Sam's New Life

[DareDom]

Not too bothered about pee control but would still live to see Sam controlled by Kim. Mabye her and Chloe work together?!

[Connor.smith]

I'd love to see some water sports. Maybe even some golden showers at some point?

[TheNatural]

this story is wonderful. no matter what path you chose, i will enjoy it

[seekerofsoulz95]

Chloe thought of all the things she could do to her brother. This was going to be fun. He would have to do everything she said. If he didn’t, he knew the consequences. She was about to have her own personal slave.
Imagine you were little Sam. This probably would be the worst day of your life. In fact, it would probably be the worst day of anyone’s life. Sam did not know what to do. He had a horrible day. First, the twins, and now his sister? Who was going to be control of him next? He was standing in front of his sister, hands behind his back, allowing his sister to inspect his tiny organ. She smiled to herself as she looked at the smallest penis she had ever seen.
“What kind of penis is that?” his sister commented, “it looks like a baby’s”
“Its not..” Sam muttered.
“Why are you shaved when it is so small?” Chloe questioned again, “wait, I can see a strand of hair. Are you telling me that you haven’t even grown pubic hair?!”
Chloe glared at her brother with disbelief.
When she realized that her brother was not going to speak, she muttered that she was happy as hell that they weren’t related. She deliberately made it soft enough so that it would seem like it was her talking to herself and loud enough so that her poor brother would hear it.
“Why don’t you dance a little for me? Get dressed in your thong and your pajamas,” Chloe ordered.
“Please don’t do this, Chloe,” Sam begged, “we are siblings.”
“But this is too good, you are under my control because of all these incriminating photos,” Chloe giggled, “now dance, girl.”
Sam started to dance, he spun the thong in his fingers a little as he swayed his hips, causing his little dick to fly a little. A normal person’s dick would be smacking the sides of his thighs, but Sam’s was barely touching anywhere other than his balls. The little thing bobbled up and down and Chloe could not help but burst into laughter.
Sam started to slip the thong up as he swayed his hips, trying to look as seductive for his sister as possible. When the thong finally cupped his dick, his sister doubled over in renewed vigor as she saw that the thong fit the boy perfectly. Chloe went over to smack his ass, then he held his shoulders.
“We are going to have so much fun,” Chloe grinned, “you rest well, can’t wait to see you after school tomorrow.”
When Chloe finally left, Sam went back to his computer to find the email the twins sent him.

[Bruce Cross]

Please do more! It's so good!

[Crossdresser5]

This really needs to continue

[slavescat]

Please, go on with the story, it must continue.

[seekerofsoulz95]

The mail read:
These are the rules
1. Sam will wear girl’s underwear at all times.
2. Sam is not allowed to cum unless allowed to.
3. Sam has to suck a dildo twice a day.
4. Sam has to wear a butt plug everyday.
5. Sam has to refer to his penis as little pee pee and himself as a little girl.
You made 10 mistakes in the wording, so that is 100 slaps on your balls administered.
Also buy the following items:
1. 5 pairs of panties
2. 5 pairs of bras
3. 5 pairs of thongs
4. 5 pairs of boyshorts
5. 1 short skirt
6. 1 dildo
We will be buying you a chastity cage too. It will take a while, as your dick is so tiny so we have to find the right size, but we will get there.
We want you to shave any strands of hair on your body too if you do have any. By the looks of it though, you are a hairless little girl.
See you soon Sammy
Love,
Jess.

