Am I Normal? – High Class Escort

Photos of Madeline by Stacey Mark

Madeline is a 23-year-old prostitute. She’s been selling sex for more than two years, primarily sleeping with men she meets through sugar daddy websites. She talked to me about her life fucking Saudi princes, paid orgies, and the truth about men who pay for sex.

So how long have you been fucking people for money?
Madeline: Since I was 20. For a long time before that I’d had a prostitution fetish. I was living in London at the time, working as a nanny, and basically I crashed the family’s car. So I was looking on Craigslist for babysitting gigs to make extra cash to help them pay for it, and I noticed there were a few ads from older men looking for a “rendezvous.” Most of them were like sixty years old, but there was one guy who was 32 and offering £500 for an hour, so I emailed him and was like, “I’ve never done anything like this before, I have no idea if I’m even capable, but I’m interested.”

He was very polite and eased me through the whole thing. I asked him a million questions—literally down to “Do I have to act into you?” He just made me feel really comfortable. So I went through with it and I really, really liked it.

You just went and fucked him at his house or something?
No, we got a hotel. But basically after that I knew I could psychologically handle having sex for money–it wasn’t just a fantasy anymore. And then I came across an article about sugar daddy websites, and so I made a profile on one of the sites, just to see if the daddies were only looking for supermodel types, and I got loads to replies. That was more than two years ago, and I’ve been doing it ever since.

So you see sugar daddies, and you also work for an escort agency, right?
Yeah, but I only do the agency when I’m low on cash, because it’s a sure thing, and I know I can definitely make a certain amount in a night. Working for the agency is more standard prostitution–you’re given a driver/bodyguard who drives you around the city in a black car, and you see multiple clients in a row, who are all pre-booked for you by the Madam. But I’d much rather see an SD. It’s classier and more fun.

So what types of guys do you meet through sugar daddy sites and what do they want from you?
There’s generally two types of guys—I’ve nicknamed them. There’s the ‘Bleeding Heart,’ and the ‘Contract Sugar Daddy.’ The ‘Bleeding Heart’ actually thinks he’s in a relationship with you and wants you to generally be attracted to him, and wants to spend time together and for you to have sex with him. Those types are always like, “I’m always really generous with my girlfriends so I don’t see why this is any different. I would take care of you anyway, so the fact that we met on this site doesn’t make a difference for me,” sort of thing. Sometimes they even want you not to see other people. And the Contract Sugar Daddies are more business about it, and pay you a set fee each time they see you, or give you an “allowance” of a set amount each month.

So with the Bleeding Heart types do you have to “act” a bit more?
Yeah, you need to cuddle, you need to sleep over.

You sleep over? Eww.
I know it’s really awful, I hate doing it. I can’t sleep! But I tried the whole, “I can’t sleep over, I don’t sleep well” thing, but sometimes they won’t call you back if you don’t. I feel like I’ve missed out on some opportunities by not sleeping over. I’m thinking of investing in sleeping aids.

I feel like I’d be scared the guy would murder me in my sleep.
I think by the time you’ve been comfortable enough to lock yourself in a room with someone and get naked, you’ve committed. And by the way, guys you meet in bars for one-night-stands can murder you in your sleep too! I’d rather not sleep over, but if it means getting a more reliable SD then I’ll do it.

So have you ever met an SD who you were legitimately into?
Definitely. There was this one guy who was a Saudi prince. He flew me to Paris first-class and put me in a five star hotel. When I got there, there were four dozen roses and a bottle of Dom Perignon from my birth year. And at that point I hadn’t even talked to him on the phone, we had just emailed and sent pictures. When I finally saw him in person I was nervous because he was so good looking. He looked like Aladdin. His deal was that he wanted to meet me in Paris once every other month and he would give me 30 grand over a six month period.

That’s crazy. So what happened?
We had dinner and then went up to the room and fucked a couple of times. I was really into it but he was kind of insecure like, “I know I’m good but I’m not that good.” I felt like I had hit the jackpot.

So did the 6 months deal pan out?
Well, no. What happened was that he gave me five grand on the first night, and the next morning he went to Cannes to do renovations on a house. So I just stayed in Paris, and he was like, “Charge everything to the hotel and I’ll take care of it,” so I invited friends over and we would just order room service and watch TV and jump on the bed. But after a few days, when he still wasn’t back, I got an email saying, “I’m sorry darling, this is my first transgression against my wife and I don’t feel good about it.” It was totally fair enough, but it sucked as well!

