Danbooru
Login Posts Comments Notes Artists Tags Pools Wiki Forum More » Listing Upload Hot Changes Help

Search

Blacklisted (help)

  • guro
  • scat
  • furry -rating:g
Disable all Re-enable all

Artist

  • ? shadowjack 1

Copyright

  • ? original 1.3M

General

  • ? 1boy 1.6M
  • ? 4girls 119k
  • ? against window 686
  • ? anal 57k
  • ? anal object insertion 15k
  • ? androgynous 50k
  • ? ass 642k
  • ? black shoes 190k
  • ? blonde hair 1.7M
  • ? blue dress 136k
  • ? boots 550k
  • ? breasts 3.8M
  • ? brown hair 1.7M
  • ? checkered floor 11k
  • ? cheerleader 19k
  • ? cleavage 1.1M
  • ? closed eyes 791k
  • ? clothes lift 225k
  • ? crossdressing 39k
  • ? crossed arms 94k
  • ? dildo 24k
  • ? dress 1.5M
  • ? drooling 59k
  • ? femdom 17k
  • ? high heel boots 43k
  • ? high heels 223k
  • ? indoors 412k
  • ? lingerie 59k
  • ? long hair 4.8M
  • ? multiple girls 1.7M
  • ? object insertion 28k
  • ? open mouth 2.6M
  • ? pale skin 58k
  • ? pants 495k
  • ? penis 452k
  • ? pink pants 4.9k
  • ? pink tank top 1.2k
  • ? pleated skirt 550k
  • ? precum 17k
  • ? red skirt 122k
  • ? sex toy 56k
  • ? shoes 625k
  • ? signature 335k
  • ? skirt 1.7M
  • ? skirt lift 78k
  • ? small penis 4.6k
  • ? tank top 89k
  • ? tears 250k
  • ? thighhighs 1.3M
  • ? trap 61k
  • ? tumblr username 1.9k
  • ? uncensored 149k
  • ? underwear 850k
  • ? web address 53k
  • ? white shoes 58k
  • ? white thighhighs 268k

Information

  • ID: 9123548
  • Uploader: secure pp »
  • Date: 2 months ago
  • Size: 285 KB .jpg (865x1080) »
  • Source: shadowjacks-femboys.tumblr.com/post/149494101356 »
  • Rating: Explicit
  • Score: 6
  • Favorites: 12
  • Status: Deleted

Options

  • Resize to window
  • View smaller
  • View original
  • Find similar
  • Download

History

  • Tags
  • Pools
  • Notes
  • Moderation
  • Commentary

This post was deleted for the following reason:

Unapproved in three days (2 months ago)
Resized to 98% of original (view original)
original drawn by shadowjack

Artist's commentary

  • Original
  • Tara’s game Part 4

    She gasped and squealed in shock, but it was anything but painful. She had never allowed Tommy to touch her like this, or anyone else for that matter, so she had never felt anything even remotely like it. The pleasure of it was overwhelming, but she was humiliated beyond bearing that these three cruel girls were witnessing it. She fought the pleasure, fought the feelings that came with it, but she could feel herself losing the fight even as she began it. It wasn’t right, but God help her, she wanted Tommy to keep licking her like that…

    “This,” Tara pointed out to the helpless cheerleader, “is what you should have been doing with Tommy all along. He can’t resist a fat cock up his ass, and once he’s got one, you can make him do anything you want.”

    For fifteen minutes the Untouchables watched Tommy licking Sarah’s virgin pussy. Tara occasionally pumped the dildo in and out of his ass to spur him to lick more energetically, but it was hardly needed. Tommy was entirely under her thrall, and Sarah was panting and whimpering, caught in the grip of an arousal so powerful that she had entirely lost all awareness of herself. Her hips pumped rhythmically against Tommy’s face, and she couldn’t stop doing it even when they laughed and ridiculed her for it. She had almost come several times, but each time, Celeste had yanked Tommy’s head back, holding him away until the young virgin’s hips stopped pumping.

    At last the Untouchables got bored, and dragged Tommy away. Sarah whimpered, unrequited. “It’s time,” said Tara. “Untie ‘em. Let’s find a nice, sexy outfit for Tommy to wear. Sarah, you’re gonna need to be in uniform. Let’s take this pony show on the road!”

    Half an hour later, they were walking down the hallway at the high school. Tommy was in complete drag. He was wearing a short blue plaited skirt and a lacy white cotton blouse that was tight enough that it was perfectly obvious that he had no breasts. His black stockings and pumps had been replaced with white ones, but the Untouchables had denied him any panties. Under the short skirt he was bare, and his penis stirred restlessly, swelling and deflating at random. They had pumped his ass with the dildo again on the way to school, draped over Karen’s lap in the back seat, and he was once again glassy-eyed and docile. He was aware that he was dressed as a girl at school, and his stomach churned with fear that someone would see him like that, but his need to submit was stronger than the fear.

    Sarah followed along, watching the Untouchables steering Tommy down the hall like he was their puppet. On one hand it was mean and unfair to Tommy, yet somehow it was also perversely fascinating to her. Part of her just wanted to watch and see what they were going to make Tommy do.

    It was half-past one, and the halls were weirdly empty. They hadn’t seen a soul since they entered the building, yet the parking lot was full of cars. Where was everyone?

    They stopped at a corner near the gymnasium, and Celeste went ahead on her own. She returned after a few minutes, and whispered something to Tara. Tara smiled and looked at Tommy. “Looks like we have a few minutes to kill before your big debut.” She reached into her purse and pulled out the giant black dildo. “Let’s put them to good use!” she said with a wicked grin.

