I often have to play with my pump and attach the head a few times before I get a proper air flow, otherwise it will like jam and no air goes in, or its too lose and all the air escapes, I have to try a few times to get the head on just right. its also a lot more like this on the road bike side than the MTB side as there seems to be a bigger tolerance for getting it right so many try this with your pump?
although this is a known issue with my cheap floor pump and has been mentioned in reviews but person ly apart from this I find my pump is awso,e!
also I let some air out of the tires before I pump up just to clear the valvles of any possible blockages as if had a tire blow up I'm my face so I don't take any risk these days! don't let the tore all the way down though as it will be hard to get the pump on as bad Been said.
Next time I get a floor pump I will spend more to get a better one over all but more so a much better head that just works when I attach KT to the vulve.
I have a Joe sport blow two if anyone's interested its bright yellow!