Hosted by Bailey Lewis · 🇺🇸 US · EN · 34 episodes
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Pretty and Painful is a podcast about grief, growth, 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.
Bailey Lewis hosts Pretty and Painful, a society show with 34 episodes published.
Loving From a Distance Some relationships don’t end with a slammed door. They end with a quiet realization. A realization that love and access are not the same thing. In this episode of Pretty & Painful, we’re talking ab
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Working Through Grief: Episode 2 — Numbness After the shock fades, something else settles in. Numbness. The silence after the phone call. The blank stare across a crowded room. The moments where you know you’re hurting,
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Babes… I can’t live, laugh, love in this economy. I can barely add to cart. This week we’re talking dopamine dressing, oversized t-shirts, Shein carts, weight loss, anxiety, reunion nerves, and the strange experience of
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Sometimes grief finds us in the strangest places. A finch on a buoy. A quiet river. A memory that suddenly feels alive again. In this Table Talk episode of Pretty & Painful, we’re sharing a listener story that reminds us
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Shock changes people. In Episode One of the new Working Through Grief series, we’re talking about the first stage of grief — the numb, blurry, disorienting reality that comes after loss. The phone call. The hospital room
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Some days grief looks loud. Some days it just looks tired. In Episode 28 of Pretty & Painful, Bailey talks about masking, survival mode, self care, faith, flashback nights, sweet tea coping mechanisms, and learning how t
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Episode 27 — “i saw you today” Sometimes grief doesn’t crash through the front door. Sometimes it pulls up beside you at a gas pump under a red sunset sky and steals the air right out of your lungs. Today I saw a strange
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I found myself asking a question lately that honestly felt a little embarrassing to say out loud: “Why are they so nice to me?” Not fake nice. Not performative nice. Not nice with hidden intentions attached to it. I mean
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Episode 25 of Pretty & Painful is for the girl who still cringes at old Facebook memories, old choices, old relationships, old coping mechanisms… and forgets she was surviving the best way she knew how. This episode is a
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Hindsight is 20/20… but sometimes our vision isn’t. In Episode 24 of Pretty & Painful, Bailey dives into blurry seasons — the moments we ignored red flags, drifted from ourselves, questioned God’s timing, or got so lost
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Borrowing joy until you can hold your own again. Maybe grief made your hands too heavy to carry happiness for a while. Maybe watching everyone else heal, grow, fall in love, laugh, and live felt easier than figuring out
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Some fires don’t happen all at once. Sometimes they spark slowly. A bad season. A hard goodbye. A little grief. A little healing. A little chaos wrapped up in confidence and sarcasm. In this episode of Pretty & Painful,
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Episode 21 — the one someone buys I 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 va
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“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, heali
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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 f
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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 comf
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⸻ God Met Me Here I 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 ab
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Driftwood — BFFs & Suwannee River We 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
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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 br
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Healing Isn’t Quiet — April 19th Warning: 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.
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Pretty and Painful is hosted by Bailey Lewis. The show is categorised under society (culture) and has published 34 episodes.
Pretty and Painful has published 34 episodes.
Pretty and Painful regularly covers society, culture. It sits in the society category, with a culture focus.
Pretty and Painful is accessible for guests with genuine society expertise. A personalised, episode-aware pitch will still outperform a generic one every time.
Pretty and Painful hasn't explicitly signalled guest openness in recent episodes. That doesn't rule out pitching. your hook just needs to be especially compelling and relevant to their recent content.
Episodes of Pretty and Painful average 15 minutes. a focused format where a clear narrative arc and tight preparation matter most.
Our data rates Pretty and Painful's guest bar at 80/100 (Premium tier). Established thought leaders with verified media credentials. Sign in to PitchCentric to see how your own Pod Score compares against this show.
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