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GILF Hunter

Chapter 40 Getting Milked by a Woman:Ultimate Humiliation · Nov 14, 2026

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Chapter List (400)

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1 Chapter 1 With my maid 2026-11-14
2 Chapter 2 Will Cuck You Brother!!! 2026-11-14
3 Chapter 3 Affair Before the Wedding? 2026-11-14
4 Chapter 4 Secretary Sucks My Cock 2026-11-14
5 Chapter 5 One Before You 2026-11-14
6 Chapter 6 I’m the Only Man 2026-11-14
7 Chapter 7 For the Sake of Family and Revenge 2026-11-14
8 Chapter 8 First Night with My Bride 2026-11-14
9 Chapter 9 Climax Just from Her Breasts 2026-11-14
10 Chapter 10 Restrained Sex 2026-11-14
11 Chapter 11 I’ll Feast on This Virgin Pussy 2026-11-14
12 Chapter 12 I Might Just Cum 2026-11-14
13 Chapter 13 Checking the Maid’s Panties 2026-11-14
14 Chapter 14 Boobies in the Library 2026-11-14
15 Chapter 15 Stripping Naked in the Garden 2026-11-14
16 Chapter 16 Why Does It Feel So Good? 2026-11-14
17 Chapter 17 Bondage in a Garden 2026-11-14
18 Chapter 18 Use throat pusssy to silence moans 2026-11-14
19 Chapter 19 Masochistic Blowjob 2026-11-14
20 Chapter 20 How to Satisfy a Disgusting Pervert! 2026-11-14
21 Chapter 21 Threesome or not??? 2026-11-14
22 Chapter 22 First Clit and G-Spot Climax 2026-11-14
23 Chapter 23 Pathetic Masochistic Pussy 2026-11-14
24 Chapter 24 Doggy Sex 2026-11-14
25 Chapter 25 Thirsty Maid 2026-11-14
26 Chapter 26 Aphrodisiac Development 2026-11-14
27 Chapter 27 Ripping Only the Middle of Stockings Is Sexier 2026-11-14
28 Chapter 28 A New Granny 2026-11-14
29 Chapter 29 Married elf 2026-11-14
30 Chapter 30 Cocky Maid 2026-11-14
31 Chapter 31 Subtle Gaslighting 2026-11-14
32 Chapter 32 Catfight Between Married Women 2026-11-14
33 Chapter 33 A Married Elf Masturbating While Thinking of Another Woman’s Man 2026-11-14
34 Chapter 34 Elf’s Archery Lesson and Witch’s Jealousy 2026-11-14
35 Chapter 35 Witch’s Provocation 2026-11-14
36 Chapter 36 Bunny Girl Event 2026-11-14
37 Chapter 37 Cosplay Is More Fun 2026-11-14
38 Chapter 38 Bunny, Hop on Top of Me 2026-11-14
39 Chapter 39 Maid Thinks Cock Management Is Necessary 2026-11-14
40 Chapter 40 Getting Milked by a Woman:Ultimate Humiliation 2026-11-14
41 Chapter 41 Starting to Seduce 2026-11-14
42 Chapter 42 All You’ve Done Is ... 2026-11-14
43 Chapter 43 Married Elf Pussy 2026-11-14
44 Chapter 44 Developing the Arrogant Elf’s Womb 2026-11-14
45 Chapter 45 I Shouldn’t Have Known 2026-11-14
46 Chapter 46 Heading to a Village of Only Women 2026-11-14
47 Chapter 47 Secret Outdoor Sex 2026-11-14
48 Chapter 48 Legs Spread, Hands Behind Your Head 2026-11-14
49 Chapter 49 Suck If You Want to Be Fucked 2026-11-14
50 Chapter 50 Nothing’s More Fun Than Fucking Your Wife Outdoors 2026-11-14

Chapter 40: 40 Getting Milked by a Woman:Ultimate Humiliation

I was lying on the bed, both wrists bound.

It was because of the binding magic Medea had cast on me.

’She tied me up pretty thoroughly.’

Still, I’ve been diligently learning magic myself.

It’s not like I couldn’t undo it with some focus...

”Don’t try anything funny.”

With a light snap of Medea’s fingers, my attempt to break the spell was instantly canceled.

’Tch! She used to pretend she was some half-baked witch among her kind.’

From a human perspective, Medea is plenty genius.

At the very least, she’s on par with me, someone once called a genius of a magical family.

Medea tilted her head, watching me squirm.

”Hmm, I’m offering to give you the service you like, so why are you so resistant?”

”It’s a bit much for a guy to just lie there bound and take it.”

Well... honestly, this kind of play is pretty exciting in its own way.

But knowing Medea’s personality, she’d probably keep me from even looking at or touching her breasts.

”The result is the same—you’ll come either way.”

”That’s not the point. I can’t even touch a woman’s body like this.” I said with a pain filled face.

”Hmph. A fitting state for a human like you.”

