Why are dashes preferred for CSS selectors / HTML attributes?

Code completion

Whether dash is interpreted as punctuation or as an opaque identifier depends on the editor of choice, I guess. However, as a personal preference, I favor being able to tab between each word in a CSS file and would find it annoying if they were separated with underscore and there were no stops.

Also, using hyphens allows you to take advantage of the |= attribute selector, which selects any element containing the text, optionally followed by a dash:

span[class|="em"] { font-style: italic; }

This would make the following HTML elements have italic font-style:

<span class="em">I'm italic</span>
<span class="em-strong">I'm italic too</span>

Ambiguity with arithmetic operator

I'd say that access to HTML elements via dot notation in JavaScript is a bug rather than a feature. It's a terrible construct from the early days of terrible JavaScript implementations and isn't really a great practice. For most of the stuff you do with JavaScript these days, you'd want to use CSS Selectors for fetching elements from the DOM anyway, which makes the whole dot notation rather useless. Which one would you prefer?

var firstName = $('#first-name');
var firstName = document.querySelector('#first-name');
var firstName = document.forms[0].first_name;

I find the two first options much more preferable, especially since '#first-name' can be replaced with a JavaScript variable and built dynamically. I also find them more pleasant on the eyes.

The fact that Sass enables arithmetic in its extensions to CSS doesn't really apply to CSS itself, but I do understand (and embrace) the fact that Sass follows the language style of CSS (except for the $ prefix of variables, which of course should have been @). If Sass documents are to look and feel like CSS documents, they need to follow the same style as CSS, which uses dash as a delimiter. In CSS3, arithmetic is limited to the calc function, which goes to show that in CSS itself, this isn't an issue.

Inconsistency with variable naming across languages

All languages, being markup languages, programming languages, styling languages or scripting languages, have their own style. You will find this within sub-languages of language groups like XML, where e.g. XSLT uses lower-case with hyphen delimiters and XML Schema uses camel-casing.

In general, you will find that adopting the style that feels and looks most "native" to the language you're writing in is better than trying to shoe-horn your own style into every different language. Since you can't avoid having to use native libraries and language constructs, your style will be "polluted" by the native style whether you like it or not, so it's pretty much futile to even try.

My advice is to not find a favorite style across languages, but instead make yourself at home within each language and learn to love all of its quirks. One of CSS' quirks is that keywords and identifiers are written in lowercase and separated by hyphens. Personally, I find this very visually appealing and think it fits in with the all-lowercase (although no-hyphen) HTML.