Great Sex Work Moments in Pop Culture History

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Support Hos: Deadpool

Wade Wilson (Ryan Reynolds) proposing to his sex worker girlfriend Vanessa Carslyle (Morena Baccarin) in Deadpool.
Wade Wilson (Ryan Reynolds) proposing to his sex worker girlfriend Vanessa Carlysle (Morena Baccarin) in Deadpool.

When I first saw Deadpool on Valentine’s Day with my civilian partner, I remember leaving the theater on cloud nine, sure that my relationship could withstand anything. The movie made me feel like my job was not an obstacle to be overcome by romantic interests but a core part of me that could be embraced. I remember thinking that Morena Baccarin never had to go back to Joss Whedon to play a laterally whorephobic space courtesan because this film had allowed her to play an amazing sex worker.

I rewatched the film for this review and I have to say that this time it hurt. Watching Vanessa and Wade’s relationship unfurl on screen hit me hard.

Not because it was poorly written, though. Quite the opposite.

My partner and I broke up less than two weeks ago and watching this movie only reminded me of better times. Because Baccarin as Vanessa is awesome and her relationship with the titular hero is everything I have ever wanted from a story about a guy dating a sex worker. And it also represented everything that I wanted from being dated as one, with the addition of bad guys, bullets, and the breaking of the fourth wall.

Why I Hate Pretty Woman (1990)

So, my apologies for showing up a little late to the Pretty Woman threesome. I hadn’t realized how painful it would be to watch this movie again, and so I had to take it in small bites over the course of the week.

I had already been a hooker for a couple years before I ever saw Pretty Woman  a few months ago. Even before I had seen it though, I’d casually reference it all the time with my friends when we’d make fun of tricks who thought they could be our boyfriends. Yes, I know this happens in real life, and even has happened to a couple of my friends. But it’s never come even close to happening to me, especially not with the kind of guys who’d be into “saving” me.

My boyfriend finally made me watch it one day several months ago, and I was even more grossed out than I had expected.

The film’s one saving grace: Julia Roberts is incredibly, uniquely beautiful. It somewhat mitigates the torture of listening to her slip in and out of an unplaceable generic “tough girl” accent (doesn’t Vivian say once she’s from Georgia? doesn’t sound like it…) and a super lame script. (By the way, drooling over Sasha Grey was the most redeemable part of The Girlfriend Experience, too.)

Some of the things that make me cringe, roll my eyes, or just say “huh?”:

The Best TV Prostitute Ever

Chances are that since you’re reading this site, you’re already cool enough to know that Arrested Development was one of the greatest TV shows of all time. A big reason for that was their “Family Ties” episode which featured a high end escort named Nellie, played by Justine Bateman. As with every episode, there are tons of in-jokes and funny plot lines but we’re going to stick with discussing the strictly sex work aspects and Nellie’s all-around awesomeness.

Let’s start with presentation. Nellie is impeccably clad in sexy, elegant dresses without any gauche hallmarks of conspicuous consumption; she looks like a beautiful businesswoman during after work hours. (Indeed, we eventually find out that she started escorting because of her business school loans.) She’s not blonde, doesn’t bare generous amounts of cleavage, or conduct herself in an embarrassingly transparent manner while in public. In other words, she’s barely a recognizable TV prostitute at all. She’s articulate, dignified, unpretentious, and capable. By the end of the episode, she’ll have triumphed over everyone’s uncharitable assumptions and saved the day.

Can You Make Six Figures A Year Off Reply Guys? Caroline Calloway Thinks So.

The week before the health department shut down all bars was a brutal one at my club. The upside was that there were so few customers and so little cash changed hands that it didn’t feel like we were getting exposed to much of anything besides boredom. The owner was berating dancers for not working more amid this virus hysteria, and getting their names wrong while he did so. Nobody was jumping to pick up dead shifts, and most of his dancers had abandoned their work ethic and any sense of duty to attend a Tool concert.

Around the same time, it was apparent that Fox News had begun to acknowledge that a pandemic was indeed occurring. This meant that the owner, in turn, had started to take it seriously. Now he was even more proactive than the health department, and we had to come in at 10:30 a.m. and empty our lockers because he urgently needed to eradicate the viruses thriving inside them.

We left with our trash bags full of mangled, body-spray-doused spandex. Like the rest of the country, some of us adopted the sleep schedules of koalas. Some of us obsessively consumed the news like we were trying to crack a code. Some of us measured time only by examining our pubes. Some of us took advantage of liquor stores being deemed essential. All of us watched Tiger King. After getting past the initial shock and unorthodox food cravings, many of us joined the masses of Royally Fucked sex workers everywhere in creating OnlyFans accounts. 

