Hailey Stories

306 results
Orientation
Length
Source
Infinite Scroll

Sinful Degrees of Separation Pt. 06

by shoguy on Sep 26, 2017
Mature

In this chapter the sexy MILF realtor meets her daughters incredibly endowed boyfriend. DAUGHTERS MOM LAMENTS AND PLANS Here I was, a married 66 year old woman sitting in a bar in one of the most upscale hotels in Beverly Hills dressed in a sinful black mini dress complete with black thigh high stockings attached to two foot long garter straps that were...

Hailey Gets Pulled Over

by VivicaSnow on Mar 16, 2020
Interracial Love

I was driving home from getting my hair done thinking of my sexy black neighbor Mr. Chapman. I showed up to my appointment late because of traffic and almost had to give up my spot, but the appointment after me arrived early so my hairdresser took care of her first and then did me after. I got myself a cute bob with bangs, like Ramona Flowers from Scott Pilg...

Doctor Webb Pt. 02

by hello_hbic on Dec 16, 2019
Mature

I have always been weirded out by Gordon. Despite our colleagues gushing over how cute our intern is, I can't help but feel that his existence is too good to be true. He had stellar records that made his superiors feel inferior. I never thought that he would exude the same aura in different occasions, especially with regards to sex. "You... you're one of my...

Winter Lust

by RiverGuide on Sep 14, 2017
Erotic Couplings

This is a continuation of a previous story, River Lust. * The marathon meetings were winding down and I finally had some time to sit in my office and collect my thoughts. My firm had been engaged to resolve patent issues involved in the merger of two tech companies. It had been a demanding and lucrative two year effort, but it was finally winding down. My...

Sensual Persuasion Ch. 05

by haremhottie678 on Sep 15, 2017
Novels and Novellas

Chapter 5, Hailey's Secret "Hailey, I have to get back to you tomorrow okay? You think I can borrow those notes you took in class? I was kind of doing other things," Nathan responded from the other line. I twirled a lock of my hair around my finger and laid back on my bed. "Yeah sure, what's up? Something wrong?" "Uh, no. I just needed to talk to Camer...

The Entertainment Couple

by mcfreeman on Sep 2, 2017
Erotic Horror

Janell was Frank's junior by nearly ten years when she had married him. Although she did not think of herself as a "trophy wife", she did think of him as "quite a catch". Because he was a record executive for a LA label, she had become accustomed to many and frequent backstage full VIP passes to some of the best music in the LA area. She enjoyed the privileg...

Quarantine Stinks

by PetitePlay on Apr 22, 2020
Erotic Couplings

I know I'm very fortunate. I'm not sick. No one in my family is sick. My friends are all good. I know so many thousands of people have it so much worse. But for a very sexual person, being quarantined alone is so frustrating. I thought I would share some random (and maybe silly and boring as well) thoughts about my experience with it so far... -----------...

All That Glitters Ch. 20

by bigtddybr on Oct 5, 2020
Sci-Fi & Fantasy

All That Glitters -- Ch 20 Replace, Repair, Rebuild. The crews work hard to bring it all back together again. © bigtddybr August 2020. This story cannot be transferred to any other site besides Literotica.com without the prior authorizations in writing from the author and bigtddybr must be credited for this work. Because of the amount of abbreviations, s...

Victoria and Chris: Child's Play

by sexplainable on Jul 14, 2020
Erotic Couplings

Dressed as the devil, I pull my mini skirt down to barely hide my bum, and wait for my turn next to the other pretenders. The producers -- personally, I think it's the kings' idea -- decided to send us sexy costumes and prepared a sexy runway for all the guys. So, each pretender picked an outfit she liked (there were fights over who would take what) and now...

Kinky Kayla

by damonX on Sep 19, 2017
Group Sex

Kayla laid her arm across my chest and pressed her warm, sweaty body against mine, nuzzling her face into my neck. "That was great baby," she said, kissing me on the cheek. "Thanks." "No need to thank me," I returned, wrapping my arm around her. "I think you did all the work this time." Kayla let out a giggle as she snuggled closer. "Yeah, I think you'...