Daddy’s Dilemma

I guess I should start out by telling you a little about myself first . My name is Harold, and I am forty-four years old. My parents were disgustingly rich tycoons in the food distribution industry before they were abruptly killed in an auto accident and the family empire was transferred into my name, at the young age of twenty-four. We are talking billions upon billions here. I am told I am actually one of the richest individuals on the planet.

I have a wife Margo who is forty-two years old and is the coldest bitch on earth, unless she is drunk. I also have a daughter Claudia who is now twenty-one and is the biggest poster child for a spoiled rotten little brat, in the entire fucking universe.

My wife and I have always just given Claudia whatever she wanted without much argument. It was terrible parenting on our part I agree, but somehow it was just much easier that way. From the very beginning even at an early age Claudia learned quickly how to manipulate us both and get what she wanted, and her techniques only improved with age.

Her mother Margo and I weren’t raised much better, as I was pretty spoiled as a child myself, but my parents did at least try to teach me right from wrong, Margo’s not so much. Margo was raised a poor child to parents of common riff-raff so she wasn’t spoiled so much as neglected and grew up with pretty much next to nothing, so I kind of understood her addictive passion towards spending my fucking money!

Neither one of them really knew exactly how rich we really were and they probably didn’t even care. They both had dozens of credit cards and never touched real money, it was just paper to them, but they surely knew how to fucking spend it.

Claudia was somewhat of a tomboy/cowgirl/country-girl/redneck! She loved all animals and big trucks, ATVs, hunting, and fishing and all sorts of stuff like that, but she could also be quite a little lady when she wanted to be, and she purely lived for the summertime, and skimpy little bikinis. Summertime, rivers, beaches, pools, and all watersports were a complete must for Claudia.

I have spent millions upon millions on Claudia over the years, every summer it was something different, and as she got older it became more expensive. Claudia had her very own eight car garage, jet skis and motorcycles, motor boats, 4-wheel drives, sport convertible cars, a houseboat on a river somewhere, a yacht, her own private fucking jet!

Claudia had her own huge storage building filled with everything from deer hunting tree climbers and fishing gear to tennis rackets and volley balls. I was constantly building brand new houses and swimming pools at whatever remote location Claudia had recently discovered somewhere, and of course there had to be a tennis court and a sauna at each new residence as well, it was fucking ridiculous, you name it, Claudia fucking had it!

Summer was already suddenly upon us this year, and I knew as Claudia was now twenty-one, she would be staying out late and drinking all night with her friends. I knew Claudia was going to drive me crazier this summer than any of the others in the past, and some of them up to this point, had been some real fucking doozies.

Now that Claudia was an adult of drinking age, what, with all the beach and pool parties, and the yachting and flying around all over the world, visiting famous beaches, staying in lavish motels and dining at the finest establishments known to man. Buying anything she wished for on a whim. Taking all her friends along with her and paying their way as well, all the meals, shoes, bikinis, and clothes she would buy for them, my god she could end up spending millions and millions, just this summer alone!

I just laughed at the thought. From the very beginning, ever since I took over the corporation after my parent’s death, I really poured my heart and soul and everything else I had into the company, and it was now three times the business it was when I first took it over. I suddenly realized that the family empire actually brought in so much money on a daily basis that even I didn’t know how rich I was, at just any given moment.

Even though Claudia nor her mother actually knew the total of my wealth or had any kind of sense of money whatsoever, they would still probably be quite shocked at the actual number if it were ever presented to them. Of course, I would never tell them, but it was more than the two of them could spend in four lifetimes, even if they tried really, really hard.

Even though I had totally spoiled Claudia completely rotten her entire life she was still my baby, and I loved her very much, and had big plans for her and her future. Right after high school Claudia had postponed college for a year to go backpacking across Europe, so I was quite pissed off when she announced to her mother and I that she was going to for-go her last year of college to become, and get this, a fucking truck driver! And to top it all off she wanted me to buy her a three-hundred-thousand-dollar semi-truck.

