Jess Oakes

Christina Picciotto
Motherhood
Published in
5 min readNov 21, 2016
Jess Oakes Mama Feature on Motherhood: Breaking the Looking Glass

Happy Monday and Thanksgiving week! I hope you all have some family fun and food in store for you. Our Mama Feature this week is a fun loving and Dr. Pepper addicted Mama who has been blogging since she was 18. It is with great pleasure I introduce Jess Oakes to you all!

She has an adorable little baby girl and two furry pups. Her blog, Positively Oakes, is truly refreshing because it shows the real and raw side of motherhood ,the good, the bad and everything else. Jess has such a vibrant personality and it really shines through in her writing and simply chatting with her, she’s such a sweetheart.

We also love following her adventures through motherhood on Instagram… and she is VERY active there! Jess was kind enough to answer some of our questions about herself and what she values in motherhood. ❤

Our Q & A with Jess:

1.Tell us a little about yourself, your child(ren), what you do for work and hobbies you have.

I am a wife and Mama to a cute little baby girl who is 16 months and two pups who are just crazy! I run a lifestyle blog called Positively Oakes where we chat Motherhood, home decor, style and everything in between. I love to be outside as much as possible and re-decorate my house way too often. I wear boots all year long and have a serious obsession with Dr. Pepper, dancing all the time and well — talking. You can have an obsession with talking right? Because, I do. I definitely do.

Jess with her daughter

2. What would your pre-kid self think about you now if they had the chance to meet you?

Oh my gosh — I don’t think I would have ever believed you!!! I mean, I had that preconceived idea in my head of how my life was going to go. You know — rich, hot, fancy cars ;) Kidding, kind of. Okay, I’m not kidding. My life is the opposite, but it’s perfect. It’s hard, I cry a lot, it’s mess, but I have the most amazing husband, best little girl and well I wouldn’t change it for the world.

3. What are you most proud of?

My hard work in my blog. I have been blogging since I was 18 years old, which was a LONG time ago. It’s been a lot of trial and error, renaming, rebranding and everything in between, but I have finally found a true space for myself. A place where I can share realness, rawness and everything in between. I get to throw amazing charity events for beautiful Moms and though I definitely don’t have it all figured out and have a long ways to go, I am proud of how far I have come.

4. What is one thing you gave up after becoming a Mama, why?

Sleep? Yep, that’s it. I mean..I have always been a workaholic/night owl — but since becoming a Mom it’s on an entirely different level, like no sleep. At all.

5. What is one thing you do now that you SWORE you’d never do before becoming a parent that you now do?

Everything. We all did!! We all said “my kid will never do ____” and well, they do. Mine eats goldfish for dinner, sometimes I give up the fight and let her pull everything out of the cupboard and well, she screams in public, a lot. It’s life though.

6. Tell us about your most rewarding moment in motherhood.

I would say just becoming a Mom. It wasn’t easy and well, I’ll just say this — infertility SUCKS. But it happened and she’s beautiful and perfect. Some days are harder than others, but just being a Mom in general is the most rewarding feeling in the world! Especially the snuggles that she (sometimes) gives me. #busytoddlerlife

Jess and her daughter making delicious goodies together.

7. Describe your most challenging moment in motherhood.

Discipling. No joke — I don’t know how to discipline to save my life. Do I count to three? Do I put her in time out? Do I just let her run the house and throw in the towel? I mean — that last one is sounding pretty good these days and really just never going into public again because well that’s been a disaster. ;) HA! Seriously though, having to be tough and tell her no and teach her right from wrong sucks, but I do it and I guess that’s what matters!

8. What do you do for only yourself now? If you don’t do something just for yourself now, why not?

This is silly, but I do two things for me and me only. One — I journal like it’s going out of style (because it really is I think…), but I write all the time! It’s therapeutic and it makes me happy to actually physically write down all my thoughts. The second thing I do is get my nails done 1–2 times a month. It’s a little me treat and well, I like feeling pretty. ((Insert hair flip emoji))

9. What are you really good at with being a Mama?

What am I not good at? ;) I’m kidding. I think I am pretty good at well, attempting to balance it all and I mean this lightly. I am not perfect at it and I feel overwhelmed and cry a lot, but I do it and I am getting better at it so I like to think that’s one of my strong suits!

10. How did this questionnaire make you feel?

EMPOWERED! ;) Good, seriously though I have country music blasting, a Dr. Pepper in hand and well I’m ready to dance.

Jess and her daughter

Thank you Jess for taking the time to answer our questions! ❤

Motherhood: Breaking the Looking Glass

Follow our blog, Motherhood: Breaking the Looking Glass, for more Mama features and stories on Motherhood from women like you.

Want to be featured too? Email us: contact@kindredtogether.com and tell us why!

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Christina Picciotto
Motherhood

Co-founder and CEO of Kindred Together, an upcoming free app that helps connect mamas locally. Editor to Medium.com/motherhood. IG: @motherhoodboldly