My(26) wife (25) has always been completely averse to the idea of anal. However, she has recently began to enjoy and allow me to play with her ass more and penetrate her with my fingers. A few days ago during a really long session for us she stood up and grabbed the lube and just said "be gentle" whilst bending over (fucking right on!!!) I went very slow and tried to work her up to package acceptance standards but to no avail. Not wanting to squander this oppurtunity I shot it to her straight and told her it would take work to do this without hurting her. She agreed and promised to do what it takes to make this happen. My question is what now? Me and my wife were both virgins prior to meeting each other so I have no experience with anal. Do I buy a beginner's plug kit? Do I just regularly keep up the ass play? I just want to do this right in a way where she will enjoy it pain free and I know it's possible.