It all began three years ago, in October. I remember because my wife was visiting her sick mother for an extended period of time. Feeling unusually alone and commonly horny I had too much time on my hands to consider the most satisfying ways to shoot jizz. After many lonely nights of jerking off I reflected on the odd realization that many of my fantasie...
Halloween night grew later and more bewitching as each moment passed. The gay party in the chic London flat was reaching new heights of horny debauchery thanks to a very open and eager Rex! The stunning mature 40 year-old ginger haired stud was laying spread and gaping for all the guests to enjoy. The speculum was truly a miracle and the view deep inside Re...
In my last letter I wrote about my first experience sucking cock. It was really great and if you want to read about it the title of the story is "Costume in a Costume." In this letter I will share my next interesting experience: It was now August and I was anticipating Halloween which would be here soon. This year I was planning to dress up as a woman aga...
I didn't know if it was the unseasonal heat or the heavy work we'd done that day or Jake's scary stories or Miguel's empty bed that kept me awake in the dormitory that night, but I had nervous energy to spare. I would doze, but I'd wake up with a start and look over at Miguel's bed, the emptiness of it now explained, and then I'd check all of the other beds...
This is an entry in the Literotica Halloween Contest. I hope you enjoy it and vote and leave a comment accordingly. * Every year, Pauletta really looks forward to the end of October. As in many cities with a substantial population of gay, lesbian bisexual and transgendered persons, Halloween is a special occasion, more so than any other day of the year. I...
I had seen some men, one man many times, and was having a lot of fun. The one guy I was seeing constantly was 58 a bit of a belly, but an amazing cock. After a bit he had gotten me into cross dressing. It started with panties. Then stockings and heels. Leading to bras, skirts, and wigs. Eventually I was putting on make up, eye lashes, lipstick, the whole nin...
INVITATION Sitting across from Archibald Thompson, the private school's Headmaster, was Stanley Morrison, the school's largest benefactor. Stanley was having a Halloween costume party for his special clients. He needed five students to attend the party. "So, Stan, you are asking me to send five gay students to your home for a Halloween party." "That is c...
I'm back! Sorry for the delay in posting, you know, life and all that. But have no fear, the story is finished and it will all get posted in due time. Thanks for all the amazing comments! I read each and every one and I wish I could respond to you all individually, as well. Definitely let me know what you love, what you hate, and give the story a rating :)...
Author notes: I blame lewd twitter for this xD Happy Halloween *** It was a normal day for me and my twink bottom boyfriend as we were preparing for Halloween by carving pumpkins to decorate our front garden. It was an exciting time of year for us as he would often dress slutty for his outfit, fishnet stockings are commonplace which makes me horny to no en...
Jim and Ron had been best friends for many years. They first met in grade school when Ron's family moved to the fairly quiet suburban town to get out of the hectic lifestyle of the big city. They quickly became best friends and remained so all through high school. Jim and Ron both loved joking around and often kept their friends and classes laughing at the...