Comfortable old shoes?

[Monoxide]

Dated, broke up, got back together. How would you feel if he said you were like a pair of comfortable old shoes? I think he meant it as a compliment but I feel quite insulted!

He means he doesn't have to make any effort to get your company and a shag.

I wouldn't be happy about this at all.
Think about it: buying and wearing new shoes is fun; they may be uncomfortable but we make an effort to put up with the pain as we want to wear them on a great night out.
After we've had fun, we put on those old reliable trainers to do the every-day stuff in.
I agree with @OrchestraOfWankery - you require no effort in his mind.

I’d find it deeply revealing. It means ‘You’re the equivalent of the sloppy old tracksuit bottoms I got used to wearing 24/7 in lockdown and in which I could put on three stone without noticing. A new relationship would be like going back to ‘hard trousers’ with a waistband and no stretch which would feel unfamiliar and challenging, and quickly too small if I overate.’

I wouldn’t for a minute stay with someone for whom I was the comfy default sloppy slippers option.

Ouch!

Yeah, I wouldn't love that. It means he doesn't feel he has to make any effort for you.

I used those near exact words to my exH when we split, he saw me as an old comfy pair of slippers. It felt like I was always there for him, he was comfortable around me but didn't see me as anything special. It didn't feel good to be seen that way so no I don't think it's a compliment.

You don’t give him any discomfort because you’re already worn in?

I would be ok with it. I love my comfy old shoes!

Are you still together?

Erm. It's nice in that he means you're familiar, comforting, what hes used to. However, .... its insulting too...clearly doesnt find you exciting.... just kinda "there"...