good semi-synthetic oils can handle up to 140 degrees. But 110 is a safe maximum. When I took Fatty for a ride in 30 degrees and sunshine the oil gauge didn't show more than 90-95. Is the oil cooler clear? Not blocked?
I was 28 in 2004 as well. Young and stupid. Now I'm just stupid. Nice pics by the way. I have never been at an OSS party (living a bit far away doesn't help) but I recognise many faces and bikes.