Medea smirked, her lips curling as she looked at my helplessly bound state.

...Sometimes, she has a bit of a sadistic streak.

”Enough, just stay still. If you behave, I’ll be gentle.”

”Isn’t that usually a guy’s line?”

”I wouldn’t know. Right now, you’re the one on the receiving end.”

With that, Medea began undressing.

As her maid outfit came off, revealing sexy black lingerie underneath.

’Holy shit, that’s hot.’

Medea’s figure is seriously something else. She boldly stripped off her bra and slid down her panties.

I’d seen her naked before, but still.

Since I can’t just rip her clothes off myself, it feels even more thrilling.

Medea, now completely bare, flaunted her stunning physique.

The pink nipples between her large breasts and the cute little pussy between her smooth thighs looked absolutely delicious.

’Fuck, I’m so turned on.’

Medea’s pussy is still uncharted territory for me.

That makes me even more curious about how it’d feel.

”...You’re staring like you’re going to burn a hole through me. Do you like a woman’s naked body that much?”

”Obviously. Especially when it’s a body like yours.”

”Hmph. Maybe you should learn to hide your desires a bit.”

I could already feel my cock swelling in my pants.

Even if I’m about to be milked while bound, a guy’s cock can’t help but react to a body like that.

”At least you’re behaving now that you’ve seen me naked.”

I couldn’t help but stare, entranced.

I even forgot about trying to break free for a moment.

’How can I not look when she’s swaying those juicy breasts and hips like that?’

Medea approached me, seemingly pleased with my reaction.

As her perfect nude form came closer, my heart pounded with anticipation.

”I’m grateful, but is it really okay to pounce on me like this?”

”?”

Up until now, Medea had always kept a strict line.

Binding me and doing this felt a bit unexpected.

”Hmph. Don’t worry. Thanks to someone’s insistence, I’m used to milking semen by now.”

...That’s not what I meant.

Well, it’s hot enough, so maybe I’ll just let it slide.

”I was going to let you do whatever perverted things you wanted, but if your overly eager cock is causing trouble for Lady Circe, that’s my responsibility too.”

Medea climbed onto the bed, getting even closer. She was so close it felt like she might pounce on me any second.

Pop, pop.

Medea undid the buttons of my shirt one by one.

”Looks like we need to drain some of that energy and teach that cock a lesson.” Medea said with a smirk.

”...That sounds kinda scary coming from you.”

”Don’t be scared already. We’re just getting started.”

As expected of a maid, her movements were practiced.

After unbuttoning my shirt, she unzipped my pants and pulled them down.

My erect cock sprang out like a coiled spring.

Medea stared at it with a curious gaze.

”...Despite your words, your cock’s already raring to go.”

”It’s not my fault, it’s your fault you know.Just seeing you makes my cock stand on its own”

”...Perverted bastard.”

Medea said but began gently teasing the back of my glans with her fingertips.

The pleasure spreading through my cock was quite intense.

”Ugh, uhh.”

”This cock’s been giving the Great Witch a hard time. I’m just making sure it behaves.”

Medea’s soft fingers glided over the top of my cock.

The sensation made it twitch involuntarily.

’...She’s definitely becoming skilled at this.’

Unlike Circe, who moans while getting fucked, Medea’s been all about service. Her technique in pleasing a man’s cock is definitely a cut above.

Her slender, pretty hands gently stroked my cock.

It felt so good my hips were already tingling and getting buckled up.

”...Even when you’re being toyed with by a woman, your cock’s twitching, begging to come.”

Medea kept playing with my cock as she spoke.

The soft brush of her fingertips was starting to drive me crazy.

She says it’s for Circe’s sake or whatever, but it feels like she’s getting revenge for all the times I made her serve me.

One thing for sure she is definitely enjoying seeing me tortured like this.

”If it’s so obvious, why not just make me come? That’s what you wanted, right?” I said with a smirk.

”...I told you, this is strictly ’training.’”

Medea said coldly, now using her whole palm to stroke my cock gently.

From my balls to the tip of my glans.

She alternated hands, moving so softly and slowly and sometimes she gently massage my balls.

”Ugh, wow.”

I couldn’t help but let out a sigh of pleasure.

It felt like a skilled woman giving a sensual massage.

Fucking a woman is great, but this soft pleasure was incredibly satisfying too.

”And as I said, I have plenty of time today.”

Up until now, Medea’s touch was all about making me come quickly.

But today, she caressed my body so gently and tenderly.

She kept stroking my cock with the lightest touch, like petting a dog.

It felt amazing, but it also made me crave a stronger grip.

’Is this how the women I teased felt...?’

Medea seemed determined to torment me slowly. She kept up that soft touch for over ten minutes.

My stamina and patience was starting to drain, and my cock was twitching.

”Hoo...! Hah...!”

”...Even someone like you gets breathless after this much teasing.”

Medea observed me slowly, as if enjoying my reactions.

As she said, I was losing my composure.

