#sideshow bob x reader

[koippier]

[misslittlekitten]

Sideshow Bob x Reader Part 2

It's been a couple of months since you seen your family in person anyway, you've gotten into the habit of checking the security cameras to make sure your family is ok you check it in the morning and the evening before you go to bed, you get up, check the cameras while Bob showers, Bob drags you in the shower with him, make out with you and wash your body, he goes and makes breakfast while you dry off and get dressed and finish the security camera check before going down to the kitchen to see Bob making coffee and breakfast, you sit by the island he places coffee in front of you exactly as you like it. You started a hobby you've been here for so long, it's been longer then last time. Last time you were only kept for a month or two it's been six months, you're wondering if anyone's even looking for you, you've seen on the security cameras your dad getting black out drunk, your mom crying in the middle of the night, Lisa playing sad jazz, Bart was watching cartoons not laughing or getting a prank idea and Maggie looking around for you knowing you're missing, She's really smart for a baby, you started crocheting to pass the time after month three, you crochet by the window while Bob reads and checks on you, he makes lunch and finds you to make sure you eat because you've sometimes not had an appetite and stayed in the bed so he makes sure you eat and drink, he comes to carry you downstairs he feeds you and kisses your neck, worried about you "You feeling ok baby?~" he asks, you haven't spoken in a few days and he hates when you're so quiet, you nod he doesn't accept that as an answer "Use your words baby" as he feeds you something you turn away and run to the bathroom.

He follows worried about you he sees you slumped over the toilet, your throwing up he pulls your hair back "Baby are you ok? Was it something you ate? Did it not agree with you?" He suddenly goes silent like something clicks "Baby did you miss your period?" He says holding your shoulders you nod. He helps you up and cleans you up, he sits you on the couch "Baby I'm going to go to the store stay put" he says the last part like a command, he grabs his keys and puts his shoes on. He kisses your forehead and heads to the store, leaving you alone with your thoughts and a stomach that doesn't even want to think of food, about an hour later Bob gets back because the nearest store is so far away from the cabin, he comes in with a bag in each arm he puts them on the coffee table, he looks you over "How are you feeling baby? Still feeling sick? I didn't know what to get" he says looking to see if your pale "I got some pregnancy tests and some vitamins, I didn't know what kind so I got every kind" you look up at him as he rambles "I'm fine but my stomach doesn't want to hear the word food right now" you say trying not to move so you don't upset your stomach further. Bob grabs the tons of pregnancy tests that he bought he got every brand he could see "Can you move baby or do you need help because I can carry you" he says ready to carry you if needed. You shake your head and get up, he grabs all the pregnancy tests and follows you he puts the tests on the counter "I got every kind I wanted to be prepared and there's plenty more for next time if this time doesn't work" you can tell he's never done this before, you tell him to wait outside while you pee on a stick or two. He waits outside the bathroom minutes feel like hours, he's pacing after about ten minutes you come out the bathroom, the two tests are on the counter both negative he looks at you expectingly, you shake your head he pulls you close to him, you hold on to him he kisses your forehead "It's ok baby now we're prepared for next time~" he says stroking your hair "This time was scary enough" you say feeling how your stomach was twisting and your tits are tender, "It's ok baby I'll help you through it if you did get pregnant~" he says almost salivating at the idea of your tits getting tender and bigger, he loves the idea of taking care of you especially if your carrying his child.

He leads you to the living room, he sits you down and goes to the kitchen to make you something easy on your stomach and gets you a drink, he feeds you like always and kisses your neck up to your head. It gets more heated he moves your plate to the coffee table and lays you down on the couch and kisses you all over his hands exploring your body, his hands go over your tits you can't help but moan your tits are still so sensitive he liked that. He smirks and lifts your shirt your nipples are hard, it looks perfect to him he starts sucking them giving them equal attention making you moan and squirm underneath him. You moan trying not to let it get to you but it's so difficult because your so sensitive, you get so wet from him playing with your sensitive tits, your moaning like a bitch in heat, his hands slip into your panties he feels how wet you are "You're so wet baby and so sensitive~" he pulls your panties down looking at how wet your pussy is "Did your sensitive tits make you this wet baby~" he says teasingly, moving his fingers on your clit making your legs clench because he's in between your legs so you can't close your legs. He kisses you lovingly feeling every inch of you, he kisses to your neck to whisper in your ear "You're mine baby~" he says pushing his fingers inside you, you moan your hands tighten on his arms, he loves that and starts pushing his fingers in and out making you moan hard feeling like your about to cum he pulls out, you look annoyed that he did that he smirks down at you knowing he's got you hooked right now, he undoes his pants and pulls out his cock "Be patient baby~ I'll give you exactly what you want say you're all mine baby~" he says teasing you "I'm all yours" you say feeling him tease you, he pushes his cock inside you, you hold on to him tight, he starts fucking you so good you moan feeling him deep inside you "Oh shit" you moan covering your mouth, he takes your hand off your mouth "No baby I want to hear you~" He says cumming inside you, he makes you scream as he keeps fucking you after cumming determined to make you cum as he's doing that your so close to cumming but then the door gets broken down by the police, there guns drawn they yell out "Freeze!!" You're face goes red as you feel exposed Bob sees it as your blushing because your shy, you cover up as Bob gets handcuffed Bob asks how did they find us, the police say they followed the recent charge of his credit card, Bob looks at you "Don't worry baby everything will be okay~" he says as he gets put in the back of a police car.

