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Letter to th edior	By : Clayton Category: Kim Possible > FemmeSlash - Female/Female > Kim/Shego Views: 6956 -:- Recommendations : 0 -:- Currently Reading : 0
Disclaimer: I do not own Kim Possible, nor any of the characters from it. I do not make any money from the writing of this story.

Chapter List
- 1-Letter to th edior
- 1
I don’t own these characters or profit from them.

A letter to the editor
By, Clayton Overstreet

Dear Playtoon,

I’ve never written a letter like this before and I feel kind of embarrassed. But I keep reminding myself I’m nineteen now and able to act like a grown woman. Besides, how else can I get advice on something like this? I could ask my mom, but she’s a doctor and so straight forward that I can’t even face her about something like this without blushing. It’s easier just to write an anonymous letter and get an unbiased opinion.
Now that I’ve talked myself into it here I go. Like I said, I’m a young woman, age nineteen with red hair and… okay smallish breasts. But that works out okay for me since when I’m not in college I have a job that requires a lot of physical work and having huge boobs flopping around would seriously mess that up. There’s a lot of fighting involved in saving the world. Though I have to admit, sometimes I wish I had my mother’s body. She put herself through med school by stripping.
I’m no stranger to sex. I’ve had boyfriends before. I’ve slept with two of them. The first time was when I was in high school and it was… it was bad. We broke up and pretty much just ignored each other after that. The second time was with my best friend who I started dating my senior year of high school. Just before I went off to college we did it and it was better, but not great. Personally I was ready to forget about the whole thing. Especially since I was going to one of the best schools in the country and he barely graduated. But he had a scholarship to a special school in Japan so that worked out. We tried to have a long distance relationship, but after a while we just stopped writing.
Now here’s why I’m writing this. Last week I was guarding this new anti-surveillance device for the government. No big. But then this old enemy of mine named Shego breaks in. She and I have been fighting for a while and she’s there to steal it so Dr. Drakken can use it to steal things. I know this because when she sees me she tells me all about the plan. Gloating is kind of a bad guy thing you know?
So we start fighting and it’s the usual. She and I know most of our moves but I almost always win. It’s not easy though, since she can shoot plasma out of her hands and cut through steel with her fingernails. She’s probably the toughest human bag guy I’ve ever gone up against.
After a few moves I managed to pin her against the wall and realized I was in trouble. In the old days my best friend would have been there to back me up and call for help. But I was alone and Shego had already taken out the guards stationed outside the room and on the rest of the base. So I was in a predicament and she knew it. Smirking she said, “You know princess, eventually you’re going to have to let go of my hands.”
“Oh yeah?” I told her. “Well suppose I just knock you unconscious first?” And I pulled my head back to butt her in the face. I hesitated for a second though. Head butting works but it hurts you too, and if I didn’t do it just right then she would be free and I’d be in at least as much pain as her.
In the second I paused she moved her head forward and I’m ashamed to say I flinched back. I was expecting my nose to break. Then to my surprise she kissed me.
I have never kissed a girl before. I mean, I’ve thought about it. Who hasn’t? I even used to think about Shego once or twice. I mean she wears skintight green and clack leather or clingy dresses. Once she got turned good and I ended up letting her stay at my house in my room. But I never took it seriously.
And now I suddenly have Shego’s lips on mine with her tongue down my throat! I could taste her cherry chap stick. I was so surprised that I moved back and she took full advantage of it. She pushed me back onto the group and smirked down at me. I stared up and asked, “What are you doing?”
“Something I’ve been dying to do.” Without warning she took both my wrists in one hand and pushed them up over my head. “Don’t struggle or I might burn your hands right off.” She3 could do it too, so I suddenly froze.
With her other hand she reached up and grabbed the collar of my shirt and tore down. It flew open revealing my pink bra. Without pausing Shego grabbed my left breast and began roughly groping it. My body responded without me thinking about it and Shego knew it. My breasts aren’t big but I have huge and very pointy nipples. They stuck up through the pink silk in plain view and I couldn’t help moaning.
Shego leaned down and took my earlobe in her teeth, tugging on it and my eyes closed tight. I could feel her breath on my ear. She was breathing really hard and so was I. Then I felt her tongue on my neck and she was licking all over it from my shoulder up. Her long black hair hung down and tickled my face.
I couldn’t help myself. Leaning in I wrapped my lips on the corner of her chin, the only part not covered by her leather suit. Her whole body shivered and her hand loosened. “Oh Kimmie…”
I flipped her over onto her back and pinned her again. But I guess I was too far gone to think about anything else. I grabbed the green part of her uniform that folds over the front. I’ve dressed up in Shego’s outfit a couple of times before on missions so I know how they work. It popped right open revealing the zipper. I grabbed it and pulled down, the sound echoing loudly in the room. Shego didn’t struggle. She just lay there watching me as I pulled the zipper open. She was sucking on her lower lip, obviously trying not to startle me.
Under her clothes Shego was totally nude. And unlike me her breasts are huge. Her outfit is tight for a reason and I was willing to bet her being so loaded down was one of the reasons I won so many of our fights. I have better balance and no back problems.
I stared at those huge green orbs for what seemed like forever. Her nipples were sticking up like tiny bee-bees. They were smaller than mine, but they were dark green and sat in the center of green circles the size of CDs. By own nipples stick out about two inches from the breast and I could see them through my bra. When I get turned on they turn bright red and full of blood.
