PODCAST

Pretty Wrong

Andrea Levoff

A podcast where two friends settle your drama, one petty case at a time.

comedy comedy interviews

All Episodes

39:34

The Internet is Not Your Therapist

Pretty Wrong ·

2025/12/19

In this episode of Pretty Wrong, we dive into therapy, comparison, and the quiet ways social media shapes how we see ourselves. We talk about why comparison feels especially intense during the holidays, how boundaries actually work in real life, and why comparing your inner world to someone else’s highlight reel is never accurate. We explore how desire isn’t proof of lack, but information. A signal from your future self about what’s possible. From parenting and boundaries with kids to healing...

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35:44

The Betrayal Tour

Pretty Wrong ·

2025/12/12

After uncovering some truly chaotic double-dating behavior, the girls map out the only logical response: Betrayal Tour. Demi and Andrea break down: - Why grand gestures aren’t apologies - The “Giant B*tch” dating philosophy - First-date anxiety hacks - Tattoo red flags & more Buckle up because this week's episode might just change your dating life.

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33:49

Surprises, Shenanigans, and a Dog Named Honey

Pretty Wrong ·

2025/12/05

A few weeks back, Demi was in full-blown "Girlfriend Purgatory", and this week? A surprise ring-shopping trip flipped the script. The girls unpack the emotional whiplash of going from “Are we doing this?” to “Oh wow… we’re doing this.” Also in this episode, Andrea and Demi discuss fake authenticity to holiday gift-giving panic.

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42:10

Look Good, Feel Good, Have Fun

Pretty Wrong ·

2025/11/28

Lauren Elizabeth is here and it is pure chaos in the best way. We talk about her upcoming wedding, why she considered letting ChatGPT help write her vows, and whether blocking someone is a reasonable coping mechanism or a red flag wrapped in self-care. Plus: motherhood, expectations, and the art of being a little unhinged but still lovable. If you want honesty + comedy + a touch of delusion, this one is for you.

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36:55

Girlfriend Purgatory

Pretty Wrong ·

2025/11/21

This week, Andrea and Demi spiral (productively) through their manic era — kicking off with the start of Andrea’s Betrayal Tour. We get into why post-Halloween contact removal is a spiritual experience, debate whether you should ever share your trainer with your partner, and weigh in on a listener who throws away dishes when her spouse won’t wash them. It’s the perfect blend of unhinged honesty, relational chaos, and Pretty Wrong wisdom — welcome back to the group chat

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37:20

“Real Connection > Swiping: Why The Feels Works

Pretty Wrong ·

2025/11/14

Allie Hoffman from The Feels joins us to break down why dating apps didn’t just change how we meet — they changed how we behave. No more friend intros. No more accountability. No more “be decent because we run in the same circles.” Now it’s swiping, ghosting, vanishing, repeat. We get into: • Why nobody knows how to approach someone in real life anymore • How apps rewired our sense of connection • What we actually crave (spoiler: it’s not more options) • And why The Feels is bringing dating b...

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35:28

Looking “Chopped” being held by the masculine...

Pretty Wrong ·

2025/11/07

In this episode, we talk about those photos — the ones where you look back and think, “Wait… why do I look chopped?” and how much of our identity gets tangled up in being seen. We get into the difference between doing vs receiving — masculine energy that takes action versus feminine energy that allows, rests, and opens. And how sometimes the deepest growth is learning to be loved without performing for it. And of course, we celebrate one of life’s greatest gifts:a friend who lets you cancel p...

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40:34

Dress for the Life You Want (and the Queen You...

Pretty Wrong ·

2025/10/31

This week, Andrea and Demi sit down with stylist and self-love advocate Tali, who believes that every woman is a queen — and that how we dress can reflect (and reshape) how we see ourselves. They talk about: 👑 Dressing for the life you want, not the one you’re stuck in 💫 The connection between confidence and clothing 👜 Why your bag might just be your crown ❤️ How fashion helped Tali through some of the hardest seasons of her life It’s an episode about self-worth, reinvention, and the quiet

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35:24

The Modern Woman’s Starter Pack

Pretty Wrong ·

2025/10/24

This week, Andrea and Demi unpack the unofficial starter pack of the modern woman — from crying on social media with your tripod out, to the cult of group fitness classes, to one listener’s marriage mystery: why does she leave water bottles everywhere? It’s a mix of chaos, culture, and comedy as we break down what it means to be “that girl” in 2025 — emotionally unhinged, spiritually self-aware, and probably late to Pilates.

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41:10

Fired, but make it Transformational

Pretty Wrong ·

2025/10/17

This week, Demi opens up about getting fired — and why it might’ve been the best thing that ever happened to her. We talk about parenting meltdowns, unexpected blessings, and yes… the time she peed her pants at a Hanson concert.

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55:28

Weight Loss Myths That Won't Die ( and What Actually...

Pretty Wrong ·

2025/10/09

Everyone’s got a theory about weight loss — eat less, move more, skip breakfast, do fasted cardio, cut carbs, the list goes on. In this episode, Andrea sits down with her trainer Joel, who’s here to break down the science behind what actually works (and what’s total BS). From metabolism myths to the truth about GLP 1 — this conversation cuts through the noise with research, humor, and a little tough love. Whether you’re in your fitness girl era or just trying to understand your body better, t...

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45:58

Weddings, Friendships & Bachelorettes in Chainmail

Pretty Wrong ·

2025/10/02

In this episode, we dive into the messy, beautiful shifts of female friendship — from losing mom friends as life stages change, to the bittersweet reality of growing apart. We talk about what it’s like to attend a wedding after divorce (spoiler: you see everything differently) and, of course, the unexpected drama of a Medieval Times bachelorette party. It’s about endings, beginnings, and finding your place when the cast of characters around you starts to change.

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42:56

No Makeup, New Beginnings & Pretty Wrong’s Origin Story

Pretty Wrong ·

2025/09/25

Welcome to the very first episode of Pretty Wrong! In this debut, Andrea shares the raw and hilarious journey of giving up makeup for over a year — what started as a spiritual experiment quickly turned into a crash course in identity, confidence, and showing up in the world as your unfiltered self. You’ll also hear the birth story of Pretty Wrong — how a DM exchange with Demi (over heartbreak, hair appointments, and way too many voice notes) turned into the podcast we just had to create. From...

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0:49

Pretty Wrong Trailer

Pretty Wrong ·

2025/08/31

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Pretty Wrong

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