You on the other hand didn't get to cum and your naked with police officers everywhere one female officer helped you calm down and get you dressed while explaining what's going to happen. You get taken home where your mom and dad are, the kids are in school/daycare, your mom pulls you into a bone crushing hug the moment she sees you, she bursts into tears relieved your home, your dad looks relieved that your safe they look you over for any signs of injuries they see none which is a relief to them. They bring you inside and sit you in the kitchen and feed you, your mom smooths out your hair happy your back while you eat pasta and freshly made brownies. You spend some quality time with your family and go to bed later that night feeling Bob's cum inside you.

A couple weeks later you missed your period again, you're eating more because your mom is worried about your appetite and fills lunchboxes for you so you've put on some weight, recently your tits feel tender and you've been sick so you take a pregnancy test and see two pink lines "Oh shit" you say thinking your life is literally over. You get cleaned up and put on a hoodie pull the hood up and head out, you go to the prison not wanting anyone to recognize you, you get to the prison and asked to see Sideshow Bob, he looks miserable when he sees you his face lights up, he rushes over to you "Hey Darling this is a surprise? is everything okay?" he says checking you over, he sees that you've put on weight he smiles glad that your taking care of yourself but he can see how skittish you are "Darling what's wrong?~" he says reaching over and taking your hand, "I'm Pregnant" you say pulling out the pregnancy test you did earlier, he looks at it "Is this real baby?~ Are you pregnant with my child~" he asks in disbelief "Yes" you say mostly looking down, he lifts your head and takes your hand "It's ok baby, I'll take care of you~" he says kissing you like an unspoken promise, a guard steps forward to tell Bob to stop and calm down, Bob steps back he looks at you "Everything will be fine baby~" he says trying to reassure you because he can see the uncertainty in your eyes, you look at him "No one else knows" you say, he nods "Don't worry baby I'll take care of everything" he says kissing your forehead.

Your 12 week scan is coming up, you've been wearing baggy hoodies to hide your figure because no one still knows. You say that your headed to work so no one suspects a thing, you go to the clinic and get your scan the nurse gives you a funny look because your on your own, you get your scan and the scan picture, you just want to get this over with your hormones are all over the place you've been staying in your room most days because you don't want anyone to know and you don't want to snap at people because your hormones are out of whack. You get home and go straight to your room and lay on your bed looking at the scan picture you stay up later that night just thinking when you hear your window opening, you look up and see Bob standing at the bottom of your bed holding a red rose like usual "You broke out again" you say sitting up "Of course I did darling I wanted to see you and how your scan went?~" He says moving closer to you, you hold up the scan photo his face lights up and he looks at the photo "There's our baby~ Do we know the gender yet?" he says resting his head on your shoulder "It's a girl" you say "A girl~ My baby girl~" he says with love in his voice for both his girls, he kisses your cheek and places the rose on your bedside table you lay back on your pillow and he lays next to you placing a hand on your stomach "How are you baby? Did the scan go well?~" he asks rubbing your stomach and looking up at you, you lay on your back "I'm fine I got a weird look from the nurse when I went to the clinic today" you say, Bob stops rubbing your stomach and looks furious for a minute but masks it and moves closer to you "Who baby?~ Tell me what happened?" he says waiting for you to tell him what happened, you look at him "It's no big deal it's just because I was on my own she looked at me funny it's fine" you say trying to calm him down knowing that look in his eye that he wants to do something.

You pull him closer more because your hormones are making you needy, he looks at you "Just give me a name baby and I can get rid of them" he says looking intense, you shake your head and wrap your arms around him, he loves that your like this but he hates that some nurse was judging you he can't stand it "Tell me their name" he says taking no nonsense attitude "No it's nothing" You say trying to calm him down "I don't like someone judging you baby" he says not letting this go "I'm telling you I'm fine you don't need to worry" You say keeping him close, he relaxes in your arms "You're too good for your own good sometimes you know that darling~" he says wrapping his arms around you "I'm not too good I'm needy because my hormones are all over the place" you say getting comfy, he smiles knowing you're all over the place, he holds on to you "It's ok baby, I'll take care of you~" he says holding you close. You start to cry, Bob holds on to you "Baby it's ok don't cry, what's wrong?~" he says "No one knows I'm pregnant and I'm going to get bigger and eventually a baby is going to come out, I can't do it on my own what am I going to do?" you say between sniffs, Bob wipes away your tears and pulls you into his arms so your against his chest he starts stroking your hair "Oh baby you've got me~" he says "But you'll be in prison" you say, he smirks "I'd break out for both of you and I'd take you away and look after you and our daughter you know I'd do anything for you~" he kisses your forehead and rubs your stomach. You wipe away your tears "May that be rob a bank or take you away to a remote island or just make you my Queen~ Don't worry baby your protected with me~" he says stroking your hair, he kisses your forehead "You can't promise all that Bob" You say smiling forgetting about why you were crying "Yes I can, I can do a lot of things people only dream of~" he says happy to see you smiling, he looks at the time it's really late "You should sleep baby" he says looking at you lovingly, you look at the time and nod, you get into bed Bob stands next to your bed as you get into bed, once your in bed Bob leans over and kisses you "I love you, both of you~" he says and leaves out the window, he closes the window and disappears into the night you start to fall asleep and start dreaming. (To be continued)

[jadeverse-asks]

I’m going back to my Simpsons phase, and Sideshow Bob is my favorite character. So how about some Sideshow Bob c reader headcannons?

As someone who already had him as my fave from the very beginning, definitely can do >3

• Bob (or Robert as you liked calling him) always felt like something strange was coursing through him when he first met you. Despite making no secret of his past he's had absolutely no trouble with casual dates and hookups before, but something about you made him....afraid in the best way.

