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Contest: ENTER TOS Caption Contest #312: A Russian Invention

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Redshirt 1: *psst* he looks nothing like his portrait at Starfleet Command

Redshirt 2: *whispers* That's because he submitted a picture of his favorite actor, Chris Pine, before taking command
 
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Mr. Spock: Captain Kirk and ensign Chekov, I must confiscate your hairpieces as they are the byproduct of illegally hunted "blood" tribbles.
 
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Chekov: Sorry Keptin, I should have mentioned my lactose intolerance before we had the ice-cream cake.
 
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Kirk: Be honest. I split my pants AGAIN?

Chekov: Not so much the ripped pants, sir, but the going "commando" that's unsettling.

Yeoman: Oh my God, you have a vestigial tail!

Kirk: I prefer to call it my "auxiliary penis" and, yes, I am happy to see you.
 
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Kirk: "I'm sorry, Mr. Chekov, but Khan is coming aboard so I need you to be hidden away so later you can piss of a bunch of nerds who live in their parent's basements and have never kissed a girl. Or guy as the case may be."
 
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Chekov: Sir, is there a reason there are few women on board?
*everyone steps a little closer*
Chekov: Sir, I am distinctly uncomfortable, right now.


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Chekov: Sir, it's an alien possession storyline ahead!
Kirk: Red Alert! Get us out of here maximum warp!
 
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Captain's log, supplemental: After a lengthy investigation, Enterprise's security team believes it has located the person who snuck into my quarters and used up my last bottle of volumizer....
 
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CHEKOV: Keptian! We've smashed directly into the plot of this episode!

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Kirk: No one look at Ms. Uhura's bloomers! Eyes straight ahead, gentlemen.
 
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