putting pennies in the pound jar

Making a very small or worthless contribution (see also: putting dimes in the dollar jar for American)

A sexualized version of "in for a penny, in for a pound." Means almost the same thing as the original saying but in a sexual context as aforementioned. In context, it references sex with or without protection (in this case, without), and since it was done before might as well double down and do it again regardless of the consequences.

This was used in Team Four Star's, Dragon Ball Z Abridged: Episode 60 Epilogue.

"If you're going to take a risk at all, you might as well make it a big risk."

From an old British expression (thus "pound" instead of "dollar"); the original reference was probably to theft (though this is not certain), saying that being arrested ("taken in") for stealing a small amount is just as bad as for a large amount, so you may as well steal a lot and hope to get away with it.

An equivalent expression is, "As well hanged for a sheep as a lamb", where it's implied that you are stealing the animal. If the punishment for failure is the same, you may as well try for the largest possible reward.

The phrase is often misused with reference to a punishment that is out of proportion to a crime, but this is not the actual meaning.

An expression of 70's street culture that means that if you participate even slightly in something, you are fully involved in the consequences.

A wager that is considered a sure thing or a likely scenario.

Where someone compulsively saves money by buying super-cheap-priced foods like crackers and white bread, not caring/realizing that these salty/sugary/"empty-carbs" foods will make him gain unhealthy weight in a hurry. Ben Franklin was always sagely expounding about stuff like this, and just look at da deplorable "tubby" shape HE was in!

Penny & Pound is a band with a pair of musical Prodigies training in the art of folk.