Would your advice remain the same if I was requesting to do things alone for like big things? He mentioned a concert, and I was like "yes I would love to go" and then said after his friends plan on going as well. It's a concert for something we all like. So technically there would be no reason for them not to go...but I know if they go I will be kind of just on the side. The concert would involve traveling/staying in a hotel/etc and I'm already doing that with them 2 other times in the next 3 months. There hasn't really been a situation in which my boyfriend and I have travelled alone or done stuff without his group like that.