You can win a Leo over with more than just praise. They're not completely shallow. Try being funny. Leos are the kings and queens of the world, and like all royalty they enjoy entertainment. They also have a better sense of humor than most signs, so make them laugh. That they will remember.
The perfect date for a Leo can vary widely, but if you're looking for a surefire hit, try a cultural event. This will be especially successful if the event is a preview for another event of some kind. Leos love this kind of thing. Look for art gallery openings, advance movie screenings, or even a book signing followed by a reading. If you can pinpoint an author a Leo loves, all the better. Leo loves the complex and high brow, so see what's out there.
Leos love a posh ambiance. It's not about money, it's about how it feels. If it feels like it's for the elite, they'll love it. You don't have to break the bank, you just have to impress. Make that special cake. Go to that new restaurant. You'll both enjoy it.
Ultimately, Leo can make a great partner. Just adore as you would wish to be adored.
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