[Bangin]

I was sat in awe as James was breathing heavily, obviously enjoying the new experience of pleasuring his ass. Every now and then he looked around at me. The first time, he looked embarrassed but as he got more into it, he was clearly enjoying the feeling and attention. I kept watching as his breathing got faster and heavier and his right arm was moving at an extremely fast pace. He looked at me, for about 20 seconds as he continued, his face expressing all the satisfaction he was getting from this dare. He smiled, then began to moan slowly and heavily. He was louder than I ever was on my own, I thought he might have been putting on a bit of a show. He began to hump his hand and his left hand was moving now, pleasuring his ass more and more. He looked at me again, pulled his index finger from his ass, grabbed a tissue from the side and as he came into it, his knees buckled slightly and he let out one, long gasp. As he came, his mouth opened, his eyes shut and he was in complete ecstasy. He smiled, a little bit nervously and threw the tissue near me on the bed and began to pull his trousers up.
'Oh no,' I said quickly, 'you can stay as you are.'
'What!? That wasn't part of the dare!'
'Well, if you want to be a chicken...'
'Fine. But it's my turn to donkey dare you now, and if you don't accept it, you have to complete a list of challenges that I'll invent.' I pretended to yawn. I don't know why I was being so cocky, I had just dared James to do something I would have been totally scared to do, and he was bound to get me worse.

'Okay, your dare is to get naked like me, and jack off for 1 minute. If you don't come, you have to put a finger in your ass for 30 seconds and carry on jacking. For every 30 seconds you don't cum, you have to add a finger. Also, you have to cum on yourself and leave it there for the rest of our day together.'
I was petrified. I had never been naked in front of anyone before, certainly not wanking. And I had never had anything up my ass either. I thought one finger might be okay, but if I had to have more it would probably hurt. I really didn't want to do it.
'What kinds of challenges would you give me... and how many?'
'Let's say a minimum of 5 challenges and you would still be naked.'
I didn't say anything, my voice would have given away how nervous I was and I didn't want to seem like a chicken, so I started to strip, with James watching intensely.

When I took my boxers off and my hard penis sprung out, James commented on how much bigger I was than him and how much more hair I had there.
'Yeah, but there's over a year's age gap so you'll catch up mate' I consoled him. 'Hurry up and start the timer.'
I started stroking fast as he started the timer. I thought of the girl I liked at school, and began running scenarios through my mind of us two together. It wasn't working, so I thought about porn magazines and videos I'd seen at my friend's house. It was no use. I looked at James, he was watching me like I watched him. He smiled... and winked.
'Time for a finger!' James said with excitement in his voice.
I began to put my index finger on my ass crack, rubbing it slightly. I circled my hole with my finger tip.
'All in!' he shouted
I edged it in, a bit at a time and it felt weirdly nice, but by time it was all the way in, 30 seconds had passed and I hadn't been stroking very fast.
'And another one please!'
I was faster putting my middle finger in, but it was uncomfortable, I think due to the lack of lube. I moved my fingers slightly and began stroking hard, working on the head of my penis, but nothing was happening.
When James shouted for me to put the third finger in I was really scared. This time, I licked it first hoping to make it slightly lubricated. Then I moved it towards the crack and edged it alongside the other two. I got the tip in and it felt horrible, and really uncomfortable. I tried to persevere and got enough in to stop James from shouting 'all in!' but instead, he said 'finger number 4! Wow!' And immediately, without thinking too much, I shook my head and pulled my three fingers out.

'HA! You fail. Right, time for your challenge forfeit... You have to do each challenge I give you or I will punish you. It will hurt. Ready?'
'I suppose...'
'Right, just pre-challenge here... suck each finger that was in your ass.'
'Eurgh that's disgusting James! What the hell!!'
'Would you prefer to be punished?'
'I doubt it. Fine'
And I slowly put each finger in my mouth and sucked them. It tasted horrible and I felt filthy.'
'Good boy. Okay, time for Challenge number 1...'