First off, I’m sorry for not updating you all on these events sooner. Things have been really crazy over the past few months. But here is an an update on what has transpired between Illana, Mike, and me. Since I already went over all the details in the last installment, I’ll just jump right in. A couple of weeks had gone by since that night I secretly sucked off Mike. Illana, however, never brought it up. That left me con...

So, my life just completely changed last week, and I’m still trying to process the feelings and hoping writing this all out will help. But before I get to what happened, I should give a little background. I’ve been dating Illana for about a year now. I met her while bowling with friends one night. She had a big, bold personality that really struck me (not to mention her big and bold curves). Being a very submissive guy, I...

As we left Adam and Michael’s apartment, Morgan ordered an Uber. We didn’t speak a word to each other the entire way home. The night’s events swirled in my mind and I was having trouble even forming the right words, the right questions. I’m sure Morgan was doing the same. But while my stomach was churning, either from Adam’s cum or the fact that I just watched another guy fuck the love of my life, Morgan seemed happy and...

"It's just a kiss. You're an actor. Actors kiss while in character all the time," Morgan reassured. This was the next big step for Samantha's Sissification Project. After our viewer and donation numbers started dwindling a bit, we decided to start taking Samantha outside the home--of course, always encouraged by our viewers, who seemed to be on a mission to turn Samantha into a boy-crazed sissy. We'd been out in public a...

It was the night of our second cam show, and Morgan seemed especially excited. She had seemed a bit different over the last two days, in fact, ever since she first saw me in my Samantha character and had her way with me. Even though my body hair hadn't grown back that much, Morgan had me shower and shave again. This time, she told me that I should also apply her floral scented body lotion all over afterward. I didn't see...

At this point, it feels like a dream. Sometimes I still can’t believe that I used to be a straight man in a committed, monogamous relationship with my girlfriend of six years. And now I’m . . . well, I don’t want to ruin the suspense. My transformation story begins in 2009. So, that’s where I’ll begin. My girlfriend Morgan and I met during our sophomore year in college. We were both in the theatre program and instantly hi...

The seven-year itch is one of those rare, cliché couples’ problems that, in my case, turned out to be true. My wife and I are seven-and-a-half years into our marriage which, up until about three weeks ago, was about as typical as they get. Now, however, after that night, everything has changed.  What I am about to recount for you is completely real. I am still trying to figure out what the long-term ramifications of it wi...

Aubrey had just finished building up my confidence to the point where I was ready, as ready as I would ever be, to cross the threshold of that door and make my first public appearance as Sarah, the female persona she had helped create for me to trick her side-guy into letting me watch them fuck. She told everyone that I was her lesbian roommate; that was the cover.Our heels clicked on the pavement. We held hands, our pain...

The anticipation was eating me alive. My girlfriend, Aubrey, a strikingly sexy, gorgeous, blonde, polyamorous, bombshell grad-student and I had been living together for about three months. She had taken my virginity and was the dominant one in the relationship. She had been fucking another guy, Scott, every other weekend for about two months, and I had finally asked if I could be there in the room next time he fucked her....

It began in the fall of 2004. I was a junior in college. I was slightly chubby, shy, a virgin, and an otherwise completely average boy who listened to pop-punk, got decent grades, and was about to embark on a great and unexpected journey of personal and sexual discovery.I lived in an off-campus apartment, but my roommate had graduated, so I had a two-bedroom to myself. This suited my shy personality well, but eventually I...

Andre and his three girls, me being one of them, piled into his car. Andre assumed his role as the driver, Mikayla grabbed shotgun, and my wife, Ally, and I got into the back seat. My heart pounded in my chest with nervousness, as this was my first time going out en femme.Ally no doubt saw the fear in me and scooched closer, taking my hand in hers. "Baby, don't be scared. We're just a couple of girls out on the town tonig...

My wife, Ally, and I have been married for eight years. What once could be considered a torrid love affair had subsequently lost its sexual passion. We don’t have any children, both being career focused, but our sex life had become quite stagnant from the steady grind of life and over-familiarity we had with one another’s sexual tastes. That is, until one crazy night changed everything. About one year ago, we were fightin...

As Molly drove down the highway, I sat in the passenger seat. Although I had always had a feminine side, I was experiencing all kinds of new emotions and feelings that I hadn't felt before when dressed. I don't know exactly what brought it out. Maybe it was the love and support of Molly. Maybe it was seeing myself truly dolled-up for the first time, seeing my own cleavage, having my manhood taped and pushed back. Whatever...

I met Molly on a seemingly random day. How could I ever have known she would change me forever? It was late April and I was working behind the cash register of a local department store. I was eighteen, just out of high school, and didn't have any sort of plan for my future. I figured that I would take a least a year off before applying to any universities. I liked working at the department store not only because of the di...

I was driving home from a work trip. That is how it started. There was roughly 85 miles to home. I had been driving for about an hour when my mind began wandering the way it always does when I'm not preoccupied. It always goes to the same place. For the better part of five years, I have been cross-dressing in secret whenever I have the house to myself. Sometimes I do it because it excites me sexually, and sometimes I do i...