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One of the greatest rites of passage for men in our culture is the marriage proposal.

At some point in every man’s life, there’s going to come a time when he realizes that he’s dating the most amazing woman in the whole world.

And at that point, he’ll say to himself:

“I think it’s time to take the next step. It’s time to make this woman my fiance.”

On one hand, this is an incredibly happy realization. 

But on the flip side, it can also bring about a certain measure of anxiety.

There’s a lot of pressure that comes with planning the perfect proposal. 

And at this time of the year, a lot of men are focused on answering what is perhaps one of the most crucial and painfully obvious questions:

Should you ask the question on Valentine’s Day?

See, timing is extremely important when it comes to the marriage proposal. 

However, the proper execution of said proposal also plays a huge part in how memorable it will be. 

And that’s really what it comes down to. 

As a man, you want to orchestrate a proposal that’ll go down in the family history books as being truly memorable.

So—should you pop the question on Valentine’s Day, or should you avoid it and choose a different day? 

Let’s take a moment to examine the pros and cons. 

The Cons Of A Valentine’s Day Marriage Proposal

Let’s start off with the downsides. 

First of all, a lot of men might think that a Valentine’s proposal is just plain cheesy. 

Secondly, a lot of men fear that it’s just too predictable.

If you find yourself thinking…

“If I propose on Valentine’s Day, won’t that just make me look like a brainless guy who couldn’t come up with a better idea?”

…Well, you wouldn’t be alone. 

It’s probably safe to say that every man who has debated a Valentine’s Day proposal has dealt with exactly this same concern.

So let’s take a moment to examine the other side of the coin. 

The Pros Of A Valentine’s Day Marriage Proposal 

First of all, let’s not forget that Valentine’s Day is a holiday based on romance and love

As such, it’s important to understand that women do romanticize it. 

We’re going to go ahead and state the obvious here. There’s a 100% guaranteed chance that your girlfriend is expecting something special this Valentine’s Day. 

And if she’s already expecting a proposal anyway, she might even be wondering if February 14th will be the day when you’re going to go ahead and pop the question.

This can be a tricky situation to navigate. 

  • On one hand, you don’t want to be predictable. 
  • But on the other hand, you don’t want to pass up the perfect opportunity for a truly memorable marriage proposal. 

So Here’s The Answer…

In our experience, we’ve found that it really comes down to this:

Since you’re already going to be planning what is probably an incredibly special day on Valentine’s, adding a marriage proposal as the pièce de résistance will only serve to make it even better. 

Sure, in the back of her mind, she may be expecting it.

(Ladies have an instinct for this kind of thing, that’s for sure.)

But that’s not going to take away from the incredible joy and surprise she’ll feel when she actually sees you go down on that knee and hold up that ring.

And if you’re worried about it being tacky—well, as we mentioned before, how you do it will really make all the difference. 

So let’s also talk about that for a moment.

Planning The Perfect Valentine’s Marriage Proposal

As with most things, the devil is in the details when it comes to pulling off a proper Valentine’s Day proposal. 

First of all, you’ll want to be dressed to the nines. 

Not only will you want to be wearing an amazing tuxedo, but you’ll also want to make sure that you come in and get measured for it well beforehand

Secondly, you’re going to want to plan to take her somewhere amazing for dinner. 

You’ll also want to pick out the perfect engagement ring to present her with when you actually get down on your knee and ask her the question. 

You want this to be a truly magical moment.  

This isn’t one of those occasions where you’ll want to just slide by on the seat of your pants 

Trust us—this is worth doing right. 

You’re going to want to really take some time to plan it out. 

Of course, you’ll want to make the proposal itself personalized and memorable. 

And that’s where your own creativity comes in. 

If you need some help with this, or if you’d like some tips on how to pull it off without a hitch—feel free to stop in and chat with one of our experienced professionals. 

We’d love to bounce some ideas around and help you come up with the perfect proposal plan for your special day. 

In Conclusion 

We love Valentine’s Day proposals. 

And I don’t think we’ve ever yet seen a woman who regretted being asked the ‘big question’ on February 14th. 

It makes for a great story, and will create memories that’ll truly last a lifetime—especially if you do it right. 

So plan for it in advance, and make sure to look the part. 

In other words, make sure you get fitted for that tuxedo well ahead of time. Contact us today to make an appointment, and we’ll get you taken care of.

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