My capsule history, for context: Age 0x3c. XY genetic male. Never married. Sexual preference is for women, but I've only dated sporadically. Steady computer professional job. Friends & coworkers see me as a stereotypical tee-shirt/jeans/sneakers male nerd. They might think I'm gay (never married, no girlfriend), but no one has ever said anything. No substance abuse problems. I will admit to spending a lot of money on computers and dresses, but nothing I can't afford.
I've wanted to be a girl since I was ... duh. Six? As far back as I can remember. If I could go back to the moment of my conception and be a cheerleader for Dad's sperm, I would have shouted, "GIVE ME AN X!"
Now try to get that image out of your head. Just try! I double dare you!

So as for "Would you like to have lived as your genetic sex," my answer is, "Hell, no!"
What have I done about it? Cross dressed in private. Duh, how original! I considered SRS when I was in college. Finally rejected it because of the expense and the difficulty, it was even less accepted back then than now, I'd probably end up looking like a freak, and I had absolutely no interest in guys.
And, of course, there was the minor detail that women have to work twice as hard for half the pay.
So I decided to play the hand I was dealt, act like a (non-macho) guy in public, and cross dress occasionally, in private.
Am I happy? Hard to say. I've survived, certainly. I'm content. I'm reasonably well off financially, and I should be able to retire in a few years. Could my life have been better? Sure! For one thing, I've never had anyone to share my life with (other than my cats). But could my life have been a lot worse? Yes, indeed.
Do I regret not transitioning back in college? Perhaps a little. Was that the right decision? In retrospect, yes. I was pretty angry and mixed up back then -- high school & grade school bullies had done a job on my head. I didn't even come close to resolving my "anger issues" until I was 30. If I'd tried to transition when I was 20, God knows how I would have turned out.