The Do's and Don'ts of Hiring an Escort in Milan

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The Do's and Don'ts of Hiring an Escort in Milan

There’s no sugarcoating it: hiring an escort in Milan is a sensitive topic. People search for it for all kinds of reasons - loneliness, curiosity, celebration, or just a need for companionship. But if you’re thinking about it, you need to know what actually works, what’s dangerous, and what could land you in serious trouble. This isn’t about romance novels or Hollywood fantasies. It’s about real people, real risks, and real laws in a city that takes its rules seriously.

What’s Legal and What’s Not

In Italy, prostitution itself isn’t illegal. But any form of organized activity around it - like brothels, advertising, or third-party agencies - is. That means if someone says they’re a "private companion" or "independent escort," they’re trying to stay within the law. But if they’re working out of an apartment you can book online, or they have a website with photos and prices, they’re breaking it. The police don’t arrest the client for paying, but they will shut down the operation, and you could get caught in the crossfire.

There’s a difference between someone offering companionship for dinner and a night out, and someone who clearly advertises sexual services. The line is thin, and the cops know it. If you’re being asked for cash upfront or shown a menu of services, walk away. That’s not discretion - that’s a red flag.

Do: Research Through Trusted Networks

The safest way to find someone is through word of mouth. Not on Reddit. Not on random forums. But through people you actually trust - expats who’ve lived in Milan for years, or locals who’ve been around long enough to know who’s reliable. These aren’t people who post on Instagram or Telegram. They’re quiet, careful, and don’t talk about it unless you ask directly.

One woman I spoke with - a British expat who’s been in Milan for 12 years - said she only ever used one person, recommended by a friend. That person had been vetted over years. No photos, no website, no profile. Just a phone number and a code word. That’s the standard. If you’re being asked to fill out a form, upload ID, or pay via PayPal, that’s not how this works. Real discretion means no digital trail.

Don’t: Use Apps or Websites

There are dozens of sites that claim to connect you with "escorts" in Milan. They look professional. They have testimonials. They even have security badges. But here’s the truth: every single one of them is either a scam or a trap. Some steal your money. Others record your payment info and threaten to expose you. Others are set up by police sting operations.

In 2024, Milan police arrested 17 people running fake escort services. Most of them were targeting foreign tourists. The victims paid €500-€1,000 and never saw the person. Others were lured to apartments where they were robbed or filmed. You can’t Google your way out of this. The internet is the biggest risk you’ll face.

Do: Meet in Public First

If you’ve been referred to someone, insist on meeting in a public place before anything else. A café in Brera, a bar near the Duomo, or even a quiet corner of the Galleria Vittorio Emanuele II. No private homes. No hotel rooms. Not even a car. You’re not hiring a taxi - you’re meeting someone you don’t know. Treat it like a first date.

Bring your own transport. Don’t let them pick you up. Don’t give them your address. Don’t let them know where you’re staying. If they push for privacy too soon, that’s your cue to leave. A professional escort doesn’t rush. They’re calm, confident, and let you set the pace.

An abandoned notebook with a handwritten phone number in a rainy Milan alley, under a single streetlamp, evoking secrecy.

Don’t: Pay in Advance

Any request for payment before you meet is a scam. Period. Even if they say it’s "to secure the booking" or "for transportation." That’s not how this works. Real independent companions don’t need upfront cash. They make their money from the time spent, not from deposits.

Some people try to justify it by saying, "They’re expensive, so they need to be sure." But if they’re truly professional, they don’t need your money to trust you. They need your respect. And if they’re asking for cash before you’ve even shaken hands, they’re not interested in you - they’re interested in your wallet.

Do: Be Clear About Boundaries

Before you even get to a private setting, have a quiet, honest conversation. What are you looking for? What are they comfortable with? This isn’t a negotiation. It’s a mutual agreement. If you’re not clear, you’re asking for trouble.

One man told me he assumed "companionship" meant sex. The woman assumed it meant dinner and conversation. He left angry. She left upset. Neither got what they wanted. That’s why it matters. Say it out loud: "I’m looking for company, not sex." Or, "I’d like to be intimate, but only if you’re okay with that." No guessing. No assumptions.

