I have wanted anal stimulation from my wife while I masturbate for a long time but didn't know how to ask her to do it. Our main sexual activity is mutual masturbation or cunnilingus coupled with her masturbating me. She says she doesn't particularily care for anal stimulation when I masturbate her or perform cunnilingus on her and she has never fingered my anus although she has come close at times when we were nearing orgasm.
While looking at online porn, I came across a drawing of exactly what I wanted her to do to me. It showed a man on his chest and knees with his legs spread and his hand on his erect penis, kneeling behind him is a woman who in inserting a dildo in his anus. A bottle of lube was on the bed beside them. I downloaded the picture and put it in the bedside table drawer where we keep our sextoys and lubes. Before I put it in the drawer I jacked off looking at it and thinking about what my wife would say and do when when she saw it!
A couple of days later when we were getting ready for sex, she saw the picture in the drawer. She took it out of the drawer and and threw it down on the bed next to me, asking 'whats this?' I said that it was a fantasy of mine. She said that she has no idea that I would ever want anything like that done to me. I told her how turned on I got by looking to that picture. She said 'get on your knees'! I quickly assumed the pose in the picture, she applied some lube to my anus and pressed the head of a dildo against it. I grabbed my erect penis and slowly began to stroke it as she eased the dildo past the anal spincter, when it went in I came close to shooting my load and stopped stroking to keep from cumming.
I let out a low moan and she asked if she was hurting me, I told her it was the sweetest hurt I had ever known! She worked the dildo slowly deeper into my rectum, in and out. I resumed masturbating. When I was nearing orgasm, I began to thrust my ass against the dildo which quickly brought me to a tremendous orgasm. I am hoping that the experience might cause her to change her mind about anal stimulation during sex as I would love to return the favor and dildo her anus while she masturbates or while I perform cunnilingus on her.