Sex With Emily

If you've ever avoided anal because it hurt, felt intimidating, or just had too many unanswered questions — you haven't had the right conversation yet. Whether you're completely new to backdoor play or you've been doing it for years without the proper foundation, most people are skipping the steps that actually make it feel good. And that's not a problem. That's an education problem.

In this episode, I sit down with nationally renowned anal surgeon Dr. Evan Goldstein — founder of Bespoke Surgical and Future Method — for the most honest, shame-free breakdown of anal health and pleasure you're going to find anywhere.

In this episode, you'll learn:

• Why anal sex should never be painful, what's actually causing the pain, and the exact 4-6 week protocol that prepares your body the right way

• The truth about douching, wet wipes, and why most people are unknowingly damaging their anal microbiome before sex even starts

• How to navigate anal with hemorrhoids, skin tags, or past injuries — and what your options actually are when something goes wrong



This episode is sponsored by...

Try Promescent Delay Spray today and get 15% off your first order. Just go to www.promescent.com/swe



More Dr. Emily: 

• Shop With Emily! Explore Emily’s favorite toys, pleasure accessories, bedroom essentials, and more — designed to support your pleasure and confidence. Free shipping on orders $99+ (some exclusions apply).5

• Interested in 1:1 Coaching with Emily? Go to sexwithemily.com/coaching to apply! 

• Sex With Emily Guides: Explore pleasure, deepen connections, and enhance intimacy using these Sex With Emily downloadable guides.

• The only sex book you’ll ever need: Smart Sex: How to Boost Your Sex IQ and Own Your Pleasure

• Want more? Visit the Sex With Emily Website

• Let’s get social: Instagram | X | Facebook | TikTok | Threads | YouTube

• Let’s text: Sign up here

• Want me to slide into your email inbox? Sign Up Here for sex tips on the regular.



Chapters:

0:00 - Intro

1:51 - Meet Dr. Evan Goldstein: Anal Surgeon & Founder of Bespoke Surgical

3:46 - Where Does the Taboo Around Anal Come From?

6:54 - The Three Pillars: How to Prepare, Play & Recover

8:07 - The 4 to 6 Week Dilating Protocol Every Beginner Needs

14:08 - Lube 101: Silicone vs. Water-Based & When to Use Each

15:55 - The Lube Shooter, Empowering the Bottom & Why You Can't Assume Your Partner Knows

16:57 - Douching: Why Water and Store-Bought Enemas Can Do More Harm Than Good

20:33 - Less Is More: Gut Health, Fiber & How to Douche the Right Way

23:27 - Aftercare: What to Do If You Tear or Have Pain

24:19 - Beginner Tips: Positions, Partner Communication & Choosing the Right Size

32:38 - Listener Q&A: Hemorrhoids, Skin Tags & Can You Still Have Anal Sex?

36:43 - Listener Q&A: Colon Surgery, Couples Starting Out & Sex Positions by State

42:14 - Why Wet Wipes Are Wrecking Your Microbiome (Anal and Vaginal)

44:45 - Five Quicky Questions with Dr. Goldstein
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If you've ever felt like everyone else is having the sex life you're supposed to have — and you're just white-knuckling your way through it, faking it, or coming up empty — you're not broken. You're just not talking about it yet. Whether it's a desire you've been too scared to voice, a fantasy you've kept to yourself for years, or a body that's never quite gotten there with a partner, the shift almost always starts the same way: someone finally said the thing out loud.

In this episode, three real listeners share the moments that changed everything for them — and none of it looks the way you'd expect.



In this episode, you'll learn:

• What finally happened when one husband spent months asking his wife for something she wasn't sure about — and why one unexpected text message changed their relationship and sex life forever

• How a 20-year marriage, a night out dancing, and a chance encounter with a stranger led to a first threesome that was hotter, messier, and more human than any fantasy

• Why so many vulva owners can't orgasm during penetration — and the exact combination of communication, touch, and mindset that finally got one woman there after years of trying



This episode is sponsored by...

Get the LELO SURFER 2 at lelo.com/surfer-2 and use code SWE20 for a stackable 20% off



More Dr. Emily: 

• Shop With Emily! Explore Emily’s favorite toys, pleasure accessories, bedroom essentials, and more — designed to support your pleasure and confidence. Free shipping on orders $99+ (some exclusions apply).5

• Interested in 1:1 Coaching with Emily? Go to sexwithemily.com/coaching to apply! 