• For this alone he considered you a "forbidden fruit", even as he managed to make time in his "busy" schedule to come see you whether he was out of prison

• He loves how you always take the time to write in cursive whether you send letters to him, almost as if you're scared of disappointing him. Not that you even were capable of doing so, of course >3

• He rarely brings his past up around you for this reason, though you already make it clear you're proud how much you can appreciate the real him whenever he's around you

• Oh, you definitely indulge him to sing to whatever classical song's playing on your living room radio, as if he didn't have any reason to love you more >3

• Whether you're done for the night or after he's just finished singing you to sleep, he always takes the time to gently kiss your hand or forehead before making his parting. He doesn't know if you're ever awake when he does this, but the faintest smile always crosses your face even after he leaves ^^

[dollverly]

Stockholm

sideshow bob x reader

MDNI!! Anyone trying to debate with me or hate will be blocked cus i really don't give a fuck about your opinion, so theres no use in trying.

WORD COUNT: 4,532

Warning: smut, pseudo-incest, spanking, dubcon, noncon, thigh fucking, fingering, abuse, bob is quite mean in this

You were a rather shy girl; sometimes you may have done things you weren't supposed to, but it was never anything severe. You just would sneak out frequently to have moments to yourself. But you were a good girl.

 Your father, Robert Terwilliger, was very strict; he didn't allow you to go out during the day or night. You grew up watching other children your age being allowed curfews and getting to go outside and play. Then you became a teenager, and you saw other teens get to have a fulfilling teen life hanging with friends in parks and malls on weekends and breaks while you sat in the house by yourself or sat in the living room with your father as he read some random book whenever he was off work. 

He wasn't even your biological father; he found you in a cradle in front of a fire station. Very cliche, but this is what he told you happened: the door was opening, and a fire truck was about to come out, and he quickly came to rescue you from getting run over by the truck, and ever since then, he's made it his mission to protect you. He's gotten so obsessive over this mission that he hasn't let you have a life, all because protecting you gives his life purpose.

 Now you were 18, and it was time to start college, and Bob was adamant about you going to college, but not one he didn't approve of. This weekend you and your father were going to drive to this college he wanted to check out and see if it would be good for you to be in. You remember just last week when he told you about it.

You were in the kitchen making yourself lunch, and he came in looming over you, and you knew he was going to tell you something: "I've found a college I think is perfect for you…” 

You turned to look up at him. "What… is it…?" 

He furrowed his brows for a quick second. "Speak properly to me, girl.”

"What college might this be, Father?" you spoke, obviously mocking his flowery

He ignored your mocking, only giving you a stern look. "It's a college I think will protect you well. It is very strict, so no party going or any of that nonsense." He smiled widely, putting the brochure in your face.

"Everything you need is on campus, so no need to leave!”

What was this, some kind of boarding school for adults? You've never heard of such a thing.

"You get to go away but still be safe. Isn't that wonderful, my girl?”

You had a look of dread on your face. "What's that look on your face…?”

“I—I just thought maybe… I'd have a normal college experience... you know, freedom."

He rolled his eyes. "There is no true freedom in getting your drink spiked by those perverted college boys. Do you think you would really feel free having your precious body raped by roid-addled jocks?” He emphasized what he said by harshly pressing his index finger into the hole made with his other hand. "You wouldn't want that, right? Or to be stalked by some creep off campus because you wandered off?” 

“No father…” you tilted your head down in the shame he made you feel

“Yes, that's what I thought! You know Daddy just wants to take care of you! Right?” he put his long finger on the bottom of your chin to tilt your head up

You looked up at him, your eyes glossy. "Yes… Father…""I know."

Today you and bob were driving to check out the college—Bob's large foot pressed on the gas pedal as he drove down the empty roads surrounded by fields of grass and the occasional animal; this college was really far from home. “Father, is this college popular?” you asked. “Well, among parents who care about their children, yes, it seems quite full, which is why I need you to behave like a lady during this visit, as we will speak with the dean.” 

“Okay, Father, I will. " You almost wanted not to so maybe you wouldn't get in and maybe get to go to a normal college, but the consequences of that would be severe… Bob had no aversion to spanking you even at your age. Hey, at least you didnt have to write an essay…

“Good girl, I know you will behave; they won't have any choice but to accept you."

You smiled at his praise, playing with the hem of your dress. Bob had dressed you today; you had on a pink dress and white tights and a pink headband on your head with Mary Jane shoes. You looked like some kind of porcelain doll, but it was cute, so you weren't so embarrassed. 

After about an hour had passed, you were finally at the college; it was huge, even bigger than you had imagined. You looked in awe, still sitting in your seat; you were nervous. Bob got out of the car and opened your door for you. "Come on now before we are late for the tour.” He held his hand out, and you grabbed it and got out of the car. You walked to the entrance of the college, which was gated, and Bob had to press a buzzer machine; an assistant answered, asking for identification and the reason for being there. Bob held out his ID in front of the camera. "We are here for the tour and meeting with the dean. The gate buzzed and slowly opened, revealing a beautiful campus. How could Bob afford to send you here? He has his ways…

