I realise that we all like to make jokes about Slashdot readers being nerds and never having a girlfriend, but seriously... by the time most of us die, we will be married with kids and grandchildren.
If you're a newbie geek, under 20, maybe even under 30, chances are you might be single, sure.
But don't believe the stereotype. You won't be single forever.
Once you get over 30, and your attractive-to demographic becomes 25+ , CHICKS DIG STABILITY. Yeah, sure, your dream girl at school rejected you for some sports moron, but now that sports moron is working for minimum wage, he doesn't look so attractive any more. Over 25, people start looking for stability, for a partner who can provide a good steady income, for someone they can start a family with.
If you're over 30 and have a steady job that pays well enough to afford a car that doesn't break down and somewhere to live that has more than one bedroom, that is pretty much all you need to get hitched. Just join a club that has members of the opposite sex in it, and stuff will just happen. Relax, you're male, your biological clock is not running out, theirs is.
After that, you just write down a master pass-phrase to a master email account (e.g. the email account which is the registrant for your vanity domain), seal it in an envelope and ask your bank or whoever drew up your will to look after it. Then your family inherits your data by using that master email account to unlock everything else.
I've written a complete Handbook For The Recently Bereaved for my missus, that contains a complete list of where my will is, who our phoneline and utilities are with, who my various pensions are with, where all our family photos are stored (all she knows right now, is that when she clicks a symbolic linked directory, the photos just appear), etc. But if it came down to it, as next of kin holding my death certificate, she wouldn't need a master pass-phrase, she could just use a lawyer to get the hosting company to hand it over. And she knows enough of my geeky friends to find someone who'll help her track down where our data is stored (if you're reading this, dear, that little black box on my book shelf, that is what is called a "NAS" and it has two hard drives both containing identical "mirrored" copies of all our family photos and home videos; there's also a portable harddrive at my parents house with a backup, and if my parents are dead, I'll have moved that drive to my sister's house).