Casual Cute

This is a concept that I thought I had a basic understanding of. It’s wearing a t-shirt and jeans but still making it sexy instead of schleppy. With that said I’m in shock with just how much effort I have to put into this style and just how far off base I’ve been.

We had a Thursday night game so I got to see my Sunday morning crew in the evening and to top it off I came straight from a client invaded work day so I actually looked like a grown up. The response was surprising/intriguing from the guys who I thought had seen me as a little sister, best buddy who just happened to have boobs sort of way.

Not anymore.

And the part that I found interesting is that I changed into “comfy” clothes at the bar. I was still rocking jeans, t-shirt but with my put together hair and makeup. Suddenly I was visible, hell maybe even viable.  When they saw me walk in they gave me this shocked look like “holy shit did you know Jen was a chick?” which might have offended me but honestly I wear yoga pants and jerseys so I can understand the confusion.

Only time will tell but I’ll be testing this new, slightly shinier version of myself over the next few weekends to gauge a response.

As for the effort, obviously any will be more than none so that will take some getting used to.

This lip gloss smells delicious and provides a nice tint that says I’m alive so that’s a bonus.

The hair for some reason doesn’t annoy me when it’s curly. While I’m normally twirling it around a finger or just generally playing with it when it’s straightened I haven’t even touched it and it’s a relief to not have to worry about it. Did it fall flat? Is it parted weird? Did the rubber band leave a kink in it from one of the 700 times I decided to put it up then immediately put it back down? All these concerns are gone. And while there isn’t any workplace prospects it’s been a bit fun testing out different options to see their reactions. With an 85% male population I would be a fool not to survey their opinions.

So confession time…I was schleppy. I was the girl equivalent to George from Seinfeld wearing sweatpants. I was sending out the message that I don’t care and that I don’t think I’m worth the effort so don’t even bother looking at me.

Times change and I’m on a deadline. So getting up an extra 20 minutes to look not dead is just the sacrifice I’m going to have to make.


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