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The worst outfits you can wear on a date according to men & the ‘sexiest’ dress that will guarantee seeing them again

Published on March 25, 2025 at 11:56 AM

WOMEN have been asking men what outfits they really find hottest on first dates – and men have not held back.

A Reddit thread was started asking guys to state their opinion on women’s clothes and also on whether hair should be worn up or down.

Romantic young couple faces close together.
Men have revealed the hottest outfits women can wear on dates
Woman in yellow dress sitting at an outdoor cafe.
Lots of men said sun dresses in summer were their favourite outfits

After taking advice in the comments, the single woman returned to the post and called the guidance “extremely effective”; and said her date had gone well.

Men were quick to share their opinions on the best date attire, with many saying a “pretty dress”; is their favourite outfit, depending on the activity.

One wrote: “Depends on the season of course. In summer I'm always gonna love sundresses.”;

A second added: “Wear whatever you feel good in but don’t overdo it. Dress for the occasion.”;

A third shared: “If we're going to a fine dining restaurant, I will be dressed appropriately and I would expect she comes dressed as well. If we are going hiking, maybe a gown and 6 inch heels isn't very smart.”;

One person said their favourite thing is a “red short skirt”; and one stated they like an outfit that is “revealing but not trashy.”;

Lots advised to keep “war paint to a minimum”; and to wear clothes that are “clean and well-fitting.”;

Many people advised to “match the vibe”; of the guy, and if he is laidback it is better to wear an outfit that is less formal.

When it came to hair styles, one person said: “As a man I like women with longer hair down.”;

A second agreed: “Hair down is always nicer than up.”;

Rosanna Davison shows off sexy date night look

Another added: “I’m always a sucker for curly hair down and straight hair up.”;

Dating professionals have also weighed in on the debate.

Relationship coach Ice White, 35, told FEMAIL: “I may be a little extreme here, but the best possible outfit a woman can wear for a date involves eight-inch high heels.”;

He stated that one of his turn-offs are heels that are “pathetically short”; or ones that “show toes.”;

Woman in a floral dress walking down a cobblestone street.
Many men said they prefer hair to be worn down

Ice continued: “A short pleated skirt is also awesome, but other skirts that work well are soft pencil skirts no matter how long.”;

Ice said he prefers hair down on a date and has a “strong distaste for buns”; and he even dubbed them a “red flag.”;

Another thing he hates are women in their 20s to 40s wearing “too modest”; dresses that are more appropriate for women in their 50s to 70s.

Top dating trends of 2025

  1. Swamping: When you find someone you can comfortably share your ‘swamp' with and let go of the pressure to be anything but your true authentic self.
  2. No-habiting: When you choose to wait longer to move in with your partner because you value your personal space.
  3. Fiscal Attraction: When you won't settle for less and you're seeking a match who is financially secure and who you find attractive.
  4. Rejuve-dating: When you cast away the blues and grow from past experiences so you can fully embrace the future of your dating journey.
  5. Thrift-matised: When you like to go on dates but hit that sweet spot between being cheap and frugal. Hidden gems, loyalty cards – these are all your type on paper.
  6. Loud-dating: Cutting to the chase, being open and to the point with what you want so you don't waste your time.
  7. Marmalading: When you literally put your other half ‘before anything else’, much like Britain’s most beloved bear’s love for marmalade.
  8. Digital Ex-pression: The stage after a break-up when you are done grieving and turn to social media to share how you are healing to confidently get back out on the dating scene.
  9. Fine-wining: Proactively finding people to date who are older than you and who've aged just like a fine wine.
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