Wth sex....

So i had sex with one of my guy friends and hes super cute smart and attractive. Lemme just cut to the chase....... he didnt .... he couldnt..... bring it up. We had sex like that anyways and it hurt very bad he used his fingers to help it go in.

I spotted the next day. But he came and it was sperm. But like i said he never got hard how does that happen?? Has it happend to yall??