First Time for Everything, The Gift Part 2

I awoke the next morning in a daze. The smell of our sex still lingered in our bedroom, being overpowered only by the smell of breakfast down the hall. It was then I realized that Katy was still curled up in bed with me; Matt was the one missing. Trying, and failing not to wake…

Anal, Rough, Sex

It’s The Small Things That Count: Part 1

So, here I am; nineteen years old and about to start my college days. What an exciting time it’s going to be. You want to know who I am, I guess. Well, the name’s Brian and I’m from beautiful LA, California. I’m 5’11” with pretty athletic build (nothing spectacular but I try to stay in…

College, Trans

A Beautiful Relationship Ch. 01

My name is Jim and this is the story of how I reunited with a high school friend.  In high school I was 6’2″, underweight, and lanky and I didn’t really do anything. No sports or clubs, I didn’t party or attend school events. Because of that I didn’t get particularly close to anybody but…

Blowjob, College, Sex, Teen, Tits, Virgin

My Uncle and His Friend: Day 1

Just a few years ago, I was preparing to board what I had hoped to be my last budget airline flight, a day before my twentieth birthday. The flight was the start of the final leg of my solo adventure in Europe. My sweet mother, who had been constantly worried about her only girl travelling…

Anal, Taboo, Trans, Uncle

The Man We Met At The Bar

“CASSIE! Dear God. You are taking for-fucking-ever! Hurry your ass up!” “Get off your high horse, Maggie. I’m working on it.” I gave my self a once over in the bathroom mirror. My red hair was perfectly curled down my back and my silver strapless clung to my curves tightly. The dressaccentuated my rather curvy…

Fetish, Sex, Stranger, Threesome

A Blonde, a Brunette, and a Redhead Walk out of a Strip Club

As I watched the two girls walk out of the strip club, Ginger following after them a few minutes later, I knew there would be a story worth hearing. Just as Ginger was passing the door I was standing beside, I stopped her for a moment with my hand on her arm. “Hey, Ginny,” I…

Lesbian, Masturbation, Sex, Threesome