re: Do Ding Dongs pair well with a Malbec?

Alright I will give a serious answer: No. Malbec can work well with Dark Chocolate, but would be unlikely to work with something as cloyingly sweet as a Ding Dong.

Chocolate can be a difficult pairing, but rarely does it actually pair well with dry red wines.

Most people would pair them with a Tawny Port, or maybe a Pedro Ximinez.

Merlot can pair with Milk Chocolate sometimes.

You can try something like an Amarone and that may work if you want to stick to dry reds.

Banyuls which is another dessert wine would also be perfect