Articles on: Dating Blog

19. Most Insulting Questions On Online Dating Sites

a man at a bar, sipping a drink while looking at his phone, exploring online dating through Milana.Date with a desk setup featuring selection tools and online profile images, reflecting the most insulting questions on dating sites.

Online dating can be both exciting and daunting. We here at MilanaDate want your experience of seeking genuine connections to be as smooth and enjoyable as possible. However, we understand that occasionally there are queries or comments that throw a monkey wrench into the mix. 🛑🔧

Let’s take a closer look at some of the most common culprits and how to graciously reply. 😏💬


1. "Why are you still single?"



While innocuous-appearing, this statement is actually a possible implication of defectiveness due to singleness. Instead of asking about past relationship status, it's more beneficial to ask about shared interests and future intentions.

💡 As etiquette consultant Jules Hirst suggests, "try asking about their life experiences and what led them to where they are today."

2. "You don't look your age."



Meant as a compliment, this comment may unintentionally imply preconceptions regarding age and looks. More complimentary would be to admire the person's vitality or enthusiasm for life, regardless of age.

💡 Hirst recommends that such a comment can "come off as rude by implying there are normal looks for certain ages."

3. "You're too pretty to be on a dating site."



While meant to be complimentary, this comment implies that online dating is only for unattractive people, which is definitely not the case. In today's era, people of all types make use of dating platforms to find meaningful relationships.

✔️ Instead of this, express genuine interest in the person's profile or shared interests. 😊

4. "I generally don’t date people who…"



Starting a conversation by highlighting exceptions to your dating life can be off-putting. It suggests the person is an exception rather than an exceptional individual.

✔️ Instead, highlight the amazing traits that drew you to them, without referencing past dating behaviors.

5. "How often do you exercise?"



Fitness-related questions may be seen as coded inquiries about appearance. These questions can be uncomfortable, especially at the start of the conversation.

💡 It’s more fun to discuss shared hobbies or activities that bring you joy!

6. "What are your body-type preferences for your mate?"



Focusing on physical preferences reduces individuals to just their looks, ignoring their personality and depth.

✔️ Building connections based on values and interests leads to deeper and more fulfilling relationships. 💕

7. "You're so much smarter than my ex."



Comparing someone to an ex-partner—even in a positive way—is a 🚩 red flag. Not only does it bring up old relationships too soon, but it also creates an uncomfortable atmosphere.

✔️ The golden rule: Focus on the present, not the past!

8. "I bet I can guess your type."



Making assumptions about someone's preferences can sound presumptuous and even annoying. 🤨

✔️ It's more polite to let people share about themselves at their own pace—without feeling trapped into generalizations.

💖 Final Thoughts



At MilanaDate, we believe that respectful and considerate communication is the key to building lasting relationships.

🚀 Avoid these offensive questions, keep conversations light, engaging, and fun, and you're much more likely to create meaningful connections.

💡 The secret? Meet the person on the other side of the screen with genuine curiosity and a real smile! 😊

🎉 Happy dating! 🎉

Updated on: 04/04/2025

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