Sex With Emily

Whether you're trying to work up the nerve to ask out your office crush, figuring out what you actually want in bed, or navigating a decades-long relationship that's hit a sexual wall — the answer almost always comes back to the same thing: you have to be willing to go there. Say the thing. Ask the question. Have the conversation you've been putting off.

In this episode, I'm taking listener calls on everything from the first nervous steps back into dating to the hard conversations that long-term couples are too scared to start.



In this episode, you'll learn:

• Why dating is a muscle — and what to actually do when you've been out of the game so long that even asking someone out feels impossible

• What really happens to a vulva when a woman is fully aroused, why morning sex resentment is almost never just about morning sex, and what to do when your sexual awakening happens 20 years into a committed relationship

• How to talk to your kids about sex early and often in a way that builds confidence instead of shame — starting with something as simple as using the right words for their body parts



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

2:07 - How to Ask Out an Office Crush Without Overthinking It 

6:06 - Breaking Out of the Friend Zone on a First Date 

9:43 - She Engorged During Orgasm — What Just Happened? 

15:21 - Embracing What Sex Actually Looks and Feels Like 

16:07 - Boyfriend Wants Her to Sleep with Someone Else — Does She Have To?

18:42 - Resentful About 5:30 a.m. Sex & Never Having Orgasms 

22:23 - Sexual Awakening, Open Relationship Fallout & Staying or Going

26:35 - How to Raise a Sex-Positive Son Without Shame 
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Most women can name every product in their skincare routine but can't tell you the last time they actually paid attention to their vulva. Not because you don't care — because nobody ever taught you to. And that silence is costing women their pleasure, their comfort, and sometimes their health.

In this episode, I sit down with OB-GYN and women's sexual health expert Dr. Sherry Ross — author of the V-ology book series and someone I consider one of the most important voices in women's intimate health — for the most practical, shame-free conversation about vulva and vaginal health I've ever had on this show.

In this episode, you'll learn:

• Why your vulva needs the same care and attention as your face — and what most of us are getting completely wrong about cleaning, moisturizing, and maintaining vaginal health at every age

• The truth about painful sex, perimenopause, and recurring infections — what's actually causing them, why doctors keep dismissing the symptoms, and the solutions most women have never been told about

• Whether every woman can learn to squirt, what your labia is supposed to look like, and why the clitoris — the road to success — might be the most important thing you're not paying enough attention to

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 - Caller #1 (Jamie, 44): Partner Chatting with Sex Workers Online — Is It Cheating?

9:46 - Dr. Emily's Takeaway: Masturbation in Relationships & Staying Curious

10:30 - Caller #2 (Damian, 28): His Wife Is Grossed Out by Touching Herself

16:09 - Caller #3 (Lacy, 25): Love Bombed on a First Date, Then Blocked

23:55 - Caller #4 (Rachel, 25): Getting Back Into Sex After a Long Break

32:23 - Caller #5 (Karina): Dating After Trauma & Learning to Say No

41:00 - Dr. Emily's Final Word: Your No Can Be a Not Yet
Learn more about your ad choices. Visit megaphone.fm/adchoices

Most women can name every product in their skincare routine but can't tell you the last time they actually paid attention to their vulva. Not because you don't care — because nobody ever taught you to. And that silence is costing women their pleasure, their comfort, and sometimes their health.

In this episode, I sit down with OB-GYN and women's sexual health expert Dr. Sherry Ross — author of the V-ology book series and someone I consider one of the most important voices in women's intimate health — for the most practical, shame-free conversation about vulva and vaginal health I've ever had on this show.

In this episode, you'll learn:

• Why your vulva needs the same care and attention as your face — and what most of us are getting completely wrong about cleaning, moisturizing, and maintaining vaginal health at every age

• The truth about painful sex, perimenopause, and recurring infections — what's actually causing them, why doctors keep dismissing the symptoms, and the solutions most women have never been told about

• Whether every woman can learn to squirt, what your labia is supposed to look like, and why the clitoris — the road to success — might be the most important thing you're not paying enough attention to



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

1:26 - Meet Dr. Sherry Ross: OBGYN & Author of the Shiology Book Series

4:35 - Treat Your Vagina Like the Skin on Your Face

6:32 - The Visual Vaginal Library & Why Porn Is Distorting Body Image

8:08 - Can Every Woman Squirt? Dr. Sherry Weighs In

10:09 - Listener Q&A: Perimenopause Symptoms, Hormones & What to Ask Your Doctor

13:36 - Wearable Dilators: What They Are & Who Actually Needs Them

15:27 - The Real Causes of Painful Sex (Beyond Just Dryness)

18:00 - Recurring UTIs & Yeast Infections: Why They Keep Happening

19:05 - Five Quickie Questions with Dr. Sherry Ross
Learn more about your ad choices. Visit megaphone.fm/adchoices

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
Learn more about your ad choices. Visit megaphone.fm/adchoices

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
Learn more about your ad choices. Visit megaphone.fm/adchoices