First of all, you poor things ... Talk about the perfect storm.

Now on to your questions:

1. It's important to understand that any sexual dysfunction, from ED to anorgasmia to differing libidos are issues for the couple, not just one person. So your anorgasmia is a problem for both of you. Then, from a guys perspective, you're not going to convince him that it's not him. He has to get comfortable with that himself. There are guys that put giving their partners an orgasm at the top of their list and when that can't happen, they immediately internalize it. (I know I do.) So I guess patience and compassion are the only things to help him deal as well.

2. He's never thought about it I'm sure. That and there are things he probably wouldn't mind that he knows aren't on, "Okay, let's try that" list so his response will be, "I don't know." That's always my response to Mrs Webgoji when she talks fantasies. Mine she doesn't want to do so there's nothing to talk about. If you do want to explore that, I would suggest finding a way to pull it out of him; maybe watch porn together and observe him closely to see what seems to be turning him on and then suggest doing it, throw out different ideas and see if they catch his interest, but you're going to have to drag it out of him kicking and screaming.

3. First make sure it's nothing biological or medication related. Go see a doctor. Viibryd was the first AD I've ever taken that didn't cause anorgasmia. So make sure everything is right first. Then maybe check out Betty Dodson, she's frank, kinda creepy and a little gross, but has good advice (Betty Dodson with Carlin Ross | Better Orgasms. Better World.). Finally, take the pressure off yourself and him, make it kind of a "Hey, let's try this" kind of game. If it doesn't work, that just means there's another sock puppet to pull out of the closet and try. But don't get down and put pressure on yourself ... it just makes things worse. Keep it light and fun.

Good luck and hang in there!