Nervously I reached out and stroked her breasts with my hands, my legs on either side of her hips. They were so soft and I was practically hypnotized, watching them move with my fingers. The only hard parts were her nipples and the tight wrinkled skin felt so different from the rest of them. Shego’s breath hissed in and out of her nose and I felt her flexing under me and her hips lifted up off the floor as her back arched.
I couldn’t help leaning down and sucking on one of them. It felt warm on my cheek and I licking the nipple. Her breasts smelled like warm milk to me, but that might just have been in my head. Either way I sucked on them as hard as I could, like I would eat her if I could. And to my surprise I felt a tiny drop of warm liquid squirt into my mouth.
“Oh!” Shego gasped. Reaching down she pt her hands on my jeans and I felt her undoing my pants with one hand and grabbing my butt with the other. They popped open and she tugged them down around my hips. Regretfully I moved back so she could pull them off and blushed as I saw her looking over my body. “Oh Kimmie you’re beautiful.”
“You really think so?” I asked.
“Oh yes.” She reached out and touched me between the legs, her fingers rubbing my crotch through my pink panties. “I can smell you. I want to lick your pussy Kimmie…”
“Shego are you sure we should-“ I started nervously, but she found my clit and I stopped talking.
Shego undid my bra and my breasts were exposed. She rubbed one again with her leather-covered hand. Her suit was still on her, just hanging open to expose her body too. We were both on our knees face to face and I couldn’t stop myself from leaning in to kiss her.
I have to tell you right now, kissing a girl feels fantastic. My stomach was in knots and we were both breathing hard through our noses. Our breasts rubbed together and it sent sharp shivers down my spine. I wanted to rub my nipples, but my hands were occupied. One was on Shego’s head, rubbing her hair. The other was helping her peel out of the rest of her suit. Her gloves came off and I felt her hands, rough and calloused, touching my back.
I broke the kiss and buried my face in her shoulder, smelling her hair and kissing her neck. Shego Bit down on my shoulder softly and sucked the skin while my fingers moved through her long black hair. “Oh Shego… this feels so good.”
“I want you Kimmie. I want you now!” She pulled back and pushed me roughly back onto the floor. I almost bumped my head, but neither of us cared too much. And suddenly she had her face between my legs and was sucking on my panties. They were already wet, obviously, and Shego was trying to suck them clean.
Breathing hard I cried, “Shego… I think I’m going to….” And I came.
That didn’t stop her. Shego grabbed my panties in one hand and pulled, ripping them away from my body. I screamed a little and blushed again as Shego star5ed at my pussy. I shave it so there’s a thin stripe of red hair leading straight into me. She touched it and watched as cum dripped out of it. Then she pushed her face into me again and her hair fell across my legs, hiding her from view.
I didn’t need to see and soon I was rubbing her hair again. I felt fingers and tongue working inside me, sliding in and out over and over again. My whole body felt like it was going to tear itself apart because every time she touched me I came again. I came from hearing her soft moans and whispered words about how pretty I was and how good I tasted. I came from the wet sounds of her lips and tongue kissing and sucking and licking everything down there. I came from the tip of her nose pushing into my crotch hair and breathing hot hair over my wet girl parts. I think I peed a little, but if I did she didn’t complain.
Then she was on my breasts, sucking them too and cum dripping off her face and onto my own skin. I could smell it. I could also smell hers on the air. It wasn’t much different from mine but somehow it made my mouth water. Shego chewed on my tits, tugging them between her teeth… (Sorry I have to pause in my writing. This is really turning me on again and I have to masturbate before I go insane!)
We kissed again and I could taste myself on her lips. I’d never even tried eating my own cum before, thinking it would be gross. And it didn’t exactly taste good. But I couldn’t stop kissing her and somehow knowing what it was just added to my excitement. I rubbed my wet nipples against her breasts and grabbed her ass in both hands, pulling her tight against my bodies so that our breasts were mashed together like a yin-yang symbol.
Shego ground her hips on my thigh and began sliding her pussy up my body, dripping cum in a line up me that caught the air and turned cold. She ground against me and I felt her clit and wrinkly wet lips on my skin. She was shaved and I felt the stubble rubbing my skin. Looking down I saw glistening dark emerald pussy lips and she moved them up to my face until she was on her knees above me. Legs spread she used one hand to open her butt cheeks and started fingering her ass.
“Kiss me Kimmie…” She said softly. I did. Gingerly I leaned up and planted a small peck on the middle of her pussy. Her fingers, moving in and out of her back hole, brushed my chin. “Oh Princess…”
Then I reached up and took her hips, pulling her down onto my face. I shoved into her with everything I had and my tongue lapped at her like a dog in a water dish. I swallowed cum dripping into my mouth.
Shego suddenly twisted around and began grinning on my face. My nose was buried in her ass where there was still some curly black hair. It tickled and her ass smelled strange, but the sigh of that smooth green flesh over me like a pair of hills was just so sexy.
“Kimmie! Yes-yes-yes! Eat me all up Princess! Bite my clit! Make me cum all over your pretty face!”
“Do it,” I said into her. “I want to see your pussy juice drip out into my mouth.” I took her clit between my lips and sucked, tugging at it hard. I could see the cum already squeezing out of her, her pussy twitching by itself in emerald green perfection. The smell was intoxicating and I licked at her again and again, for a very long time.
Later we just held one another on the floor. I turned and said, “Rub your nipples on my body Shego. I like the feel of them.” I kissed her and groped one breast, the other trapped between us. “You look so good naked like that.”
She grinned and began sliding them up and down my ribs, over my own tits. Then she took the big one and brought it right up to my face where she sucked it into her mouth, making sounds like it was the most delicious thing in the world. I leaned in and kissed it too, out tongues twining around her soft yielding flesh, teeth scraping over skin. She groped me again and I moved into it, rubbing my nipples on her hand. We both came again, just from sucking.
