Here is the thing about asking your maid of honor. You already know she will say yes. You have known since you were nineteen and she drove an hour to sit with you after a breakup. So the ask is not really an ask. It is a thank-you wearing a question mark.
I made mine the week my florist canceled, which is to say I made it badly, at my kitchen counter, with a candle I forgot to blow out and a glue stick that had dried into a hockey puck. The card came out leaning slightly left. She cried anyway. Then she pointed out the typo, because that is who she is and why I picked her.
So these are the bits I would hand a friend who wants to do this without ordering a forty dollar box that shows up dented. Some came together in an afternoon, one I printed twice. A couple of links below are affiliate links, so if you grab something it tosses a little my way. You pay the same either way.
Full disclosure, a few links are affiliate links. Use one and a few cents come back to me, never anything added to your price.
Start with the word that does the heavy work

My friend was already married, so technically she was the matron, and she got weirdly protective of that distinction. So I leaned in. I printed her name above this on a folded card and stood it next to her coffee mug before she woke up at the lake house we rented for the weekend.
I ran the test page on the back of an old receipt printout first, just to check the spacing, and good thing, because the first version sat too high and looked like a misprint. Moved it down a hair. Second try landed.
One gripe. The letterforms are on the delicate side, so if you are printing at home on a tired inkjet like mine, the thin strokes ghost a little. I took it to the print place on Halsey and it sharpened right up. Forty cents.
When you want to put her name on something she keeps

I am not crafty in the cutting-machine sense. My cousin is. She borrowed this, weeded it at her dining table while we drank boxed wine, and pressed it onto a plain canvas tote that my friend now hauls to the farmers market every Saturday.
The ask card is lovely and all, but it goes in a drawer. A tote she actually uses is the ask that keeps happening. We did three before we got the placement centered. The first one rode too low and looked like an afterthought near the bottom seam.
Small warning. The thin spots in the lettering can lift if you rush the cool-down, so let it sit before you peel. We learned that on tote number one, which now lives in my cousin’s garage as a rag.
The one for the friend who narrates her own life

This is the loud, fun one. My coworker did the whole era thing all year, captioned everything that way, so when her best friend got engaged it was the obvious move. She printed these on sticker paper and slapped them on the water bottles for the bachelorette weekend in Savannah.
She also blew one up and taped it to the hotel door, which fell down by morning, because hotel doors hate tape. Still funny in the photos.
The catch is the design wants color to pop, and color is exactly what home printers fudge. Hers came out more rust than red. She shrugged and called it vintage. If the exact shade matters to you, print one test and hold it under real light, not your phone flashlight.
A little sparkle without ordering twelve plastic sashes

The crown bit sold my sister-in-law instantly. She is the kind of person who owns a tiara unironically. She used this on a couple of soft tees for the proposal brunch, one for her and one for the friend she was asking, so the reveal was them matching when the friend opened the gift bag.
The rhinestone look reads best on dark fabric, which I did not know until I tried it on a heather gray shirt and it basically vanished. Switched to black. Night and day.
My one nitpick is the crown sits high in the layout, so if you scale it down for a small shirt the points can creep toward the collar. Nudge the whole thing down before you size it. Saved me a third tee.
The straight-up ask, spelled the way she says it

Sometimes you just want to ask the question on a card and stop overthinking it. This is that card. I used it for my actual maid of honor, the one from the parking lot, printed on the cream cardstock I had left over from my own save-the-dates.
I slid it under her windshield wiper while she was inside getting tacos. Watched from my car like a creep. Worth it for the face she made.
Quick heads up, the spelling in the file leans toward honour with the u, which I happen to like, but my friend is American to the bone and teased me for a month. If that will bug your person, check the wording before you commit a whole stack to the printer.
A cheeky add-on for the one who runs the group chat

This is less a proposal and more a wink to tuck in the box. My neighbor is the friend who books the restaurants, splits the check evenly, and is, in fact, always right. So I printed this small and framed it in a four dollar frame from the craft store on Burnside.
It went next to the actual ask card so the moment had a punchline. She laughed, which is the whole point of giving the bossy friend a title she will defend.
The one thing, it ships pretty plain, so on its own it can look like a placeholder. I bumped the text size up and gave it a thin border in the template before printing, took two minutes, and it stopped looking like the inside of a fortune cookie.
For when the proposal box needs a tiny finishing touch

I almost skipped this one and I am glad I did not. It is a small dress shape, and I used it to top the little box I packed for my maid of honor, pressed onto the lid in white so it sat above the tissue paper.
Nothing fancy. It just made a recycled gift box look like I meant it. She kept the box, which tells you the touch landed.
Fair warning, the shape has narrow bits near the straps, and narrow bits are where cutting machines act up. My first pull tore at the shoulder. I bumped the size up a quarter inch and it cut clean the second time, no drama.
Questions Brides Ask Me
How is a maid of honor proposal different?
Honestly? It carries more weight than the bridesmaid asks, even if you do not announce it that way. The maid of honor is the one holding your bouquet and probably your phone and possibly your nerves. So the ask should feel a notch more personal.
I gave my bridesmaids a sweet little card each and called it done. For my MOH I added the box, the inside joke, the whole bit. She noticed. She mentions it still.
What should I spend on a MOH gift?
I went around fifteen dollars and most of that was the box and the cardstock, since the printables themselves run a few bucks. The point was never the price tag. A friend asked me this exact thing last spring and I told her to spend on one nice thing she will keep, not five things she will toss.
If your budget is tight, lean on the printed stuff and a frame from the dollar bin. Nobody is auditing your receipt. They remember the card, not the cost.
How do I ask my best friend to be MOH?
Short answer, in person if you can stand the nerves. I chickened out and used a card so I would not cry first, then cried anyway. The card gave me something to do with my hands.
If she lives far, mail the box or do a video call and hold the card up to the camera. My college roommate did it that way across two time zones and it still wrecked us both. The format matters way less than the fact that you sat down and made the thing.
Before You Hit Print
None of this needs to be perfect. My ask card leaned left and had a typo and she said yes before I finished my sentence, so the leaning and the typo clearly did not register. Pick the one that sounds like your person, print a test page, hold it across the room, and call it good.
The friend you are asking already knows how you feel. You are just giving her something to hold while you say it out loud. Print it the night before if you have to. I did, on my kitchen floor, and it was fine.