Too Adorable For His Own Good

"That's it slave. Cum with your wimpy tongue in my dirty asshole!" she screamed as he finally climaxed. It was the most intense, satisfying orgasm of his life, as his shaft violently throbbed and the tip of his rock hard cock erupted with geysers of semen being shot forward into the air, ropes falling down in front of him. It felt like he would never stop cumming as more and more floods of semen flung from his petite body, all while his tongue remained firmly lodged deep within her ass. His balls kicked up as they emptied themselves with heaps after heaps, flinging jets of cum that land more than a feet away.

"By the way, I have a minicamera hidden in the room. Wanna see some pictures?" The arrogant beauty walked towards where she hid the cam, retrieving it much to the horror of the exhausted boy. She grinned victoriously after seeing his face rapidly pale as he comprehended his new situation. "Now you understand. I've got this nice video of you jacking off while eating my ass like a depraved slut boy. If the other girls see this they will laugh at you and call you a whore. No one will respect you if I post it on the internet, taking away any chance of getting a higher education or work if you have." He was now starting to sob in anguish at this. It was bad enough she fucked another guy in front of him. Now she's threatening to ruin his entire future.

"Why are you doing this?" he stammered, trying desperately to choke back his tears.

"Shhh, don't cry, my love. It's okay. Let me love you. I promise I won't send this video to anyone. If you do everything I ask." Time suddenly seemed to stop for the boy. He looked up with his tear-filled eyes as she stroked his hair gently, pressing a soft kiss on his eyelid. "Yes, baby. That's right. Your life is in my hands right now. I'm sorry I was harsh with you the way I revealed my affair with Marcus, but you have to accept the truth. I am the strong, baby, and you are the weak. That means I can have what I want and you can't. I get to fuck the muscular bad boys with big dicks and come home to cuddle with you. You might want to leave and find another girl but that's not what you're gonna get. If you leave me I can expose you in this video. My face isn't in it but it shows yours before you bury it in between my asscheeks. So what's it gonna be now? You have no one to blame but yourself. If you weren't such an adorable little boy who is so sweet to everyone I wouldn't want you this badly. It's your fault I had to do this to you."

"W What do y you want me to do?" Brandy's boyfriend finally managed to ask her in a broken voice, hopeless. He was still on his knees there, not knowing if he should get up or not.

"I want to make a little bet with you. You might have a tiny pecker but I still want to claim it as mine so you know that you belong to me. Like I said, you don't really have a choice anyway because I love you and want you, and what you want doesn't mean anything. I want to fuck you. If you can last five minutes while I'm giving you a buttjob, then I will go take a condom from my sister's room and slip it on you, and then we can fuck. But if you ejaculate between my buttcheeks before the time is up then I'd be really sad since I won't be able to get a condom on your dick and we won't be able to have protected sex, and I'd have to punish you."

Brandy's words sent chills up John's spine. He slowly grasped the circumstances. Last long enough and she'd fuck him. Fail to do so, and she'd be upset as it would mean no sex, and he would get punished for it. It was clear that the right choice would be to do his best and hope he could avoid cumming for five minutes, just so she'd fuck him and it'd be all done and over with. Then he could put this dark episode of his life behind him and move on. "All right. I I I'll t take that bet," he muttered, face beetroot red.

"Oh, honey, you're getting it wrong. I would have forced you to partake without your consent anyway if you didn't give it. I just wanted to see if my control of you is enough to make you say anything I want to hear yet," Brandy grinned, before continuing "Now go lie on that bed. I want you to look at me when I wrap my ass around your tiny dick."

She moved over once John laid down on his back, staring speechless as she handcuffed each of his wrists to the bedposts, claiming it was to prevent him from moving around too much, and settled down on his thighs, facing away from him, moving up to his groin. The girl sandwiched his cock between her booty cleavage, clenching her glute muscles, pressing them together around his tool. Her asscheeks were now hotdogging him tightly, causing him to feel blood rushing down to his pelvis as his penis became filled and almost painfully hard. Brandy smirked in a very self-satisfied fashion, before she started moving. The girl began to pump him with her ass.

