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Say the Right Thing: How to Compliment Your Date with Confidence

Lissy CleminsonDecember 8, 20252 min read

In a world where everyone seems worried about what to say for fear of upsetting or offending someone, there is one art of dating that is dying out.

Compliments. One of the simplest ways to make your date feel seen, valued, and at ease.

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40s & 50s Singles Night at Turtle Bay Winchester

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40s & 50s Singles Night at Revolution Cambridge

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30s & 40s Singles Night at Brewhemia Edinburgh

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40s & 50s Singles Night at Turtle Bay Winchester

40s & 50s Singles Night at Turtle Bay Winchester

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2 for£44
40s & 50s Singles Night at The Alchemist Glasgow

40s & 50s Singles Night at The Alchemist Glasgow

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2 for£44
30s & 40s Singles Night at Bootlegger Bath

30s & 40s Singles Night at Bootlegger Bath

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2 for£44
40s & 50s Singles Night at Revolution Cambridge

40s & 50s Singles Night at Revolution Cambridge

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2 for£44
40s & 50s Singles Night at Slug & Lettuce Birmingham

40s & 50s Singles Night at Slug & Lettuce Birmingham

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2 for£44
40s & 50s Singles Night at Tattershall Castle in London
NEW VENUE

40s & 50s Singles Night at Tattershall Castle in London

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26 August 2026

2 for£44
40s & 50s Singles Night at The Wine Cellar Brighton

40s & 50s Singles Night at The Wine Cellar Brighton

Brighton

27 August 2026

2 for£44
30s & 40s Singles Night at Brewhemia Edinburgh

30s & 40s Singles Night at Brewhemia Edinburgh

Edinburgh

27 August 2026

2 for£44
40s & 50s Singles Night at Turtle Bay Winchester

40s & 50s Singles Night at Turtle Bay Winchester

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25 August 2026

2 for£44
40s & 50s Singles Night at The Alchemist Glasgow

40s & 50s Singles Night at The Alchemist Glasgow

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25 August 2026

2 for£44
30s & 40s Singles Night at Bootlegger Bath

30s & 40s Singles Night at Bootlegger Bath

Bath

25 August 2026

2 for£44
40s & 50s Singles Night at Revolution Cambridge

40s & 50s Singles Night at Revolution Cambridge

Cambridge

25 August 2026

2 for£44
40s & 50s Singles Night at Slug & Lettuce Birmingham

40s & 50s Singles Night at Slug & Lettuce Birmingham

Birmingham

25 August 2026

2 for£44
40s & 50s Singles Night at Tattershall Castle in London
NEW VENUE

40s & 50s Singles Night at Tattershall Castle in London

London

26 August 2026

2 for£44
40s & 50s Singles Night at The Wine Cellar Brighton

40s & 50s Singles Night at The Wine Cellar Brighton

Brighton

27 August 2026

2 for£44
30s & 40s Singles Night at Brewhemia Edinburgh

30s & 40s Singles Night at Brewhemia Edinburgh

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27 August 2026

2 for£44

But for many people, giving compliments can feel awkward: "What if it sounds too cheesy?" "What if they take it the wrong way?"

There is good news though! Confident and genuine compliments can be achieved without worrying if your comment has been misinterpreted.

While it’s perfectly fine to compliment someone’s looks, relying solely on this can be seen as shallow and you are encouraged to go a little deeper. I urge you to pay attention to your date and the stories and anecdotes they share.

You don’t need to be a poet, a comedian or a wild charmer, however below are some top tips that are sure to help you compliment your date!

Listen to your date

If they share their passion for their job or have a hobby they adore and it lights them up, tell them!

“Your smile gets bigger when you talk about your love of dancing”

“I love how passionate you are about your job, you light up when you talk about it!”

Ditch the generic "You look nice"

The compliment "you look nice" or "you have pretty eyes" can be soooo overdone nowadays. Mix it up and try to compliment specifically and intentionally. When you are specific, it is seen as sincere.

“That colour looks amazing on you, it really brings out your eyes.”

“You are so polite to the shop staff, it’s really wonderful to see”

Don’t mention insecurities

Try hard to avoid anything that could be interpreted as backhanded or invasive when you are on a date. The last thing you would want to do when you are trying to compliment someone is to accidentally offend them! Even if the intention is good, it can land wrong.

Avoid the “You look better than in your photos!” or “ I don’t usually like people with tattoos”

By following these very simple steps, you are sure to have a successful date full of fun and laughter, without the ‘Did I say the wrong thing’ stress!

And remember, try not to overcomplicate it. Compliments don’t have to be overthought, they just need to be honest and sincere. And in return, if you are paid a compliment, make sure you are polite in response. A please and thank you in this life goes a long way!

Compliment with confidence, be gracious on acknowledgement of one and enjoy the process of dating!

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