Difference between compliments and flirting

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Nice comments here. What was the problem with the compliment about the shirt. NT women prefere to be even emotional indirect for getting someones attention and for this they may treat the compliment about the shirt as a way to get in touch to this guy. But not your compliment did count as flirting but your smile towards the guy once you did it because they did treat it as a way of getting in contact to him and testing the guy whether he did like you. Thats how most women treat this. This way thinking or feeling may cause his girlfriend to become jealous and angry on you afterwards.

If it comes to myself then I think compliments can be a honest expression of a feelings or they are just an rather awkward but for to obvious way of trying to make others to like oneself. For this they rarely cause what they were intended for. I think most people spot the differences depending on the intention quite fast and dislike compliments that aren't really honest especially if they are made by people that they dislike themself. I think that flirting in the opposite is rather to share positive feelings and to cause people that you like to feel positive emotions (e.g. fun or sexual attraction) towards you to and to like you. The main problem is that most people are quite unsure about themself and the way that others do feel except the ones who rely on their feeling of affective empathy. But the last one struggle with doubts of others and emotional rejections. It's not nice to feel disliked or mistrusted. For this unsecurity about the feelings of others towards you kills the positive emotions of others towards you. In the end you think you were right with your doubts and feel even more unsecure about yourself. A catch 22.
I think it's right what 'TheOther' wrote because it's the way that most people treat it. But for people on the spectrum this could become a huge problem and a nightmare because most of us aren't really great in recognizing the emotions of other people and recognizing of background of indirect emotional hints. For this it's much better to decide to yourself whether you like or dislike other people an let them know quite directly whether you like or dislike them. Being to shy in showing emotions doesn't works well especially if the other is the same way.

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There's two fundamental questions here

1. Is complimenting someone's shirt flirting?: It can be in some contexts, but it wasn't in the way you described it happening in your OP.

2. Can complimenting someone's shirt be interpreted as flirting? Yes, but it depends a lot on the circumstances and people involved. I don't think anyone would have gotten the wrong idea in your situation but it's possible.

I was at my brother's house last night hanging out with him and his two roommates who are boyfriend and girlfriend. At some point in the night the female roommate said my shirt was cool and it was quite clear that she wasn't saying that to come onto me, but she just thought the shirt was cool.

Depending on the context, setting and approach funeralxempire isn't lying. I'm reserved and anxious so I prefer to keep to myself and leave others alone, BUT for more outgoing friendly people it is fairly normal.

Unless the other person that's with whom you're complimenting is a neanderthal or drunk, it typically isn't something causes a problem in that moment. Who's to say what happens when the couple goes home, but that's not really your responsibility.

We actually don't quite have enough information to know what the full setting, context, and how xxZeromancerlovexx planned to approach to make a clear call that what she was thinking of doing was flirtatious or not.

^I'd only do that if I really fancied a guy, but definitely not if he had an obvious female companion.

In some parts of the world such a comment plus the smile could lead to an all out assault from a girlfriend turned green eyed monster.