• Sex With Emily Guides: Explore pleasure, deepen connections, and enhance intimacy using these Sex With Emily downloadable guides.

• The only sex book you’ll ever need: Smart Sex: How to Boost Your Sex IQ and Own Your Pleasure

• Want more? Visit the Sex With Emily Website

• Let’s get social: Instagram | X | Facebook | TikTok | Threads | YouTube

• Let’s text: Sign up here

• Want me to slide into your email inbox? Sign Up Here for sex tips on the regular.



Chapters:

0:00 - Intro

2:02 - Story #1 : A Husband's Pegging Journey After 12 Years Together

4:40 - Dr. Emily on Why Pegging Is More Common Than You Think

6:00 - The Psychology of Receiving & Breaking Sexual Shame

8:05 - Story #2: 20 Years Married & Their First Threesome

13:52 - Dr. Emily's Takeaways on Fantasies, Communication & Embodiment

14:09 - Story #3: Five Years of Not Orgasming With a Partner

17:00 - Dr. Emily on Sexual Trauma, Repetition & Being Heard

19:26 - How Jasmine Finally Got There (Breathing, Grinding & Letting Go)

21:48 - Dr. Emily on the Clitoral Network, Foreplay & Wandering Minds

23:24 - Closing: Share Your Sexy Story with Dr. Emily
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If you've built a life that looks great from the outside but still feels like something's missing on the inside, the problem might not be your relationship — it might be how much of yourself you're actually bringing to it. Whether it's a body image spiral that shuts you down in the bedroom, a long-term dynamic that's gone quietly cold, or a fear of vulnerability that's been running the show since day one, the shift almost always starts with one honest conversation.

In this episode, volleyball legend, entrepreneur, and mother of three Gabby Reece gets real about what it actually takes to keep desire, respect, and intimacy alive after decades together — and why most of us are working harder than we need to.

In this episode, you'll learn:

• Why the masculine and feminine dynamic has been completely misunderstood — and how redefining it can transform your relationship and your sex life

• What Gabby and Laird's 48-hour rule actually looks like in practice, and whether a structure like that could work for you

• How to stop torturing yourself in the bedroom and finally get out of your head long enough to actually feel something

• The real reason long-term relationships lose their spark — and the daily habits that keep attraction from quietly dying

• How to talk to your kids about sex, body image, and peer pressure in a way that actually lands

• Why vulnerability isn't a personality trait you either have or don't — it's a skill, and it's one you can learn



This episode is sponsored by...

Try Promescent Delay Spray today and get 15% off your first order. Just go to www.promescent.com/swe



More Dr. Emily: 

• Shop With Emily! Explore Emily’s favorite toys, pleasure accessories, bedroom essentials, and more — designed to support your pleasure and confidence. Free shipping on orders $99+ (some exclusions apply).5

• Interested in 1:1 Coaching with Emily? Go to sexwithemily.com/coaching to apply! 

• Sex With Emily Guides: Explore pleasure, deepen connections, and enhance intimacy using these Sex With Emily downloadable guides.

• The only sex book you’ll ever need: Smart Sex: How to Boost Your Sex IQ and Own Your Pleasure

• Want more? Visit the Sex With Emily Website

• Let’s get social: Instagram | X | Facebook | TikTok | Threads | YouTube

• Let’s text: Sign up here

• Want me to slide into your email inbox? Sign Up Here for sex tips on the regular.



Chapters:

0:00 - Introduction

1:12 - Meet Gabby Reese: Athlete, Entrepreneur & Podcast Host

1:25 - Running a Business With Your Partner (Without Losing Your Mind)

6:30 - Defining Masculine & Feminine Energy in Relationships

11:03 - Vulnerability, Fear & What It Really Takes to Love Someone

13:34 - How Being an Athlete Impacts Your Sex Life & Libido

17:04 - Gut Health & Its Connection to Sexual & Mental Wellness

18:36 - Raising Daughters: Sex, Body Image & Social Media

26:27 - Rapid Fire Q&A: Exercise, Confidence & Sex Toys

31:36 - Least Favorite Thing About Sex & Final Thoughts
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If you've ever felt completely lost when it comes to dating, desire, or keeping the spark alive in a long-term relationship, you're not doing it wrong — you're just missing the conversation. Whether it's an office crush you can't read, a sexual awakening at 48 that's putting your 20-year relationship in crisis, or a partner whose needs feel totally out of sync with yours, the answer almost always comes back to the same thing: talking about it.

