How to Handle Rejection and Love the Messy Side of Yourself (ft. Ali Weiss)

How to Handle Rejection and Love the Messy Side of Yourself (ft. Ali Weiss)

Sexologist Alexa Andre (@sexwithalexa) is joined by Ali Weiss, New York native, host of Tales of Taboo and unapologetic oversharer, for a raw conversation about rejection, vulnerability, and why we’re all obsessed with the forbidden.

A funny, honest, and deeply relatable episode on being human, craving connection, and owning your messy truth, why rejection stings less when you know yourself, and how vulnerability can be both a calling and a curse. Ali opens up about running her anonymous confessions podcast, burnout, parasocial relationships, and why taboos like sex work and drug dealing deserve compassion instead of judgment.

Other topics we cover:

  • The complicated relationship with oversharing and boundaries

  • Why rejection isn’t the end of the world, and how to approach people IRL

  • The obsession with being a “clean girl” vs embracing messiness

  • Why taboo fascinates us and how it secretly connects us all

  • Friendships that go deeper than relationships

  • Learning to accept yourself so you can handle rejection and find real connection


👉 Support the podcast and get bonus content on Patreon: patreon.com/sexwithalexa

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Episoder(119)

Having Sex or Performing It: Pleasure, Body Image & Sex Trends (ft. Jill Lissner)

Having Sex or Performing It: Pleasure, Body Image & Sex Trends (ft. Jill Lissner)

Sexologist Alexa Andre (@sexwithalexa) gets in bed with sex educator Jill Lissner, aka @sexedprincesss, forconversation about performative sex, pleasure, body image, consent, communication, and the we...

3 Sep 1h 1min

Rough Sex, Kink, Fantasies & What Women Really Want (ft. Small Hands)

Rough Sex, Kink, Fantasies & What Women Really Want (ft. Small Hands)

Sexologist Alexa Andre (@sexwithalexa) gets back in bed with Small Hands (Aaron Thompson) to talk about what really creates sexual attraction, the difference between confidence and competence, rough s...

27 Aug 1h 2min

Pt. 2 - I Asked a Butt Surgeon Every Question You're Too Embarrassed to Ask (ft. Dr. Evan Goldstein)

Pt. 2 - I Asked a Butt Surgeon Every Question You're Too Embarrassed to Ask (ft. Dr. Evan Goldstein)

Sexologist Alexa Andre (@sexwithalexa) gets in back bed with Dr. Evan Goldstein, founder of Bespoke Surgical, creator of Future Method, and author of Butt Seriously. They discuss anal health, pleasure...

13 Aug 45min

Pt. 1 - I Asked a Butt Surgeon Every Question You're Too Embarrassed to Ask (ft. Dr. Evan Goldstein)

Pt. 1 - I Asked a Butt Surgeon Every Question You're Too Embarrassed to Ask (ft. Dr. Evan Goldstein)

Sexologist Alexa Andre (@sexwithalexa) gets in bed with Dr. Evan Goldstein, founder of Bespoke Surgical, creator of Future Method, and author of Butt Seriously. They do a deep dive into anal sex, butt...

6 Aug 39min

How Written Erotica Can Completely Change Your Sex Life (ft. Carly Pifer)

How Written Erotica Can Completely Change Your Sex Life (ft. Carly Pifer)

Sexologist Alexa Andre (@sexwithalexa) gets in bed with Carly, founder of Read Aurore, to talk about why written erotica is becoming one of the most powerful tools for pleasure, communication and self...

30 Jul 1h 4min

How to Know When It's Time to Leave a Relationship (or Fight for It) (ft. Gaby Balsells)

How to Know When It's Time to Leave a Relationship (or Fight for It) (ft. Gaby Balsells)

Sexologist Alexa Andre (@sexwithalexa) gets back in bed with clinical psychologist and relationship coach Gaby Balsells to unpack one of the hardest questions in love: how do you know whether to stay ...

23 Jul 1h 3min

Vasectomies, ED, Fertility & Post-Nut Clarity (ft. Dr. Jed Kaminetsky)

Vasectomies, ED, Fertility & Post-Nut Clarity (ft. Dr. Jed Kaminetsky)

Sexologist Alexa Andre (@sexwithalexa) gets back in bed with urologist Dr. Jed Kaminetsky to unpack everything you need to know about men's sexual health: from vasectomies, erectile dysfunction, testo...

16 Jul 57min

Former Sex Worker on Hiring a Male Escort, OnlyFans & the Loneliness Epidemic (ft. Coral Osborne)

Former Sex Worker on Hiring a Male Escort, OnlyFans & the Loneliness Epidemic (ft. Coral Osborne)

Sexologist Alexa Andre (@sexwithalexa) gets back in bed with Coral Osborne (@theunrealcoralosborne), sexologist, intimacy coach for men, former sex worker, and writer. Coral shares how sex work has ch...

9 Jul 56min

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