Eat the fees
Whether this means paying an online ticket vendor its usurous convenience fee, paying a deposit for use of a gym, park space or bar, laying out up-front cash for time on the golf or tennis courts or whatever other incidental costs might appear when planning a day or evening out. Waiting for every single person in your crew to pay their own way in is a sure way to be disappointed. Oh, and unless these fees amount to a sum that really puts a dent in your finances, don’t ever mention them again. Your friends will be more likely to go out for something you planned if they know you’re not the one who’s going to badger them over a Ticketmaster surcharge until intermission.
Learn the art of compromise
This is a prime example of making a small sacrifice to make the most people in the group happy. If you’re dying to try the new sushi place near you, but you know at least one of your friends will complain about how gross she thinks raw fish is all night, and another one of your friends will start to huff and puff every time friend #1 complains, avoid that eventuality altogether by choosing a more neutral food option for your group of friends. If you have a regular spot, don’t feel the need to break tradition for the sake of doing so -- sometimes we gravitate towards the same places for good reason.
If someone in your group has a new significant other they want to bring along, smile and say yes. Plan for an extra, pay their fees if there are any, and treat them like one of the guys. Is it ideal to have to put on your “meeting new people” face while you’re trying to hang out with your friends? Of course not. It sucks: Can you swear? How much can you drink? Can I tell this story in front of them? Will they murder your friend for their comic collection? But with any luck, you’ll only have to put on that face for a few minutes before you realize this person really could be part of the gang if you’d let them.