The messages, clearly unusual compared to the normal lines thrown around, threw Chloe off and she couldn't quite get her head around what was going on.
Things looked bleak for the guy and his hopes at winning pub trivia. But then with the answer delivered, things changed and Tom's masterplan was revealed.
Chloe: Motherwell?
Tom: Yeah she's not bad thanks for asking
Chloe: I hate you, Did you actually just do all that, for that.
The unbelievable efforts which were uploaded has seen the conversation whip around social media with users losing it over the pick-up lines.
At the time of writing this story the original tweet has received over 94,000 likes and been retweeted over 10,000 times.