’It feels good, but there’s no way I’m gonna come like this.’

A guy needs a certain level of stimulation to come.

Medea’s just teasing without gripping hard enough.

My cock, enveloped in this ’good feeling,’ was swollen to its limit, leaking pre-cum.

”...You’re trying to undo the ropes again, huh!”

I’d tried to secretly break the spell a few times.

But as expected of a witch, Medea caught me every time.

”You’re acting unusually desperate. Your magic’s tinged with impatience.”

...Well, who wouldn’t be after ten minutes of cock teasing?

”Then let’s move on to this.”

Medea’s hand moved lower.

I thought she’d finally touch my cock properly, but I was wrong.

She started lightly stroking the area below my balls.

”Whoa...! Ugh! Guh!”

Specifically, the perineum, between the balls and anus.

It’s sensitive for both men and women but rarely touched.

Medea was targeting it, tickling it deliberately.

”W-Woah...fuck!”

It felt like an electric current running through me.

My hips bucked instinctively from the stimulation.

Since guys don’t usually get touch there, the sensitivity was intense and felt amazing.

”Wow...! Ugh...! Uhh...!”

”Judging by your reaction, you’re enjoying this.”

It’s a sensitive spot for both men and women.

With my cock already aroused, touching there sent a near-electrifying pleasure through me.

Medea didn’t stop, even as my hips bucked. She just kept watching my reactions, continuing her teasing caresses. Her skill at playing with a man’s body was almost too perfect.

”Ugh! Hah! Hoo!”

”...You’re not moaning like a woman. But I suppose women feel it differently.”

Being teased in such a sensitive spot for so long was exhausting.

I barely had the energy to try breaking the spell anymore.

Then Medea started tickling my balls with her fingertips.

”Ugh...! Grr...!”

The unique thrill of her gentle teasing made my hips buck again.

I’d taught her a bit about pleasing during our sessions, but Medea had clearly surpassed that.

’Man, this feels insanely good.’

Being helplessly teased while bound is a bit much, but if it feels this good, maybe it’s worth it?

I’ve had my share of women, but if a virgin got this kind of treatment, they’d be hooked instantly.

”How’s it feeling? Ready to come yet?”

”If you mean coming, I could do it anytime if you’d grip harder.”

”Is that so? Not yet.”

Medea gripped my cock tightly with one hand.

Trapped in her grasp, it couldn’t move.

She started rubbing the back of my glans furiously with her fingertips.

”Ugh...! Gah!”

”Your cock’s twitching like crazy in my hand. Not like you can escape.”

As Medea said, my cock was jerking wildly with every touch.

It wasn’t intentional; it just happened.

’This is too much for a cock already at its limit...! Ugh!’

With an expressionless face, devoid of emotion, she relentlessly tormented my glans, making it feel like my cock might explode.

”Is this spot good? Or maybe here?”

Her fingers kept rubbing different parts of my glans, sending sharp waves of pleasure through me.

Bound and gripped, I had no choice but to feel the pleasure.

”...You’re leaking a lot of pre-cum. It’s like your cock’s sweating.”

With all the teasing, my cock was dripping pre-cum.

It was wet enough that the whole glans looked slick.

”Looks like we’ve built up enough. Time to milk that semen.”

Finally, Medea lightly gripped the shaft with her small hand. She stroked it as if rewarding me.

”Haa! Haa!”

Normally, I could’ve held back such light stimulation.

But with my cock so worked up, it felt incredibly intense.

Medea stroked my cock at just the right pace, and soon my cock was ready to burst.

”As expected, this’ll make you come fast. Mmm.”

Medea took my twitching glans into her mouth. She pointed her tongue and teased my urethra, urging me to come.

”Ugh...!”

That was the signal, and I shot my load into her mouth.

Spurt! Spurt! Spurrrt!!!

Maybe because of all the teasing and buildup, it felt like a huge load.

Medea skillfully took it all in her mouth, swallowing it.

Though it wasn’t easy for her, as she gagged slightly.

”...Didn’t you come a bit too much?”

Medea shook my shaft, squeezing out the last drops of semen from my urethra. She was determined to milk me dry.

She licked and sucked my glans clean before finally letting go.

”Phew.”

With a snap of her fingers, my bound hands were freed.

’Man... this was pretty great experience.’

Usually, I’m the one fucking women and making them submit.

But being teased and made to come like this was thrilling in its own way.

It might be too much to do every day, but it was a damn satisfying play for a good release.

”How was it? Satisfied enough?” Medea asked.

”Yeah, it was amazing.”

Satisfied?

Wasn’t the goal to milk me dry? To say I can still go for more.

”...What a pervert.”

Medea scoffed and slowly put her clothes back on.

Somehow, her back looked oddly pleased.

’...She said it was for Circe, but didn’t I just get some damn good service?’

Who would’ve thought Medea would go this far for me?

Just like Circe suddenly pulling a bunny girl event, maybe something’s changing inside Medea too.

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