Bailey Lewis
Pretty and Painful
Pretty and Painful is a podcast about grief, grace, and showing up anyway. Hosted by B, this is a space for honest conversations about loss, healing, and finding beauty in the middle of the hard things — with heart, humor, and a little sass. Real life, real feelings, and the reminder that healing doesn’t have to be quiet or perfect.
Author
Bailey Lewis
Category
Podcast website
Latest episode
Jul 7, 2026
Where to listen?
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Episodes
Table Talk 2: Same Table, Different Plates 17.04.2026 11:49
Same table. Different plates. This Table Talk holds stories that don’t always get said out loud — the kind that change you. From loving someone who broke you… to learning how to live with the parts they left behind. These aren’t perfect stories. They’re real ones. About losing yourself in relationships… finding your way back… and unlearning the things that made you question your worth. If you’ve e...
Episode 15: No Reputation Required 15.04.2026 13:16
In this episode, I’m talking about what it feels like to outgrow a version of yourself… that people refuse to let go of. The girl who was loud. The girl who reacted. The girl they labeled… and never updated. Because growth is a weird place to be. You’re not who you used to be… but people still treat you like you are. This is about: ✨ Healing without explaining yourself ✨ Letting people misunders...
Episode 14: Sorrow Into Story - Normalizing Grief 14.04.2026 9:10
Grief doesn’t come with a timeline… and it sure doesn’t ask for permission to stay. Some days you’re okay. Some days it hits you out of nowhere — years later — like it just happened. And somewhere along the way, the world starts expecting you to be “over it.” This episode? This is your permission slip. To still miss them. To still feel it. To still carry love that didn’t have anywhere to go. Becau...
Episode 13: “A Life I Don’t Need to Escape From” 12.04.2026 12:06
A Life I Don’t Need to Escape From There was a time I was always looking for a way out. Not physically… but mentally. Scrolling. Staying busy. Filling every quiet moment so I didn’t have to sit with myself. Because if I’m honest… my life didn’t feel like somewhere I wanted to stay. But somewhere along the way… that started to change. Not in a big, dramatic way— but in the small, quiet choices. Lea...
Table Talk: Still here....Through it all 10.04.2026 7:22
For the first time, it’s not just my story. It’s hers. It’s yours. It’s what happens when we stop carrying things alone. From loss… to boundaries… to choosing peace—this episode is a reminder that healing doesn’t look one way, and it doesn’t happen overnight. But progress is still progress. And your story might be the lifeline someone else needs. 🎙️ A Seat at the Table Pretty & Painful Podcast Whe...
Episode 12 : She's Watching.... 07.04.2026 16:55
You don’t realize it at first… but we spend our whole lives watching. As kids, we watch the people we love— how they live, how they speak, how they carry themselves. And one day… we watch them leave. This episode is about grief, growth, and the quiet realization that the way we heal… is being watched too. I wasn’t always soft. I wasn’t always healing. But somewhere between the pain, the silence, a...
Episode 11: Romanticizing My Life… Even When It’s Falling Apart 04.04.2026 14:03
I used to think romanticizing your life meant pretending everything was okay… Now I know— it’s how you survive when it’s not. This episode is for the ones carrying grief quietly… still lighting candles, still choosing softness, still showing up. Because maybe healing isn’t loud— maybe it looks like love, little moments… and a touch of Easter grace. 🌷 🎙️ Romanticizing My Life… Even When It’s Falli...
Episode 10 : I Didn't NEED The Last Word - Healed, not heard 01.04.2026 8:36
I spent a long time thinking I needed the last word… like if I could just explain myself one more time, defend myself a little better, or finally be understood… it would fix something. But it never did. Because the truth is— not everyone is meant to understand you. And not every situation deserves your voice. This episode is about letting go of the need to be heard by people who were never really...
Episode 9: I broke hearts.....to protect my own 31.03.2026 16:34
This one’s not easy to say out loud… There was a version of me that didn’t love right. I kept people close—but never close enough. I controlled everything. I broke hearts… to protect my own. Not because I was heartless— but because I was scared of how deeply I could feel. In this episode, I’m opening up about the walls I built, the damage I did, and what it actually looked like to take accountabil...
Episode 8: When everything hits at once 27.03.2026 13:12
Welcome back to Pretty & Painful — where grief and joy sit at the same table… even when the table feels like it’s on fire. This week, we’re talking about those seasons where everything hits at once. The kind that leave you numb, overwhelmed, and wondering how you’re supposed to keep going. Less sparkle. Less sass. More honesty. More survival. Because not every chapter is a glow up. Some are just a...
Episode 7 : Numb to Life (But Still Here) 20.03.2026 8:58
Some days, it’s not sadness. It’s not anger. It’s just… nothing. In this episode of Pretty & Painful, I’m talking about the numbness—the kind that makes you feel like a stranger in your own life. The kind where you’re still showing up, still smiling, still doing what needs to be done… but inside, everything feels quiet. This isn’t a “I have it all together” episode. This is real. This is right now...
Episode 6: The Strings Between us 13.03.2026 12:01
Some connections in life are easy. Some are tangled. And some… feel like invisible strings pulling us exactly where we’re meant to be. In this episode of Pretty & Painful, Bailey talks about the friendships that shape us—the ones that appear out of nowhere, the ones that hold us together through grief, and the ones that stretch across states, years, and life chapters. From unexpected best friends...
Episode 5 : I Was The Call....and I saw it coming 07.03.2026 10:48
What starts as a frustrated joke about a broken Jeep quickly turns into real flames. In this episode of Pretty & Painful, Bailey shares the moment she went from being the responder… to being the call. From smoke behind the tire to the quiet crash of adrenaline afterward, this story explores guilt, chaos, and the strange feeling of needing help when you’re usually the one giving it. Because sometim...
Episode 4; Rooted- Same Heart, Different Town 26.02.2026 17:00
What happens when you leave the place that raised you… and have to decide where you’re going to plant yourself next? In this episode of Pretty & Painful, Bailey talks about being rooted — not stuck. Not small. Not silenced. Rooted. From small-town football nights and Hardee’s parking lot conversations to finding belonging in new soil… this one is about identity, grief, growth, and what it means to...
Episode 3: Still here. Still Sassin' 21.02.2026 12:11
Turns out remission doesn’t come with a glitter cannon. And grief doesn’t leave quietly. But somewhere between carrot cake recipes, decorating therapy, and my daughter asking, “Mom, can we make peanut butter cookies?” … I found pieces of myself again. This episode is about personality coming back online. About laughing without guilt. About being allowed to sparkle after survival. I’m still baking....
Episode 2: Celebrating Grief 14.02.2026 22:45
Grief doesn’t always whisper — sometimes it keeps baking, keeps winning bingo, keeps showing up. In Episode 2 of Pretty & Painful, Bailey talks about celebrating the ones we’ve lost while honoring the generational strength that teaches us to survive heartbreak. From peanut butter cookies to hospital rooms, from Grandma’s resilience to Grandpa’s absence — this episode is raw, tender, and deeply hum...
Episode 1: My Yellow-No longer a call away 07.02.2026 13:57
Yellow was never just a color — it was my Grandpa’s phone, the one he called “my yellow.” In this episode, I share what it’s like to lose the person who was always your call away and learn how grief quietly changes everything. From hospital rooms and final goodbyes to finding joy in the everyday again, this episode is about love, loss, and carrying someone with you even when the phone goes silent....
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