"How does it feel to have your pathetic penis buried in my asscheeks, slut? You're just all talk aren't you? Telling me you hate me but getting so hard when I smother your crotch with my booty. I think you're useless, straining so hard trying to thrust up between my ass cleavage like a rutting bitch in heat. You are such a piece of trash, trying so desperately not to cum but unable to hold yourself back." Her hips lifted up before pushing downwards, her muscular thighs crashing into his stick thin ones. She expertly twerked her buttcheeks around his tiny dick, knowing the sight would drive him mad, along with the unique sensation of feeling her flesh flutter around him, hitting all the nerve centres. He was gasping, eyes closed, sighing in unbelievable pleasure. The girl rubbed her asscrack along his length. Brandy massaged his needle dick with the tight confines between her asscheeks, continuing to hotdog him. His penis was pulsating against the narrow prison of her ass cleavage wrapped tightly around him.

Brandy began to bounce on his cock much harder. Soon, he felt the inevitable pressure build up in his balls. The sensation of her buttcheeks clenching around his tiny pole, squeezing as she pumped his dick exquisitely. His solid penis throbbed madly before firing off multiple ropes of cum into her ass crack as she started laughing madly. "Oh, you've got to be kidding me! Not even two minutes?! Man, you're both tiny and a premature ejaculator! Is there anything you can do to please a girl? Don't answer that. I know it's no. Now, time to fuck you, not because you turn me on but because I love you and wouldn't feel good without throwing you a bone every once in a while." As she said this, she turned around on his lap to face him, enjoying the look of confusion on his pretty little face.

"B B But you said," he stuttered as she laughed at him mockingly.

"Only that I would get a condom before fucking you, if you won the bet. You lost, so I'm deflowering you bareback. You only have yourself to blame for being such a cutie. I'd suggest that you avoid cumming in me though, if you don't want to to knock me up. You should know I'm ovulating today, and I am not on the pill." John could do nothing but stare agape at the woman as she continued laying out her Machiavellian plan before him. " I know you might briefly consider a paternity test, thinking it could be Marcus', but that would only force you to reveal that you have been cuckolded by your school bully, and that would be very humiliating. Besides, you're also too nice to let a baby grow up fatherless and I don't want Marcus to have any part in raising the kid since he isn't a good role model. So you're going to just accept the child as yours without question, because there is actually a fifty percent chance and you wouldn't want to explain to your friends and family about what happened, and you're going to be the father. Don't worry about financial responsibilities though ; my parents will provide all the money to care for it. You know how wealthy we are. I don't want you for money ; I just want to cuddle you when I go to sleep at night, and I don't care if you're crying when I hold you tight against me, as long as you keep me warm. Of course, all that could easily be avoided if you can hold off cumming inside me, but I don't think you would be able to last that long."

After she finished cackling madly the girl moved over to place the head of his tiny penis at the entrance to her vagina. She smirked before slowly lowering her hips down to meet his, forcing him to penetrate her loose cunt, enveloping his thin shaft completely as she easily took his rod into the hilt, making him balls deep inside her. Well, his balls were quite small too, in proportion with his small appendage.

The girl giggled as she affectionately petted the adorable loser's cheek. "There, there baby boy. Is a real woman's pussy a bit too much for you? Look at how much you're crying! Don't worry, I'll be gentle when I'm fucking you. Just try not to be too loud, okay? And don't cum inside me unless you want to have a child. Although I think you would make an adorable stay at home dad." With that said, she began pushing down onto him, allowing her perfect ass to slap against his weak thighs as she placed her hands on his shoulders. The feeling of her fleshy vaginal wants sliding along the sides of his painfully stiff dick was creating friction that overcame him with immense pleasure, making him gasp audibly. "Hmm, you sound so cute when you moan, cucky. Is this feeling really good for you? Do you like getting Marcus' sloppy seconds? He stretched me out really well. But you saw that, didn't you. His cock was huge, unlike yours. I can barely feel you inside me now. You'll never be able to make me cum like he did." Her hands were all over him, squeezing onto his flesh violently as she started pounding aggressively with her very powerful hips, thick thighs crashing down against his thin legs as she continued railing him.

