How to Impress a Woman on a First Date

A gentleman is strong.  He is confident.  He approaches the woman he wishes to take on a date and asks.  He speaks to her directly (he doesn’t ask for the date by text).  She says “yes.”

Now what?  How does a gentleman (or aspiring gentleman) handle the sometimes awkward moments that make up most first dates?

Here at Sterling Gentleman, we decided to ask a woman for her perspective on how a man can go about making a strong impression on that all important first date.

The lovely Carley agreed to share her thoughts on how to impress a woman on a first date and we’re sharing them with you.  Here goes.

So, you’ve asked a girl out and she’s said yes…now, what do you do?  What does she expect out of the date?  You want to impress her, right?  Here’s some tips on how to do just that.

First of all, just be yourself.  I personally cannot stand when a guy puts on an act and tries to be someone he isn’t just to impress me.  Trust me; girls will know if you are faking.  If you are truly being yourself, we will feel more drawn to be ourselves and more comfortable around you.  It also shows that you are confident with who you are and there is nothing more attractive than that.

SG says: A gentleman is always confident, not arrogant.  Be calm, be confident, bet yourself.

Turn off your cell phone.  Cell phones make face to face contact harder nowadays due to the sole fact that we are all glued to them 24/7.  If a guy is on his phone during the date at anytime, unless it is his mother or an emergency, I automatically lose interest.  It makes it seem as though the date is just another thing for him and not important whatsoever.  Turning off the phone or just keeping it in the car during the date shows that you are sincerely interested in the conversations that the two of you are having.

SG says: Remember how you asked her out — in person, eye-to-eye.  You really wanted to be here, with her, or you wouldn’t have asked.  Now, pay attention to the lovely woman who has privileged you with her company.

Clothes make the man.  If you two are going to a nice restaurant for dinner, dress up a little more than if you were just going on a picnic.  “Dress to Impress” they always say.  Us ladies like a guy who knows how to dress himself.  (A.k.a. DON’T wear cargo shorts to Olive Garden.)

SG says: Every girl’s crazy about a sharp dressed man. And dressing like a gentleman is a lost art.  So, put on some nice pants, dress shoes, and a button down oxford cloth shirt and prepare to impress.

Eye contact is something that a lot of people overlook.  I like when a guy can keep eye contact during a conversation because it shows he is paying attention.   This is a rather important quality I look for in a guy.  This is another one of those confident attributes.   (This also may impress her father if you meet him, along with a firm handshake and coming from a daddy’s girl, that is a big accomplishment.)

Now the big one; conversation.  If you are going on a date with someone for the first time, there is bound to be some awkward silences.  That’s okay.  It happens to everyone.  Don’t panic.  Just think back through your earlier conversations and pick out something you talked about, and then ask a question about that subject.  She will be impressed that you remembered something and want to know more about it.  Keeping her interested in this way will show her that you are more than just a pretty face.

All in all, just be you, keep calm, and stay confident.  Confidence is one of the most impressing and attractive things that a man can be.  If something goes wrong, it is not the end of the world.  Laugh it off, and move on.  Women freak out about impressing men as much as men do about women.  Impressing doesn’t mean that everything has to be perfect.

SG says: The key takeaways are — eye contact, attention to detail (clothes especially) and confidence.  That’s how to impress a woman on a first date.

Thanks to Carley for sharing with us.  For more advice for gentlemen, follow us!

The Scent of Summer

A gentleman pays careful attention to details.  And that includes his shower.  I’ve written before about the importance of gentleman enjoying his shower (or bath).

And, now that it is officially summer, I’d like to share one of my shower favorites.

I included Quercus in my list of favorite masculine scents.  I noted how perfect it is for warm summer days.  How it blends wonderfully with that inevitable summer sweat.  How it is fresh, and light, and wonderful. Simply put, Quercus is the Scent of Summer.

Now, I’m offering a free bottle of Quercus Bath and Shower Gel in a little #QuercusSummer giveaway.

Penhaligon's Quercus Bath & Shower Gel 300ml

Here’s how it works: Simply tweet out this link and tag it #QuercusSummer and of course, mention @SterlingGent in your tweet.  Everyone who tweets out the link as instructed by Tuesday, July 2nd at 12PM Central Time will be entered in a drawing.  I’ll announce the winner Friday afternoon and we’ll work out the shipping details.

Every gentleman should enjoy summer – and a #QuercusSummer is just the way to go.




A Gentleman and a Cocktail

A true gentleman appreciates a good cocktail.  And has recipes at hand for at least a few.

Now that summer is here, it’s time to show off your ability to make a great, refreshing summer drink.

Cocktails aren’t just for you, of course, they’re for your guests, too.

One of my summer favorites is a concoction I’ve called “Kentucky Tea.”

Here’s how to make a single:

Place a slice of orange, a slice of lemon, and a slice of lime in the bottom of an Old Fashioned glass.  Add just a bit of sugar.  Muddle with a spoon to make a citrus paste.

Top with crushed ice.

Add 2 oz. of Bourbon.


Add 3-4 oz. of Iced Tea — I make my tea strong and sweet, so most of the time omit the sugar in the above step.  If your tea is not sweetened, do use the sugar.


Garnish with a lime or lemon slice if you like.


Alternatively, you may wish to make Kentucky Tea for a few friends.

Start with 4-5 orange slices, 4-5 lime slices, and 4-5 lemon slices.  Top lightly with crushed ice.

Add 8 oz. of your favorite Bourbon.

Add 16 oz. of Tea.

Stir vigorously.

Serve in a tall glass over crushed ice.

Garnish with lime.

So, there you have it.  One great recipe for a delicious summer cocktail.

For more on how to be a gentleman, follow us!

It’s About Details

And few do details better than Ledbury

A gentleman pays attention to details.  All of them.  Especially cuff links, a mark of a true dress shirt – not just for special occasions.  Sure, button cuffs are nice and convenient.  But a shirt paired with cuff links adds a touch of class, an element of elegance, a final detail sure to be appreciated.

And now, Ledbury showcases a classic:

Commonwealth Classic