Uncomfortable Stories

58,287 results
Orientation
Length
Source
Infinite Scroll

New Shoes

by Middleagepoet on Sep 17, 2017
BDSM

Jason was in a hurry. He just found out he had an out of town meeting the next day, one where he needed to wear his best suit, the one that was at the cleaners. After finalizing his travel arrangements he left work early and rushed to the cleaners and grabbed his suit. Only then did he remember that he had all but ruined his black shoes during the last heavy...

The Lost Panties Ch. 03

by MrMikelobe1952 on Sep 25, 2017
Exhibitionist & Voyeur

Alice left her panties in the school office after taking them off the masturbate while watching Charles fuck an unknown woman over the top of a desk. Molly found a pair of panties in the office the next morning, and has told Alice that she plans to share her find at the school Christmas party. The story continues as Alice and her husband drive to the party:...

On Pornography ID Laws

by secondsamuel on Jun 26, 2019
Reviews & Essays

Imagine signing in to Literotica with a driver's license. It's the reality British citizens face in an effort to protect children from pornography. Since I can't even synch my nudes with the cloud, I have no idea how Britain intends to safeguard the privacy of the millions of users on pornhub. But there are enough articles about why that won't work. Bear w...

Anastasia's Journey Ch. 05

by DJMarie on Sep 14, 2017
BDSM

Once Hank and Anastasia are in the training room, Hank removes the leash, and stands near a stool that is placed in the center of the room. He instructs Anastasia to stand in front of him and remove his belt. Anastasia, of course, does what she is told, removing Hank's belt and handing it to him with now trembling hands. "While I have been very pleased with...

Chaffernaught 09

by MistressColleen on Sep 13, 2017
Humor & Satire

Chapter 09: The Penis Flytrap I had a land-line phone installed for joeie. I had it placed in the corner, on a very short cord, situated near the floor, close to his little mattress. The phone cord allows him to travel no further than the edge of his mattress. I have him trained to answer on the first ring, and God help him if he fails. The phone is a direc...

A Scavenger's Playthings

by Royal_Prince on Sep 14, 2017
NonHuman

Solemnly a large attendant led Jeffery Miles into a secure doctors office. His expression didn’t change as he pushed Jeffery forcibly toward the doctor’s desk. “Sick fuck.” The attendant grumbled as he turned and left the office. The doctor barely acknowledged his patience presence with a nod. “You can sit down.” He said and then continued typing out some...

Domination by Tentacle

by SpagettiMaster on Sep 16, 2017
Sci-Fi & Fantasy

~Note: This is one of my idle fantasies while on a vacation. This content of this story is largely gay and prostate/cock sounding, so if you're not interested you can read another excellent story on this site :) Enjoy~ ***** I awake on my back feeling cold metal beneath me. It is not entirely uncomfortable, as the metal seems to curve around my body, leavi...

The Wicked Bitch and Her Bitchboy Ch. 02

by tulsaliza on Sep 17, 2017
BDSM

The surprised look on bitchboy j.'s face when the vibrator ejaculated into his mouth was hilarious. He was so humiliated...suckling that silicone cock while it came in his mouth...I was quite pleased with myself for having found such a device... But enough of sucking cock...now, it was time for more cock and ball torture...I took bitchboy j. out of his boun...

Meeting NK Ch. 01

by zelatrix430 on Nov 26, 2019
Erotic Couplings

I was at a house party after a night at the local pub. I was out on the balcony having a cigarette when I saw a good friend's car pull up in the carpark. I saw 3 guys get out of the car. They came up the stairs and I walked over to them to say hello to my friend - however, he was not there. It was 2 of his friends that I knew, and another male who I'd never...

A Run in the Forest

by LordAmoreScuro on Apr 1, 2020
Romance

An almost true story . . . [susan] I had just moved to a new apartment complex in Atlanta. It was quite close to downtown, but was secluded and quiet. Most of the tenants were young couples but a few were single like me. Adjacent to the complex was a small forest (a nature reserve) with running and biking trails. That was one of the reasons I chose the sit...