Story endings are one of the most things to pull off as a writer. Because of this, it’s going to take me all year to create this video, as I’ll likely have to piece it together little by little.  

Anyway, like sex, a great ending should be an emotional release that all your hard work, all those jogs, all those fasts, all those kegel exercises, culminates in, so to speak.  But unlike sex, a writer needs to at least to attempt to satisfy the person you’re performing for.

It helps to think of some of the great endings of fiction and really analyze why they work so well. The ending of the original Star Wars works so well because it satisfies the audience’s basest, primal bloodlust. We cheer because the hundreds of thousands of sentient beings who are not in our in-group have just suffered an unimaginably painful death.

A great ending should have the following elements: it should resolve your central conflict, it should satisfy the reader, it should illustrate the character’s transformation, and it should take your reader by surprise. To illustrate this point, let’s look at Business As Unusual, a book I just released at the beginning of 2024. The novel follows Tabitha Martin, a young girl trying to make it in the big city while taking care of her sick brother. You can skip ahead if you don’t want any spoilers, but the novel ends with the character’s brother dying.

It solves the central conflict because she’s able to live her life now, it takes the reader by surprise because the brother doesn’t die of cancer but is instead absolutely pancaked by a bus, and it satisfies the reader because Tabitha finally has time to pursue the sexual relationship with her boss that she hinted at by dressing slutty to work.

Now, let’s look at some more general tips that work for all kinds of fiction.

Step One – Know Your Ending Before Writing

You want to take the reader by surprise but not yourself. Wild twists that don’t really make sense just make you look as emotionally unhinged as a drunken secretary who advances on you sexually at an office party even though you barely know each other.

Now, have I written books without knowing the ending in advance? Well, of course. When you write 430 books in 27 years, 13 of those being periods of heavy drug use, both self and externally-administered, things like that are going to happen.

Dawson, a book I wrote as a young man, is a particularly bad example of this. I wrote it without ever knowing who the killer was and in the end I had no choice to make the titular character the killer because his only alibi was that her didn’t remember where he was on the night of the murder.

Step Two – Try Out Different Types of Endings

Despite what many authors might tell you, you don’t have to know your ending in advance. Write three or four different endings. If you find one that surprises you, it may surprise readers even more.  

It can be very liberating as a writer, too. We don’t get to choose different endings in life. We may have let a job opportunity go by and spend the rest of our life regretting it. Or we might spend our days casually flirting with bar patrons, yoga classmates and coworkers with the vain optimism that one will eventually match the charisma and beauty of your second wife, only to have them bore you with the details of their similarly depressing life.

Step Three – Leave Room For Interpretation

This can depend on the kind of story you’re writing. If you’re writing a series, you may want to tease that the villain might’ve survived the final battle. And some very powerful pieces of fiction have ambiguous endings that readers may argue over. Call Me By Your Name and American Psycho are two great examples, as is a recent novel that I’ve had to remove from the market for reason I won’t get into. All I’ll say is that this book ends with the main character finally free to pursue a romance she’s wanted the whole book, but it doesn’t tell us her final decision.

But real life is messy like that. Sometimes people say things that can be interpreted in a variety of ways. Like, imagine your secretary walks into your office at five o’clock and asks, “Would you like me to stay late?” How would you interpret that?

Sure, it could mean, “I am willing to stay late to reduce the amount of work you have to do.” But it could also mean, “I can’t wait until everyone else leaves so it’s just the two of us alone.”

Anyway, as I’ve often told my lawyer, it totally makes sense why two people might interpret that differently.

Step Four – Tie Up All The Loose Ends

Fiction should be neat and tidy, unlike real life. Look, I’m a busy man. I can’t be writing twenty books a year, running a publishing company, doing this web series, all while remembering every conversation I have with every person. This libel stuff… it’s just a desperate plea for attention from someone who could barely be a receptionist, let alone someone who thinks she knows the ins and outs of libel laws as it applies to fiction.

And the sexual harassment stuff is just… I’m not even going to dignify that with a response. I’ve had lots of people come through my office doors and like most bosses I have had sexual relations with a few of them, so that right there already tells you I didn’t target Tiffany specifically. In fact, I was sleeping with two other office assistants while we were in a relationship. So how could there be a quid pro quo if I was getting it from multiple people? Was I playing favorites with all of them? That doesn’t even follow basic logic.

Anyway, back to the libel stuff… if Tiffany had ever listened to my advice, she’d know that’s what a great writer does; he gets inspired by the world around him. Now she wants to take down the company that paid her salary for an entire seven months? Give me a fucking break.