The Torture of Working with an Ex (w/ Nicholas Scheppard)
Why Won't You Date Me? with Nicole Byer
Headgum & Nicole Byer
4.9 • 16K Ratings
🗓️ 20 February 2026
⏱️ 62 minutes
🧾️ Download transcript
Summary
Comedian and drag queen Nicholas Scheppard (Very Gay Paint, Art to Me) is fresh out of a breakup. He joins Nicole for a chat about the uphill climb out of it, why working with an ex-boyfriend is absolute torture, and the haunting theory that your partner will tell you exactly how they'll break your heart in the first week. Nicole shares the messy story about a situationship who didn't believe in monogamy, and her obsession with her Ninja Creami.
Watch this episode on our YouTube channel at https://www.youtube.com/@WhyWontYouDateMePodcast
Check out Nicole's episode of ART TO ME.
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Transcript
Click on a timestamp to play from that location
| 0:00.0 | Want to watch this episode? Catch the full video on YouTube. Just hit the link in the episode description. |
| 0:07.1 | This is a headgum podcast. |
| 0:10.0 | You guys, it has been pouring rain nonstop in Los Angeles. It is gloomy. It is wet. And it's making me want to stay inside and be cozy with my dog Clyde. |
| 0:19.2 | But when I've been stuck on my couch for three days straight, |
| 0:21.7 | I start to notice things. I look around my space and I'm thinking, if I'm going to be stuck in here, |
| 0:27.0 | it needs to be cute. So since I can't leave, I have decided to finally get my act together. This year, |
| 0:33.9 | I am actually going to elevate my space with Wayfair. |
| 0:42.2 | Wayfair is the only place that has literally everything, from functional basics to the just for fun stuff. |
| 0:43.8 | They have it all in every style and every budget. |
| 0:47.4 | Here's the thing. |
| 0:48.3 | I love a maximalist vibe, but my house can get a little chaotic. |
| 0:51.9 | I have so many wigs, outfits, multiple breastplates, too. |
| 0:56.5 | It could be a lot. So I went on the site and found these gorgeous velvet storage ottomans. |
| 1:02.9 | They match my wild decor because you know I love a bold color, but they secretly hide all my clutter. |
| 1:09.3 | So when I have friends over, I look like a responsible |
| 1:11.7 | adult and not a woman living in a costume shop. So get organized, refresh, and back on track |
| 1:17.7 | this new year for way less. Head to wayfair.com right now to shop all things home. That's |
| 1:24.0 | w-a-f-a-I-R dotcom. Wayfair, every style, every home. |
| 1:29.7 | You know I love a mess. |
| 1:31.4 | I live for the messy dating stories we talk about on this show, but there is one thing that's too messy even for me, and that is all of us losing access to our sexual and reproductive health care. |
| 1:42.8 | Planned Parenthood believes that we should have the freedom to make decisions about our |
| 1:46.3 | own bodies and our futures, whether you need SDI testing, birth control, gender |
... |
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