A Sex Party Love Story

Death, Sex & Money48mJune 2, 2026
AI-Generated Summary

Romy Holland’s story begins at a sex party in Berkeley, where she had sex with over 40 men—many of them strangers—on the night her future husband, a man she’d only seen online, became her 35th partner. What started as a wild, experimental birthday celebration for her friend Ayla turned into a love story that defied expectations. Romy, a self-described sensation-seeker raised in a Catholic household, describes the event not as a fantasy of sexual conquest, but as an exhausting, emotionally complex experience—filled with flaccid penises, Viagra shortages, and unexpected tenderness, including coaching a virgin through his first time. The real revelation comes not from the gangbang itself, but from what followed: a pregnancy in the early days of her relationship, which led to a traumatic, multi-attempt abortion that left her psychologically shattered. She describes the aftermath as a kind of grief—feeling like a mother without a child, haunted by a maternal drive that had no outlet. Yet despite her extreme openness to sex and novelty, she now finds herself postpartum, repulsed by porn, and grieving the loss of her former hypersexual self. Her story challenges the myth that sexual freedom equals emotional detachment, revealing instead how deeply sex, reproduction, and identity are entangled.

Key Takeaways
1

Abortion failed three times with pills for Romy, leading to a traumatic medical and psychological experience that felt like 'borderline psychosis'.

2

Romy experienced profound grief after her abortion, feeling like a mother without a child, even though the pregnancy was very early.

3

The gangbang party was not sexually arousing—many men were flaccid, and the environment felt like an exhausting assembly line.

4

Romy had sex with 42 men, but only 35 were penetrative; the average duration per partner was about 30 seconds.

5

She met her future husband at the party, asked him out mid-sex, and they soon began a serious relationship leading to marriage and a child.

…and 3 more takeaways available in PodZeus

Chapters
0:00
3 min

The Show That Doesn't Talk About Sex—Until Now

Anna Sale introduces the episode by acknowledging that Death, Sex & Money rarely discusses the physical act of sex, but this week is different. The story centers on Romy Holland, who had sex with over 40 men at a birthday party, including the man who would become her husband and father of her child.

3:02
3 min

The Gangbang That Wasn't a Fantasy

Romy describes the logistics of planning a gangbang for her friend Ayla, who wanted an intense, overwhelming experience. The event was structured around consent, with a focus on men who didn’t need emotional validation from women during sex.

5:47
3 min

The Reality of the gangbang: Exhaustion, Not Excitement

Romy recounts how the environment was not arousing—many men were flaccid, and she spent much of the night helping them stay hard. The experience felt more like hosting an event than a sexual fantasy.

8:20
3 min

The Virgin, the Confetti, and the Coaching

I was like, do you want to try doggy? And, you know, I was like, let's give this guy a new experience. And then he can, the next time he's with a woman, he can be like, I've done doggy, no problem.

Highlight
11:00
4 min

The Man Who Became Her Husband

Hi, Tony Hawk. I know who you are. I've seen your website and I have a huge crush on you. And I think we should go on a date.

Highlight
High-Impact Quotes
He entered me and I immediately blurted out Hi, Tony Hawk. I know who you are. I've seen your website and I have a huge crush on you. And I think we should go on a date.
Romy Holland24:56
Like I was just scrolling the homepage trying to find something I could look at. And I was like, oh my God, this is disgusting. It looks so medical. Why are there so many... genitals on the screen and they're so like wet looking.
Romy Holland48:16
I think they're not this bad for everyone, but for me, I got like a fever. I was like body aches, very, very sick. And I just have having to do it over and over and over again. stuck trying to terminate this pregnancy and it wouldn't work.
Romy Holland37:11
Speakers

Host

Anna Sale

Guest

Romy Holland
Topics Discussed
gangbang party95%abortion experience92%postpartum libido88%sex and grief85%consensual non-consent80%sexual shame75%openness to experience70%sex and identity65%
People & Brands

Romy Holland

person

15xNeutral

Anna Sale

person

12xNeutral

Ayla

person

8xNeutral

Tony Hawk

person

6xNeutral

Slate

organization

5xNeutral

CNC orgy

other

4xNeutral

Planned Parenthood

organization

3xNeutral

San Francisco Standard

organization

2xNeutral

Zoe Aguilé

person

1xNeutral

Luke Winky

person

1xNeutral

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