Many guys like a wet hand job. You can use saliva, a water based lubricant or an oil based lubricant, like massage oil. You should not use oil based lubricant if you want to have intercourse later, for it weakens the condom and if you have intercourse without a condom it increases the risk of a vaginal infection.
When the guy gets more and more excited you have to speed up: moving your hand faster up and down the closer the guy comes to climaxing. But don’t disrupt the rhythm.
After orgasm the glans is often very sensitive, too sensitive to touch. So most guys want you to stop caressing their penis as soon as they have come.
Have some toilet paper at hand when you give a hand job while you stand. If the guy is lying on his back it’s no problem, for the semen will end up on his belly.
Asking directions won’t make you look stupid. On the contrary, it shows you know every guy is different when it comes to sexual preference.
Be careful when the guy’s frenulum is too short or his foreskin too tight.