The Lost Boy Ch. 08

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The boy's cock plunged in a few more inches and Cass fell forward, his chest toppling onto Ian's back and both boys gasping.

It was rare that Cassie got to be the penetrator, but even when he did before. It didn't feel this good. He was now beginning to understand why Ian was so popular. An intense searing heat gripped his cock in a tight velvety smooth tunnel. Sparks darted through his loins and caused his eyes to slowly close, his lips parted in a quiet coo. "Ooooohhh..."

Ian felt his panic slowly subside, strangely enough, the loud cheering and hooting from the Sisters softened and all that Ian could focus on was this Angel boy's cock diving deeper into his rectum.

"You...you feel...amazing..." Suddenly Ian could hear Cassie's voice in his head. "Oh my God...I've...I've never felt..." Sin kept assisting Cassiel's movement but only slightly, as he started carefully gyrating against Ian. Slowly swirling his girly hips to hump into the boy below him.

"How...uhh...how are you-" Ian muttered quietly, but he was interrupted as Cassie's hand suddenly reached around and stuck his smaller fingers into Ian's mouth.

"Shh quiet. This is just between me and you." His lips closed around the boy's digits on reflex, "I'm sorry that this isn't what you wanted...but maybe we can make each other at least feel good."

'Harder! Harder! Harder!' The crowd goaded the boys on, as they seemed to just be quietly grinding into one another.

Cassiel felt a sharp spank on his behind, he squealed in delight at that as Sin shouted, "Give the crowd what they want boys! HARDER!" Her hands then gripped his hips again and roughly jerked him forward and back.

Both boys fell forward more, yelping as they did so. "Ahh!" They moaned in unison.

"I'm...I'm sorry Ian." The Angel silently told him as he propped himself up on his feet, mounting the half-breed from behind and obeying the command of the Succubus. "At least...I know I won't last...nnff...too long..." And with that, he started pulling out his member from the sweet embrace of Ian's butt, and sunk it back inside, quickly picking up a jackhammer speed.

"Theeeeere you go boys...yeeah!" Sin cheered, keeping her own pelvis dangerously close to Cassiels, making sure he felt her meat with every backward pull.

The audience quickly evolved into a roaring crowd as they watched the boys bucking like rabbits. Ian did his best to simply take what Cassiel had to offer, he definitely wasn't the biggest he'd ever had, but a cock was a cock. And he still felt wonderfully stretched by his size, however it was the warm aura that seemed to pulse out of Cass's pelvis that certainly helped along the process of getting into it.

That didn't stop Ian from being upset though, it didn't matter to him how good it felt to have his butt railed again. He wasn't sure if Cassiel was a victim of circumstance anymore, but he knew that he himself still was. The whole situation was unfair. He tried to say no, he straight up looked his mother in the eyes and said no.

And he was getting fucked anyway.

Always he was getting fucked.

Was this his life now? Was he just going to be in a perpetual state of forced sex until the end of his days?

And why did he enjoy it!? Why did his body respond so positively to being raped?

He hated it, he loved it, he cursed it, he wanted it.

He wanted to go home.

Ian's head fell low and he let out a soft sob, tears beginning to run down his face as Cassie bucked into him harder. "Ooooooohhh!" The boy moaned out, his hips moving with inexperienced speed as he hugged Ian's body with one arm and lowered his other down to place it on top of Ian's hand. Cassiel interlocked their fingers and held on tight.

"It's okay...I was like you once too. And then I met Sam." Ian's eyes opened and he peered over his shoulder into the reddened face of Cass. Purple eyes softly glistening with a begging look of pleasure.

"Wha...what do you mean?"

"Ugggh, I can't...oh I'm sorry!"

"Oh!" Cassiel squealed out loud, "I can't...I can't hold it...Oh Ian!" He hugged the other boy's doggy style body tighter against him. Furiously pumping his boy cock into the heavenly hole Ian offered him, his orgasm approaching at unstoppable speed. "You're...you're gonna...make me...cum!" Cassie finished with a high pitched girly moan and thrust his hips hard against Ian. Hilting all of his inches into the tight cavern giving him ecstasy.

Ian could feel the angel's prick swell, and the tip started to pulse as his radiant white seed pumped out of his little balls and spewed forth into the half-breed.

The still white Angel wings burst free from Cassiel's back and furled outward as he released his energy, pouring every drop he could of his gooey ball batter into the Incubus.

"Uhh-uhhhh..." A throaty groan came from Ian as the soothing heat entered his stomach. His cum carried the same tingle that his cock did when it first entered, only even more intense and soothing at the same time. It made him feel content.

Slowly Cassie's rutting came to a snail's pace and the two boys settled into a soft grind against one another. Ian had just been fucked by another boy, his heart was hammering, he could feel Cass's love goo gently pouring deeper into his belly. The sperm swimming happily into him, making itself a nice cozy home.

