Harlotry: How I Succeeded At Being A Sugar Baby

After showing me several pictures of his previous sugar babies, Dennis outlined the financial agreement he had used with all of them. He would pay me $50 per hour for any outings we might go on. If there was any sex, there would be a bonus of $150 for oral, $200 for intercourse. I would have preferred an allowance–and the prices for sex were much lower than my hourly rates as a prostitute–but it seemed likely that I could make as much, if not more, while expending significantly less effort. And possibly acquire some nice possessions in the bargain.

I waltzed home humming ‘Sugar Daddy’ from Hedwig and the Angry Inch. I was sure I had things made.

My first paid outing with Dennis was set for the coming Wednesday. Overjoyed to discover that I smoked, he insisted I try smoking cigars and arranged to meet me at a specialty smoking shop. I really had no interest in cigars (and I was somewhat nervous about whether the two of us could keep a conversation running) but if this was what it took to get my shopping trips and fancy restaurants, so be it.

For as long as I can remember I have looked to books for support in trying times. I grew up in a house where bookshelves lined the walls so densely that there was very little room left for pictures; as a result I see books not only as the literal object, but something that represents a certain safety and security. Even when I am fairly certain I won’t have an opportunity to read, I bring whatever I’m currently reading with me on any trip that might take a turn for the worse. This time my security blanket was Women by Charles Bukowski.

When Dennis finished buying the cigars and asked about my book, I was elated. Here was something I could talk about for hours! I wouldn’t have to answer questions about myself or my life (my two least favorite topics), I wouldn’t have to explain the absolute lack of meaning attached to my tattoos, and I wouldn’t have to hear Dennis talk to me about whatever old men think young women find interesting.

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    • Lauren

      It seems like you really hate people. I have read a few of your stories and none of them seem favorable to anyone. I guess your line of work brings out the worst in humankind, eh?

      • Cate

        I don’t hate people, but I did really dislike most of my clients. This isn’t to say that there weren’t some truly sweet, if painfully awkward guys thrown in there, but they don’t really make the best stories.
        When I started stripping I began to encounter interesting experiences that didn’t involve terrible things and people but I haven’t gotten to that part of the story yet.

    • porkchop

      I’m imagining how this might have played out if you’d been reading another book.

      • Sam

        “Hey, this Harry Potter sounds like quite a guy!”

      • Cate

        This little exchange made me laugh.

    • Sam

      I hate to say it, but I agree with Lauren’s comment below. You’re a great writer and have pretty interesting stories, but you mostly seem incredibly negative (while somehow still seeming incredibly negative about “traditional” work, as well…). I want to like you because I think you have interesting things to say about the sex industry and whatnot, but it seems like you spend so much time criticizing individuals that you have chosen to spend your time with (and received payment to do so) that everything else you discuss gets muddled.

      This isn’t me trying to be a troll or anything; I genuinely enjoy reading about sex work and your history. But once in a while in these, I just feel like I’m listening to a sixteen year old complain about her boyfriend’s gross habits yet still opts to go to prom with the guy.

      • Cate

        As I said to Lauren, I don’t really hate people but I did hate most of my clients and until I started stripping, I certainly at least disliked all the ones who made the best stories. Part of my contempt for clients is also the fact that I am painfully shy and learned from an early age that if you can convince yourself that people are below you, they cease to be scary. It wasn’t until I was about 19 that I realized what a problem this was, and it’s still something I struggle with.

        My main problem with traditional work is always that it’s just as difficult but pays less money and affords much less freedom. I only have limited experience in the service industry, but probably working as a bartender for even an hour could show how degrading it can be. I have nothing but admiration for the people who do it without killing themselves or the customers who mistreat them, but it is not for me.

    • Wray Serna

      I am going to have to disagree with both Lauren and Sam. I feel like the main reason I like reading these articles is not only that they are interesting and have a nice flow about them but that Cate is honest. Its refreshing to read something direct and sometimes amusingly brutal but also to hear about ones frustration with work and inner workings of the mind. We all get frustrated with our work, even if we love it. Reading this gives me a sense of satisfaction that there are other people in the world who muse about their work and have the ability to put their inner dialogue into writing. I find this to be comedy and satire rather than negativity. I could just go on about how great all of these are but for now I will just say that I wouldn’t change a thing about them.

    • Jamie Peck

      I love your stories! I don’t imagine most prostitutes fall in love with their clients, so I’m not sure what everyone is complaining about. You weren’t hanging out with these guys for fun, and this one in particular sounds truly cringeworthy. The oral sex part especially grossed me out. (I imagined myself in your position and literally started to twitch.) Folks also have to remember that you’re writing about your younger, brattier self here.

      • Cate

        Exactly! I was still a teenage goth, even.
        I still am not as patient as I would one day like to be, but then? Dear lord was I bratty.

    • MM

      I hope there are a few more stories coming. You’re a solid writer and I find your stories really compelling. I’ve had some friends who dabbled in sex work and I always admired (and envied, a bit) the strength of character that it takes.

    • Renee

      Loving this series. It is fascinating looking into this profession!

      Seriously wish we would legalize and license it. It would make things so much safer!

    • Sarah

      “men are so very, very fond of their balls”


    • FayFay

      I want to be a sugar baby, but this article nearly scared me out of it! My first date is tomorrow.

    • kara ni

      Any advice for a aspiring teen sugar baby. Sex is obviously out of the question and i feel i have the required common sense and maturity level to handle it. why wait till 18? Its not like once i turn 18 i’ll be any different from now?(somehow 18 is the magical number where you supposedly become an “adult”) I would just like to hear some advice because i don’t want to be naive. Also, please no rude comments or judgments, I am preparing myself for college because i don’t want too much financial stress during college and only want to focus on my studies, hopefully my dream of being a bioengineer :)