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Sita Kaylin, aka the Uncensored Stripper, on Her 20 Years as a High-End Prostitute

Sita Kaylin, aka the Uncensored Stripper, on Her 20 Years as a High-End Prostitute:

The Uncensored Stripper was dancing at the infamous O’Farrell Theater in San Francisco when a customer propositioned her. It was 1996, five years after O’Farrell owner Jim Mitchell had fatally shot his unstable brother and Theater co-owner Artie. The Uncensored Stripper was 26 at the time, and she’d never exchanged sex for money; she’d never even considered it. She was making an excellent living—back in the ‘90s, the strippers at the O’Farrell raked in serious cash—so there was little incentive to start turning tricks on the side. “$20,000,” she replied, figuring the would-be john would get the message. But the guy didn’t blink. She spent a weekend with him and embarked upon an on-and-off hooking career that has spanned 20 years.

These days, you can find the Uncensored Stripper on Instagram and her personal website, where she shares provocative self-portraits alongside hilarious and poignant tales from her lengthy career as a stripper and high-end escort. She wrote anonymously for a while, but back in September she started using her real name: Sita Kaylin. She’ll self-publish her memoir, Anything But A Wasted Life, this summer. She’s already got two more volumes in the pipeline.

“I’m not a full-time working girl,” she explains over champagne when we visit her cozy bungalow on L.A.’s east side. “I have regulars—guys that I see monthly or a couple of times a month. The girls that see, like, five guys a day? I’d probably jump off a bridge.”

Listen in as Kaylin tells us about her johns, her memoir and how hooking has changed in the last two decades.

Your first client paid you $20,000 and kick-started your escort career. Was it worth it?
Yeah. I have barely any regrets in my life. And I saw him one more time in New York for the same amount. I actually took a friend of mine with me and got her the same amount as well. This guy had tons of money. That weekend, he told us he wanted to see us together one weekend a month for like $50,000 or $60,000 each. I had to say no because I had just gotten back together with my boyfriend, but she ended up seeing him for four years. [laughs] That’s the only thing I’ve ever regretted in my life. But I’ve always chosen love over money.

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How many regulars do you have now?
I have two regulars and two semi-regulars. One of the semi-regulars I’ve been seeing off and on for 10 years. I actually wish I had maybe one more regular, but I just don’t have the energy to look. I don’t think I could even take on two more, because then you’re just dealing with so many different personalities. I try to tell them that I don’t want to hear from them in between seeing them, but it doesn’t always work out that way.

Have you ever had a pimp?
No. I’ve always done my own deals. But I actually fucked this guy on Tinder last month, and he works with porn girls. He wants to open up an agency and be my pimp. And that’d be great, actually. As long as my fee doesn’t change, that’s totally fine by me.

One of the recurring themes in the writing on your website is that you’re not a spring chicken anymore. How has that affected your work?
I’ll be 46 this year. I never in a million years thought that I’d still be doing this at my age. But the funny thing is that most of my clients are over 50, and they don’t want a 20-year-old. One of my clients, the Texan, does have some 20-year-olds that he sees, but I’m the one that he’s close to. I’m like his second wife. And one of my clients, Baby Bird, is 70—so I am young to him!

You started hooking when you were 26. Do you think you would’ve slept with a 70-year old guy back then?
Hmm… that’s a good question. I gave handjobs to older guys at the O’Farrell the last couple years I was working there. But I don’t know. I probably would have if the money was right. I’ve had sex with some guys that most women probably would not [sleep with] in a million years. But if the money’s right, it’s just work for me. I don’t need to be turned on by the person.

Has hooking changed much in the last 20 years?
Oh, my god—so much. For one thing, there’s a lot more women doing it than before. More girls doing it brings the price structure down. And L.A. is the worst place to strip or hook because so many girls come here to act or whatever the fuck and it doesn’t work out. The other thing that’s changed that you wouldn’t think of is that guys nowadays want me to come. Some of them are actually more concerned with me coming than them coming. It’s fucking nightmare.

You’d think that’d be a good thing.
Yeah, but when these guys are with me it isn’t a real relationship. It’s much easier when they get in and get out. I have this one guy who I call the Twenty Minute Man. From the time he walks in the door to the time he leaves is 20 minutes. He feels bad about coming so fast—he’s apologized every single time for 10 years—but he has no idea how happy it makes me.

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Have any of your clients read the articles you write on your website or on Instagram?
I have three clients who read it. Actually, one is no longer a regular. He got fired from his job and can’t afford me anymore. One I actually met through the website. A lot of people have solicited my services through Instagram, but only one has actually worked out. A lot of them actually want me to write about them. Isn’t that a trip?

Everybody wants to be a celebrity these days. On that note, do you think there’s a chance that the publication of your memoir could effectively shut down your business?
Yeah, it’s a fear. I was afraid of that when I put my real name out there last year, too. But the goal is to get out of this job at some point.

Has hooking hampered your ability to maintain a romantic relationship?
When I meet someone, I always tell them [what I do] up front—and they usually say they’re okay with it. But three months later, after they fall in love, it’s a problem. It happens every fucking time. For years, I’d stop hooking if I was with someone. It was hard on my finances, but that’s what I did because I loved them. But in 2012, after I broke up with my last boyfriend, I decided not to be in a relationship and to just make money for a while. At the time I figured, “How much longer can I really do this?” [laughs] But now I’m realizing I could probably do it until I’m 60.

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