Sissy Penis Punishment Stories Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Ian's New Job

by SatinSlip on Nov 26, 2018
Fetish

Authors note- this story includes non-consensual, rough, and coerced sex. As well as straight and bi-sexual sex. ************ Wendy moaned as her husband slowly licked around her pussy. She grabbed the sheets in her ecstasy. An orgasm rising excruciatingly slowly in her. Ian was great at cunnilingus. He practiced often on his wife. Delighting in the way...

A Sissy Saga Ch. 15

by Snurge on Sep 15, 2017
Novels and Novellas

A fine day, thick and hot making Miriam Hancock's face dewy with sweat. She gazed at the house. Was this the place? She checked the card in her hand. No mistake. It was an unimposing Edwardian terrace house in a street of equally unimposing houses, narrow fronted, three stories high, the windows heavily draped. She went up a set of steps to a porticoed door...

A Sissy Saga Ch. 06

by Snurge on Sep 15, 2017
Novels and Novellas

The following day was Sunday. Margaret Pardoe never resented being duty-tutor on a Sunday, it was the only day of the week without any kind of formal lessons and she was only responsible for overseeing the pantywaists when they strolled outside in the grounds. That said, much of the time she could idle away in the headmistress's study in pretence of monitori...

A Sissy Saga Ch. 09

by Snurge on Sep 15, 2017
Novels and Novellas

Miriam Hancock arose in the morning alone but feeling joyous and revitalised. But when her early toilet had been done her smile faded, and she frowned. On the dressing table lay the fat envelope she'd received that morning from the lawyers employed by Lady Diana. It enclosed a letter that was dreadfully succinct. '... Our client as brought to our attention...

My Master was a Matchmaker

by justincbenedict on Aug 8, 2018
BDSM

SAID THE SPIDER TO THE FLY JULY 2018 STORIES THE MAN FROM MOUNT EIDERDOWN Cheverus Glass knelt before Specs, looking a little ill at ease out of his gray suit from Rogers Peet. Cheverus began stroking his penis slowly, biting his tongue as he did it. "Haven't touched this in a long time." Cheverus said, looking up at Specs, who was a little bored. Chever...

Mistress X 02: Pixie's Predicament

by Long2bLocked on Jan 22, 2019
BDSM

Note to readers: This short story is not part of any series. The setting and characters are based on those from my "Laura's Femdom" stories. My Mistress X stories stand on their own but are best read in order. This particular story describes a predicament bondage session. ***** Mistress Alexis X has a female live in slave named Pixie. She works at Red Ro...

Behavior Modification Institute Ch. 04

by NancyPan on Sep 12, 2017
Fetish

I received some very negative and very aggressive comments about previous chapter postings. If you are not aroused by FemDom, Humiliation, and Forced Fem please do not bother to read this. These stories are for the benefit of those who enjoy this form of erotica. ***** I lost all concept of time as I fell into a rhythm of incredible stimulation to my penis...

Twist

by Seurat on Sep 12, 2017
BDSM

Once, long ago, I got fed up with the way femdom, forced transgender, and loving wife stories with BDSM basis ended; they had grown very predictable. In fact, a few authors had posted short lists of vignettes which, unintentionally, encompassed all of the common endings which I had grown to abhor. My own list, a response to the predictability of those storie...

Summer at Pond Cove Ch. 03

by The_Technician on Mar 6, 2018
BDSM

In this chapter, weird worm and holly are sent across the pond so that Walter can make his daily "check in" call to his mother. They are also supposed to bring kayaks back to the girls' cabin for use there. Mistress Gloria warns them not to waste time, but of course, events make them late and they face punishment. This brings up an interesting problem for Mi...

Sandra and Stevie Ch. 42

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the forty-second installment in a series entitled "Sandra and Stevie". If you have not read the previous forty-one episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I stro...