Anal Sex Stories

When 14-year-old Tom's family immigrates to Boston from England in 1804, Tom goes to a merchant ship as an apprentice sailor. A British frigate impresses sailors from the ship, however, making the small, young, blond, handsome Tom a cabin boy on the brig HMS "Raven," the duties of which include opening his thighs for the ship's officers and sailors. They change his name to Jamie and sail to the Barbary Coast, where Jamie, going on shore leave in Tripoli is taken into a male brothel

You never know what will happen when I get horny. Especially when I am laying around the house.

Young newly wed has never had an orgasm - doesn't even know what she doesn't know. In frustration, she goes to a doctor for help. He relieves her of her frustration after repeated visits. Then she goes to confession. Oops!

Hey there, did you miss me? Sorry I've been away. I was talking with my old roommate Monique over the break, and we talked about her former beau. You know the type. He would come over for make-up sex whenever he broke up with a girl? Monique didn't care, and eventually, I didn't either. Anyway, here's a little story about the first time I had anal. It was a wild afternoon, let me tell you. Hope you like it as much as I did?

Fourteen-year-old, homeless Santiago finds a home as a "giving privileges" mascot at a firehouse where all of the firemen are randy for fourteen-year-old boys.

A story in the Jake the Esper Universe
"My name is Jake -- no, I'm not telling you my last name -- and I control minds."

A bored housewife meets a woman in a bar who takes her to experience something out of this world.

A chatroom meeting results in a real-world hookup between a civilian on an out-of-town assignment and a young naval officer looking for some man-to-man fun.

Frank Lombardo is forced by events to meet up with his ex-girlfriend, who has just recently married his father. It turns out that she wants to be more than just a mother figure to him, which is just as well, considering that she's ten years younger than him.