This mysterious "Lady J Smile" sign in Westport gives a whole new meaning to the saying "follow your heart."

It's been a few months since the first sighting of this mysterious sign off of 195 westbound. Located right on the off-ramp of exit 10 is this heart-shaped homemade paperboard message and even though it's within the thick of the brush, it's still very noticeable.

After driving past it for what felt like the 10,000th time, I had to finally invest some time into the sign and throw on my "Inspector Gazelle" hat.

If you continue past the "Lady J Smile" sign and merge onto Route 88 southbound, you'll see one more red-and-white painted sign at the corner of 88 and Briggs Road, just adjacent to the Westport Fire Department. This one simply said "XOX."

Gazelle/Townsquare Media

I took a right turn off the highway and onto Briggs and continued down the road, keeping my eyes peeled to any passing telephones poles – safely, of course – in search of a sign (pun intended). That's when I arrived at "J Drive" and noticed a white paperback sign that was different than the red ones; it was still the same handwriting, just a different message. This is where the plot thickens and starts to become strange.

Gazelle/Townsquare Media

The sign reads, "If you could save a life would you?"

I'm not quite sure the relationship of the two and started to think that it was possibly a whole different story, but was soon corrected when I continued down J Drive and discovered two more of the "Save a Life" signs and an additional red heart cutout, similar to the "Lady J Smile" sign.

Gazelle/Townsquare Media
Gazelle/Townsquare Media

The entire neighborhood is made up of mostly dead-end roads with a different letter for the roadway name. This final heart was located at the intersection of J and R, leaving me to think that the person that this was meant for possibly lives within the vicinity and is reminded daily that they are loved in some sort of cryptic way.

Gazelle/Townsquare Media

After searching around for what felt way too long, I took off so the neighbors wouldn't be sketched out. I narrowed down the sub-area of whoever these signs are meant for, but still have zero leads as to the following questions:

  1. Who is "Lady J?"
  2. Is this intended for some woman who lives on J Drive?
  3. What are the purposes for the "If you could save a life, would you?" signs?
  4. Does this have anything to do with wearing a mask to prevent COVID-19?
  5. Do these people even know each other or is this is a smooth way to get someone's attention?

The possibilities are endless, but I'm at least a little closer than I was three months ago, pondering the meaning behind the signs.

Google Maps

Anyone if additional info, please feel free to email me Gazelle@Fun107.com and I'll be happy to look over what you have for "evidence" or even additional questions or clues that may get me closer to the answer.

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