What advice would you give to your teenage self?
Let’s first set the stage by meeting the star of the show. Behold, Teenage Jessa:

Teenage Jessa was very different from the Adult Jessa y’all know and love. For one, Teenage Jessa was the goodiest two-shoes that ever existed, long before Adult Jessa learned the hard way that following the rules doesn’t land you the world on a platter. Teenage Jessa would have never cussed or had sex or smoked the devil’s cabbage, that’s for sure. She spent most of her free nights at church events, for fun! She still loved music, but her dreams were a lot bigger back then. Teenage Jessa wanted to be the next Taylor Swift; Adult Jessa would crumble under that kind of pressure. And perhaps the starkest contrast is my state of mental health, because Teenage Jessa had to contend with some of the worst of my OCD and anxiety, while I’ve learned to control a lot of it these days.
It’s funny that I got this prompt today because I often think about what I’d say to a younger version of myself if I ever got to meet her. I consider myself to be very in-touch with my inner child — she’s running the show half the time — but my inner teenager is another story. Maybe it’s because I look back at that stage of my life and cringe a little. It’s easy to give Child Jessa some grace as an undiagnosed autistic little girl who just really loved parakeets, but in retrospect, Teenage Jessa seemed absolutely insufferable. Good little church girl who gets straight As and served as senior class president? I’m surprised I wasn’t voted “most punchable face.” (In reality, I was voted “most gullible,” which is…not much better.)
So what would I do different if I could relive my teen years? Well, this is the advice I’d give Teenage Jessa if I ever got to speak to her:
Be Bolder
Sometimes I think of all the lost opportunities I left unpursued. I could have moved to Nashville or LA or New York and made it big in the music industry. I could have posted more diligently on YouTube or promoted myself better on social media. I could have asked Chase Johnson to prom with me. Looking back through my life, I very seldom regret things I have done. Rather, I tend to regret those things I haven’t done. If I could go back, I’d take so many more risks. As the saying goes, shoot for the moon — even if you miss, you’ll land among the stars. In a lot of ways, I feel like I never even left Earth.
Be Gayer
It took me a long time to come to terms with my bisexuality. Compulsive heteronormativity is one hell of a drug, okay? I definitely flirted with the idea of liking girls as a teenager, and I remember some complicated feelings arising around some of my close female friends, which I confided to my mother and absolutely no one else. Unfortunately, I was very steeped in an evangelical church that frowned upon all things queer, and so I convinced myself I was as straight as my artificially flattened scene kid hair at the time. I wish I’d given ladies a chance sooner, as I probably would have avoided quite a few less-than-stellar hetero relationships.
Be More Open-Minded
I’ll admit I parroted a lot of the bullshit my adolescent friends preached. All that “Adam and Eve, not Adam and Steve” crap. I didn’t really mean any of it, and a part of me knew it was wrong to believe that stuff, but I wanted my friends to like me, and most importantly, I wanted God to like me. I thought I had to check a bunch of boxes to call myself a Christian. I thought I had to be conservative and marry a man and pop out some kids and live the white picket fence life to make Jesus happy, when that’s not the truth at all. There’s no “wrong” way to be a Christian, unless you’re flying in the face of what Christ stood for (like a good amount of prominent evangelicals).
Develop Your Talents
I’ve always said that if I’d had even fraction of a crumb of an attention span as a youngin’, I’d probably be a virtuoso guitarist by now. Sadly, my ADHD remained undiagnosed for nearly three decades, so I feel like I wasted a lot of time I could have used on productive things, like practicing my instrument or learning another language. It sucks to think of all the potential I could have had. As much as I embrace my neurodivergences, there are aspects of my brain I really don’t like, and this is definitely one of them. If I could talk to my younger self, I’d tell her to pester literally every adult in her life until they get her a damn ADHD assessment. I was literally treading water with a disability I wasn’t even aware of.
Get a Car
This one might be on Mom and Dad, since I was the youngest by a lot and I always got the feeling that they were hesitant to let me “adult” on my own. That being said, it took until well into my twenties before I finally learned to drive, and so I didn’t really gain that sense of independence you should feel as a teenager. I didn’t get my Hilary Duff “Sweet Sixteen” experience of driving around with my blonde hair everywhere, and that’s sad. I wish I’d annoyed my parents about getting a car more than I did, and while I know some of it wasn’t their fault — we were a working class family without a lot of extra cash — I could have totally like, saved up for it, ya know?
Advocate For Yourself
I think this is a running theme. I needed to advocate for so many things for myself. Honestly, I’m a pretty assertive person nowadays. Like, I told off a whole man in the karaoke bar once. Teenage Jessa would have never. But I wish she would have had that energy. There were so many things she needed in order to be successful, and yet she was too afraid to speak up and make her needs and preferences known. It’s why I never got a car, never got ADHD meds, and was basically strong-armed into the uglier side of Christianity despite my gut not aligning with it. It took me a long time to find my voice, and even longer to learn how to use it.
Stop Straightening Your Hair
Seriously, you’re frying the fuck out of it. Someday you’ll appreciate your natural mermaid waves.

I’d tell my 16-year-old self He is not going to come back to whisk you off your feet. Mentally and geographically, he is oceans away…
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Oof, that’s good advice too. I think I’d also say not to get so swept up in a guy that you lose yourself. I’ve definitely been guilty of that.
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