Chapter 169: Please What, Jenny?**

"I am going to thrust in now. It will hurt, so bear with it, yes?"

Jenny gave a small nod, trembling with a tangled mix of excitement and nervousness about the incoming pain.

Her arms shook slightly as she held herself up on all fours. The sheets were already wrinkled under her fists.

She wondered if it would hurt a lot.

And if it did hurt, what should she do? Moan out in pleasure? Cry out in pain? Complain to him?

Subconsciously she was already worried she might end up liking the pain. After all, she had not truly hated that brutal spank either.

She had only whimpered for a bit before giving in under a few strokes of his thumb. The sting had turned sweet far too quickly.

What if the same thing happened now?

What if she loved the pain?

Fredrinn did not give her a lot of time to think.

Unlike with Andrea, he did not try to be overly careful with Jenny. He had already confirmed what kind of girl she was. Gentle treatment would only waste the moment.

He squeezed one of her perky tits firmly with one hand while using the other to tug her hair backwards. The dual pressure pulled a sharp moan out of her throat.

The rough handling sent fresh heat racing down her spine. But before she could fully react or brace herself, he pressed the thick tip of his cock against her entrance and pushed.

The lower lips parted. His tip forced its way into the tiny, unused vaginal hole.

"AAAH!~~"

Jenny clutched the bedsheet so hard her knuckles turned white. Her back arched dangerously high.

For a second she felt like she was fading out—vision narrowing, ears ringing.

His big cock drove itself ruthlessly inside her pussy. Her walls could do nothing to stop it or even slow it down. The stretch was brutal and immediate.

She intentionally clenched her pussy walls in a panicked attempt to limit how much he could take, but the action only made the sensation ten times more intense.

She felt every vein along his shaft, hot with rushing blood, as he thrust deeper without restraint. The friction burned in the most overwhelming way.

The hymen tried to block the way, standing as a thin, stubborn membrane determined to stop him in his tracks.

Alas, he could not care less.

With a single firm thrust the membrane tore. The barrier breached.

A sharp, bright pain shot through Jenny’s core as she recoiled hard in his hands and lost all remaining strength in her arms and legs at once.

She started to collapse downward onto the bed, but Fredrinn was not merely pulling her hair and squeezing her tits for fun.

He held her soft, fragile body firmly in place, keeping her hips raised and her back arched even when she could barely support herself. His strength easily compensated for her sudden weakness.

Broken, unrestrained moans tore out of her lips. Tears leaked from the corners of her tightly shut eyes.

The fullness inside her felt impossible. Every small adjustment of his hips sent fresh sparks of pain and something darker racing through her nerves.

"AAH~ SL~ SLOW DOWN~ HNNGH~~ FUCKKK~"

Of course, Fredrinn did not genuinely want to harm or ruin Jenny’s body. He stopped forcing any more of his length inside her once roughly three-quarters was buried.

The remaining quarter stayed outside while the rest rested under the tight, fluttering comfort of her walls. He gave her a few seconds of stillness, letting her feel the heavy pulse of him deep inside.

Then he slowly pulled half his length back out. The drag against her freshly broken entrance made her whimper.

But before the emptiness could settle, he shoved forward again with a solid thrust.

"AHHHH~ Please~ Pleaseee~"

Jenny’s voice was already growing hoarse. Her body felt like a ragdoll in his grip.

She no longer bothered trying to move any part of herself on purpose. She had left everything entirely in his control.

All she did was moan and show reflexive reactions—flinching at each thrust, arching her back whenever he sank deeper, toes curling against the sheets.

Fredrinn grinned at the sweet, desperate sounds she made. He leaned closer, pressing his chest flush against her shoulder blades so she could feel the full weight and heat of him. His breath brushed the side of her neck.

He nibbled lightly on her ear.

"Please what, Jenny?"

He whispered the question, voice low and teasing.

Before she could gather enough coherent thought to answer, he pulled out slightly once more and then thrust even deeper. By now roughly eighty percent of his cock was inside her.

Before she could gather enough coherent thought to answer, he pulled out slightly once more and then thrust even deeper. By now roughly eighty percent of his cock was inside her.

The percentage increased with each steady stroke as he maintained a mediocre, controlled speed—just enough to let her body begin adjusting, but not enough to let the pain fully fade.

He did not want her to get too comfortable. If he allowed the pain to disappear completely, the sharp mixture of hurt and pleasure would flatten into ordinary sensation.

And he did not want that.

For a masochist, a small ongoing dose of pain was far better than treating her like a delicate doll. Each lingering sting kept her nerves lit up and her mind foggy.

"AHH~ I DON’T KNOW~~~ Don’t know~! Kiss~ KISS~"

Jenny whimpered the words without real thought. She arched her neck in his direction as best she could and puckered her lips, seeking his mouth the way a drowning person seeks air.

It was clear she was running entirely on subconscious instinct now.

Pride, hesitation, and careful planning had all burned away under the relentless stretch of his cock and the firm hold of his hands.

"Okay~"

Fredrinn grinned, leaning in for the kiss as he slid his hand down her breast...

Towards her pussy.