His eyes were red with lust as he vented his sexual desire, reveling in the extreme pleasure.
"Oooooh... cough... this... ah ah..."
Jessica slapped Ryan’s thighs desperately, but it only excited him more. After dozens of deep throat thrusts, Ryan, on the verge of climax, couldn’t hold back any longer.
He shoved his entire cock into Jessica’s throat, making her neck bulge grotesquely. His glans pressed against her stomach as he ejaculated deep into her throat.
"Oh… so… good… you stinky bitch… little slut… swallow it all… taste daddy’s semen… it feels so… good…"
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In the throes of ejaculation, Ryan inexplicably called himself "Daddy." The sight of Jessica, being humiliated in such a way gave him a perverse pleasure, making the experience even more exhilarating.
"Cough..." Once Ryan finished ejaculating and released Jessica’s head, Jessica collapsed to the ground, retching in pain. Semen and saliva dripped from the corners of her mouth, her appearance obscene and heartbreaking, like a broken doll.
After ejaculating, Ryan didn’t immediately continue. Instead, he watched Jessica’s miserable state with interest. Mia, feeling a pang of sympathy, approached Jessica and gently patted her back, offering comfort.
It took a while for Jessica to recover from the extreme discomfort. Her eyes were still red, and tears of pain streaked her face, a testament to Ryan’s brutality. When she looked up and saw him smirking at her, she glared at him with a mix of resentment and fear, her lips pressed tightly together.
With Jessica’s pussy already deflowered, Ryan’s next target was her asshole. He reached behind her, his hand sliding down the crack of her buttocks to touch her anus.
At first, Jessica didn’t react, but when Ryan’s fingers brushed against her anus, she jolted as if electrocuted. She quickly jumped away, covering her buttocks as if his hand were something terrifying, her eyes wide with fear.
Ryan chuckled, "Why are you hiding? You’ve already been deflowered. You can’t avoid this forever. Why not get it over with now?"
Jessica’s face turned pale. She knew he was right, but the memory of the pain from losing her virginity made her dread the idea of her even tighter asshole being penetrated. It would be torture.
"No, don’t... it’ll hurt too much," Jessica shook her head in fear. She had seen how Mia’s anus had been torn, leaving her writhing in pain and bleeding. The thought was terrifying.
"But I haven’t finished yet. If you don’t want to, I’ll just use Mia’s asshole instead," Ryan said casually.
Jessica’s face shifted from pale fear to conflicted anguish. Mia’s anus had already been torn once. If Ryan fucked her again, the wound would only worsen.
How could Jessica bear to see that? After a long, painful hesitation, she finally spoke.
"Ryan... No, Master... Can I... Can I discuss something with you?" Jessica asked cautiously, her face red.
"Can you... be a little gentler this time? I’m still in pain down there..."
Jessica was helpless. She couldn’t bear to let Mia suffer again, so she had to sacrifice herself. She looked at Ryan with a pleading, adorable expression that nearly melted his heart.
Of course, Ryan wouldn’t agree so easily. Now that Jessica needed his help, he decided to push her a little further.
"Of course, but you’ll have to call me Daddy from now on, and you can’t refuse me whenever I want to fuck you," Ryan said, his eyes gleaming with mischief. While being called "Master" was satisfying, having a cute girl like Jessica call him "Daddy" added an extra layer of perverse excitement.
Jessica’s face paled, but Ryan added nonchalantly, "Of course, if you refuse, I don’t mind. I always enjoy it rough..."
Faced with his blatant threat, Jessica was on the verge of tears. She knew how brutal Ryan could be. If she allowed him to have his way, she would suffer immensely. But if she refused, he would still force himself on her, and she would have no way to resist. Jessica understood the stakes all too well.
Ryan wasn’t in a hurry. The most important thing now was to conquer Jessica’s heart. Letting her struggle a bit longer only made it more interesting. After a painful internal debate, Jessica finally looked up at Ryan, her eyes filled with tears.
"Dad... Daddy, can you be a little gentler when you fuck my ass? I’ll let you bully me in the future..."
Hearing Jessica call him "Daddy," Ryan’s cock instantly hardened, and a dark, twisted fire ignited within him.
"I can’t take it anymore, it hurts… I promise… Daddy, good daddy… I’ll agree to whatever you do… From now on I will serve Daddy and give birth to Daddy’s children~ Ahhhh… Please, Daddy… don’t move like that… I can’t take it anymore down there… Ahhhhh…"
"Oh? Then tell me, my dear daughter, how can you serve daddy?" Ryan was very satisfied after hearing this. He pushed into the little Loli’s asshole again and asked urgently.
"Ah… I… I don’t know… No… Daddy… Ahhhh… You can’t do this… I said… I said… A daughter can lick Daddy with her mouth, can let Daddy fuck her pussy… can let Daddy fuck her asshole… Ahhhhh…"
"What else? Is that all?"
Ryan smiled wickedly as he looked at Jessica, who had completely gone crazy in his arms and was being tortured to death by him. His huge cock had adapted to the tightness of her anus and penetrated deep into Jessica’s anus again and again, continuing to force her to say obscene words to please him.
"Also…Also…there is…wuwu…the daughter can eat daddy’s semen…can lick daddy’s asshole…ahhh…daddy still likes the daughter’s body…the daughter will wash her body and let daddy play with it…ahhhh no…I’m not saying…Dad…please…stop for a moment, okay…"
"Not bad... my naughty daughter is so good." Ryan kissed the little girl on the cheek as a reward, "What else? You will pass if you say two more. Otherwise, Daddy will have to speed up..."
