Hello and welcome to the new contest!
You've been extremely patient waiting for winners, here come a LOT of winners!
First up to the plate, we have the "Specific Regulations" Award, going to Smellincoffee for:
Louvois: An extensive review of Starfleet regulations indicates that the captain CAN lead the away mission if one of two parameters are met: one, the plot requires it; two, the ship contains a cool off-road vehicle,
Next, we have the "Daily Double" Award, going to Mr. Laser Beam for:
Data: *buzz* What is Wisconsin?
Next, we have the "Thanks for keeping it clean-ish" Award, going to Hutchy01 for:
There are around 5000 possible jokes for this image. Six of them are family-friendly.
Next, we have the "Don't mess with Guinan" Award, going to Laura Cynthia Chambers for:
Picard (muttering): "Welcome to Ten Forward, the only bar where you can get a drink and an X-ray at the same time."
Guinan: "You know, your quarters does have a replicator ensuite..."
Next, we have the "So THAT'S where the plans were!" Award, going to rcjames for:
Tasha: "Help me Obi-Wan Kenobi. You're my only hope."
Next, we have the "Starship Cleaning" Award, going to Mojochi for:
Worf: Worf to Laforge. Have maintenance send somebody out front with a squeegee again. We hit another Calamarain
Next, we have the "Pickup lines OF THE FUTURE!" Award, going to Bry_Sinclair for:
Castillo: Hey blondie. You, me, holodeck two and a Gorn costume?
Next, we have the "Just wait, they're wearing gold. That problem will take care of itself" Award, going to ithekro for:
Picard: Clear the Bridge. All you extras are getting in my light.
Next, we have the "Sorry Chief" Award, going to shivkala for:
Transporter Chief: O'Brien? He's the head of the Starfleet Corps of Engineers! Why would he be in a menial job like this?
Yar: Well, I guess by saving the timeline, we doom him to a life of mediocrity...
Castillo: Is that a problem?
Yar: Absolutely not.
Next, we have the "First Officer Worf agrees" Award, going to rcjames for:
Riker: Im just saying, it would make more sense that the first officer got a chair of his own.
Picard: This is hardly the time, Number One.
Next, we have the "Sunday Sunday SUNDAY!" Award, going to Nerys Myk for:
ANNOUNCER: Laaaadies and Geeentlemeeeeen!!!! The man who puts potent in omnipotent! The God like alien that everyone likes. The imp who leave a good impression. Directly from the Q Continuuum....Q!!!!!!
RIKER: I gotta get a hypeman.
Next, we have the "The Problems of Today, TOMORROW!" Award, going to captain crow for:
Picard: The jackass in the oncoming lane has got their brights on!
Next, we have the "Maybe you should figure out how to make that work..." Award, going to inflatabledalek for:
Data: Q, that is the warp core ejector button you're leaning on.
Crusher: Like that thing ever works anyway.
Next, we have the "Sean Bean appreciation award" going to DrBob for:
Q: One does not simply walk into…
Next, we have the "Party ruined" Award, going to Tenacity for:
Picard: "What's all this?
Riker: "It's the celebration of Cinco De Mayo."
Picard: "Cinco de Mayo, what's that?"
Data: "A day to commemorate the victory of a small third world nation over a large imperial European power."
Picard: "Against a imperial power, I like the sound of that. Which imperial power?"
Riker: "France."
Picard: " .... I'll be in my ready room, keep the noise down."
Winners continued next post!
You've been extremely patient waiting for winners, here come a LOT of winners!

First up to the plate, we have the "Specific Regulations" Award, going to Smellincoffee for:

Louvois: An extensive review of Starfleet regulations indicates that the captain CAN lead the away mission if one of two parameters are met: one, the plot requires it; two, the ship contains a cool off-road vehicle,
Next, we have the "Daily Double" Award, going to Mr. Laser Beam for:

Data: *buzz* What is Wisconsin?
Next, we have the "Thanks for keeping it clean-ish" Award, going to Hutchy01 for:

There are around 5000 possible jokes for this image. Six of them are family-friendly.
Next, we have the "Don't mess with Guinan" Award, going to Laura Cynthia Chambers for:

Picard (muttering): "Welcome to Ten Forward, the only bar where you can get a drink and an X-ray at the same time."
Guinan: "You know, your quarters does have a replicator ensuite..."
Next, we have the "So THAT'S where the plans were!" Award, going to rcjames for:

Tasha: "Help me Obi-Wan Kenobi. You're my only hope."
Next, we have the "Starship Cleaning" Award, going to Mojochi for:

Worf: Worf to Laforge. Have maintenance send somebody out front with a squeegee again. We hit another Calamarain
Next, we have the "Pickup lines OF THE FUTURE!" Award, going to Bry_Sinclair for:

Castillo: Hey blondie. You, me, holodeck two and a Gorn costume?
Next, we have the "Just wait, they're wearing gold. That problem will take care of itself" Award, going to ithekro for:

Picard: Clear the Bridge. All you extras are getting in my light.
Next, we have the "Sorry Chief" Award, going to shivkala for:

Transporter Chief: O'Brien? He's the head of the Starfleet Corps of Engineers! Why would he be in a menial job like this?
Yar: Well, I guess by saving the timeline, we doom him to a life of mediocrity...
Castillo: Is that a problem?
Yar: Absolutely not.
Next, we have the "First Officer Worf agrees" Award, going to rcjames for:

Riker: Im just saying, it would make more sense that the first officer got a chair of his own.
Picard: This is hardly the time, Number One.
Next, we have the "Sunday Sunday SUNDAY!" Award, going to Nerys Myk for:

ANNOUNCER: Laaaadies and Geeentlemeeeeen!!!! The man who puts potent in omnipotent! The God like alien that everyone likes. The imp who leave a good impression. Directly from the Q Continuuum....Q!!!!!!
RIKER: I gotta get a hypeman.
Next, we have the "The Problems of Today, TOMORROW!" Award, going to captain crow for:

Picard: The jackass in the oncoming lane has got their brights on!
Next, we have the "Maybe you should figure out how to make that work..." Award, going to inflatabledalek for:

Data: Q, that is the warp core ejector button you're leaning on.
Crusher: Like that thing ever works anyway.
Next, we have the "Sean Bean appreciation award" going to DrBob for:

Q: One does not simply walk into…
Next, we have the "Party ruined" Award, going to Tenacity for:

Picard: "What's all this?
Riker: "It's the celebration of Cinco De Mayo."
Picard: "Cinco de Mayo, what's that?"
Data: "A day to commemorate the victory of a small third world nation over a large imperial European power."
Picard: "Against a imperial power, I like the sound of that. Which imperial power?"
Riker: "France."
Picard: " .... I'll be in my ready room, keep the noise down."
Winners continued next post!