New to this corner of the internet?

Don’t worry, I got you covered.

I’m so thrilled you’ve found your way here! Whether you’re new to booking companions or just new to me (and what a treat that is 😉), I’ve got all the best tips to help you out. It can feel like a lot at first, but I’m here to make this as smooth, fun, and exciting as possible. So, let’s get into the basics, shall we?

New to Booking a Companion? No Problem!

I know it might feel a little daunting stepping into this world for the first time, but trust me, it’s simpler than it seems. Whether this is your first time seeking a luxury companion (hi, Hailey here!) or you're just curious about how it all works, I’ve laid everything out for you. So, grab a drink, settle in, and let me guide you through this exciting new experience.

How do you know I’m real?

In this day and age, I get why it’s important to be cautious. But let me assure you, I’m as real as it gets.

For starters, I maintain a professional website (this one!), a lovely presence on social media, and I have industry colleagues who can vouch for me. Not to mention, my photos are accurate and minimally edited, so what you see is what you’ll get. That’s me in all my brunette glory—legs, laughs, and all. I’m not hiding behind smoke and mirrors, I promise.

However, while you’re able to see and read plenty about me, I know nothing about you just yet. This is where screening comes in to help ensure that both of us are comfortable and safe when we meet.

What is Screening and How Does It Work?

Screening is just a simple way for me to verify who you are. It helps build trust, sets the right tone, and ensures we’re a good match. Here's how it works:

When you're ready to meet me (I know you are!), just send me an email at hello@hailey-madison.com with the following details:

  • Your full name and cell phone number (no burner numbers, please). Don’t worry, I won’t contact you unless you specifically ask me to. Discretion is always a priority.

  • References from 2-3 independent companions you’ve seen in the last 12 months. Please include their websites and email addresses. I don’t accept agency references, as they usually can’t provide the details I need to make sure you're who you say you are.

  • No references? No worries! In that case, I ask for an email sent from your work email to my private, unlisted address, along with a link to your LinkedIn profile.

  • If you can’t provide references or an employment check, I will need a picture of your government-issued photo ID and a selfie holding your government-issued photo ID.

I know this may sound like a lot, but trust me, it’s all for our mutual safety and peace of mind. Plus, once we get this formality out of the way, we can focus on the fun part—our date!

How to Correspond with Me

Think of this like chatting on a high-end dating app. Keep things respectful and charming, just like you would if you were planning a fabulous evening out with someone special. Avoid any vulgar language, acronyms, or euphemisms—it’s not a good look, and will immediately put an end to our correspondence.

If you don’t hear from me within 24 hours, check your spam folder (you’d be surprised where those emails end up!). Feel free to bump your message politely, and I’ll get back to you as soon as I can.

Your Information Stays Safe

Rest assured, all the information you provide me is handled with the utmost discretion. I don’t judge or pry into your personal life. I simply use this to ensure both of us are safe and comfortable. Your privacy is everything to me.

I welcome friends of all kinds, regardless of age (21+), race, ethnicity, nationality, size, religion, ability, gender identity, or background. If you’re respectful, polite, and ready for a fabulous time, you’re already in my good graces.

Want to Make Our Time Extra Special?

Here’s How!

If you want our date to be one for the books, here are a few things you should keep in mind:

  • Plan ahead! I almost never accept same-day or last-minute dates unless we’ve already met before. A 24-hour notice is the sweet spot for arranging our time together, but feel free to screen well in advance if spontaneity is your thing. The earlier we get everything squared away, the smoother things will go!

  • Hygiene is essential. I’m big on cleanliness, and I expect you to be, too. If I’m hosting, there will be a shower and toiletries available for your use upon arrival. If I’m meeting you at your place or a hotel, make sure you’ve showered within the last hour or feel free to freshen up when I get there. Clean, confident, and sexy—that’s how I like it.

  • Be on time! Our date begins at the agreed-upon time, not when you arrive. So please plan ahead and show up on time. I value punctuality as much as I do charm.

  • The Patronage. When it comes to my patronage, please leave it in an unsealed envelope in clear view upon arrival. No awkward exchanges, no need for me to ask. You can always excuse yourself to the bathroom after placing it down to freshen up. Discreet, darling.

  • Public meetings? If we’re meeting somewhere out and about, you can slip the envelope into a gift bag or a book to hand to me. I’ll excuse myself for a quick verification, and then we’ll get back to enjoying our time together.

