Date with older man? What to wear?

So I met this man, he's more than 10 years older than me and we're having a date and Im clueless of what to wear, I dont wanna seem too young, which I normally do, any tips? By the way, I don't know where we might go yet since he hasn't confirmed the place, but I believe somewhere casual, thanks in advance!

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Most Helpful Guy

  • Women always look fine so wear whatever you want. Seriously, unless you're going to wear something completely crazy, he's not going to mind or notice and I would even argue that if he does mind, you don't want to have anything to do with him.

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    • Thanks! I guess that's true

Most Helpful Girl

  • Dpends on where he plans on taking you. But an older man Since I prefer dating older men I'll tell you what I do...

    1. Natural make up- No crazy colors or anything even trash the make up if you can go with out

    2. A simple little black dress is fine but nothing to show too much cleavage or a high slit. But nothing with crazy colors or patterns either You want his eyes on you but not wondering to the smutty tramp next to you either. If your clothes are deep cut wear a shawl or a long scarf over the shoulders gives a statisticed look

    3. Simple shoes Not sneakers but no stilletos older men do like to park a bit father away and walk to the doors to spend extra time with their dates without other guys drooling over them

    4. Your hair do a simple look nothing to crazy unless you chose to put ringlets in your front bangs. But that's by preference. A simple up and down do is fine for the occasion with a nice fancy broach or hair clip in your hair to finish it off.

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What Guys Said 9

  • If he's going on the date then isn't this question kind of after the fact? Wear what you're comfortable with wearing. Overthinking it might put you out of your flow, unless the mission of the date is solely to please him

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  • yeah just dress semi casual. Like a nice dress/skirt. Something not too revealing.

    For me I can't see an older man dating a younger women, other than he has sex on his mind. Unless you guys share similar interests or he admires something you have done.

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  • If it is casual, jeans with a nice top should be perfectly acceptable.

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  • oh definitely a victorian style dress. . he's soo ancient

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    • Right! Since that was in fashion like 30 years ago

    • exactly. .. with big knickers!

  • How much older? If he's a lot older I would say just come with your panties in your mouth. He probably won't even waste time taking you to a bar.

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  • Daddy issues.

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    • Why does everyone assume that? I had a perfect childhood with both my parents (who are still together), I'm in my early 20s and he's in his early 30's, plus he looks younger than what he is, I don't think there's such a big difference, and he isn't rich or anything, I just genuinely like him and find him very interesting, is that so wrong?

    • Most assume something is wrong because out of all of the guys you could be going on a date with, you are going with one much older. There are surely plenty of guys around that are your same age.

      Having said that, I also understand the other side. I am older than the guy you are dating but I look over 15 years younger, and I met a girl that was your age. She thought I was 22 years old. We had so much in common and the chemistry was crazy.

      I'm not looking to get involved with anyone so I let her go, but if I was, I would have considered it.

    • @Truthatanycost shit im 30 and i still date young women. i stopped finding women my age attractive around I don't know 20 or so.

  • Just wear what you want to wear

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  • Your school uniform or a cheerleaders outfit just to set the tone.

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  • Corsets and dresses down to your ankles.

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What Girls Said 10

  • dress in a classy way

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  • Keep makeup to a strict minimum. Hair down. Clothing? A dress that fits well and heels. Something like below
    ultimateseams.files.wordpress.com/2012/08/11.jpeg

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  • It would really suck to be dressed up, and he takes you to a go kart track. He may be just a big dorky kid lol. I suggest skinny jeans with those wedge boots, a nice blouse, maybe a blazer or a thin coat, with a pair of kicks and a comfy shirt in your bag, just in case. Stay prepareedd.

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  • I wish I could send a picture. But I can send a link. This will work for casual and if the night ends up requiring you to look a bit dressier it works for that too.

    s-media-cache-ak0.pinimg.com/.../...e1c29af40c.jpg

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  • I would go with something relatively conservative and classic. Best of luck to you!

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  • What did you wear when you first met him?

    Wear what you'd normally wear. An age gap shouldn't matter when it comes to what's in the wardrobe.

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  • Wear a dress and heels. Or just look nice but wear something you're comfortable in. Either way, dress up and make an effort.

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  • A classy dress and heels and you're good to go. If you want, you can also go with a leather jacket for a casual touch.

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  • Pencil skirt with a feminine looking top

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  • Jeans, jacket, decent top and slight heels.

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