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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How to Make Sex Toys Work For You (ft. Alex Fine)

How to Make Sex Toys Work For You (ft. Alex Fine)

Sexologist Alexa Andre (@sexwithalexa) sits down with Alex Fine, educator, activist, parent and founder of the pleasure-forward brand Dame, to talk about how to find the sex toy that actually works fo...

24 Apr 202557min

How to Suck Dick Like a Pro (ft. Zachary Zane)

How to Suck Dick Like a Pro (ft. Zachary Zane)

Sexologist Alexa Andre (@sexwithalexa) sits down with bisexual writer, sex expert, and chaos king Zachary Zane for a juicy episode all about how to suck dick like a pro. Whether you’re a total beginne...

17 Apr 202558min

How to Eat Pussy Like a Pro (ft. Kenneth Play)

How to Eat Pussy Like a Pro (ft. Kenneth Play)

Sexologist Alexa Andre (@sexwithalexa) sits down with world-renowned sex educator and author Kenneth Play to talk all things oral sex on vulvas—techniques, mindset, communication, and pleasure-maximiz...

10 Apr 20251h 1min

Living Apart, Non-Monogamy & Ex’s Nudes (ft. Hayley Folk)

Living Apart, Non-Monogamy & Ex’s Nudes (ft. Hayley Folk)

Sexologist Alexa Andre (@sexwithalexa) sits down with writer and relationship expert Hayley Folk to talk about an unconventional but increasingly popular relationship setup: living separately from you...

3 Apr 202545min

How to Dominate Your Boyfriend and Why He Might Secretly Love It (ft. Miss Lauren)

How to Dominate Your Boyfriend and Why He Might Secretly Love It (ft. Miss Lauren)

Sexologist Alexa Andre (@sexwithalexa) sits down with Miss Lauren to talk about how to take charge in the bedroom, tap into your confidence, and explore power dynamics in a way that feels fun and natu...

27 Mars 202555min

How to Keep Your Vulva Healthy & Prevent Infections (ft. Lindsay Wynn)

How to Keep Your Vulva Healthy & Prevent Infections (ft. Lindsay Wynn)

Sexologist Alexa Andre (@sexwithalexa) sits down with Lindsay Wynn, founder of Momotaro Apotheca, a brand dedicated to holistic vaginal health and wellness. After struggling with recurrent BV and yeas...

13 Mars 202559min

How to Keep Casual Sex, Casual (ft. Sonya Maya)

How to Keep Casual Sex, Casual (ft. Sonya Maya)

Sexologist Alexa Andre (@sexwithalexa) sits down with Dr. Sonya Maya, a pre-licensed psychologist, sex therapist and content creator. Dr. Sonya helps people navigate relationships, pleasure, and perso...

6 Mars 202555min

How to Unlock Full Body Orgasms (ft. Sarah Tomchesson)

How to Unlock Full Body Orgasms (ft. Sarah Tomchesson)

Sexologist Alexa Andre (@sexwithalexa) sits down with Sarah Tomchesson, Certified Sex Educator, Embodied Intimacy Coach, Marketing Director for Magic Wand and host of the Fuck Yeah podcast, to talk ab...

27 Feb 202555min

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