Possibly.. I've heard of ppl getting pregnant from just dry humping through clothes and the guy ejaculates, and it seeps in somehow (probly more dangerous on your most fertile day).. So if he's ejaculating then you definitely could.. And if not, theres still the pre-cum to worry about.

Yes - yes - yes - yes.... You can absolutely get pregnant in this way, and if you keep up this activity without using protection (condom preferably) you will, absolutely will, eventually get pregnant.

You can get pregnant from putting a penis any where near your vagina. Even just between your thighs and your wet and that small chance that the precum can contain sperm and if so the sperm can just bascially swim on up so yeah. Question...Why are you and him just putting in the head?