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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

"Okay who's going first?~" Cassie asked, excited to get this karaoke session started.

"I'll go first~ Come on, Sally! We've gotta do our special duet!"

Sally stood up and smiled. "Everyone watch how me and Anna does it!"

Cassie smiled happily as she watched her two friends go up and sing. They were singing some electronic song and the bass filled the room. They had beautiful voices that went great with the beat, Anna even managed to mix their voices to match with the song. Cassie was pretty hyped listening to them and felt the music in her soul.

"Hey! Hey! Hey! Hey!" Cassie chanted as the two sang.

I nodded my head and felt the song moving my soul as well. It was a great song and when it ended, I couldn't help but clap and give the two the props they deserve.

"My turn!~" Cassie said and hopped up with excitement then took her spot at the center stage.

I could see the jealousy in Hannah's eyes as she watched her sister happily go up on stage. All I could do was smirk because she lost her one chance at a completely happy life.

Cassie started singing and her voice blew me away...in a bad way. Cassie was completely tone deaf. She sang her heart out though, but she was off key! I wanted to say something, but she was having fun which was all that mattered to me. Sally, Anna, and I cheered for Cassie after she finished her song.

Cassie finished her song and walked over to me and sat beside be. "How'd I do?~"

[Suggestion: Lie.]

"You did amazing, Cass..~" I said and smiled at her.

[Cassie's Trust Increased!]

"I'm going to go get something to drink. C'mon Dane." Hannah said and got up then left.

Dane got up and followed Hannah out. He gave me a look before leaving with Hannah.

Sally and Anna looked at me and saw how unfazed I was. They looked at each other and snickered.

____________

An hour went by and all of us decided to leave the karaoke. Cassie held my arm as we began walking to my car then was stopped by Dane and Hannah. Sally and Anna watched and wondered what was about to happen.

"This date is OVER! I'm not gonna sit by and let you just waltz around with my SISTER! My fucking sister! Do you know how disgusting that is?!" Hannah yelled at me.

I stared at Hannah then looked at Cassie. She looked back up at me then tightened her hold on my arm. I smiled at her then looked at Hannah.

"You know what is disgusting? Having another man's dick inside of you while we were in a committed relationship. THAT'S disgusting. You stopped wanting to spend time with me, you stopped wanting to go on dates with me, you stopped having sex with me and on top of that you betrayed me." I said.

"Matter of fact, my father warned me about you and he was right about me going for Cassie, but I listened to my heart instead of my head and went after you because I genuinely loved you, but now your true colors were shown and you chose a downgrade over me." I continued.

"Downgrade? Man, check who you're talking to. I am the District Manager of Hearts Casino." Dane said.

"And I am a fucking CEO of a MULTI million dollar company. We don't compare. She had it all, but she lost it all when she cheated on me instead of taking the time to talk to me like an adult. Now I'm with the better option and not some slut." I said.

"Ohhh..." Sally said and covered her mouth.

"Me personally..." Anna said.

"Yo watch who you're talking to!" Dane said and pushed me then grunted when Cassie pushed him back. He was genuinely surprised and Hannah was surprised as well.

"You can't get mad at Claudio for wanting to date me after what you did to him. You even lied to me in my FACE when I asked you what happened. You know I'll stick up for you for literally anything, but lying to me is something I can't tolerate... especially when it comes down to literally betraying the one guy who did everything for you? I might be an airhead sometimes, but I'm not slow." Cassie said.

"So you're gonna choose Claudio over me? Your own sister?" Hannah asked.

Cassie looked at Hannah then looked up at me. She looked back at Hannah. "See you, Hannah."

Hannah was stuck in disbelief as she watched her own sister walk toward my car with me. She couldn't help but watch Cassie get in my car, leaving her behind.

I drove off and sighed softly in relief. "Thanks for sticking with me, Cass.."

"My sister has been manipulating you for the longest time and enough is enough...you honestly shouldn't have chose her like your father said, but it doesn't matter anymore because I now have you..~" Cassie said and smiled.

I chuckled softly. "Wanna go shopping..?~"

[Cassie's Trust Increased!]

"You know me so well..~" Cassie giggled softly.

"Of course I do..~" I said and smiled.

I drove to the mall and Cassie told me about all the things she always wanted from a few stores. Although she couldn't sing, she was a damn good model and she's always seen at the mall shopping for the latest fashion trends, occasionally looking for styles for her own trends.

Once we made it to the mall, I parked my car then got out and walked with Cassie inside. We began making our rounds to different stores. I was happy to be a young CEO because I could do things for women I wouldn't even be able to do with only a Manager Position. Cassie and I ended up staying at the mall for a few hours before finally leaving.

"We had such a good haul!~ I can't wait to try these on!" Cassie said excitedly.

"I can't wait to see you in them..~" I said and chuckled.

"I bet you can't..~" Cassie chuckled and looked at me.

I chuckled and helped her put her items in my car. We got in and decided to call it a day since she had a test to study for. I decided to take her home so I could keep talking to her. Once we made it to her complex, Cassie smiled and looked at me.

"I had fun today..~ Maybe I'll see you around...or you can stop by my house..~" Cassie said softly.

"I'll think about it..~" I chuckled.

Cassie and I gazed at each other. We began to lean into one another then we kissed. We kissed for a while before deciding to break the kiss.

"Mind helping me with my bags..?~" Cassie asked.

"Not at all..." I said.

