Question
How hard can you suck on him before it is too much? Are we talking lips tightly closed around his cock, full on sucking or lips slightly open, intermittent sucking?
Answer
How hard you actually suck on a guys penis is more about each guys individual preference, so it's something you would have to try with him and see how he likes it.
Having said that, I personally think you shouldn't really be doing too much actual sucking when you are giving head. My technique and philosophy is that your mouth provides the warm, wet, soft friction which is applied by your tongue and the inside of your cheeks. The real stroking friction and pressure comes from your hand. And that means your lips also should be relaxed. Your lips are not supposed to be squeezing his cock. That'll just give you lip-burn, a mild and temporary but common blowjob injury. Use your hand.
Sucking too hard can even hurt. Not only is it like a vacuum on his cock, something like you do when trying to give someone a hickey, but it also makes everything inside your mouth press harder against the sensitive skin of his cock. This means your tongue, which feels good when softly sucking and covered in a layer of saliva can start to rub in an irritating way. This also means teeth are more likely to become a problem.
So I can't give you a definitive description here on how hard to suck your partners cock, but if you try it and see what he likes you will get better results anyway. I think, softer is better. And your hand is always a help.
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