You walked in looking around, and it was beautiful; if you could forget the fact that it's basically jail, you'd love the idea of going here. It felt like its own small town. Bob leaned down to your ear. "It's a wonderful campus, dove. I think you will love it here." An assistant came up to you too. "Looks like you guys are already loving the look of the campus.” She smiled. “Yes, absolutely, this looks like the perfect place for my daughter!” Bob smiled widely, standing tall behind you with his hand on your shoulders. The assistant smiled. "My name is Allyson Jakobin. I will be your tour guide today! "What are your names?” She looked at both you and Bob. "My name is Robert Terwilliger.” Bob squeezed your shoulder for you to introduce yourself. "A-and I'm, uhm, Y/N Terwilliger…" You wanted to kick yourself; you didn't mean to sound so unsure of your own name. Bob let out a breath. "She's very shy; excuse her," he said with a smile plastered on his face. “Oh! That's okay; I used to be a shy girl too!” She smiled at you, which put you at ease. "Let's get this tour started." She walked ahead, expecting you and your father to follow, and you did. As you followed, you looked around, admiring more of the campus that was revealed to you as you walked. Allyson stopped in front of a large building. "This is our cafeteria; you can get just about anything. It's covered by us! Well, technically, you are paying if you pay your tuition!” she gave a small chuckle. 

The tour went on for about an hour, and your legs were hurting from so much walking, but you didn't show any sign of discomfort because you didn't want to do anything your father would deem as misbehaving. The tour guide said her goodbyes, and soon you and your father were seated, waiting outside the dean's office. This place was huge; the walls were made of dark wood, and it looked very sophisticated. You were glad to finally be sitting down.

A different assistant came out of his office. “Mr. Fandghul is ready for your appointment, sir," he spoke. ‘What a strange name,' you thought as you and your father got up; your legs wobbled a bit because of the soreness from the walking. The assistant opened the door to the dean's office. There sat a large man sitting behind a desk looking at both you and your father, like he was judging. You were so caught up with trying to walk normally that you tripped on the rug and fell face-first on the ground with a grunt, your hips up and your dress flipped up in the fall. Good thing you had tights on, but you were still in a strange position. You were dazed from this fall and slowly sat up on your knees, holding your head for a bit, then the feeling of immense embarrassment rushed to your head, and you looked up at Bob; you knew he’d be pissed, but his expression showed he was beyond pissed, and you'd be getting lectured later or worse. "Umm, I—I'm sorry we did a lot of walking, and my legs, they are sore, and I tried to—" "It's fine; I understand. No problem. It was an accident!” The intimidating dean was quite nice. You picked yourself up off the floor and sat in the chair next to your father in front of the dean's desk. Your father and the dean spoke, but all you could hear was static, thinking about what you would be met with when you got home. Soon the meeting was over, and it went well despite your mess-up. The dean even said you seemed like a smart and pleasant girl. 

When you and Bob got back in the car, it was silent; he didn't even open your door for you like he usually did. You thought this was such a petty thing for him to get mad about, but you wouldn't say that out loud. The whole ride home was silent; he didn't even play music to drown out the silence. He wanted you to feel awkward; he wanted your mishap to sink in so you felt shame for the next two-hour ride.

You were silent, looking out the window, and you started to feel like you had to pee, but you ignored it; you didn't want to ask him to make a pit stop because he would yell at you, asking, 'Why didn't you pee at the school?' But as time went on, it was unignorable; it felt like it was trying to come out, and it kind of hurt. You squeezed your legs together trying to stop it, but you couldn't. Bob noticed your uncomfortable demeanor. "What's wrong with you? Why are you squirming?" He raised his eyebrow. 

"Umm... I have to pee really badly."

He sighs, "Why didn't you say anything when we were near the pit stops? There's nowhere to stop here!” 

“I’m sorry, I just—" him yelling at you made you so nervous your bladder gave in and you peed yourself ruining your dress and his seat “Did you just… WHY WOULD YOU DO THAT? YOU COULDN'T WAIT A FEW MINUTES TILL WE GOT HOME?” He yelled at you This was humiliating; tears streamed down your face. "I… I'm sorry, Father. I—you yelled at me and I couldn't—" 

"That's no excuse! Theres nothing to clean this with," he breathed out, trying to calm himself down and hurry to drive home

After a few minutes you finally got home, and he shooed you into the house. "Go take a shower and change now.” He spoke so sternly you were so scared you could pee yourself again.

He spent an hour trying to get your piss out of his car; he didn't want it smelling like piss. After he was done, he came into the house. You were sitting on the couch; you had already showered and gotten changed. He stared at you for a moment, and you felt fear deep in your tummy. He came and sat in the loveseat beside the couch. "First you make a fool of yourself in front of the dean, then you relieve yourself all over my car. Are you misbehaving on purpose?” he spoke in a calm, serious tone 

“No, Father, I didn't do it on purpose. I'm sorry. I'll do extra chores!” you whined “I think you are being untruthful; it’s best you tell me the truth, miss.”

“I’m telling the truth; both were accidents. I'm sorry!” 

“I don't believe that you couldn't have caught yourself; it would have been much less embarrassing. You did that on purpose! You're always a blustering fool at the worst possible times; I didn't raise you like this… and for the car, you knew you had to use the restroom. Why did you not tell me? We passed 5 places we could have stopped. You were looking out the window; you saw!"

You wanted to cry at his words; it was frustrating that he wasn't believing you.

"But it was an accident, and the dean didn't even mind! And I didn't ask to use the bathroom because I thought you would be mad at me!”

He shook his head. “I don't want to hear it; stand up." 

You obeyed, not wanting to piss him off further “Lay over my lap. " He scooted up so his thighs were hanging off the seat enough for you to lie over. You obeyed; you knew this was coming. He pulled your shorts down and rubbed your butt before giving it a harsh slap. 

“One!” you said with a shout, already knowing that you had to count from the previous times hes spanked you “Good you remembered to count; at least you can do that.”

