Anna and the Preteen Gangbang

Chapter 01 - Getting Ready

by Anonemoose-writer

Feedback welcome writer@anon-e-moo.se

Anna writes to The Author, curious about why her sister-in-law enjoys sex with a bunch of inexperienced tween boys. The Author quickly lures her into setting up a tween orgy with the help of her son's Justin and Travis.

31 March 2023

Anna finished laying out the afternoon snacks. She wanted the boys to well-fed for this afternoon's events. She looked down at herself and marveled at the change in her style in just one short week. Last week, she would have had a professional sweater and tight but stylish pantsuit. Today, she was wearing a tube-top on it's last bit of elastic and shorts cut so short that the back portion is not much more than the seam. Not that it mattered what she was wearing; Anna had no illusions about staying dressed for long. In fact, she was counting on it.

As the boys gathered, Justin (11yo) and his friends wolfed down the feast and leered at Anna. Her son Travis (8yo) was on a different bus and came in last. The boys grabbed their overnight bags and went down into the basement family room. Justin and Travis stood there for a moment, each holding a hand.

"Last chance to back out" urged Justin "once you go down there, I'm not sure what they will do."

"I'm sure" replied their mother, gently pushing her sons toward the basement "I'm looking forward to finding out what they will do. And what you will tell them to do. And what you yourselves do."

Anna kissed each boy deeply, then pushed them both down the stairs. Anna got herself a drink, because she knew how much water she was going to lose, if things went as she wanted them too. Plus, maybe the boys would like to watch her pee, or for that matter if the boys would watch her wet herself?


How did Anna get herself into this situation?

It all started with Anna's sister-in-law Nancy, which is actually the consensus of the extended family: "If there's a problem, Nancy will be behind it". Nancy had recently given birth to her third child, a girl called Summer, and Anna was there for a couple of days to help with the baby.

Anna had always thought that Nancy seemed to pay close attention to any younger boys she ran across. It was clear, in fact, that Nancy enjoyed teasing her young nephews every time they visited. So while she was sitting with the exhausted new mother, she decided to ask the question.

"Oh, you've noticed I have an attraction to young boys, have you?" answered Nancy. "Are you really sure you want to know this about me?"

Anna, confused by this line of defense, replied "Yes, you can tell me anything!"

Nancy pulled over her laptop, typed something, waited, typed something else and hit enter. She handed Anna the laptop and indicated that she should read the stories "Who Owns Nancy". Anna read chapter after chapter, stunned at what her sister-in-law had been up to for apparently the last 3 years!

Anna was astonished. How depraved Nancy was! How poor Sage and even little Billy were both being molested and raped on a daily if not weekly basis! How turned on the whole idea was of very young boys raping her while laughing! She'd never felt so turned on in her life.

Nancy gave her the email address of the author of the later Who-Owns-Nancy stories and the sequel Who-Owns-Sage. She told Anna that he was a terrible influence and would make the most outrageous suggestions that somehow always wound up being what she'd decide to do. Nancy warned Anna several times that the author would get into her head and find her deepest secrets, then use that to make more "suggestions" for her to do.

Several days after Anna got home from Nancy's house, she created a secure email address and composed a message to the address Nancy had given her.

*** AUTHORS NOTE: *** These are the actual messages, edited for length, between Anna and this author over a six day period. AUTHOR (anonemoose-writer) March 2023

SUNDAY NIGHT

Anna:

Hello, my name is Anna and I am Nancy's sister-in-law. I had a clue that Nancy was into young boys from the way she would dress around and then tease my own two.

I pushed Nancy on what the attraction is of young boys, her explanation really got me curious so I would have to say that yes, I think I would love to try that out for real. Unfortunately Nancy couldn't gather her own little harem before I had to leave. It would have been a perfect introduction. So feel free to make whatever suggestions you want as to how to approach this. I'm not sure I would ever go so far as to be "owned" but I'll admit, it does sound exciting the way she described it.

AUTHOR:

You didn't indicate whether you would consider your own sons or not; how old are they? One possible situation would be to tease your boys AND their friends. Become a MILF in other words. Stop wearing a bra at home; get clothes that are looser so that when you bend over, there's a good chance for a nipple slip.

Anna:

I would like to keep my relationship with my sons as mother/sons so ‘no' to the incest question. But my sons are 11 and 8 years old, Justin and Travis.

According to Justin, I've been doing some of the things you suggest without consciously realizing it. He tells me that I'm always showing off when their friends are over. I asked him how I was showing off and without hesitation he tells me that I hardly wear anything "mom like." He told me that I always dress sexy when their friends are around.

