Favorite Costumes of Halloweens Past

I have to be honest here. I am a last-minute mama. The last couple of birthday parties have been pulled off almost by the skin of our teeth, and don’t look exactly like those perfectly planned and coordinated parties you find on Pinterest. My kids lunches are not fancy because grocery shopping is quite low on my list of favorite things to do, and my daughter has to remind me that I need to do better at getting them to school on time. Oh, and three kids in and we still don’t have Christmas stockings for our family. But, I’d like to blame that on me just being plain old indecisive.  


This same trend has proved to hold strong when it comes to Halloween costumes. One of my very best friends is a total Halloween person. She comes up with a family costume at least a month in advance, and she makes all the costumes herself. Sure, she can be a bit of a procrastinator when it comes to other things, but when it comes to Halloween, she is Queen. Last year, her entire family dressed up as characters of Star Wars…and even their little dog was included. She made the cutest little Yoda I’ve ever seen. 


As we prepare for this year’s Halloween, I am happy to report that we have settled on the kids’ costumes, and are not leaving it SO last minute. But, a trip down Halloween Memory Lane reminded me that last minute costumes can actually be pretty fun and memorable! 


Our first two children are a year apart- both September babies. So, using the same costume one year after the other was very easy to do. With both my son and daughter, we used the same pumpkin costume…which my husband and I both look very fondly on. They wore a simple black onesie with a jack-o-lantern face on it, black leggings, and a pumpkin hat. It was so fun to see each baby dressed in the same outfit, and think about what a difference a year makes!


My favorite costume that we’ve come up with for my daughter was the year we dressed her up as Frida Kahlo. She helped me pick out some fake flowers from the craft store, and with some hot glue, wire, and fake leaves, I was able to make her a little flower crown that she still uses to this day. We dressed her in a bright embroidered dress, a scarf, and finished the look with a drawn-in unibrow. She also carried around a wooden paintbrush with her, and I don’t know that we will ever top that costume. 


That same year, we were also really struggling on finding a costume for our two-year-old son. He already had long hair, so we wanted that to play in to what he would be wearing. We settled on a pair of blue jeans, a black turtleneck, and some sneakers and called it the “Steve Jobs” look. Admittedly, that was probably not our finest and most creative hour, but it got the job done. No pun intended. 


The following year, I think we were able to redeem ourselves a bit, and not completely ruin Halloween for our son, and we dressed him up as Mr. Rodgers. At the time, our son was a huge fan of Daniel Tiger, so we knew this would be right up his alley, and would be easy to re-create. So to pull of his look, we ordered a red zip up knit sweater, tan pants and slip on shoes. We also tried to spray paint his hair a little grey, but unfortunately, the color didn’t pop as much as we hoped. It didn’t matter though, because as he went from house to house trick-or-treating in our neighborhood, people thought his costume was just the cutest thing….almost as cute as when he would approach the door and ask, “Won’t you be my neighbor?” 


Even though this year we have things planned out a bit more in advance, I feel like there’s just something about working together with your kids to come up with something last minute that maybe won’t be winning any Halloween awards, but will certainly make a lasting impression.


Do you have any Halloween costumes that you look back with particular fondness?

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