First impressions happen in seconds, and the words you choose can make or break a new connection.
Some phrases seem harmless but actually send the wrong message right away.
Understanding what not to say when meeting someone new can help you build better relationships and avoid awkward moments that stick in people’s minds long after you’ve walked away.
1. Guess who?

Coming up behind someone and covering their eyes might work in movies, but in real life it creates instant discomfort.
The person feels trapped and has to scramble to figure out who you are while everyone watches.
This puts unnecessary pressure on them to remember you perfectly.
Even worse, if they guess wrong, embarrassment fills the air for both of you.
People don’t enjoy being tested or put on the spot during casual encounters.
It makes you seem self-important, like you expect everyone to instantly recall who you are.
A simple hello with your name works much better and shows respect for the other person’s comfort and memory.
2. You look tired

Nobody wants to hear they look exhausted when meeting someone for the first time.
This comment immediately makes people self-conscious about their appearance and wonder what’s wrong with how they look.
Maybe they’re having a rough day, but pointing it out doesn’t help.
What you think is concern actually comes across as criticism.
The person now feels judged before any real conversation begins.
They might spend the rest of the interaction worried about their appearance instead of connecting with you.
Instead of commenting on how someone looks, focus on their ideas, interests, or the reason you’re meeting.
Positive energy beats appearance commentary every single time.
3. You’re shorter than I expected

Calling attention to someone’s height, weight, or any physical feature creates immediate awkwardness.
People are already aware of their own bodies and don’t need strangers pointing out obvious characteristics.
This comment makes you seem shallow and judgmental from the very start.
Height has nothing to do with someone’s personality, skills, or value as a person.
Bringing it up suggests you had expectations that weren’t met, which isn’t their problem.
The person feels reduced to their physical appearance rather than appreciated for who they actually are.
Keep physical observations to yourself and focus on meaningful conversation topics that help you genuinely connect with the person you’re meeting.
4. So, what’s your deal?

Starting a conversation with this phrase sounds confrontational rather than curious.
It feels like an interrogation instead of a friendly attempt to get to know someone.
The harsh tone immediately puts people on guard and makes them wonder why you’re being so direct.
People want to share information naturally, not feel pressured to explain themselves right away.
This question is too vague and demanding at the same time.
It doesn’t give them any guidance about what you actually want to know.
Try asking specific, open-ended questions that show genuine interest.
Something like asking about their interests or how they know the host creates much warmer conversation starters.
5. Wow, you’re late

Pointing out someone’s tardiness as your opening line guarantees a negative start to any relationship.
Maybe they got stuck in traffic, had an emergency, or genuinely couldn’t help being late.
Highlighting it immediately creates tension and puts them on the defensive.
This greeting tells the person you’re more interested in being right than being kind.
It makes you seem inflexible and judgmental before any real interaction begins.
They’ll spend the rest of the meeting feeling bad instead of connecting with you.
If lateness is truly a problem, address it later in private.
Otherwise, greet them warmly and give them the benefit of the doubt for a much better first impression.
6. You remind me of my ex

Bringing up your ex during a first meeting is never a good idea, but comparing someone to them takes it to another level.
This comment creates instant weirdness because the person doesn’t know if it’s a compliment or an insult.ž
Either way, they’re now being judged against someone they’ve never met.
Nobody wants to be seen through the lens of your past relationships.
It makes them feel like you’re not really seeing them as an individual.
The comparison suggests you haven’t moved on and might bring baggage into new connections.
Keep past relationships out of first meetings entirely.
Focus on the unique person in front of you without dragging history into the conversation.
7. Where are you from? No, where are you really from?

This double question implies that someone doesn’t belong or that their answer isn’t good enough.
When people say they’re from somewhere and you push for a different answer, you’re essentially questioning their identity.
It feels dismissive and can carry uncomfortable assumptions about ethnicity or background.
Many people face this question repeatedly and find it exhausting.
What you think is innocent curiosity often feels like being othered or treated as exotic.
The person knows exactly what you’re really asking, and it doesn’t feel good.
If you’re curious about someone’s heritage, wait until you’ve built rapport and let them share naturally.
Better yet, focus on current interests rather than origins.
8. Let’s cut to the chase

Rushing past small talk and pleasantries signals that you don’t value relationship-building.
This phrase tells the other person that their time and comfort don’t matter to you.
People need a few minutes to warm up and establish trust before diving into serious topics.
Skipping the natural flow of conversation makes you seem transactional and cold.
It shuts down the opportunity to find common ground or establish any personal connection.
The other person feels like a means to an end rather than someone worth knowing.
Allow conversations to develop naturally, even in professional settings.
A few minutes of genuine rapport-building leads to much better outcomes than immediately demanding business talk.
9. Let’s get this over with

Starting any interaction by announcing it feels like a chore guarantees the other person will dislike you.
This phrase broadcasts that you’d rather be anywhere else and that meeting them is an obligation you’re suffering through.
Nobody wants to feel like a burden or an inconvenience.
Even if you’re genuinely busy or stressed, sharing that sentiment destroys any chance of a positive connection.
The other person immediately feels unwelcome and unvalued.
They’ll remember how you made them feel and probably avoid future interactions with you.
Fake enthusiasm beats obvious reluctance every time.
If you truly can’t be present, reschedule rather than making someone feel like they’re wasting your precious time.
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