More milk and prostate stimulation

Lily's demon tail swings into view. Randy's eyes widened in shock when its spade tipped end split apart, spewing sticky liquid and revealing a very phallic looking appendage. The only saving grace was its relatively small size.

"Wait, Lily, is that going where I think it is?"

"That is going where you think it is."

"No, wait, no no no no, I'm not ready-" Randy's mouth was silenced by a nipple she **** into his mouth. "Shhhh, don't worry Master. Trust me. It won't hurt at all."

Randy was fed more of her sweet milk. Even if he wanted to protest, Lily was much too strong to push off with her dump truck ass pinning him to the bed. Randy flinched when the appendage touched his anus.

"Just calm down. My tail can release a juice that will both lubricate and relax. Like this-"

Randy felt her demon cock-tentacle press against his anus, then a squirt a hot liquid into his ass. It was a new sensation that wasn't entirely unpleasant.

"It will also dissolve all of your fecal matter, so this will be a very clean affair."

That was awfully convenient, Randy thought, as his worries were dissipating, not least aided by the demon milk. When Lily inserted her tail, Randy barely felt it penetrate him.

"Another virginity taken." Lily cheered. Her tail fucked Randy with surprising ease. Quickly, he found it was generating a very pleasurable sensation deep inside him.

"Ngggh Lily, its starting to feel good."

"Good, Master. And your cock is waking up again, as I promised."

Lily was right. Within her vagina, Randy's cock was again at full mast. Lily began to ride him again.

Randy could only hold on for dear life as he was violated on both fronts. His cock was better able to withstand her pussy this time and allowed her much more time riding him. The sight of her breasts bouncing wildly was mesmerizing.

Lily picked up the pace, and that was enough to finish Randy for a second time. With the tail in his ass, Randy came so hard he literally passed out for half a minute. When he came to, his ass was still being violated by her tail while she was coaxing his cock back to life with her mouth. It was utter insanity.

Again and again Lily drained him throughout the night. Randy finally passed out for good after he lost count of his orgasms.

"Randy? Randy! Are you alright? What is that smell?"

The morning light was already shining into his bedroom. A concerned mom was waking him up. Randy mumbled something and dragged himself into the washroom. He had thick eyebags and looked like he had ran a marathon, but there was still a tent in his pants.

"Was that a dream?"

Last night was so incredible it could only be a wet dream, right?