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.

Reader Interactions

Comments

  1. I think you are right on about the lady thing… or at least the dress or skirt (I’m for a little more conservative).

    BTW… did you read my comment a few posts back (I think I posted in the one about cougar dating)?

    I chuckled, really chuckled, when I came across this (I had never heard of this cougar thing, until I was reading your posts)… then, while looking at different video sites, in preparation for my own videos for some marketing project I’m working on, I came across this:

    http://www.hulu.com/watch/97631/cougar-town-series-premiere

    You may not enjoy it, but I was just suprised to see something on the air, after just learning it existed.

    James Mason

  2. Love dressing up. Always have, always will. It’s the romantic inside of me…

    First impression so important. Like your advice for men (the shoes! really sometimes I wonder….) and I think a skirt/dress is a must.

    Keri Eagan

  3. I don’t care in if my subconscious mind like it or not. I GO FOR SEXY, CLASSY LOOK! Make sure all women read this.

    I suppose I can find some shoulder pads to put under that sport coat. Wait a minute I am married. Hmm. Maybe I should try it on my wife anyway.

    Robert Martin

  4. April,

    Your remind me the classic book “Dress For Success” only for dressing for first date success.

    Your blog is of course geared specially for dating success.

    It’s full of great tips to ensure not only a pleasant initial meeting up but also subsequent datings as well!

    We can’t recreate the first impression!

    John Ho

  5. Texas Tux is one of the best looks out there . . . all y’all city folk stealin’ our vibe down here.

    Dark jeans, dress shirt, blazer, boots and cowboy hat if you can pull it off. 😉

    purrrr

    , Katie

  6. It’s important to feel comfortable in whatever you choose to wear – and clearly most people will want to accentuate their assets and mask their liabilities!

  7. April,
    I really can see that you’ve put your time in the subject.

    Your competency comes through!

    Bert (alter ego- Mister P)

  8. Great advice. Fashion, whether we like it or not is an important way to accentuate our attractiveness.

    Anthony

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