Chastity and orgasm denial discussion

I’m seeking any and all advice on getting milked. Both @n2toys (via [[Image]], their community page) and I aim to succeed in this; for me, it feels like a deeply submissive and potentially frustrating experience, though my Wife will likely feel immense control over the process. Yesterday, while exchanging teasing texts, someone mentioned that I might not be permitted to cum until the milking is successful. It has been 2 weeks and 3 days since my last partial orgasm. My previous longest denial lasted about four and a half weeks; I’ve heard that this time around they expect me to go even longer. I’m only halfway through now and already feeling quite hungry for release… My Wife is fond of pegging, has experimented with finger milking, and we have an Aneros fitted with conductive copper tape so it can connect to a regular TENS unit. Last Saturday night, while being pegged with our new Tantus Acute dildo, I briefly felt the urge to urinate. I tried relaxing to let it happen but couldn’t quite do it - I suspect my mind is the main barrier and I need to loosen up more. Besides extending denial time and focusing on relaxation to help ‘things’ flow… any input for success would be greatly appreciated; we don’t necessarily just want me to cum, but both of us really want to succeed at being milked. Thank you