I stopped my car then got out to help Cassie with her bags. Once we got all the bags inside, Cassie walked with me to the door. I leaned into her then kissed her lips one more time before saying my goodbyes and making my way back to my car. I got in then drove off.

[Suggestion: Find a new Darling!]

"Why don't you find one for me? I'm driving right now." I said.

[Message: Affirmative.]

Dearie began to scan the area for a new Darling then found one.

[Name: Bella Donna]

[Age: 20]

[Birthday: January 1st]

[Occupation: College Student]

[Hobbies: Playing her guitar, Masturbating, Moderately Smoking]

[Price: $100]

"$100? That's it?" I asked.

[Message: Bella lacks self confidence, she doesn't think she's worth a lot...I mean with her current situation, you might be able to help her.]

"Can I see what she looks like?" I asked and parked my car at my house.

[Message: Affirmative.]

Dearie showed me the profile picture of Bella. She was insanely beautiful with ivory white skin, unnaturally beautiful emerald green eyes, and her hair was part white and part black. She had two beauty marks, one below her right eye and another on the right side on her chin.

"Wow...she's gorgeous. Okay, I'm gonna schedule a meet up with her. Maybe I can get to know her better." I said.

I paid the $100 for Bella and texted her that I wanted to meet up.

{Bella: Ok. Let's meet at Rock Island Park..}

{Me: Okay.}

I got out of the car to walk inside and get ready for my third date. As I was getting ready for my date with Bella, Dearie began to speak to me.

[Message: Uhm...Bella has a boyfriend.]

"Huh..?" I said and looked at my phone.

[Message: I was doing some snooping around and the reviews on Bella are not good. The guys who rented her said that she had a boyfriend who literally threatens everyone that comes around her.]

"Oh well." I said and looked at myself in the mirror. "You picked her and I already paid for her, so it is what it is."

[Message: Tread lightly..]

______________

I parked my car at Rock Island Park and got out then noticed Bella sitting on a bench alone. Dearie scanned the area for any danger then a few dots popped up on the map. The dots were on the left. I looked to my left and noticed a few guys talking to each other.

[Whisper: Thats her boyfriend. The guy in the middle. I'm guessing she's trying to break up with him so this is the only way she can do that.]

I nodded and walked over to Bella. "Bella."

Bella looked up from her phone and looked at me then blushed. "Wow, you're...you're pretty hot.."

I smiled at her and held my hand out toward her. "You are too...now come on before your boyfriend sees us."

Bella stared at me then looked over to where her boyfriend and his friends were. She looked back at me and took my hand. I quickly walked away from the area and she hurried along.

"You don't care that I have a boyfriend?" Bella asked.

"If you're in this line of business, I'm sure you don't want to be with him anymore...but instead of doing this behind his back, wouldn't it be smarter to break up with him?" I suggested.

"I can't...When I first tried to break up with him, he...he beat me. All the other guys were beat up and ran off and I know you're gonna be the same...so enjoy my company while you have it..." Bella said and looked down, squeezing my hand a bit.

I made Bella look up at me. "I'll help you break up with him..."

Bella stared at me. "But what if he beats you up..?"

"Then I'll fight back..." I said and stroked her hair.

Bella closed her eyes and shuddered at my touch. She began to breathe deeply. "Are you sure you want to keep being with someone as broken as I am though..?"

"A little mending won't hurt anyone... anything that is broken can be fixed one way or another.." I said.

Bella stared at me and felt butterflies in her stomach. She got closer to me and was about to say something, but heard her name getting called.

[Message: Show Time.]

"Bella! This is the fifth dumb ass guy you've gotten with already and you still haven't learned shit have you? Who is this clown anyway?" Her boyfriend said.

"Yo, Parker...that guy is the adopted son of Luke Rose, the previous CEO of Elite Horizons and now CEO of a business called Golden Land Co. You know one of the LARGEST casinos in the world, rivalling some guy named Leo Reigns and his business?" Parker's friend said.

"I don't give a shit about who his daddy is. Your Daddy isn't gonna save you, so if you care about your dignity, you would actually step the fuck back and find some other whore to pray on." Parker said.

I gently pulled Bella behind me and walked forward. "Or what?"

Parker was dumbfounded at my boldness. He looked back at his friends to see if they heard the same thing he heard. "What?"

"Or what? What are you going to do about it? I don't need my Daddy to help me fight my battles. So what are we about to do because I might have come up with a rich family, but I started at the bottom so you gonna find out I ain't no bitch. So what are we going to do?" I said and walked closer.

Parker began to get aggressive, stepping closer. "You fucking with my bitch, and you wanna act tough. I'll knock your bitch ass out right here.."

"Show me then instead of all this talking, my guy. She's now with a man of actual status." I said.

Parker pushed me back and went for a right hook, I ducked under the right hook then delivered a swift blow to his stomach then a left hook. The left hook connected straight to his chin, knocking him out. His friends were in complete awe at how quickly the fight ended.

I shook my hand and exhaled. "Shouldn't have hit him with bare knuckle...shit hurt me as well..."

Bella was in awe then smiled. "You actually beat him..! Now let's get out of here before he wakes up!"

Bella grabbed my arm and ran off. I followed behind and left the area with her.

Parker's friends managed to wake him up and he grunted softly. He sat up and noticed he was on the ground.

"Nah, we're killing that bitch. Her and him! Find out where he lives...get Markus. We're hitting him with a drive by." Parker said.

"We got you bro." One of his friends said.