Gay Anal Stretching Stories

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Diary of a Prison Officer Ch. 02

by jaypbee on Aug 17, 2017
Gay Male

All characters contained within are entirely fictional; any similarity to any real or fictional person living or deceased is totally unintentional. Do not read this story if you do not enjoy reading about consensual sexual activities of an exhibitionist nature. Otherwise read on...... THURSDAY 1ST APRIL 2010 A new month has begun and the Easter holidays l...

Summer Camp

by jaypbee on Sep 14, 2017
Gay Male

CHAPTER 1 – INTRODUCTION Hi it's me, Jo Ashram, I'm back again, putting pen to paper (or rather fingers to keyboard) to carry on where I left off with "Becoming a Model Patient". It's been a week since the private party, life is resuming some semblance of normality and my body has stopped aching from the ordeal it endured the previous week! It is now the Un...

Becoming a Model Patient

by jaypbee on Sep 14, 2017
Gay Male

CHAPTER 1 -- INTRODUCTION & FIRST MEDICAL My story starts approximately 20 years from now in the UK, when following decisions made by successive governments the NHS as we know and love is all but dead and forgotten. The only medical treatment available is either personally financed or through corporate insurance. If you are in employment or wealthy then the...

Playing Chicken

by BluePill on Apr 21, 2020
Gay Male

He wasn't sure why he did it, but somehow he just had to get the better of Darren, and if stuffing a fish full of sinkers to win a competition was going to get him there, well he was willing to take the risk. He just couldn't overlook the smug little comments anymore, the subtle little one-upmanship that Darren always seemed to carry on with. Sure he was g...

Happy Birthday Baby!

by libidinal on Sep 26, 2017
Gay Male

It was Steve's birthday and I had surprises in mind for him. Last night my husband and I had arrived at this luxurious desert spa near Palm Springs and I had a whole day of treats planned for him today. First we'd have a special caviar breakfast and take a quick swim, and then, for later in the afternoon, I had arranged for a masseur to come up to the room....

Marine Corps Tail Of All Tales

by oral454younger on Aug 18, 2017
Gay Male

The orphanage rested about 15 miles outside of town. Unlike many stories, there were no signs of mental, physical, or sexual abuse at this particular orphanage. Though it was strict, and at times, extremely strict, this orphanage truly took care of all the disowned occupants. Father McMichael oversaw the orphanage, and he paid extra attention to Justin for a...

Anal Sex Ch. 04

by fox-for-fun on Aug 18, 2017
Gay Male

I have been doing this anal sex, since 1985 but the best anal sex I did was in 1997 with a very cute young teenage boy of about 19 years of age. He became my friend while I was coming to my hometown by air from some other city. He was a very shy person and never had any sexual experience except playing with him self. Since we had become good friends, so we w...

A Teen Seduced and Hooked on Anal Ch. 03

by walterio on Jul 17, 2019
Gay Male

Thursday was a needed day of rest but on Friday, Eric was back at his neighbor's house. It was a cool overcast day so they stayed inside. They were in Scotty's bedroom in his bed. Eric looked down at his neighbor and watched as his big dick slid in and out of the shapely ass. It was a sight that Eric had come to love. His impressive cock would disappear into...

They Are A-OK Ch. 12

by fantasyhunter2 on Sep 14, 2017
Gay Male

Life seemed to return to relative normalcy surprisingly quickly after that incident. After our talk Kyle and I fell into a comfortable new phase in our relationship. That phase included his bedding Dante and me fucking around a lot with my pledge mates. For the most part we kept these new activities somewhat discrete from each other. It wasn't so much planne...

My Hero

by Bundy5 on Sep 26, 2017
Gay Male

He stares at me with a mixture of pity and disgust in his eyes, and I sneer back at him, my contempt loud and clear. I didn't know it then, but that doorman would one day mean the world to me. ** My name is Peter 'Pinky' Benson. I'm twenty and a half years old, and I'm going to be all alone for the first time in the big city. I'm moving there to attend an...