Caleb felt the dildo pounding up and down throughout his donut hole. It was six inches long, four inches wide and made to be as rough as possible on his bruised skin. Drool dripped down the side of his chin and he was too focused on the penis pacifier in his mouth to try and wipe at it. The man was on camera live in front of thirty thousand getting his asshole fucked and he was completely anonymous. This had become a part...

At sixteen I was far from the cute transgender slut I am today. I had never experienced a kiss or a boyfriend. No one even knew I was transgender except for me. I hid it from everyone. To other people, I was a pretty boy, a feminine, gay sixteen-year-old who secretly dressed as a girl in private. I hid that I was transgender because my family was not supportive of me being a gay fem boy and would have freaked if I came ou...

Chapter 2 A few days passed after conversation between James and Sarah, and he found himself in a state of anticipation and restlessness. As he had confessed his feelings to her and they had discussed their shared values, he couldn't help but wonder about her response. The days seemed to stretch on, and he spent most of his time trying to kill time by playing games on his console and checking his phone incessantly, hoping...

CHAPTER 1 As the first rays of the morning sun filtered through the curtains, casting a soft, golden hue over the room, James, a nineteen-year-old, found himself stirring from a deep slumber. The room was filled with a gentle, warm glow that signaled the arrival of a new day and the beginning of his long-awaited holiday break. His room was a sanctuary of comfort, adorned with posters of his favorite bands and movie heroes...

"Gentlemen, put your hands together for our next beauty -- Diamond!" The sporadic applause throughout the crowded room told Martin Finch he alone knew who the next dancer taking the stage was. He leapt up, moving quickly through the crowded room past drunken men whistling as a tall black amazon with big dark anime eyes and temptingly large breasts that were the size and bounciness of basketballs, stepped into the spotligh...

Are you sure? You always ask this question before you get ready. When you started this lifestyle, you were full with doubts and questions. You even backed out before some dates. Then, you became braver and braver. After some time, asking yourself this question became more of a habit. A ceremony. A rite. You knew the answer every single time, but admitting it would spoil the experience. It was quite recently that you disco...

Over the next week, every single morning that I went into class, the only thing I could think about all day was getting home, locking my bedroom door, and video-calling Josie. Each night, she would show off a different outfit for me and tell me how badly she needed me inside her as I watched her fuck her little hole with the dildo I’d bought her. I’d tell her how to play with herself, how fast to go, how deep to go, and w...

Pretty Thing by Mariessa "I'll give you twenty dollars if you show me your feet." Elijah balked at the middle-aged man's comment and tried not to gag. The college student leaned backward and gaped. He nervously played with his hands in his lap with a dark blush settling over his face and spreading to his neck. His once-hard cock had softened within a snap of his fingers, shriveling up into becoming flaccid once more. A sl...

I was nineteen years old, and in my first year of college, I attended a large house party where I didn't know anyone. Somebody gave me a rum and coke, which quickly went to my head as I didn't drink. I sat down next to an older black guy named Jerome, who I later learned was thirty-seven years old. We began chatting about a variety of things, including our childhoods. Jerome remarked that he often found himself bare botto...

LS Toggle navigation Home Mailbox View Message I'd like to know more... Back to Mailbox Brittneyjessica Nov 10, 2021, 2:06 PM Read Oh hey there! I've been checking out your profile and I like what I've seen, why don't you take a look at mine to see if we click? Hope to hear from you soon. 😉 CynthiaSissy Nov 11, 2021, 1:37 PM Read Oh hey yes!! Brittneyjessica Nov 11, 2021, 9:45 PM Read Hey gorgeous how are you . CynthiaSi...

It was playing on my mind all month. After returning to the single life, I spent the days wondering about the swift satisfaction I had wrapped in cute skirts and satin panties when I was living at home. Thankfully, I worked part-time in a cafe as a server in one of the local coffee shops, which allowed me to get some money for other expenses. It was around the month of June, and I was in my apartment finishing up an assig...

“Close your eyes.” Jamie obeyed, fiddling with one of the silk bows at his waist. The tiles were cool through his knee-high socks, making him wish he hadn’t removed his shoes as he listened to the approaching glock, glock of Sunil’s Mary Janes on the dining room tiles. There was a rustle as the skirt of his boyfriend’s cornflower blue dress met his complementary pastel pink one—a gift that morning, so cute it would have d...

I am a trans girl, meaning, I dress and act like a girl, but I still have my cock and balls and my girlfriend Kate, is a lesbian.  I had never been in a long committed relationship with anyone before, and we were thrilled. Kate was a few years older than me and very much the dominant person in our relationship, which was perfect, as I was always very submissive. Most of our friends were her friends, and we would mainly en...

I was in a daze. My boyfriend Luke had just walked out on me at the bar. He was ashamed and afraid to be with me as a trans girl. I was devasted, sad, angry and defeated. Kate, the beautiful waitress at the bar, sat down beside me and handed me a large glass of red wine. I realized just then that I was at Kate’s apartment. I glanced around the room. It was charming and eclectic, albeit a bit cluttered. I looked back at Ka...