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Fuck You, Pay Me #17: How to Write a Short Story

This is part 17 of “Fuck You, Pay Me,” an ongoing series of posts on writing, editing, and publishing.

Recently, I wrote a short story. I’ve written short stories before; I even published a collection of short stories. Last year, I had a terrible time working with a big publisher on my memoir. In the wake of that negative experience—a bad editor, incompetent PR and marketing, the inability to control the outcome—I set out to reclaim my relationship to writing. When I wrote under contract with a big publisher, I lost my identity as a writer. What I wanted to do was reclaim who I was as a writer. I decided to start with a short story.

The Idea. Back in June, I visited the set of an adult movie for a story I was writing for Forbes.com. As I drove east to the location, I wondered how this time would be different from the last time. The first time I was on an adult movie set was 1997. Now it was 2024. I was a different person and exactly the same. As I stood on the porn set in a building where one would not expect to find an adult movie being filmed, I thought about how much older I was than I had been nearly 30 years ago on that first porn movie set I’d visited. In a way, I felt self-conscious about that; after all, porn is a business built on surfaces, how things look, the appearances of things. At the same time, I felt like with maturity, I could see what was in front of me more clearly: the players, the scene, the spoken and unspoken dynamics at play.

Sometime after that porn set visit this summer, I got an idea for a short story I wanted to write. While I’ve written a wide range of fiction, I thought this time I would try writing a short story that was about a subject of interest to me (the adult movie industry) and was stylistically something more traditional than, say, some of my other fiction writing. In other words, it would be a short story of the sort you might see published in The New Yorker—that just so happened to be concerned with the porn business.

My short story would about a man who was older, whose back hurt, and who discovered one day that an adult movie was being shot in the house behind his. (In the real San Fernando Valley, houses are occasionally rented for adult movie shoots.) And with that, I was off and running.

Stewart by Meta AI

The Details. The story would be called “Topical Matters.” Or “The Scopophiliac.” Or “Van Nuys.” Ultimately, I settled on “Topical Matters.” It would be around 5,000 words long, which was around how long some of the short stories published in The New Yorker in recent years were (although some were quite a bit longer). It would be inspired in part by “The Swimmer,” John Cheever’s 1964 short story classic in which a seemingly ordinary man attempts to swim home through backyard swimming pools in a seemingly ordinary suburb. The main character would be named Stewart, and his wife would be named Maureen. He would be retired, and he would be very interested in controlling his environment. The style of the story would be realism with a twist. The entire course of events would take place in a single day.

I estimated it would take me approximately two weeks to write this story. A week, maybe. Of course, it ended up taking longer than that (life got in the way, so it took about two months from start to finish to write). In a manner of speaking, the story itself would be irrelevant. The only thing that mattered when I was writing it was: Am I having fun? If I wasn’t, I wouldn’t do it. I hadn’t enjoyed writing a memoir under contract, working with a big five editor who did not seem to know how to edit, to attempt to tell the story of my life according to someone else’s idea of what that looked like. This story would be mine.

The Execution. Since I’d had such a shit time writing my memoir, I wasn’t sure if I could do the relatively simple task I’d assigned myself. I mean, it wouldn’t be easy, but I wasn’t even sure I could enjoy writing again. That said, I identified what I could do. I could write a 100-word paragraph. Couldn’t I? And what was a 5,000-word short story if not a series of, say, 100-word paragraphs? I would write one paragraph, and then I would write another paragraph, and that was how I would get there. The entire story would be comprised of five sections, each section some 1,000-words. That was doable, wasn’t it? Surely, it was.

And so it went. Some days I wrote a single 100-word paragraph. Some days I wrote several. At one point, I didn’t work on the story for several weeks. Eventually, though, I got back to it. I started falling in love with my main character, who I thought was hilarious. The premise amused me to no end, what this guy living this relatively normal life would do when he found himself encountering something rather remarkable. I envisioned the house. The yard. The wife. Her departure. How he came to discover that a porn movie was being shot in the house behind his. What his personal history in relationship to porn was. How he justified his curiosity, and what he found when he got there. I was Stewart, and Stewart was me.

