Sissy Stepfather, Part 2
Added 2020-09-09 08:46:07 +0000 UTCAs he changed into a pair of dry pants, Todd was overcome with shame. What had happened to him? He wasn't queer! He'd never wanted to do anything with a guy before, much less his own step-son. But as soon as he saw that giant dick, it was like he was under some kind of spell. And then he lost control of his bladder, twice! He hadn't done that since he was a kid. What was worse, he'd been so engrossed in blowing Dylan that he hadn't even noticed he was pissing himself. He didn't know what had happened, but he made up his mind it would never happen again, no matter what the kid said. He tossed his wet things into the washer and went about his day, trying to forget the sight and taste of that massive cock. He'd been surprised by how much he'd enjoyed the taste. But no, he shouldn't even be thinking like that! He put it out of his mind until dinner that night, when he found himself constantly stealing glances at Dylan. When the kid stood up, Todd couldn't keep himself from looking at the kid's crotch, noticing the impressive bulge that he somehow hadn't noticed before. He felt his own dick getting hard at the sight, and he instantly wanted to see it, touch it, taste it again. He didn't care how wrong it was or how humiliating it was: he had to have more.
He hung out in his workshop after dinner until his wife Emily went to bed. He waited another half-hour, and went up to check on her, finding her sound asleep. His heart beating faster, he closed the bedroom door behind him and walked down the hall to Dylan's room, knocking gently.
"Yeah?" It was the kind of irreverent reply that always used to piss Todd off, but he barely noticed it now.
"It's me."
"Come in." Todd opened the door and found Dylan lying on his bed reading a book. He put it aside and grinned. "Can't even wait until tomorrow, huh?"
"No."
"Well, that's fine because I'm ready to cum again, anyway. Close the door and come lay down."
Dylan grabbed a nearby towel and spread it out on the bed, and Todd laid on top of it, wondering what the kid had in mind and excited to find out. He straddled Todd's face, pulled his dick out, and slapped the older man in the face with it before letting Todd put his lips around the purple head. The step-father savored the taste for a few minutes as the kid grinned above him. Then, suddenly, Dylan pulled out and ordered him to stay still as he moved towards the foot of the bed. Todd felt his pants being undone, and he raised his hips as they were pulled down, hoping he was about to get a blowjob of his own.
"Still dry," Dylan remarked as he tossed his step-dad's pants aside. "Good boy. Now, roll over."
Todd raised his head up, his eyes wide in fear.
"Don't argue, and don't fight me. You want my cock, I decide how you get it. And right now, I want to fuck that tight, meaty man-pussy of yours!"
Swallowing hard, Todd rolled over, exposing his naked ass. He felt lube applied to his hole and then Dylan's cockhead as he lined it up. He was terrified, but he stayed still and silent, curious and ultimately turned on, as his ass was coaxed into the air. He felt pressure as his hole was stretched open and the kid's cock began to slide into him. His ass suddenly felt like it was on fire, and he buried his head into the pillow to keep from screaming. Dylan stopped, waiting several seconds for the pain to pass, and then he pressed further. More pain, more of Todd burying his head in the pillow. This went on for several minutes, the kid very slowly easing his dick into his step-father's ass. Finally, it went in far enough for the large purple head to brush Todd's prostate, sending intense pleasure surging through his entire body.
"Oh, fuck, Todd, your ass is so tight! Of course, almost any ass would be with a dick like mine in it!"
Todd moaned softly as Dylan began fucking him, pulling out and thrusting back in. He did this several times, letting Todd get used to the size of his cock, before beginning to speed up into a steady rhythm. The two of them moaned together as the pace increased, in and out, in and out. Suddenly, Dylan began going much faster, fucking the older man roughly, Todd's prostate shooting waves of pleasure through him with every strike. This pleasure increased, bringing him closer and closer to the edge until, finally, he exploded, shooting gobs of cum onto the towel beneath him. Seconds later, Dylan gave one final thrust and held his dick in Todd's ass to the base as his cock erupted, coating his step-father's insides with his young juice. Once he was spent, he pulled out with a loud pop, both of them panting, and sat back in satisfaction. Todd laid still for several seconds before he got his senses back, and realized the towel was wet with pee. He stood up and looked to find a large spot of pee on the fabric as well as quite a bit of blood. He felt something dribbling from his ass and realized he was bleeding.
"I knew you'd bleed like a bitch on her period. I've got it covered." Dylan handed him a pair of Emily's old panties from before she lost weight and a maxi pad. "I'm sure Mom won't miss these. The pad won't work with your boxers, but you can put them over your panties."
