How to apply lipstick that STAYS ON

There are a few tips there. 

1. Make sure to exfoliate your lips properly. Not only will your lipstick stay on longer, it will also look better. 
2. Apply concealer (like you use on your face) before putting your lipstick on. 
3. Blot off the excess. 
4. Finish it off with translucent powder.
5. Don't touch your lips with your hands or lick them. (Don't eat. Don't kiss.)
6. Choose lipsticks with staying power. Some are meant to last all day. They don't, but they last longer than those that aren't meant to stay on all day. 

Hope that helps. Yes, you should definitely be able to get at least two hours out of your lipstick!

Yep. It's all in the prep. Has it ever occurred to you how strange it is that we use primers on our faces before foundation and on our eyes before eyehadow, yet nothing before lipstick? Duh! That's why it fades so quickly! Using concealer is a fabulous tip. What you can also do is apply a lip pencil the same color as your lipstick, not just to line your lips but all over. Blot with tissue paper. This sounds silly but really helps. Remember that you need to use one final coat of lipstick after doing that though, and then you are all done.

You know, I've tried all sorts of lipsticks (and the tips above are good too) but the lipstick that always stays on longest for me, in my personal experience, is MAC. The matte formulations in particular... They're pricey, I'll give you that, but that's also 'cause they are more highly pigmented than cheaper lipsticks, which is why I never mind investing in them. The "Mineralise" lipsticks from MAC tend to fade earlier than the regular ones so keep that in mind. 

On the off chance you don't like MAC (who doesn't? some people I guess), Stila's Stay All Day stuff is very good too. 

I hate lipsticks that wear off right away, and despite what anyone might say it is definitely related to the quality of the lipstick itself! Dior Diorific long wear lipsticks stay on a very long time for instance. It is $$, but as they say, you do get what you pay for so I feel more than justified spending that though I do take care to choose colors I know are suitable for daily wear.

One other thing you can do that I haven't seen mentioned here yet is to apply lipliner or a lip crayon all over your lips AFTER you have already put your lipstick on. This move kind of seals the lipstick in and makes it go the distance.

I got some good tips here, so thank you for sharing them! I have already tried the concealer base and loose powder finish and although it felt strange and impacted the look, my lipstick really did stay on for longer so that was a win!

I will also be trying some longwear lipsticks and the tip of adding lip liner after applying lipstick though that also sounds completely counter intuitive. I hope these tips keep on paying off and I'll eventually be a grown up girl ;) who is able to keep her lipstick on a decent amount of time.