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The People Caught in the Middle

They stole $25,000. They trashed our condo. Then they demanded a private flight.

By Bertyl KentlyPublished 4 months ago 4 min read

There are families you choose and families you inherit, and sometimes the inherited ones spend twenty years reminding you why choice matters.

My wife has three sisters. I won't dress up what they are with careful language — they took nearly twenty-five thousand dollars from us over the years and have never acknowledged it, let alone repaid it. One of them stayed in our condominium while she was getting back on her feet, and when she left she left it wrecked. They have lied to us, stolen from us, and said things to our children that I will not repeat here because some words don't deserve a second airing. We have been completely out of contact with all three of them for long enough that the silence has become its own kind of peace. We are not reconciling. That decision is final.

The only thing we dread is the inevitable — that one of my wife's parents will pass, and we will have to be in the same room as these women again. Her parents are in their mid-nineties, both in fragile health, living in Florida. They are decent people who have somehow remained neutral through decades of their daughters' behaviour, loving everyone with a patience I genuinely admire and cannot fully understand.

Our daughter is getting married this summer. She is close to both her grandparents in the particular way that skips a generation — her grandmother's name is her name, and her grandfather has been one of the steadiest presences in her life. The thought of them not being at her wedding was genuinely heartbreaking for everyone involved. At their age and in their condition, commercial flying is out of the question. The journey from Florida to the Boston area, where the wedding is being held, would be impossible any other way.

My brother-in-law, who has done well for himself, and I between us found a contact in private aviation willing to arrange a flight up — not just there and back, but a two-week stay so my wife's parents could spend real time in the city where they grew up, see people they love, be present for their granddaughter's wedding, and return home the day after. When we told my daughter the plan she cried. When we told the grandparents they were coming, they cried. It was one of the rare moments in a complicated family history where everything felt straightforwardly good.

Then the sisters found out.

What happened next was not subtle. One of my nephews is also getting married this summer. His wedding, we discovered, had been quietly rescheduled — after news of our flight arrangement got out — to the Saturday directly before our daughter's. The intention was transparent. If the grandparents were already going to be there, why not position the nephew's wedding to benefit from arrangements his aunts had nothing to do with and contributed nothing toward? I was angry, but the grandparents would be there regardless, and the nephew himself had done nothing wrong. I let it go.

Then the venue called. Infrastructure work was forcing them to close briefly, and they offered our daughter a significant saving — nearly twelve thousand dollars — if she'd move to an open date in August. She and her fiancé are both lawyers. They negotiated, agreed, and the date shifted. I rearranged everything with the aviation contact accordingly.

The sisters rang within hours. All three of them, after months of silence, suddenly had a great deal to say. We were ruining the nephew's wedding. We were punishing him for things he hadn't done. We needed to honour the original flight and fund a second one so the grandparents could attend both ceremonies. The entitlement was so pure it was almost impressive — these women, who had taken from us and never returned anything, were demanding we finance their child's wedding logistics because their scheme had fallen apart.

We told them no. We told them in terms they couldn't misinterpret, re-blocked them on every platform, and went back to the peace we'd built. They sent proxies — cousins, aunts, old family friends — to explain that we were prioritising money over healing. I told those people the same thing I'd told the sisters, if less patiently.

None of that is what keeps me up at night.

What stays with me is simpler and sadder. My wife's parents are in their nineties and wanted nothing more than to see their grandchildren married. They didn't cause any of this. They've spent decades trying to love a family that keeps fracturing around them, holding themselves apart from the ugliness with a dignity that puts the rest of us to shame.

They'll be at our daughter's wedding. That part is settled and I'm glad of it.

But I keep thinking about the people who always end up in the middle — the ones who never chose a side because they never stopped loving everyone. When families go to war, who speaks for them?

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About the Creator

Bertyl Kently

Personal essays about family, boundaries, and the moments that shape us

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    Written by Bertyl Kently