Madeline Oleery

Do you have a list of clients that you see regularly that you have formed a special bond with? Would you feel 'cheated' if they saw another girl like how hairdressers get mad at you if you get your hair cut somewhere else?

Variety is the spice of life! While I do have my regulars with whom I share a more intimate bond, I should hope that if they see another provider, she treats him well and he has a great time! Then comes running back to me to tell me all the fun he had so we can add to our encounters if he so desires.

How do you handle first-timers or those who have limited experience with escort services? What are your suggestions to such clients to make your encounter the most enjoyable?

I see a good amount of first-timers and the #1 question I get asked is "how do I know you're not a cop?" And, in case the face full of piercings and punky haircut didn't tip you off, I am not a cop or affiliated with law enforcement in any way. Second, the most important thing that I can provide is judgment free companionship. So the most important thing that YOU can provide is honesty. If you book me for a sensual massage but you actually want to spanked and scolded, you aren't going to have the amazing experience you deserve and I will have missed the opportunity to blow your goddamn mind!

How do you prefer a client to make an appointment? What information is important for you? Is screening required before the appointment?

I prefer to be emailed or texted for initial contact and to discuss the details via text. I do require a phone call verification within 2 hours of your appointment. Other than that, I don't require screening.

Do you ever get nervous before meeting a client? Is it kind of like preparing for a first date?

Every single time! I'm nervous that you're a cop, I'm nervous that I'm dressed in a way you'll find appealing, I'm nervous that you'll pull out a request that I'm unprepared for, I'm nervous that I've packed enough toys/lube/condoms, I'm nervous that you'll like me and have a great time, I'm nervous that you'll try to be sly about your donation or push my boundaries, I'm nervous that I'll get to the right address without getting lost... In some ways it is like a first date and there are other ways in which the nervousness is unique to this dynamic.

What sort of personality qualities does someone need to possess to be a successful escort?

Compassion, reserving judgement, being able to provide trauma informed care, flexibility (both literally and figuratively haha), a thick skin for rejection, a sense of humor, commitment to their work, and enjoying sex and sensuality!

What types of clients do you deny to meet? Are there any restrictions?

I don't have any blanket restrictions, preferring instead to evaluate our compatibility and my ability to fulfill your fantasies on an individual basis

What is the strangest request you have ever had from a client?

I don't parade my client's fantasies for public consumption. Those are private moments that you and I share, not to be disclosed to anyone else unless YOU choose to share the details with others.

Can you tell us a bit about your first escort job?

I was maybe 25 and I was so nervous but the gentleman and I had been speaking on the phone for about 4 hours before we realized we were both in Albuquerque. After the session, I had a drink with my best friend and remember that incredible rush of pride and elation and I knew that this would

What did you want to be when you were growing up?

Honestly? When I was 9 I told my mother I wanted to be a lawyer by day and a stripper by night.

Has being an escort changed your view of men?

Yes in juxtaposing but not diametrically opposed ways. A lot of men are so much more fragile and starving for tenderness and vulnerability than I ever knew AND some men treat women, especially adult service providers, as so much more disposable and subhuman than I would've ever feared.

How long have you been working as an escort?

I've been providing other wordly adult fantasy fulfillment since 2009.

How did you get into the escort business?

I started out as a fetish phone sex counselor in 2009, adding fetish modeling after about a year and very occasionally seeing in person clients, then in 2013 I started doing pro-domme work more regularly, and finally adding full service escort work in about 2016.

What's the best bit about being an escort?

Absolutely without a doubt, my favourite part of being an escort is fulfilling people's fantasies, especially those fantasies that they've been too embarrassed or ashamed to share with partners. I love being privvy to your innermost desires and assuring you that there is nothing wrong or dirty about your fantasies by serving up every sensual craving without judgment.

What don't you like about being an escort?

Being flaked on, time wasters, our punitive carceral system that targets consenting adults.

How often do you work per week?

As often as I can!

What are your turn-offs?

Bigotry, rudeness, bad manners. My hard boundaries include anyone under 18, any kind of non human animal, vomit, some elements of scatalogical play, any "uncovered " or BB penetration, leaving lasting marks, and receiving choking. I reserve the right to say no to anything at any time but I'm a damn good sport, adventurous as hell, and delightfully switchy.

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