1. Buy a round of drinks for everyone, but forget one guy 'by accident'.
If you're at a bar with 4 friends and you plan on having 5 drinks that night, wait until one guy goes to the washroom and then be the first one to the bar and say "I got the first round, guys!" You buy the first round for all your friends, and pay for 4 drinks (forgetting the guy in the washroom). For the second round, one of the first guys will buy for everyone (including the guy that was originally in the washroom) and thus everyone now feels obligated to get for everyone. Score 1 free drink for you. But wait, sometimes once you get everyone feeling generous by the end of the night someone else will say "I forget who's round it is, but I got the next one". Drink down your stolen jesus juice and laugh to yourself how you've managed to score a free drink. Just be careful, many a moocher's laugh can sometimes convert to an evil cackle if they're not careful, thus letting other in on the fact you've been 'up to something'.
2. Always round up to an absurd amount.
Suppose your bill comes to $19 + tax and tip - so roughly $24 or so total. If you throw in a $20 you look cheap, but if you throw in $40 and say "this should cover me nicely", your friends (assuming they are actually decent people) will say "hey man, that's waaaay too much, here, take a $20 back". So now even though you're paying LESS than your share you've still given off the impression you're actually a really generous, non cheap guy. Note, this does not work when your friends are also as cheap as you. But then, if they ARE as cheap as you then wtf are you hanging out with them for. Cheap ***holes.
3. Armed Robbery
Liquor stores tend to have a bunch of free cash lying around. This one is probably self explanatory.
4. Free tickets and popcorn at the movies
When at the movies and already seated, tell a friend you've lost your stub but want to go out to by some popcorn for the group. Ask for one of their tickets and go out with both of your stubs and get a refund on the first ticket - tell them the movie is a piece of **** and you're walking out (most movies are **** these days so it's never been a better time to pull this ****). Then saunter back in and tell your friends the popcorn line is too long and you don't want to miss the part of the movie where the guy tells the girl he has feelings for her. Most guys will realize this is an excellent time to go get popcorn and *they* will go out and get it for the group. So now you've gotten free popcorn, a free movie ticket, AND your friends thing you were at least trying to be generous. Also, if applicable try to steal a friends wallet at this time and tell them they must've dropped it in the seats. Offer to help them look.
5. Offer to donate a kidney
You have two kidneys, but you only need one. Every day that both of those kidneys sits in you is a day wasted. Once you've donated a kidney to a friend they are essentially buying your dinners and drinks for the rest of their life, so if you want to get the most out of this you need to donate your kidney early. Remember, this doesn't work on people that are just as cheap as you, so you gotta pick your friends carefully here. Step 1 is pretty obvious, you need to find a friend that needs a kidney, which probably involves a lot of research into your blood type or the blood type of friends. A good way to do this is the "you have aids" game, where you stab your friends with a needle. They'll think it's all jokes but really you'll be taking the blood to get it tested to confirm you're a match. The next step is to require your friend to require a kidney transplant. You'll have to get creative because at this point I'm out of ideas. Once that's done, simply donate your kidney and BAM, next time you're at Pizza Hut feel free to double the meat and cheese because this meal is on your buddy! This is also a good strategy because what if one day YOU need a kidney. Your friend will feel like he owes you and give it back to you, but in the meantime you've been stuffing your face with pizza for years. Score one for the good guys.
6. Have your kids become friends of kids of really rich parents.
The other kids parents are going to disney land? Well, why don't you ask them if you can tag along, son! They want to have you over for dinner? Why don't you sneak some food for us while you're there! There kid has a private tutor? Have your kid observe through the window. There kid gets a new car for their 16th birthday? Kidnap the kid and hold for ransom!
7. Always pay your debts but seem skeptical.
You: "Hey man, I am sure I already paid you that $50 you loaned me, like, I'm 100% sure. But if you say I owe you then I will pay, because your friendship is more important to me than a measily $50".
Friend: "Hey, I'm actually not 100% sure, just 99%, but maybe I'm wrong too. How about you just pay $25 and we'll call it even".
You: (refer to point #2): "Okay, for sure. Oh, I only have $40 on me (no change), but here, you take it"
Friend: "Screw it, just give me $20"
You (quietly): hahahahahah, sucker!!!!!!!! <- be careful not to say this too loud.
The battle between saving money and having friends has been going on since man first learned to speak and utter the words "Yo bro, pay your share and stop being a cheap ***". But in the war on mooching it takes a special kind of hero to emerge as a winner on both fronts. I cannot guarantee you that all solutions listed above will work, but I do know that your attitude is what determines if people think you're being cheap. So be cheap, but don't act cheap.