Chapter 38: The Monster, and the Undug Well

“Aah!” Anna screamed. “Too big!”

Tears kept rolling down her eyes. She hadn’t been ready to take the whole thing, and she suffered the consequences for rushing it.

The pain was so sharp that she felt paralyzed for a moment. Essentially, she went down on him fast, and got stuck there, as she felt too weak to move.

“Oh my god…” She cried out. “Why did I do that!”

Today she figured out that her stubbornness can lead to immense pain, but she didn’t really learn anything from it. She was in pain, but in her head, she was still the winner. If that made sense?

Jimmy watched her in horror. He was stunned. If he knew that she’d hurt herself like this just to prove her point, he wouldn’t have teased her as much. But what was done, was done, and there wasn’t much he could do about it now.

Instead, he just asked, “Are you okay?”

“Yeah…” She heaved out a deep sigh, and kept touching the sides of her vagina. “My pussy didn’t t-tear, so you’re not out of the woods yet, p-pretty boy.”

Anna slowly regained her composure, in about two-minutes time. During these two minutes, she sat on top of him, his dick still deep in her pussy, stretching out her walls, and letting a few more drops of blood drip. The pressure he felt almost made him break.

“You’re something else,” He sighed, as he tried to calm down, and avoid ejaculating. “You’re not even enjoying yourself.”

“I am n-now…” She took a deep breath. “Your dick is hitting e-everything, even my G-Spot, or whatever it’s c-called.”

For Jimmy, this was a horrible experience overall. He never thought that he’d be so terrified, and aroused, over a woman climbing on top of him.

Between Anna’s worrisome screams, and the great effort he made in order not to ejaculate, this experience became less satisfactory than he imagined. Inwardly, he had known that it was a bad idea to give Anna the wheel, but yet he did, so he suffered the consequences, mixed with pleasure and worry.

Anna’s pussy clamped on his dick so hard that he thought she was going to rip it off, and somehow, this was the best experience in the world! She was tight, she was grippy, and Jimmy himself had a monster of a penis, and this was a horrifying combination when it was also paired with her stubbornness.

Every sharp breath that Anna took, almost sent him to the other worlds. This combination of pain and pressure was one of a kind.

Eventually, she gained the strength to move her hips up. As she did, the pressure on both of them finally loosened up.

Anna’s pussy throbbed as if it had a heartbeat. It was widened beyond proportion, but it was otherwise healthy, and not torn. It was simply the pussy of a virgin who rushed into the deed.

Jimmy wasn’t any better off. His dick throbbed too, he was barely containing himself, since his dick had been in Anna’s warm, tight pussy for two minutes without a break. He was close to passing out, but he soldiered through.

His dick was covered with Anna’s blood. It was absolutely coated with it, but this didn’t bother him, and he was relieved that this maniac of a woman was alright.

Anna then lowered her hips once more, slowly this time, and put the entire thing in her pussy again. She didn’t spare him an inch.

“Aah…” She moaned. “Yes… it worked!”

“What worked?” He groaned.

“It finally feels good… ah…” She stretched her words, accompanied by her moans. “So… good… ooh my god!”

Anna rode him slowly, to avoid injuries. She lifted her hips a few times, and lowered them back down, and during this she noticed that the pressure she felt from such a monster of a penis, was converting into pleasure!

Her pussy was being stretched wide open. Everytime she went down on him, her pussy stretched a little more.

“Ooh… baby!” She moaned, and screamed. “It feels so good!”

“Oh god… I’m gonna lose.” Jimmy groaned. “I have… two minutes at best… fuck.”

Anna picked up the speed over time. She wanted to feel as much pleasure as possible, and this craving she had grew stronger the more comfortable she got.

To prevent Jimmy’s dick from slipping out, she avoided lifting her hips beyond his tip, she never went past it, and smashed her hips down on him faster each time!

The arousal she felt now broke all barriers of pleasure she had felt before. Being fingered and licked felt nice, sure, but it was nothing compared to riding a monster. She could still feel herself stretching out, even after many thrusts!

At some point she ran out of breath, so she slowed down. But this was hardly a break for Jimmy.

During Anna’s rodeo ride, he had been fighting demons and gods alike. He tried everything to stop himself from blowing his load, and unfortunately for him, there still were six minutes on the clock.

Anna had six minutes of fun time left, and Jimmy kept eating dirt to relieve his urges. There was only so much that dirt could do, but it took the edge off a little bit, and at this point this was the only thing he could depend on. Even his own magical blood had given up on account of Anna’s sweet, bloody pussy.

Anyway, once Anna slowed down, she started grinding on him. She no longer lifted her hips up and down, but forward and backwards instead.

This felt even greater in comparison, because she could feel Jimmy’s dick bouncing around in her pussy, hitting corners that even doctors with surgical tools wouldn’t touch!

“Aah!” She screamed. “I’m gonna come again!”

“Unfair!” He protested. “This is your fifth time, and I haven’t even cummed once!”

“Shut up!” She groaned, and then leaned forward.

Anna placed her hands above Jimmy’s shoulders, and as she kept grinding on him, with her tits flinging around up and down, she started making demands.

“Hit me!” She groaned. “I’ve been aah, a very bad girl… hit me!”

Jimmy tried to fight his own battle here, but he couldn’t give up on an offer like this one. The fact of the matter was that Anna had truly been a ’bad girl’ tonight, so he took the opportunity to express it.

He didn’t question her, and smacked her tits. As they bounced around, he then smacked her across the face, and then grabbed her by the throat.

“You play dirty!” He groaned. “Dirty dirty girl! Tomorrow I’m gonna fuck you up, I’m gonna fuck your little bootyhole to teach you a lesson!”

“Yes daddy!” She chirped, with her breath constricted.

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