I love to do it . I know I have friends that won't do it. You should try to make a deal with him if he does that for you you will do something for him. Once he has you grt into it there is no way he stop.
I too have this fantasy we have tried it in the past not for about 6 months or so. I found when I first started to pretend with the dildo was a good start to get use both in the right mindset. I sure wish to start again
I think about it many times a day.
I wish it would happen more.
I have watched her with a buddy from work unfortionatly only twice. It was very sexy to see her enjoy herself with us