John helplessly hung on for dear life, thrashing about beneath her, grabbing the bed sheets, clenching his fingers roughly, ripping through them as she mercilessly banged him. He saw stars as her moist, velvety pussy that surrounded his tool like a glove flew up and down, pumping him without relenting for a moment, stroking his entire short length, her hands almost snapping the bed frame in half as she supported her rapidly descending muscular body at an incredible pace. The pleasure John got from this was beyond describable. She was fucking him so hard and he was loving it. Gone was the feeling of hurt over how she cheated on him with his nemesis. He was getting raped by the girl he loves, and there is no other place he would rather be. And then the fact that she was not on the pill and he was not wearing a condom resurfaced from the back of his mind, and he started to panic.

"Remembering something, honey? That's right. We're doing this bareback and I'm not on the pill right now, so you could get me pregnant if you cum. If you don't cum and I get pregnant, then it will obviously be Marcus' and I won't force you to stay with me. But if you ejaculate in my pussy and I get knocked up, then there's a chance it will be yours and you will be my loving boyfriend and husband forever. You won't make me get a paternity test because it would be very humiliating to you. I'll buy the ring myself and you'll put it on my finger and be my adorable husband. Scared now, huh? Don't worry. Like I said, I'm not doing this for money ; I have way more than you and your family do. I'm doing this out of love. Just cum inside me and accept your fate, baby boy. Shoot your filthy, worthless semen into my womb. Give me your child. It's your fault for being so cute that I have to do this."

And then he climaxed. John cried out loud as he orgasmed, cumming powerfully inside her searing hot cunt, unloading massive jets of semen into her pussy as she milked him for more, intent to drain every last drop from his tender balls. "If there's a time when I'm grateful for your pathetic lack of stamina, it's right now. Marcus lasted way longer than you did. He was already fucking me for 20 minutes before you came in and saw him."

"T There's a ch chance you won't conceive," John began, desperate to get out of this mess but was cut off. She isn't going to let him get away this time.

"Of course there is a chance. That's why we're going to keep on doing it again and again. If you refuse to put out I can still send that video to your family. I only promised not to post in on the internet ; I said nothing about not sending it to your mom and dad. Imagine how proud of you they'd be once they realize how much of an ass-sucking slut their precious son is. You're going to amuse me a lot from now on by trying to pleasure my pussy with that pathetic pecker of yours and we're going to keep playing this game until I get pregnant. The more we do it the likelier the child is going to be yours, afterall."

She then uncuffed his wrists. As the boy rose from his bed, however, she grabbed him and pushed him down on the mattress. He never had a chance, with how much stronger than him Brandy is. The girl imprisoned him in her arms as she trapped him with a tight embrace. Brandy refused to let go, even as he yelled in protest and tried to move away from her, pressing her groin into his ass, making her breasts against his back. "I'm starting to get upset now, John. If you don't stay still and let me cuddle with you maybe I'll finally completely lose my temper and your parents will see the video of you eating my ass and jerking off." He immediately stopped at this. "Good boy," she purred into his ear, snuggling up from behind, enjoying the warmth of his body. He cried silently as she fell asleep with her nose nuzzled at his neck, miserable, knowing that he has possibly lost his freedom forever.

One month of countless rounds of sex later, she produced a positive pregnancy test. "Looks like I won, my love. So John, why don't you listen and answer me. Will you make me the happiest woman and be my adorable husband till death parts us?" Brandy asked on one knee, holding up a shiny, golden wedding band. The boy sobbed uncontrollably, already knowing what he would say to her

"Y Yes, I'll m m marry you," he stammered as she stood up and hugged him to her body as tightly as she could.

"Good. My parents already booked The Ritz Carlton and started sending out invitation cards four weeks ago. As a reward for being a good boy, I'll let you fuck my ass on our wedding night, even though I probably won't feel anything since you're so small." Brandy happily pressed a kiss to John's nose before bouncing off happily. "Oh, and don't worry. I intend to keep my vows. Marcus was just a one time thing. We can use a large strap on whenever I want to cum," she called back to him over her shoulder.

Three weeks later they pledged their eternal love in front of hundreds of witnesses, who were all either relatives or friends of Brandy's parents, in a grand ballroom of the luxurious hotel. Her mother has always been fond of John. She knew that Brandy had broken the boy's heart once by cheating on him but was proud she managed to win him back and get him into a marriage. The girl's father sympathized with John, recognizing that he is still in love with the selfish girl but is unable to admit it yet.

