Claire Gets Punished Stories

107,627 results
Orientation
Length
Source
Infinite Scroll

Rose Pt. 07

by Averagejoe1992 on Nov 4, 2019
NonHuman

"Oomph!" A sudden weight drove the wind out of me. My first thought was that I was being attacked. But snapping my eyes open, I was face to face with Tina. Her face was screwed up in pain and she looked torn with indecision. "I'm sorry!" she cried. A familiar pang ran through me, just as I felt a pair of hands grab my growing erection. Like with Rose, I d...

Pay Per View

by Dodrick on Sep 24, 2018
Exhibitionist & Voyeur

"I have an idea," I tell Claire while we're out walking the dog. "About what?" "Let's make a video," I tell her and yank firmly on the leash to get the dog to settle down from the cat he's just spotted. "Sure, but that isn't exactly a new idea," she teases. "We could make it new somehow." "How would we do that?" she asks, and we pause our walk while wai...

Punky's Diary, 4/20/07

by Selbryth on Sep 14, 2017
Fetish

Punky's Diary -- a Friend's Experiences, collected by Selbryth. April 20, 2007 So, still in Charlie's palatial home in the Bahamas, that first night goes by, and then I wake up the next morning missing her so bad I can hardly think straight. I mean, I've gotten way used to waking up with a warm naked body next to me under the covers, you know? Food though...

Revealed to My Roommate Ch. 01

by gaildaniels84 on Jan 6, 2020
Transgender & Crossdressers

Paul watched the clock on the office wall with rapt attention. He'd finished his work hours ago, the truth was doing the minimum at this dead-end office clerical job didn't take more than a couple hours of hard work a day, and since then he'd tried everything to distract himself. He'd been to the water cooler a suspicious number of times, taken several bathr...

The Secret Lounge

by Dodrick on Jul 31, 2018
Group Sex

The name of the bar is The Secret Lounge which makes it not a secret at all. However, Claire and I have never gone to this bar in town, which isn't saying much because beyond a few fantasy escapades we don't go to bars very often. It was suggested to us by a man we know, Jack. He told Claire over a message online that he thought we would like it if we got "c...

Breakfast at the Manor

by Dodrick on Apr 24, 2018
Erotic Couplings

Towards the end of summer, Claire and I took one last vacation. A lot of my family lives in Michigan, and the last time we visited Claire really enjoyed being up there. We figured it was an easy vacation to plan and we could save money by staying with relatives at certain points. However, we couldn't every night. For a few nights we had booked hotels, but fo...

My Father, The Maid

by SissyOona on Oct 16, 2018
Transgender & Crossdressers

I thought it was really weird when I received the random text from my step mother, even though I had known her for most of my adult life as my father's new wife we had never really been close. Hell, for that matter I had never really been close to my father either, he was always pulling long hours at the office when I was young, so he was never around. Nowad...

Claire O Ch. 01

by codename 47 on Sep 13, 2017
Erotic Couplings

I first saw Claire in June 2002, she looked sexy then but I never used to think about her as much as I do now, 7 months have passed and I love her more than ever, more than my life. 5 months after I had started my work I started to see her in a different way, she seemed to be much sexier and she had started to turn me on just by looking at her. She sometime...

The Beauty Therapists and the CD Ch. 03

by satinpaul on Sep 15, 2017
Transsexuals & Crossdressers

The 3 women all go back to the bathroom and close the door, I sit on the bed waiting, anticipating them coming out to then get dressed in their maid outfits, after 10 minutes they come out wearing jeans and t shirts, I'm so frustrated and disappointed. I ask what's going on and Lucy's says they have to go, something has come up (not just my cock then) and...

The Humper Game Pt. 01 Ch. 03

by WilCox49 on May 2, 2018
Romance

Author's note: This is, in all its seven parts and their many chapters, one very, very long story. If long stories bother you, I suggest you read something else. No part of this story is written so as to stand on its own. I strongly suggest that you start with the beginning of Part 1 and read sequentially—giving up at any point you choose, of course....