5 Ways to Ask Him Out on a Date When You Know He’s into Someone Else

3. Set a time limit for your date, such as planning for a 30-minute coffee date.

He’ll feel more comfortable accepting your invitation when he knows it’ll be quick. The downside of this approach is that it can be difficult to get close to your crush in such a short time, especially if you’re nervous. If you’re using this strategy, make sure you think of a few things you can talk about in advance.