Later that night, when they were alone in the suite that Brandy's parents easily afforded, wanting their daughter to fully enjoy herself, she made him sit down next to her on the bed. "Baby, I promised you that you can fuck my ass when we get married. Now you can do that. Take off all your clothes," she ordered, before getting on all four, hiking up her dress above the waist, thrusting out her full rump at him, removing her panties, exposing her thick, bare asscheeks. The girl spread the meaty globes of flesh apart, exposing her tight anal ring to her husband. "Don't worry about lube, honey. I've had something much bigger than your penis in there before."

The insinuated belittlement sting, but her bitchy remark and the way she arrogantly displayed her muscular butt also caused his dick to swell up to full mast, engorged with blood. John hastily removed his tuxedo and pants, tossing aside his boxers before aligning the head of his cock with her sphincter.

He gently pushed through her rosebud which only had to expand a little to accommodate his insignificant girth, allowing him to slide his short cock all the way inside her dirty love tunnel. The boy shyly moaned out his wife's name as she glanced back at his bashful face.

"Wait, that's it? You're all the way in already? I thought I'd feel something since my ass is tighter but you're just that small, aren't you? Just stay still. I'll be the one fucking your tiny cock with my booty." With that said, she did begin to fuck him.

Brandy withdrew slightly then rammed her powerful ass into his crotch, swallowing his entire dick inside her channel in one go, overwhelming the boy with the sensation of his penis being enveloped by the velvety walls of her anus. His dick was entirely surrounded by the inside of her ass. She fucked her husband at a measured pace, slamming into his hips as he knelt crouched behind her, mouth wide open, moaning her name repeatedly as she continued to ravish his helpless shaft with her shithole. The boy moaned uncontrollably as her asshole squeezed the base of his cock before sliding up and then pushing down to fully swallow his cock inside the confines of her ass again.

"Please fuck me harder," John begged Brandy. She smirked, glad that all those rough banging sessions had finally broken her boy and turned him into a slut for her. The girl increased the speed of her fucking, rapidly shoving into his hip with her tight asscheeks now. Brandy quickly pushed back into his hips really hard, trying to leave as many bruises on his skin as she pounded him repeatedly with her strong butt, slapping into his tender balls.

John gasped as she fucked him with her booty faster than before, pumping him with the insides of her firm, delectable ass. The inner walls of her rectum squeezing around his tool as she flexed, gripping his sensitive package tightly while bouncing against his groin. She milked him without slowing down, proudly showing off her athleticism as she easily maintained her swift place, thrusting backwards into his crotch with her powerful hips, surrounding his dick entirely with her meaty buttcheeks that twerk around his tool, pressing against the hanging ballsack that is now swelling with overflowing semen needing to rush out.

Soon, he could feel the familiar beginning of an orgasm building up from his tensing balls, making him start to meet her thrusts. He pathetically attempted to rut her with weak strokes to her strong movements. Brandy noticed this and smirked. "Are you actually cumming already? Wow, and I thought you couldn't suck any less. You're just nothing but a bitch in heat aren't you? But don't worry. I still love you. Go ahead, baby. Shoot your loser semen inside my ass." That final bit finally pushed him over the edge as John started violently ejaculating, firing several jets of cum inside her asshole as she tauntingly laughed at him, saying "You'll always be a useless premature ejaculator, and you'll never be able to pleasure me."

As he withdrew his softening dick from her hole, she flipped onto her back and then reached for an 8 inches dildo he didn't notice before. "Now this is big enough to really stretch me out. I want you to sit at the edge of the bed while I have an orgasm, not from that puny little thing flopping disgracefully between your legs, but this huge plastic cock that is going to fully stuff my cunt and ass, and do something you will never be able to : make me cum."

She started rubbing circles around her clit with her fingers, gasping before inserting them into her pussy. The girl placed the tip of her dildo at her vulva, struggling to accommodate the massive girth as she pushed it inside. Her cunt was stretched taught with the considerable width of the plastic dick that she started thrusting into her, withdrawing almost entirely by slamming it right back in, moaning loudly, making sounds she never did when her husband entered her. The intrusion by the large fake cock was hitting every spot deep inside her making her gasp loudly in pleasure, turned on by humiliating her naked husband as he watched her get more pleasure from a sex toy than he was ever able to give her. She suddenly shrieked out loud in her orgasm, squirting all over it, something he had only seen her do once, when she fucked Marcus.