
The silhouette matters more than the height.
If you are choosing skyscraper heels, perform the usual Lube Lady pre-Halloween inspection.
Walk.
Stand.
Dance.
Survive.
There are no promotions available for unnecessary foot pain.
The Glasses Have No Prescription for This Behaviour
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Glasses are one of those tiny accessories that can instantly change the character.
Thin wire frames can feel sleek and minimalist.
Black frames give more classic corporate energy.
Little narrow Y2K frames work beautifully for Office Siren.
If you actually wear prescription glasses, fantastic - style what you've already got.
If you don't, use simple costume frames without corrective lenses.
And despite everything costume photography has taught us, you do not need to spend the entire evening peering seductively over the top of them.
Wear the glasses.
See where you're going.
Very executive behaviour.
Jewellery: Less Boardroom Christmas Tree, More CEO
Boss Girl doesn't need mountains of jewellery.
A pair of gold hoops can be enough.
Or statement earrings.
A sleek watch.
Simple chain.
Chunky bracelet.
One great ring.
Choose pieces that reinforce the polished look rather than fighting the tailoring.
Gold looks particularly beautiful with black, cream, camel and chocolate tones, while silver can feel fantastic with charcoal, navy, pinstripes and cooler monochrome outfits.
And if your blazer already has statement gold buttons?
Let them work.
They've clearly volunteered for overtime.
This Is a Costume, Not an Office Relocation
Props can be funny.
In moderation.
A structured handbag?
Absolutely.
Slim folder marked CONFIDENTIAL?
Very good.
A takeaway coffee cup?
Fine.
Vintage-style mobile phone for photographs?
Potentially hilarious.
Laptop + calculator + briefcase + clipboard + six folders + coffee + paperwork?
No.
Congratulations. You haven't dressed for Halloween. You've accidentally gone to work.
π
And I would skip fake layoff notices or anything that turns the character unnecessarily mean.
We're Boss Girl.
Not a Workplace Villain.
If you want paperwork, make it ridiculous.
LUBE LADY HQ - CONFIDENTIAL
AFTER-HOURS MEETING
TEAM TROUBLE - QUARTERLY RESULTS
Much better.
Hair: She's Got a Meeting at Eight
This outfit loves polished hair.
A slick bun is probably the sharpest option.
A sleek ponytail feels modern and commanding.
Glossy straight hair works beautifully with minimalist tailoring.
A voluminous blowout can give Corporate Bombshell a softer, glamorous finish.
And a deep side part can bring a little Y2K energy into Office Siren.
Choose your hair based on the version of Boss Girl you're creating.
The more detailed your outfit, the simpler you can keep the hair.
And if your blazer has a strong shoulder line, wearing the hair up can really show off the structure.
Makeup: Power Without Copy-and-Paste Glam
We promised ourselves we'd stop giving every costume exactly the same red-lip-and-winged-liner instructions.
So Boss Girl gets options.
For Power-Suit Boss, try polished skin, defined brows, mascara and a deep berry or classic lip.
After-Hours CEO can handle smoky eyes and a softer nude mouth.
Y2K Office Siren practically demands glossy lips, sculpted cheeks and slightly smokier liner.
Minimalist Boss could be beautiful with barely-there polished makeup and one strong feature.
And don't forget your nails.
Glossy nude, deep burgundy, black or classic red can all work.
Think deliberate.
She's not rushing to finish her makeup in the lift.
How to Make Boss Girl Look Expensive Without Spending CEO Money
Fit is everything here.
Because the look relies on tailoring, an inexpensive blazer that fits beautifully can outperform an expensive one that doesn't.
Steam your clothes.
Check the lapels.
Straighten collars.
Remove loose threads.
Make sure trouser hems aren't dragging.
If a blazer is oversized, let it look deliberately oversized, rather than simply too big.
Then focus on accessories you already own.
A proper handbag will often look better than a novelty costume briefcase.
Your own heels will probably beat plastic costume shoes.
Real jewellery - even very simple pieces - can make the whole outfit feel more sophisticated.
