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297. Men's mistakes on dating websites: what you definitely shouldn't write to women

a man riding in a taxi, intently looking at his phone while exploring Milana.Date, showing online dating profiles and humorous examples of men's messaging mistakes with realistic colors and expressive reactions.





Thus, here is a friendly, bright-toned article to suit men using the Milana.Date dating platform โ€” because you are serious about making a good impression, and we're here to help you avoid the classic blunders. ๐Ÿ˜„๐Ÿ’Œ


๐Ÿ’– Get to Know Milana.Date

First, let's take a quick look at what Milana.Date offers to align your approach well. The website is all about meaningful connection: it promises safety, verified profiles, and international reach.

That means: the ladies on the platform expect sincerity, respect, and genuine interest โ€” not random clichรฉs or half-baked messages. So let's dig into what not to write, so you stand out for the right reasons. ๐ŸŒŸ


๐Ÿšซ Why Many Messages Fail

When you send a message on a dating site, it's because you are in competition with many others. A few phrases can immediately trigger a "thanks, but no thanks" reaction โ€” either because they feel lazy, disrespectful, too generic, or simply off-putting.

Since Milana.Date is about real connection and not just casual chat, your words count. The mistakes fall roughly into these groups:

  • Generic greetings or clichรฉs: โ€œHi beautifulโ€, โ€œHey babeโ€, โ€œYouโ€™re hotโ€ โ€“ see them a lot?
  • Too forward/too soon: Mentioning intimate details, pressuring for personal info.
  • Negativity or self-pity: โ€œIโ€™ve been so unluckyโ€, โ€œAll women do this to meโ€, etc.
  • One-sided or self-centered: Talking only about yourself (your job, your money) without showing interest in her.
  • Copy-and-paste messages: You can tell when someone is sending the same message to dozens of people.

Let's go through concrete โ€œred-flagโ€ phrases & patterns, and then what you should write instead. ๐Ÿ˜Š


โš ๏ธ Phrases of a Mistake That Scare Away Even the Most Patient Interlocutors

Here are some sample phrases you should definitely avoid, and why.


โŒ 1. โ€œHey babe, youโ€™re gorgeous. Wanna chat?โ€

Why it fails: It's generic, objectifies her appearance, and gives no sense you've read her profile or care about her beyond her looks.

Better alternative: โ€œHi [Name], I noticed your photo by the sea and your love of travel โ€” one of my favourite places is โ€ฆ How about you?โ€

โ†’ It shows you took time and invites her to talk about her. ๐Ÿ’ฌ


โŒ 2. โ€œSoโ€ฆ when can we meet in person/move to Skype?โ€

Why it fails: It's too forward, especially early on. It feels like going at a breakneck pace, almost even verging on pushy, and allows absolutely no time for any actual, good conversation.

Better option: โ€œIโ€™m enjoying our chat โ€” would you like a short video call sometime this week so we can get a better sense of each other?โ€

โ†’ Softly suggests the next step, with her comfort in mind. ๐Ÿ˜Š


โŒ 3. "I'm tired of all the girls here lying. Are you different?"

Why it fails: Puts her in the position of having to prove herself; starts with negativity and distrust.

Instead: "I'm hoping to find someone genuine here, and your profile caught my attention because you value honesty and family. What does 'genuine' mean for you?"

โ†’ Positive tone, giving her space to share her values. ๐ŸŒท


โŒ 4. โ€œHey, how much do you make a month? What about your car/home?โ€

Why it fails: Too transactional, too invasive, too early. It comes off like you're evaluating her as an asset and not as a person.

Instead try: "I see you like to cook and try out the local cuisine โ€” that's one of my favourite things too. What's your best dish, or what's your favourite food city?"

โ†’ Connects on interest, not money or status. ๐Ÿ


โŒ 5. โ€œYou look like my exโ€ฆ want to compare?โ€

Why it fails: Mentions the ex, compares her, puts weird pressure. It doesn't set the mood at all.

