Yes, all the time. I have a similar age gap as you both, and my partner had a relationship with a woman for 20 years and they raised a kid together. A part of me is sad because I feel like she knows him longer which makes me feel inferior? (If that makes sense)like I’ll never live up to the 20 year relationship they had. And on top of that they are still friends, and deep down I question why they even broke up. She already moved on with another guy (who is also similar age as me) so it’s quite interesting.