Cheerleader wants to do anal

[Strangebuddy]

...on someone else.

Ever since she watched her first porno, our lead has been curious about anal. Sure she's toyed itch her own ass, but actually inserting anything has either been uncomfortable or unfulfilling. Besides, she doesn't want to receive it, she wants to be the the one giving it. The thought keeps eating away at her and she decides she needs to live out her fantasy.

Does she try one of her classmates before or after graduation? Does she fork over her savings to hire a prostitute? Go online and try to find someone? Step/sibling/family member? What of the recipient? Is she/he also curious about anal or do they just want more time with the lead? What do they want in return?

 

[Hypoxia]

Possibilities for cheerleader Cherri:

* She asks other cheers if and how they've done anal with their jock BFs.
* She convinces her 9.5-month-younger sibling (who worships her) to try it.
* She takes a drama class. Everyone knows drama students will fuck anything.
* She propositions friends' brothers or classmates she thinks are queer or curious.
* Cousin agrees to her pegging him but only if he fucks her in return, stroke for stroke.
* She discovers a circle of submissives clamoring for pegging. She gains expertise.
* She holds a Peg-A-Thon contest to determine the best asshole for reaming.
* Doing the pegging herself is tiring and boring. She brings in tentacles...

Those are pretty vanilla. D'ya want weirder ideas?

EDIT: This is my LIT post #6606. Only sixty to go.

 

[Strangebuddy]

Come on Hypoxia, you should know me better than that, bring on the crazy!

 

[NorCalCumCannon]

What about asking her slightly older TG cousin if she can fuck her ass, cousin agrees but only if she can bring her virgin TG best friend and her boyfriend

 

[Hypoxia]

Come on Hypoxia, you should know me better than that, bring on the crazy!

Well, there's unicorns, werewolves, vampires, selkies, IQ-enhanced goats, triple-pronged Symbians, cannisters of raw liver, and... and then it gets strange...

Okay, so she tries the classifieds. I recall one of the first personal ads I saw, around 1968 in the Freep (Los Angeles Free Press): "Tall girl, 6'7", looking for same." If Cherri is forthright she can merely advertise, "Pretty girl wants to rape your anus." That should do it.

Ah, the responses to such a simple ad! Doctors, lawyers, educators, mechanics. And men, too. Including her brother, uncle, dad, etc. But she draws the line at talking chimps.

 

[atariblue]

But she draws the line at talking chimps.

What if she doesn't know it's a talking chimp seducing her?

Imagine if you will Mr Bobo pulls a Cyrano de Bergerac on Cherri. He enlists the help of a good friend to wax poetically under the moonlight. She falls for the for the friend who in turn falls for Cherri. Which sets up nicely for a love triangle of absurd proportions.

 

[Sean Renaud]

The part of Hypoxia will now be played by Sean Renaud.

The cheerleader's mother was heavy into the occult and one day she found the Book of Shadows. The entire cheerleading squad was over for a sleep over and they decided to read from the book.

Jenny: Klatu veratu nickel
Karen: It's nectar.
Mina: I think it's nizza
Gravelly voice: Nektu and the first word is KLA-tu, emphasis on the KLA. Pronunciation is very important with these old tombs.
Girls: . . .

Floorboards splinger revealing tentacles!!!!!!!!!!! Anal for everybody!!!

 

[Strangebuddy]

I love this section of the forums.

However, I think we should pull a twist and go back to the source of that phrase. Suddenly, a robot cop shows up and begins its free love protocols.

I did originally have a bit of a plot structure. Esentially, she does find someone her age or a little older and at first they just think they'll get it over with quickly but then they realize they can't just jump into it. So there's lots of lead up them actually having sex. Cheerleader has to learn how to keep her partner relaxed, how to properly lube them and getting some foreplay in. They grow closer and bond...over pounding/getting pounded in the ass.

 

[silversword]

How about football team have reached the final but the team has started to get nervous and practice is not going well. The head coach comes to the head cheerleader and asks her to help motivate the guys.

She talks with the other girls and they agreed to offer up their arses to the team if they win, but only on the condition that if they loose the guys must offer up theirs.

Cue lots of suggestive cheers and choreography flashing their arses at the team. When things start to go badly for the team though a few of the girls put on their strap ons and turning to the playing field flash them at the guys...

Does this encourage them to win or do they throw the match, either way it's going to get hot and heavy in the locker room!

 

[sirhugs]

Possibilities for cheerleader Cherri:

* She asks other cheers if and how they've done anal with their jock BFs.
* She convinces her 9.5-month-younger sibling (who worships her) to try it.
* She takes a drama class. Everyone knows drama students will fuck anything.
* She propositions friends' brothers or classmates she thinks are queer or curious.
* Cousin agrees to her pegging him but only if he fucks her in return, stroke for stroke.
* She discovers a circle of submissives clamoring for pegging. She gains expertise.
* She holds a Peg-A-Thon contest to determine the best asshole for reaming.
* Doing the pegging herself is tiring and boring. She brings in tentacles...

