Asking your best girlfriend out on a date might seem like a daunting challenge, but dating a close friend can also mean more interests and hobbies in common. How to go about asking your best girlfriend out will vary depending on the type of girl she is and whether she prefers men to be upfront and forward or more reserved when dating.
Invite your best girlfriend to go out with a group of both of your friends. This can help you get to know her friends and vice versa, also allowing you to spend time together.
Ask her what she is looking for as far as dating and what she is interested in when you feel comfortable or while lightly joking around. Find out if she is looking to date, wants a long-term relationship or is planning to stay single for a while. This will help you determine your next move to asking her out.
Invite her out on a lunch date during the day for just the two of you. Ask her to go see an upcoming movie you both are looking forward to, or even ask her to help you find a new shirt at the mall. This will give you alone time together while relieving some of the pressure of a formal date.
Spend more time together without your groups of friends. If she asks to hang out with just the two of you, she might be interested in dating you as well.
Create a personalised gift for her, such as a mix CD or a personalised card for her birthday or a holiday. Giving her something special and handmade will show her you care and let her know she is special to you.
Ask her on a more formal date when you feel close and comfortable enough with her. Break the ice by letting her know how much you enjoy spending time with her and how you would like to take her out officially. Let her know you value your friendship with her, but also reveal your true feelings entirely. Plan your first date together around her favourite foods and activities, such as going to a museum or watching a live play.
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