So, when I told her I would cut her off completely if she, “didn’t get her shit together by the fall, and get her ass back in school,” she went completely fucking berserk on me.

“Fuck off, you fat motherfucker,” Claudia said. “You will do whatever I fucking tell you, Daddy dearest, just you wait and fucking see.” Then she stormed off to make someone else’s life miserable, for the rest of the night. I don’t know what I was thinking at the time, Claudia was right of course.

Still though, I was quite taken aback at Claudia’s tone and language, she had always been very tough to deal with but for the most part she had always been somewhat respectful about it towards me. This was a totally new and different attitude Claudia was using to get what she wanted, and strangely enough, I kind of fucking liked it!

The next morning after Claudia decided to arise from the bed sometime just before noon, she stood in front of my desk with her hands on her shapely little hips and was trying her best to argue with me about her new decision, she was so adamant about it that she didn’t realize, I wasn’t even arguing back anymore, I knew it was a losing battle.

“I know you want to fuck me Daddy,” Claudia said. “I see the way you look at my titties when I don’t wear a bra.” I blushed immensely, she was right again, of course. “I see the way you always look down my shirt when I bend over too,” Claudia said. “You can’t hide it Daddy, I know all about how I make your dick get hard!”

Claudia was five feet tall with short blonde hair and had a tight little body with perky little tits and nipples that turned up and reached for the sky. She was quite a hot little number, and I could clearly see why all the young men called her a “sweet little, Georgia Peach.”

“Don’t fuck with me on this one Daddy, or I will start wearing a bra around you constantly, and you will never see these fine ass little titties again,” Claudia said. I was beaten before the gate was even pulled, and Claudia fucking knew it! “And I will also tell mother about how you lust after me all the fucking time,” she said. “You’re probably rubbing your little dick right now under that desk,” Claudia said.

I was shocked, I thought I had always kept my thoughts and actions towards Claudia a pretty well-kept secret!

I didn’t really care about her last threat, but that first one was a true heartbreaker. And she was right again, of course, I was rubbing my hard dick under the desk as I watched her pink little puffy nipples poke and press against the short thin nightgown she still wore. “Whatever you say Claudia dear, just don’t cut me off,” I said, out loud without thinking. Claudia grinned broadly and shook her pert little tits at me, then she spun and left the room, doing a little victory dance on her way out the door.

I wasn’t really worried about the whole truck driving thing. By this time tomorrow Claudia would change her mind and probably want to be a garbage man or something like that. Hell, she couldn’t even reach the gas pedal or see over the fucking dash of a big rig truck. But intentionally hiding her beautiful, bouncing, braless little tits from me, now that I was definitely worried about!

Claudia had now found a new technique that worked even better and faster than her usual whining, pouting, and bitching little self. With that thought, I quickly suspected that I was going to get super screwed big time this fucking summer!

The whole truck driving thing was quickly forgotten as Claudia soon set off on some other summer adventure she had schemed up. She came to me early one hot summer morning half-dressed and her nipples clearly visible beneath a tiny bikini top and said, “Daddy, I need fifty-thousand dollars cash and I need it right fucking now!”

I just laughed at her and said, “you don’t even know what cash looks like, young lady.”

“Fuck you, Daddy” she replied, “I will just go get it from mom and use it to buy lots of big thick fucking bras with, you fucking gutless pervert.”

When I didn’t immediately budge and before I could even say a word or give into her demands Claudia said, “oh please, please Daddy, I will do anything for you.”

Just as I opened my mouth and was about to surrender to her, she got all hot and loud again and suddenly reached up and grabbed her perky little tits and shoved them together and upwards and said, “if you ever want to suck on these pretty little titties, you will get me my fucking money, Daddy,” and then she spun and stormed out of the room again.

About that time Margo walked in and I said, “I will be back shortly dear, I need to run to the bank right quick!” This was going to be one hell of a hot fucking summer!

The End