14 times and nothing

You are NOT alone!!!
Keep tring, Some days are diamonds and some days are coal.
After 2 1/2 years, It's my theory that a lot of the postings on this forum are well writen.That's all.
oh yes, I do have 2 Peridise's, a Helix, and a Progasam "Ice". and their fun to play around with,
BUT, the "thrills, chills, and spills" of those alleged, mythical orgasams just aren't there. Sorry!
To sum up, the forum makes for interesting reading.

relaxation is key maybe your having difficulty relaxing i would if i had had such bad luck i use cannabis regularly almost always when using aneros i would not want to coerce you into using drugs but i assure you it can help in a big way if you are not averse to this i highly recomend it 😉

From your description I think one of your problems is the expectation of something happening (trying to make it happen). It took me a year of on and off use to experience anything. If you are not in the right frame of mind you could use it a million times with no results. Review the WIKI and keep reading the forum.

I am another one who has been using either the Helix or Progasm for about 3 years with no Super-O yet, but I have success with p-waves from time to time and have had several hands-free wet-O's, so keep it up. The hardest part is getting relaxed enough to let it do its job; if it feels like something is stuck up your butt, or something, then nothing will happen until you completely relax. Distracting yourself with something, like reading a book, practicing some kind of meditative process, or listening to music, apparently seems to help. Quieting the mind is key, even though I haven't quite managed it.

I have tried the whole relaxation thing and I am quite relaxed and I am quite experienced with anal play...
I have also have used chemical relaxants IE E.
Nothing but a sore butt...I dont get that from strap ons, dildos or vibrators and can only assume that it is because those others dont stay in long and dont stay in one place either.