Looking for an appropriate 'Digestif' for after dinner

Amaretto is a good choice. Crème de menthe on ice in a small glass has always been my favorite (it freshens the breath) but is too sweet for some people.

B&B

amaretto
limoncello
port wine
or something like jaegermeister or another herbal liqueur

Campari - it's an acquired taste for some however

If you like the taste of star anise/liquorice, you could go the Ouzo/Sambuca/Absinthe route. I think Absinthe is least pungent of the three I have had. I like a nice LBV Port or an Oloroso style Sherry, but a lot of people find them cloying.

The next time you are at a nice restaurant and are presented with the desert menu, ask to sample one of the Ports/Sherries/Muscats. If you don't like it you can always erase the memory with a nice Scotch.

Benedictine

I have a similar problem, but I'm looking for an appropriate digestif before dinner.

Since you said Digestif, I am ruling out the sweet wines, fortified wines like Port and Sherry etc. You also need it on the sweeter side, and something a woman would enjoy without, say, a wide familiarity with spirits. Ok, here goes: Benedictine -- spicy, herbal, and sweet. Mix with brandy to bring the sugar down for the classic B&B Yellow Chartreuse -- herbal, herbal, herbal. Very sweet. Absinthe/Pernod -- somewhat sweet and a little bitter, but incredibly intense anise/liqorice. You have to love that to love absinthe. Not appropriate after every meal Grappa-based liqueur, such as Jacopo Poli 'Miele' -- this is a honey-based liqueur, but made from acacia honey. It is very sweet but not overboard, and has a little pineyness to it which is refreshing after a meal. Grand Marnier or Maderine Napoleon: Cognac redistilled with oranges. Lovely after a meal, as the pith of the orange is noticeable above the sweetness. Grand Marnier is from oranges, Napoleon is from Tangerines. The 100th anniversary Grand Marnier Centenaire is especially delightful and was my choice to serve last night. Campari, which has been suggested, is beloved by me, but rare, rare, is the woman who truly enjoys it. I've only met one, and rare she most certainly was. It tastes like grapefruit rind with sugar. I would suggest for a Digestif that you want something with a little bitterness -- you need that after a meal. So I suggest the Grand Marnier or the Miele. ~ H

Tango Negroni.

It was a pretty subtle joke, I'll admit.

Thanks. It was only half-a-joke, because for me that is a perfect recommendation, but I know you are not a fan. It's ok. Truly, though, what are you looking for? Something wine-based, a spirit, or a cocktail? I'm sure I can make a half-decent suggestion. ~ H

I thought that the joke was that "after dinner digestif" was redundant. Before dinner it would be an apertif, right?

Inside joke -- probably just why and I would know. Maybe Pio.

Ah...never mind then.