Broken – Jennifer

We had spoken at first to see about dating after meeting on one of the dating apps. She is a single mom and lives in the same city, she was cute, smart, and super warm. We talked a great deal about music, vibrations and wavelengths.


Broken is a story that is best read Chronologically to start from the beginning – Prologue

We had spoken at first to see about dating after meeting on one of the dating apps. She is a single mom and lives in the same city, she was cute, smart, and super warm. We talked a great deal about music, vibrations and wavelengths.

Sounds kind of weird, but this was in her area of expertise and she was a musician. I am always fascinated with things that are conceptual but feel real. We had disclosed to each other that we were both coming off relationships that recently ended with the other person telling us they loved us.

It left us both confused and sad and not quite over it. Despite all that Hailey had put me through. The very last thing she said was “I love you, and will think of you everyday.” It is difficult to part or have closure with that. And Jennifer could relate. Her guy Gregg did the same thing. We would bond over this.

We also would have these great texting sections and laugh quite a bit. There was still the possibility of some form of romantic connection but we had a very buddy vibe. But there was an obvious connection whatever it was. Almost at time it inadvertently felt like we were friend zoning each other.

As we were talking and getting into each others background I started asking her where she grew up. And she mentioned a town that I was pretty familiar with not far from where I did.

I started putting a few things together, her age, her town, and then I asked her what year she graduated and when she told me my stomach dropped. “Holy FUCK! She knows Hailey!” And well. I was 99% sure they were in the same graduating class of her town with probably 100 in that class.

I wanted to ask soooo badly if she knew Hailey the minute she gave me that info but decided against it. It was still early in our dynamic and I am sure she had strong feelings about her and didn’t want it to shape my friendship with her. But what the heck… How is this even possible. If I could tell you the universe or some other force pushes me and Hailey together you would think I was nuts. But every time I doubt that something like this happens. Normally in small innocous doses.

Like the time I randomly bumped into Hailey at the grocery store when we had one of those communication black outs that forced an opening. Or the time where she was face to face with my ex at a department store in the mall. Or the time I saw her bikini picture on FB only to sleep with her a few months later.

Would it be fair to say our area is small… Sure! But not this small. I don’t randomly bump into or cross paths with someone’s life this much. And it was was remarkable how much our lives crossed paths for barely knowing each other prior to that swipe on Tinder.

But the dilemma is… do I tell Jennifer what I am sure I know? I would wait…

Author: Matt

Hi, I’m Matt. Just your average uneventful guy. Dedicated Dad, emapth, and nurturer. Going through something I couldn’t possible ever thought possible. My story is called Broken. About an affair at the end of a long marriage and how ultimately I experienced the worst heartbreak of my life. It's honest, raw, and a little bit entertaining. I hope to share my story so people can learn while being therapeutic for myself.

9 thoughts on “Broken – Jennifer”

  1. I would wait. Hailey, or even just the idea of Hailey (as with the Peruvian goddess) tends to cost you a lot! It would also make the focus on Hailey, rather than on your new connection with Jennifer. Which, if I were Jennifer….would be a red flag to me.

    Liked by 2 people

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