Student Council Room
In the classroom used Student Council Milhouse was currently siting in Lisa's chair enjoying the talented double team Blowjob from Sherri and Terri while Lisa who was under wearing nothing but a choker as she was on her knees fingering herself waiting desperately in anticipation for Milhouse's cock to enter her again. It was only last week since Lisa's attempt to dominate Milhouse and now with her mind altered courtesy of Dr. Frink the Simpson's oldest daughter who was the Senior Student body President into was now broken and remade into a loyal submissive and during the short few months thing for the student body was changing for the better with him as the power behind the throne.
Since Lisa's Reign over Springfireld High as the Senior Student Body President the male students had to suffer her feminist hypocrisy unopposed due to her support of Music and Performing Art Electives clubs while sports electives such as football and basketball, even groups like the cheerleaders squad who supported her in the elections were cut in half. Talk of Impeaching her was squashed due to tips she learned from Fat Tony when he and Selma were reconciling and used that to maintain control. She was even grooming Sophia the Niece of Diamond Joe Quimby from the junior class to be her successor after graduating which changed after becoming submissive and sent her on errands to arrange the Prom Night theme which changed from 60's era theme to a normal black tie affair theme and was even using the props from last weeks spy party for decorations. Which gave Him all the time he and the twins needed to have thier fun.
Suddenly there was a knock on the door before Ruth Powers who decided to get a job as the school nurse to keep an eye on Lisa at Marge's recommendation since they wanted to make sure she didn't want to leave her wayward daughter unsupervised and while Laura recommended that she dropped out. Marge figured it would looks suspicious and decided to go with Ruth's idea.
Ruth: Hey stud I see you and the twins are still enjoying your new fuck pet.
Sherri: Oh yeah Lisa is enjoying her new role in life as are we. *Starts licking his cock again while Terri speaks*
Terri: However some of the old Lisa is still in there but can't help herself since she a slave to Milhouse's dick *Walks over to Lisa and grabs her leash and leads her over to Milhouse to take her place.*
It's then the pair watch as Lisa waste no time sucking in deep throating Milhouse to the point she was choking on it before he shot his load into her mouth and moaned reveling at the taste proving that she was completely enjoying her new station in life.
Ruth :Wow maybe we might have to reconsider the idea of having her study at Yale and let her star in a few porn movies as a star to stabilize her personality otherwise the new Lisa may do something like that again. *She said with a annoyance before looking over to Milhouse * So Milhouse how goes the plan for the Black Tie affair theme?
Milhouse: *Still enjoying Lisa's blowjob* Lisa got it approved with only a few objections and after allowing Becky Sanders from the Cheearleading Squad to oversee the arrangements thing have been moving smoothly I even talked with Edna who agreed to do the catering and called in a few favors with the hotel manager since they dated got so we got one of their banquet halls reserved why?
Ruth: Oh no reason by the way did you also arrange who would be chaperoning for the Prom beside myself and Marge too because we may have a problem since I heard Helen Lovejoy has volunteered who may cause problems for the prom? *Ruth quickly noticed the grin on Milhouse's face* Okay what did you do to her stud?
Milhouse : Oh nothing much I just talked with Helen while she asked me to stay behind and help her out and she told me about it so we just came to an arrangement that resulted with her agreeing to help us out and give us full control.
Sherri and Terri: How did you manage that?
Mihouse never answered and smiled at the memory of his negotiations
Flashback...
Church's backroom
Mihouse was in the Church's backroom with Helen talking full advantage of the excuse to fool her husband as he was fucking her on an old desk.
Helen: Oh yes! Milhouse fuck me like the dirty bitch in heat that I truly am! God your dick is so fat.
Milhouse: So are you going to be a good bitch in the Prom?
Helen: yes yes I will please keep humping me.
Milhouse: well Helen, since you told me you take your pills I guess its ok for this.
Milhouse hold her waist and start humping more fast, Helen feel the dick humping her insides and start to moan more.
Milhouse: I CUMMINGGGG.
Helen: AHNNNNNNNNGGGG.
Milhouse Fill her Pussy with his thick sperm, when he take it out sperm still coming out of her pussy and in the floor.
Helen: By the gods.
*End of Flashback*
Milhouse: she is not going to be a problem, Well Ladies i got go i need to have some work.
After Milhouse go away sherri,Terri and his new bitch got sad, but what wait Milhouse is more then amazing when he goes meet with some girls
In the Girls Locker room moans could be heard from the showers as the Milhouse Van Houten was fucking his way through Springfield High's Senior cheerleading squad who he didn't know he was supposed to meet after school with the Girls' Gym teacher Coach Jennifer Sanders due to his troubles with Lisa and now had to make a cheerleading squad happy.
