I'm only a few years behind age 29, and I'm not very good with women but have come to notice that I find it easier talking to women aged 18-20.
I also have cross-dressing fantasies and like feminine things very much–gardens, antiques, mythical creatures, making clothes from scratch, classical art, classical music, cats, medieval things, etc. Talking about these things with women has really helped me get along with them. So I do think I would get along with a woman that age well and have many things to talk about with her.
Another thing, I have brain damage so I have struggled with many things all my life, namely severe anxiety, no ability to regulate my emotions (I get extremely emotional fast and easily), lack common sense, am very slow-paced, cannot think fast, struggle with speech and expressing my thoughts into verbal words, never had any friends in my youth, felt very unhappy and bored when I was young, etc. When I interact with a women age 19, I kinda felt this joy and relief as it felt like a return to my youth, which I feel that I never enjoyed.
I really crave to return to childhood or at least live free from problems and distress (as a person's youth was supposed to have been). Other than having a desire to live life like this, I'm actually a very smart, disciplined, mature, and serious-looking person. Most people find me boring as well.