Cassiel's hugging arm slowly rubbed along Ian's stomach and he could feel his lips tenderly press against his shoulder blades with butterfly kisses.

"I...I know this isn't what you wanted...I'm sorry...but it felt so good..." The Angel said, baffling Ian a bit on how he had somehow winded an Angel. "I feel really guilty...that I liked it so much..." He heaved, his skin slick not with pool water anymore but his natural sweat. Ian's was as well.

Ian sighed, "It's okay...I...I did like it too...a little..." He admitted, it was true that he didn't want the sex, but it felt good nonetheless, at least there was that. Also Cassie was much gentler than what he'd been receiving from his mother lately.

That earned a soft smile from Cassiel, who put his chin on the back of Ian's shoulder and looked over into Ian's big blue orbs. And before Ian could say another word, Cassiel leaned in to steal a quick kiss from the other boy's lips.

At the contact Ian's eyes widened further than he felt they had in the past month, and he quickly pulled back away removing his lips from the Angels with a tiny 'click'. Cassiel looked at him surprised, "What? We...we just had sex. I can't kiss you?"

"N...No it's just...well I...I never kissed a...a b-boy before." Ian's lips trembled, his heart skipped a beat the moment Cass leaned in to steal a smooch.

"Oooh." The Angel smirked still red in the face and his wings carefully curled down, "Well...there's a first time for everything right?" He said again leaning a little closer as if silently asking permission to kiss him again. Along with pushing in his softening cock just a bit and stirring up his spent jizz.

Nervously Ian glanced between Cassiel's Angelic colored eyes and his pretty pink lips. Weighing his options. "Uh...I...I don't..."

It was at that moment they heard someone clearing their throat above them. And the two suddenly became aware of their surroundings, a gathering of very horny looking Succubi were standing in a circle around them, all with diamond hard she cocks, starving for anal satisfaction.

"Well ladies..." Sin said, "I think it's time for our fun with the 'entertainment' of our party."

Ian and Cassiel were pounced on, the girls pried their bodies apart and put them both on their knees, surrounded by cocks. Sin of course situating herself directly in front of the two of them, while other Sisters grabbed their wrists and guided them to some of the many shafts.

On pure survival instinct, Ian knew that when his Mama's cock was presented to him like this, he needed to suck on it. So he did, practically throwing his mouth forward onto the head of her whopping thirteen incher. He formed a tight seal around the steely flesh and sucked for all he was worth, while the boy beside him dove down for the balls.

"Good boys...see Ian was it really so hard to just accept the celebration? Why'd you have to go and make things difficult huh honey?" She asked.

Ian's lips came free of her tip with a 'pop' and he said, "I'm sorry mama." His tongue darted out and licked along the side of her dick, "I ewhohn du et agehn." He tried to say with his tongue protruded and sliding along the bulging veins in her rod.

Until he felt another spongy moist appendage suddenly slip along his own coming up from the underside of his moms she cock.

Cassiel had sneakily slid his tongue up and had almost lady and the tramp style stealthily guided their tongues up to the tip of her dick so that they would be touching.

The Half-breed of the two flushed crimson red at the snarky accomplished open mouthed, tongue out smile Cass shot him. Which transitioned into a giggling grin as Ian again recoiled back a bit like a blushing bride.

"Fuck I can't take this anymore!" Sin exclaimed and dove down between the boys.

She took them both, one at a time, first her son. Then Cassiel, she placed them both doggy style in front of her and alternated plunging her cock up into the bowels of both boys. They cried out in agony and ecstasy of her inhumanly large meat, her ball sack beating both of their swaying boyhoods to a bruised state with the force of her thrusts.

Being as it was her party she didn't mind making the other girls wait until she had dumped at least a single load into both of them.

That's when the others got their turns.

Ian didn't know so many sexual positions existed, he'd been picked up, stepped on, flipped around, and held aloft, held the other way, and even put in a full nelson, forced to watch as girl cocks took turns entering his ass one after the other. The sisters went wild on the two, raping and taking what they wanted from them both.

Now the boys faced each other, still on all fours, but being spit roasted on both ends. Cock after cock, and girl after girl lined up to have one of the town's prized boy toy's.

At first it was tolerable, but as time went on, Ian started to grow tired. His ass felt raw and his jaw was very sore, the party started with the sun out bright and shining. It was now nearly dark, they had been fucking them for hours.

The Succubus were in a feeding frenzy. The boys were magical, they could keep producing the sweetest most pleasurable energy that mixed together when they came. It was making the girls practically high on lust.

Their eyes glowed, illuminating the night. When they weren't inside the boys they were inside each other, fucking in the pool or on the ground nearby. Wings were unfurled and revealed as the lack of concentration on keeping their human forms made them shed their disguises.

Dark black, purple, red and more colored wings flew out, tails whipped about and even some hooves for feet emerged from the pack of hungry demons.

