Caulk With a Straw. When you need to caulk in a spot that's too tight for a caulk gun, try this: Cut a sharp angle on the end of a plastic straw, just as you'd cut the spout of a caulk tube. Then fill the straw with caulk using a caulk gun. Fold over one end of the straw and squeeze caulk out the other end. You can lay a bead of caulk in cramped quarters this way, but it's hard to squeeze out a consistent, even bead. Keep a damp rag handy and plan to smooth the bead with your finger.