While Jennifer and her daughter Becky were redirecting Juniors, sophomores, and freshman from the Senior area of the locker room making certain they wouldn't walk in on the girls fun with Milhouse who was enjoying an reverse gangbang of or eating, fingering or fucking cheerleader pussy as much as they were either sucking his cock, his balls or licking parts of his body.
Dusty McCormick who was the freckled ginger and southern bell of the cheerleading squad was the first to give Milhouse a taste of her southern pie while the ebony skinned and sarcastic Majestic "Jessie" Ellson was on her knees showing him her long tongue on his balls action as she was deep throating him to the base while leaving Short Brunette Summer Lee Kenner and Barley legal but busty figured Julia Lockland to get themselves off with his fingers and alternated with each of them getting a chance before the girls decided to take Milhouse to one of the benches in the locker room so they didn't have to worry about slipping on the floor.
Dusty was the first to ride him and barely got it in until Jessie decided to lick around his pool and made it slick for it to go in but it also made her scream out when pushed herself in.
Dusty: Ah shuga if I knew you were part Horse I would have fucked ya long ago. *She said this while her tits were bouncing as Milhouse was thrusting into her.*
Milhouse: So what took you so long to start talking to me now?
Summer: I was because of that's because that damn arrogant Simpson bitch she told me and the others you were her brother's gay lover.
Julia: plus when she caught me talking to you during try outs she waited until I got accepted to threaten Becky and the team that she would take away our funding away too.
Majestic: But I should have questioned her logical hypocritical ass from the start especially it from the way you looked at my ass in study hall and during the Homecoming but then I find out when I talked to Sherri and Terri told us how you literally hollowed their pussies out and made them walk with a limp due to how you fucked them and ass fucked that bitch from that rich guy's party that night * She said between licking milhouse's pussy soaked pole and dusty's pussy as she was fingering herself.* Oh I getting wet from thinking about it.
Milhouse was enraged from hearing the slander he said before shooting a load into the southern bell before getting up and fucking Majestic booty of the the Ebony beauty
Milhouse: Oh that Bitch! Just because she couldn't have me she decided to spread rumors about me! *slapped Jessie's ass as he was fucking her pussy* I guess I'm going to have to punish that booty of your properly about believing rumors along with the rest of you!
Julia: Oh yeah please punish me next! * humping his free hand.
Summer: Not before I get that thing in my ass you won't!
While Milhouse was enjoying the eagerness of these girls they still didn't compare to the wonderful Milf pussies he was use to fucking he also kept in mind he would soon be filling both mother and daughter afterwards and would be a legend to the male student body as the guy who conquered the Springfield High Cheerleading team.
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Springfield Hilton Plaza
Everyone was working on the Prom Night decorations and Milhouse was able to see to the needs of each of his MILF helpers...
In the Kitchen Milhouse took full full advantage of his moments with Edna as she was steering a pot of Tomato Sauce for baked Ziti as Milhouse was fucking her to the movements of how she was stirring the before she was asked later by pot Helen taking full advantage of the of the excuse to fool her husband as he was fucking her on top of an old desk.
Edna: Oh fuck yes! Keep stirring up my pussy like a dirty slut I am Milhouse before Liz gets back with the Stuff I forgotten to pack. *Matching his thrust while she was stirring the pot filled with hot tomato sauce while Liz went back to the shop to get the fudge that was mysteriously left behind that was meant for the chocolate strawberries and bananas horderves.*
Milhouse: Edna you naughty little bitch you really wanted to have my cream filling in your pussy really bad didn't you? *he said while swatting her ass with each thrust which made her pussy tighter.*
Edna: Damn right i did and I want to taste it in my mouth and ass too stud.
Milhouse didn't have to be asked twice and did just that he even let loose a large load of his cum in her pussy before a hand grabbed Milhouse cock and started licking before looking down to see Elizabeth "Liz" Hover taking his entire load while looking up at an angry Edna who looked just as angry as she was looking down at the person who denied her what she wanted.
Liz: Really Edna did you have to leave behind the Fudge on the table like just to get some alone time with Mihouse? we could have talked about it you know! * She said still licking the cum off her lips* " What if it defrosted before I could mix it with the other ingredients. *Then looked over to Milhouse* as for you Mihouse you should be more careful What if the Hotel staff caught you two?
Milhouse: Sorry but you should know how Hard Edna makes me after her blowjobs and how she...
Liz: Enough just know I expect you to be just as eager when we have our fun later tonight, but for now go clean yourselves up we still need to set up the rest of the patters after you see Ms Kwan who is looking for you near the coatroom *Looks at him with a smirk before watching him walk off.* Nice butt stud.
