Would you ever use a condom for fucking?

[Rillion]

So back in October I hooked up with this 20 y/o that I'd been chatting with for a couple months. He asked me to wear a condom and I agreed. We hooked up again last week and he didn't ask for a condom and when I was fucking him I told him I was close to coming, to give him the option of requesting I pull out. He instead said "go for it". So I bred him.

So yeah, I'll wear a condom occasionally, I figure it is a bit of an investment for someone I might be developing a relationship with. I'm slowly bringing this fairly shy awkward boy out of his shell and hope to train him to be a good proper submissive slut.