Indeed - this happens all the time with the 3.5mm connector. always getting snapped off and stuck in the phone.Yeah, no thanks.
That connector looks ridiculously fragile with the way it's sticking out. One wrong move and you'll snap off the lightning connector inside the phone, rendering both devices inoperable (or damaged, depending on if anything shorts out).
Of course, I'm sure Apple is banking on this. It's a great way to sell more iPhones and headphones while they're at it.