Jack Stories

29,957 results
Orientation
Length
Source
Infinite Scroll

My Life With Rose Ch. 03

by thespeck on Sep 14, 2017
Erotic Couplings

I woke up Tuesday morning to the sound of my text chime. "Don't forget to water my plants." Still groggy and spent from last night's Skype session, I stumbled into the shower and began my morning routine making sure that I left myself time to water her plants. When I entered her apartment the first thing I noticed was how impeccably clean it was. I decide...

Racetrack Ch. 1

by rachnjam on Sep 16, 2017
Transsexuals & Crossdressers

First of all, I kind of got the hint that you wanted something to happen someplace other than the house. And I don't really want the bar scene all of the time. So, how about the next place I'm pretty familiar with, the racetrack. Now work with me on this, there is always a lot of guys at the track. You could either dressed as Rachael or not. But if you were...

Francis Meets a Black Stud

by FrancisAlba on Sep 13, 2017
Transsexuals & Crossdressers

First some background: I am a male, about 5'5', athletic and have long light brown hair and fair skin. I was on the swim team in high school and college. In college I had started shaving my legs and arms to cut down on drag in the water. My girlfriend at the time liked and eventually talked me into shaving my entire body. She eventual talked me into having...

Some Sex Clubbing

by FunLuvr247 on Sep 17, 2017
BDSM

Late in the evening, we three arrive at a club that WE've discovered that has a highly sexually permissive atmosphere. WE have dressed you in a snug vinyl high-necked jumpsuit that nicely emphasizes your sexy form, and it has a velcro tear flap at each of your breasts as well as one between your thighs. It has thicker bands at the waist, wrists, elbows, ank...

College Days Ch. 01

by JackStrange on Sep 14, 2017
Erotic Couplings

"You're different. You love pussy. You're short. You stutter.You're clumsy. Your ugly glasses don't even fit. And, that dueling scar or whatever on your right cheek.Yet you screw two-thirds of the women you meet. You just love pussy. Women sense that. They know how much you enjoy them. They are flattered, and you turn that flattery into a fuck." ---- Doris L...

Black Book Diaries: 3

by Trystero on Sep 13, 2017
Erotic Couplings

THE LAST TIME We'd just finished having lunch together, a local café in her neighborhood, Friday afternoon. We used to work together several years ago; now we just got together once in a while to catch up. The day was warm for mid-October, and clear, with that wonderful golden light. I was parked around the corner. She lived only a couple blocks away. I use...

Dear Linda

by mumblegooseegg on Sep 16, 2017
Letters & Transcripts

Christmas, 1992 Linda: I love you. I love making love to you. I love rubbing your back as you are lying face down on the bed, rubbing your shoulders first, then the small of your back, then back up to your shoulders and down again, a little further every time, gradually reaching your hips and ass. Back up a little, bring my hands along your sides, slide...

Housesitter

by hopeulikeit on Aug 17, 2017
Exhibitionist & Voyeur

The one-storey ranch home was 60s modern and easily blended into the peaceful suburban neighborhood. But as Amy approached the front door she had a pang of regret. Sure, she had been here many times to see Jackie, dinner parties, a charity and an art show, but at those she knew she'd be going home at the end of the night. Why she had agreed to house-sit was...

My Girls-Sue Ann & Sandy Ch. 01

by NickyFaulkes on Sep 1, 2017
Group Sex

If you're underage or offended by erotic literature, don't read any further. In fact if either of those describes you-get off this website. This work is not available for copy or distribution without permission from the author. --------------------- Thank you for the interest in my stories. As requested, here's another story about My Girls. If you'd...

One In A Million Girl

by texasace on Sep 15, 2017
Group Sex

Laura's Visit... And The "One In A Million Challenge I was happy to see that the plane was on time... soon I would see my Luv in person. Laura and I started chatting on IM a couple months ago, and our harmless, friendly, get to know you chat went from mild to wild. With the freedom and anonymity that fantasy ID names provide, all inhibitions are lost. You...