Are You Wearing Red Tonight? episode artwork

EPISODE · Jan 11, 2026 · 27 MIN

Are You Wearing Red Tonight?

from Late Night with Sylvester

In this episode, I’m talking through my day and getting honest about some red flags I’m noticing with a guy I’ve been spending time with. I’m not sure he’s my person, and instead of forcing it, I sit with that feeling and unpack what I actually want.I talk about the kind of man I’m drawn to, why dating older men feels attractive to me, and how clarity starts showing up when you’re finally listening to yourself. In the middle of it all, my best friend calls me out of the blue — and I record the conversation. It’s spontaneous, funny, and exactly what I needed in that moment.A reflective, end-of-year episode about intuition, standards, friendship, and trusting yourself as you head into something new.— Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvester📧 Email: [email protected]🎧 Intro Audio IG: @theclosetratchet🎶 Music: AMOR (Vogue Mix) by 2LIVE*I do not own the rights to this music.

Episode metadata supplied by the publisher feed · Published Jan 11, 2026

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In this episode, I’m talking through my day and getting honest about some red flags I’m noticing with a guy I’ve been spending time with. I’m not sure he’s my person, and instead of forcing it, I sit with that feeling and unpack what I actually want. I talk about the kind of man I’m drawn to, why dating older men feels attractive to me, and how clarity starts showing up when you’re finally listening to yourself. In the middle of it all, my best friend calls me out of the blue — and I record t...

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Are You Wearing Red Tonight?

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This episode was published on January 11, 2026.

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