Suddenly an alarm went off and we realized one of the guards must have woken back up. We also realized that we were two archenemies naked on the floor of a top secret and recently broken into military complex.
“We are so going to jail,” I said.
Shego kissed me. “Nah, I’m going to jail. At least if we get dressed right now.”
Grateful and embarrassed and really hoping that certain little details might be written off by the soldiers, we did. I even activated the fire sprinkler system to wash everything off… or at least cover it up. When the soldiers arrived they arrested Shego. But since somehow in the “fight” the device had gotten activated and wiped out the security footage. Shego was sent to prison, but only on a breaking and entering charge and assault on me. We both said I was the reason she’d come, not to steal anything.
The thing is Shego’s prison has conjugal visits allowed. I pretend I’m there to question her about what Drakken’s after. And I do. It’s just a shame that she hasn’t had any desire to escape since she got put away this time so she doesn’t know anything and we have to find other ways to fill the time. I even bring a camera to catch the pertinent details of our interviews. I’ve got an appointment every week and I’m really worried that I haven’t been doing as… as well as we did our first time. Shego says I am, that just looking at me in tight jeans is enough to make her cream her panties. And I have to admit that even in that orange prison jumpsuit she’s turning me on. But she’s in a cell with Camille, a girl that can shapeshift, and I am afraid that if I can’t come up with something new she won’t want just me any more.
So if anyone reading this has any ideas, I’d appreciate them.

Dear Playtoon,

I don’t want you to think wrong of me. Back when I was earning my way through college I had my photo taken for your magazine. That centerfold got me through a whole semester. And it even got me married. The man who is now my husband saw me in it and fell instantly in love. And so did I! He was a genius and could do things to a woman that made me explode like a rocket! I gave him three children since then and we’ve been very happily married.
But lately I’ve been attracted to someone else. I know it’s wrong, but over the last three years my husband has been less and less attentive. The last time we had sex was back when you posted that Animology quiz. Don’t get me wrong, I love my husband and I would never leave him. It’s just this other person… wow.
Back when I was younger I was totally gay. Every man I’ve met has just grossed me out on a physical level. Maybe it’s because I was in a catholic school, with all girls and even back then I wasn’t totally innocent. One of the teachers, Sister Lisa, was new to the order and very young. Apparently she had been sent there by her parents and against her better judgment. She took it out on the students, giving them detention whenever possible. And in catholic school detention means you get bent over a desk and spanked. Everyone was always complaining about it because despite her young age and good looks she was the strictest nun at the school. She was black, thin, with large breasts that even her nun robes couldn’t hide. Meanwhile I’m red haired and had breasts even bigger than hers that constantly strained against my white uniform shirt. My legs were so long that on me my skirt looked extra short. Lisa was a good foot shorter than me.
One day I came in late and I had been in such a hurry I had left off my panties and bra. I figured nobody would notice and nobody did, until my last class with Sister Lisa. I came in and sat down. There was another girl named Janet I used to sit next to. Every day in class she and I always rubbed our legs together. It was one of the few things that got by Sister Lisa, even though we were in the front row.
Suddenly Lisa stood up and said, “Anne! Come up here to the front of the room.” I had been so focused on the smooth thigh touching mine I had kind of spaced out. Standing up quickly I walked up to her desk. “You’re breaking the dress code! You’re not wearing any under things are you?”
I could not believe she would embarrass me like that. I heard several girls, including Janet, giggle and I could practically feel their eyes on me, looking for the telltale signs that I didn’t have any underwear. “No ma’am. I woke up late and…”
“So it’s entirely your fault you are breaking the dress code. You will see me after class.” I nodded and sat down, my face flushed red. It didn’t help that for the rest of the period everyone in the room kept looking at me and whenever they were called to the front of the room to work on the board they would walk past my desk and lightly brush against me. It was turning me on and I was afraid that Sister Lisa would point that out too.
When the rest of the class left Sister Lisa came over to my desk and said, “You have two options. Either I can give you a spanking now, or we can call your parents and mark this down on your permanent record.”
No contest there. I’d been in detention before and with my parents, the kind of people who send their kids to catholic school, I’d rather just get it over with. So I bent down over my desk, butt up, and waited for the familiar sting of her ruler.
The slap came, but to my surprise it was with a bare hand. I looked over my shoulder and saw her pulling back for another swing. “Hey, what happened to the yardstick?” I could see it leaning by her desk.
“Not today,” she said sternly and her hand hit my ass again. I noticed something else. Usually when she spanked it was one hit after another; this time she kept pausing, hand on my butt. “Now, do you know why I am doing this?”
Because you’re a sadistic bitch, wasn’t the right answer. “Because it’s against school rules.”
“Right. This is a place of learning. We can’t let you run around hanging out of your skirt. You might get unholy ideas.” Slap! “And then you would do bad things that go against the church’s teachings.” SLAP!
To tell the truth this new way of being spanked didn’t feel much like punishment. There was only a small sting from her hand and the way it laid against me when she delivered one made the pain fade quickly. “Like what?”
“Like touching yourself,” SLAP!
Feeling bolder I said, “But sister, we have you to do that for us…” She stopped. “I mean I hear a lot of the girls like being spanked. Especially by you.” I wiggled my ass. I figured I might freak her out enough that she might never give me detention again. “Do you like-?” I was cut off as her hand suddenly slid down my butt to my pussy and she started fingering me. I looked at her and saw one hand moving over the front of her outfit, rubbing the black cloth against her crotch. When she saw me looking she smiled and lifted up her robes. “Whoa…” She was completely nude underneath. Except that she had several piercings in very unlikely places.
