So, at first i got my left ear pierced on August 1st, then on August 31st, i got my right ear pierced.

I kinda got excited and started stretching last week (October 2) and i got my left ear just fine, but i ran into some trouble with my right ear.

before i started stretching, i took out both earrings to warm them up and prepare them for the stretch, but decided to put my right earring back in just incase it started to close up while i stretched my left ear. But while i was putting my right earring back in, i think i poked the inside of my earlobe and it began to bleed a little. So when i got done stretching my left ear with ease, i started on my right ear. The taper was going in slowly, but it stung a little bit. Not enough that it hurt, but enough to notice it. So after a while i decided to give up and try again later to prevent anything from going wrong. and my right ear still bled for a little bit after that.

So, my question is, when should i try stretching my right ear again ? bcos i still have my left ear gauged and my right ear isn't so i look stupid with mismatched earrings.

oh and btw, i'm stretching to a 14g so it's not that big. it's only my first stretch.

 You need to wait at least 6 months from the initial piercing before stretching... 

 but, it's only been 2 months for my left ear and everything feels fine. like i don't feel any pain or anything and it's not swollen. so you think it's ok to keep it in ?

poonga:

 but, it's only been 2 months for my left ear and everything feels fine. like i don't feel any pain or anything and it's not swollen. so you think it's ok to keep it in ?

Your ears are no where near healed enough to take the trauma of stretching.  Whether you feel it or not.. stretching does produce a certain amount of stress on your lobes and if you start before your piercing is healed, you are dealing with weakened material.  Put your original jewelry back in and wait  6 months (you've basically put yourself back at starting point by stretching so soon) if you plan to stretch even marginally larger.

Also, do yourself a favor here, if you ask for advice and get some, don't keep questioning the advice you've been given.  People will stop responding to you.  Good luck!

 Yeah, you should definitely wait a good bit. It will be great in the future, trust me..