Sissy School Spirit Porn Comic Stories

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Playing the Part

by Sissysdream on Jan 20, 2020
Transgender & Crossdressers

All people in this story are above 18 or older. This is just a fast story I wrote and don't know if I will do any more on this story. *** My name is Tommy, but these days I go by Tammy. A few weeks ago, I was turned out by my high school bully during summer break and now I am a happy cum drinking sissy. I know I'm getting a bit ahead of myself here so let...

Finding Claire

by Sissyhalo on Nov 26, 2017
Transsexuals & Crossdressers

*Before... I get cleaned up and instead a drink I have a big mug of coffee and a long, long shower. Thinking on all of it a lot. Then I check my bank accounts twice online. I go outside after slipping into sweats and walk around my house and the yard and the garage, the big barn one out back. It's my second house here actually with Roxanne getting the f...

Making Holly

by Sissyhalo on Sep 19, 2017
Transsexuals & Crossdressers

My name's Jamie and I moved back to my hometown. I had a lot of bad memories here and most of them stemmed from being bullied in high school and a lot of that came from Holt Thompson. A loud mouthed jock in school he was the center of the basketball team and really, really arrogant. I was a geek, a comic kid and dungeons and dragons kid and all that stuf...

Forced To Get Dumped

by footcucknerd on Sep 16, 2017
Transsexuals & Crossdressers

James looked at himself in the mirror and shuddered, wiping another tear from his eye. He had to refrain from crying today, it would only make everything worse. Crying would ruin his make up and earn him a stern punishment before bed. Not to mention, his Mother would probably make good on her threats if he didn't perform perfectly today, and there was no way...

Mark Ch. 01

by evangelick_my_balls on Dec 12, 2018
NonHuman

1 The beginning of the gospel of Jesus Cum, the Son of Godcock; 2 As it is written in the pornos, Behold, I send my messenger before thy face, his cock hard and throbbing, which shall prepare thy anal way before thee. 3 The voice of one crying out in ecstasy in the wilderness, Prepare ye the way of the Lord, make his paths straight and his dick hard. 4 Jo...

Let the Spirit Lead Ch. 01

by purplepantiesgirl on Jun 10, 2019
Transgender & Crossdressers

Andrew had sunk somewhere below rock bottom he felt. Life had become miserable. Nothing in his existence was going well. Keeping with the adage of Americans hitting the open road in times of tumult, he followed suit and packed some of the belongings he still owned. During his recent divorce, he'd acquiesced and signed over much of his net worth to his now fo...

Teen Spirit

by bradley_stoke on Sep 12, 2017
First Time

Chris' first time didn't happen until he was nineteen years old. Indeed, until that time he'd never even kissed a girl, though there'd been the odd time when he fancied he'd been close. But nothing he could ever be sure about. He was always very awkward with girls. In fact, he was awkward with everyone. He only had a couple of friends, Pete and Stu, who s...

I Am Jack's Life Ch. 05

by Finis on Sep 13, 2017
Novels and Novellas

Author's note and acknowledgements This story has sat on my hard drive for four years now. I wrote it, all twenty chapters and 95,000 words of it in eight days of a frenzied, near trance-like state, sitting on my couch with my wife's laptop. She would occasionally have to remind me to eat. When the dust settled, and I looked up, I realized a couple of...

Kerry

by ThomasMagica on Aug 18, 2017
First Time

Everybody remembers their first time. Losing one's virginity is a milestone in anyone's life. Sometimes the memory is pleasant, and sometimes not so much. Either way, it isn't likely to be forgotten. I won't say I remember my first time like it was yesterday, because, frankly, many of the details have faded over time, but I do, however, remember enough of it...

Making a Sissy Jock Pt. 01

by Sissyhalo1 on Jun 1, 2020
Transgender & Crossdressers

My life changed about a year after I was done college. I'm Mason, or I was and I used to be a football jock all through high school and played all through college and after all that I kind of just never got picked up. So...what do you do with a physical education degree? Most guys taught gym or coached some places. Me? I got a massage job at a spa. There...