Fist fucking doesn’t happen every day but every now and then guys need a good milking.
There’s something about a guy wearing tight jeans and showing off his cute ass that makes me think of Fist Fucking. Guess what kind of ass Alan had? That’s right, one that filled my head with all sorts of nasty things. the only problem was that he was an anal virgin and wouldn’t let me anywhere near his ass. He looked freaked out when I tried to finger his ass during a blow job but I wanted so much more. It took ages but I finally got him to try fisting. You don’t wanna know what I had to do for him in order to get him to agree to it.
For the first time ever he took his time getting naked then he stood in the middle of the room looking around at everything except the bed and the bottle of lube on it. I pushed him towards the bed and he slowly got on it, sitting down until I had to tell him to get down on all fours so I could get to his boy pussy. He hated me calling it that and his head tilted down to the mattress as shame filled him. I put some lube on my fingers and spread it around his hole before pushing a finger inside.
He was super tight and it took me a while before I was able to pump it in and out of him easily.
He kept inching forward, trying to get away from me and I had to grab him to keep him still. Then he gasped when I put a second finger in him. I took my time scissoring them back and forth. If my fist was getting in there then he needed to be a lot looser. I kept working his tight ass until I could get three fingers in then put more lube on his hole and all over my hand. I then folded my hand up and began pushing it in him. He cried out and I rubbed his back with my other hand as I went in deeper.
His back was tensing up as I filled him. It was slow going but I finally got my Fist in him. His hole squeezed my wrist as I gave him a minute then gave him a little jab. He groaned and I did it again a bit harder then once more. He gasped and groaned as I went faster, my fist thrusting in him until I found his prostate. That’s when he suddenly started liking this and let out a loud moan.
I tried to find it again and I focused my jabs there. Hitting it hard and quick as pre-cum leaked out of him.
He stopped trying to move away from me and began pushing his ass back on me, needing more than a good feeling. I gave it to him, making him shake and shudder as he lost his mind. He let out a loud groan as I pushed down on his prostate and came hard. I milked that baby until he was weak and unable to take any more.
I slowly began pulling my fist out of his hole. He whimpered as it rubbed over him one last time. He hissed in pain when the widest part of my Fist slipped out. When I was done I could see just how red and stretched out he was. I was so tempted to grab my biggest dildo and strap-on so I could show him the wonderful world of pegging but resist. It’ll give me something to do the next time I’m bored.
