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I don't understand the meaning of ダッサ in the following sentence:
なんだこいつらダッサ面白れえ！
The context is a fight between two enemy factions. I think it is a contraction of ダサい "uncool" but I don't understand its meaning when used before an adjective, as in the sentence above.
Yes ダッサ is from ダサい. Joining two arbitrary adjectives like this is nonstandard, but native speakers occasionally do this half-jokingly. キモかわいい is a recently established slang word coined similarly to this. See: A different way to join i-adjectives
To me ダサ面白い is a made-up word (I haven't seen this before), but it should mean something like "funny all the more for their un-coolness". I don't think ダサ is an intensifier prefix (like 超/バカ/クソ/ド).
「ダッサ」 is a Yankee-style colloquialism for「ダサい」. It also can be used as an interjection (same as 「くそ」、「キメェ」、「ダセぇ」, 「スケベ」、 e.t.c.).
It may be strange to see that it's combined with a such positive word like 「面白い」, but in the fact that's a common way to emphasize on both of them in the same style of speech. You could also say 「くそ面白い」, 「くそ真面目」, e.t.c.
You will find more examples like that if you read manga a lot, or if you will go drink booze in all-male Japanese company.
ダッサ --> ださい
Means "uncool", "out of style" See here for more info.
On a related note, you can often find words changed to this form for emphasis:
臭い｛くさい｝ -> クッサ！
うざい -> ウッザ！
冷たい｛つめたい｝ -> 冷たっ! <-- similar abrupt stop for emphasis
I didn't know the word, but ダサ面白い is a trendy (new-ish) word, and was used to describe PM Abe as Mario.
----- as ---- が、意外に、このダサ面白さ、悪くはないかも…。
安倍首相のマリオ姿を世界はどう報じたのか 海外メディア､ネットの反応は ... g-relations.jp/business-diary/1134/
2016/08/24 - が、意外に、このダサ面白さ、悪くはないかも…。しばらく経つと、じわじわとそう感じ始めた。果たして、このパフォーマンスは世界が注目するイベントにおいて吉と出たのか、凶と出たのか。海外メディア、インターネットの反応を探ってみた。