His hand came down on your ass again, and it hurt so bad you started crying, “Two! I’m sorry!” 

"Apologizing already? Your attempts at garnering sympathy will not work this time, miss."

You frowned, trying to blink away the forming tears 

After 10 more slaps, he finally stopped, and now you are a sobbing mess; your butt hurts so bad. 

“Have you learned your lesson?" he spoke while rubbing your butt

“Yes, Father…" you tried to get up but he kept you down

“Not so fast, I'm not done.” 

You whined loudly at this. He rubbed your butt and then his fingers slowly went down to your cunt; hes never done this before 

“I was puzzled as to why you do these things… the sneaking out, the sabotage." You froze. How did he know about the sneaking out? his fingers poked your clit through your panties, which mad you jump

“But I see now you are trying to escape me, to give yourself to those horrid boys."

“N-no what?” you responded confused by what he was trying to say; you never even dated a boy before 

“You want to go to a regular college to be a whore—is that it? I can make you one without you going and getting ruined by those unworthy college boys.” He spoke as he started to circle your clit through your panties, which made you whimper, of course. It felt nice, but this was not right; he's never done anything like this before.

“Wait… what, Father… what are y… you doing?” You looked back at him, but he pushed your head back down. “I can't look at your face right now… you don't want to be my little girl anymore.” 

“I do! I’m sorry, Father.”

"No, you don’t. You want to go out and ruin yourself; you want to be away from your daddy. I'll have you know if I didn't protect you, you’d be pregnant, perhaps from a rape. It is a rough world for girls like you, and I saved you, and you choose to be ungrateful." He smacked your cunt, and you squealed and jumped, never having felt that before.

"No, I’m grateful, I promise!" You weren't sure if you were telling the truth, but it was true that his protectiveness had saved you from the dangers of the world.

"No, you aren’t!” He smacked your cunt several times harder and harder with each smack, and it hurt, but that pain turned to pleasure, and soon enough you were dripping in your panties. It was embarrassing even if it was just you and him. 

He palmed your cunt and smiled

“Of course you'd get wet from this," he said as if him slapping your cunt was a nonsexual act.

All you could do is whimper. He pulled your panties off along with the shorts you had at your ankles this entire time. He lifted the underwear up and inspected it. "These are soaked. Who knew you could get this excited from your father punishing you?" You wanted to hide away; this felt so wrong, but you were scared to even move. “Put these sodden panties in your mouth, taste yourself, feel this shame, and remember it." He shoved your panties in your mouth, and you gagged a bit. You didnt know why he suddenly was going this far. Was this something hes always thought about doing… dodge keep you from the world because he didn't want anyone else to have you?

He ran his fingers up and down your slit, then inserted one finger inside of you. He pumped his finger in and out of you, and it felt weird, like exactly what you'd think it would feel like having something pump and wiggle inside you. He was silent while he did this, paying attention to your body and how it reacted to each movement of his finger. He soon added another one, and it started to feel more pleasurable. He pumped his fingers in and out and at times stopped to curl inside of you, which felt amazing and earned him a sweet moan out of you. 

“It feels nice, doesn't it? It's better i do this to you than anyone else."

As his middle and ring fingers were curled inside you, he started rubbing your clit with his index finger. You gasped and moaned this was an amazing feeling; the closest you've ever gotten to this was when you would hump your pillow at times when Bob was at work. 

"Aren't you thankful for me, thankful I could make you feel good even after you disobey me? Other fathers just discipline their girls and send them away.” Other fathers also don't finger their daughters, you thought, but soon that thought disappeared when you started feeling like you were getting close and he could tell. He pumped his fingers into you faster, making sure to curl his fingers against that special spot inside you as he rubbed on your clit at the same time. Your breath became erratic, and you shut your eyes as you came all over his fingers. You spit your panties out your mouth and let out a loud cry as Bob's fingers were still inside of you, working it all out of you.

You panted as you came down from your high. Bob removed his fingers from inside of you, and you could hear what sounded like him sucking your juices off his fingers. realization began to hit; you felt horrible this was all wrong, and you let it happen. Your father shouldn't be fingering you, but why did it feel so good?

 “Father… this is wrong." “You say this after I've made you orgasm…" 

“I—I just, I don't think we should be doing this…”

“If you really thought that, you wouldnt have been dripping down my hand."

“I cant help that…”

“You were well within your right to stop me, but you didn't, but if you must make it a big issue, go on to your room.” 

I got up quickly, running to your room; you felt silly because you had no pants on. 

You took another shower, and a couple hours went by, and it was time for bed. you didnt bother asking for dinner; your appetite was gone. You felt so disgusted and weird; now you were like those inbred freaks that have babies with their fathers and uncles. It made your stomach hurt to even think about.

You surprisingly fall asleep easily; usually you'd stay awake late, especially when you had so much on your mind, but today was a long day, and you are just exhausted. Soon you began to dream. It started with you and Bob lying in his bed spooning, and he grabbed you and pulled you closer to him, his boner poking against your ass, which made you gasp, and he started grinding it against you. He was moaning in that deep voice of his, and soon he pulled his dick from outside his boxers and started sliding his cock between your inner thighs. His cock was rubbing against your clothed cunt; your little panties and shorts barely stopped the feeling of his cockhead poking your clit at each thrust. He got rougher and rougher until you both came from the stimulation.

