Bottling can be a pain, yes, but kegging has its own share of annoyances. You only have one container to clean/sanitize, but since the vast majority of kegs are reconditioned (read used) there are occasional problems with getting a seal on them, or leaking poppets/diptubes, the occasional random tap opening and dumping all your hard work on the floor or inside your kegerator. Then there is the occasional gas leak where you burn through 5-15 lbs of CO2 overnight and get a little lightheaded when you stick your face in the keezer.
Basically its all personal preference. I bottled for almost 2 years before investing in a kegging system. Mainly because i didnt have space and bottling, though annoying was not the part of my process that needed streamlining the most. Unless there is physical pain involved or your beer is fantastic,m i highly reccomend investing the kegging money into process equipment first (ferm chamber, or other items to get your beer as good as you can) before investing in the addiction of kegging. Kegs are as addictive as homebrew. I started out with 3 and now have 9. I forsee more in my future.
I still have bottles from my first few batches and periodically enjoy grabbing one or two and throwing them in the fridge for a flight of my previous brews to taste how my process/results have changed and as further proof of what age does to homebrew. I have had a mediocre beer become fantastic on the last 2 a year later. You really will have a hard time storing a keg for years, though you can always bottle from the keg.