So do you have a reliable SD now?
I’ve been seeing a lot of this one guy who runs a fashion company. He wants to dress me up as his doll and put me in high fashion shit, so that’s cool. He’s really fun to hang out with, and actually sort of has a gay vibe. He texted me today with a plan for our next date saying, “We’ll go to the spa and get mani/pedis and then we’ll go home and have sex and then we’ll go shopping and get you all dressed up and then we’ll go to Book of Mormon and then we’ll go to a fabulous dinner.” LOL. Like, can’t complain there!

But you “date” more than one SD at once, right?
When I first signed up I was really ‘girl next door’ about it and would only talk to one person at a time. But you kill so much time that way. It’s not like I’m trying to have five guys at once–I’m too lazy for that. Ideally I would just have one reliable guy. But these guys are so unpredictable and flaky. Like for example I had this one guy who was amazing. We met a total of four times and we never had sex–we’d just have dinner or get drinks–but every time we met he’d give me a thousand dollars in an envelope.

Wait, why didn’t you have sex?
Because he did but he was, like, getting to know me or whatever.

Yeah. So the first meeting we just met for drinks and then he had to go back to work, but he handed me an envelope. The standard for a non-sex meeting is usually around $200 to $250. I’m not saying the majority of guys do that, but if they want to show you that they’re serious about being a sugar daddy, and that they’re capable, they usually give you a gift. So anyway that’s what I expected, and then I looked in the envelope and saw a grand and was like OMG.

That’s insane. Was he good looking?
Yeah! He was really cute. He wasn’t my type but he was like 35, 6’2, blond hair, Tom Ford suit, nice glasses. He was totally someone I could take out and not be embarrassed by. He wasn’t “cool,” like he doesn’t work at Vice or whatever, but he was fine.

He wasn’t alt.
Defs not alt. But I was really pumped on it going somewhere. So we went on four dates and every time it was a thousand dollars, and then on the last date we made out and he was like, “I’m really happy I met you,” but then I just never heard from him again.

That’s so weird. Do you think he found another girl?
Who knows. That’s what I mean, these guys are so flaky. Maybe he was married. If he found another girl that would have been totally fine. The thing about these kinds of relationships is that they’re so direct and honest–you’re basically a commodity, so guys can just tell you if they don’t want to see you anymore and it’s not a big deal–which is why I was so confused when he disappeared with no explanation at all.

This seems like it’s a huge part of your life. To what extent do you keep it a secret? Do your friends and parents know what you do?
Most of my friends do. I have no filter! Especially when I’m blacked-out, lol. I always end up telling most of the guys I’m dating in my “real life” about my job too, which is probably why I haven’t had a boyfriend in a couple years. I would really like to find someone to date who didn’t mind my work though, and for the right person I would probably be willing to work less. Also, my parents know what I do because my sister told them. Afterward I got a call from my dad. He literally said, “Hey honey, I heard you’re turning tricks.”

Oh god.
Well, they care, but they’re hippies, so they’re sort of ok with it. Once my dad was really low on cash and struggling to pay his bills, and I was home visiting him and felt really bad. So I went on the site and this guy was offering me $1,000 for a blow job, so he picked me up and I sucked him off and was back like 30 min later, and just handed my dad the cash. He started crying actually, he couldn’t really deal. But he was also like, “What the fuck, you were only gone half an hour!” He could NOT believe anyone would pay me that much. I was like, “Uhh… Dad, that’s actually weirdly insulting.”

That’s so awkward, we need to move on. So do you ever sleep with other escorts, like in an American Psycho threesome sort of way, but without the chainsaw?
Yeah, actually I have one client who only sleeps with more than woman at a time, so with him I only do threesomes. He always brings the other girl and gives us each $700, and the whole thing takes about an hour. He’s so sweet, I love him. He grew up in a really poor family, so it’s a rags to riches story.

Do you like the threesomes?
Well threesomes are cool because you only have to do half the work. But there’s a bit more pressure, especially because I never know what the other girl’s going to look like, and I’m always nervous she’s going to hate me. I have more confidence with wooing men than I do women. I can’t tell if a girl is thinking, “I can’t wait for this to be over.” I guess it’s an insecurity thing.

Do clients ever want you to do really kinky shit?
I recently had this one client who’s an amazing German guy, early thirties, top lawyer in his field, speaks five languages, and he was staying at the Ritz and we would go for really nice dinners. The sex with him was really weird and perverted and hot. He’s really into lactation. He was like, “You might be a little young but maybe three years from now, if you work on it and milk your tits, you’ll be able to lactate.” And he’d always be working my tits. One time he was lying in bed, completely naked with a boner and a pillow on top of his face, and he was like, “This is my newest fetish,” and I got on top of him and was fucking him while suffocating him. It was just fun, adventurous, interesting sex.