 You woke up in the middle of the night sweaty and turned on by your dream; you were wet, and you were throbbing down there. It was so uncomfortable. You tried to just go back to sleep, but you just couldn't; the throbbing between your legs was unbearable. You thought maybe your father could help because of what he did to you earlier, but guilt quickly hit you for thinking that. First you get fingered by your father, then you have a wet dream about him, and now you want him to fully fuck you to make this aching in your cunt go away. You brushed the idea away, trying to just ignore it, but eventually you shot out of bed, and you made your way into this room. 

You opened his bedroom door slowly; the hinges loudly creaked. You tiptoed to his bed and stood watching him as he slept for a moment; he looked so nonthreatening in his sleep. He'd always be smiling, though, for whatever reason. After some time you tapped him, and he shot up screaming, “WHO IS IT?" He sounded disoriented. "I'm sorry, it's just me!!” you tried to get him to calm down and he did; he sighed "What must you need at this hour, dove?" You bit your lip, afraid to tell him, but after what transpired earlier, you think there's a chance he will help you. "Umm, well… i had a dream…” “You still need Daddy after nightmares at your age? Im not piqued, but—" 

"No, it wasnt that kind of dream…”

He raised his eyebrow thinking for a second, and then his lips curved up into a grin 

“What was this dream you had?” He asked, knowing exactly what it was but he wanted you to tell him “Well, we had sex… i guess… it wasn't really penetration." this was so awkward for you but bob found your embarrassment adorable 

“And I feel all… you know… and it's unbearable, Father. I need help…”

“Okay… climb into bed with me." 

You climbed onto his bed, lying in the spot beside him

“What happened in your dream?” He asked, thinking maybe they could do something similar to really satisfy her needs

“Well… we were cuddling and you had a boner and rubbed it against me over and over till we both, you know…” 

“Oh yes, I know…” he smiled, turning his body to me. 

“How about this? I'll lie back, okay, and you get on top of me."

He lies back, and you climb on top of him, sitting on his pelvis. You could feel his already half-hard cock under your ass; it felt really big 

“Now i need you to grind your… supple ass against my cock."

You did as you was told; you held onto the sheets below and ground on his cock until he was rock hard, his cock poking your clit time you ground back, and it was making you whimper 

“Now, continue grinding your precious cunt and ass against me till you cum." 

You did a mental sigh; you wanted him to actually do something to you but nonetheless you continued to grind and it felt so good but your hips were getting so tired. "Father… my hips hurt…”

“I was trying to eschew humping you because I will need you to be nude, and I may lose my control and end up penetrating you, but… I suppose I could try humping you instead of you humping me." 

He moved you off of him and laid you down where he was; now he was hovering over you and reached one hand down to lift your nightgown up so he could pull your panties off—they were soaked. “Must have been a thrilling dream."

You shyly smiled at his remark and looked the the side, feeling a bit embarrassed 

“You are so adorable; no need to get shy, my sweet girl." He cupped your face, turning it to him as he leaned down and softly kissed your lips. The kiss was slow and gentle; he knows you've never kissed anyone before, and he didn't want to go too far. He pulled away, which made you frown. "I've got to take my undergarments off. Don't worry, I'll give you another sweet kiss.” He quickly took off his boxers, revealing his cock, which was quite large; it made you gasp. "Aren't you lucky that's not going inside of you today?" he chuckled before kissing you again as he started thrusting his cock against your pussy; it took every ounce of strength in him not to just penetrate you. You moaned into the kiss, and he started to thrust with more rhythm. His cock was rubbing against your clit so nicely; his cock was so heavy and thick too. You didn't expect that at all. He continued to thrust; you loved his moans and groans. They sounded amazing and did not fail to make you more and more aroused.

He lifted your nightgown up even further to show your tits; he groped at them, squeezing them tightly in his hand as he thrust his cock between your plump cunt lips, he groaned thrusting faster and faster. “i think i’m close, dove." 

"M... me too, Father," you moaned, tears spilling from your eyes because it just felt so good. He kept thrusting his cock, splitting your lips on each thrust; his cock head poked your clit each time. You held onto this upper arm tightly, the pressure in your tummy building up until one final thrust, and it was too much; you came hard. Bob came along with you both, your bodies shaking and squirming, and his cum shot onto your mound and tummy; it was a lot. He collapsed on top of you; he felt so nice and warm you hugged him as he lay on top of you. "I love you, dove. I know I'm protective, but it’s because I love you. I don't want someone to hurt my perfect girl. He lifted his head and placed his hand on your cheek with gently kissing your forehead."

“I love you too, Father." You accepted that you are his, and maybe, after this, things will be just a little different now that he knows you're his and nothing can change that.

HOPE YOU ENJOYED, COMMENTS AND REPOSTS APPRECIATED

[montimer]

Random sideshow bob x reader headcanons

Bob having a crush on reader

Gn!reader, soft!bob?

His voice gets all soft when talking to you and he has this satisfied smile on his face

He can sometimes act awkward, especially when he tried to impress you and failed

He'll hug you if u let him, he might put his head on top of yours, his hair gets in ur face which he doesnt notice.

If he were to show you to his family he would hardly probably show you to Cecil (he asks him very nicely not to tell you ab them being in jail n all that)

He can get easily jealous, thought he won't say it and won't show his jealousy infront of you. He'll just glare at the person (totally not considering killing em)

He'll tell you about his interests, if you lend him an ear he never shuts up. He will sing to you too. And ofc he'll listen to ur interests too.

When you're sad he puts his hand on ur back and tries to comfort you.

He might get lost in ur beauty and stare at you, which if u point out he'll be very embarrassed.

