Anal Sex Stories

What happens when a lifeguard gets a boner in his tiny red speedos? It isn't really something you can hide, I know this from experience.

While it all had started with Pam off I-95 and the poor run Exxon Mgr. in need of a high school diploma, the entrepreneurs travels lead to stops off the asphalt ribbon from New York To Florida with punishment adventures of many kinds as he deals out, panties down spanked behinds. That all lead up to to a climax at a Hampton off the interstate where Meghan is bared and receives the first anus tampon Votes appreciated. All comments answered. The characters names are fictitious & 21 y/o.

Every week, Thomas gets to fuck his sister. Together, they roll two dice, and depending on the total sum, he gets to receive either a handjob, a blowjob, her pussy, or her ass. The only catch? He only gets to do it for sixty seconds, after which his chastity cage goes back on to prevent him from masturbating or touching himself elsewise. And faced with such a short time, it isn’t long before his frustrations begin to get the better of him as he is teased beyond his endurance.

Fourteen year old Penny is not impressed when she finds out her big brother has been making bets and using her as collateral, again.

Navy recruits are forced feminised and used as sex toys by bully sailors. The transvestite women realise that their prettiness and sexiness is a commodity that they can sell and open a brothel on their ship.

A Caucasian ladyboy meets a gorgeous masculado Latino in the adult video store.

A Story from The Town
Liri and Phina lead a brutal, transformative session with a casting director, pushing her to the edge of pain, pleasure, and absolute obedience. But behind their control, the women are quietly unraveling—grappling with illness, the weight of coming loss, and an uncertain future neither of them is ready to face. A story best experienced following The Chef - Chapter 9: Resigned to Safety’s Embrace.

A story in the My Naked Life Universe
This story is based in the 'My Naked Life' universe. During high school and university, Eric went through some embarrassing and humiliating situations, but at the same time, those events also changed him and made him the person he is today. He discovers that he has some certain kinks that he wants to live by, and so he prepares his house so he can live the lifestyle he prefers. Eventually, he learns what he really is and embraces it fully.

A virus has damaged the majority of nubile female reproductive systems leaving fertile females with the need to serve a minimum 2 years at Breeding Stations. Each female will supply the government with two offspring to maintain the labor pools for economic success. This was not supposed to happen in the brave new utopian society of free health care for all.