[So] instead of the street clothes I had on before, I changed into an old pair of cutoff shorts and not just any cutoff shorts. This pair is really old and my cheeks hang out. There's really no back side to them, just the heavy seam that goes from front to back on any pair of jeans. For a top, I pulled out an old over-sized tank-top that I haven't worn in years, mainly because it's indecent. The armholes are ripped so far down that it shows an alarming amount of side boob. I should add that I did leave my underwear on the bed. It wasn't a thong but it was silky. The bra went with the panties, onto the bed. Even if I didn't look like a slut, and I did, I sure felt like one. And I loved it, knowing these boys were going to get an eyeful. The tank-top may have been over large but I was nipping and it showed.

The boys were practically speechless as I acted like nothing out of the ordinary was going on. They eventually congregated in Justin's room and I could hear them talking but not what they were saying. His bedroom door was partially open so I crept close enough to hear clearly. Justin wasn't lying when he said they talk about what they would like to do to me. It was everything from titty fucking me to cumming in my mouth to screwing my ass.

Justin came out at one point to get drinks for everyone and accused me of dressing this way on purpose. He said it was all their friends wanted to talk about. I asked him if it bothered him or his brother and he exclaimed "No way! They all think you're totally sexy and none of them have sexy moms." I asked if he was saying that he thought I was sexy too. He responded "duh!" I had to laugh and told him that if they all thought I was so hot, they shouldn't be congregating in his room, they should be downstairs where I am. Now usually, the boys do only play in their rooms. Denny doesn't like them messing up the living room but I told Justin that since their dad wasn't home, they could play downstairs if they wanted. Less than a minute later, they were all downstairs.

So I put on a little show for them. I didn't feel like I could stop myself and I really didn't want to. I made sure to bend over to pick something up off the floor that I had just "accidentally" dropped, always with my butt six inches from one of the boys faces. Moving behind them, I made sure to "accidentally" rub my tits against their back. It was exhilarating!

After an hour or so of nonstop teasing on my part, they all headed outside to play. Before Justin walked out, he gave me a big hug and kiss on the lips and thanked me! It was no ordinary kiss, believe me. I asked what he was thanking me for and he said for being such a fun and sexy mom.

I can't wait until one of the boys has their next sleepover.

AUTHOR:

You need to be honest with the boys and say that you were very turned on to find out their friends consider you a MILF and were already talking about what they'd like to do to/with you. You upped the ante by dressing even more provocatively and now you aren't sure where to go from here. Make sure they understand the consequences of going farther and the absolute need for trust with any friends who are invited to go farther.

MONDAY AFTERNOON

Anna:

I've talked to the boys now that they're home and luckily none of their friends came with them. Travis of course is a bit confused by it all although I know he likes it. None of his friends quite know what a MILF is. They both claim to be more than okay if things progressed with their friends. Justin asked if he could watch and I asked him if watching meant he didn't want to join in. He actually said "eww! You're my mom." But when Justin asked to watch, naturally so did Travis.

Justin actually piped up and asked what if they ‘attacked' me with this evil grin. I didn't know what to say to that, I'd never considered it. All I could manage to tell him was that if they attacked me, I guess there wouldn't be much I could do about it. This time, his smile was even bigger than the one before.

We covered all the ground rules I could think of, them not mentioning a word of this to their father, and it all, if it happened, had to be ONLY boys who could be trusted to keep their mouths shut. I also said I get to have a say in it so that "if it happened" it would only be the cutest boys, one I picked. I did tell them that they would be my protectors and my scouts, looking out for cute boys. Not ones they thought were cute, only ones that they thought I would think were cute. And yes, I did give them examples by naming names of which of their friends I thought were the cutest.

AUTHOR:

Would you freak out if Justin arranged for all your favorite boys to grab you, strip you, and spend an hour or two fucking you every-which-way? You may want to have lube easily accessible and tell Justin where he can find it, since it sounds like your ass is on the line (so to speak)!

I'll be interested to see whether the boys' opinion on participating survives watching their friends running a train on you.

TUESDAY AFTERNOON

Anna:

[Today] I wore an old, too small bandeau tube top that cause my tits to spill out over the top and show lots of under boob. It's a solid color so naturally it shows nipping. Combine that with another pair of ripped up old shorts and you have a teasing combination that did what I hoped it would, cause all eyes to be on my body.