She and I had sex every day after school. I had the highest grades of anyone to ever get that much detention. Sometimes even some of the other girl, like Janet, would join us. Sister Lisa actually got a reward from the school for her vigilance against the breaking of school rules. Sometime later I head she left the church and got married to a man named Walter Load. They even have a kid who knows my children. I never did try to renew our relationship though. She has put on a lot of weight since then.
God I’m so hot right now. I still can’t believe what I did. You see my daughter; she’s on the school cheerleading team at her college. She’s always done that sort of thing since junior high. She came home for a visit last week and even brought her dirty laundry with her. Just like a teenager, huh? I remember when I was nineteen and did the same thing.
My husband has been in space for the last four months and has two to go before he reenters orbit, let alone gets debriefed and allowed to return home. My two sons had skipped most colleges and were actually in a government think tank in New Mexico. So I was home alone when Kim showed up.
She was in her cheerleader uniform when we met at the door and shared a big hug. It colored after an American flag and was so tight it looked painted on. I was wearing a blue dress because I had just been out shopping with some friends of mine. “I’m so glad to see you!”
“You too mom.” She smiled nervously. “Sorry but the water on campus got shut off when DN Amy blew up a wall and tried to kidnap the head of the science department. I stopped them but it’s going to be weeks before I can even move back into the dorms.”
“No problem Kimmie-cub. You can stay here as long as you want.” She smiled and thanked me. “Look, you go upstairs and take a shower while I get the laundry ready. Let me know when you’re out and I’ll start it.”
“I can do it mom. Besides my uniform has to be washed on cold to keep it from shrinking…”
“I know how to wash a cheerleader uniform Kim,” I told her. “Just leave it outside the bathroom and I’ll get to it later. You’ve been working hard at college and you deserve some rest.”
“Thanks mom!” She said happily. She turned and headed up the stairs. To my surprise I found myself staring at her butt.
Turning away I shook my head. “She is getting very pretty. Obviously from my side of the family.” I took the bag of dirty clothes and Kim’s backpack with all her stuff. The pack I left in the kitchen and I took the rest to the laundry room and began loading up the machine.
I stopped half way when I recognized a familiar smell. Girl cum. It was all over several pieces of Kim’s clothes, on the inside and outside. Some of those same pieces had small tears, a few sewn or patched up. Looking closer I discovered some strands of long black hair and lipstick prints. “Oh my god…” I couldn’t help smiling. Kim had a girlfriend! My little girl… of course it was college and I knew her friend Ron was long gone to other things. Frankly I was surprised when he graduated from high school. I think they just let him because he helped save the world and had mystic monkey powers that could have let him vaporize the whole school. That is unfair, true, but and excellent lesson in how real life works if you ask me. And even as I say that in a paragraph that contains the words “mystic monkey powers” I realize just how weird my life sometimes is.
Grinning I put the rest of her clothes in the washer. I could hear Kim up in the shower. Feeling playful I added the detergent and turned it on. A second later I heard a high-pitched scream from upstairs. “MOM!”
I laughed and said, “Sorry honey!” Kim came down a few minutes later in a terrycloth robe with a towel on her head. She glared at me. “Something wrong?”
“I was in the shower when suddenly it shot ice water out at me!” She wasn’t kidding. She was covered in goosebumps and I could see her nipples even through the robe. They might not be as big as mine, but Kim’s breasts could definitely make their presence known when they wanted to.
I grinned at her. “I couldn’t resist honey.” I sat down at the kitchen table and she sighed and sat across from me. “So how have you been lately?”
“Oh, about the same,” she said.
“Seeing anyone?”
Kim blushed and looked away. “Yes.”
I reached over and took her hand. “Want to talk to me about it?”
She nodded. “It’s kind of weird though. I’ve been seeing… them, for a few months.” She blushed. I even sent a letter in to a magazine asking for… um… advice.”
“You couldn’t ask me?” I said, a little hurt.
She said, “It’s just a little embarrassing. And I didn’t know how you’d take it.”
“Hon, I know you’re dating a girl,” I said. She blinked at me and then glanced at the washer. My girl isn’t stupid. “I don’t mind.”
“Do you mind that it’s Shego?” She said.
I blinked, surprised. “Oh my god.” Shego is a girl that… let’s just say she and my daughter know one another, but they never get along. “Isn’t she in prison?”
Kim snorted. “This week, sure.” She blushed. “I uh… visit her.”
“How…?”
She told me that she had been on a job when Shego had shown up. They’d fought and somehow it had turned into them ripping one another’s clothes off. I’ve done it in some pretty strange places, but I have to admit this was the first time I’d ever heard of anyone doing it in a top-secret government lab surrounded by unconscious guards.
“Mom? Are you alright?”
“Huh?”
“You were fidgeting. Are you bored?”
I realized I’d been rubbing my legs together. “No honey, not at all. In fact I’m a little jealous.”
“You are?”
“Oh yes. When I was your age I had a lot of girlfriends.” I sighed wistfully. “If I hadn’t met your father I never would have been with any man. And sometimes I miss it so much.”
“Really?”
“Oh yes. There’s just something about being with a pretty girl. The feel of her body and lips against you, the sounds they make… I never forget the smell.” My eyes closed, unthinking. “Those great feelings you get when you know that you’re making the girl you’re with feel so good. When their body starts to flutter like a little trapped bird and their mouth parts to moan or scream or call your name… or maybe tell you to do something so forbidden that just hearing it makes you…” I opened my eyes. Kim was staring at me. “Sorry.”
