Chapter 40: Conquering a Milf in Bed - My System Love Me Too Much - NovelsTime

My System Love Me Too Much

Chapter 40: Conquering a Milf in Bed

Author: RRam
updatedAt: 2025-09-21

Seeing Karena's serious expression, Allen felt that this MILF was making him want to tease her.

"Hey… Karena, do you have any plans to get married again? I mean, you know you still look beautiful, don't you ever feel lonely?" he said, winking at her.

Of course, Karena understood what Allen meant and just laughed at him.

"Hahaha, kid, you'd better take care of your kidneys. You already have so many wives—do you think you can handle me?"

"Don't underestimate me. We can try it right now if you don't believe me."

"Ohhh… are you challenging me?" Karena said with an intrigued tone. Honestly, she had already forgotten the last time she did something like that.

"That depends. I'm not going to force you, but if you're interested, come with me."

After that, Allen walked out toward his car, and not long after, Karen came out and got in. Allen glanced at her and simply smiled before stepping on the gas and heading toward a hotel.

Once there, Allen walked up to the receptionist and booked a VIP room.

"Your room is on the 15th floor, number 11."

"Okay… thank you," Allen replied.

He then took Karen's hand and led her to the elevator to head upstairs.

"Enjoy your night," the receptionist said politely with a bow.

Inside the hotel room, Karena was currently in the bathroom, saying she wanted to freshen up first. A moment later, she came out wearing only a towel, her wet hair hanging loose over her shoulders.

Allen then stood up and walked over to her,

"You know, you look beautiful and I feel like your ex-husband is an idiot".

Allen then took off his clothes and got naked in front of Karen "are you sure you don't want to back out now".

Karena who was looking at Allen's body that was like a male god with muscles like Captain America. She gulped when she saw her boss' crotch.

"That's really big." She was surprised at the size of the penis, her face looked flushed and began to feel her pussy—a little wet underneath.

During her time in the military she really—rarely thought about sex, let alone actively releasing her sexual needs.

Coupled with the death of her ex-husband, she had not had sex for several years.

And to vent her sexual frustration, she would most likely use sex toys like dildos or simply rely on her hands and even that was very rare. It seemed like she had been holding back those desires for too long, focusing only on her job as a mercenary.

Now seeing Allen naked in front of her made her heart beat faster, and she began to lust, as if all her dark desires were triggering and she began to— fantasize about what they would do next.

"Yours is even bigger than my ex-husband's" Karena whispered softly as her hand touched the penis.

"Ohhh... are you now starting to compare me to your ex-husband. How naughty..."

"Well... even though you have a very big cock, can you guarantee that you can make me satisfied, you know I am a very strong woman". Now her desire was burning her, but she could still hold it back even though her cheeks were slightly flushed and drunk from smelling her boss' body odor.

"Don't blame me woman, if later you won't be able to live without my dick and don't think this will end up as a one night stand".

"You're really sure with your words, as if— you've just won my heart. You better not prove it with just words." Although Allen's words made her heart a little stirred up, but she could still control herself. Well she was quite curious if Allen would keep his word, after all she was practically not a young woman and she also had a daughter, was Allen really serious with his words.

After all, she did not want to embarrass herself. Moreover, he had already accepted Allen's challenge. So, like it or not, tonight she would make sure her boss realized that it was not that easy to provoke a woman. She intends to control the situation completely.

Her hand then grabs Allen's penis more firmly and starts to shake it, it makes the long lost feelings come to the surface.

Then she began to squat down and tried to swallow the penis.

"It's too big" she opened her mouth and licked it slowly with her tongue. After that she tried to insert the penis shaft into her throat slowly.

Gulk... Gulk... Gulk...

She began to swallow the cock like a lollipop making the sound of her swallowing resonate in the room, and Allen who was enjoying the act began to close his eyes enjoying what—he—was receiving.

"AH" Allen felt that his penis entered her throat so that he could feel the warmth and wetness of her saliva. The pleasure a MILF gives is so extraordinary that—it—makes—him addicted.

Allen then held her head and shook it to move faster, it made Karena choke but Allen didn't really care about that, right now he wanted to feel more pleasure from her.

Karen, who was receiving this treatment, did not resist, instead one of her hands moved towards her breasts and squeezed them with her own hand and one of her hands moved towards her pussy and inserted her fingers into her pussy to enjoy herself.

Not long after that Allen would cum and tell Karen, "I'm going to cum in your mouth".

Karen who is a proud woman of herself. Feeling enjoying oral sex for the first time, she had never enjoyed oral sex like this, especially with the attitude of her ex-husband who was always rude when doing it. But when she was with Allen she felt different. She could feel the lust starting to take over her body.

When Allenn wanted to come out she could— feel the big cock pulsing inside— her throat, and Allen squirted a lot of yoghurt—inside.

'He tastes like strowbery I might get addicted—to—his yogurt' Karen thought, feeling weird about the taste—of his sperm.

Allen who saw the lustful gaze of this beautiful MILF made himself even more aroused. What's more when looking at— her well-maintained curves with her toned abs and her big ass that looks like–it wants to be— squeezed makes his dick even harder.

Allen couldn't wait long and finally lifted her up and pressed her against the wall, then stabbed her hairless pink pussy with—his— hard cock.

"Ahh... yours is too big" she felt the pain when his cock entered her roughly.

But Allen then moved his waist to slowly pound her pussy hole.

"I feel full boss keep moving don't stop" Allen who heard that then moved faster.

That made Karena moan with excitement, with her moaning voice she felt like she was young again, where she enjoyed her first time having sex when she was still in high school.

"Ahh... ahhh...ahhh.."

The moaning sound was followed by the sound of her thighs clashing together, Allen's balls slamming into her crotch making her even more excited.

