webnovel

Dearie System

After a recent breakup with his girlfriend, Claudio falls into deep depression. While he's wasting his life away, he encounters a woman at a bar who gives him a business card due to his strifes. "Dearie Corps. This is where all your dreams will come true. Thousands of women in the palm of your hands. Come visit sometime." Such a deal like this is too good to go to waste so Claudio takes the offer. He has nothing else to lose as his depression makes the decisions for him now. What will go down..? What's the worst that can happen?

WonderSuru · Fantasy
Not enough ratings
45 Chs

Trouble Pt. II

The time arrived for me to pick up the ladies. I called my personal driver as my usual car wasn't big enough to fit everyone inside. I waited outside for him to arrive then heard someone honking their horn. I chuckled when I noticed him pull up in front of my house. He rolled down the window and smiled at me.

"Yooo! My boiii!" My driver said and laughed.

"What's poppin' Kyrie." I said and dabbed him up.

"Bro, you're telling me you got a bunch of hotties coming to the casino with you?! You got some for me?" Kyrie asked.

"You know I'm locking you in bro. Got these two college baddies for you, Sally and Anna... they've been looking for a guy to fuck with and I told them about you man." I said.

"You always looking out for a brotha. This is why I fuck with you and not these other stuck up CEOs. You know how to connect with our generation." Kyrie chuckled and dabbed me up.

"C'mon bro, we've been rocking since Brickwood. I ain't never forget where I came up from man. I'm still loyal to the crew." I said and chuckled.

"Yessir, now get yo pretty ass in the limo, we got girls to pick up!" Kyrie said and chuckled.

I smiled and got in the limousine. Kyrie began playing some music and drove off to pick up the others at the meet up spot. We made it and got everyone inside.

"Holy shit, I knew you were rich, but THIS rich?!" Vanessa said in awe.

"I'm saying...You are truly humble for someone of your status.." Bella smiled and took her seat.

Cassie took her spot on the other side of me and made excited noises. "I can't believe we're actually in a limousine!"

"Mmmn~ And when were you gonna tell us you're associated with our boss and her agent?~" Azalea asked and giggled.

"You see, one stalks me and the other kinda stalks me as well." I said.

"Stalking isn't the right word for this, Cloudy~" Daisy said.

I reached over to Daisy and pinched her nose. She whined softly and blushed. Arabella laughed softly and enjoyed seeing Daisy and I getting along so well.

"Are you all ready to have fun?~" Arabella asked and smiled.

Everyone cheered and Kyrie smiled hearing the cheers. He was already getting acquainted with Sally and Anna who were feeling Kyrie as well. He drove off to Diamond State.

____________

We made it to Golden Land Co. and Kyrie parked the car. We all got out then walked inside together. I took them all to a private area of the casino that was resignated for only us. Upon arriving to the private area, everyone noticed drinks and food already prepared for us.

We had personal slot machines for use, a table with a personal dealer for those who want to play cards, roulette, poker and other games of the category, a karaoke machine, and a personal private room for...well personal usage. A lot came with the private casino area and it was free for me and my guests whenever.

"If you need me, I'll be busy wasting my paycheck on Blackjack." Azalea said and happily skipped over to the table.

I watched her and smiled them watched everyone immediately go have fun with the different games and sing on the karaoke. I decided to join in on the fun with them for a while. It was actually fun spending time with everyone at once and seeing everyone enjoy themselves as well as watching the Trust Meter increasing.

An hour went by and I felt someone tug my sleeve and looked at them, noticing it was Cassie. She pulled me toward the private room and bit her bottom lip. I followed her and smiled at her.

Cassie closed the door and locked it then gently sat me on the bed. I pulled her on the bed then laid her down and towered over her.

"I've always wanted to do this with you..~ I couldn't wait for you to become free from my lying sister...~" Cassie said and stared into my eyes.

I chuckled softly and pressed my knee between her legs, making her gasp. "Wait no longer..~"

The music was loud outside the private room, so we knew we could get loud without having to worry about anyone hearing us. We began kissing and it felt amazing to kiss Cassie. Something about kissing Cassie had a feel good sensation to it and I could tell Cassie felt the same. Cassie and I always had some form of connection and now we were bringing our connection closer together.

Cassie pulled away and pulled off her shirt then set it on the floor. She sat up and unclipped her bra, letting her D Cup breasts breathe. Cassie was always hotter than Hannah, had a more mature body than she did...had a more attractive scent to her.

"I'm so wet right now..." Cassie said softly and watched as I softly groped her breast. She tilted her head as I kissed her neck. "I want...you inside me..."

Cassie panted softly as she became more aroused. She moaned as I began to gently suck on her nape. She loved my physical affection and wanted nothing more but to feel every inch of me inside her.

"You want me..?" I whispered in her ear.

Cassie felt her heart racing and nodded. "I want you..."

"How badly..?" I whispered as I slowly unbuttoned her jeans.

"So fucking badly...I want you to ruin me, Claudie.." Cassie whispered and placed her forehead against mine.

We began to breathe in each other's air and began to undress one another. After getting undress, I spread Cassie's legs and guided myself inside her. Cassie gripped the covers and arched her back, softly moaning. Being inside Cassie was something that was long overdue, and it was a feeling she desperately wanted.

I began thrusting and kissed her neck as I thrusted inside her. Cassie couldn't help but moan and embrace me as I gave her the pleasure she ways wanted.

"Faster, Claudie~ Faster~" She begged and panted.

I began pistoning my rod inside her faster and increased the strength behind my thrusts. Her moans grew louder and she slowly began clawing my back.

"You like that..?" I cooed and placed my forehead against hers.

"Yes..!~ Yes..!~ Don't...stop...!" Cassie moaned and felt herself growing closer to her climax.

