Schoolboy Spanking Stories Stories

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Enslaved by Marilyn Ch. 02

by Philnominal on Sep 16, 2017
Fetish

In the week that had followed I had found myself in a regular state of arousal when thinking of my Mistress. It seemed hard to believe what had occurred but I just kept thanking my lucky stars that 1. She was as beautiful as I had hoped for before the visit and 2. That she wanted to begin a Mistress and slave relationship between us. I had spent every night...

Bartender Gets His Fill

by manonthemoon on Sep 15, 2017
BDSM

I started bartending because I though it would give me a great opportunity to get laid. From all of the stories I have ever heard bartenders seem to get the most action, maybe I got the idea from watching "Cheers." Anyway I was a senior in college and had plenty of action with the sorority girls, but wanted to get with some more mature women and experience n...

Teaching Claire Ch. 03

by dreamerboi on Sep 16, 2017
Fetish

If I was ever to turn her into some S&M crazed dominatrix or anything even close, I'd have to ratchet up the kink and introduce a bit of pain to things, so I started out spanking her. At first I'd give her bottom a couple of gentle slaps or briefly roll her over my knees in bed for a few swats in role play as part of sex. To start with we played games, naug...

Reliving My Younger Days Pt. 02

by Mag58 on Aug 12, 2019
Group Sex

Reliving My Youth Pt II (Back to the Future) After everything that happened earlier, I was a bit embarrassed when I rang Josie later that evening. "That was a bit unexpected." I mumbled. "I know." She whispered back. "Are we ...okay?" "I hope so; but it's not everyday I get into a threesome with my best friend and a pornographer; is it?" I laughed. "B...

Teacher's Pets

by SexyJennaInk on Sep 19, 2017
Anal

Class. Math class. So boring. Who would have thought that I'd have to pay fucking $20 grand a year to take shit I hoped I'd never see after high school? No one said, "Hey Susan, when you get into college, you're gonna spend the first two years taking shitty ass math courses and doing trigonometry problems just for shits and giggles. Enjoy university!" Why th...

Ex-Marine Hubby Ch. 01

by Ashesh9 on Sep 17, 2017
BDSM

Ex-Marine likes wife mean! Believe it or not, my six foot something Marine hubby is my boot licking butt boy. My man is big, strong and as straight-laced as they come... Until I get him in the bedroom. Me? I'm a tiny Vietnamese immigrant with mouse coloured hair. Don't let my size fool you, mind. I am the first Female Mayor of Louistown, and as tough as...

Midnight Shift Ch. 3

by Caresse Mandylor on Aug 31, 2017
Erotic Couplings

When I came into work I knew I had better find a way to contain my Cheshire cat grin or else someone was going to know that I was doing things I wasn't suppose to all by my lonesome in the office. Then I saw the note on my locker from Wilma, the accounting manager. That ought to take my smile away. "Caresse, when Dr. Prospero brought his check over last nig...

Femdom Nihon Date Ch. 1

by chenwanli on Sep 12, 2017
BDSM

I hate setups. Blind dates are the worst. Tom and his wife Yumi had set me up with a couple of her friends and classmates from Japan if they moved or came to San Francisco but none of them were even remotely my type- they all wanted to do whatever I wanted, had no opinions of their own, and giggled ceaselessly. I let my friends know that they really shouldn’...

Obey Sister Persephone

by quebesasuspies on Nov 6, 2018
BDSM

Sister Persephone of the Order of No Mercy: A Special Session with Mistress Persephone Trembling like a schoolboy who forgot his homework, I rang the bell to Arena/Blaze. Although I was punctual and had the correct tokens for Mistress Persephone, I was still nervous that something wasn't right. I always want to please my mistress, so I pay attention to ever...

Mom Sent Back to School Ch. 12

by StoryTeller07 on Oct 14, 2017
Fetish

Dressed in teen clothes Janice and Rose came back from shopping, with the usual armful of bags. 'Put the coffee on, girl, then hang up your new clothes,' Janice told her stepmother. The coffee was bubbling so Rose picked up the bags, to go to her room. It had been her daughter's room, but she had been relegated to it since their role reversal a few weeks...