"Hey, how's your night going?"
Was what he intended on writing but he had written it with a major spelling error.
"Hey, how's you're night going?"
It wasn't a soul crushing mistake but enough to make him feel slight regret. He quickly typed out "*your" and sent it before she could process his error. There was a certain cringe he felt when the wrong you're/your or there/their/they're was used in the English language. He was also aware how that simple word change would seem to the other party. The additional letters were more work to so he wasn't sure what ran through his mind to reach the other "'re."
He didn't have to think to much on the matter since his phone buzzed with a message.