Gay Sissy Tattoo Stories

1,433 results
Orientation
Length
Source
Infinite Scroll

A Kept Sissy Boy

by keptsissy on Sep 19, 2017
Gay Male

"You need your butt paddled, don't you?" When I responded to his 'Dominant Male' ad I knew what I wanted, what I might be in for. I masturbate to nothing other than being used by a real man. But I didn't know this man would exploit that completely at the time, be as good at it, as addictive as he is, make me his full time sissy 'girl'. It started out two...

Stick Shift: C.S.P.

by zackjack on Sep 14, 2017
Gay Male

I watched, rigid dick in hand, as the smaller man squatted in front of the handsome stud who hit the vape cig between his fingers in obvious expectancy of some good head. Both men's ebony skin aided their blending into the shadows which added to the mystique of my visual. The diminutive dicksucker knew his way around dicks in general and this 'cocksucker pa...

This Thing Called Life Ch. 05

by noodneighbor on Sep 14, 2017
Gay Male

The ride back from the frat to the hotel was a whirlwind of information and feelings. The ladies were celebrating my first job and saying how well I did though Ashley teased that she missed my "tits" which were now sitting in the back of our vehicle. Flavia, pressed against me in the back seat suggested she liked me both ways just fine, which I enjoyed until...

My New Daddy Ch. 01

by sissytoy20 on Feb 13, 2018
Gay Male

I'm 21 years old and I attend college but I still live at home for financial reasons. I've always been fem and young-looking for my age. I like to cross dress, but I don't usually dress fem in public. I've just found that it can be difficult for some straight folks to take a young male who likes to be a sissy slut. So you can imagine my surprise when I was r...

Made A Man(In And)Out Of Me Ch. 02

by Cicero6 on Aug 18, 2017
Gay Male

Well, it had been three days since the party and I still felt like I’d been ridden hard and put away wet. Monday came and went and thankfully Kelly had not mentioned anything about the party. By Wednesday, however, I received a phone call from her at work. “Sweetie, I am wondering if you’re planning on doing anything this weekend,” she asked. I thought fo...

Tropes Ch. 01

by UghOkay on Aug 18, 2017
Gay Male

29 year old Brad Chang sat in his friend Drake Peterson's apartment being regaled with the latest story of Drake's wild sex life. Brad tried to follow the story as he wondered when it would be time for him to have his own sex life. He seemed to spend a lot of time listening to Drake's problems and not getting any dick of his own. He was 5'11" with short dark...

Swingers

by HerLittlePiggy on Sep 26, 2017
Gay Male

"Touch it piggy," my wife Julie said sternly when she saw the indecision on my face. We had been swinging for more than a year but we were a soft swap couple. I had no desire to watch my sexy wife with another man and she did not want to watch me fuck another woman. We started swinging because Julie was a bisexual exhibitionist and I was a voyeur who lov...

It Could Be Worse Ch. 06

by eviltwin52 on Sep 14, 2017
Gay Male

In chapter 5 Leon took control of what he called his new sissy and fucked Cin into submission. We both became addicted to his superior black cock. Besides falling for his cock, Leon's predatory nature was evident. He wants Cin and I to prostitute ourselves for him. In the throes of black cock lust, we agreed. It could be worse Part 6 "Did you remember t...

I Turned Myself Out Ch. 04

by drmweaver705 on Sep 14, 2020
Gay Male

All characters are over 18. This story contains bisexual and cuckolding activity as well as fetishistic name-calling. If you don't enjoy these things, this might not be the story for you. *** Porn seduced me early in life and, even as a married man, it commands part of my loyalty to this day. It happened that I became bored, or maybe just desensitized, to...

Fantasy Out Of Control

by gbr2004 on Aug 18, 2017
Gay Male

I'm a divorced man living in Las Vegas. Recently retired, live alone and live a relatively normal life. I'm in decent shape for my age, 5'8", 180, and stocky build. I have been straight for the majority of my life. For the last few years, I have started to think more about getting together with another man. It goes beyond just this, as I want to be submissiv...