She could feel her whole body shaking, from her breasts, to her ass as Allen tapped her like a savage beast.

Allen, who saw her bouncing breasts, bit one of her nipples.

"Ahh... yess... suck my nipple" while hugging Allen's head to keep him from releasing his bite.

She felt so good and soon Karena felt she was going to climax, Allen could feel his penis being massaged by the muscle walls of her vagina tightly, Allen then pushed deep into her thighs so that the entire shaft of his penis entered through her uterus.

Feeling that her uterus was penetrated and now his cock was in her baby's room Karen felt that she couldn't hold her climax any longer and finally squirted violently...

"Ahhh!...."

This was the first time she had climaxed like this and this was not an ordinary climax but a squirt.

But Allen didn't stop tapping her womb chamber, her crotch and belly were already wet with Karena's cum, and it was like a lubricant that made it easier for Allen to shake into her pussy.

"Ahh... y—yesss h—harder!"

That made Karena enjoy Allen's assault on— her pussy hole even more and she kept telling him to move faster, she had now lost her mind and her face was already giving an— Ahegao face expression.

"I'm going to cum, do I have to cum outside"

"No... cum inside me.... ahhh...." she already didn't care if she would get pregnant or not by her boss, she just thought that she wanted to feel Allen's warm seed inside her womb.

"Ahhh... ahh...yeah.. right—there yess.."

Soon Allen's cock was throbbing hard and releasing a lot of yoghurt inside her pussy. Karena felt that her womb was now full of warm yogurt.

"Ahhh.... your boss came out so much inside I think I'm going to get pregnant"

"Don't worry... even if you get pregnant I will be responsible" Allen began to think if it was time for him to have children maybe after this he had to talk to Raviel first. Because he didn't want to have a boy.

"You're not tired yet are you ready for round three" while moving her to the bed.

Karena who saw Allen's still hard penis was amazed at his stamina.

"Hahaha... kid— it looks like you have good stamina,— good !" while stretching her legs— so that Allen could access her pussy— better.

"Have you ever tried anal before"

"Yes... but it was an— unpleasant experience for me" yes her ex-husband had done that to her and it was an unpleasant experience for her, because she could not enjoy it.

"Don't worry this time you will definitely like it"

Allen then took some lubricant and wet her— anus so that it— would be easier for his cock to get inside.

Karena who felt Allen's finger entering her anus closed her eyes, it was because his hand was feeling so good in there.

After that Allen positioned his dick into her asshole, with precise movements his dick entered without much resistance.

Plop...plop...plop...

Allen moved his hips quickly. Karena moaned as she felt her tight ass tearing and widening under Allen's cock. But not long after she started to feel pleasure.

"Ahh...ahhh...my ass boss yes...it's so good" She moaned like a slut in heat, Allen then kissed her on the lips, their tongues twisting together trying to dominate each other.

Their hips moved against each other and Allen squeezed both her breasts.

Karena felt a new door of pleasure in sex, raw, passion, and love.

She feels that she can't live without her boss's cock anymore.

Allen's cock swayed like a stitching machine pounding her ass relentlessly.

"Ouhhh yes... Harder..." Karena climaxed again for the fourth time drenching her boss' belly with their love juices.

Karen dug her fingernails into Allen's skin, and Allen bit Karen's neck they left scars on each other.

Meanwhile Allen's hips were moving faster and faster as he was about to cum.

"Yess... cum in my ass filling my stomach...." Karen could feel that his cock was throbbing hard inside her rectum.

Allen came inside her ass with more yogut than before.

But of course it wasn't over yet. "All fours," Allen ordered. Karena submissively bent down and obeyed. With her limp legs and remaining strength, she struggled to do so.

Now Allen could clearly see that both her holes were still oozing and wetting her crotch.

Then Allen re-directed his cock into her pussy and slammed it in hard.

"Ouhhh... yes harder". The beautiful melody—of Karen's moans began—to sound again, she who had pretended to—be strong and proud began to change and could not fight— the pleasure she was now experiencing.

Plus now her belly is bulging because Allen's dick that goes deep inside can be seen from inside her belly.

Both of her breasts were currently hanging and swaying Allen then held back the soft object tightly and squeezed it gently.

"Ahhh... yes..."

The stimulation increased as she climaxed repeatedly and the liquid leaked more and more soaking Allen's cock.

Her sex drive was now exploding with her feminine hormones. She wanted more of this and she also started to move her hips with Allen's movements, she also tightened her vaginal muscles so Allen could feel his cock now like a massage from inside there.

Karena had never felt a cock like this big strong and mighty it was like a dream to her. A dream too good for her to forget.

This made Karen's movements even faster.

It was Allen who sensed that Karena's skill at this was exceptionally impressive.

They both felt an indescribable pleasure, finally it wasn't long before Allen cum again inside her pussy.

"Ahhh....your dick is so good" Karena cum at the same time as Allen, now their love juices were mixed together. Karena's head was weakening so she laid her head on the pillow. She thought it was over but it seems she was wrong.

Allen is currently still smashing his cock into her pussy rapidly.

Her now exhausted figure can only surrender because now that her boss is mercilessly shaking his waist and keeps ramming her pussy, she feels like her body is becoming a sex toy for him.

And it wasn't just her pussy that was being fucked, her ass hole was also being fucked relentlessly. As Allen repeatedly took turns fucking both of her holes.

Now Karena, who had passed out after eight rounds on the bed, was in Allen's arms as she lay limply asleep with her hair in disarray, with bite wounds all over her body, a slightly distended stomach and sperm still oozing from both her holes.

While hugging Allen she was saying "again... yes... harder...", as if they were still having sex in her dream.

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