Help and advice please

Also, if I apply pressure to the base of the penis like I'm pulling the skin tight down the shaft I get more pleasure from both, and it stimulates me more

... I struggle to get anything accomplished hands free and remain flaccid through most of my time. Any advice?

This is a common complaint from newbie users, you've only just begun a long learning journey and need to do a lot of reading yet. I sent you an introductory PM with some hints and tips to get you started here, please follow through and read the links I provided for you.

I get some message from the helix but it barely scratches the surface of what I think I should be feeling

Your comment belies your obvious expectation of something, you need to drop all expectations right now and open your mind to the possibility of anything happening and any new sensations, they are there and they will occur but you need to be alert and attentive without preconceived notions about their form or presentation.

...if I apply pressure to the base of the penis like I'm pulling the skin tight down the shaft I get more pleasure from both, and it stimulates me more

Please read @Cockadoodle ’s thread Penis, NOT for a little insight about why you should avoid penile stimulation while learning to use your Aneros.
Good Vibes to You !

Thank you rummel for your advice, I will definitely look into your PM.

Yes read up man, You will Not be sorry!! it's most definitely worth every bit of your time. As your personal journey unfolds.. you will unlock something inside you, that u never thought possible.. it's truly remarkable!