309. What to write to the first woman: 7 phrases that really work

Opening a conversation on Milana.Date — a platform created specifically for real, heartfelt connections, not mindless swiping and small talk — is all about expressing your interest, warmth, and a dash of your own personality 😊. The aim is to pique interest, spark a conversation, and make her smile from the very start ✨.

💬 Here Are 7 Phrases That Really Work

Here are 7 phrases that really work, with some examples that you can use to suit your style!

1. Show You Read Her Profile 👀

Instead of "Hey 😊," consider what you noticed — she’ll appreciate the gesture!

Try: ➡️ “Hi Anna! I noticed that you are a sushi lover! What is your favorite restaurant to go to?”

➡️ “Your travel pictures are incredible! Where did you take that beach picture?”

✨ Specific details convey a sense of interest, which encourages a response.

2. Ask a Fun, Open-Ended Question 💭

Questions that require more than a "yes/no" response are gold! They give a chance for her to open up, have fun, and talk more about herself 😄.

Try: ➡️ “If you could have dinner with any three people, living or historical, who would they be?”

➡️ “You suddenly have a day off — what’s your perfect plan?”

Such presentations welcome her personality to shine ✨.

3. Provide a Playful Scenario 🎈

Little imaginative ideas are a great way to make your message different, even funny, sometimes even laughter-provoking 😄.

Try: ➡️ “Okay, let’s pretend we are planning a dream trip — what’s the first location?”

➡️ "Beach sunset, city skyline, or mountain sunrise. Choose one."

It is light, fun, and far more exciting than a simple "Hi!" 😊

4. Give a Thoughtful, Genuine Compliment 💖

Compliments are best effectively when they are perceived as genuine and particular, not generic.

Try: ➡️ “I really liked how warm and expressive your smile is — it stopped me from scrolling ⏪️”

➡️ “You look like someone who really enjoys life. That is really refreshing.”

Authenticity trumps generic phrases every time ✨.

5. Find Common Interests 🎶

So, when you see things that you are interested in together, such as music, hobbies, or even books, use them! 😊

Try: ➡️ “I also enjoy hiking – what’s the best trail that you have done?”

➡️ “You said you enjoyed Italian films — have you watched [film]?”

Interests = fast-paced conversation ⚡

6. Be Curious, Not Pushy 🌱

Good conversations feel natural, not interview-style. Be interested in her stories, not just a checkbox list.

Try: ➡️ “Your hobby sounds awesome! What got you into it?”

➡️ “That picture is a so-so photo, but what’s the story behind that?”

People really enjoy speaking about what they are passionate about.

7. Keep It Light with Humor or a Smile 😄

The presence of a dash of humor (where necessary, of course), makes your message feel welcoming and fun, not stiff.

Try: ➡️ “Okay, serious question: pancakes or waffles? This could decide our future 😄”

➡️ "Warning — I give terrible jokes. But I promise good conversation 😄"

Truly, a smile is a long way!

Send It with Confidence (and Kindness) 💌

Nota bene: Milana.Date is a website that fosters real, genuine contacts with people who are interested in speaking with, learning from, and meeting you. 💖

MilanaDate Customer

Top Tips when you Send that First Message: ✔ Make it personalized, not generic

✔ Make a question that cannot be answered with a "yes/no"

✔ Be polite, warm, and genuinely interested

✔ It should remain light and fun in the initial message

✨ Final Thought ✨

Good conversations begin with good questions—not with boring greetings. Whether your goal is to come from curiosity, charisma, or a clever story, the key is to be your thoughtful self 😊.

So, go for it, write that message, make her smile, and maybe even begin your amazing journey 💕😊

Updated on: 13/12/2025