Spanked Sissy Boy

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This is the free sissy boy spanking picture and story page. For those boys who like to be girls. Dressed and forced to dress in cute sissy dresses and uniforms. Here you will find pictures and stories that are inside the full member’s section of spankred3d.
Stories that start with a boy finding out that he enjoys being put into a schoolgirl outfit or dressed up in a pretty dress and panties. That sissy’s that like a nice red hot stinging ass. Put across the knee for a smacked bottom in silky or frilly panties. Read More…
To see all the 1000’s of Sissy Boy spanking pictures and picture stories enter the member’s section now
They have decided to dress him up as a little girl for the day. They will choose an outfit. Make him wear it.
An innocent weekend. Mum’s away. Staying with Uncle, alone. With not much to do and a young nephew to entertain on a rainy weekend. What could possibly happen to this cute boy with a bit of a naughty secret
To see all the 1000’s of Sissy Boy spanking pictures and picture stories enter the member’s section now
If you need to contact Spankred3d.com please email me artists@spankred3d.com If you have problems signing up or you have some story suggestions that you would like to see here on the site please drop me a line. I also do a lot of work for private collectors & have done a lot of other commissions. Send me a message and tell me what you would like, I will be happy to give you a quote.
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It appears that you are NOT on the Coyote’s Den website. If you are using a proxy or an archive this is probably what you want so just continue although some functions and formatting may be inoperative. To escape porn hijackers COPY the real URL into your browser address bar. htt ps://www.as str.org/~YLeeCoyote/SissyBoySpanked.htm Sorry, not clickable.
The following story is fiction about CP. The story contains scenes of spanking. If this subject is offensive, uninteresting or if you are a minor (i.e., child) please leave now. I was inspired by this unattributed image I found on the web. You can enlarge it with a mouse over or a touch on the thumbnail image; click to download.
Diese ist auch in deutscher Sprache verfügbar unter (This is also available in German at): SissyBoyWirdBestraft.htm
This work is copyright by the author and commercial use is prohibited without permission. Personal/private copies are permitted only if complete including the copyright notice.
The author would appreciate your comments – pro and con, including constructive criticism and suggestions. Please take a moment to email.
Julian was not a happy almost fourteen-year-old boy. Both Melissa, his year younger sister, and he had just been told that they were going to visit with their Aunt Jacquline for three weeks while their parents were on a trip.
“I hate it there and Auntie hates me.” Julian protested loudly. Then the immature boy had the audacity to add “I can stay here by myself.”
“That is out of the question.” said his mother most unequivocally.
“You are going and not another word out of you about this, Julian Melvin Lester.” continued his father, “Not even a single word more.”
Julian could not keep his mouth shut even though both his parents were already quite angry. He continued to argue totally ignoring all the warning signs that his parents had reached their limits. It came as a total shock when his father stood up and grabbed him by arm roughly. “QUIET!” he barked. Melissa knew what was about to happen and was looking forward to the show. She had to struggle not to laugh so she wouldn’t be banished to her room.
Julian was slow to react as his father easily opened his belt and jeans. These together with his tightie-whities were quickly yanked down to his ankles. Melissa noted that he still was a little boy with a bald little pee-pee. “Take them off! COMPLETELY OFF!” he ordered.
“No. Please don’t spank me.” he whined like an eight-year-old causing his sister to snicker so she had to cover her mouth.
Of course, his pitiful begging was useless as Dad sat and pulled the half-naked boy over his lap. Because the young teen was so ungainly he put one leg over the boy’s legs and kept a tight grip on a wrist which he pushed up to the boy’s neck. He pressed down while holding the wrist forcing the boy down onto the sofa seat. It was only then that he commenced the spanking. It was a hard SPANK and Julian howled. Melissa was amazed at how loud her brother could yell and how fast his bottom turned bright red as their furious father spanked hard.
Their mother was concerned, however, and dug into her bag to extract her hairbrush. “Give this to your father, Melissa. I don’t want him hurting his hand.”
“Mother suggested using this on my silly, disobedient, immature brother Father so you don’t hurt your hand. I’ve heard that it is really very effective implement.” said the girl cheerfully confident that she would never have to worry about being the target.
“Would you like to show me how effective, Melissa?”
“Yes, Father.” she said quite thrilled at the prospect and then jumped the gun and gave the naughty little boy a few good whacks with the brush. Each one provoked a loud reaction for Julian’s tender bottom was already very sensitive.
“That’s very good, dear.” said her mother, thinking that her daughter had a natural talent for spanking boys, “Give him a few for me.” The lass did not have to be told twice and whacked away as hard as she could absolutely delighted beyond words at actually spanking her older brother. Her joy runneth over when he was bawling.
When the spanking was over, Melissa was told to help her brother to bed making sure he peed so he would not wet the bed. “Yes, Mother.” she said as she took Julian’s hand and lead the still half-naked boy away, as he was not allowed to put his pants back on.
