I've made these cookie shot glasses for several parties, and they're always a hit! You can really use any dough recipe you'd like and fill them with anything you want, but for this instructable I've used a simple sugar cookie recipe and filled them with iced latte shots.
Step 1: Ingredients & Supplies
For the cookie glasses, you'll need the following:
3/4 cup margarine
1 cup sugar
2 eggs (or egg substitutes)
1/4 tsp. vanilla
2 1/2 cups flour
1 tsp. baking powder
1 tsp. salt (note: If you're not putting something sugary-sweet in these, cut salt in half)
Chocolate chips (optional)
Oven-safe shot glasses/cups/small bowls
Step 2: Making the Cookie Dough
If you're using your own cookie dough recipe, skip to the next step.
Begin by creaming together the margarine and sugar. Add eggs and vanilla. Mix in flour, baking powder and salt to form the dough.
Refrigerate for two hours (this is important).
Step 3: Preparing the Glasses
You can use any size shot glasses, cups or bowls for your molds, but keep in mind that the bigger and taller the mold is, the more likely your cookie is to crack. Also, I've never used shot glasses with painting on them, so I'm not sure how those fare in the oven. I stick to either plain or etched glasses just to be safe.
Wrap your molds in foil, making sure the edges of the foil are tucked inside the glass. This will help you remove the glass later. Set the molds aside on your cookie sheet.
Step 4: Forming the Glasses
Take the cookie dough out of the fridge and roll on a flat surface until about 1/4 inch thick. Try not to roll and handle the dough so much that it warms up; colder dough is less likely to break once it starts baking.
At this point, you can either use a large round object to cookie-cut the dough into a circle, or simply take pieces of the dough and press it together around the molds. Either way, make sure you press the dough firmly when forming the glasses.
Bake at 350 degrees for 10-12 minutes, or until the edges are just turning golden brown.
Step 5: Removing the Molds
When you take the cookies out of the oven, allow them to cool completely before handling.
Once the cookies are cool, turn them over to unwrap the foil from around the shot glass. Leaving the foil inside the cookie, remove the shot glass. Then, gently pull the foil away from the walls of the cookie glass and remove entirely. You should now have a delicious cookie glass!
Step 6: Lining the Glasses
If you're filling your glasses with something solid like candies or fruit, you can skip this step.
If you want to put a liquid in your cookie glasses, you should coat the inside of them with something that will solidify and keep the liquid from seeping out. I chose to use melted chocolate because, well, everyone loves chocolate-lined treats!
I'm sure there are many people who will tell you how to "properly temp" chocolate, but seriously, it's just chocolate. Heat a little, stir, heat, stir, heat, stir... eventually, you'll have fully melted chocolate. Don't tell anyone, but I melt mine in the microwave for coating things such as these shot glasses.
Once you have your chocolate melted, I've found it's easiest to use a butter knife to spread the chocolate around the inside of the glass. To coat the bottom of the glass, pour a little chocolate in the bottom and tilt your glass in all directions until the cookie is fully concealed.
Step 7: Shot! Shot! Shot!
Allow your chocolate to solidify completely, then fill with whatever drink or snack you'd like! I used an iced latte for this instructable, but you can use any drink, ice cream, pudding, fruit, etc. Make a whole bunch for a party, and you'll be the coolest kid in town.