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When To Propose to Your Girlfriend

Last week I said the ONE day you shouldn’t propose is Valentine’s Day, today we are talking about when to propose.

It’s obvious that I’m totally against proposing on Valentine’s Day if you didn’t get a chance to read that post you can do that here, but are there other days that you should consider when to propose?

when to propose to your girlfriend

 Let’s start with when NOT to propose:

  1. Anniversary-Sure it seems romantic, and if I were to be honest I’m such a romantic at heart that I got married on our anniversary.  But here is the thing, much like proposing on Valentine’s Day, she is absolutely expecting you to propose on your anniversary.
  2. Thanksgiving/Christmas- I know there have been many studies on why the “proposal season” starts during the holiday season.  It’s the time you are about to spend with family and friends and you want to make your proclamation of love official.  But again, choose a day that is not a HOLIDAY!  Choose a day that she will always remember as the day you proposed.  When you propose it should be a date that stands alone so that you can celebrate it for years to come, this is your day. It’s a very big decision to choose a woman to be yours forever and the day she says yes should be remembered as a unique day on the calendar.  You may not want to celebrate like an anniversary but maybe a special dinner, a small gift to remind you of your dating days before life as husband and wife.  
  3. Her Birthday- Clients tell me as we go through our brainstorming session together the reason for the date they chose to propose.  Obviously, I wouldn’t be a good proposal planner if I didn’t ask if their was significance to when they were planning to propose.  And more than once I have heard… her birthday??!! WHAT, why in the world would you propose on her birthday?  This is a day to celebrate her life, the years she has had on this earth and the dreams of the years to come, honoring her mother in a way of bringing her into this world and the bond they share in this day.  THIS IS NOT YOUR DAY!

Ok, I think you understand why you should NOT propose on any of those days. Let’s focus now on what day is best to propose to your girlfriend.

Yes, there are woman that don’t care when you propose, if it’s on Christmas, New Years or Valentine’s Day, they just want you to ask already, I wrote an entire blog post on that if you have been dragging your feet a bit.

But most girls, as I said before want the surprise factor and almost all of my clients say that not only is this the most important aspect of the proposal but they don’t know how to ENSURE that she will be surprised.

The answer is simple, any day other than the days mentioned above.  That is when you should propose.

I think you need to take a step back and really look at this as YOUR DAY.

You have to pull out all the stops to get down on bended knee and the spotlight is on you,what you have planned, what you came up with and of course when you proposed.

The one question your wife-to-be will be asked over and over again after you propose is “HOW DID HE PROPOSE.”

I promise you, you don’t want the standard, oh at Christmas in front of my family, or on Valentine’s Day.  

You want her to be able to tell of an amazing day the two of you had together and she never saw it coming.

I know I promised to share the BEST day to propose to your girlfriend, so here it is.

I composed a list of the best days to propose. The benefits of choosing one day over another, and some sentimental days you probably haven’t even thought of yet. 

Download your free “WHEN TO PROPOSE LIST” to learn how to save money, give yourself peace of mind and hitting the jackpot with ideas of days that will blow her away.

You know the last line has to be, so hire a proposal planner because they do all the work for you. 

But it’s much more than that, we guide you through the process and give you a peace of mind while navigating through the planning process. 

Our job is to make you look good the day of your proposal because these are your ideas, we just help bring the best out in you, and of course let you stand there stress free knowing someone else is running the show and you can literally just show up to your own proposal.


Grab your the list of the best time to PROPOSE!

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About Jenée Strickland

Visions Event Studio specializes in luxury events, including proposals and couture weddings. Jenée Strickland, owner, and lead visionnaire, has been an integral part of hundreds of weddings and proposals. Her job is a privilege; her work is a passion.

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