Once in his bedroom she removed his shirt and socks and then took the compliant boy into the bathroom to wash his face and make sure that he peed. Then she put him to bed. Along with a good night she told him the obvious – that he had brought it all on himself by being incredibly stupid.
A few days later the two were taken to their Aunt Jacquline for the three-week visit. “Julian remember that if you misbehave here you will be spanked back home.” admonished Dad before leaving. Melissa was quite happy about it because Auntie and she liked each other and somehow found things to do together. Additionally, there were a couple of girls her age who were neighbors that she could play with. Julian was not unexpectedly unhappy because of his dislike of Auntie and lack of boys his age to play with. Melissa wondered how soon her silly brother would take before he pushed Auntie too far and she decided to punish him for she fondly remembered Auntie’s unique method.
It was the fourth day that it happened. Julian did not get everything he wanted instantly and did what is best described as throwing a temper tantrum appropriate for a little kid. His Aunt was definitely not pleased and that made her decide to punish the boy. Unlike his parents, she did not believe in spanking but in petticoat punishment, which was dressing him in little girls’ clothing.
Auntie was a large powerful lady and since the boy was hysterical managed to undress him completely in short order. Since that embarrassed him and he tried to cover his small immature boyhood, she found it easier to dress him as a little girl than it would have been otherwise. In relatively short order he was wearing a ribbon bow in his hair, a short (to just below his waist) dress and frilly panties in a rich red/pink hue. He had girls’ Mary Jane shoes with low heals and a teddy bear to complete his ensemble. He was even crying just as if he had been spanked.
In many ways this punishment was worse than being spanked for he would have to wear the horrible and ridiculous outfit for a full day. And if he was any more trouble, that time would be extended. Nor was he permitted to hide in the bedroom not that would help since he shared it with his sister. He was permitted to play with Melissa and to read. It was going to be a very depressing day as he was certain that Melissa would have her friends over to make fun of him and laugh their silly girls’ heads off.
Julian soon encountered Melissa while Auntie was busy. He was dreading this but knew that it was going to happen sooner or later. She was smiling perhaps or was that a smirk or an evil grin. In any case she was enjoying his misery. He wished that the floor would open up and he would disappear forever into the abyss but that did not happen. Instead she walked right over to him and made tight eye contact. “So my SISSY brother is back in his pretty little girl’s outfit.”
“I’m NOT a sissy. Auntie made me wear this horrid outfit. I’m NOT a sissy!”
“I know that you SAY that you’re not really a sissy, Julian, but your little willie always gets hard when Auntie petticoat punishes you, and that shows us that you really ARE a sissy, and always will be.” she replied and grabbed his hard little willy that was tenting his panties.
Julian was horrified that she would do and say such things but deep inside he feared that she spoke the truth. He knew that he should push her hand away but he couldn’t for she was like their aunt – dominant – and he was still feeling crushed from being put into a dress. Words also failed him and he could not run so he just stood there like a dummy holding his teddy bear and sobbing with his kid sister in control.
“This is not over for you yet. Remember what Dad said. ‘If you get into trouble you going to get spanked even if you have to wait until you get back home.’ You can anticipate that for weeks now.” She grinned.
“That’s not fair. She’s punishing me.”
“Dad does not consider a dress punishment. He requires that you be spanked.”
“Auntie does not do that. It’s not fair.”
“Yes, remember that Dad let me help spank you last week. I can spank you so you don’t have to wait if you wish.” She paused. “Of course, you can wait and worry about it for two plus weeks. It is entirely up to you.”
This was all a surprise to Julian. He was having trouble thinking clearly while wearing a dress, sobbing and being held by his stiff willy. Waiting more than two weeks for a spanking sounded doubly dreadful. Getting spanked by his kid sister was certainly dreadful also.
“We can get it all over within a few minutes, Julian. It won’t even make you cry since you are doing that already.” she said very sweetly. To be honest she was not thinking about his suffering by waiting but her own joy in spanking him on her own. Who could know where that might lead to? It certainly would set a precedent.
“Let’s go to our room.” she said tugging gently hoping to get him to get over her lap. He followed along meekly. Once there she quickly got her hairbrush and sat on his bed. “Over here, Julian. You have been a very naughty boy and it is now time for your spanking.” she scolded. She took hold of the waistband of the panties and quickly lowered them. He immediately covered up his willy but Melissa slapped his hands away saying: “Nothing to hide boy. I’ve seen the little thing before.” She pulled him over her lap so his torso was resting on the bed.
Melissa started with some hand SPANKS and happily saw his sissy bottom start to turn pink and most excitingly saw her handprints on his bottom. She did not forget to lecture him about his misdeeds. Then she switched to the hairbrush. She remembered how she whacked him very hard with her parents watching but restrained herself this time so as not to scare him off. She stopped soon after he was crying properly. She parked him in the corner but did not bother pinning up his dress as it was so short.
Melissa was most pleased with herself. Spanking big brother was ever so satisfying and she hoped to do it a lot in the future.
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