But I’m semi confused because for the guys it’s like—you’re good-looking, you’re successful, you’re rich, so why can’t you just fuck someone without having to pay them? Are they just awful people?
No, they’re usually fine. They’re just too busy. And they have standards. It’s hard to just meet someone at a bar who’s hot and smart and who you can have an interesting conversation with, who also wants to fuck you on the first night.

And they know they will find hot and smart girls on an SD site?
Well they can read your profile. If your profile is written well and witty and your photos are hot, that’s a good start.

So how much money do you make per month?
It’s so month-to-month. But I had one arrangement that was 7.5K a month just from one guy.

Really? Do you have a huge savings?
No, I have zero savings! You think it’s so much money until you have it. I think my biggest problem was that I felt almost guilty about how much money I had, since my friends are obviously all young and poor, so I would just pay for everything. Also I had just moved to New York so I was going out every night until 4am, and basically paying for everyone. And my apartment was $2350 a month. That was part of the deal–he was married so he wanted me to have my own place and he asked that it be within four stops of Grand Central.

How long did that arrangement last?
Four months, and he told me it would last that long right from the beginning, which was cool.

So has whoredom been a pretty positive experience throughout, or has there ever been times when you felt used or in danger or whatev?
That’s so subjective, if you’re asking me that versus another sugar baby, you’re going to get very different answers. One of my closest friends signed up and was getting slimy messages and was not really into it, but it takes a lot for me to be shocked or grossed out. Also I sort of get off on the riskiness of it. I genuinely love my job.

Would there be a reason that you would say no to sleeping with a client?
No. The only time I walked out of a meeting was when an agency sent me somewhere really shady–like a drug den, and not the baller swag type of drug den.

Do you have personal rules for yourself?
Always use condoms, I always meet SDs in public before going to their houses.

What would you say is the best part of the job, besides the money?
You get to meet people outside of your social circle, which I like. And also this job has led me to discover that there is a silver lining to everyone. There are guys I go on dates with who in “real life” I wouldn’t look twice at, but when I’m forced to sit down and talk to them, I always find something endearing about their personality. Like maybe the guy know tons about the soil in Argentina and how it affects the climate… I can get down with that, I can take home some trivia.

So basically being a whore makes you rich and smart.
Totally. Or at least I know way more about the stock market than most 23-year-old girls living in Williamsburg.



31 Replies to “Am I Normal? – High Class Escort”

  1. what sugar daddy sites does she use to meet these guys? i would totally love to get in on this. i have enough casual sex for free that getting paid for it seems like a brilliant idea. also, any advice for someone looking to get into this in mexico? i know that sounds freaky as fuck but i’m in a good spot with tons of rich guys, so something must exist…

  2. I have been considering the Sugar Baby route for some time now. I still have questions concerning safety….

  3. Interesting. I also did this for a living and enjoyed the many perks. This isn’t even over-glamorization.. But I will say it’s rare to find someone who is so successful.

  4. I think it’s disgusting that you are trying to glamorize something that is clearly both sickening and sad. It’s not “feminist” to be used by men like a commodity. Imagine if this was a relative of yours, or you daughter, for that matter.

    1. Feminism is about choice. If this woman chooses to go and have consensual sex for money and is happy doing it then really, as a feminist, can you judge her? You could see it from the point of view that she’s being used as a commodity, but really, it’s more of a mutual understanding. They have sex with her because they think shes sexy and intelligent, and she has sex with them to pay the rent. You can’t really define it in the normal conventions of relationships, it’s not about relationships, it’s about business.

      Obviously this line of work is up for debate in feminist circles, but from the interview she seems to genuinely enjoy her job so isn’t it harsher on your part to try and shame her? And it’s not like she’s doing it in the public eye, glamorizing the job for young girls. Sure there’s this interview, but the general public does not read slutever, you know the kind of content this blog subscribes to.

      On another note, I really enjoyed this interview :)

      1. Thats like the dead end answer: choice. Why do you think her dad wept? Because he was so proud of her that she made a choice? Oh and btw, that time she did it to help out with money, and the desire to get it as quick as possible. This article is interesting and its what Karley likes to show to us: women who make choices in the sex industry, who seem confident and independent. But it would be more diverse – and also healthy for younger eager readers who read slutever like their daily guru newspaper – to show readers the different sides of the sex industry – not only the red lipstick superwoman type of thing. How many o the prostitutes out there are like Madeline? Im not tellin Karley what to do- she can do as she pleases – but I personally would be still interested in other real life stories by those who have had negative experiences that they might want to share. What do you think karley? This is coming from someone who has worked in this industry as well- not as a prostitute- and it has really affected me badly.

