Cheerleader Nerd Stories

10,909 results
Orientation
Length
Source
Infinite Scroll

Seducing Teachers Ch. 02

by Coxswain on Sep 12, 2017
Erotic Couplings

Chapter 02 The Mark of the Panties Still a virgin at 19, I lost my first cherry to Los Angeles--it fucked with my mind. The rest went when my roommates introduced little Kansas me to the Bohemian college scene and the wonderland of sex (still quite hidden in the '50s). But I didn't have much trouble finding eager guys at UCLA. My first teaching job at a s...

Heather & Mrs. Harley Ch. 03

by UBU on Sep 17, 2017
BDSM

Heather and Mrs. Harley: Chapter Three Heather’s Turn I had to stand on the bathtub and look over my shoulder to inspect the damage Mrs. Harley had done to my ass. She’d really laid into me, but the butt cheeks looked better than they felt, mottled with puddling patches of red and pink, as if I’d gotten a sunburn instead of the most intensive spanking of my...

Sissification 101: Ch. 05

by silkstockingslover on Aug 31, 2020
Interracial Love

Sissification 101 Ch 05 Summary: Erica practices taking BBC in both of her sissy holes. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught by a very supportive girlfriend in pantyho...

Life in the Redneck Town of Panhandle in 1969 Ch. 02

by SweetJen1970 on Sep 26, 2017
Novels and Novellas

Readers please be advised, the story 'Life in the Redneck Town of Panhandle in 1969' is written using Redneck slang, quotes, incorrect Hillbilly grammar, and terms relevant to the year 1969. DISCLAIMER: All the characters appearing in the series 'Life in the Redneck Town of Panhandle in 1969' are fictitious, as they do not exist. Any resemblance to a real...

"Best Friends" a Sad Story

by eroticjuggalo on Sep 25, 2017
First Time

My Friend Jessie and I have known each other since High School. I would always see her in school and kind of had a crush on her, but didn't know her much other then that. I first officially met Jessie one night while I was hanging out front of another friend's house. Jessie and her boyfriend drove up and parked and started talking with the group of us. The...

Strawberry Creme Brulee

by Penelope Street on Sep 13, 2017
Erotic Couplings

Part One: Seven Years Ago "Another, sir?" I looked up at the waitress with a smirk. "Sure, why not." "Very good, sir. I'll be right back with that." My eyes followed the slender young woman as she departed. I could not help but recall that meeting girls was one of the pretexts my friends had used to convince me to join their weekend ski trip. I'd met s...

My College Journal Ch. 02

by Jason10 on Aug 31, 2017
First Time

Chapter 2: Rockin' Robin Journal Entry: Friday, Sept 22, 1988 - Robin Patty's boyfriend was coming up for the weekend so the weekend after the best sex of my life I was left without a fuck buddy. Patty was a great lay but I needed to find at least one other steady piece of ass for circumstances like this. Pete was spending just about every weekend at Cathy...

Working Out Issues Ch. 03

by blake1 on Mar 12, 2019
Transgender & Crossdressers

"Oh god, this feels amazing!" I gasped. After two weeks of Michelle Champion's At Home Aerobics, I was making amazing progress. True to my word, I had started the first DVD the morning after Adam and I had our little futon bro hang. Back then, I had struggled with just the beginners class. But I had kept it up every morning since then, and now all the lung...

Craving Candace

by Great_Pharaoh on Sep 13, 2017
Anal

I couldn't decide whether it was love or lust at first sight. It couldn't have been love because we were in high school, so it had to be lust because it was lust central at Murrell Dobbins high school. I sat in the middle of Math class with a bricked up dick in my pants—and it was all her damn fault. Who was her, y'all would ask? She was Candace 'Big Booty'...

The Class Trip

by PoetMaster on Sep 13, 2017
Erotic Couplings

All characters are considered 18 years of age. * Kristin Davis was thrilled that the school had approved her request to take her Civil Liberties class on a field trip to Washington D.C. She was only 26 years old but loved being a teacher as well as the cheerleading coach. Having just broken up with her boyfriend, the blond haired, blue eyed cutie thought...