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1.
You fuckers have it all wrong. It is used as an expression to express your intentions with a female.
To "wine and dine" someone would be to take them out for an expensive dinner, with some expensive alcohol (not exclusively wine) and then to proceed with fucking the cunt off them.

It can also be used for us middle classed people. For example, instead of an expensive dinner, Mickey D's and a cheap ass flick.
I'm going to wine and dine that bitch from accounting. She's been asking for it all month.
by Tiddles Waterfall May 09, 2008
297 184
 
2.
To treat someone (typically a lady) to wine and dinner. It's to impress her, not necessarily implying sex is required. It's to try to impress the lady, not to end up with a guaranteed guilt-wrencher to imply a fuck is necessary.
I love to wine and dine my lady, to show her how much I love her.
by Asinine February 23, 2009
108 82
 
3.
stupid ass phrase used by Georgian ex-Air Force reserve mofo's in an attempt to make you think they want to treat you like royalty in exchange for some homosaix taiim.
Bouy, Imma' wine and dine you this faiin evening.
by Babdag July 29, 2003
61 99
 
4.
Term used by hotel-goers to prostitute themselves to the management in exchange for for a free room.
Patron: "Um, do you wine and dine?" *wink* *wink*

Front Desk: "Huh?"
by GBGXXXXV March 13, 2008
28 88