That is really nice of you but she really might not be interesred. I haven't dated for years & won't until my daughters 18

First, may we assume that you have discussed HER desire to date? If you both are on the same page -- what a loving family you must have -- I offer a few suggestions: • Give her a gift certificate to a salon and let her update her look, if and only if that feels appropriate. She'll feel more confident about appearing more contemporary. That could include a 'free' makeup session either at the salon or even at Macy's or stores that offer that kind of thing. • Do a mutual 'closet check' for 'updating.' Have a bunch of gal pals over -- from both of your respective gangs -- and swap, talk, donate that which either you/she doesn't wear anymore (or ever), have outgrown, or 'wished you still fit into...' and the like. I've done this for years with my own gal pals: great reason to get together and update wardrobes, give to charity and just laugh at lot. Also a great and safe way to discuss dating (again.) You could listen very carefully to what mom has to say, taking cues from HER, not from what 'you think.' • Join a gym together or join some kind of activity together that would get you both 'out there,' into new environments with people of like mind. Mom will feel better if you are there, not 'pushing' her to meet new people nee men. Those that gravitate to each other will become friends. THE most important element before dating. • Ask mom, 'What have you always wanted to do but never seemed to have the time to do?' This could be singing ... she could join a community chorus; maybe she loves to cook and could take some chef classes? ( I have done this many times and it IS surprising how many men actually do take class.) Maybe she wants to travel more? You two could travel for a weekend somewhere near by ... a spa? ... wine country? ... a fishing trip? ... a theater weekend? ... whale watching? ... a garden show? ... a painting outing? ... whatever ... My view is to not have your own agenda about her: just really, really LISTEN to MOM's goals, desires, dreams and encourage her in any way you are able to take steps to incorporate these ideas into concrete reality. For the most important element is that first your mother is happy with herself as a whole human being. Reward her every chance you get to share what a wonderful woman is really is! The rest will follow ... including companionship. That is, if momma really wants first, new activities and second, new friends!