Ball room Lobby
After leaving the kitchen, Milhouse went toward the Coat room and could see a pair of red lace panties by the door which he knew belonged to Cookie since he removed them with he teeth in her office to make up for missing their lunch date but understood when he mentioned about Lisa's actions.
When he took the panties and opened the door he found himself dragged in before kissing the sweet lips Cookie Kwan who was only dressed in her Red Blazer before she moved her way down to her knees to unzip his pants only to be hit in the face with his still hard cock.
Cookie: Oh someone's happy to see me *She said between licks to give him a blowjob while she was fingering her pussy* Or did you fuck that old teacher?"
Milhouse : well could you blame me? she vacated the entire kitchen and tricked her partner before she got me alone.
Cookie: Oh she is very smart but not able to get you to cup like me. * She said before deep throating him down to the base while licking underneath which made him shoot another load* See? she need to learn how to use her tongue like me, and you still hard too I hope you have more in those balls left for my pussy too *Cookie said before turning around and giving him a good view of her ass"
In the hotel security room Detective Marge Simpson was holding the head of a female security guard between her leg as she was watching the footage of the action from the Coat room and made a note to get a hotel room here later and perhaps give him the girl between her legs to play with too.
Springfield Hotel ((Prom Night ))
The guest have all arrived and the band was already playing as Milhouse stepped out of a black limo wearing black tux and thankful it would be the last night he would wear glasses as he helped Lisa, Terri and Sherri out who were wearing dresses that shown off their curves quite nicely and made him smirk that that Hotel room would get a lot of use tonight after the prom and the after parties that they would attend.
Not to mention his own since Ruth and Laura insisted on setting it up after their new friend gave them access to the technology he and his other friend Folgore lent them after they finished the last taping of Truth or dare which they would find much use for after Dr. Frink was done examining it.
But he put that to the back of his mind as he chose to focus more on the girls in his company...
Terri chose to wear something special in the form of a Black V neck dress that shown off a what she called a Chiffon Lace it also had Long Sleeve Prom and the dress itself designed for evening use as it a long slit and still her figure quite well
Sherri not wanting to be undone wanted to wear a short black Lace dress with Long Sleeve and Sequin Details that gave him a good view of her back
But it would be Lisa that would surprisingly catch everyone off guard wearing a jet black stunning strapless sweetheart dress that seemed to fit her like a glove as it sliver sequins and sequin corset did little to hide the perfect view that was showing unrestricted view of cleavage.
He also got a good look at Jessica Lovejoy who Bart somehow convinced to be her date who wore a short black halter top dress and was eying him more than her intended date as she was crossing her legs each time as she was on Bart's lap but as soon as she got out and let her and Bart past them to enter the prop first he could see she wasn't wearing any panties at all before Sherri got his attention by taking his hand and putting it on her chest..
Sherri: Hey don't tell us you're tired of us already that you want Bart's girl in the group? *Teasing him with a moan in her voice*I mean the after party only four hour away
Terri: Yeah next thing you'll know he'll want to add that bitches bible thumper of a mom to the mix too. *She said as Milhouse gave her an if only she knew type of smirk which she caught* Wait I just remembered you said she wouldn't be a problem are you telling us you had her too?"
Lisa: What you thought my mistress (Mom) and MS Ruth were the only one he had fun with. *Looking pleased as she snuggled up close to milhouse* Just remember he came to the prom with us and will cum later once we go upstairs for the after party *Smirking with laughter as both Terri and Sherri looked at her strangely wondering it the conditioning broke.* Oh don't worry you two I'm still master's little slut so lets go have some fun at the prom so the real fun could start later.
After getting signed in Milhouse and the girls could see that everyone was having a good time even Bart who put his dancing lessons to good use before seeing the chaperones near the punchbowl which was located at the right side of the room knowing what they would want tonight after the prom was over...
Helen was wearing a wearing a black ballroom gown that shown all of her curves and enough leg to give him ideas.
Ruth was wearing a short red micromini dress which just screamed FMN (Fuck Me Now) and was talking with Marge who was wearing floor length red lace dress with a long slit to the right side which told him she was charring her firearm or stun gun to make sure the party goers wouldn't party out of hand.
He was about to go over to greet them when Cookie was walking toward him in a Cheongsam Dress only it was short-sleeved Long-length an in the color of purple and enjoying how the young men at the prom were staring at her while their dates either fumed over the attention or pout over the fact they didn't wear it.
Cookie: Hello Milhouse you finally arrived *Hugs Milhouse before she slips a keycard in his pocket.* I see you tonight and bring twins two.*before she walks back over to talk with Marge before seeking Sherri and Terri out for a dance.*
It was three hours into the prom before the band started playing