The boys did initially play in Justin's room where he has his video games setup. Once again I listened at the door but I was hampered by the gunshots and explosions of whatever game they were playing. In between, I heard snippets about MILFs and ‘hotter every day' along with variations of how they would love to fuck me. I did hear Justin mention ‘attack her' but then it was drowned out by more explosions and gunshots. I left and came back downstairs and nothing more was said.

The boys followed a few minutes later and hovered over me as I did my aerobics. Normally I do them in the mornings after the boys are gone but I figured why not add it to the afternoon mix? I did have to go and change into aerobic pants for that and left my panties on the bed again. Every one of them had visibly hard cocks. None of them could stand up for awhile. Later, when I went back to change again, [the panties] were gone. I'd never even seen one of them go upstairs. I did find my ones from yesterday at the bottom of the hamper though, thoroughly crusted.

Over dinner, the boys asked if they could have friends sleep over this Friday night. We have a large finished basement complete with pool table so plenty of room for them to all sleep but of course Denny will be home so it'll have to be another time. They were visibly disappointed but they understood why. When they boys went to bed, Justin asked if he could kiss me again. I said "you mean like the last one?" He blushed and nodded and I told him that I think we might get away with that. This time, I definitely felt tongue.

AUTHOR:

Have a few boys stay over this weekend and try to get Denny out of the house for a couple of hours. Then offer "kissing practice" to the boys. Be prepared to be mauled in the process and probably losing your top at least.

You can also start with Justin. Ask if he wants to practice kissing more. Grab his hands and put them on your back so he gets the idea of caressing you while kissing. Put one of his hands on a boob and show him how gentle or rough you like it. You can do this any time you two are alone.

Anna:

A couple of weeks ago, I never would have considered even mild incest but Justin kissing me has put everything up for grabs. Me up for grabs? And I do mean grabs! I don't like anything gentle, I like sex animalistic and rough. The whole idea of Travis wanting to be included is almost too much. Instant creaming.

I accept your idea of having the boys over this weekend and getting rid of Denny for awhile. I should be able to do that. And surprisingly, at least to me but strangely not to Nancy, I'm not just ready to have my top ripped off and my boobs mauled and groped, I'm craving it! I did list to Justin the friends of his that I might be willing to let things happen with. There are five of them that I wouldn't mind messing up the sheets with. We'll see how many can make the sleepover. Travis's friends, I just don't know. I mean I wouldn't hate my body being their sexual playground but are they old enough to keep a secret from their parents?

AUTHOR:

Limit this weekend to Justin's friends only. Then next weekend is Travis's only. The odds are high that Justin's friends are going to want to push things farther than Travis's will.

Anna:

Talk[ed] to the boys about your kissing idea and Justin especially loved it. Travis was disappointed that he has to wait until next week but he'll live. Justin actually dared to ask me if they could take my top off while we're kissing! My own son wants my tits out. He said that I practically show them all my tits every time they come over after school, especially this week. I'm telling you, my mouth was dry, my throat closed up, I could hardly speak. So once I got past it, I just told them that it was settled then and I walked away just as Denny came walking in.

AUTHOR:

You need to offer your boys kissing practice before the weekend. They may feel weird kissing their mom with their friends around, so let them experience that by themselves first. You can do that after school.

Anna:

I don't mind the kissing practice with Justin and Travis and I get why you suggest it. I'll reluctantly do it IF they want to and only IF.

WEDNESDAY MORNING

AUTHOR:

This is how I would write the scene on Saturday:

Justin and five of his friends are waiting for you in the basement. As soon as Denny drives off, you change into your slutty costume: too small tube top and cut off shorts, no panties.

As you go downstairs you hear nervous laughter, but when you enter the room it goes silent as the boys look at you.

"Who is ready for kissing practice?" you say and the boys all cheer.

You pick the first one and sit on the sofa with him next to you and start kissing him. He is a little slobbery and a little too eager to stick his tongue in your mouth, but you like it just the same. You grab his hand and put it on your breast and he starts squeezing. You lose yourself in the feelings for a little while then you feel someone trying to lift your top off and turn to see that it is Justin.

"You promised Mom" he says with a smirk.

You go back to kissing the first boy, but now he is yanking on your nipple and treating your tits a little bit more roughly. You feel incredibly turned on and don't want this to end.

Several other boys start playing with your tits and you look around and realize that they have all taken their clothes off and their small boners stick out prominently.

You feel someone behind you trying to make you stand and realize again it's Justin who's also nude. He stands in front of you and unbuttons your shorts unzip your pants and pulls them down.

"You want this mom don't you?" he says and your inability to speak answers his question.

