Bailey Stories

782 results
Orientation
Length
Source
Infinite Scroll

Two Hundred Dollars Ch. 03

by xtorch on Oct 9, 2018
Fetish

183 Dollars Monday morning, Kent took his breakfast alone while Bailey slept in. Remembering what she had said, that it would be a "while" before he could spank her again, Kent had resigned himself to that fact and didn't expect anything interesting to happen for days. She really had no reason to rush. Even if she wanted to get her debt half paid before the...

Miss Olivia's Chair

by RedHawke on Sep 19, 2017
BDSM

Miss Olivia was busy applying a leather belt to the ass and legs of her favorite slave, Petra, who was hanging red-faced and helpless by her breasts in Miss Olivia's dungeon. A chime rang, announcing the arrival of a guest to the mansion, but Miss Olivia did not slow down or hesitate for a second, knowing that Bailey would answer the door promptly Bailey cer...

Apply Within

by Wislogger on Nov 26, 2019
Erotic Couplings

The afternoon sky was gray and gloomy and snow flakes were beginning to fall as Mary Poole stopped before the door of Bailey & Bligh haberdashers. She pulled of her mittens and stuffed them into the pocket of her cloak, then checked her reflection in the gold-lettered window. She retrieved a mitten to wipe her runny nose, set her hat at a jaunty angle and en...

I Want To Fuck His Wife Again

by mesqueunhome on Sep 12, 2017
Loving Wives

The following story is entirely true. I will try to write it in such a manner as to be entertaining to read, but everything that happens below is the way it happened in real life. I will only change the names and will try to save much of the boring dialogue. -------------------------------------------- I have this friend... well, I guess he's not my frien...

Will and Bailey Pt. 01

by WillandBailey on Sep 14, 2017
Erotic Couplings

Will and Bailey had been had married for about two years now. Their second anniversary was coming up in two months in September. They were a beautiful couple; and they were constantly reminded of this by friends and family. Will stood 6 foot on the dot, had short brown hair, brown eyes, and was in shape but not overly muscular at 170 lbs. Bailey was the kind...

Tuition Ch. 06

by Hubee on Sep 13, 2017
BDSM

~Bastion~ I saw Kat looking at me over the curve of Bailey's arse and I smiled at her. I had told Kat to punish my sister and she had; not in the way I had suggested, or expected, but in a better way. A part of me was pleased with the streak of cruelty that had been exposed in Kat by her actions. "Leave her." I ordered and heard Bailey give a strangled cry...

Bailey Ch. 01

by Daniel5421 on Sep 16, 2017
Romance

My name is Dean Chase, and this is the story on my life with Bailey. It was a warm summer morning in June; I was ten years old at the time. My family was moving to a town in Illinois, when my dad turned into the drive way I saw two girls sitting in the grass under a sycamore tree. The oldest one looked close to my age and the other looked about six. "Why d...

The Mop and the Cyclops Ch. 02

by RusticxReads on Dec 2, 2019
Sci-Fi & Fantasy

Chapter 2: Guardian Angel Dr. Miller's math lesson soon drew closer and closer to its end, leaving only a few minutes left. The stout old woman clapped her hands as she noticed the time and turned from the blackboard to face the class. "Ah, I see it is about time to end class. Remember to finish chapters 2 and 3 by next week, and study for our first test....

Two Hundred Dollars Ch. 17

by xtorch on Feb 26, 2019
Fetish

132 Dollars Laura slipped into her bedroom just after ten o'clock, her teeth brushed and her flannel pyjamas on. "Good night, mom," she called out. "Good night, dad." "'night sweetie," her mom called back. "We're at the soup kitchen tomorrow, remember." "Of course," she replied softly, closing the door and turning off the lights. I paid my debt, sh...

The Lady Executive Ch. 07

by VickieNight on Sep 15, 2017
Novels and Novellas

As expected, Bailey was waiting up for me. She wanted details of what went on with Grant and all I wanted was a long hot shower. "Was it just a simple fuck Joanie?" Bailey asked. I responded, "He was a perfect gentleman. We had dinner and drinks then went to his hotel room for some fun. Trust me; it was nothing to brag about sexually." Bailey laughed. I ch...