My brother and I
It was a hot summer day and my dad, brother, and I had just laid an invisible fence in the ground. I had been fairly horny that day and wore rip off running pants without underwear so I could see my bare skin inbetween the buttons of the pants when I sat down. My brother who is a bit younger was wearing gym shorts and I coaxed him to go without underwear as well.
We were sitting in our shared room and he had his legs propped up and I could see right down to his penis and anal area. I asked him if he would like me to show him something fun and he said sure so I reached down and started to jack him off and showed him how to do it and to keep going until you feel like you can't take it any more. His penis wasn't big enough to use a fist so he used his three fingers and slowly pumping up and down until he shuddered with his first orgasm.
Ever since then he would go without underwear and I would jack him off anytime he wanted me to. He would often go without underwear as to coax me to jack him off.
One time we were on a road trip with my dad and stepmom up front in the van and our sister in the middle bench seat and the two of us were in the back. Again, he was wearing shorts but this time had underwear on. His feet were up on the back of the seat in front of us where my sister was and my feet were laying under his. Somehow my foot moved under him and he kept moving so my foot would go in his anus. Soon enough I put my hand down his shorts and started to finger him. His skin was so soft and tight, then he ended up jacking himself off in the van with the blankets over us while my finger was inside him.
I'm not gay or bi whatsoever but if it is my brother I will do most anything. I remember one day we just got out of the hot tub at our grandmas house and we ended up dry humping each other on the bathroom floor and my penis was in between his butt cheeks and I came all over his back side. No penetration, just dry humping. We, for the most part like to jack each other off.
I got my first girlfriend at the end of high school and we hadn't done anything in a long time until we were on vacation and he wanted to show me he could produce semen and so he jacked off in a sauna with me. As we have become older we don't do much but if he ever wanted too I would love to.