I tried on a wedding dress 25 years ago, an ivory silk floor-length gown with short sleeves that fit like a glove. I absolutely loved it, but it was $1,500. I'm a practical person, so I ended up getting a $700 dress—bright white with long sleeves that were puffy at the top. (The Princess Diana look was popular then.) I cringe a little when I look at the pictures today. We had an inexpensive wedding, and we had done everything to keep it low-budget, so I really should have splurged on that dress and made that memory for myself. Don't regret spending on things that are tied to memories, like a vacation or a special piece of jewelry for an anniversary. As a financial planner, I can tell you—the real problem is impulse buying or constantly saying, "I've got to have that outfit." It's not the infrequent purchase decisions that hurt you—trust me. —Laura Scharrbykowsky, certified financial planner and principal at Ascend Financial Planning. She lives in Columbia, South Carolina.