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Blackmailed: Cheerleader's Mom

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Who would have thought blackmailing a cheerleader into becoming my ass slut would lead me also into blackmailing her Mother to be my ass slut, which would eventually lead to love?

I continued fucking Dallas every Friday afternoon for the rest of the school year, and I dated and fucked Devon pretty much every other day.

On Dallas's graduation day, her graduation present from me was a load of my cum in her ass, which she proudly wore while delivering her valedictorian address. And her mother had another of my loads in her ass, freshly deposited a few minutes before the ceremony.

I deposited another three loads that day, since Dallas's gift back to me was not one, not two, but three anal virgin senior cheerleaders' asses, but that's a story for another day.

And another story for another day is when Dallas returned home from Harvard for various holidays, and each time I took turns fucking each of them while the other one watched.

The End

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93 Comments
AnonymousAnonymous1 day ago

Don't stop now, more, more, more

Boss124Boss124about 2 months ago

Oh ... soooo hot, thanx a lot

AnonymousAnonymous3 months ago

Well looks like the Principal has got Dallas and Devon broke in pretty well. He will probably get married to Devon because she is Wiidower and needs someone to keep the bed warm.

Durken82Durken824 months ago

Please write the sequel(s).

AnonymousAnonymous4 months ago

This needs a 3rd chapter

AnonymousAnonymous5 months ago

Amazing story! Please do the threesome, it would be the perfect ending.

AnonymousAnonymous5 months ago

great story

AnonymousAnonymous7 months ago

Very hot finish. Hardly left me wanting more

AnonymousAnonymous8 months ago

Terrific story -- hot, erotic, very kinky, and who doesn't love anal? Very creative and well written, too.

AnonymousAnonymous8 months ago

Please do the Mother/Daughter Threesome! These are incredibly hot!

AnonymousAnonymous9 months ago

Reminds me of my days of teaching…I ran a department that had all women plus me…..the oldest lady was 20 years my age……first it was her and then one by one, I had sex with them……got to the point where I was having sex 7 days a week

AnonymousAnonymous9 months ago

What happens when Dallas returns home on xmas break? Will she come home to find Mom and the principal still hooked up, will Dallas and Devon give him a 3 some xmas present?

speesryanspeesryan10 months ago

Holy shit! Please write the epilogue stories with the three cheerleaders and the mother/daughter threesome!

maxsteelemaxsteele12 months ago

I would also love to read what happened to Markus, if a threesome/foursome occurred, the wedding of both parties, and find out how Dallas father died.

maxsteelemaxsteele12 months ago

I hope that one day we not only get the sequel to this where Dallas returns from Harvard, but the story of the three senior cheerleaders.

AnonymousAnonymous12 months ago

Please finish this! It's so hot!

mfj77mfj7712 months ago

Great as far as it went but what happened to Markus? Would have thought there could have been some fun threesome /foursome fun. And three anal virgins on graduation day? Think that would have been too difficult to coordinate - Something more appropriate for the week after graduation with 3 new seniors (just graduated juniors) for the upcoming year.

Fun!

Arseguy666Arseguy666about 1 year ago

Great, just really arse fuckin great...

AnonymousAnonymousabout 1 year ago

Love the way that You force the daughter and mom into being anal sluts. One other thing I would love to read is mom and daughter licking your cum out of each others asshole. Some mother/daughter lesbian incest.

AnonymousAnonymousabout 1 year ago

Please add more, it's too juicy!

Arseguy666Arseguy666about 1 year ago

Precisely my kind of story, and VERY well written...

blackknight314blackknight314over 1 year ago

Good job, thanks for sharing your work!

blkuserblkuserover 1 year ago

Always love a silk stocking anal story.

AnonymousAnonymousover 1 year ago

loved both parts of this story. You suggested at the end there would be follow up stories. Yes Please

AnonymousAnonymousover 1 year ago

How does someone go from average grades to graduating as valedictorian of her class and then Harvard??? As a former school teacher, it doesn’t work that way, especially not in the final semester!! Do some research!!

AnonymousAnonymousalmost 2 years ago

Missed a good opportunity for Dallas and Devon to have a threesome

6King6Kingabout 2 years ago

⭐ ⭐ ⭐ ⭐

Baqfid12Baqfid12about 2 years ago

Very sexy story. Hope for another chapter

Tonyquin77Tonyquin77about 2 years ago

Where is the next part

4chuckssite4chuckssiteover 2 years ago

I can’t believe so many people seem to love ass fucking. Every time I’ve tried it, I have a coating of a smelly brown substance on my dick. Need an enema prior to anal penetration. Isn’t that what the porn stars do?

Willie1954Willie1954over 2 years ago

Excellent story. He is a lucky man. Mom and daughter,cannot get better.

Well done Principal.

h0llel0ttahairh0llel0ttahairover 2 years ago

Excellent writer. Stories are awesome and very detailed. Spank Bank zhall of Fame!

