I don’t know why I’m always drawn to these dating advice threads. I think it’s because I am an introvert whose first date wasn’t until he was 20, but who knew he wanted to get married from the time he was 7. I know the pains, and so I like to offer what (minimal) wisdom I can impart.
I would like to offer two pieces of advice that seem contradictory:
- Be patient
- Be bold
First, be patient. It’s not a race. You don’t have to conform to an arbitrary timeline. As others have said, divulging
too much from the outset is what tends to creep girls out. Give yourself time to get to know each other in more casual circumstances. So, by all means, ask her to coffee or bowling or just for a walk around campus. But there is no need for you spill
everything about how much you like her before you even spend more time together.
Second, be bold. As an introvert, this one was always tough for me. And I think it is tough for many guys, especially in an age where gender roles are all over the place. I’ve known guys who basically just waited for the girl to make the first move all the time. Sure, that can work for some people. But I think you also have to be willing to show the girl that she is worth the risk of putting yourself out there for rejection. And it does involve risk.
Of course, it goes without saying—but I should say it anyway—that the third (and most important) piece of advice is to be a prayerful man of God. Bring it all to prayer. Ask the Holy Spirit to increase in you the gift of fortitude from your Confirmation.
For me, it was helpful to take a step back and not put too much pressure on myself. I spent many awkward years always wondering if the girl I sat next to in English class or the girl in front of me in line in the cafeteria was going to be the girl I would marry. With thoughts like that, it made every interaction with a girl seem like it was of monumental, life-altering importance. Way too much pressure!
Start small. Outings, even in groups, are a great place to get your feet wet. Plus, I always wanted to leverage the
mere exposure effect.

It eventually all worked out as I am married now.
