I would vote, but the extended answers don't truly define WHY I would choose said option.
I cum in the condom not because I don't like a mess, but because it feels good as hell. If the condom has good heat transfer, still has good lubrication on it, and is big enough at the tip, cumming inside can feel pretty damn good.
Depending on how well the lady reacts, it can feel even better. Some girls start acting crazy when they know you're cumming. They wanna pull you out and jack you off.
That's just the wrong answer right there. If you have THAT little faith in the condom, then why are we fucking in the first place?
But then there are others, who when they sense you're cumming, start wrapping themselves around you. They pull you in tighter, wrap the legs, start planting kisses on the neck (or lips).
This makes the moment way more EXPLOSIVE!! It's even better when she lets me keep pumping, well after the intial surge. I like to keep pumping to a slow finish. I've even had a couple, who, after I've completed the slow finish and is ready to pull out, have pumped back a few more times (in doggy), to the point where I've to stop them. "Ohh, baby. Damn!!! Alright, alright. You win.
These are the kind of girls that you want to see again and again.
So, that's why I like to CIC. It feels good and it's the closest simulation that you can get to the real thing. CIM is pretty good, but the reason it's second in my book is because not all ladies maintain the right rhythm and pressure. It doesn't feel good enough EVERY time to beat out the above, which has a higher 'feel great' rate. The first thing that makes a CIM feel as good as it could is when the woman doesn't act like she's afraid of cum. The more 'into it' she is, the better it feels. You don't have to be a swallower, but at least be a finisher. If you want to go spit, that's fine, but try NOT to be an 'ewww' girl, like you don't want to touch an ejaculating dick, or you don't want cum on your hand or on your body anywhere. I know some loads are better than others (taste, texture, smell), but try to be a trooper.
With handjob finishes, some start going too fast AND start using too much grip.
My dick is really sensitive at this point, and the extra grip many times destroys the layer of slickness that WAS on it. So now, you going fast AND less moisture on the surface has turned the feel good into a high friction skin rub-off...or something close to it. It's ok to go a LIIIIITLE faster, and maybe grip a liiiitle harder, but for the most part stick with what got you to this point. Wouldn't want me doing a high speed dry rub on YOURS, would you?