    Tommy protested and fought weakly as the Untouchables pushed him up against a big floor-to-ceiling window. Even in the state he was in, he knew no good could come of this. They were already in a well-used hallway, and this window looked out over the central square of the school! He didn’t know why no one had seen him yet, but there was no way they could do this here and not get caught! The thought of someone seeing him like this terrified him, and he started slipping out of his submissive dream.

    Despite his struggles, Karen and Celeste held him pinned with his face and hands against the glass. Behind him, Tara pulled his ass away from the glass, making him stick it out, then flipped up his skirt. The fat tip of the huge dildo pressed against his well-lubed hole, and despite his attempt to clench his bottom against it, with a little jiggle it slid effortlessly into him. Tommy groaned as the thick, heavy latex filled him once more, his thighs quivering and going weak as it drove all the way up inside. Tara began to fuck him with the dildo, sliding it in and out with long, deep strokes. Tommy wailed unrestrainedly, his body quivering, while Karen and Celeste joked and giggled, holding him against the window effortlessly.

    Sarah could hardly believe her eyes. They were dildo-fucking Tommy right here in the hall, where a horde of kids could come around the corner at any moment! Tommy was terrified, she could tell, yet somehow, he wasn’t fighting it any more. In fact he was starting to arch his skinny little butt out to meet the dildo each time it thrust into him. It was almost as though he craved the humiliation! Was that possible? And the way he was groaning and squealing, it almost seemed like he wanted to get caught. Watching him submit to the fierce plunging, she found herself becoming tremendously excited herself…

    They fucked Tommy for more than ten minutes. Tara’s arms got tired and she had to trade off with Karen and then Celeste, who both went at him with gusto. Tommy was soon on his knees, sobbing, his ass lifted high, his face pressed against the glass as the dildo plundered his bowels hard and fast. His stiff penis, clearly visible with his skirt up around his waist, drooled so much precum that a puddle formed on the floor beneath him.

    Every few minutes one of the untouchables left to check on something around the corner. At last, Celeste came back with a big grin. “They’re done with the awards!” she said. “It’s time!”

    Karen pulled the dildo out of Tommy’s ass with an obscene sucking sound, and Tara slipped it back into her purse. They straightened Tommy up, fixed his wig, cleaned his face and fixed his make-up. When he was presentable, though hardly coherent, they led him around the corner. Sarah followed, and as she did it began to dawn on her what was happening. Awards… there was a school assembly happening today! That’s why there was nobody around. Everyone was in the gym, watching Principal Jackson pass out awards. So what were the Untouchables doing with Tommy…?

    They entered the gym, the burst of noise and light dazzling Sarah’s senses. She followed the Untouchables as they led Tommy in, still not comprehending. Then she heard Principal Jackson’s voice over the loudspeakers.

    “And now we have a very special announcement,” he said. “A student we all know as Tommy Radcliffe has asked his friends to help him with his announcement, and I’d just like to say how proud we all are. Without further ado, here’s Tara Forsythe, speaking on behalf of Tommy Radcliffe.”

    Tommy stumbled as he was let onto the stage. He was still bleary from the prolonged dildo-fucking, and wasn’t quite aware of what was happening. Karen and Celeste held him between them while Tara smiled and stepped up to the microphone. Sarah stood behind Tommy, dazzled and confused as well.

    “You all know me,” said Tara, and of course everyone did. “Over the past couple months you’ve seen me in the halls with Tommy Radcliffe. You’ve also seen him with my dear friends Karen and Celeste. Most recently you’ve seen him with Sarah, our newest cheerleader. No doubt you’ve wondered why.” She looked around meaningfully.

    “We couldn’t tell you before, but the time has come to reveal the truth. Tommy Radcliffe has decided to live his life as a girl from now on. He came to us first, hoping that we could teach him what he needs to know to be the best girl he can be, and we have been giving him lessons. He’s ready to come out now, ready to start his new life. This is a huge, huge thing for him to do, and you should all be awed by his great courage. I know we are. And so, please join me in welcoming, for the first time ever, a whole new person. Tammy Radcliffe!”

    She stepped aside, and Tommy was thrust before the microphone. “Uh… what?” he said, and that was all he got out before Tara led the entire student body in a huge cheer and a round of applause that went on for minutes.

    And that was how Tommy Radcliffe became a girl. There was no way he could go back on it now, not after that tremendous debut in front of the entire school. How could he tell anyone he didn’t really want to be a girl? They’d just think he was chickening out, and after everyone had said how brave he was. And it really was astonishing how much support he got from almost everyone. He’d always been an insignificant nerd, but now, suddenly, he was the school’s first openly transgendered girl. Everywhere he went, people congratulated him. His parents said they were proud that he had the courage to come out, and promised to support him a hundred percent. His mom made him an appointment with an endocrinologist, and his sister, who had never given him the time of day before, took him clothes shopping at the mall. He felt like he was in a tiny boat being blown into strange waters by a massive hurricane.

    He had honestly never even considered being a girl. He’d been astonished to discover how excited he got pretending to be a girl in secret, but it was just a private game of dress-up. He’d never thought it would come to this!

    But now, thanks to Tara and the Untouchables, he would have to live as a girl forever. They’d had the ultimate revenge on him. The strange thing was, Tommy wasn’t upset about it. Maybe it was just because he was caught up in the strangeness of it, or maybe he was confused by all the attention. Or maybe, just maybe, he had always been meant to be a girl…

    The End?

    • ‹ prev Search: user:secure_pp status:deleted next ›
  • Comments
  • Recommended
  • Loading...

    There are no comments.

    Terms / Privacy / Upgrade / Contact /