And don't be afraid to mix high and low.
Cheap mini skirt + great blazer + your favourite heels?
That's a perfectly respectable merger.
Make Boss Girl Work for Your Body
This costume is incredibly adaptable.
Love your waist?
Choose a belted blazer or high-waisted pencil skirt.
Love your legs?
Mini skirt, hosiery and heels.
Want more coverage?
Tailored trousers and a fitted bodysuit can look spectacular.
Prefer your arms covered?
Keep the blazer on.
Want cleavage without wearing a tiny outfit?
A lower-cut bodysuit underneath an otherwise structured suit creates exactly that contrast.
And if you don't want to show much skin at all?
You don't have to.
A beautifully fitted suit, great hair and strong shoes can deliver the whole character.
Power dressing is about presence, not inches of exposed skin.
Conduct the Boardroom Test
We've had the economy-seat test.
We've had the Rally Girl test drive.
Now it's time for the boardroom test.
Sit down.
Cross your legs.
Stand.
Reach for something.
Raise your arms.
Walk in the skirt.
Button and unbutton the blazer.
Check the shirt.
If you're wearing thigh-highs, make sure they're staying thigh-high.
If you're wearing a blazer dress, check the back when you bend or sit.
And if three buttons, one stocking and your dignity have resigned during the exercise...
Adjustments are required.
π
The outfit needs to survive an actual night out, not simply fifteen seconds standing beautifully in front of your bedroom mirror.
The Meeting Has Moved Behind Closed Doors
And eventually, Boss Girl may clock off.
Sort of.
There are deadlines.
There are performance reviews.
There may be a private meeting.
What happens after that is between consenting adults and absolutely none of Accounting's business.
π
Boss-and-employee fantasies are fundamentally about playing with authority and power, so if the costume becomes part of adult role-play, talk about what the fantasy actually involves before you begin.
Who's playing which role?
What's welcome?
What's not?
How will either person stop or change the scene?
The fictional hierarchy belongs inside the fantasy.
She may be in charge of the fantasy. Consent remains in charge of everything else.
From there, make the evening your own.
Lingerie underneath the suit can become part of the reveal. Add lubricant, massage products or favourite adult toys if they're part of your plans.
You don't need an elaborate script.
You certainly don't need an actual quarterly performance review.
Unless spreadsheets are somehow doing it for you.
Again...
No judgement from Accounting.
Your Boss Girl Meeting Agenda
Before entering the boardroom:
Choose your Boss. Power Suit, After-Hours CEO, Corporate Bombshell, Y2K Office Siren or Minimalist Boss.
Find the blazer. She's running this operation.
Choose your base. Bodysuit, bralette, white shirt, camisole or fitted top.
Pick your bottom half. Pencil skirt, mini, tailored shorts or power trousers.
Choose the hosiery. Sheer, thigh-high, seam-back or fishnet.
Pick the shoes. Pumps, slingbacks, boots, flats or loafers.
Add jewellery. Deliberately.
Choose one useful prop. You are not relocating the office.
Style the hair. Sleek, polished or gloriously blown-out.
Finish the makeup. Boss energy, your way.
Conduct the boardroom test. No resigning buttons.
And finally:
Walk in like the meeting couldn't possibly have started without you.
Take Charge After Dark
The best Boss Girl costume isn't necessarily something that came from a costume packet.
It might already be sitting in your wardrobe.
A blazer.
A white shirt.
A pencil skirt.
Tailored trousers.
A bodysuit.
Stockings.
Great heels.
The magic happens when you combine those pieces with intention.
Structure against lace.
Masculine tailoring against softer lingerie.
A conservative jacket with an unexpected neckline.
A power suit with seriously good heels.
That's what makes Boss Girl different.
She's not playing assistant.
She's not waiting for somebody else to give her the agenda.
She's running the meeting.
So straighten the blazer, check the lipstick and give those glasses one final adjustment.
The boardroom is ready.
The door is closed.
HR has gone home.
Take charge, gorgeous. We're officially after hours. π π€π
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