“Your step sister knows about your little panty fetish?” Jessica teased after making sure that Sam was wearing Kim’s panties. They were all gathered in the girls’ restroom, in one of the cubicles.
“I DON’T HAVE A—” Sam retorted, but was stopped half way by Jessica’s glare.
“Then what is this,” Jamie asked, pulling the waistband of the panties.
“Please don’t stretch the panties, its Kim’s” Sam pleaded, not knowing that he had just gave Jessica another carrot to hold over him.
“You care a lot about Kim huh?” Jessica smiled, looking into the boy’s eyes, and finding that it was true.
“Let’s play a game, Sammy. It is a high stakes game for you. If you win, you get your freedom and a blowjob from the two of us,” Jessica waited for Sam’s eyes to light up, “If you fail this game however, there will be severe consequences, such as presenting yourself to Kimberly dressed like a girl.”
Sam gulped at the mention of his crush.
“The challenge is simple. Every time I say the word, Kimberly, you have to strip naked and expose your dick or your panties to the nearest girl. Do this 3 times and you win. Fail to do this three times and you lose.” Jessica quickly created a challenge.
“Please, its too hard…” Sam implored Jessica.
“Jamie, what do you think?” Jessica asked her silent sister. Jamie looked thoughtful, looking towards the ceiling as if the ceiling would give her some guidance on what to do. She whispered into Jessica’s ear.
“That or you can spend one hour in the school library wearing your cute little panties. If you are caught, you lose. If you aren’t caught, you win. Your choice,” Jessica smiled.
After considering it for a while, Sam decided to spend an hour in the library. He told the girls their choice and they grinned at him.
“Take off all your clothes, you will make your way to the library in your blue panties,” Jessica said.
“But but, you didn’t tell me about that. It isn’t part of the deal,” Sam argued. Sam felt s swift slap connect with his balls. It was Jamie. The more innocent of the two.
As he doubled over from the intense pain, he heard Jamie say, “talk back one more time and we will make sure you wont have anything to wear but your panties for the rest of the day. Sam apologized quickly, and grabbing his balls, he peeped out of the female restroom. Turning his head left then right, then right again, he saw no one in the walkway. He sprinted towards the library as fast as he could. Thank god the Eastville High was too poor to buy cameras. He entered the library sneakily and before the librarian could look at him, he dashed into the layers of books. It was going to be lunchtime soon, so nobody would be in here except some nerds. In fact, nobody really came into the library except nerds. He shifted through the rows of books and found a secluded spot in the library to hide. Only then he realized why Jamie had given him this task.
The notice read: Introducing the new Library Day on 18 APRIL. Please join us in the library during lunchtime as we give out free books and bonus credits for people participating in this event. Simply read a book and write a summary about it, then pass it to Mrs. White. Have a nice day.
Today was 18 April. Sam realized. He broke into cold sweat. This was going to be much harder. The lunch bell rang and minutes later, he heard the door’s bell ring. He looked at the section he was at. Fiction.
Crap. I’m at the most interesting place of the library. Who would want to read about history or politics? He almost started making his way towards the history section when he spotted Jennifer, from English class, browsing through the columns of books. Immediately, he turned and bumped into pair of boobs.
This would probably be the only time in Sam’s life he was happy to see Jessica instead of some other girl. There he was only clad in a pair of baby blue panties. If any other girl saw this they would have fell on the floor laughing. Jessica, it seemed, was used to the idea of him being in the humiliating underwear. She still smiled though as she looked at how well the panties were fitting him in the cold. No one would have been able to tell he was a boy with his penis shrinking even smaller in the cold.
“Wow, have they gone internal? I think my pussy is bigger than your dick right about now,” Jessica said rather loudly. Sam squeezed his eyes shut in annoyance as he heard her say those words and begged her to help him get out of the Fiction section. She shook her had and wiggled her little pinky in response. He walked past her in annoyance, exiting the way he knew would avoid any contact with Jennifer. Sam did not get far though, one step forward and he felt the panties tightening around his crotch, then just he realized what was happening, the panties snapped in a horrifying tear. The sound was so loud Jennifer must have looked up from her book, but he saw Jessica mouthing her something in Jennifer’s direction.
Sam covered his tiny dick, it was barely as long as the small strands of hair that were growing (rather miserably) beside his dick. He was dismayed, the panties was Kim’s now how was he supposed to return the item to her?
“You lost, the rule was that you have to wear panties in the library, without any panties, you lose,” Jessica told the cold boy.
“No… No I haven’t,” Sam was desperate. Kim would never look at him in the same way ever again. He walked towards Jennifer, clutching his mini-penis and popped the question.
“Will you lend me your panties,” Sam asked, “I am naked and I really need something to wear.”
Jennifer almost screamed at the sight of the naked boy asking her the weird question, but managed to stop herself. She had always wanted to see a boy’s dick and this was the perfect opportunity to.
“I’ll give it to you if you show me your dick,” Jennifer giggled.
“Alright,” Sam conceded, then let go of his hands to flash the innocent girl.
“Where is it? Wait that’s it? Wow, no wonder you want to wear my panties you pervert,” Jennifer said, and instead of taking off her panties and giving it to the poor boy, she grabbed his small balls and squeezed.
“You should lock that up or cut it off,” Jennifer sneered in anger. She felt cheated. She thought that she finally had that opportunity to see a real dick up close instead of the dicks in porn, but all she got was that miniscule worm. Jennifer walked off, leaving the poor boy naked and still in trouble of losing the bet.
“Yup, Mr. White was totally looking down my shirt when I picked that pencil up,” an unknown girl gossiped. She was near and she was not alone. Sam’s heartbeat quickened. He quickly rushed to Jessica and pleaded for his clothes back.
“Do you concede?” Jessica asked, looking at the pathetic boy on his knees begging. Sam nodded and crossed his fingers in a gesture to show that he was begging her.
Jessica gave him his clothes back.

***

Hmmm don't think this was a great part I think I am like losing my inspiration

[seekerofsoulz95]