I haven’t done the OnlyFans thing partially because I am on pandemic unemployment assistance as an independent contractor. It took multiple applications and waiting for the state to to wait on the federal government, but it’s been a godsend. I can stop panicking until July 31st. I’m also not on OnlyFans because it’s a lot of hard work and that’s only exacerbated by this whole end-of-days thing. 

I’ve watched my friends navigate OnlyFans and discover that there’s all kinds of paraphernalia to research and buy, like glitchy Bluetooth selfie clickers. One friend ordered an interactive phone-app controlled vibrator, and was devastated when it malfunctioned during her first live show. Another friend has been making content in her microscopic studio apartment. She assembled and installed a Murphy bed and has done an impressive job of taking hot photos that don’t give away the limited space in which she’s working (shit, I’m impressed just by the bed itself). 

A third friend was completely thwarted from pursuing an OnlyFans hustle when her driver’s license was rejected for being too beat up and the DMV couldn’t get her in until May 16th. She’s been discreetly selling videos on an app that is not sex-worker friendly (LOL, like any are) and crossing her fingers that she doesn’t get busted.

A fourth friend recently couldn’t deliver on the type of video a subscriber was requesting, because she’s quarantined with her ex and he was in the next room. And like many strippers who went from physically demanding jobs to staying home, she’s gained weight. It’s not easy to shoot, edit, and post nude photos and videos when you’re struggling with your body image.

A fifth friend isn’t comfortable working online because she’s pursuing a career in a male-dominated field where she doesn’t want to be outed as having been a sex worker. Instead, she’s putting all her stuff in storage and moving into a yurt. 

If so many people I care dearly about weren’t using OnlyFans as a way to make ends meet while bracing for a depression and worrying about dying, it would be at least slightly comical that “minor influencer” Caroline Calloway bragged on Sunday that she was “currently looking at a $223,800 annual salary from OnlyFans.”

A Judge’s Notes: The Fourth Annual Vagina Beauty Pageant

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DJ Dick Hennessy with Miss Beautiful Vagina 2013, Jordan

I was dressed modestly in a knee-length black dress, white Converse, and a denim jacket, and felt as comfortable as any stripper can when behaving as a civilian at a strip club event. Although Portland is home to about 45 strip clubs, its downtown entertainment district only has five, but on this Thursday evening, Club Rouge was already thumping with activity. I proudly displayed my black and pink VIP pass to the door attendant, feeling like vaginal royalty. About three dozen women of various ethnicities and body types strutted and mingled.

The judging panel was comprised of local Portland celebrities and industry folks: Tres Shannon, the delightfully eccentric owner of Voodoo Donuts, heavily bearded Jedediah Aaker, promoter of Tonic Lounge, who sports a leather thong in IFC’s Portlandia, traveling drag performer Miss Sasha Scarlette, an owner of a marijuana dispensary who wished to remain anonymous, and the unnamed owner of the upscale Stars clubs, who looked like a slightly more heterosexual John Waters. I was the only judge with an actual vagina. “I feel a lot of pressure was on your shoulders to maintain order and balance,” host and creator of the Annual Vagina Pageant, DJ Dick Hennessy, later told me.

20 contestants, 19 of whom were strippers, were vying for the title of Miss Pretty Vagina 2013. Scoring was based on three categories: Stage Talent (20%), Attractiveness (20%) and Vagina Beauty (60%). One young lady, appropriately dressed as a cute (yet clichéd) school girl, was introduced as having never stripped a shift in her life. While I admire the bravery of any woman willing to bare all in an industry competition, I was already dreading watching an amateur “dance.”

Club Rouge and Hennessy had attracted a diverse crowd. Twentysomething bros laughed and drank among well-dressed older men, a pack of women whispered into their hands and pointed at the strippers, and the Old Guy Who Sells Roses was weaving his way through the audience, muttering “Rose for the lady?” Dancer Ari from the Boom Boom Room giggled to me, “I just saw my dentist. He asked me, “How’s everything going? I asked him, “Like, in my mouth?” A fish-faced middle-aged man stood behind the judges, his mouth agape, not moving except to lick his lips every few minutes.

The bartender laughed at me when I asked “Do you serve hot tea?” and instead I settled for ice water with a lemon, dunking in my own smuggled tea bags. Once the contest began, the next four hours were a blur of vaginas and stilettos.