        1. i would also like to hear about the other side. as mentioned previously, its quite rare to find someone so successful in that industry, and interviews like this (however good it was to read) really glamorize prostitution – just look at the people commenting that they are thinking of trying it.

  5. The article is quite interesting…in italy we call it the oldest job in the world.
    But sadly, claiming that you have a prostitution fetish doesn’t make you any less of a prostitute. Beside that, I think that giving away your intimity for money can kill your soul and affect your future relationship..few things set so clearly your prorities like putting the dollars ahead of the most intimate and profund bodily interaction..I guess this is why high end prostitutes are so well paid

  6. Caroline its painfully clear that you don’t know the meaning of feminism.

    You are ‘that’ annoying person who twists the definition of words to suit themselves.

    Anyway, she is a consenting adult having sex with another consenting adult who pays her. Don’t see the issue here. If you don’t agree with escorting, don’t do it? But leave people be.

    Great interview.

  7. Interesting interview but personally, I wouldnt want to date her, knowing that her pussy was fucked several times by probably not so hot older disgusting men (not surprised they hardly get mentioned in the article, just the ‘princes’ and handsome men, while the majority of them are probably creepy old geezers) – I would stay well away from her pussy. Not surprised she aint got a boyfriend. Just shows (thank whoever) that prostitution hasnt become normalized and hopefully never will.

    1. You’re quite the misogynist, aren’t you?

      “I wouldn’t want to date her, knowing that her pussy was fucked several times by…”

      Why would you even care, despite insecurity on your part? Honestly interested here..

  8. After this I went and registered on a SD website just out of curiosity. My, there are alot of short men looking for small skinny girls……

  9. Maybe you should give it a try to contact Colin from Secret Garden again…. What happened anyway? Did he reply and is he still friends with you on FB?

    More posts again from you karley, I hope xxxxx

  10. Really great article Karley, I felt like you gave a balanced view of prostitution. Prostitution is nearly always represented in two ways, either they’re a victim or they’re really business savvy and totally in control. You showed that the reality is more complex, just like anything else in life!

  11. reading this made me sad more than anything, you don’t even have to read between the lines she spells it all out by glamorizing the 5 star hotels, room service, and money she makes but ultimately spends. about the only glimpse into emotional truth here is the bit where she’s describing riding around in the car servicing multiple men a night. life is never like a movie, movies are condensed fragments, the best and worst – life is more about the space inbetween those spikes, when she talks about the Prince, or the or the other handsome guys she’s leaving out the 95% of the in-between experiences, just fucking average or dumpy men for non glamorous money. sort of like placing a turd in a chanel box and just focusing on the wrapping.

    anybody that has the money can have her, give her enough and she’ll spend the night, blogging about it, and peeing on people, creating slutever sites has somehow become ‘alt’ – just focus on the alt-glamour, the ‘experience’ and it’s all alt-cool. you’re in charge (pump pump pump). give me the money.

    in the end she sums it up for us – two years in the business, hundreds of men that ultimately didn’t want her, the inevitable ticking clock, and she’s flat broke.

  12. I’ve been an internet prostitute, and have found it both fun/exciting and soul crushing. It’s amazing that I did nothing to get/deserve having a pussy, but it has made me so much money and that’s pretty cool. But it can be complicated….

  13. I enjoyed this interview, and yes, I agree, the sex industry is very diverse and all the voices ought to be heard. I am an escort, and I have had mostly positive experiences, but some negative/difficult experiences too. It is a tough job at times, and the stigma is intense. I would be willing to be interviewed, my story, with its positive and negatives, neither vilifies nor glamorizes the industry.

  14. This is funny. I also have a fetish with prostitution and spend a lot of money on my sugar baby. Most people wouldn’t understand how honest this type of relationships could be. Not to talk about fun. They are purely fun, relaxed, and a win-win in all senses. Of course, if you have the money.

  15. In the end of your life you will pay. All these things you do to your family for
    money. One must stop before it is too late. If you do this for a year you can recover or even 6 or 7 but the
    longer you do this you will have a problem. Go set up a place where you just kiss men. Or get yourself a job.
    Love Jack

  16. Really enjoyed the interview.. I as well have been an internt prostitute for a year now and it has its ups and downs. Different people can handle different things. Thanks for posting!

Leave a Reply

Your email address will not be published. Required fields are marked *