"Also...also...a daughter can help daddy...and...oooh...I really don’t know what to do..." It was the first time for Jessica to lose her virginity. She didn’t seduce a man at all. She just looked uncomfortable and broken. Her saliva was flowing out of her little mouth. She looked indescribably obscene and cute.
"Daddy will remind you again, what did Daddy ask you to do just now? Do you remember?" Ryan stretched out his hand, grabbed the rosy little nipple of the loli girl’s chest, and twisted it hard, causing her to scream non-stop.
"Wow… I remembered… and… ahhh… my daughter can give birth to a child for me… and can give birth to a slut just like me… I can play with both of us, mother and daughter. You’re going to twist my daughter’s nipples off…"
Ryan, who got a satisfactory answer, loosened his hand that was twisting Jessica’s nipple and looked at her with a lewd smile: "Since my naughty daughter answered so well, Daddy will reward you. Come, change your position..."
Before Jessica could react, he carried her off his lap, turned her around, and laid her flat on the sofa. He then lifted her legs and pressed them forward hard until her legs were pressed against her shoulders. Only then did she notice and looked at Ryan with horror.
"No… Daddy… Don’t punish me anymore, I really can’t take it anymore! No… I really can’t take it anymore…"
"Hehe, Daddy, this is not a punishment, it’s a reward for my good daughter," Ryan said shamelessly. He asked Mia to caress and stimulate Jessica’s body from behind to prevent her from fainting from excessive pain and to keep her from shaking too much, making it difficult for him to penetrate her. He then aimed his cock at her pink anus again.
"Good daughter, good daughter, daddy is going to fuck you to death this time!" Ryan roared, grabbed the two delicate jade feet of the loli girl, thrust his hips forward, and inserted his penis into her anus again.
With the previous insertion, it was not too difficult to enter this time. After thrusting a dozen times, he once again inserted the entire penis into the loli girl’s anus.
But at this time, Jessica was completely desperate. Her eyes were filled with pitiful pleading and pain, but it was all in vain. Her little mouth once again emitted seductive moans and cries, and her body was almost folded 180 degrees by Ryan, like a human masturbation cup. This posture made her extremely uncomfortable, but it also maximized the strength of the man’s thrusts.
Ryan’s lower body was thrusting fiercely, hitting the loli girl’s anus again and again, his glans pounding her delicate and sensitive anus with brutal force. Her body shook violently, and even the sofa began to tremble. If Mia hadn’t held Jessica’s body tightly, she would have been twisted beyond recognition.
"Daddy… my daughter is going to be fucked to death… ahhhhhhhh ~ it’s broken… wuwu… I won’t be able to go to the toilet from now on… it hurts so much… my butt is going to be broken… it’s going to be completely broken…"
"Fuck… Fuck you to death… How could I give birth to a slut like you… Your pussy is tight… Your asshole is even tighter, and you love to eat cum… Fuck you to death, you slut… Your slutty daughter… Let daddy fuck you to death…"
The cute expression of the little Lolita drove Ryan crazy, and his perverted desire to humiliate her was completely ignited. While he was frantically thrusting his lower body, he was also licking the little Lolita’s pink body.
"No…you slutty daughter, you’re squeezing too tightly, Daddy is going to cum…I’m going to cum for you, my slutty daughter…oh oh oh…it feels so good…I can’t take it anymore, I can’t take it anymore…"
Under the stimulation of Jessica’s terribly tight asshole, Ryan finally reached his climax. After inserting his entire penis deep into Jessica’s anus for the last time, his penis began to tremble violently, and large streams of semen spurted out along the glans, pouring into Jessica’s asshole. The hot little loli screamed and almost fainted again.
The intense pleasure of ejaculation made Ryan’s head spin. If his body hadn’t been half-pressed on Jessica, he would have collapsed beside her. After a long while, he came to his senses and slowly pulled his penis out of the loli girl’s anus.
"Pop..." The moment Ryan’s glans left Jessica’s anus, the tight anus and the glans rubbed violently, producing a popping sound, like pulling the cork out of a wine bottle. This showed just how tight Jessica’s anus was.
However, such a tight anus had been completely opened under the man’s brutal destruction. Even though the penis had been pulled out, the anus remained gaping, forming a horrifying round pink hole from which semen and blood continued to flow. This was a sign that her intestines had been damaged by Ryan’s fucking. If he hadn’t just ejaculated and felt some pity for Jessica’s body, he would have likely continued his conquest.
But Ryan didn’t want Jessica to rest so easily. He turned her over and made her lie on her side. The limp little girl suddenly lay under the man’s crotch. Ryan pointed at his cock, which was covered with semen and blood.
Jessica naturally understood what her "daddy" meant. She looked at him pitifully, but seeing no reaction, she knew she couldn’t resist. She could only endure the pain, slowly opened her little mouth, took the filthy cock covered with various fluids into her mouth, and licked it carefully with her lips and tongue to clean it.
"And here, you just said that you want to lick daddy’s asshole." After licking the cock clean with great difficulty, Ryan did not let Jessica go. He spread her legs and pointed at the gaping anus in the middle of her buttocks.
Jessica hesitated for a moment, her face filled with disgust, but finally, she obediently moved her knees, knelt behind his buttocks, spread the man’s cheeks with her small hands, stretched out her pink tongue, and began to lick his slightly smelly asshole back and forth.