He wants to be ur roommate (please let him, he'll be so happy)

He'll often follow you around, not invisibly hes just literally next or behind you. Taking part of whatever you're doing

If you didnt know about him being a maniac and find out. He'll freak out. Are you mad/scared? You won't leave him right? Why are you backing away from him?

After a long time trying to convince you that he would never lay a hand on you, he might get teary eyed. Which will make you feel guilty so you go to hug him.

Looks like he doesn't wanna let go so soon.

[the-evil-lovable-simp]

Sideshow Bob x Vampyre Reader

(wwdits)

You were in the store, on your own since your familiar was too scared to leave his house. He said something about some guy, called Sideshow Bob being released a few days ago. He's scared of him killing him, which is preposterous, if anyone were to threaten you or him you'd kill them, or at the very least scare them away. You looked at the products in front of you, without the boy here how were you supposed to know what these things properly were? Bart's dad, Homer, had asked you to go get Duff, or whatever the hell that means. You see someone you think works here.

"Errr, excuse me, do you happen to know what duff is and of its whereabouts?" You asked the scrawny 19-year-old, he turned looking at you.

"Um, if I'm remembering correctly, I think it's on the 11th aisle," he replied.

"Why thank you," and then you quickly disappeared around the corner, looking for the 11th aisle. When you finally got there you looked around and spotted cans that said duff on them. As you grabbed them some teenagers walked past.

"Hey, it's not Halloween, loser!" You turned to face them.

"And good evening to you too, my young fellows!" You said, they gave you weird looks and walked off. You looked back down at the cans in your hands, whilst doing so you could sense someone looking at you. Thinking it were the teenagers again you snapped your head up in that direction. You made eye contact with a man, who was most certainly not the teenagers. He smiled nervously not wanting you to recognise him from the news. Now you got a good look at him, you noticed his hair was shaped like a palm tree, a maroon one. Your eyes scanned down the man, he had a blue shirt on with a bit of a round middle, your eyes scanned lower to his beige pants, and then your eyes lingered on his shoes, in all your time you had never seen feet that size. You were cut from your thoughts as the man started walking towards you and talking. He didn't want you to figure out who he was, little did he know you don't look at the news. "Don't listen to them, I like your costume," he said smoothly. You looked at yourself then back at the man in front of you.

"What costume?" you asked confused. The man looked dumbfounded.

"I-I-I duh um," but before he could explain himself he could hear a phone ringing. You got it out of your pocket once you finally found it, answering it it was Homer.

"Heeeeellllooooooooo," you said strangely.

"Have you got my beer yet?" Homer whined on the other end.

"Oh! oh yes! The cans with liquid inside" you said waving the duff around, whilst Bob stared at you.

"Just hurry up already!" Homer cried like a baby on the other side.

"Ok ok" You sighed, you looked back up at Bob.

"Goodbye palm tree man," you waved to him as you walked away, leaving Bob to wonder what had just happened.

--------

You walked past the Flanders' house and saw Ned waving at you from the window, you felt uneasy, you could feel all the crosses and religious stuff in that house, you ran away and got to the Simpsons' house. You had already been invited into this house before, so you formed into vapor and seeped underneath the door.

"I'm back!" you yelled, Homer came running.

"Heeeeeyyy...how did you get in-*gasp* Beer!" He then suddenly went sour.

"Only six!" He grabbed the beer off you and walked back to the couch. You then went up the stairs, walking to Bart's room. You opened the door to get hit in the head with a rock, that had been fired with a slingshot. It didn't faze you, it practically did nothing.

"Oh it's you, I thought you were Sideshow Bob, sorry" Bart sat back down on his bed looking sad.

"S'fine," you said in a monotone voice, you smiled ruffling his hair.

"Get some rest kiddo," Bart giggled. After Bart had finally fallen asleep you went to the window to watch stars slowly move across the sky, you were also waiting for it to be morning, your bedtime.

----------

You climbed out of the coffin you and Bart had disguised as a toy box. It was finally the start of the night. You walked up to Bart's window and opened it quietly, and tried your best to quietly close it. Once that was done with you transformed into a bat. You flew all the way to the park. You found a spot you wanted to land and transformed back and landed on your feet.

You calmly walked down the path, but your lovely stroll was soon rudely interrupted. A man in a hoody had walked up to you with a gun.

"Give me your wallet!" he shouted, you stared at him, waiting for him to correct his mistake.

"If you continue, you will regret this," you said emotionless.

"GIVE ME YOUR FUCKI-" You cut him off, grabbing his throat, and you shoved him into the grass, he shot you in reflex and it didn't really do anything, there was blood but it healed quite quickly. You showed your teeth and sunk them into the man's neck, draining his whole blood supply and discarding his body. His blood didn't even taste very nice. You started walking again, while you were walking you noticed a figure ahead of you. As you got closer you realised it was the man from the store. You quietly snuck up behind him.

"Fancy seeing you here," you said startling him since he didn't know anyone was there. He turned around

"It's you from the shop, you called me Palm Tree Man," he said recognising you.

"Well, I don't really know your name," you said childishly.

"Robert," he said thankful that someone doesn't know him as a criminal.

"Sooooooo, what are you doing out this late?" you asked, he was taken aback.

"I-um I like walking at night, you?" continuing the conversation.

"I just had my breakfast!" You said happily.

"ch-bu-h-what? Breakfast?!" He asked, not sure if he heard correctly.

"Yup" You answered starting to walk again, he started walking with you. That's when he noticed the bullet hole in your clothes and the blood on your shirt.

"Oh my! Are you alright?" he questioned concerned, you looked down.

