OP: Some things to consider:
-- Your position as a person responsible for providing the drugs and being the experienced one in a group of inexperienced people. The times this has been me I found taking any drugs myself to be unpleasant because the stress I felt about the responsibility I was taking on (and if you are at your mom's house she would be liable as well).
-- Not that it would happen, but if someone were to have a difficult experience and acted out, do you know what to do? More importantly, have you been in that position before? There are videos to watch but it's something you can only really learn from experience. If you've never handled a few psychedelic emergencies then you might not be prepared.
-- A group of people is harder to handle than individuals. It seems riskier to introduce a group of people together, I would want a few more experienced people on hand. One on one, with you taking on a very small dose and, seems safer and more productive. (I hate the term trip sitter, I guess more like "trip big brother" -- keeping their boats going in the right direction)
-- The whole dynamic of someone being given something over finding it him/herself. People value what's handed to them less than if they had earned it.
-- The candyman complex. What happens when they love tripping, and you are their main source? What will that do to your relationship with them?
I'm not saying anything bad would necessarily happen, people have been turning on their friends since the dawn of time. In my experience (and when I was younger I did exactly what you are thinking of doing many times), those are the issues I had to deal with.