Anal Sex Stories

A coming of age story where a young man in introduced to bisexual sex by a pair of precocious teenage girls and a dominant high school senior.

This is a story in the Collar Club.
This is a revision of my earlier tale about a stripper who also has a day job and begins serving a colleague at the same agency.

A New Arcadia Story
A sixteen year old boy describes what it's like to be trained by his parents, his elders and his fellow teenagers in the arts of sex in New Arcadia. After mastering his libido and indulging in every form of sex play short of intercourse, he is initiated in a bukkake ritual and chooses his cousin as his first fuckmate.

Is it possible to blackmail someone without meaning to?

Alex lives with his mother Julie and refuses to get a job or to help Julie pay the rent and household bills. When Julie sees pictures of Alex dressed as a girl she sees that Alex has potential for meaningful employment, even though Alex might not want the job.

Longtime friends Barry and Larry are on the back porch after (high) school with their laptops. Is that homework on their screens? The hot young widow next door sees repetitive motions through their fence's knot hole, and videos them. Maybe she can offer something non-electronic for their laps, hmm? When she's done, those 2 guys and their 2 girlfriends have poked through their first fence line to adulthood and found love.

A young professor discovers the Master PC program.

Linda writes her brother who is now a priest, and talks about her lack of sexaul control, she tells him about her thing for toys, and boys, she tells him about how she is into gang-bangs and anal. It is nothing but a letter to a brother that tells all, and with Linda that means very, very dirty and filthy.

Victor's in the market for a new house, and Molly believes she's found just what he's been searching for, but is it too large for him to handle? Victor shows her that size doesn't matter when it comes to finding the perfect match.