“You have two options Sammy. You either wear a pink bra and meet her bottomless, with your pee pee in its full glory, or at least the lack of glory,” Jessica laughed, “or wear a pink thong and a Victoria Secret tank top. What will it be?”
Sam broke into a cold sweat. This was not good. Kim was going to know about his small penis and his unusual attraction in wear female clothes. He would do anything to keep it from her.
“How about another challenge?” Sam gulped.
“What possibly could you give us that will make us want to compete in another challenge with you again?” Jessica raised her eyebrow.
“If I lose I will suck your boyfriend’s dick and let you record it,” Sam replied, trying to sound confident, but his voice becoming shaky. The stakes really were very high.
“What is the challenge and what if we lose?” Jamie asked, but Sam knew he already had them. The two sadistic bitches would do anything to get more dirt on him.
“The challenge is a blowjob. Whoever can last longer with the other party giving oral will win. If you lose, you’ll have to surrender all my pictures and videos. Then each of you must give me a nudie of you each.”
Sam was pretty confident that he would not lose this challenge. When he masturbated on his own, he took pretty long. His fingers would work his tiny dick up and down, but he would not be able to cum until minutes.
“Pull down your pants,” Jessica ordered. She slowly slid off her skirt and took off her shirt. Sam’s eyes followed the seductive movement of her body and started to get hard. Sam wasn’t even able to move. He just stood there looking at her
Maybe this wasn’t such a good idea.
Jessica then slipped off her panties and unhooked her bra, showing Sam her naked and close to flawless body. He looked at her perky breasts and then her bald pussy. Her skin was flawless; there were no scars or blemishes. She had a perfect hourglass figure. Jessica smiled, blew a kiss at Sam, and when she was about to kneel down to give him a blowjob, he came. In his pants.
Jessica fell onto the floor laughing. Little spurts of cum came out of his dick once again, dirtying the floor. Sam was shocked. Normally he took very long to cum. Then he recalled the time when he was touching his dick and sucking on the dildo. He was turned on by the humiliation. So much so that touch was no longer necessary.
Now he had to suck an actual penis.
While they recorded it.
FUCK.
When the girls finally recovered from laughing at him. They told him to get ready to make sure he practiced. Still laughing, they left the restroom. Leaving the boy underwearless and clad with a pair of pants with a huge stain in front.
Sam quickly went over to the boy’s toilet to blow dry the stain on his pants. He got many weird stares in the process, to which he gave the excuse that he spilled some juice on his pants. Sam noticed that they had forgotten about the bet that he had lost previously, the one where he had to expose himself to Kim. Maybe it was all worth it. He would rather have to suck a dick than lose the relationship he had with Kim.

“Today is buying lingerie day!” Jamie shot her hands to the air as she saw Sam. It was Saturday, the time for joy, the time for fun, the day for relaxing. At least, for the twins, Sam dreaded what they wanted to do to him today. They had planned to meet at the entrance of the town’s Megamall. Not wanting to ever risk being late again, the young boy had came 20 minutes earlier than the appointed time. He was wearing one of his sister’s black thongs (if she found out… he would be dead) and it fit perfectly as always. He was still not used to the string at the back that made gave him a constant gentle wedgie.
“After we buy all that you need in the email, we will be going swimming in our new bikinis. You will be swimming too! Naked.” Jessica smiled, “ and don’t think we forgot about your bet.”
Sam’s heartbeat quickened as he heard those words.
“You still have to suck my boyfriend’s dick and there are a hundred slaps on your balls to be administered,” Jessica continued.

***

Will be taking a break to think of possible plot points. Any suggestion is encouraged and appreciated

[Crossdresser5]

Please don't take a break its getting good I want to know how his shopping trip went

[DareDom]

An idea:

After going swimming and giving the boyfriend a blowjob,the boyfriend persuades the twins to leave Sam alone. And surrender the pics. But at the swimming, or where ever, Kim finds him in her thong, and with the pics. She uses this to blackmail him to become her slave.

[deltavoyager]

I think initially Sam should be blackmailed by the twins, Chloe, and kim all separately. Like each girl or group of girls should be trying to 1 up the others with humiliating Sam. Maybe even Chloe and kim work together as a team. But eventually all 4 girls start working together!

[lizwani]

More please.. So nice..

[seekerofsoulz95]

“Hi,” Jessica grinned at the sales lady of the Victoria’s Secret store.
“Are you here to buy some lingerie with your boyfriend, miss?” the saleswoman replied.
“Yup,” Jessica grinned, “except it isn’t for me, its for this pretty little boy here.”
Jessica pushed me forward so that Sam was face to face with the saleswoman. She wasn’t someone Sam knew. Sam heaved an internal sigh of relief.
“We caught him wearing one of our thongs, so we are making him get his own,” Jamie explained to the confused saleswoman. The confusion turned in to anger with a hint of disgust.
“Pervert, these days, what about his dick? How does he even get it to fit inside these small underwear?” The saleswoman asked.
“You’ll see, his penis is only an inch long when he is soft. His balls are like little raisins. They fit.” Jessica laughed. The saleswoman raised her eyebrow.
“Well, my name is Betty, and I am more than willing to help guide this little sissy on lingerie 101, why don’t you girls go get something to do while I dress him up for you girls,” the saleswoman said.
“That would be great.”
The moment the girls left, the saleswoman looked at Sam. “You’d better do what I say, or I’ll tell them that you tried to escape, judging by how scared you are of them, they probably can do a lot of things to your tiny penis and what’s left of your manhood. Now go into the changing room and strip to your underwear.
Sam did as he was told, stripping and leaving himself in that humiliating black thong, awaiting the saleswoman to mock how ridiculous he looked.

[seekerofsoulz95]

Thanks for the suggestions. Trying to kick jess and jam our of the way too, but trying to make it less err unrealistic. After the mall will come the beach, and possibly the end to jess and jam's reign