It’s a play on a format of post that goes:
I asked my crush out on a date x years ago.
Last night I just asked them to marry me.
They said yes both times and I’m so glad I had the courage to speak up.
As you read the story, you generally assume that they were dating and eventually got engaged. The picture shows a couple that you assume is them before you finish reading. Then you get to the line about how they said no both times and realize it’s not the typical boring engagement post, but a joke about being a creep.
They are running a 2004 week, looking back at tech from that era.