“Don’t be,” Kim said. “It’s just like that. I don’t know if I… if I love her. But the sex is just fantastic. Sometimes I just feel so good just holding her and not doing anything.”
“Oh yes,” I said. “You should try slow dancing.”
“Dancing?”
“Yeah.” I smiled and leaned back in my chair.
Kim smiled. “I never thought of that. Though to tell the truth, that’s how Ron got me. It was just so romantic at the Junior Prom that I had to kiss him.”
“Honey about Ron…”
“I’m fine mom. We ended a while ago. I think he’s seeing Yori now or something,” she said quickly. “He has that whole destiny thing going on.”
“Right.”
She leaned forward. “How do you dance with a girl though?”
I smiled. “It is a little different than with a guy. Here, stand up.” We moved to the middle of the kitchen. “Now normally when you’re dancing you take one of their hands in yours.” I took her right in my left. “And one of you puts a hand on the hip…” I did. “And the other puts theirs on the shoulder.” She did. I started moving from side to side. “You can do it that way. I recommend just being the first to move. If you know what you’re doing then the other girl will just let you lead usually. Otherwise you can let them or talk about it.” I smiled at her and she smiled back. “But unlike a guy you might want to stay back a little, so your breasts don’t bump.”
Kim looked down. “I don’t mind that mom.”
“Oh, well then you can always dance closer…” I stepped into it.
Suddenly I felt my breasts and hers touching through the thick cloth of her robe and my dress. Her nipples were still hard and so were mine. Kim felt it to and looked up at me. I stared back, looking into her eyes. “Mom?”
“Sorry…” I started to pull back. Then I smelled the same kind of scent I had on her clothes. “Oh hell…” I leaned in and kissed my daughter. Kim was surprised, but not half as much as I was when she didn’t pull back. I started to and suddenly I felt her hands on my butt. “Kim, I’m sorry I…” She kissed me again, harder.
I don’t know what Shego had been teaching her, but my daughter kissed like a pro. Her tongue glided over mine like an Olympic ice skater and memories from my own past came running back. Skills I hadn’t used in over two decades. My lips moved with purpose and I nibbled her bottom lip. Kim returned the favor with my top one and kissed me again on the tip of my nose.
“Maybe we shouldn’t do this,” she said and kissed my jaw.
I slid a hand into her robe and over her breast. “Right, we really should stop.”
“But it would be so good,” she said with a grunt as I tickled the underside of her breast.
“I know honey,” I moaned. Her hands were on my hips pulling up my dress. “It would be so good!” I gasped as her fingers slid into my wet. “But it would also be wrong….” I undid her robe’s belt and it fell to the floor. I stared at her body and her chest as it rose and fell.
“Very wrong,” she said and kissed me again, pushing up against me and rubbing her body against me. I started to touch her again when she dropped down to her knees. Her breasts pushed into my unshaved cunt and I felt her nipples rubbing into my pussy. She kissed my stomach just above the patch of red hair and licked inside my bellybutton. “But so good.”
“So good,” I repeated, hands on her shoulder. Her nipples were covered in my cum. I reached down and put my hands on her shoulders, pushing her down. “We’ll feel very guilty about this.”
“Guilty, right…” Kim said, reaching up to spread open my pussy. She took a deep breath through her nose and I felt myself open even wider. My clit stuck out. She leaned in and kissed the tip. “So wrong…”
“Very wrong,” I whispered. She took my clit in her lips and bit onto it. “Ah!”
“Sh, mom,” She whispered and kissed it softly. “If you make noises like that I’ll cum all over the floor.” She bit it again. I shouted again, watching as Kim’s butt shook in the air. I was so busy watching that I almost missed it when her finger began to rub my ass. I backed up a bit, bumping into the table.
“Kim, wait…”
She looked up, her eyes shining. “Yes Mommy?”
“Oh baby,” I moaned. I could see cum all around her lips. She slowly licked them clean, waiting for me to talk. “Baby I… I’ve never actually had it up the ass before.”
“You haven’t?” Kim asked. “Shego did that to me our second time out. Said she wanted to take my virginity one way or another…”
“Well I’ve never done it so if you could avoid-“
“Turn around mom.”
“What?”
“Turn around and bend over the table.”
I bit my lip, startled at my daughter ordering me around. But I did as she asked, my dress still bunched up around my hips. Kim came up behind me and lay across my back. Reaching around me she pulled up my shirt and began fondling my breasts. Whispering in my ear she said, “Do you really like girls mom?”
Arching my back into her breasts I moaned. “Yeah baby. I love them.”
“What was it like the first time you had sex?”
I moaned. My daughter was being so dirty. I felt cum dripping down my legs. “It was amazing. They say it hurts but I didn’t mind at all.”
“Then you shouldn’t mind this…” She slid down my back, hands pressing into my ass and I flashed back to Sister Lisa. But she never spread my ass cheeks all the way out and shoved her face between them, slipping a long wet tongue up my puckered asshole. That was all Kim. My daughter licked it, totally unafraid of finding any shit back there. Not that she should have been. I am a doctor and know all about hygiene after all. And of course what Kim was doing was probably not covered in school. “Mmm, mom. Your ass tastes so good…”
“Oh Kim!” I moaned. It wasn’t that much of a sexual feeling really, even as Kim nibbled her teeth around the rim of the hole. It was more the idea that my daughter, my beautiful sexy daughter, was sucking at my ass. I started to cum right there. “Do I taste really good honey? Do I taste better than Shego?”
