Read Parts 1 & 2 Here.
Read Parts 3 & 4 Here.

****

Part 5…

When Susan woke up the next morning, she looked at Tiny Timmy lying next to her on his back, his head turned to the side, and his nose still resting in the used panties. Carefully, she pulled the thin blanket away. There it was. His little four-and-a-half-inch dick, standing at full attention. His balls looked swollen and heavy. His glans peeped out of his foreskin, and it looked like it screamed, “Here, here, I’m here, jerk me off, let me shoot my load, please!”

Susan watched Tim for a little while, then started to caress his dick with her long fingernails very softly. Tim moaned while still asleep but woke up the moment the first drop of pre-cum ran down his shaft.

“Good morning, Tiny Timmy. It looks like your little thing is ready for your big day,” she said.

“Good morning, Mistress. I still can’t believe you bet on me. I’ll give my very best to win this, and I can’t wait to unload my first cumshot. My balls are aching like hell,” he said.

“Understandable, no release yesterday, a hard-on all night long, and your Mistress just gave you your first edge before you were awake.” Susan laughed but then continued in a serious tone. “Remember what I told you about ruined orgasms?”

“Yes, Mistress.”

“This day will be very frustrating for you, Tiny Timmy,” she warned. “There’ll be no satisfaction out of your orgasms all day long. But you’ll see it all was worth it. Nick and his three little sluts will be more frustrated than you, and you’ll be more satisfied than you could be from any orgasm Sarah, Bella, or I could give you. And that Satisfaction stays for life. Now get up and help me prepare everything.”

They filled one box with cold drinks and the other one with ice cubes and settled them outside in the shade. Susan sent Tim into the basement to grab another lounging pillow for their guests. Sarah and Bella arrived and helped with dishes and silverware.

When all was set, Bella said, “I can’t wait to start the competition. I need to get out of my heels and get my feet massaged. The last time I wore heels for that long was almost 30 years ago.”

Sarah and Susan agreed. Same with us. They laughed. Susan reminded them not to forget, to give only ruined orgasms today, even if they feel sorry with Tiny Timmy. Today, it only counts to make them all the winning team. Sarah grabbed her purse and laid the contract on the table.

“Here it is, black on white,” she declared. “And the loser will have to sign it.”

Nick and his girls showed up at quarter to noon. Susan led them to the Pool area and showed them snacks, drinks, and their lounging pillow. Sarah came with two identical glasses and a little digital kitchen scale. She weighed the glasses, identical.

“Here is your cum jar, Nick, although it’s too big for you anyway,” Susan said, handing him the glass.

The ladies laughed.

“Let the Games begin,” Susan shouted.

Nick got naked, showed very proud his almost nine-inch long cock to the ladies and Tim, then lay down on the pillow, and his girls started to give him a blowjob. Tim took his shorts off and Nick and his girls started to laugh about him. Tim blushed a little but lay down to the ladies and slipped off their heels. He started to massage their feet, which the ladies appreciated very much. Bella started to stroke his dick slowly and gently. Even though Tim’s balls were filled to the max and ready to burst, it was Nick who shot the first load in his jar.

Admittedly, it was a huge load, and Nick yelled to Tim, “I wanna see you top that, dinky dick.”

Nick leaned back on the pillow, and his cock softened immediately. A little later, a twitching of Tim’s dick showed that he was close to cumming. A few more gentle slow strokes then hands off, and Tim unloaded a huge amount of cum into his jar. Even without weighing, it was obvious that Tim’s load was bigger. And Tim’s little dick remained standing at full attention.

One of Nick’s sluts immediately started to work on Nick’s big cock again.

“Do you see that?” whispered Susan to Tim and the other ladies. “That’s what I meant when I said those bitches will give him a full orgasm. Nick’s cock is soft, and he probably doesn’t feel like he wants to cum again. But you, Tiny Timmy, you’re still fucking horny and rock hard. And we even didn’t really start to motivate you. You just massaged our feet.”

All three ladies smiled at him. Sarah started to scratch Tim’s dick with her long fingernails while Bella got naked and placed her pussy on Tim’s mouth to get licked, which Tim eagerly did. One of Nick’s sluts saw that and did the same. It helped Nick to get hard again, and the other slut, that jerked his cock, switched to rabbit jack strokes. A little later, he unloaded a small load in his cum jar, but big enough to catch up with Tim’s first load. That gave Nick the lead because he already had two cumshots.

“No problem,” whispered Sarah. “We’ll take our time. We don’t have to win within the first hour. Let Nick burn his gas, and then we can pass him easily.”

They smiled again. When Bella had her third orgasm on Tim’s face, and Tim was edged several times, he shot his second ruined orgasm into his jar and took the lead back from Nick.

Susan got up to get some snacks and drinks for them. While eating and drinking, Sarah remained scratching and tickling Tim’s dick and edged him again several times.

“My balls are aching, and I’m so frustrated and fucking horny. I don’t know how much longer I can stand that,” Tim whined.

“Don’t worry, Tiny Timmy,” whispered Susan. “We’ll guide you through this. We’ll do everything to keep your little dick hard and your prostate stimulated to produce the white juice. Just think about how glorious the moment will be when Nick and his three dumb bitches give up.” Susan put her feet on his face. “Smell them, Tiny Timmy. Get deep breaths and let the scent intoxicate your brain. You will win this. We will win this.”

Tim did as he was told, and in his brain came pictures of Nick in his pink convertible.

