Tanya, a pretty 16 year old, seduces the 11 year old boy she's babysitting, then engages in an orgy with a bunch of tween boys at a park.
15 June 2023
Tanya was conflicted. She'd read those obscene stories on ASSTR about women who loved to get gang-banged by tween boys. She couldn't quite understand the attraction but the stories were so hot, so she had written the author. He'd quickly convinced her that it would be a lot of fun to try. She still wasn't quite sure how he'd done that, but he'd found out that she was babysitting for a cute 11yo boy – Ricky – that weekend and talked her into teasing him harder than she'd ever done before.
When she had a dream about Ricky slobbering as he gnawed on her nipples – a visual that the author had actually used – she knew she was going to do something. The author gave her all sorts of ideas of how to dress to push Ricky past the point of good sense. Every e-mail that he sent her made her more excited to the point where she had to go and diddle her clit until she came. Nothing had happened yet but the vision of what might happen was making her crazy excited.
In the middle of him taunting her and filling her head with erotic thoughts about a fifth grade boy, his parents called and said they were going to a wedding out of town and could she possibly stay over the whole night! She wanted to say no, but because of all of the erotic possibilities of spending the whole night with Ricky (who was definitely very cute), she let herself be talked into it.
And while she was wavering over what she would do, or wouldn't do, the author sent her a story that sent her mind spinning. The scenario seemed so realistic that she could see it happening. This author was inside her head and was making her want to do it. She really wanted to seduce Ricky now; she just had to gather the nerve to go through with it.
In the end, she didn't buy a new top to go through with the suggested escalation and wore an older top that had pretty loose elastic.
"We never rough house like we used to" said Tanya "I kind of miss wrestling with you!"
"That's fine with me" said Ricky.
Somehow while they were wrestling, both his hands went up under her top. The elastic was kinda worn out so it wasn't hard for him to do but she didn't think he meant to do it. As soon as his hands closed on her breasts, he froze like he expected to be in all kinds of trouble. He just stared at her, all wide eyed, and Tanya kind of froze too.
But then Ricky quickly pulled his hands away and started blabbering "I'm sorry, I'm sorry, I'm sorry".
She grabbed both his wrists and said "If you swear to never tell anyone, then it's okay!"
"I swear I won't tell anyone" replied Ricky, feeling relieved.
"Well, as long as you swear not to tell anyone" began Tanya "I guess you can do it again if you want to!"
Ricky stared at her like he had no clue what she was saying, so because she still held onto his wrists, she stuffed his hands under her top and left them there. She took her hands out and grabbed her boobs over her top and started squeezing his hands, which meant he was squeezing her bare tits.
"Do you want to see them?" asked Tanya, smiling.
"Heck yeah!" replied the excited boy.
"Can you take my top off" said Tanya, holding her arms up.
He slowly pulled her top off and sat there staring at her exposed titties. The look in his eyes was pure and honest: these were the first close-up titties he'd ever seen in person and he was overwhelmed with them.
Tanya took his hands again and placed them back on her breasts and encouraged him to squeeze. It really excited her, feeling his little hands squeezing her boobs for his own fun and amusement. She realized that it's kinda fun to just feel like meat sometimes. That's sure what her tits were to Ricky: just meat.
Ricky's smile was totally contagious. He was clearly in seventh heaven now: not only had he been given the gift of seeing her titties, she wanted him to play with them as well! This almost overwhelmed his poor little tween brain.
"I like to have my nipples played with" began Tanya, taking his fingers and pinching the nipples and pulling them up and out "and sucked on. I especially like to have someone bite them. Like with your molars, not your front teeth."
Ricky was even more amazed that she wanted him to bite her! He did as she asked and leaned over to the beautiful babysitter's perky tits and tentatively began sucking on her right nipple. She moaned and grasped the back of his head with one hand in his hair, clearly enjoying the experience.
"You can suck harder than that" said Tanya softly and when he complied, she said "Oh, yeah, that's it!"
Ricky stopped sucking and turned his head a little bit and put the very erect nipple in the side of his mouth and started gently chewing on the nipple. Tanya actually groaned and pulled his head closer to her with her hand. Ricky, getting into this, began grinding his jaws and actually gnawing on her very sensitive nipple harder and harder.
"Oh Ricky!" exclaimed the girl and her body went rigid and then she made a noise that was not quite a yell, but was very surprising nevertheless.