“You taste good mom,” she said again kissing my ass and rubbing her cheek against it. “Maybe it’s cause you’re a virgin. It’s such a tight little hole. It keeps squeezing my tongue.”
“I know sweetheart. I can feel you inside meeeeee!” Kim had rubbed my pussy and gotten her fingers all wet. Not those fingers were inside my ass. It hurt. “Kim! Ow! You’re stretching me out!”
“Good mommy,” she said in a little girl voice. “I want to see inside you.”
“What if I… what if I shit?”
“I don’t think you will,” she said. “But I peed all over Shego the first time and then we spent a while licking her clean.”
“What?” I said, slightly disgusted.
“Well it’s not that bad,” she said. “It’s all warm and wet and doesn’t smell any worse than pussy juice…” She used her other hand to rub my pussy again. She reached inside and pushed a finger at the pee hole. “Sometimes when you cum you just have to pee mom.”
“I know but that’s so…” And she pushed her fingers in and out. I automatically tried to squeeze my ass and felt it being pulled out with them.
“Oh mom! It’s so hot watching my fingers inside you. Does it still hurt?” She was fucking both my holes with her hands, occasionally licking the cum and… yes, piss off my thigh.
“Kim! Kim I’m going to… I’m going to cum so hard…” And I did, my pussy and ass wrapping around her fingers so that she actually had to stop moving. I came harder than I think I have in years and looked over my shoulder to see my daughter staring raptly at the juices dripping down her arm. On the floor between us was a growing puddle and I could see my full pussy and ass reflected along with Kim’s. Hers was wide open and dripping wet. My ass had a little bit of blood on it.
I couldn’t resist. Twisting around I let Kim’s hands go so suddenly that she fell back and I leapt at her, flipping her over. “My turn!”
Kim reached back; legs spread into splits, and spread her buttocks wide. I saw her butt hole and stared in shock. It was already open, leading to a deep darkness. I leaned in close and looked inside. She smiled, watching me. I slowly reached out with a finger and touched the edge. She gasped and wiggled a bit. “Do it mommy. You know you want to touch inside your baby girl’s ass.”
And I did. I pushed in one finger and then a second and finally a third. On that one it didn’t fit as well and the edges of her ass were pushed in too. “Oh baby, your ass is open wide.”
“I know mommy. Shego tears it up all the time. She makes me cum and say very bad things.” She let go and her cheeks closed around my hand. I reached out with my other hand and fingered her pussy. It was so wet. “I don’t even need to get my ass wet any more.” She moaned. “Oh mommy your fingernails are touching me inside!”
I think I came right there again, but I ignored it. Leaning down pulled my fingers out and got my first real taste of my daughter’s cunt. I pressed into her pussy with the full length and licked across it before sticking my cum soaked tongue up her ass. “Baby you taste so good.”
“Lick me mommy!” She moaned. I saw her bend almost backwards so she could rub her breasts in her hands. “Eat me all out!”
I was only too happy to do it. I didn’t even care which hole I licked. My ass throbbed and burned. It hurt, but at the same time I wanted more. Kim came three times before I was done. I sat back and spread my legs. “Come here and make momma cum again baby. Make your mother feel good.”
“First things first,” she said dreamily. She crawled over and suddenly nuzzled her face into my breasts. Then she took a nipple and began suckling. Literally. I’ve had three kids and I’d gotten off who knew how many times. Milk was flowing from them like tiny waterfalls. Kim swallowed it all.
“Oh baby… maybe you should stick to guys if you like to swallow that much…”
“I like milk,” she mumbled into them. “Shego can do this too, but I have to really work her tits to get any… Mmm…”
“That happens sometimes. Can… can you give milk?” I asked. She shook her head and bit me again. “AH! Ah! Oh baby… one day you will. Maybe when you get older and want babies…. I’d live to see milk squirting out of those giant nipples of yours. I could kiss your swollen belly and- ah!”
“Why wait,” she said. She crawled into my lap and pulled my mouth down to her tit. It was big and I sucked it and most of her breast into my mouth. It felt like giving head to James, my husband. Kim caressed my face gently and moved herself up and down. “Suck on baby’s tit mom.” She slid her leg under me and suddenly her pussy was pressed into mine. “Suck it hard!” I did, using my teeth the same way she had. “Ah mom! Yes! Bite me! Chew it up!”
I don’t know what it is, but over everything else Kim really seemed to have a thing about breasts. She could rub, suck, lick, kiss, chew, touch, caress, and mouth them. She used her nipples better than her father could do with his dick. She shoved it up my pussy, ass, and mouth, into my ears and on both sides of my face. Even after we were done, damn near passed out on the floor, she reached down and grabbed my hands and made me hold hers while she bent and put mine in her mouth. She fell asleep that way and eventually I did too.

Dear Playtoon,

I’m currently an inmate at the supervillain prison. You’ve probably seen me on television. I’m already in jail so it’s not like I have anything to hide.
I’ve been reading your magazine from when I was eight and stole it from my brother’s room. Me-go never could get a date so he’d set up a magazine like a tent, shrink down, and go inside. For him it was like every picture was life sized. And if he found out one was missing he would throw such a fit!
Don’t worry. I never slept with any of my brothers. I hate them like you wouldn’t believe. This letter is about the single greatest sexual experience of my life. And as a supervillain you’d be amazed at some of the things I’ve done.