The Shift. Somewhere along the way, things began to change. I started to feel more confident about my writing. I began to experience writing as play again (as opposed to work). I transformed into someone who wanted to write rather than someone who regretted what she had written. I was writing well, how I wanted to write, about what I wanted to write. Which seemed pretty ideal. The words kept coming, and when I didn’t get something, I waited for the insight to come. I talked to my shrink about the story. I woke up in the middle of the night and thought about my story. I wrote more and more, and as the end approached, I realized that writing for myself was where it’s at, not writing for someone else.

This process also enabled me to think more and in different ways about some of what I have experienced on adult movie sets over the years as a journalist. What was it like for the male porn star? How did the pornographer relate to his work? Why did the starlet say the things she said? Most centrally, I sought to capture what it was like to be on a porn set: curious, magical, dark, strange, disorienting, hilarious, perverse. As I neared the end, I felt I had captured that experience as best I could, not by nonfiction but by fiction.

The Product. A few weeks ago, on a Sunday, I finished editing my short story. Almost immediately, to my surprise, I was sad. Stewart wasn’t the most likable guy—he is stiff, uncompromising, judgemental—but I had liked him. For nearly two months, I had shared the intimacy of his inner-workings. I didn’t want to let that go. It would be the end of our relationship. I had my 5,000 words, give or take, but being done with the story meant letting it go, letting Stewart go, letting a world in which I was god go. But this wasn’t my first time at the short story rodeo, and I knew what I had to do next.

That day, I submitted my short story to about a dozen publications, The New Yorker among them. So far, I’ve heard from one publication, which declined it. In January, if no one has expressed interest in publishing it, I’ll publish it myself and sell it online. Right now, “Topical Matters” is a story looking for a home, some place that will embrace its main character and not reject it for its prurient leanings.

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Spike

This fictional short story was written by me and originally published on Bending Genres in February 2020.

Tripp Towers, male porn star, sat on the bench, his penis in his hand. It was late afternoon, and his dick had been hard since that morning, when he’d injected it with the drug so he could get it up and get through the performance that he was about to do in the next room. They were supposed to start shooting hours ago, but things had gotten delayed, and now there was this problem with his equipment. It wasn’t supposed to stay this hard for this long. There was a word for it: priapism. If his boner didn’t go down soon, he would have to go to the hospital, and he didn’t want to think about what the doctor would do to him. Where the hell is Tripp? the director shouted. On the other side of the cinder block wall, there was a soundstage with a set that looked like a suburban living room: a shit-brown leather sofa, a glass-topped table upon which someone had placed a vase of plastic flowers, a worn rug of muddied colors. Tripp’s job was to stand up, go into that room, and have sex with the girl who was waiting for him. He couldn’t remember her name. Alisha. Amber. Ashley. At this point, they were all the same. Expressionless girls with flat eyes that scanned him and moved on to something more interesting: the paycheck that was coming, the tattooed boyfriend that was sulking, the life that they thought working here would buy them, which involved a condo and a couple of kids, a dream that, in all likelihood, would never happen, or at least not in the way that they hoped. A dozen years ago, Tripp Towers had entered the porn business. He had dropped out of a crappy state school in flyover country and boarded a Greyhound bus headed for Los Angeles, his suitcase packed with little more than his big plans of becoming a star. In Hollywood, he’d flashed his winning grin, showed the casting directors his six-pack of steel, and demonstrated his deep desire to please everyone he met. But he hadn’t been able to get a single acting job. Then he’d seen an ad for a cattle call in the San Fernando Valley, and when the guy in the wood paneled room in the second-story office asked him to drop his pants so they could take a Polaroid that would crop out his head entirely and feature his cock prominently, he did what the man said. The first time, he was afraid. It was just the three of them in the guest bedroom of a ranch-style house in Sunland, the girl was nice but a little bit older, and he had done what he was supposed to do while the guy with the grey ponytail had filmed them. As it had turned out, Tripp could pop on command. He was the money man. He could deliver. He was respectful to the girls, the work became steady, and over time it had seemed perfectly normal to be screwing girls to pay the rent as a camera that never blinked recorded everything you did. Now that version of himself seemed very far away, and the eye at the end of his member was staring up at him in what looked like judgment. Over time, the job had gotten harder to do with the entire crew watching, the budgets had gotten bigger, and the pressure had gotten greater. At the same time, he had gotten older, the girls had gotten colder, and the competition had gotten younger. So, he had done what every other guy in this business was doing: Recognizing themselves as the racehorses they were, they’d drugged themselves. They called guys like him spikers. That morning, he had sat on the edge of the toilet in his apartment and winced as he’d watched the tip of the needle penetrate his dick. This would keep him hard. This would keep the money coming. This would keep his life afloat. But the erection had stayed and did not want to go away, it had been many hours, and this was not a good thing. Had Tripp made the right life choices? his penis seemed to want to know. Tripp had no idea. He tugged at the throbbing gristle of himself. It was possible that if he did his job, the erection would stop. It was possible that if the boner refused to abate, he would have to go to the emergency room, where they would use a scalpel to let out the blood, possibly permanently damaging him. It was possible that this problem would never end, and he would spend the rest of his life following his erection around like an old man pulled down the sidewalk by a panting dog on a leather leash. Tripp! the director yelled. “Help me,” Tripp whispered to his penis in the chilly room. His dick said nothing. It was show time. He rose to step out of this place, to go into the other world, to transport himself to where the warm glow of the klieg lights would shine on him to see if he could man up while the whole world watched.

