Caroline Takes Charge Stories

104,890 results
Orientation
Length
Source
Infinite Scroll

14 Hours Pt. 08

by CaffeineFetish on Sep 14, 2017
Humor & Satire

--Kori-- My acceptance letter arrived today. Three months left of the school year, and I'm holding my acceptance to my number one in my hands. I'm going to Harvard and it has just occurred to me, I have no idea what Will is doing. Aside from Chemistry and English, Will isn't taking any of the same classes as me. As far as I know he isn't taking any AP cla...

A Surprising Journey Ch. 05

by peacekeeper25 on Sep 14, 2017
Erotic Couplings

The sun was pouring in through the skylight over the bed. I glanced over at Sharon asleep and thought about the events that brought me to this moment. Meeting her at the Left Bank Café, getting invited to hear her read her erotic story and here I was fucking this fascinating sexy woman. My journey was not only introducing me to lusty women, it was giving me...

A Good Working Relationship Ch. 13

by LittleBrain on Jul 10, 2018
Romance

Chapter 47 Marisa's shocked thoughts rebounded inside her head. 'No! No! No! This cannot be happening. He must be lying.' 'What the fuck is going on? Did Hugo just say what I think I heard? Paul and Caroline?' 'Yeah but Hugo is a devious SOB so he could be making it up' 'Look at Paul's face ... he looks shocked ... embarrassed ... he has that stranded l...

The Stranger Ch. 02

by peacekeeper25 on Sep 13, 2017
Erotic Couplings

When I woke up, it was getting dark out. The last remnants of sunlight were coming through the skylight. Tristan was still asleep. I glanced over at him, studying his face as he slept, noticing the way his nose curved, his lips, his long grayish hair and beard. Having a man in my bed was so strange after all these years. Four or so hours ago he was a strange...

Kate Moves to San Diego

by tielstiels on Jul 14, 2020
Exhibitionist & Voyeur

I can feel it, with every step down the hallway. I'm taking short and fast steps, keeping my legs clamped as tightly together as possible, tightening all the muscles in my lower abdomen and thighs. I let out a small gasp when the toy inside me suddenly vibrates, pausing for a moment. "Are you okay?" A guy immediately to my right asks with genuine concern. I...

Girls Have It Easy

by bluesbirds on Jul 29, 2019
Transgender & Crossdressers

"You do too!" I pushed Caroline playfully, pulling the covers off her chest. "Sex is not easier for girls than it is for boys! We have to do a lot of work to have a good time." She pouted at me, pulling my hand up in between her breasts and bringing me closer under the covers. We had left the window open the night before and the chilly spring air cooled th...

Bachelor/Bacherlorette Pary

by C Love on Sep 14, 2017
Group Sex

My Best friend Woody was getting married, and I was his Best Man. That, of course, meant that I was in charge of the Bachelor party. Woody had met his fiancée, Jess, through her best friend, Kathy. Kathy and I were longtime friends, and when the alcohol started to flow, occasional lovers. Kathy and I decided that we were going to throw Bachelor and Bachelore...

Jennifer's New Adventure Ch. 02

by JenniferTaylorTV on Feb 10, 2020
Transgender & Crossdressers

Jennifer stood in front of the mirror and admired the glorious image before her. There she was, a gorgeous bunny girl in a tight, high cut black costume which gave her a wonderful curvy figure. Her fake boobs looked real and gave her an awesome cleavage. Her superb bubble butt had a kinky little fluffy tail and three-inch heels made her legs, encased in blac...

A Plantation's Secrets

by takecare1212 on Sep 18, 2017
Interracial Love

He'd walked three days on, and chose to stop at this plantation not for its occupants — he didn't know them anyway — but because it'd been left intact. The pillars that pretended to hold it up were white as ivory, the garden out front well-tended and colorful. A man could get work at a place this manicured. He only had a sack of clothes, and he had to put it...

Cast Adrift - Book 02 Pt. 02

by MarshAlien on Sep 16, 2017
Romance

CHAPTER SEVEN The full-page headline on the front page of the Times on the second day of August, 1814 screamed the paper's demand for a full and complete investigation. Two people had died, scores more had been injured, and considerable private property had been destroyed as a result of the explosion and fire at the pagoda in St. James Park the night before...