I've been getting some great ideas from these posts but thought I'd start asking for help to see if I can progress things along.
My situation may be a little different as I've accepted that a hot wife relationship with my wife will probably never happen. We've been married for 20 years so I know her well enough to be understanding of the situation. Of course I'd love to be wrong as it's been a fantasy of mine since the beginning.
What I'm hoping for however is that we can progress onto at least role-playing the scenario.
I've been treading very lightly and slowly introducing a few ideas here and there. Her confidence has always been low about her looks so I always make a point to say how sexy she is. I've brought her some dildos in the past but she has never been all that keen on them. Recently we've been using them more and I've been telling her how hot it is to see another cock in her. She's not into large ones unfortunately and keeps saying I'm a perfect size. I'm only small really and she only just takes the 6 inch long dildo. I'm hoping to buy her a black dildo next. Maybe something a little thicker than me but not too intimidating. The hope is to have her start saying that she wants dildo instead of my cock etc.
Anyway, tomorrow while I'm at work I'm going to ask her to play with herself. I know she'll use a vibrator but I might tell her to use the dildos too if she wants and then she can tell me when I get home. I'm wondering if I should give her a situation to fantasise about. I was thinking something along the lines of me organising a massage at home for her. The guy turns up and I wait in the other room. I don't want to jump straight in and say it's a sensual massage etc but maybe tell her that we'll be having some fun after he leaves? Of course I'd be open to any other scenarios people think might work better.
I'm hoping to give it a few more months of subtle hints before finding the right time to be more direct about it. I appreciate any advice.