Don’t: Expect Emotional Connection

Some people go in hoping for intimacy, romance, or emotional support. That’s not what this is. An escort is not a therapist. Not a friend. Not a soulmate. They’re there to provide company, conversation, or physical comfort - on a professional basis. If you’re looking for love, you’re in the wrong place.

One client I spoke with cried when he realized the woman he’d been seeing for three weeks didn’t know his real name. He thought she cared. She was polite. She listened. But she had 12 other clients that week. She didn’t remember his favorite coffee. She remembered his payment method. That’s the job.

Two hands on a marble countertop—one placing money, the other leaving it untouched—symbolizing mutual respect in Milan.

Do: Respect the Person

They’re not a service. They’re not a fantasy. They’re a human being with a life, a history, and boundaries. Don’t ask personal questions. Don’t pressure them. Don’t try to be charming or manipulative. Don’t make jokes about their work. Don’t try to "save" them. Don’t assume they’re desperate.

One woman told me she used to work in fashion. She got laid off during the pandemic and started escorting to pay rent. She didn’t hate it. She didn’t love it. She did it because it paid well and gave her control. She didn’t want your pity. She wanted to be treated like an adult.

Don’t: Forget the Risks

You think you’re safe because you’re careful. But crime doesn’t care about your intentions. There’s a rise in fake escorts, blackmail schemes, and drug-fueled traps targeting foreigners. In 2025, Milan saw a 40% increase in reports of tourists being drugged after meeting someone online.

Always tell someone where you’re going. Carry a phone with full battery. Don’t drink too much. Don’t let them take your phone. If something feels off - even a little - leave. No ego. No pride. Just go.

Do: Know Your Rights

If something goes wrong - if you’re robbed, threatened, or assaulted - you have rights. Call 112. Don’t worry about being arrested. The police will prioritize your safety. They’re not there to punish you for hiring someone. They’re there to stop criminals. You’re not the problem. The person who took your money or threatened you is.

There’s no shame in reporting. Many people do. And it helps others avoid the same trap. You’re not a criminal for seeking companionship. You’re smart for recognizing danger.

Final Thought

Hiring an escort in Milan isn’t glamorous. It’s not romantic. It’s not something you brag about. It’s a transaction, plain and simple. And like any transaction, it comes with rules. Follow them. Respect the boundaries. Protect yourself. And remember: the best outcome isn’t the one you planned. It’s the one where you walk away safe, sober, and without regret.

Is it legal to hire an escort in Milan?

Yes, paying for companionship is not illegal in Italy. However, any form of organized prostitution - including advertising, booking platforms, or brothels - is against the law. Independent individuals can offer companionship services, but they cannot operate as businesses. If someone has a website, social media profile, or charges upfront, they’re likely breaking the law - and you could be at risk.

Can I get arrested for hiring an escort?

No, clients are not typically arrested for paying for companionship. Italian law targets operators - not customers. But if you’re involved in a scam, drug incident, or criminal activity, you could be questioned or detained. Police may also use your case to investigate the person you hired. Stay clear of anything that feels illegal, and you’ll stay out of trouble.

How do I know if someone is real and not a scam?

Real escorts don’t advertise online. They rely on word-of-mouth referrals. If they have photos, prices, or booking forms, it’s a scam. Look for someone who insists on meeting in public first, doesn’t ask for payment upfront, and avoids digital communication. Ask for a reference from someone you trust. If they hesitate or seem evasive, walk away.

What should I do if I’m scammed or robbed?

Call 112 immediately. Don’t try to handle it yourself. Report the incident to police - even if you’re embarrassed. They’re trained to handle these situations and will focus on catching the criminal, not punishing you. Keep your receipt, messages, or any evidence. It helps them build a case. You’re not alone - many tourists face this, and reporting helps protect others.

Are there safe alternatives to hiring an escort in Milan?

Yes. Milan has many social spaces where you can meet people naturally - language exchange meetups, cultural events, art galleries, or even solo dining at local trattorias. Apps like Meetup or Bumble BFF help you connect with locals without pressure. If you’re feeling lonely, try building real connections instead of paying for them. The city is full of people who want to talk, share, and connect.