Recently I started dating Kim Possible, my old enemy. (She is going to kill me if you print this… so I’m including pictures. She takes a lot, both video and digital snapshots.) I don’t’ know what it is. We’ve had a hate-hate relationship since we met, but on a job a little while ago I just… I couldn’t control myself. Have you ever seen that girl’s clothes? They’re so tight it’s a miracle blood can pump through her legs! O course, so are my usual clothes. Kim likes to lick the lines they leave in my body when I take them off.
That’s right, I’m fucking Kim Possible. And damn if she doesn’t live up to that “I can do anything” reputation. I’ve done things with her I never even considered with anyone else. And it’s so sweet because she’s scared silly that I will get tired of her. I kind of lied and told her that I’d been with other women> The truth is, until I suddenly grabbed her and tore her clothes off, I’d only been with men and even then it was just for sex.
God there’s something about that girl… the way she looks up into my eyes whenever she does anything. The way she’ll do damn near anything I think of because she thinks I’ve already done it. I really think I’m falling in love with her. She’s deathly afraid my cellmate is going to steal me away, but there’s no chance of that. In her normal form Camille has smaller boobs than Kimmie and her eyes always give her away. I wouldn’t fuck that bitch with DN Amy’s monkey lice infested dick! But Kim’s jealousy and naivety are just so much fun to play with.
Now here’s the real shocker. Kim’s been visiting me every week for months now and every time fucking my brains out. Waiting all that time turns us both into animals. Not that we haven’t masturbated. I know Kim watches those movies we make. But it turns out that she’s not the only one.
Kim showed up yesterday to see me. Not unusual. I was taken out in handcuffs to one of the conjugal visit trailers where I was going to be “interviewed”. The cuffs were removed and I sat on the bed, staring out the window, which is covered in gauzy curtains. I saw Kim coming and my heart leapt. Then I noticed the larger black shape behind her. “What the hell?”
The door opened and both of them came in. Kim was looking sad and behind her was a nun. She could have been anywhere between twenty and forty. A very good looking nun. “What’s going on?”
“Shego… we need to talk.”
I felt my stomach sink. “Oh…”
“I… I slept with someone else.” I felt like curling up and dying. But I tried to stay strong. Even still tears came to the corners of my eyes.
“You… you’re leaving me,” I choked out angrily. I made a fist and it started glowing.
“No!” She said quickly. “That’s why I’m telling you.”
I relaxed a little. “So you’re saying you made a mistake?”
“Not exactly…” She paused. “I was wondering if you wanted to share. If you don’t I’ll break it off with her. But she saw those videos I made of you and saw how I looked at you and wanted to at least meet you.”
I glanced between her and the nun. For a second I thought she’d brought the habit jockey along to confess in front of. “You slept with a none…”
“Mother,” Kim said.
“Mother what?” I asked.
“No, I slept with my mother…” I stared at her. “She’s just dressed as a nun to get her in here. We could have gone with her as a doctor but they wouldn’t have let her be in private then.”
“Plus I have a kinky thing about nuns,” the older woman said. I looked at her. There was almost no resemblance between her and Kim. She was taller, her hair was bright orange, and her eyes were blue. I could see huge breasts under the fluttering robes. “And I really wanted to meet the girl my little baby is so crazy about.”
“Huh?”
Kim reached over and took my hand. “Shego…”
“Wait, hold it! Hold it!” I pointed at Kim. “You fucked your mother and then snuck her in here as a nun to see if I wanted to have a go with her too?” Kim nodded. I pointed to the “nun”. “And you’re okay with this? That your daughter is routinely fucking a supervillain, you, and that you’re now hitting on your daughter’s girlfriend?” She nodded. I stared at both of them. Then I turned to Kim. “God I love you.” I threw my arms around her and kissed her. I wrapped my legs around her waist and her hands went under my ass automatically to support me. “I love you! I love you! I love you!”
“I love you too,” she said, kissing my chin. I frenched her again and rubbed hard against her, trying to feel her through my loose orange jumpsuit. Kim started to fall forward, seriously overbalanced by my weight.
Another pair of hands caught my butt and I looked over my shoulder. “So that’s a yes?”
I hopped off Kim. “I don’t know. How do I know this isn’t a joke?”
“Watch this…” Kim said. She reached over and grabbed the robes. There was a sound of tearing Velcro.
The women… Kim’s Mother! She stood there completely exposed. She wore a push up bra, garters on her legs, and red high heels. A cross hung down between her breasts. The only other piece of clothing was the nun’s habit. Her breasts were almost as big as mine and looked bigger because of the way the bra pushed them up and left the nipples exposed. Oh yeah, she looked way different than Kim. Except Kim had her mother’s nipples. Mrs. Possible’s… Anne, I learned later… just looked smaller on those big orbs.
“Shego… Shego?” Kim said and elbowed me. I looked at her and for a brief second started to apologize. But then I saw her smirk.
“You… fucked… that?”
“You still don’t believe me?” She shrugged. “Okay.” I watched her walk over to the tall woman. “Mom, let’s give her a little more proof.”
“Yes baby,” she purred.
I shit you not! The woman tossed her leg over Kim’s hip, took my girlfriend’s face in her hands, and kissed her. That would have been hot if it were just any woman. But even if Kim were joking, I had the idea in my head that this was her mother. They didn’t just do a peck on the lips either. Their tongues twisted around one another outside their mouths and they both moaned, lips smacking together. I noticed that Kim’s mother was wearing red lipstick while Kim wore her usual pink. My own lips are black and I usually stick with cherry Chap Stick. And currently they were wrapped around my thumb as I felt my legs turn to jelly.
“We also brought presents,” Kim said when they finally separated.
I swallowed hard. “There’s more?”