The first boy you were kissing is now laying on his back on the sofa and you are directed to climb on top of him. You reach under and guide his cocklet into your very very wet cunt, and sit down so he penetrates you as much as he ever will.

He thrusts up as you rock back and forth gently on his cock, but he doesn't last long and you feel his cum spurt deep inside you.

There's a brief tussle for the next boy to lie under you but once he has moved into place you again mount him. The other boys are touching all over your body playing with your nipples caressing your ass.

You feel one boy start touching your asshole and you realize he's rubbing lube in. You look back and it's Justin again.

"You said you might need this" he says with a smile.

Once he's done you feel another boy climb up behind you, and then his cock is inside your ass moving quickly. Before you're completely overwhelmed with feelings, another boy moves in front of you lifts your head and sticks his cock in your mouth.

You completely lose yourself as the boys fuck you from every direction. The next hour is spent being penetrated in all holes over and over again. Cum is dripping from every hole. When you think you can't take it anymore, Justin comes over kisses you then quickly jerks off spraying your face with cum.

Anna:

You're trying to drive me crazy aren't you? Well, it's working! I never promised to let them take my top off but somehow it's creepily hot that my son wants to do it. But he had better not try to cum on my face!

Speaking of that, the boys should be home by now. I wonder if they're off somewhere conspiring about this weekend. If any of this actually happens, they're not going to want to go home Saturday and with Denny away, I don't have any good reason to make them! How did this all get started, I can't even remember?

THURSDAY MORNING

AUTHOR:

Are you one of those women with a full bush or are you already shaved/waxed? If you wax, when was the last time? I suspect that you want to be bare for the weekend, since we don't want the boys to get pubic hair in their teeth when they are practicing oral on you. You do like having your cunt licked, don't you? How about fingers? Is 4 going to be too much? Even with their small hands?

You mentioned that you like it rough? How rough is too rough? Pulling you around by the hair? Spanking with hands? Paddles? Rulers on your nipples? How about your cunt? Have you been spanked there and how hard?

What's your anal experience? I'm positive that if it comes to it, the boys are likely to want to ass-fuck you. Double penetration is probably on the table too, as I wrote in my scene.

Would you prefer to be tied up, so you can pretend you're being forced, even though everyone will know you want it! Does Denny get into that sort of thing and do you have any equipment already, like handcuffs?

Just wanted to make sure you are prepared for what's going to happen.

Anna:

I am shaved, not waxed but I have an appointment for this afternoon.

No, I would never want the boys to get my hair stuck between their teeth. Of course I like being licked!

Fingers are fine, even four of them. Their hands aren't very big.

I do like it rough, not so as I'm black and blue or bleeding but anything less than that as long as it amuses them or makes them happy, even laugh.

All the spanking questions are allowable: hands, paddles, rulers. Nipples or cunt. Again, it's whatever they want and it makes them happy. I am theirs.

Anal sex and double penetration, even triple are all also good.

Being tied up would be exciting, being dominated by a bunch of tweenagers. We have rope but no handcuffs. But at the cottage they've both learned knots from tying up the boat.

[After,] I really see myself just running up to my room and picking out my largest dildo and vibrator and driving myself into a frenzy.

This is happening Friday night as Denny will be going right after work So the boys are going to have Friday night, all day Saturday and Saturday night, then most of the day on Sunday, at which point I see myself collapsing. If I have any energy left by the time the boys all leave, I'll consider the weekend a failure

AUTHOR:

Maybe someone should tell Justin where your dildos and vibrators are kept, so they can keep you tied up and twitching for hours and hours.

I'm pretty sure the idea of jamming a massive dildo into you will capture the imagination of the boys. Nancy assures me that boys that age can get it up two or three times before needing to rest. You, on the other hand, may get very little rest!

*** Author's Note *** Author obtained the email address for 11 year old Justin (from sexy Aunt Nancy no less), and began communicating with him as well. All communications from are rendered AS IS with no editing or correction

AUTHOR [to Justin]:

You don't know me, but I'm the guy that has been trading emails with your mother, finding out what her fantasies are. It was my idea that she dress even more like a MILF, and it was my idea to suggest kissing practice with you and your brother and then your friends as well.

Your mom has a fantasy of being forced by a bunch of young boys to do sex things. Your mom has overheard you and your friends talking about how hot she is and what they want to do with her. That's part of what is feeding her fantasy.

These are my suggestions for you for tonight:

  1. Ask for another kissing session
  2. Begin kissing with a lot of boob squeezing
  3. Remove her top when it's clear she's enjoying it
  4. Play with breasts hard; as long as she's moaning it's not too hard
  5. Travis should suck her nipples while Justin continues to kiss her
  6. Boys swap and continue to suck/tweak/squeeze her nipples and breasts

Justin:

heck yeah send whatever suggestions you want! does my mom really have that fantasy?