  • Longer dates? Oh, I just love an extended date! If we’re spending 3 hours or more together, let’s not spend the whole time cooped up inside. Whether it’s dining at a Michelin-starred restaurant or catching a show, I’m meant to be shown off. Let's make the most of our time!

  • I value discretion and privacy highly, just as you do. I kindly ask that you do not leave any online reviews or forum comments about our time together.

Patronage Etiquette

How Should Payment Be Handled?

Payment etiquette is a common question for first-timers, so let’s make this simple. For our time together, I ask that you leave my patronage in an unsealed envelope (cash only!) in plain view at the start of our date. We can chat for a little, and then you may excuse yourself to the bathroom to freshen up. This keeps the exchange smooth, allowing us to focus entirely on our time together without any interruptions.

If we’re meeting in public, just slip it into a small gift bag or book—classy and subtle, just how we like it. Please avoid handing the envelope directly to me to maintain discretion.

What to Expect During Our Date

What Happens on a Date?

I know you may have some butterflies if this is your first time, but rest assured, it’s my job to put you at ease. Whether it’s enjoying a glass of wine, having an elegant dinner, or indulging in conversation that’s equal parts playful and seductive, our time together will flow effortlessly.

I’m here to ensure we both have a relaxed, fun time. I love getting to know the person I’m with, so think of our date as less of a transaction and more of a luxurious experience. Whether we’re exploring the city or savoring a quiet moment in a cozy nook, you’ll find I’m as easygoing as I am engaging.

Etiquette & Respect During Your Companion Date

How Can You Ensure We Both Have a Great Time?

Respect and kindness go a long way. Treat our time together as a date where mutual respect and enjoyment are the goals. I pride myself on making you feel comfortable, and I love when that energy is reciprocated. Let’s keep things light, playful, and sensual—I promise you’ll walk away with a smile.

Traveling with Me

Planning a trip? Lucky you—I’m the ultimate travel companion! Petite, discreet, and always ready for an adventure. Whether it’s a weekend getaway or an international escape, we’ll make memories you won’t soon forget. But let’s make sure we have everything set in place first:

  • For trips along the East Coast, I require a 4-hour minimum booking. If I can travel by train, even better.

  • For anywhere else within the contiguous U.S., my minimum booking is 6 hours.

  • International trips? Now we’re talking! I ask for a 24-hour minimum so we can truly make the most of it.

Oh, and please note that I require first or business class travel. My legs are simply too long for coach—believe me. And babe, don’t forget I need my beauty sleep, so at least 8 hours of shut-eye per night is a must.

Final Thoughts: Relax and Enjoy

The most important thing is for both of us to relax and have fun. I’m here to make sure our time together is light, carefree, and filled with laughter. From the moment we meet to the second we part, I want to leave you with memories that’ll keep you smiling.

Ready to meet? You can reach me at the hello@hailey-madison.com or reservation form provided on my Contact page. Let’s make something magical happen, shall we? Wink.

What do you think? Have I covered everything? Or are you ready to dive into an unforgettable adventure with me?

📧 Make your first move: hello@hailey-madison.com

Xo, HM ✨

Do's and Don'ts for Booking a Luxury Companion

Do's:

  • Do communicate respectfully – Approach me like you would anyone you're excited to meet. Gentlemen (and women!) win hearts with charm.

  • Do read my website – Familiarizing yourself with my policies, rates, and availability ensures everything goes smoothly.

  • Do be respectful of my time – Whether in terms of punctuality or how we interact, respect goes both ways and guarantees a fantastic experience.

  • Do maintain confidentiality – Discretion is key, and I expect the same level of privacy that you do.

Don’ts:

  • Don’t discuss explicit details in your communications. It’s not necessary and is a major mood killer.

  • Don’t assume last-minute availability – My schedule fills up quickly, and I take pride in curating each date thoughtfully. Planning ahead ensures we both get the best experience.

Common Misconceptions About Booking a Companion

Is It Okay to Be Nervous?

Of course! Many people feel a bit nervous, especially if this is your first time. But don’t worry, I’m great at melting those jitters away with my warmth and sense of humor. After a few moments together, I promise you’ll feel relaxed, and we’ll be in sync before you know it.

Am I Going to Be Judged?

Absolutely not. I don’t judge anyone for seeking a companion. Whether you’re looking for connection, adventure, or someone to share in an extraordinary experience, I’m here for you. My aim is to create a comfortable, welcoming environment where you can just be yourself.