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Fuck You, Pay Me #15: Why You Should Have a Newsletter

This is part 15 of “Fuck You, Pay Me,” an ongoing series of posts on writing, editing, and publishing.

I’ve been writing on the internet for a very long time. Since the ‘90s. First, I co-created and co-edited an online literary magazine. Then I had a popular blog. Along the way, I wrote for various publications, digital and print. Today I have my own website with its own blog, and I have various social media channels. Throughout it all, there have been many trends for sharing content online. At one point, you had to have a blog. Then there was that whole pivot to video thing. Somewhere on the route, it was decided that if you weren’t an influencer with clout, you didn’t count. These days, newsletters are the current supposed must-have, and there’s a competitive frenzy over who has the most subscribers, and whether they’re paying subscribers or not, and what said newsletter’s open rate for its emails, and wait how are you monetizing your newsletter in other ways, by the way? In my opinion, newsletters are just one more fad that will boom and bust, but that doesn’t mean you shouldn’t have one. In this edition of Fuck You, Pay Me, I share 10 reasons why you should have a newsletter.

  1. It’s an experiment. Should you have a newsletter? Should you not have a newsletter? If you have one, will anyone read it? If you do it, should you monetize it? If you start it, what should you write about? Who cares? Who knows? Everything is an experiment in the beginning, and things only become successful (or not) in hindsight. My first newsletter was called Valleywood, but when that didn’t feel like a fit for me, I started a new one called The Reverse Cowgirl. The latter feels like a better fit. It took some experimenting to figure that out. But the experimenting, the not-knowing, was required to reach the solution.

  2. It’s creative. Before I landed on my current newsletter format, which is kind of written like a personal and professional diary, I tried writing my newsletter in various formats. A listicle. A bunch of photos. An essay. More personal and less professional. More professional and less personal. I even used AI to write one (a fact that I disclosed). More recently, I landed on a format I seem to like the best, which is both personal and professional, which incorporates, among other things, a mini-listicle and what I’m doing writing-wise, and which combines a set of different things that appeal to me. This means I have a basic structure that makes the newsletter easier to do and more consistent, but it also means that I can do a bunch of different things within that format, which basically sums up my entire career.

  3. It’s multimedia. If you’re posting on social media, you’re probably posting content in one or two mediums. On X, that may be text. On Instagram, that may be an image. On TikTok, that may be video. On Substack, which is the newsletter platform I use, you can do all of those things: write, post images, share video. You can embed social media posts. You can use Substack’s stock photos or its AI image generator. You can share live video. This multimedia approach appeals to me, someone who writes and takes photos and spends too much time on social media. I want to do all the things, not just the one thing. This multimedia approach may also be more appealing to your subscribers, some of whom may be more text-oriented and some of whom may be more visually-oriented.

  4. It’s free. On Substack, as long as your newsletter is free to subscribers, there are no costs. You don’t need any special equipment, it’s easy to set up and get started, and there’s no charge for you to send your newsletter to your subscribers. If you enable paid subscriptions—start charging your subscribers to read some or all of your newsletter content—there are fees, which are outlined here. But otherwise, Substack is a free tool, one that you can use to experiment with, create multimedia content with, and share with, and that makes it an attractive option. Of course, Substack isn’t the only newsletter platform, and there are others, which have their own pricing.

