Double Penetration Stories

Ashley's New Life Story
Ashley's new life begins in college. Freed from her controlling parents and partially-funded by a fledging modeling career, there are new people to meet and mistakes to make. Sometimes the best lessons happen outside of the classroom.

The night was alive with anticipation as the cheerleaders, their pom-poms forgotten, stepped out of their comfort zone and into the vibrant glow of the city’s hidden gem—a bustling lesbian club known for its electric energy and seductive allure. With hearts pounding and curiosity ignited, Will their innocence be lost forever?

Monica's the cum slut ventures off alone to the porn theater to be fucked and get drench in cum and then come to give hubby sloppy seconds.

When her boss enforces a humiliating new dress code—tight mid-thigh pencil skirts, garter belts, sheer seamed stockings, and four-inch stilettos—executive assistant Vanessa Kane expects harassment. Instead the stares turn to gropes, the gropes to forced orgasms, and soon she’s addicted to being the office’s willing uniform slut.

Sarah (and then one of Sarah's friends) are introduced to a variety of pleasures by Sarah's older brother and one of his friends. It was originally split into four "books" but I have combined them here. This is one of my favorite stories that I got from the early internet (probably even before the web existed in the wild). I couldn't find it online when I looked so I thought I would share it here for others to enjoy. If this is your story, please let me know and I can take it down.

A happily married couple attend her niece's wedding and reception. What starts as a flirtation on the dance floor develops into a powerful experience for the lifelong partners.

A couple decides to seek new experiences and explore their sexuality. They end up inviting another man to participate and, little by little, the exploration becomes more extensive than they anticipated.

My sister was made up for the hottest date her boyfriend would ever have but he disappointed her after the Prom.