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I guess it really depends what is more important to you between decorating the cake and staying on track with your diet for both of you...
Usually, for an aniversary, I think it's an acceptable occasion to go off track; but since you have been a little bummed that you haven't lost any weight in the past weeks, I would give myself the gift of disciplin - I get so proud when I'm able to stay on track even when I had an occasion not to.
Is there any other way that you could be creative with cake decorating, without eating it (offering your services to families for their children's birthday cakes, for example, or other special occasions when you're actually hosting, or being assigned to cake baking/decorating at work for people's birthdays..) ?
I struggle with this same dilemma all the time. I love to bake and decorate cakes, but my husband and I both watch what we eat (him especially because he has diabetes). If it were me in your situation, I would do the cupcake thing. The serving size is more controlled and they're easily transportable to work on Monday, so you're not tempted to eat more. You can still do some fun decorations--you can pipe some different designs on each cupcake if you want. AND you won't be tempted to cut a big slice of the cake, knowing you might be sabotaging your weight loss.
I would say make the cake or do cupcakes...AND EAT IT!! Go healthy with dinner and then have a yummy dessert!! Come on, it's your anniv and a piece wont be too bad. I completely understand about dieting and being healthy, my FI and I are pretty big on that stuff but on special occasions we treat ourselves and worry about the next day at the gym!
Enjoy making and decorating your cake/cupcakes and enjoy one piece after a healthy dinner. Maybe yall could take a walk after dinner to get a littl exercise and it might be romantic!
Ha sorry, I'm the bad influence!
Eh, I probably wouldn't make it. Knowing I'd eat all that cake is a big deterrant. I'd make something like chocolate covered strawberries instead!
But, i'm a big ole hypocrit. I made chocolate gooey butter cupcakes for DH's birthday a few weeks ago, left him 2, and took the rest to work. But uh, I don't like chocolate 
I say make the cake and enjoy a moderate/decent slice of the cake and just make sure you don't have seconds. Even if you do, just remember to get back on the healthy train the next day and exercise! :-)
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Here's the story, it's kinda trivial but still...
Tomorrow the boy and I are celebrating an anniversary. He's handling the food decisions and I'm taking care of the cake business. Red Velvet from scratch with cream cheese icing. Sounds delish right?
I really really like decorating cake. My plan was to play around with maybe doing a mini multi-teir cake and having some fun with colors and designs on the cake. Nothing stuctured, just practicing some stuff, exercising my creative muscle that's been REALLY sedentary lately. It might end up over the top for our picinic style dinner outside but, It's win win. I get to play; he gets his favorite cake.
Here's the problem, when I was looking at the recipie the nutritional facts told me the cake would be over 500 calories a serving with more than 25 grams of fat!! :O
I was already planning on giving away all the cake we don't eat at work on Monday because we've been trying to eat helthier. And last weekend we TOTALLY pigged out for Blue and White tailgating at my Alma Mater. And when I weighed in yesterday I didn't lose any weight in the last two weeks. So now I'm wondering if I should even make it and instead make something healthier for dessert.
Another thought I had was to make cupcakes and decorate the tops of them, that way we have a serving and can put the rest away for the co-workers monday. Out of sight, out of mind.
So what should I do, I was a little heart broken when I realized that if I didn't make the cake it meant I couldn't decorate it, I was really looking forword to it. And cupcakes seem like a poor substitue.
Like I said before it's kinda trivial but I really can't make up my mind. He's so excited about the cake but he'd still be happy with something healthier.
So what should I do? Or is there an alternative I'm missing?