Those are pretty vanilla. D'ya want weirder ideas?

EDIT: This is my LIT post #6606. Only sixty to go.

what about the tentacles?

 

[loquere]

How about football team have reached the final but the team has started to get nervous and practice is not going well. The head coach comes to the head cheerleader and asks her to help motivate the guys.

She talks with the other girls and they agreed to offer up their arses to the team if they win, but only on the condition that if they loose the guys must offer up theirs.

Cue lots of suggestive cheers and choreography flashing their arses at the team. When things start to go badly for the team though a few of the girls put on their strap ons and turning to the playing field flash them at the guys...

Does this encourage them to win or do they throw the match, either way it's going to get hot and heavy in the locker room!

This is the most practical idea, and to be honest simply the best idea offered on this post.

 

[PervOtaku]

Does she care which gender is the receiver?

If she wants to peg a guy, she could literally go on something like craigslist or fetlife and find a local guy eager for it. Unless you want to keep it within the circle of people she already knows or people in the school. (Or the guy answering the CL ad turns out to be the quarterback?) Does she only want to do a straight guy or does she expect a better chance of success approaching a guy gay about it?

If she wants to do it to a girl, is it just anal or will she end up strapping that pussy too? Does it go further to kissing and pussy eating, does she turn bisexual from the experience? Maybe the group of cheerleaders is discussing their sex lives and one mentions that she loves taking anal but her current boyfriend doesn't want to.

And then there's the "all of the above" approach in which more people get involved as it goes on, culminating in a full-on bisexual orgy between members of the football team and the cheerleader squad, cocks both real and fake going into every available hole.

 

[Mello_SixtyNine]

.....

 

[Mello_SixtyNine]

Does she care which gender is the receiver?

If she wants to peg a guy, she could literally go on something like craigslist or fetlife and find a local guy eager for it. Unless you want to keep it within the circle of people she already knows or people in the school. (Or the guy answering the CL ad turns out to be the quarterback?) Does she only want to do a straight guy or does she expect a better chance of success approaching a guy gay about it?

If she wants to do it to a girl, is it just anal or will she end up strapping that pussy too? Does it go further to kissing and pussy eating, does she turn bisexual from the experience? Maybe the group of cheerleaders is discussing their sex lives and one mentions that she loves taking anal but her current boyfriend doesn't want to.

And then there's the "all of the above" approach in which more people get involved as it goes on, culminating in a full-on bisexual orgy between members of the football team and the cheerleader squad, cocks both real and fake going into every available hole.

What if the girl she wants to peg is another cheerleader on the team. Her father is a preacher & she was brought up under his strict christian faith. Maybe she convinces her with the bible's loophole so she won't lose her virginity. Maybe the innocent christian girl is her cousin that recently moved to town.

 

[Hypoxia]

As mentioned (by me and others) a sexy young cheerleader is unlikely to have difficulty recruiting sex partners -- in person, online, via classifieds, whatever. Even pegging targets. So the story is really about 1) why she wants to, 2) how she recruits, and 3) the fun they have. And maybe 4) long-term consequences. I foresee a Scooby-Doo chase with flapping strapons and fleeing targets.

what about the tentacles?

They would be competition, yes? Cherri has to peg her targets before the tentacles show up.

 

[LincolnDuncan]

...on someone else.

Ever since she watched her first porno, our lead has been curious about anal. Sure she's toyed itch her own ass, but actually inserting anything has either been uncomfortable or unfulfilling. Besides, she doesn't want to receive it, she wants to be the the one giving it. The thought keeps eating away at her and she decides she needs to live out her fantasy.

Does she try one of her classmates before or after graduation? Does she fork over her savings to hire a prostitute? Go online and try to find someone? Step/sibling/family member? What of the recipient? Is she/he also curious about anal or do they just want more time with the lead? What do they want in return?

but all cheerleaders want to do anal.

 

[Hypoxia]

but all cheerleaders want to do anal.

The Rectum City High School 'Asspokes' are a mid-conference team with the hottest cheer squad, male and female. (Remember, Ronald Reagan was a cheer.) They never wear knickers. They outline their nethers with lipstick. Go, Asspokes!

The team responds to the usual stimuli: sex, drugs, and more sex. Anal sex. Win, the team pegs the cheers. Lose, the cheers peg them. Draw, everybody pegs everybody. Lube is only a bonus; lubeless for the luzers!

Damn, the team keeps losing! Cheers get a lot of strap-on action but hardly any asspokes. Desperate cheers wander the campus begging for pegging. Plaintive cries of "Fuck my ass, please!" waft across the quad. Gownies are distraught. Even some despised townies volunteer their services. And cervixes.