AUTHOR:

Yes. Did you get some kissing practice today?

Justin:

yup for about an hour. is our mom really a slut? does our dad know?

AUTHOR:

As far as I know, you father is not aware at all. And she's a slut in training at best. What she has been doing since she asked you about your friends thinking she's a MILF is learning how far she's willing to go.

Did you get her top off?

Justin:

so she WANTS to be a slut? is that what we're helping with? cuz if it is, she will be a full slut before the week end is over.

she had on a tube top but we pulled it up over her boobs. we slapped em an stretched her nips way out. she just kept like moaning. we ran outta time to take her shorts off but they got that stretchy kinda waist band so it was easy to get our hands down an feel her pussy.

travis was embarassed kissing cuz he drools but she told him she loved it an he should keep doing it.

AUTHOR:

Yes, she wants to be a slut and yes, you and your friends are helping her be a slut. Have fun this weekend. As I said, I don't think there's anything she won't do now. And it will make her horny if you are the one telling your friends what to do.

Justin:

does she know whats gonna happen? cuz some of these guys really wanna fuck her over an over. they all wanna fuck her tits an cum all over em.

FRIDAY MORNING

AUTHOR [to Justin and cc: Anna]:

Your mom wants to be treated like a slut and you are the person she trusts to make sure that happens.

These are the things that you and your friends can do with her:

You can tie her down or have several boys hold her while other boys play with her.

Call her names: Mommy-slut, whore. Tell her what to do. Make her crawl on the floor.

Use your imagination and do anything you've see in any porno.

If it's not too weird, I'm sure that she would love for you, her son, to fuck her or at least spray her with cum.

She's your mother, but for this weekend, she's a slut that wants and needs to be fucked hard. Make sure that happens for her!

AUTHOR [to Anna]:

As you saw from the message I sent to Justin this morning, I'm doing my best to hype him up to treat you like a slut this weekend.

I recommend giving yourself an enema and taking a shower before the boys come over. Hopefully it's the last time this weekend that you won't be covered in and filled with cum.

I suggested to Justin last night that he makes you fuck your dildo while the boys watch; I thought you'd probably like that.

Anna:

I quivered reading the list you sent my sons. Just so you know, Travis will be here tonight as well. Justin wants him here.

I should never have mentioned the dildos or the vibrators to you. You're an evil, dirty man.

Recording tonight is something I thought of yesterday but no need for phones. There are a couple of cameras that I've connected to cover most of the room where I suspect things will take place. But if they're going to be pissing all over me, maybe my phone in the bathroom would be a good idea. I wouldn't want to miss that. I get the feeling that I'll be watching this for years to come, watching and cumming actually.

The boys aren't even home from school and I'm already soaked. My nipples have never been so hard or protruded this much.

*** Author's Note: *** At this point, all communications from Justin and Anna ceased until Sunday afternoon

SATURDAY MORNING

AUTHOR [to Justin cc Anna]:

Suggestions for Day 2

SUNDAY MORNING

AUTHOR [to Justin, cc Anna]

Tie your Mom up with her hands above her head. Find a thin flexible stick (yard stick or thin branches) or just use a paddle. Have one or more boys spank her ass, upper thighs, titties. Another boy should take her vibrator and play with her cunt, especially the top where her clit is. When it seems like she is about to come, everything stops for a few minutes. Then start again. Repeat until she is begging for it. Can combine with fucking her with as many fingers as fit in her cunt or ass (use lube in both cases).

Clothes pins on her nipples and on the lips of her vagina (called labia). Last one directly on her clit (probably want to put it on and take it off immediately then put it back on). After she is really sensitive, take turns licking her cunt (she'll love it, trust me) and make sure to keep licking after she cums (you'll know). Can switch to fucking her after a while too.

Tie her spread-eagle on the pool table (put a towel under her). Tickle her everywhere with something like a feather. Spank her inner thighs and pussy with hands or thin stick until her skin is red and sensitive, then take turns fucking her. Can also smack her titties until red and then titty-fuck her; make sure to come on her face.

*** Author's Note *** Communications re-established at 2:55pm Sunday

Justin:

its over. thanks 4 the help. mom wore every1 out. all weekend she kept screaming more, more and harder harder. she wouldnt stop. she even made every1 cum even when they couldnt get hard. i think shes a slut now. and spring break is coming up not this week but next week.