Jim Halpert Stories

11,268 results
Orientation
Length
Source
Infinite Scroll

Home Sweet Home Ch. 07

by jt123 on Sep 15, 2017
Loving Wives

Spring Break - Day 7 They had gone to bed early the previous night and Jim felt much better as the next day at work ended. He couldn't imagine what tonight's adventure with Dana would bring. As they had talked the night before she admitted to coming up with the whole idea of Annette because she couldn't think of any other way to get him to fuck her in the t...

Stable Boy Ch. 03

by MissLisaJones on Sep 13, 2017
BDSM

Jim woke early after a restless night. His bruised and battered backside had made it hard to sleep on his back whilst his caged penis made it hard to sleep on his front, but, for all that these disturbed him they were nothing compared with his need for release. Time and time again, as he'd lain in bed on the edge of sleep, his hand had strayed to the cage at...

The Game Ch. 02

by WantABWriter on Sep 12, 2017
Loving Wives

I wish to thank Literotica for allowing me to post my offerings. I am proud that some overlooked my poor editing skills and did enjoy the stories. I appreciate all those that offered encouragement and constructive criticism that helped me better see my mistakes. And I will thank those that expressed an opinion even if it was to say I am a bad writer. I value...

Koi Pond

by Feralkid on Mar 6, 2018
Group Sex

Taillights glowed red, lighting Jim's face as he watched Mia's legs swing into the passenger seat of Kevin's silver sports car. The taillights glowed white, then red again as Kevin threw the car into gear before disappearing out the gate. Jim felt a hand on his shoulder. "Stay awhile," urged Ted, startling Jim out of his late-night reverie. A full moon hun...

You Want Me To Do What?

by taylorsam on Sep 25, 2017
Loving Wives

"You want me to do what?" I asked in disbelief. "You said it yourself; we need to do something to spice things up in our marriage. I think having sex with others will do that," my husband Doug said. That was how it started. Let me introduce myself before I go farther. My name is Kari, I'm thirty-nine years old having been married to Doug for nineteen years...

An Unexpected Seduction

by walterio on Sep 12, 2017
Loving Wives

AUTHORS NOTE: This story is based on the following e-mail request. It contains wife swapping and infidelity so if this is not to you liking be forewarned. * Hi Walter: You continue to write great stories at a fabulous pace I might add. Not sure how you can keep cranking out these gems. A long time ago, I read a really hot story which I know you can replic...

Together Again

by cashfan47 on Sep 14, 2017
Non-Erotic

Jim and I first met on August 18, 1986 at Fort Campbell, Kentucky where we were both stationed with the United States Army. I was a single twenty year old private and he was a married thirty nine year old sergeant with two teenage sons. His wife and sons were living in Indianapolis, Indiana while Jim was finishing his enlistment. I was assigned to his cleani...

Jim Comforts a Weeping SlutJim Com

by Love_you on Sep 2, 2017
Erotic Couplings

Her afternoon of wild sex with her mom had just about worn Maggie out. The only problem was that she had promised Jim that they could fuck each other tonight, and he was going to be more than ready after his afternoon at the pool, where he worked as a lifeguard. He'd said before how hot some of the girls were and in his capacity as lifesaver he regularly cam...

Seducing the Neighbor

by Comshaw on Feb 10, 2020
Erotic Couplings

Jim stretched and yawned as he woke. He looked over at his wife and wondered if he should try to get his hand between her legs and maybe talk her into some morning sex. At 49 he still got wood in the morning and still wanted sex. However after menopause his wife, Ellen, had lost almost all of her desire for sex. He had tried to talk her into going to a docto...

Well, I AM on Vacation! Ch. 03

by BrimStonez on Sep 16, 2017
Group Sex

After Jim and Melissa had cleaned up and put on robes, they went out to sit on the balcony to watch the waves break on the beach. The moon shown brightly over the ocean and the sound of the ocean relaxed them. Melissa sat in Jim's lap and ran her fingers through his hair. "I can't believe we met in Charlotte and then ran into each other again in Miami! I...