Ricky, having no idea what had happened, started to freak out that he'd hurt her. He pulled off her breast and sat up.
"I'm sorry, I'm sorry!" exclaimed the terrified boy "I didn't mean to bite you that hard!"
"Oh, Ricky" said Tanya "You didn't hurt me! You made me cum! That was just the right amount of biting! Thank you! You made me feel really really good!"
"I think you should take your shirt off, if we're going to keep wrestling" commented the girl, already starting to pull his shirt up.
When they went back to wrestling, he daringly grabbed for her titties again. In retaliation, Tanya grabbed his nipples in each hand. Ricky was surprised to discover that it felt really good to have his nipples played with. He stopped trying to grab her and Tanya leaned in and started licking and sucking on his nipples.
"Holy crap!" exclaimed the boy, and came in his shorts. Ricky started to blush and looked embarrassed.
"It's nothing to be ashamed or embarrassed about" Tanya told him calmly. "You made me cum and I made you cum. But you should probably take your pants off, in case it happens again!"
"You want me to get naked?" exclaimed Ricky.
"Why not?" replied Tanya.
"Are you going to get naked too?" asked Ricky shyly.
"Do you want to help me take the rest of my clothes off?" replied Tanya. She realized that her hands were shaking she was so nervous. This was really way past the point of no return. She simultaneously was as aroused as she had ever felt before and felt incredibly guilty for abusing his parent's trust like this.
"Do you really want me to take off your clothes?" asked Ricky.
"Sure" replied the girl with a smile.
So he unbuttoned her pants and pulled them off. She helped him remove the rest of his clothing and used his underwear to clean off the cum from before.
And then they went back to wrestling for a while, but neither of them really wanted to wrestle. Ricky was completely in awe of being naked with his sexy babysitter. Her breasts were perfect and stood out from her chest. Her pussy, from what he could see so far, was mostly shaved, which just a little bit of hair at the top. He wanted a closer look at her pussy, but was afraid to break the spell.
Tanya, meanwhile, wanted to experience the slobbery kissing that all of the stories talked about. She started kissing him and that was fine. He clearly wasn't very experienced with kissing, but that was part of what was making Tanya so turned on.
"Try not to think about keeping your lips so tight mouth closed" she told the boy after backing off from kissing. "I want your kisses to be as wet as possible!"
This completely confused Ricky, but he did what she said and soon Tanya was rolling around on the floor with him, kissing him hard and quite literally swallowing all of the wet slobbery spit he was generating. Her hands were all over his back and he tried to keep up. When he reached down and grabbed her ass and squeezed, Tanya actually growled in the depth of her throat and kissed him even harder.
"Suck on my tits" ordered Tanya, laying on her back on the floor. "Be as wet and slobbery as you can!"
Again, this was not what Ricky thought from what little porn he'd seen on the web, but he set to and kissed and slobbered first on one boob and then the other. The sexy girl under him writhed and moaned in pleasure.
Ricky was starting to feel a little winded and Tanya was breathing heard, so she suggested they move to the couch. She grabbed a towel in case they made any more mess.
"I want you to play with my boobs hard!" ordered Tanya "Don't worry about hurting me, just be as rough as you can!"
Ricky happily complied. He squeezed her tits like they were a nerf ball and gnawed on her nipples again until she came harder than the first time.
"Now it's your turn" said Tanya and began playing with his erection. She lowered her mouth and started sucking and using her tongue. Compared to a boy her own age, Ricky's erection was tiny, but she was good at blowjobs and used all of her skills to make him cum.
"Wow!" cried out Ricky, the intense feelings quickly overwhelming him.
Tanya thought there was a surprising amount of cum, just perhaps thinner than an older boy's cum. She eagerly sucked all of it down and Ricky had to actually pull her away from his very sensitive cock.
After he calmed down a little, he said "I can't believe you swallowed it!"
"I was happy to swallow it" replied Tanya with a yawn. "Can we go up to bed now" asked the suddenly exhausted teen.
"You mean together?" asked Ricky, still trying to process everything that had happened so far.
"I was hoping you would sleep in your parents bed" replied Tanya "with me!"
"Oh, wow!" exclaimed the boy, thinking this was the best night of his life.