“Yes, we’re going to win this,” he said determinedly.

Sarah and Bella alternately edged him while he still inhaled Susan’s foot scent. Even though he was in the lead, he unloaded his third ruined orgasm into his jar, and like the two times before, his dicklette remained rock hard.

Nick and his bitches watched in disbelief. The other two bitches now took off their clothes, too, and one lowered her pussy on Nick’s face while the other two tried to get him hard again. It took them lots of jerking, and even though they used the sun lotion as lube, Nick’s cock looked raw and red. But Nick got hard again and incredibly was able to unload a third cumshot in his jar, but it was only little drops. Nothing to catch up with Tim, who kept the lead.

“That’s it. Nick’s done. It was only a few drops. He’s out of gas,” Susan said.

The ladies laughed.

Bella then said, “Even if he’s able to get hard one more time, looking at his cock, I think his next orgasm will only be shooting hot air. That’s even worse than a ruined orgasm because it really hurts.”

Sarah now sat on Tim’s face, and she asked him for only one more ruined orgasm, to have the lead not only in the amount of cum but also in number of cumshots. Tim eagerly licked her through several orgasms while Susan and Bella, this time, alternately edged him. After his sixth edge, he shot his fourth ruined orgasm in his jar. Nick and his bitches observed that with wide open eyes and open mouths.

One bitch said, “I’ve never seen any guy with stamina like that.”

The other two sluts determinedly grabbed for Nick’s big cock and jerked it at high speed, but the pain was too big for Nick. He pushed their hands off his cock, and yelled, “Okay, okay, I’m done. I can’t cum anymore.”

Susan whispered something into Tim’s ear, unhearable for all, looked him in the eyes and saw that Tim slightly nodded.

“Keep him hard and on edge, ladies,” Susan said and winked at her friends.

She got up, grabbed the contract, and went to Nick.

“So you say officially that you give up and accept defeat?” she asked the big cock college guy.

“Yes, Ma’am,” he said dejectedly.

“Okay, then sign here on the line that says ‘Loser.’”

Nick signed the contract and lowered his head.

“You fuckin’ wimp,” said one of his sluts.

“Shut up, bitch,” answered Nick.

Susan proudly showed the signed contract to Tim and her friends.

“One more thing I want you guys to see,” yelled Susan toward Nick. “Watch this now.”

Susan lowered herself to the sixty-nine position on Tim and started to suck on his dick. She had never done that before; it was always only touching with hands and feet, but this time Tim deserved that. Tim eagerly started to worship Susan’s ass. When Susan was sure enough that Tim had another load ready, she let him cum in her mouth with a full, satisfying orgasm. When she got up, she smiled at Nick and his sluts, and let the cum run down her chin and dribble on her tits.

Once more, they shook their heads in disbelief. They dressed and walked towards the front door without a word.

“Don’t forget to turn in your betting debts,” yelled Sarah.

The winners gave themselves high fives and laughed.

“That was an unbelievable competition, and Susan, when did you plan the blowjob?” Bella asked.

“Oh, I didn’t plan on that. I just thought I should do something for Tim that I haven’t done before to reward him,” Susan said proudly. “And I think when Nick and his bitches saw how Tim’s cum ran out of my mouth, it gave them the rest. Tim performed unbelievably well. I mean, not only the amount of cum he produced, but no, he had five cumshots in less than 8 hours. And you ladies, you did a great Job. You kept him hard at all times.”

Sarah interrupted, “We all did a great job. We are three sexy fuckin’ cum sluts. And Tim is our number one huge load delivery boy.”

The ladies fell into laughter.

“You don’t call me Tiny Timmy anymore, Mistress?” asked Tim.

“Not if you don’t want us to do so,” replied Susan.

Tim had to think a little. “Please, Mistress, keep calling me Tiny Timmy when we’re here at home because that’s what I am, tiny dick Tim.”

“If this is your wish, we will gladly do that for you.”

The ladies talked for a while about that unbelievable competition, and then Bella and Sarah went home. Tim helped Susan with cleaning up and had a last cold drink with her. Then he went to bed and fell asleep very quickly.

*****

Part 6…

The new week went on pretty easily. At College, no bullying from Nick anymore, who seemed to have lost his three slutty girlfriends. Nick’s car was already in a body shop and will be repainted pink next week.

The three bitches turned in their debt and posted on social media that they were not hot enough to make a cock cum. Afternoons were still play time, and most times Sarah and Bella accompanied them. In the meantime, Bella and Sarah had also given him a blowjob. Still, Tim was honest enough and told them that he liked the most to worship their sweaty feet fresh out of their heels, which all three ladies appreciated very much.

Susan was wearing high heels all day for Tim, and Bella, working in a Bank. Sarah, being a lawyer, was wearing heels during their working day, and a foot massage was always welcome.

On Sunday, Nick showed up with his pink convertible and turned in his debts. At least Nick was man enough to apologize to him and recognize his achievements.

The school year went way too fast, and Tim had to go home to Sweden again. He never met Susan’s Husband or her son. Four weeks after his return to Sweden, Susan got an email. Tim once again thanked her for everything and for changing his life. Attached was a picture of Tim with his new girlfriend, a beautiful blonde girl his age.

Underneath it said: ‘She loves Tiny Timmy and his stamina. 😉 😘’

Susan smiled with a few tears in her eyes. Tomorrow is the day her husband and son are coming home—back to normal life, sadly.

 

The End.

 

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