PODCAST · society
Pretty and Painful
by Bailey Lewis
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.
-
32
Episode 21: The one someone buys
Episode 21 — the one someone buysI thought he was going to give me specs & storage… but turns out it was never really about the iPad.This episode is about what happens when you realize being “chosen” and being truly valued are two very different things. The gifts, the gestures, the convenience of having someone around — and the quiet ache of wondering if they actually see you underneath it all.We’re talking relationships, emotional availability, soft life illusions, and the difference between being loved loudly… and being loved well.Because babes, it’s more than an iPad.It’s about feeling worthy without having to earn it.✨ Pretty & Painful — where grief, growth & gloss sit at the same table.
-
31
Episode 20: I'm a-lot & i'm not sorry
“Too much… or just finally honest?”This episode is for the ones who have been called too much.Too loud.Too emotional.Too honest.In this raw, unfiltered episode of Pretty & Painful, Bailey opens up about grief, healing out loud, and the reality of being misunderstood in a world that prefers things quiet and palatable.From accusations of “doing it for attention” to choosing what parts of her story stay private, this is a conversation about identity, growth, and refusing to shrink for anyone.Because not all healing is quiet.And not everyone is meant to understand you.✨ If you came here for quiet… you picked the wrong table.
-
30
Episode 19 : A little more pretty, little less painful
Not everything is magically okay…but something feels different.In this episode of Pretty & Painful, I’m opening up about what it looks like when the blinders finally come off—when grief is still there, but it doesn’t feel quite as heavy.This isn’t me saying I’m done healing.This isn’t me ignoring the hard.This is me learning… I’m not alone in it.Through faith, through growth, and through the quiet moments in between—I’m starting to see things clearer. Finding pieces of myself again. Even something as simple as getting dressed and feeling like me… that matters.Because maybe goodbye here…isn’t goodbye forever.You’ve got a seat at my table—through the grief, the hard days, and the pretty too. And I believe there’s one waiting for us in heaven.Grief. Growth. Gloss.A little more pretty… and a little less painful.
-
29
Episode 18: It wasn't the same
Some places don’t change…but the way they feel does.This episode is about going back—back to the places that raised you,the memories that shaped you,and the people who aren’t there anymore.It’s about expecting comfort…and being met with silence.About realizing that healing doesn’t always look like closure—sometimes it looks like sitting in the middle of what once was,and choosing to stay anyway.Because even when it wasn’t the same…there was still something there.Still pieces of love.Still glimpses of who you used to be.Still proof that you made it through.This one is for the moments that feel different,for the memories that hit a little deeper,and for anyone learning how to find happinessin places that don’t feel like home anymore.✨ Pretty & Painful — where grief and joy sit at the same table…and sometimes, we’re still learning how to pull up a chair.
-
28
Episode 19 : God Met Me Here
⸻God Met Me HereI didn’t find God in a perfect moment.I didn’t find Him when everything made sense.I found Him… here.In the middle of the messy.The grief.The questions I didn’t have answers for.This episode is about the kind of faith that doesn’t look polished—the kind that shows up in quiet prayers,in car rides with tears you didn’t plan,in moments where all you can say is,“God… I need You.”Because somehow…in the middle of everything I thought would break me—He met me there.Not when I had it all together.Not when I felt strong.But right in the middle of where I was.And maybe that’s what this space is.A table God let me set.A chair He keeps pulling out for you.A place where I get to share what He’s done in me—through the pain, the growth, and everything in between.If you’ve ever wondered if God still shows up…even here…He does.✨ Pretty & Painful — where grief and joy sit at the same table…and sometimes, that’s exactly where God meets us.
-
27
Episode 17- Driftwood - BFF's & Suwannee River
Driftwood — BFFs & Suwannee RiverWe didn’t drift… we just took the scenic route back.In this episode, it’s Bay & Shay—back in Florida, back by the water, and back in the kind of friendship that doesn’t need explaining.We’re talking growing up, growing apart, growing back together…and how the real ones don’t disappear—they just float steady until you find each other again.A little nostalgia.A little chaos.A lot of love.Because some friendships aren’t fragile—they’re built like driftwood…weathered, worn, and still floating like they own the river.Where grief and joy sit at the same table…and this time, we brought sweet tea.
-
26
Episode 16: Back where she loved me first
This episode feels a little softer… but no less real.I’m sitting at the table with memories of my Aunt Judi — the kind of woman who wasn’t for everyone, but meant everything to the people she loved. The one who could bring sweetness into chaos, whether it was through her voice on dispatch or something homemade in her hands.Today feels like a bake sale kind of day…warm, familiar, a little bittersweet.We’re talking about the people who loved us in loud, quiet, and sometimes misunderstood ways — and how their love still shows up, even after they’re gone.If you’ve ever missed someone who made life feel a little brighter…pull up a chair.You’re not alone at this table. 🩷
-
25
Healing isn't quite- April 19th
Healing Isn’t Quiet — April 19thWarning: This episode discusses personal experiences with sexual trauma and healing.Listener discretion is advised—please take care of yourself while listening.This episode is personal.Not for attention. Not for opinions.But because healing doesn’t happen in silence.April 19th, 2017 changed me.Not just in a moment… but in the way I saw myself, my body, and the world around me.For a long time, I carried questions that were never mine to hold.I questioned my outfit. My smile. My existence in that moment.I carried what happened…and I carried how people responded to it.The disbelief.The blame.The silence.This episode isn’t about detaiIt’s about what comes after.The anxiety.The way your body remembers.The way you learn to exist again.And slowly…the way you start to heal.I’m not perfectly healed.I still have hard days.But I’m not living in fear anymore.And that matters.If you’ve ever been through something like this—you are not alone.It was never your fault.This is me choosing to speak.This is me choosing to heal… out loud.