The two went upstairs to the master bedroom and got into bed, still naked. They kissed perhaps less intensely and played with each other's bodies. Ricky got the chance to touch her pussy and she showed him how to gently caress her. She loved running her hands over his body, especially his ass, and she made him squawk when she pushed her fingertip into his ass.
Eventually the two fell asleep wrapped in each others arms. Several times during the night, Tanya woke to find Ricky hanging onto her with his lips clamped onto her nipple in his sleep like she was a combination of a pacifier and his favorite stuffed animal. Trying not to wake him, Tanya diddled her clit and came easily both times, then fell back asleep utterly satisfied.
His folks called about 8am to say they were on their way so they got cleaned up and made the bed. They didn't dare play more for obvious reasons but his parents must have been delayed because they didn't get home until 1pm in the end.
Tanya swore Ricky to secrecy and promised that the next time she babysat for him, they would definitely play some more.
After she got home, Tanya went directly to her bedroom and diddled herself until she came explosively. In many ways, that was the most satisfying sexual experience she had ever had. Ricky's enthusiasm and utter transparent worship of her body was just so pure. At the same time, she felt incredibly guilty because she'd seduced an 11 year old boy and had all but fucked him. At that thought, Tanya immediately regretted that she hadn't fucked him. When would she have another chance?
Ricky didn't have a phone yet and she only rarely sat for him, so there was no way to arrange to meet up. The author, being helpful, suggested that she might be able to run into Ricky at the city park near his house. In the meantime, he also gave her some ideas to meet boys.
Tanya drove to the park and wandered around. It was a new park and had a lot of trees and paths that were pretty secluded. She found some boys playing on a field and when they started to leave, she went up to them.
"I'm looking to play some touch football" she began.
"With us?" replied the boys, incredulously.
"Sure, why not" replied Tanya. "How about tomorrow after school?"
"That would be awesome!" they replied.
As the boys were walking away, Tanya could hear a couple of them them talking:
"Man she's HOT!" said one.
His friend said "She can play with us anytime but shes gotta be on the other team."
The first one said "no way, she should be on our team!"
The second answered saying "But if shes on the other team, we get to touch her!"
Now that she had her next day planned, she started working on a backup plan, which was to get her friend Breanne to read the original stories and hopefully start thinking about joining in. If nothing else, Bree had a very cute little brother named David (or Davey) that Tanya now realized she would be happy to have slobbering all over her. She pestered Bree until she'd agreed to read the stories.
The next day, Tanya wore a ratty shirt that barely covered her bra-less tits and her tightest shorts (no underwear of course). She was even more nervous than she was before she babysat Ricky. But she was also way more turned on already, because of the prospect of getting felt up for an hour. Thankfully, the shorts were black, so her dripping pussy wouldn't be quite so obvious.
She arrived at the park before the boys got there, so she just hung out on the swing set. As the boys started to trickle in, a couple of the ones she'd talked to the previous day came by and pushed her on the swing. In fact, they were very conspicuous about pushing her ass, not the swing. Tanya was already enjoying herself.
Not surprisingly, all of the boys were happy to let her play with them. Tanya was annoyed that there were cute boys on both teams; she would just have to make sure she talked to all of them before they left that day.
Once they started play, Tanya's breasts were target number one for the opposing team. Her ratty shirt didn't survive very long and she made a big production of trying to tie it back on so she wasn't essentially topless. But the straps gave way and she had to put on a mesh beach cover-up that really didn't cover anything up. Her breasts were fully visible up close. Plus, she'd cropped it just below her breasts. It was easy for the boys to reach up under her top and grab a handful of tit on every play.
Not surprisingly, her team won because the opposing team was distracted trying to grope her. Both her boobs were throbbing, but in a very good way. She'd managed to talk to the cute boys on the opposing team, as well as all the boys on her team. She'd made arrangements to meet 7-8 boys off the paths the next day after they got out of school.
Tanya finally heard from her friend Breanne.
"You really liked those stories??" asked Bree.
"Yeah, what do you think of them" replied Tanya
"I dunno, I mean I guess maybe they're hot in a really pervy way" said Bree. "Would you ever do that for real?"
"Would you?" replied Tanya.
"Maybe if I was really drunk or really really high." said Bree.
Tanya said "OK, lets pretend you are. Would you do your brother?"
"EWW gross!" replied Bree with a shudder.