  5. It has no editor. As someone who has been writing forever, I’ve had a lot of editors over the years. Some are great and have improved my writing. Some are so-so and don’t have much of an impact. Some are terrible and shouldn’t be allowed to edit their own shopping lists. With my newsletter, I have no editor. No gatekeeper who gets to green flag or red flag what I want to write about. No person meddling with my prose. No point-of-view I have to take into consideration when trying to decide if I should or shouldn’t write about something of interest to me. If you’re a weak or inexperienced writer, not having an editor may be a downside, but for me, it’s all good when the editor is not only not in my head but doesn’t exist.

  6. It’s uncensored-ish. This isn’t exactly true and not without complications, but I would argue that Substack takes a mostly hands-off approach to content moderation, within reason. (You can find Substack’s Terms of Use here and Content Guidelines here.) This aspect of Substack is not without complications, but for someone like me, whose newsletter’s subject matter is sex, it makes a difference that I not be creating on a platform that has a hair-trigger approach to content moderation, like, say, Instagram. Substack allows “depictions of nudity for artistic, journalistic, or related purposes, as well as erotic literature, however, we have a strict no nudity policy for profile images.” And that’s good enough for me.

  7. It’s personal. There’s something intimate about email, isn’t there? Set aside the spam, the generic newsletters from Big Companies, the annoying notes from your boss wanting to know when that thing you’re supposed to do will be done. When the email is from the right person or strikes the right tone, an email can generate a kind of intimacy that random shit posted across the internet can’t. It seems personal. It seems like it’s for you. It allows the subscriber to feel like they have an intimate relationship with the newsletter writer. And that’s valuable. Because that sense of intimacy, even if it’s an illusion, even if, as in the case of pornography, it’s a known illusion, is what will keep subscribers subscribed.

  8. It’s not content calendar driven. Those who have toiled in the content mines of social media copywriting, as I have, know that content calendars are ravenous beasts. Your words and images become content. Your posts become empty spaces on a digital calendar that must be filled. You start googling the holidays for the month you’re working on in hopes that will inspire you to create something really high performing in honor of National Hot Dog Day. Unless you want it to, newsletters don’t have any of that. And for free newsletters, you can feel free to write whatever you want to write whenever you want to write it. Deadlines? Fuhgeddaboudit. Maybe you like deadlines—in which case, go for it. Maybe you want to have a content calendar. By all means, don’t let me stop you. But the strategic plan for your newsletter is for you to devise and execute as you see fit.

  9. It’s a revenue generator. Your newsletter may make you money, or it may not. It may generate revenue for you directly, through, say, paid subscriptions. Or it may generate revenue for you indirectly, by, for example, getting your name and work in front of someone who likes it, who reaches out to you, and who pays you to do something for them because they saw you do something similar in your newsletter. Or by selling some other product you’re selling, like, say, a book. But one thing is for sure: You will never make money from a newsletter that you never create, that you never publish, that you never write. The only way to find out if your newsletter is a revenue generator is by starting to write it with no guarantee that it will deliver a return on your time and effort investment.

  10. It’s fun. For those who are tired of hustle culture and monetizable stoicism and the self as brand, a newsletter can be a place to return to one’s original state: a state of play. When you can do whatever you want, you start to do interesting things. When you realize there is no fence around the field, you start running beyond the old perimeter. When you allow yourself to not be right, to not care, to forget what you’re doing and just start doing, you begin to change what you’re doing, how you’re doing, and who you are. And that’s worth it, not matter who you are or what you do, how much you have or how much you don’t, whether anyone reads a word of it or if it’s just a thing for the only person that matters: you.

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The Reverse Cowgirl Diaries #5

Welcome to The Reverse Cowgirl Diaries, a behind-the-scenes look at my life as a sex writer and all the weird shit that entails. From my recent sexplorations to my current obsessions, this weekly newsletter takes you into the mind of someone who has seen too many porn movies. In RCD #5: I get obsessed with inmates who are looking for love, you can read the first paragraph of my porn novel-in-progress, and what happened when a guy offered me thousands of dollars to promote a sex-related company. Read this week’s newsletter here.

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