Obligatory didn’t happen today, was about 5 years ago.
So I (19M) was just wacking my meat, really going at it, just gripping my meaty shaft with both hands, in terms of size I would say im pretty small only coming in at about 13 inches, anyway so im there just beating my meat like my dad beats me when all of a sudden a fly comes in my room and lands right on the tip, the extra sensation puts me over the edge and I feel the moment of truth coming. As I cum the fly can’t react fast enough and gets a glob right in the face I don’t realise as im still shooting potential kids I don’t cum much only for 10 mins, anyway afterwards I see fly on the floor now dead from drowning in my jizz and I just start crying, my mother comes in my room only to see the dead fly and calls the cops and put in prison for 5 years, anyway that’s how I gave my first cumshot.
TL;DR: Was jerking in when a fly landed on my tip and got a face full of sperm.