'Gulp.' Ian swallowed the first few shots of Succubus slime as another load was shot down his throat then pulled free from his lips mid orgasm and shot the rest onto Ian's abused face, covered in spit, sweat and some dry, some fresh demoness cum. The next cock was lined up with his mouth, all the while the one invading his ass still pounded away.

"Please...I'm so tired...no more...please stop..." He looked up begging the Succubi before him, "Please...please let me rest pleeeeease..." His tone sobbed again for a moment, but only until he saw the color of the glowing eyes before him now.

Violet. Dark purple. And hair color that matched the night sky.

"Liline?" Her cock forced its way into Ian's sore mouth and began sawing. She arrived some time ago, during the middle of the gang bang. But the frenzy of energy that the two boys sent out was far too much for any Succubus to resist.

So with a growl she dug her claws into the side of Ian's jaw and fucked his face. Tilting her head back and roaring in the multi-tone demonic voice they all possessed.

Seeing that was too much for him and as he choked on yet another long shaft of cock meat, Ian felt his eyes begin to roll back, and his consciousness fade.

The last thing he managed to feel, was a small hand grabbing his own and squeezing tightly.

Cassiel reached out and held hands with the worn out Inccubus, just as he began to slip away.

Later that night

Ian was shaken awake. "Get up, now."

Every part of his body ached, he felt like he'd been used up about four hundred times over, and he was still stark naked. Only now he was no longer by the side of the pool. He was hanging limply over a shoulder.

"Wha...where am I?" He mumbled weakly.

"You did a very bad thing today saying no to my special plans with you Ian." Now he recognized the voice, his mother. "Everything could've been fine if you just did as I said but no. I guess I've been too easy on you baby." She finished descending the steps into her basement, "From now on, things are gonna be different around here."

Without much love or grace Sin plopped Ian down onto the old mattress she kept down here for her...special behavioral reasons.

"Ouuf!" Ian groaned again, too weak and tired to really get up or fight back. "Uugghh..."

He could hear some rattling of something metal, "Now honey...this is for your own good. You need to learn how to be a good boy from now on, and ALWAYS obey your mother. But until then your easy days are over." He felt cold metal clasp around one of his wrists followed by the other. "From now on your working for your keep here, and you're gonna help me earn up my stock in town too."

Half conscious, Ian barely managed to moan, "Uhh...wait...Mama..."

Sin locked the cuffs to the metal pipe and stood leaving him defenseless and trapped, much similar to how he had been once before.

"From now on, you're earning your living down here on this mattress. And your first day starts tomorrow, so be ready to work slut. You've got some big days ahead of you."

After that all he could here was the clicking of high heels on stone, then wood as she ascended the steps leading out of the basement until she reached the top. "Remember, this is for the better. I love you sweetheart, good night."

And the only light in the room was then snuffed out as he heard the door close followed by the latching of several locks, leaving him tired and weak.

Naked, and chained up, battered and abused, many loads of cum from a dozen different girls slowly oozing out of his ass even now. Ian was done, he couldn't take any more of this today, and let his head fall to the hard mattress, submitting to exhaustion and letting the darkness swallow him.

*****

A.N. Hope you liked it! We're getting close to the end end of Act 1/Book 1 here. Don't worry the story is not NEARLY close to being over lol.

I also hope you liked the little Cassie/Ian interaction, they didn't get the lovey dovey fuck session they deserve but they've gotten a tiny taste of banging each other, and we'll see where that takes them in the future. The sisters clearly get off on watching two cuties bang each other so maybe more of them to come ;) If you're not fond of femboy's fucking, don't worry that's not gonna become the focus of the story. It's just a little fetish I like to satisfy every now and again so you good :)

Other than that, thank you guys again for following and reading along with what I deliver :) I'll see you next time!

Next Chapter: The Red Stone

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9 Comments
ZliahZliah12 months ago

I love sex between femboys so much! Love your stories 💙

blackcockriderblackcockrideralmost 2 years ago

Futa heaven for boys. 👍

DamienDeath20DamienDeath20over 5 years agoAuthor
@illwind

It can't be all good all the time sir, there has to be an antagonist and something to overcome. Ian has been through bad stuff before.

Obviously noting that this is only chapter 8 of many more, you know he gets out of this predicament. I do hope you don't quit on the story because Ian has reached his lowest point, you have yet to see him at his highest!

illwindillwindover 5 years ago
Yeah, I'm out.

This is just too fucking dark. I don't know why you have to prelude the sex scenes by making me feel terrible for Ian. It's like watching one of those ASPCA commercials before you have sex. Do people really find sadness sexy? 'He's completely miserable; what a turn on!'

That's just not for me.

AnonymousAnonymousover 6 years ago
pls make more

I fucking love this series so far, but the story makes me cringe in the best way. like, CALL LILINES REAL NAME IAN, CMON MAN THAT MOTHER IS ACTUALLY THE DEVIL, STOP FEELING HOPELESS MAAAN

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