First the possibility of life on Titan is almost asinine it is so remote. Hydrocarbon liquids almost three hundred degrees below the freezing point of water are hardly the cradle of life. Life needs at least two things energy and something to convert. With no evidence of conversion, and little to no energy to be had. Even if life were to form it would be very hard pressed to self replicate. The hardiest cold microbes on Earth can take thousands of years to self replicate with a energy source a thousand times more powerful. While they receive healthy protection from radiation in the form of a ozone layer, and a powerful magnetic field. Basically radiation would have the upper hand on titan, and going deeper only means less energy for life.
Second sure they could drop a probe into one of the lakes. However your looking at perhaps fifteen years before such a mission would probably be launched. Most probes to the outer solar system require gravitational assist, and that means the planets need to be in a proper alignment. Basically your probably looking at a time frame of at least twenty years before any probe could probably fill out that function. Remember it was 23 years between visits to Saturn, and the latest trip took seven years. I wouldn't wait around for it.
However chances are by the time another probe comes along the question will probably be a moot point. The new space interferometers being launched over the next five years will be surveying hundreds of planets the size of Earth around other stars, and they should be able to detect the chemical footprint of life. So by that point if any space agency is still interested in life on Titan you most assuredly would not. Hell by that point life on other worlds for everyone could just be a little fact of life.
Finally when the question comes to jumping into a pool of supercooled hydrocarbons I would wager the first outcome would be half a second of boil, and you flying a dozen feet into the air. Where you would flash freeze into a human formed giant red ice cube which would plummet back into the still boiling surface. There to float for a few hundred million years while cosmic background radiation slowly sublimates your body into oblivion. Hell who needs a tombstone. Seriously bringing two objects with a temperature differential four hundred degrees apart together is an invitation to explosion. You would be blown up, boiled, flash frozen, burned, suffocated, poisoned, corroded, eviscerated, irradiated, and eventually evaporated. Hell Rasputin didn't have it that good.