Flattery can take you far
Who doesn’t love a good compliment? Whether you’ve known your crush forever or for a short time, a date proposal speckled with flattery is always good. It demonstrates why you want to spend additional time with that person while making your crush feel truly valued and special in your eyes. To come across as genuine, Dr. Howard says to think of, and express, a characteristic or quality that really draws you to your crush.
If you can tell that your crush is vibing on you, or has even already given you a yes, don’t be afraid to get flirty. Breaking the physical barrier with a hug or an arm rub can relieve nervous tension — lots of smiling helps make both parties feel comfortable, and again, compliments and flattery are always a good thing.
Be OK with a "no"
It’s hard to think about rejection when you’re already nervous, but being OK with "no" before you ask your crush out can actually empower you.
“You need to bolster yourself for the possibility of rejection,” says Dr. Walfish. “There are many reasons why someone might turn down your overture that have nothing to do with you personally. For example, your crush may be involved in another relationship, or getting over one, or you simply may not be his or her cup of tea.”
She adds that having plenty of resilience will help you spring back more quickly and try again with someone else who may be a better match, personality- and timing-wise. “Determination and drive are key ingredients in finding your best fit,” she says.
Know you’re awesome
The reason we’re telling you to be authentic and real and to not shy away from your emotions is because you’re awesome. Don’t forget it.
“Remember all that you have to offer — who you are, how attractive you are, and how much people have enjoyed being with you in the past,” says Dr. Howard. “Remember how your friends love you and how lovable, smart, fun, and adventurous you really are.”