Small Penis School Stories

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The Smallest in Town

by heavyhead103 on Sep 24, 2020
Transsexual

You wake up, your eyes only half open as you look to your alarm clock beeping next to your bed. It's time to get up and ready for the big day ahead of you. Today is the first day of high school for you, a nineteen year old male, in this new town. "What am I going to do?" you think. Moving into a new town meant that you had no friends, no connection...

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Finishing School For Ladies Ch. 11

by MicheleNylons on Oct 9, 2017
Transsexuals & Crossdressers

The finale...enjoy. * Chapter Eleven - Business As Usual The businessman sat in his cheap London hotel room sipping a Johnny Walker. He twiddled what appeared to be a business card between his fingers. The small black high-gloss card had the silhouette of a stylised schoolgirl with her skirt flung high showing off her stockings embossed on it in silver. U...

Beach Babe Sharon

by cruiser_2015 on Sep 24, 2019
Exhibitionist & Voyeur

My name's Sharon, I'm nineteen and I've just finished school. You might be interested in my adventure with my elder brother Kevin on the Mediterranean holiday with our parents we've just returned from. It started one evening when we were all walking back from a restaurant. We passed a sign reading "Plage Nudiste" in French, which means "nude beach," pointi...

Becoming a Man

by The_Ride on Sep 13, 2017
Fetish

It's the moment everyone looks forward to in their lives, turning 18 years old, and John couldn't be happier that the day was finally here. He would be going off to college later in the year and with it, hopefully some freedom. For most of his life, John's parents have been overprotective. Which is why John's social life in high school took a beating. Whene...

David's Tall Girls' School Ch. 14

by Thorilla on Sep 19, 2017
Fetish

(It was late autumn of 1960 and I, David Shaw, was 20 years old and was following my hobby of bird watching. I had unfortunately been detained by Amelia Wiff-Naseford, headmistress, for being an alleged 'Peeping Tom' in the grounds of 'Dentwood Finishing School for Tall Girls aged 18 to 20 years old'. There were 120 girls registered at the school. Clearly I...

The Old Black Man Around the Corner

by JonathanT on Sep 12, 2017
Interracial Love

Sandy had just turned 18 but to look at her one would think she was younger. She was a very pretty girl with a nice figure and wore her hair in two blonde pigtails. She had slight freckles on her cheeks with big blue eyes that captivated the attention of everyone that saw her. Small in stature at 5'-0" and weighing about 95 lbs added to her very young appear...

Giantess college Pt. 01

by Zack42 on Oct 8, 2019
Fetish

Prologue Sophomore year of college was supposed to be the year I started to relax. Up until this point in my life I had always been the kid who made straight A’s. I never stayed up past midnight a day in my life. I have never missed a day of school. My parents always pounded me with school. I was so sick of it. Number one in my school, applying for scholars...

Appointment

by magmaman on Oct 30, 2018
Exhibitionist & Voyeur

Jimmie was tickled pink when old man Harrison asked him to clear out the brush in his back yard. It looked to be at least a week long job, and since Jimmie was fresh out of high school and flat broke, a chance to work and make some money was a big deal. It didn't hurt that he was strapping strong, playing sports in school and being the star of the track tea...

Coach Carter and His Catcher

by capricorn5 on Sep 14, 2017
Erotic Couplings

Keith's first and last season as assistant softball coach/assistant football coach at Westside high school was unofficially coming to a close today, which was the last day of school for all students. He knew the day he was hired that he probably wouldn't be stuck coaching high school sports for long, and sure enough he'd gotten the call he'd been waiting for...

I Got Needs

by darthytse on Sep 13, 2017
Interracial Love

"Don't forget: be here in my classroom by 5:30 tonight," Suzanne yelled over the commotion of her students packing up their belongings as the dismissal bell rang. Suzanne's school band was having a concert that night, and she had prepared them as best she could beforehand. Now it was up to them to shine. Suzanne was relatively young to be teaching high scho...