It's interesting that there seem to be two kinds of objections to people feeling sad on seeing a baby being FF:
I. We shouldn't feel sad, because sadness should be saved for babies who really need it, with serious problems. In other words: worse things happen at sea than FF. This is a fair point I think (and I think it can seem a bit patronising if someone says they feel sorry for us or our family), except of course we all feel very sad (moved to tears perhaps) about big things and a little bit sad (when we might think "oh that's a pity") about small things - it's not black or white, we feel sad in different ways appropriate to the particular issue. And new parents are always biased towards feeling emotions about anything to do with babies, however small!
II. We shouldn't feel sad, because the mum might not have had a choice. This I don't really follow, as it implies that if a baby was an orphan, say (picking a more extreme example, obviously), we should only feel sad if the baby was abandoned (parents had a choice) but not if the parents died (they had no choice). But that's not how it works, we'd feel sad for the baby regardless of how they came to be in that situation, it's not making a judgement.
The issue of how and when people express the sadness they might feel for the baby or mum is separate really - I do feel a bit uneasy about this thread as it seems to be about (please don't be offended, original poster - Gingerbear?) what was really a little flash of a feeling, and all action based on it towards that particular FF mum was suppressed, except that the feelings were expressed in a way (even if instantly declared wrong by the OP herself) here towards amongst others a lot of other FF mums. So, tricky... but it makes a good point in one sense: it's hard not to make superficial judgements, and sometimes they're wrong. But there's nothing special about BF or FF in that respect, it's just that in the case of infant feeding the superficial picture is usually the tip of a deep, complex and emotional iceberg, whereas with other parenting things we judge each other for, the superficial picture is more often really be all there is.
In any case, we all make judgements and anyone who claims not to is a hypocrite. I have to say I hate this word judgmental on boards, when it's used as a criticism in itself ("how dare you be so judgmental" etc.). To the best of my understanding it seems to be used to mean "making a negative judgment of someone, thinking such and such a parenting decision of theirs a bad one" (obviously implying that they're not such a good parent as the person assessing them). But anyone who claims they never assess another person's parenting decisions and compare them to their own standards is deluded or lying. We all do it, and in that sense we're all judgmental - we make judgements, and sometimes we agree with the people we're thinking about, and sometimes we don't.
If you hear someone's feeding struggle story and think to yourself "what an awful situation, I can totally see why she stopped BF, I would have too", you're making a judgment just as much as if you think to yourself "I can't understand why she stopped". One is no better than another, we can't stop ourselves having thoughts like that, or asking those questions to ourselves. How you express those, knowing when to listen, to shut up, to be considerate and understanding and in the case of BF truly understanding that the second statement ("I can't understand why she stopped") does not automatically mean there was no very good reason - those are the important things. The idea that anyone can ever not make judgments of other people's behaviour is ludicrous - it's the sea we all swim in, it's human life.