Sissy Caught Stories

167,051 results
Orientation
Length
Source
Infinite Scroll

I Love a Rainy Night

by patricia51 on Sep 17, 2017
Loving Wives

(Yes this is a Bridget/Mike story. But since it's told from the POV of Mike rather than Bridget as is usual for the Nights/Days stories I didn't file it as one or the other. For those of you not familiar a "Rabbi" is a senior police official who looks out for a promising young officer and guides his/her career and assignments. Read W.E.B. Griffin's "Badge of...

Irish Curse

by touchedup on Sep 17, 2017
Loving Wives

I think most people out there have a certain perception of themselves: whether it is one of confidence, shyness or whatever. Events of the past few weeks have now shattered whatever image I had of myself. My name is Sean and I am 35, married, and the father of a teenage son. And until recently, confident in the knowledge that I harbored no sexual insecuritie...

Fun in Rio

by icemania on Sep 14, 2017
Group Sex

Kelly tweaked the thick silver ring on her large distended pink nipple and moaned out loud as the twinge sent another delicious jolt through her sex starved body. Licking her full lips she looked at her quivering voluptuous frame in the large floor to ceiling mirror before her. A thick coating of oil which she had religiously applied over every part of herse...

I Have Never

by StoryScott on Sep 14, 2017
Group Sex

This story contains group sex involving a married couple, as well as mild incest. If this offends you then do not proceed. ******* "Not at all?....Yes, I understand it's a safety issue...yes but...yes, yes but...but we prepaid. I expect a full refund...okay...right, fine." Ashley ended the call and shoved his mobile into his pocket. He walked back into t...

Stand Up Ch. 01

by handsomeyetnice on Sep 1, 2017
Group Sex

A story told in three points of view of a stand up comic seducing and getting oral sex from two groupies. SHANNON: I already had too many drinks in me by the time he took the stage. On Wednesday nights, alcohol is half off for women at a local comedy club. I'd never really been to a stand up show before. The reason we decided to go down in the first place,...

To Plant The Seeds of Love

by MerielMcCaffrey on Sep 12, 2017
Erotic Couplings

Emma caught her reflection in the store window as she passed. Tall and curvy, she looked like an Amazon gone gypsy. At least that was her impression of herself. She stopped for a moment and surveyed the image staring back at her. Tall, she stood a little over five ten in her bare feet. Her flat sandals kept her there now. Like many Washington natives, her sk...

Steppin' into Storyland

by Sean Renaud on Sep 1, 2017
Humor & Satire

(Thank you all for the incredible amount of response to the first story. I'm pretty certain that I'm not going to win but I'd rather have a stuffed mailbox than a check anyway!) * As soon as I understood what was happening I shoved Karen away from me. "What the fuck just happened here?" There was no fucking way that what I thought happened had actually occ...

Two Tits

by Outcoldx on Sep 1, 2017
Group Sex

As I walked in the door, coming home from the office, I saw my wife Carolyn standing by the cabinet preparing dinner. Carolyn has a body built like a brick shit house with all the fixtures in the right place. Today she looked especially good wearing a skimpy halter top with a pair of low cut shorts that fit snugly around her ass with the outline of her bikin...

An Unexpected Encounter

by osusweetguy on Sep 12, 2017
Mature

I had just recently met Tiffany, who was a nineteen year old sophomore at the university I'm attending. I must say that Tiffany is absolutely gorgeous. She has long chestnut brown hair with striking dark-colored eyes. Tiffany is about five-five and weighs 115Ibs, and she has the most gorgeous set of legs I've ever seen on a woman (well, in my opinion). I'm...

Sexuality and Dusting Ch. 01

by wonderpants on Sep 14, 2017
Exhibitionist & Voyeur

The last thing she wanted them to know was that she liked it, too. She kept a blank face and a professional demeanor, but the truth was, she liked to be watched. Alayna especially the blatant ones, like this one. She could feel his eyes on her, even though she was facing the other way, dusting a bookshelf. She knew that once she turned around, he would be s...