When did you have a babysitter for the first time?

Well, last night we left him with a babysitter for the first time for 2 hours and it went really well! She said he slept almost the whole time and only woke up to eat. It was definitely harder for me than for him! lol I was so hesitant to leave and almost cancelled on the babysitter, but I'm glad we went out and had some fun. :)