AnonymousAnonymousalmost 3 years ago

PLEASE continue, this is the best story on the site! I cum every time I read them.

Client8Client8almost 3 years ago

THIS STORY IS SO VERY WRONG ON SO MANY LEVELS ... that it's certified genius! I can't get enough mother daughter nonconsent anal. What a perfect combo! Mr. Stanley would be about the most hated male chauvinist pig of all time. This is maybe the one old/mature male dom story I actually like. I can see why you've got so many comments on here, and fans eating up your stuff. Unapologetic filth, makes the world go round. Keep it up.

AnonymousAnonymousabout 3 years ago

is the story continued??

AnonymousAnonymousabout 3 years ago

Omg so sucking fucking hot. You are one seriously hot cunt Jasmine.

Cunt lapping sex maniac Lanc’s UK.

AnonymousAnonymousover 3 years ago

My go to story. Always get off to this, please finish the trilogy.

PapaGolf414PapaGolf414over 3 years ago

As much as I disliked the completely Unprincipled Principal, it was a well-told story of a man who really enjoyed dominating beautiful women (and girls) and getting his rocks off by fucking them in their virginal asses!

AnonymousAnonymousover 3 years ago

God, you need to finish the trilogy! Its too good!

Gym52Gym52over 3 years ago

A great story, well prepared and written.

AnonymousAnonymousover 3 years ago

Good story. I love that people posting negative comments do so anonymously. Lol.

AnonymousAnonymousover 3 years ago

nope. I did not enjoy it and I know this is a Roddick section is supposed to be Fantasy but his fantasy su c k s, & your writing is not that great and your imagination is not all that, I'm not sure why all these people love your stories but I'm definitely not gonna read anything else you wrote. two thumbs down

AnonymousAnonymousover 3 years ago
Marvellous story

Another marvellous story from one of the best story-tellers on this site !

Skipper600Skipper600almost 4 years ago

Great story. Made me smile and get hard, quite a good combination indeed.

AnonymousAnonymousalmost 4 years ago
Not Bad but To Short

The stories are to short, the editor missed to much. Not having that much to edit the editor missed to much. The story line was good, the tease at the end promises more that probably will not be written. These shorties are tiring, I need to find a real writer here that can do more than tease.

Anony Mous

AnonymousAnonymousover 4 years ago
More?

Would love for this series to continue!! Any thoughts of this happening? Great story and I loved the blackmail theme. Very hot!!

AnonymousAnonymousover 4 years ago
5 stars

Really would love to read more from this story line, it's a great series.

AnonymousAnonymousover 4 years ago
Plz finish

Amazingly hot story that made me so wet

AnonymousAnonymousover 4 years ago
Awesome

This might be my favorite story of yours. Hot to no end.

AnonymousAnonymousalmost 5 years ago
Please continue story the the three additional senior cheerleaders.

Great story please finish where you left off

AnonymousAnonymousover 5 years ago
This needs to be finished. So fucking hot!

PLEASE, finish this story!

AnonymousAnonymousalmost 6 years ago
Awesome!

I love this story, please continue!

AnonymousAnonymousalmost 6 years ago
Woah

Ik this is a few years old but I hope you'll continue the series one day, but not so that it gets in the way of your other works your more interested in

bigtittysbigtittysalmost 6 years ago

I REALLY hope you continue with the three more cheerleaders!

AnonymousAnonymousabout 6 years ago
Next part?

The story was really good when will you post the next part?

StridernorthStridernorthover 6 years ago
Best Author!

There are many very good authors on Literotica but ‘She’ is arguably the best!

AnonymousAnonymousalmost 7 years ago
HOT

U r my fav writer pls continue this series

AnonymousAnonymousalmost 7 years ago
Amazing!

You have really earned your title as best author on this website.

Rapier875Rapier875almost 7 years ago
Awesome !

Just awesome !

You really are one great author !

Rapier

AnonymousAnonymousabout 7 years ago
Now here is a fivesome coming

3 new ass virgins with dallas . A fivesome wohooo...

AnonymousAnonymousover 7 years ago
Wow that's Hot

The story drew me in the more I read.

It's hard to understand why people want to criticize a story written for free and for everyone's enjoyment????

I have read many stories written by this author and enjoyed everyone of the story's.

Thanks silkstockingslover

AnonymousAnonymousover 7 years ago
Please add more

This story could go in some many different directions, please continue. An anal threesome would be nice.

AnonymousAnonymousover 8 years ago
Unprincipled Principal.

This guy has got to be the most unprincipled Principal ever. And Lucky as Hell, Hope he eventually gets what he really deserves, and I don't mean move virginal-assed Cheerleaders, and their ass-fuckable mothers too!

MiniwandMiniwandover 8 years ago
Please continue

I want to read the sequel so please write it soon.

savage12ksavage12kalmost 9 years ago
so when is that story about three virgin cheerleaders going to get here?

Seriously

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