I have lived alone for almost two years now, and the feelings of loneliness seem to persist. I have one friend I keep in touch every day, and I am so grateful for him. But unless I visit my family or a couple of friends, I never see anybody. I did join a group therapy session and I see a therapist individually, weekly. that helps bring a little structure to a retired person. I worked all my life and now nothing. Of course it has only been a few weeks since I retired. I don't like being a loner, but it sure seems like I am. It is so hard to speak to anyone to break the ice, and I perceive myself so negatively and unfairly and almost cruelly. I know some of it is from my childhood environment, but it sure seems like I am wired that way, a way that I do not like at all. Nevertheless, I seem happiest when I engage people in conversation. I do repeat positive things to myself, but I still find that I am so freakin hard on myself. Yet, those that know me say I am successfully making the transition to single life. I sure don't feel it.
I'm retired also and in the beginning it's difficult to find a new groove, a new way of life. Unlike you, I'm a loner, a homebody. I'm satisfied staying home watching TV and having the occasional drink, also this site is very interesting and I've "met" some good people. The current replies here are all good, have some coffee with @justkip, seems like a good guy
My advice would be go out and join some groups. If you have any interests or hobbies I’m sure there are clubs you could join, and there you will meet like minded people. You could also do some charity work by volunteering, lots of them around and you would be helping others and also benefitting yourself. You say you are happy engaging people in conversation so it shouldn’t be difficult for you to make new friends. I wish you a long and happy retirement, I have been a retiree for some years and find friendships and keeping busy are the ingredients needed for a happy one.
Go to your local library , view their bulletin boards , find something that interests you , and go . It's time to make new friends . Join a group , take a class , volunteer . There's a lot available now that you have time on your hands . You just haven't found it , yet .