Gay Enema Diaper Stories

451 results
Orientation
Length
Source
Infinite Scroll

Blink: Two

by KenjiDeSade on Aug 18, 2017
Gay Male

The following story is a fictional account. The characters are entirely unreal and so are their situations. Thus no direct attention was paid to probability or safety for the characters. Such practices should not transfer over to real life situations. Practice safe, sane and consensual sex. For your own damn good. If you have problems or issues with queer po...

Blink: Four

by KenjiDeSade on Aug 18, 2017
Gay Male

The following story is a fictional account. The characters are entirely unreal and so are their situations. Thus no direct attention was paid to probability or safety for the characters. Such practices should not transfer over to real life situations. Practice safe, sane and consensual sex. For your own damn good. If you have problems or issues with queer po...

Chubby Sissy Meets His Daddy

by vulpinechub on Sep 19, 2017
Gay Male

The following story is a work of gay fiction. It contains sexual acts between males. This story focuses on: Humiliation, diapers, sissy play, domination. Copyright 2014 -- Feedback is appreciated. * My university decided to cancel classes for the day, but it was too late: I was stuck in the worst traffic of the decade. Mainly due to the incompetence of b...

House Rules Ch. 06

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Eleven WORK TO DO & BUTTERFLY KISSES I fixed breakfast the morning for the both of us. I was wearing pink hipster panties with the word SASSY across the seat and a white cami with pink trim which showed my flat belly. The material was lightweight and tight against my lean torso. You could clearly see my nipples which were as pointy as gumdrops. My...

The Hanky Code Pt. 04: The Enema

by His_fag_wife on Sep 14, 2017
Gay Male

Steve pulled me by my cock and I followed him like an obedient puppy. "I told you I'd see a lot of you slut. Now it's time for me to explore every nook and cranny of you as we prepare you for Master S," Steve said with a notable mirth to his words "I think you'll like that... well some of it anyway." It had been more than a few minutes since my last indul...

Brent's Prep for the Prison Doc

by woofdaddy2 on Aug 18, 2017
Gay Male

After a few weeks of being used by first the prison ward and then rented by the prison to entertain local men, it was time for a full medical exam. The Warden did not want his rent boys spreading any diseases so they were tested every two weeks. The exams included tests of their mouth, penis, shit hole and blood. The exams were no too uncomfortable, it was t...

Old Man Discovers... Ch. 11

by tnwriter on Sep 14, 2017
Gay Male

last sentence of chapter 10...and try to keep from laughing.. Late the next afternoon the phone rings. "Hello." It's Fred. "Hey Mack.How's it hanging. Bet you laughed your ass off yesterday watching me walk home." " It was difficult not to at least chuckle", I said. "Well I spent the rest of the day and part of the night sitting in front of the computer...

Turning the Teacher Ch. 03

by Dave933 on Aug 18, 2017
Gay Male

Finally, we had everything I had been looking for, and 'Charlotte' and I loaded back into the car, and I drove us back to the home she owned as Charles Wild. It was mid-afternoon. "Okay Charlotte, I think you should wear one of your sexy new outfits this afternoon, but I'll let you pick. Tennis girl or Hawaiian beach babe?" "Um - I think tennis girl," she...

Jack & Walt Ch. 02

by lovebuns on Aug 18, 2017
Gay Male

[This is my second offering here at Literotica. I had several responses to my first story, and found that I loved hearing your thoughts, praise and criticisms...please let me know how you like this one!] It had been a little over three weeks since that surreal Friday evening that I lost my anal virginity to my roommate and best friend, Walt. We had both bee...

Paying Rent Ch. 02

by JailBird Dreamer on Sep 16, 2017
Gay Male

A loud distorted voice came out of the metal speaker box in our cell that announced tier time was starting. I had only been asleep a couple of hours but I could still taste Jermane's cum in my mouth. I got up and headed out of our cell and went over to the deputy's station to get my special pink razor and head to the shower like I was told earlier. As I got...