Well 2 of the 3 times happened when were lucky enough to get it in with her on top as or right before I started cumming. The other time was me on top. I just managed to get it in in time before I blew.

Very well done. You have come a long way.

ive done this more times than i can count, idk why but it does suck. ive tried jackin off before hand, but i still cum super fast.

If I think about it too much just as I'm trying to get it inside her, getting overexcited, will cause me to ejaculate upon entry.
This is Double Jeopardy, small penis that cums too quickly.

tinyNquick - why not try making it part of your love-making? Get her to give you a handjob or blow you from the start, then just keep caressing (her!!) until you're ready to go again (say, 2 minutes :D)

Just because you've cum once doesn't mean you have to stop. Typically, the next time takes longer. Also, I worked with college couples for years dealing with this, if you AND your partner can find a competent counselor, go together, and are willing to follow the protocol, this can be dealt with successfully... IF both of you are willing to cooperate with the procedures... ALL THE BEST!!!