I caressed her cheek and placed my thumb in her mouth so she could suck on it as I kept fucking her. She sucked on my thumb and moaned as I kept quickening my pace. I began thrusting harder and rougher, causing her to moan loudly and jerk her head to the side.

"Oh Claudie!!~ Ahhh!!~ Haaah!!~ Yes!!~" Cassie moaned loudly.

I grunted then groaned as I came inside her, planting my seed inside her. She cried out in pleasure and panted heavily. She began to close her legs, but I spread them back open.

"No, keep them open for me, keep them open.." I growled as I began thrusting again.

"Ahhhh!!~ Yes sir!!~" Cassie moaned loudly and panted heavily. "Oh god, oh my god!!!~~"

Cassie cried and began to orgasm as I kept thrusting. I tortured her more by rubbing her clit roughly with my thumb, adding to the unbearably intense sensation she was feeling throughout her entire body.

Cassie began babbling as she couldn't form sentences anymore. Her cries and moans of ecstasy made me feel so good inside. She moaned my name loudly as I kept destroying her insides, making sure she felt every blow against her womb.

"Claudie!!~ Oh Claudie!!~ Oh god!!~ Please—Please please!!~" Cassie begged and whined loudly.

"Take it baby..~ You can take it..!~" I moaned and began driving my cock deeper inside her.

"Claudie—AHHH!!!~" Cassie screamed and her body trembled as she has another explosive orgasm..

"Fuck, fuck..! I'm—" I started and groaned loudly as I came inside her again.

Cassie screamed in pleasure and arched her back a lot. She panted heavily and held me closely. We were both a sweating mess...I made sure to give Cassie one of my best performances...just for her. This was something she needed...and something I wanted.

"Claudie...~" Cassie panted softly.

I looked into her eyes and smiled. "Cass..~"

We kissed each other then I laid beside Cassie and cuddled with her until she was ready to get up.

____________

Daisy noticed Cassie walked out of the Private Room and smirked. She watched as I walked out and giggled softly then nudged Arabella. Arabella looked at Daisy then looked at me then smiled.

"Well..~ I was wondering where you two went..~" Arabella said and scooted over for me.

I sat next to Arabella and took the blunt from her hand then smiled. "Mmm~ It's always a good night when I actually get something I like.."

"Yeah you were doing something for like an hour and 30 minutes..~ Must've showed her a good time if she's cheesing that hard..~" Daisy said and looked over at Cassie.

I chuckled then looked over at Cassie. "Azalea still has the best, but Cassie was the most anticipated for me. Something about Cassie, like we've always had a bond and she always liked me...just hearing her moan my name...God, I love that woman..."

Daisy giggled then heard beeping. She watched as I pull my phone out.

[Warning: Trouble is stirring up in the front. A Darling was injured.]

Arabella looked at Daisy. "Go easy on them..~"

Daisy put on her hat and smiled. "C'mon Cloudy~"

I nodded and handed Arabella her blunt then got up and left the private area with Daisy.

"So none of you bastards have seen Claudio?! Y'all would rather cover up for him and die than to tell the truth and LIVE?! You don't know who you're fucking with! Now where is that bastard?" Markus asked.

I looked at the woman who was being held by her friends, seeing her bruised leg. "You actually hit her. How much lower can you losers go?"

Daisy adjusted her hat then saw the fear in Parker's eyes. She smirked and lowered her hat then closed her eyes. "If I were you, I would leave because things will end very badly for you."

Markus walked toward me. "Get the fuck back. This is between me and Claudio. I couldn't care less about him and Bella. The moment you put your hands on my boy, is the moment you get fucked up."

I stopped Daisy from walking forward then walked forward. "So you followed me here just to fight? You hurt an innocent woman just to look for me? You're pathetic and I would listen to my agent because shit can become real tragic.."

Markus went straight for the punch, but I caught his fist then gave him a powerful right hook. Markus stumbled backwards then groaned as I kneed his stomach. I grabbed his hair and made him look up at me.

"I tried to change because my life before this...wasn't something I'm proud of. You punk ass bastards keep pushing me back to that point and I don't want to go there with you...so I'm gonna let you go and if you attack...you will regret it." I said.

I let Markus go and saw the look in his eyes. He made the biggest mistake of his life as he pulled out his gun. Daisy produced massive amounts of energy and caused Markus to fall to his knees. She made his gravity ten times heavier which began to crush him. He groaned loudly and struggled, but struggling only made it worse.

"Enough." I said.

Daisy released him and smiled. She adjusted her hat then stared at Markus.

"Leave while I still have control over her. I will let her kill you right here if I have to.." I said.

Markus got up quickly and quickly retreated. "Nah! I'll have something for you! I'll make you regret this!"

Daisy and I watched Parker and Markus run off again. I watched as Daisy went to check up on the injured Darling then healed her. Daisy was very gentle with the woman and seemed like the big sister of the company. After healing the woman, we went back to report to Arabella.

"We're back." I said and sat down.

"We dealt with it~ In a timely manner too!~ Markus didn't even last a minute! But we might need to get Bella some security when she isn't with us or with Claudio. There might be something deeper that we aren't aware of." Daisy said.

"Why do you say that?" Arabella asked.

"Markus isn't the highest in command." I said.

Arabella looked at me and crossed her arms. "I see... there's someone higher...Well, saving Bella might not be as easy as getting her away from these clowns. We might need to kill them."

"Whoa whoa. A simple ass whooping can fix anything just about." I said.

"True but hard ass people are much tougher. Don't leave out the killing option, my love...Sometimes death is needed.." Arabella said then gently rubbed my leg.

It was like she could feel my concerned energy. She did calm me down, but the option straight up killing someone...rested on my head.