In this episode, I'm taking live calls and listener questions on some of the messiest, most real situations in sex and relationships — and giving you the clarity to actually move forward.

In this episode, you'll learn:

• How to stop overthinking and finally make a move — whether it's an office crush, a first date, or reconnecting with someone from your past

• What to do when your long-term partner's needs and yours no longer match up, including mismatched sex drives, resentment around morning sex, and the conversation most couples are too scared to have

• How to talk to your kids about sex and bodies starting at age four — without shame, without awkwardness, and in a way that actually sticks



More Dr. Emily: 

• Shop With Emily! Explore Emily’s favorite toys, pleasure accessories, bedroom essentials, and more — designed to support your pleasure and confidence. Free shipping on orders $99+ (some exclusions apply).5

• Interested in 1:1 Coaching with Emily? Go to sexwithemily.com/coaching to apply! 

• Sex With Emily Guides: Explore pleasure, deepen connections, and enhance intimacy using these Sex With Emily downloadable guides.

• The only sex book you’ll ever need: Smart Sex: How to Boost Your Sex IQ and Own Your Pleasure

• Want more? Visit the Sex With Emily Website

• Let’s get social: Instagram | X | Facebook | TikTok | Threads | YouTube

• Let’s text: Sign up here

• Want me to slide into your email inbox? Sign Up Here for sex tips on the regular.



Chapters:

0:00 - Introduction

0:55 - How to Tell If Someone's Into You

6:01 - Avoiding the Friend Zone on a First Date

9:38 - When You're Surprised by Your Partner's Body During Sex

16:20 - Should You Act on Your Partner's Fantasy?

18:55 - Resentment Around Morning Sex & Low Libido

22:35 - Sexually Frustrated in a Long-Term Relationship

26:47 - How to Talk to Your Kids About Sex Without Shame
Learn more about your ad choices. Visit megaphone.fm/adchoices

If the idea of FaceTime sex makes you want to immediately close your laptop and never speak of it again, I get it — but hear me out. Whether you're in a long-distance relationship, traveling, or just looking to try something new with a partner you see every day, virtual sex is one of the most underrated tools for keeping intimacy alive. And when you do it right, it's genuinely hot.

In this episode, I'm walking you through everything you need to know — from the practical setup to what to actually say — so it stops feeling awkward and starts feeling like real sex.

In this episode, you'll learn:

• How to actually set up, prepare, and get in the mood before the call — including the one thing you can do beforehand that builds confidence and arousal at the same time

• What to say during FaceTime sex, even if dirty talk doesn't come naturally to you — plus how to use past memories, future fantasies, and simple direction to keep things moving

• How to handle it when your partner's virtual kinks don't match yours, when sexting with someone outside your relationship starts bleeding into your real one, and how to know when a sexting session is actually over



This episode is sponsored by...

LELO SONA 3 – https://lelo.to/HX2gO (Use code SWE20 for a stackable 20% off!)



More Dr. Emily: 

• Shop With Emily! Explore Emily’s favorite toys, pleasure accessories, bedroom essentials, and more — designed to support your pleasure and confidence. Free shipping on orders $99+ (some exclusions apply).5

• Interested in 1:1 Coaching with Emily? Go to sexwithemily.com/coaching to apply! 

• Sex With Emily Guides: Explore pleasure, deepen connections, and enhance intimacy using these Sex With Emily downloadable guides.

• The only sex book you’ll ever need: Smart Sex: How to Boost Your Sex IQ and Own Your Pleasure

• Want more? Visit the Sex With Emily Website

• Let’s get social: Instagram | X | Facebook | TikTok | Threads | YouTube

• Let’s text: Sign up here

• Want me to slide into your email inbox? Sign Up Here for sex tips on the regular.



Chapters:

0:00 - Intro

1:48 - Who Benefits from Virtual Sex (Long-Distance, Couples & Singles)

3:34 - Sending Nudes: Risks, Consent & Generational Differences

6:51 - Safety First: Platforms, Boundaries & Mutual Consent

8:01 - The Power of Foreplay Before You Go Live

10:58 - How to Pull Off FaceTime Sex: Prep, Setup & Device Tips

16:16 - Dirty Talk & What to Actually Say in the Moment

20:06 - Q&A: How to Spice Up Virtual Sex

22:07 - Q&A: Navigating Kinks You're Not Into

26:44 - Q&A: How Does a Sexting Session Actually End?

28:28 - Q&A: Is Sexting Outside My Marriage Cheating?
Learn more about your ad choices. Visit megaphone.fm/adchoices