Tanya said "Would you do MY brother?"
"I dunno, maybe, probably, yeah I guess." replied Bree. " Why all the questions?"
Tanya said "just wondering!"
Tanya went back to the park the next day and went to the spot where she'd told the boys to meet her. Since she got out before the boys, she was confident that she'd be able to see them coming.
As it happens, all 8 boys showed up. She started kissing one boy, then switched to another. The boys were aggressively grabbing at her tits and then one moved up from behind and pulled her top off.
"Pull off her shorts" said one of the other boys.
Tanya didn't resist at all, continuing kissing and letting the feelings of her tits getting mauled wash over her. Several boys took off her pants and suddenly it was a free-for-all.
What isn't clear to anyone who hasn't been in a situation with a bunch of young boys is the complete lack of ego they have. Tween boys haven't been poisoned by our culture of toxic masculinity; when you have a bunch of older teen boys, whether they realize it or not, they are competing with each other all the time. "Pulling a train" with older boys is a sequence of boys, all trying their hardest to be "masculine" and showing off what good lovers they are.
With younger boys – 10-12 being the ideal age range – the more boys there are together, the less concerned they individually are about how they look to each other. It becomes more a "pack of feral boys" and less about each boy. The gestalt BOY takes over and in many ways, they become a single concentrated unit, often essentially forgetting about the girl at the center.
While Tanya kissed one boy, several of them were pulling at her nipples and kneading her breasts. If that wasn't enough, there were hands and more importantly fingers everywhere. Her cunt and ass were getting poked and prodded by more than one boy at a time and Tanya came repeatedly from the combined assault.
They boys were laughing among with each other and just existing as cocks needing rubbing on something soft. As each boy would cum, another would step into his place. They pretty much completely ignored Tanya as a person and concentrated more on their own feelings of pleasure. Tanya was distantly aware of the boys making comments like "She's such a slut!" and "Did you feel how wet and warm her cunt is?" like she wasn't really there.
All of the boys had pulled off their own clothes by now and instead of just kissing her, they were eagerly feeding her their cocks. Tanya greedily sucked at every cock she could get to and wound up swallowing several loads of sperm. Some of the boys couldn't wait for her mouth and were jerking off and spraying her with their hot watery cum.
Tanya was cycling between orgasms quickly now as the boys continued to paw at her body. There wasn't any order or thought; they were all just surrounding her and grabbing whatever they could reach. She was literally floating in a sea of young boy cocks and hands and cum. Cum everywhere! She couldn't get enough of it.
Tanya was a little sorry that none of them tried to fuck her because she would totally have let them, even if they wanted to fuck her ass. In fact she realized that she would do anything that the boys would want; they didn't have to make her do anything. She came more times in that brief period of time than she probably had in her life to date. She felt close to drowning in the concentrated lust that the boys exuded and she loved it in a way she had no words to describe.
But, eventually the boys couldn't get it up any more and needed to go home anyways. Tanya made sure to kiss every single boy goodbye, still standing there naked and they each groped her body one last time.
"Are you going to be here every day?" one of the boys asked hopefully.
"I'm going to have to think about it" replied Tanya cautiously. Now that it was over, she felt incredibly exposed and naked in a way she hadn't anticipated. She was happy that the place she'd picked out seemed to be remote enough that no one had come by, but she still knew it was incredibly risky doing this in a public park.
She also was getting hit with waves of guilt: for allowing herself to be used like that; for corrupting these young boys who were essentially strangers to her; for loving the feeling of complete release of all moral strictures. She realized that she only knew first names for a couple of the boys and last names for none of them. The rest were just unknown cute boys with cocks that needed sucking.
Tanya had to put her clothes on over the cum covering most of the front of her body; maybe she should bring a towel next time? Of course, she lamented the loss of all of that tasty boy cum; she'd swallowed more sperm today than she ever had before, but she wanted more. She wanted all of it. She wanted to do it again and with more boys. She savored the flavor of cum in her mouth and tried to wipe what was still on her face so she could eat that too.
Tanya realized that she couldn't possibly stop now. This was too intense and incredible an experience. She needed to figure out how to find more cute boys. Maybe Bree's cute brother Davey had cute friends. She didn't want to fuck her own brother Paul, but she definitely was open to fucking his friends. She just had to figure out how to make that happen.