My daughter is now 20 months, and while I had every intention of learning how to nurse her while she was in a sling or other carrier (even posted about it), somehow the time got away from us.
I don't think that it held us back in any way, since I really prefer to sit or lie and read while nursing, but I did feel that I'd be missing out on something if I didn't at least give it a try (you know, the last baby thing).
I've almost exclusively been carrying her in a mei tai, and that didn't seem like it would work (at least not easily), so I put her in a Peanut Shell sling which I use around the house sometimes.
Her reaction? She cracked up. She was laughing so much that she could barely nurse. Then she popped off and said, "Funny nurse sling!" and laughed and laughed.
Then later that day she said, "Call Ba Ba (grandma), funny nurse sling!" So we called my parents to tell them all about how funny it was that she nursed in a sling. Is it possible to be embarrassed by a 20 month old?
I think it's safe to say that it might be too late for us to make this a regular thing.