-
24
Table Talk 2: Same Table, Different Plates
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 ever loved deeply, stayed too long, or are still healing from something you don’t talk about—there’s a seat for you here.
-
23
Episode 15: No Reputation Required
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 misunderstand you—and being okay with it✨ Rebuilding your life without asking for permission✨ And learning that maybe… you were never “too much"Just someone who needed to be seen… the right way.If you’ve ever felt stuck in a reputation you’ve already outgrown…This one’s for you.🎙️ Pretty & PainfulWhere grief and joy sit at the same table…and sometimes, healing sounds like letting them be wrong about you.
-
22
Episode 14: Sorrow Into Story - Normalizing Grief
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.Because grieving for years doesn’t make you broken…it means you loved deeply.🎙️ Sorrow Into Story — Normalizing GriefPretty & Painful PodcastWhere grief and joy sit at the same table…and sometimes, healing doesn’t look like moving on —it looks like learning how to carry it differently.
-
21
Episode 13: “A Life I Don’t Need to Escape From”
A Life I Don’t Need to Escape FromThere was a time I was always looking for a way out.Not physically…but mentally.Scrolling.Staying busy.Filling every quiet momentso 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.Learning how to sit in my life.Learning how to soften.Learning how to find peacein places I used to try to escape.This episode is about what happenswhen you stop running…and start building a lifeyou actually want to be present in.If you’ve ever felt overwhelmed, disconnected,or like you’re constantly trying to escape your own life—this one’s for you.You’re not behind.You’re not broken.You’re just learning how to stay.🎙️ Pretty & Painful PodcastWhere grief and joy sit at the same table…and sometimes, healing looks like staying.
-
20
Table Talk: Still here....Through it all
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 TablePretty & Painful PodcastWhere grief and joy sit at the same table…and now, so do we. 🩷
-
19
Episode 12 : She's Watching....
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, and finding my voice again—I realized this life isn’t just about me anymore.She’s watching.And maybe you are too.If you’ve ever felt numb, lost, or like parts of you didn’t make it through what you’ve been through…this one’s for you.🎙️ Pretty & Painful PodcastWhere grief and joy sit at the same table…and somehow, we’re still here.
-
18
Episode 11: Romanticizing My Life… Even When It’s Falling Apart
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 Falling ApartPretty & Painful Podcast
-
17
Episode 10 : I Didn't NEED The Last Word - Healed, not heard
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 listening…and finding peace in the silence you used to be afraid of.It’s about choosing healing over proving,walking away without the final say,and realizing that closure doesn’t always come with a conversation.Sometimes… it comes with you deciding you’re done.If you’ve ever felt misunderstood,like you had to fight to be seen,or like you needed the last word just to feel okay…this one’s for you.
-
16
Episode 9: I broke hearts.....to protect my own
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 accountability and change.Because healing isn’t always pretty.Sometimes it’s realizing you were the one hurting people…and choosing to do better anyway.This is about learning how to love without losing yourself.About softening… without becoming weak.And understanding that maybe…you weren’t “too much.”You were just loving from a place that needed healing.
-
15
Episode 8: When everything hits at once
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 about making it through.And if that’s where you are right now…I see you. I’m in it too.
-
14
Episode 7 : Numb to Life (But Still Here)
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.We’re talking about burnout, heartbreak, emotional exhaustion, and what it looks like to keep going when you don’t feel like yourself.If you’ve been in that in-between space… not okay, but not falling apart either—this one’s for you.Because even here… you’re still here. And that counts.
-
13
Episode 6: The Strings Between us
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 to soul-deep bonds that feel braided into who we are, this episode explores how some strings loosen… while others hold tighter than ever.Because not every connection is meant to last forever.But the ones that do?They help carry us through the pain and into the pretty. ✨
-
12
Episode 5 : I Was The Call....and I saw it coming
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 sometimes grief, humor, and healing all end up at the same table…even if the table’s on fire. 🔥🎙️
-
11
Episode 4; Rooted- Same Heart, Different Town
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 build a life that feels like yours.It’s about missing family milestones because of night shifts.Driving a fire truck when generations of men did it before you.Being 5’11 and still tripping — but getting back up anyway.Loving your body while still wanting to be healthier.Building magic for your daughter while quietly carrying your own pain.This episode is for the woman who: feels behind feels overwhelmed feels like she’s failing but hasn’t quitYou can be tired and rooted.You can grieve and grow.You can miss home and still build a new one.Bailey shares what it’s looked like to survive cancer, navigate guilt, show up imperfectly as a mom, balance dispatch life and fire calls, and still whisper to herself:“I’m still here… and that’s good.”If you’ve ever wondered whether you’re doing enough — this one’s for you.🌿 Rooted doesn’t mean buried.It means you’re planted on purpose.
-
10
Episode 3: Still here. Still Sassin'
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.Still accessorizing.Still healing.Still sassin’.And if you’re in your comeback season too — pull up a chair.
-
9
Episode 2: Celebrating Grief
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 human.Because grief is painful.But it’s also proof of love.
-
8
Episode 1: My Yellow-No longer a call away
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.Welcome to Pretty & Painful. 💛
We're indexing this podcast's transcripts for the first time — this can take a minute or two. We'll show results as soon as they're ready.
No matches for "" in this podcast's transcripts.
No topics indexed yet for this podcast.
Loading reviews...
ABOUT THIS SHOW
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.
HOSTED BY
Bailey Lewis
Loading similar podcasts...