Instead try this: Avoid the ex talk. โ€œYour smile in that photo at the museum is great โ€” tell me more about that visit?โ€

โ†’ Keeps focus on the present and on her. ๐Ÿ˜Š


โŒ 6. โ€œOk Iโ€™ll be honest: I only joined to find someone for marriage and kids. You in?โ€

Why it fails: Can seem a bit intense or high-pressure right off the bat. Not inherently bad โ€” it's honest! โ€” but context and timing are everything. Jumping right into the big life plans can be overwhelming for people who want to get to know each other first.

Instead: "I believe in long-term potential, but I am happy to take things naturally and see where we click. What kind of relationship journey do you imagine?"

โ†’ Shows your goal but invites her view too. ๐ŸŒผ


โŒ 7. โ€œSend me your WhatsApp number and picture right now.โ€

Why it fails: Too aggressive, breaches comfort zone, removes choice.

Instead: "If you're comfortable, we could change to a short video chat here on Milana.Date so we can hear each other's voice โ€” what do you think?"

โ†’ Suggests next step, respects her pace. ๐Ÿ’ฌ


๐Ÿค” Why These Mistakes Happen

  • Because you're excited and want to stand out, but too much too soon can backfire.
  • Because you think you must lead with boldness โ€” whereas often calm interest works better.
  • Because you send the same message to many โ€” and she can sense it.
  • Because you skip reading her profile and assume all women are the same.

On Milana.Date, that assumption doesn't play well, since many women value sincerity and individuality.


๐Ÿ’ก How to Craft Messages That Do Work ๐Ÿ˜Š

Here are some friendly guidelines:

  1. Begin with something from her profile/photo โ€” show you paid attention.
  2. Keep it light, respectful and personal โ€” one short paragraph is enough at the start.
  3. Ask an open-ended question โ€” gives her a chance to respond meaningfully.
  4. Do not go deep into heavy-life topics in your first message โ€” no deep trauma, no marriage pitch. Save that for later.
  5. Be honest about your intentions, but be gentle โ€” you can say you're looking for something serious, but don't impose it.
  6. Be interested in *her* โ€” not just your story.
  7. Use a friendly tone, perhaps a smile emoji if you feel like it โ€” โ€œHi Sarah ๐Ÿ™‚ I saw you enjoy hikingโ€ฆโ€ โ€” a small touch of warmth.
  8. Be patient โ€” don't expect an instant response, don't send 5 messages in a row if she hasn't replied yet.
  9. Avoid clichรฉs and flattery overload โ€” โ€œyou're the most beautiful womanโ€ may sound unconvincing.
  10. Respect boundaries, pace, and comfort โ€” if she seems hesitant, slow down.


๐Ÿ’Œ Example of a Good First Message

Hi ๐Ÿ™‚
I came upon a photo of yours taken at the seaside and a note saying that you love sunsets and jazz; that's a cool combination.
I once visited Lisbon and enjoyed jazz under the stars. What's your favorite memory associated with sunset?I'm [Your Name] from [City]. I enjoy traveling, cooking, and getting out for a long walk on weekends. Looking forward to hearing about you.

This message:

  • References something specific in her profile โ€” seaside/interest in jazz.
  • Shares a little about you.
  • Asks an open-ended, friendly question.

Conversational: happy to chat; easy-going. ๐ŸŒž


๐ŸŒน Final Thoughts

Using Milana.Date is a great opportunity to get to know somebody far beyond the usual "Hi beautiful" messages.

By avoiding those common slip-ups above โ€” too generic, too forward, too self-focused, too negative โ€” and instead writing messages that are attentive, thoughtful, and friendly, you'll boost your chances of a meaningful connection.

Remember, the goal isn't just to be noticed, but to be interesting and respectful. And when you write like that? You'll meet someone who really wants to talk to you. ๐Ÿ’•

Happy messaging โ€” and good luck out there! ๐Ÿ˜๐ŸŒโœจ

Updated on: 13/11/2025

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