"Huh? Oh! Yeah, it's nothing" You smiled walking backwards. Bob knew it was most certainly not nothing but he didn't push because he'd only just met you he doesn't want to scare you away. You were enjoying talking to this man, you kept walking until he had stepped on a rake, he flinched closing his eyes waiting for it to smack him in the face and for the pain, but it never came. He opened one eye and saw that you had quickly grabbed the rake before it could hit him. He looked at you, your face looked so, angry. All of a sudden you were happy again and flung the rake into the sky and it disappeared. Bob watched in awe as it didn't seem to come back down.

[kur0m1sblog]

any sideshow bob (from the simpsons) hc’s?

Platonic/Romantic Hcs For Sideshow Bob From The Simpsons.

Summary: Platonic/Romantic Headcanons For Sideshow Bob From The Simpsons

Characters: Sideshow Bob

Warnings: Cussing, Murdering Mentioned

Genre: Fluff, Romantic

Reader: Fem! Reader

REQUEST ARE OPEN!

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Platonic

He enjoys your company as a friend so much

He likes the fact that your really the only person he can talk to about how much he wants to kill Bart

You both do like the stupidest shit together it’s hilarious

If you despise someone, he will definitely want to kill them for being such an ass to you

He’ll for sure scare you awake sometimes to piss you off

Ooh ooh, and he loves going to diners and doing karaoke with you

It’s the funniest thing

Loves going on rides in the middle of the night, window rolled down, and it’s just the most relaxing thing

Blast classical music all the damn time 😭

He always checks up on how your mentally doing, “How was your day today y/n? Anything interesting happen..?”

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Romantic

Absolutely loves you, like a loooot, he voices it a lot

His favorite places to kiss you are your hands/knuckles, forehead, and your cheek

Loves when you play with his hair and brush it out

Likes taking baths with you, his favorite thing to do is wash you hair and massage your neck

His love language is for sure gift giving and physical touch, he gets you flowers every week

He adores you, like everything about you, your body, hair, style, lips, how your hands feel, anything about you he adores it

He compliments you 24/7, “oh dear, you would look fantastic in that dress”, “delicious my love, your wonderful at cooking”

Little stuff like that you know?

He’s respectful towards your opinions, if you like something he doesn’t, he’s totally fine with that and wants your opinions to be voiced

Whenever it’s nighttime and it’s time for you both to go to sleep, he always pulls you close to his chest and pats your back until you fall asleep

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Notes: Thank you so much for requesting, I didn’t know if you wanted romantic or platonic headcanons so I really just did both, I hoped you enjoyed it, have a great morning/afternoon/night!

[yandere-toons]

Do you have any headcannons for sideshow Bob?

Yandere Sideshow Bob (Platonic & Romantic Headcanons)

Warnings: Mentions of Violence & Death, Stalking, Workplace Abuse, Mention of Incarceration, Emotional Manipulation, Toxic Mindsets.

A.N. – Two gifs! What fun! Also, incoming Simpsons binge.

Platonic:

With his mother's side of the family teaching him the fine art of acting, Sideshow Bob thinks of himself as sophisticated and has a plethora of knowledge about theatre that he wishes to share with his friend. The goal of this is to introduce them to what he considers a higher form of recreation and, in his opinion, enrich their mind so that they may enjoy the same indulgences as he and come to understand his questionable lifestyle. This is a source of amusement for his brother Cecil, whose taunts are deflected by Sideshow Bob's confidence that enough time and effort will change their point of view.

Sideshow Bob is a man of many grudges, and any rudeness to his friend or himself never strays far from his thoughts until his idea of worthy retribution is enacted. This commonly entails framing the culprit for a violent crime to land them a life sentence in Springfield State Prison or, if he finds a suitable way to orchestrate it, sending them to an early grave. Once he sets his sights on proving to someone the grievousness of their mistake, no mercy is offered unless his friend openly forgives them and Sideshow Bob believes that the culprit's regret is sincere.

For all his talk of minding one's manners, Sideshow Bob is easily irritated by people in his and his friend's life acting uncouth and failing to meet his standards for companionship. There is little hesitation when he starts to curse their name and dub these so-called simpletons a stain on his friend's legacy. He does not understand any complaints they may offer, for he has no enduring loyalty to anyone outside of his friend, his family, and a few dead poets.

Romantic:

In public spaces, Sideshow Bob wears a carefully crafted mask of innocence. The friendliness he displays towards his partner is genuine, but the compliments and pleasantries he pays to everyone else are a thin step short of condescending and threatening. If his partner is giving lukewarm responses to his conversation about classical literature, Sideshow Bob allows some bitterness to creep into his attitude before he attempts to regale them with flawless recitations of whole acts from H.M.S. Pinafore and Macbeth.

A penchant for theatre and cosmopolitan interests runs in the family, and Sideshow Bob is a prolific fan of disguising his mission to endear himself to his partner's colleagues as nothing more than a harmless want to make friends. He feigns affability and plays the victim until the day he rigs an explosion in the target's room or ambushes them in an isolated location. Any trace of incriminating behaviour is evaded until, in the heat of a Shakespearean monologue at either the crime scene or the funeral, he makes a cruel joke about the method of death or a spiteful comment about the departed.

While not a miser or a poser by any means, Sideshow Bob obeys a code of ethics that is based on his wealthy upbringing and his own ideas of civility. He despises impropriety and has high expectations for his partner, wanting them to conduct themselves as he would conduct himself. His mistreatment as the sidekick of Krusty the Clown has ruined his capacity for patience, but Sideshow Bob directs his frustrations and homicidal impulses at those who he accuses of leading them astray and exerting bad influences on their behaviour.