奴と

with that guy

→ 奴
phrase Uncommon #13,994
with that guy 奴 is a rough or derogatory way to refer to a person, such as “that guy,” “that fellow,” or “that jerk.” と means “with” when indicating company or the person involved in an action.
JA: あんな奴と一緒に行きたくない。
EN: I don't want to go with a guy like that.

そんな馬鹿な奴と議論しても無駄だ

There's no point arguing with such an idiot.

奴と寝るのか

Are you going to sleep with him?

— ムーラン・ルージュ (2001)

奴と一体何を話したんだ

What on earth did you talk to him about?

— GHOST IN THE SHELL (1995)

そう奴とはいつもああなんだ

Yeah, he's always like that.

— ラ・ラ・ランド (2016)

話があるってお前は奴と俺の話をしたのか

Did you tell him about me, saying I had something to talk to him about?

— アメリカン・ギャングスター (2007)

奴と寝たんだな

You slept with him, didn't you?

— シカゴ (2002)

いじめてた奴と友達

Friends with the person who bullied you?

— 映画 聲の形 (2016)

奴と話がある

I need to talk to him.

— グッドフェローズ (1990)

奴と順番を待ってます

I'm waiting in line with him.

— タイタニック (1997)

すぐに諦めるような奴と付き合うのはやめろ

Stop associating with people who give up so easily.