Actually, you are the one who told us that you are mentally and emotionally immature. That immaturity is apparent in your black and white thinking and your inability to understand what all of us are actually saying: Go out there and date! Stop obsessing about age! Get out of your own way! You will be 50 and still have never gone on a date unless you put yourself out there and start meeting women. Maybe it would be helpful if you printed out this thread and showed it to your therapist so she could help you understand what's going on and what is preventing you from putting yourself out there on the dating scene.