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I saw a masquerade themed wedding on a cable TV show once... they had feathered masquerade masks for all the guests, and it looked like the guests were enjoying using the masks! In that case, they were trying to recreate an 1800's masquerade ball, right down to the corsets and knee-britches - probably not exactly what you're going for.
It really sounds like you have all the essential ideas for a good theme going. Good luck!
I think it would be really neat if the baker can use a stencil to spray the damask pattern onto one tier of the cake. What if you made a really eclectic cake like this one? Hehe now that would make a statement!

IMHO, I think that combining the pumpkins & the masquerade, may feel a little confusing. Color wise, they all go together, but it seems like your wedding is moving away from the "pumpkin" and moving towards more of a "Mardi Gras" feel b/c of your color palet & masks and feathers. I think with pumpkins, masks, and feathers; the pumpkins will feel a little out of place. :/
BUT, Masquerade will make for one fun wedding! Look at these guests! Looks like they are having a blast!
Jen - its really funny b/c I think we're on the same page... I ended up printing cakes I liked and blended them together. That bottom quilted look is what I used for some of it and I made a smushed pumpkin tier. It sounds confusing, but it actually looks really sweet! I'm also using the white anemones in my bouquet and on the cake... I think. I love that cake and the one I designed has the same feel... thx!
Annie - masqurades are not just Mardi Gras, but for elegant Halloween parties too, which is what I'm aiming for. There will be no yellow (the green is just a smalllllll part) to confuse them, though! All I'm keeping from the traditional Halloween part is the pumpkins... b/c I love the colors purple and orange together... and any pumpkins will be glittery via Martha Stewart Weddings. :) So yes, I'm more into the masquerade thing, but pumpkins still are an important part. I guess I was wondering if some sparkle, feathers, and masks would be enough for that aspect of the theme?
I sat down w/ an art teacher friend today and he was able to tie the pumpkins and masks together better for me. I was stressed last night... FI is zero help on this aspect... lol.
I'm glad to hear you have an artsy friend to help. :) Also, not surprised that FI is no help. ;)
With using the pumpkins and your particular color palette, I'd almost want to call it Autumn Masquerade instead of Pumpkin Masquerade, but that's just my opinion.
I love what you've put together and think it will be a fabulously unique wedding!
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Yes, this is what I have named my theme.
I love halloween and I was aiming for an elegant Halloween themed wedding w/o any cauldrons or black cats... just pumpkins. However, fearing pumpkin overload, I pulled in the masquerade aspect. I was thinking masks for escort cards and I want a photobooth... so we could work the masquerade thing in there too... and all the flowers could have some feather accents, but anything else? Anyone have any ideas... been to a masquerade reception? Any input? Thx!
Oh, and these are my colors... the primary is deep purple.