Todd's day of pleasure and shame ended with a new humiliation as he laid in bed in his wife's underwear and a maxi pad, absorbing the blood dripping from his asshole, his shame covered by his shorts. He was hard again over the alien feeling by the time he fell asleep.
In the morning, Todd found quite a bit of blood in his pad. He rolled it in toilet paper and threw it away, hiding the panties where Emily wouldn't find them. He took a shower and got ready for work. All day long, he burned with the shame of what he'd done yesterday and last night and what he'd worn to bed. How could he have let himself be so humiliated and controlled? He knew he wasn't gay, but he didn't understand why he was so attracted to his step-son's dick. He made up his mind that, no matter what, he would resist the temptation to do anything else and reclaim his position as man of the house.
But it was a different story when he got home and found Dylan waiting for him, totally nude and partially hard. As soon as he saw that cock, Todd wet his pants, the piss soaking to his thighs, and he lost all his resolve, sinking to his knees and clamping his lips around the massive tool. He slurped loudly as he bobbed down and up, eagerly sucking Dylan's cock and pausing only to taste his salty precum. The kid put his hands on Todd's head, asserting his dominance by holding it in place as he begun thrusting his hips in rhythm, fucking Todd's mouth. He moaned in pleasure, and Todd caught himself joining him, vocally appreciating his step-son's dick. The kid suddenly sped up and thrust into Todd's mouth, the older man surprised that he wasn't gagging. "Oh, God," Dylan yelled as he began pumping his load down Todd's throat, shot after shot being hungrily swallowed. The spasms slowly tapered off, and he pulled out, the older man still sucking it as it exited his lips.
"Again, Todd?!"
They looked down and saw that the wet spot on his pants had grown even larger.
The kid laughed. "All those years of bitching at me about acting like a real man, and here you are pissing your pants like a little sissy while you suck my cock! Oh well, at least we know who's in charge around here now, don't we?" He stared at Todd for a moment, and when no answer came, he asked again, "Don't we?"
"Yes, sir."
Dylan smiled cockily as he stuffed his still-impressive tool back into his pants. "Yeah, and the fun's just starting. Come to my room after Mom goes to sleep tonight."
Later that night, Todd did as he was told. He walked into Dylan's room to find the kid lying on his bed, completely nude and already hard. Todd was too, although it wasn't as obvious. Dylan laid out a towel and instructed him to lie on the bed face-down and put his ass in the air. Once again, he felt himself being lubed up, then pressure at his hole as the giant dick began to slide in. He stifled a yelp with the pillow as it felt like he was being ripped apart. Finally, with the length of the shaft worked into his ass, his step-son began to fuck him again. He was faster and rougher than he had been the night before, causing Todd more pain, but that was quickly overshadowed by the intense pleasure of his prostate being massaged. He shot his load a couple minutes before Dylan did, and after the kid pulled out, they discovered more pee on the towel. Todd's ass was bleeding again too.
"Shit, Todd, that was so fuckin' good! It's funny how I can always tell how much you liked it by how much you pissed yourself. Well, good night."
"I'm bleeding again," Todd said quietly. "Didn't you get me another pad?"
Dylan blew out a loud laugh. "You're asking me for a maxi pad now?! Jesus, you really are a sissy! Here you go."
He tossed Todd a pair of panties and a pad, which he quickly put on as his step-son watched, and he covered it all with his boxers. As he walked out, he heard Dylan say in a mocking tone, "Good night, princess!"
The next day found the older man looking forward to getting home that afternoon, fantasizing about the sex he would have with his step-son, how he would be used. He wondered if he'd be forced to blow Dylan again or if he'd get fucked. His ass was still a little sore from last night, but that only reminded him of the intense pleasure he'd felt while he was fucked. He got hard in his jeans several times throughout the day as he thought about this, and he was glad to be sitting behind a desk. He left work a little early and headed home expectantly. When he got there, Dylan met him at the door wearing nothing but a pair of old shorts, his meaty bulge prominent in them.
The kid grinned. "You're early today. Couldn't wait to see me, huh? Well, I have a special surprise for you today."
Dylan opened up a cardboard box on the floor and pulled out a package of adult disposable diapers. The sight shocked Todd so much that he lost a burst of pee into his pants, wetting his crotch.
"Looks like we're a little too late," the younger man laughed. "Lay down, and I'll get you cleaned up."