WingMilf

Similar to Wingman, a WingMilf is the attractive older woman who accompanies you to bars and nightclubs as a platonic friend and in doing so increases your chances of meeting available women.
A WingMilf can make a man seem more attractive and safer to other women, because some women may judge a man's suitability based on the woman he is currently with. So basically if a man is with a very attractive woman, other women will assume he is more likely to be an acceptable candidate for a relationship. The WingMilf expands upon this concept by also presenting the man as being a safer choice. One added benefit is that a WingMilf can "talk up" the man to the other women, thus aligning with the stereotype of a mother trying to set her son up with a "nice girl".

By myself I would not have had a chance, but with Monica as my WingMilf, the ladies were practically lining up to meet me!

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fuck the mashed potatoes

Slang for the act of ruining a meal for the other diners. Generally used in the context of a dinner party at a private residence, but can also apply to a meal enjoyed in a restaurant.
A more general definition applies when someone manages to spoil an event for the group by doing something very inappropriate.

Every time my girl and I double-date with James and Amy, We end up leaving early because James always manages to fuck the mashed potatoes by drinking too much and starting a screaming match with Amy about who spends to much money.

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hip on the ship

The maritime version of "good in the hood". While asking someone onboard a ship, "All good in the hood?" would be understood, the word "hood" might be seen in some circles as mildly racist. Thus, the invention of "hip on the ship". Enjoy.

Bosun: "Good morning, Captain Michelle! All hip on the ship?"
Captain: "Yes, things are going very well."