Kim grinned and reached up to her mother’s breasts. “They don’t allow machines past the door usually, so we had to find a way to sneak this in.” She lifted up the large cross and I saw something purple. She pulled it out. It was a small dildo. With a switch. “And…” She slipped it into her pocket.
Anne turned around and bent over. She was wearing crotchless panties. I saw two colored circles, one red and one blue. “What the…” Kim reached over with two fingers and began pulling one of them out of her mother’s ass. I realized that this was a regular dildo.
Anne moaned and wiggled. “Oh Kim… do it slow…” Kim stopped with the thing half way out, then did the other one the same way. Turning to me she said, “Well?”
Nervously, expecting some kind of trap, I walked over. Anne looked over her shoulder at up and moved her hips expectantly. I looked up and said, “Thank you.” Then I grabbed the one in her pussy and began pumping it in and out of her.
Kim came up behind me, reached around to grab the other dildo, and used her free hand to fondle me through my jumpsuit. “So you like my mom?”
Anne moaned and her tongue stuck between her bright red lips. She was rubbing her chest against the wall of the trailer and moving her hips back and forth as we fucked her. I wiggled against Kim. “Oh yes…”
“You hear that mom? Shego likes it!”
Anne nodded. “So do I pumpkin. Ah! Shego, fuck me harder.”
“God your mom’s…” I said.
Kim giggled and kissed the back of my neck. I bent forward and she licked along my spine. I felt her unbuttoning my prison uniform. The buttons popped loudly enough to be heard over Anne, who was watching the whole thing. When Kim pulled I open she said through gritted teeth, “Damn, Kim was right. You’re gorgeous.”
“You think I’m gorgeous?” I said.
Kim hugged me and twisted the dildo in her mother’s ass. Anne grunted and I felt cum on my hand. The smell filled the whole room. Kim kissed me on the shoulder and my whole body tingled. “You are so hot…” She reached out and took my hand away from her mother. I let her lift it up and she brought it to her lips, licking my fingers clean while staring into my eyes.
“Uh…” I said and stopped breathing. “I want you so bad…”
Kim smiled and I realized she had brought the purple vibrator out from her pocket and turned it on where I could see it. There was a loud buzzing and it twisted like a snake. Still keeping my eyes on hers she brought it down and pushed it into my clothes. The warm rubber wiggled down me as she pushed it up and into my pussy. It was moving so it took her a moment to get it in, but the vibrations had me cumming right there.
Two hands came around and pulled off my clothes and I felt big breasts push into my back. “Come on Kim.” Anne licked my ear. “Fuck her. I want to see my baby girl fuck her girlfriend.”
“Yes mommy,” Kim said. Kim kissed me and I felt the vibrator push up into me.
“AH!”
Kim pushed the vibrator in and out of me as Anne lowered me onto the bed. Damn she’s tall. As I lay there, eyes rolling in my head, I watched her strip off Kim’s clothes. “Cum for my baby Shego. If you do then maybe next time I’ll wear Kim’s cheerleader uniform.”
I came at the thought and Kim grinned. She didn’t stop fucking me for a moment and I just had to ride it out. Mrs. Possible grabbed her daughter damn near everywhere and began rubbing her pussy with one hand, making Kim moan. Then she reached down and grabbed the vibrator, roughly pulling it out of me. She brought it to her mouth, flipping off the switch, and swallowed it. I could see it go all the way down her throat.
“Wow…” I said.
Kim leaned down and kissed me on the cheek, lapping at my mouth. I kissed her back, but I couldn’t take my eyes off her mother. Kim whispered, “Okay, now I’m going to be over here, while you have fun.”
“What?” She moved away and sat back on the far side of the bed. When I looked back at Anne she was leaning back on her arms, legs wide. The dildos were still sticking out of her.
“Please, touch me,” Anne moaned.
I bit my lip and reached out, slowly taking the dildos out. Her pussy and ass stayed open for a moment and then slowly began to close. That’s when Kim’s hand came up behind me and shoved my head face first into her mother’s pussy.
I didn’t argue. Instead I just started licking. Out of the corner of my eyes I saw Kim lay back again and began masturbating. Her fingers moved in and out of her pussy and she massaged her breasts. “That’s right Shego. Mom likes it when you lick her insides.”
“Yummy,” I said. I reached up and grabbed Anne’s breasts, my fingers sinking into them. “Kim your mom tastes…”
“I know,” she said. “So just shut up and eat her.”
“Yes miss,” I said politely but incredibly sarcastically. I nibbled and kissed around the edge, sucked on her clit and…
Anne said, “Foreplay later! Fuck now!”
Kim rolled over and straddled her mother’s face. “Like this Shego… oh!” I looked up and saw her stick her tongue up her daughter’s pussy and burying her face there.
‘Well, when in Anne’s pussy…” I pushed in hard and began sucking and licking at her. Kim leaned down and put her hands on mine over her mother’s breasts.
I don’t know how long that went on but eventually I found myself on my back, a lock of my hair between my teeth while I rubbed my breasts. Kim and hr mother were fucking my pussy and ass with the dildos. I don’t know where the vibrator was but I could hear it. I didn’t really care either. I had a girl I loved, really loved, and her mother doing things to damn near every orifice in my body. I ached, in a good way. And since the authorities thought I was being questioned we didn’t have any time limit.
But in the end Mrs. Possible moved aside and Kim and I spent some quality time just holding one another. Then I did something I had never ever thought I would. I took Kim in my arms, stared deep into her eyes, and…

“What are you writing?” Kim asked.
Ron hid the papers. “Just something for a magazine.”

Author’s note

Damn I love screwing with you people.
- 1
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