Being a recent college grad and spending many a weekend getting drunk off my a$$ at sporting event tailgates I would not recommend a "special" cigar.  This is going to be almost a weekly event for you and if memory serves me people tend to drink a ton.  The last thing I would want to do is bring that special cigar that has been aging for just the right amount of time only to not remember it the next day.  
Just my 
