Summary: Sam really didn't mean to get trapped with the demon, really he didn't.
Disclaimer: This story is based on characters and situations created and owned by WB and Eric Kripke et al. No money is being made and no copyright or trademark infringement is intended.
Warnings: tentacle sex
Author's Notes: Thanks to Soph for the beta. This is 22 out of 31 short fics, all involving masturbation in honour of the Merry Month of May. All fics were written with knowledge up to Hell House, no canon after that was used since that's as far as I've seen.
Word count: 811
Link: to other mmom fic
Link: to sequel: More Tentacles
Sometimes Sam was sure that the universe did these things just to spite him. They'd raided the house, rescued the two idiots who had tried to raise demons, sent the big nasty back to hell and then the floor had given way. Sam was now trapped in the basement with rubble between him and the only way out, waiting for Dean to get the cavalry to dig him free. He wasn't hurt, but the one thing he was very worried about was that he was almost positive he wasn't alone.
The really big demon was gone and not coming back. The one that had killed three people and possessed two more was back in hell where it belonged, but that didn't mean the morons hadn't managed to summon something else as well. From what Sam had seen of the setup it had not exactly been thought out and well planned; anything could have come through with what they were actually trying to summon.
There was a sound in the darkness and then Sam saw eyes; red, vertical pupiled eyes. A head that was something between a reptile and a big cat came out of the shadow into the one shaft of light that was making it down from above. Sam lost it.
"Dean," he did not even try to sound in control, "there's something down here. Dean!"
He called out for his brother, but he did not hold out much hope; he knew Dean had gone for help. He was so dead.
A long snake-like tongue flicked out of the mouth of the thing in front of him and it fixed him with its blood eyes. He held his breath hoping that its reptilian nature meant its eyesight was not that good, but this wasn't Jurassic Park, the creature wasn't a T-Rex and it was unlikely to just go away. As it moved out of the darkness further into the light Sam could see that it was humanoid in shape, but there appeared to be some hyper mobile tentacles sprouting from its back.
Sam was just trying to formulate a plan, any plan when the tentacles he was watching so warily shot out towards him. Before he could so much as make a sound his arms had been forced against the wall he was sitting beside, his ankles had been spread and there was a tentacle in his mouth completely preventing him from making a sound. All he was able to do was breathe noisily through his nose as he desperately struggled against his bonds. It was like wrestling against solid steel; Sam couldn't even move.
As he sat there, wide eyed and terrified the creature moved towards him, coming to a stop between his legs. He was going to be eaten, he was absolutely sure of it. However, rather than finding himself screaming as teeth ripped him apart he was somewhat embarrassed to find himself squeaking in indignation as the talon tipped hands of the beast efficiently released the zipper on his jeans. When two more of the tentacles reached into his pants and pulled his cock free of his boxers he wasn't sure whether to be afraid or mortally embarrassed.
The tentacles holding him still and the one in his mouth were dry, but the two touching him more intimately were slick with something and they wound round him in a way that had his blood pumping and cock hardening without there being anything he could do about it. The way both tentacles moved up and down over his cock had him moaning and his eyes rolling back in his head before he could so much as argue.
Whatever this thing was it was good at what it did and was not going for long and drawn out. Sam felt his body tensing and then shuddering uncontrollably as he shot his load in a mortifyingly short time, and he had just enough wits left to see that long tongue of the creature lance out and catch everything he ejaculated. He was left panting and breathless as it backed away, still holding him still and then the bastard creature had the audacity to just fade away as if it had never existed.
Sam sat there just staring, totally incapable of putting more than half a thought together. He had just been assaulted by a demon and it was the best hand job, or rather tentacle job he had ever experienced. He didn't know whether to feel violated or satisfied.
"Hey, Sammy, you still in one piece?" Dean's voice dragged him back to some semblance of cognitive thought.
He scrambled to put himself away and fix his clothes even though he knew Dean couldn't possibly see him.
"I'm fine," he called back, "just get me the hell out of here."
No way was he ever telling Dean about this one.