Very Serious: How Many "Cheer Up" Gifts Is Too Many?

- Very Serious: An Advice Column By Kelly Conaboy -
Very Serious: How Many "Cheer Up" Gifts Is Too Many?

Kelly Conaboy is writing an advice column for Dipp readers. It's going to be very serious. So serious, in fact, we named it Very Serious: An Advice Column by Kelly Conaboy. Just email her at with your most crucial conundrums and each week, Kelly will solve one lucky reader's biggest problem. You can read all of Kelly's excellent advice here.

Dear Kelly,

Pretty much every day I buy myself something new to “cheer myself up.” How many cheer up gifts is too many?



I think I’ve received this question in the past from another lost soul, uncheered by her frequency of “cheer up” gifts. I’ve either received it before, or it just feels like I have, because this is a topic of discussion with my friends, like you said, pretty much every single day. “Okay, I definitely need to get myself a treat after today.” “Okay, I definitely need to order sushi tonight.” “Okay, if I don’t browse ballgowns on The Real Real for 2 hours after work I am going to completely freak out.”

I remember the first cheer up gift I bought myself when it was clear that “things” were going to be “bad” for some time, at the beginning of last year. It was a pair of sweatpants that a then-coworker said were the softest she had ever felt. Of course, I overnighted them. Time was of the essence. I was feeling not good.

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