How to Dress for the First Date from Online Dating: Leave the Tiara and Ballgown at Home

I have a buddy who is old money and old lineage from New England.  Really nice guy and drole sense of humor.  He cracks dry witted jokes about how when Princess Grace was alive and the Princess of Monaco that people were always wanting to know if the gala events (I don’t have my terms for it, please bear with me) were ones Tiara/no Tiara?  And I am not talking the Rhinestone kind.  I’m talking DIAMONDS ladies.  You know, a girl’s best friend?  Exactly. Those who had diamond tiaras wanted to know if The Princess was going to be wearing hers? Because if she was not, they could not, because, naturally, you may not upstage The Princess with you’re wearing a crown if she was not wearing one.

Well. Is that the kind of ensemble to wear on a First Date Meeting with singles you are meeting from Online Dating?

Let me be clear.

NO!

Now, with all the research I do all the time with the major online dating sites where they interview single guys who say, “I don’t care what she wears…” to write articles to tell young women just to show up in T-shirt and blue jeans.  Well I never.  Influence and persuasion studies demonstrate that in reality we often don’t consciously know what we think and what we are driven by.  So while the sites are suggesting to single men and women to wear T-shirt and jeans, they would do better to follow the sartorial advice of The Dress for Success Man.

Ladies, wear a dress or skirt ensemble.  Accentuate your feminine.  Aim for a sexy classy look.  A wrap dress which accentuates your feminine assets in a classy manner in silk or a similarly sensual yet not over the top fabric is marvelous.  A sweetheart neckline is marvelous.  Accentuates your assets without over-emphasizing them.

Guys! Blue jeans in a stylishly metro region like Manhattan, Vegas, San Francisco and Los Angeles works.  Also in TX and areas of The South where like up in Canada a man wants to purport a manly yet humble sort of a look, really I could go dig dirt with a shovel after our date, sort of a down-to-earth feel is good.  However, leave the sneakers at home.  Wear cool shoes or cowboy boots.  Chicks dig them.  And wear SOME kind of a blazer or sport jacket.  By doing so, you accentuate your masculinity in accentuating the breadth of your shoulders.  Even if she doesn’t SAY it, inwardly she is thinking, “oooo, what manly broad shoulders you have!”  Go ahead.  Work it.

By doing so, you will also reinforce your greatest feeling of self-esteem and self-confidence.  Leverage points you always want to bring to bear in moments and opportunities of personal influence and persuasion.

Happy Dating and Relationships,

April Braswell

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April Braswell

April Braswell is internationally recognized as America's Midlife Dating and Relationship Mentor and the award winning expert columnist at DatingAdvice.com. Bringing over 40 years of Sales and Marketing expertise, April is a the trusted Small Business Consultant and Coach to Leading Executives and Emerging Leaders. Author of best seller, Get Swipe Right. April coaches marriage-minded men and women to find and attract love, your best life partner. Life Love Love relationship. Love after 40 and 50. Photos appear by licenses with iStock. All rights reserved.

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  1. Good day!This was a really exceptional topic!
    I come from Ohio, I was luck to come cross your subject in bing
    Also I obtain a lot in your website really thanks very much i will come every day

  2. Nice point, April. I like to date ladies who are sweet and easy on the eyes. I like it when a woman makes the effort to dress up and look good. It’s like she respects herself. thanks

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