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...
The champion soccer player for the night, all decked out in his silks and his team-color knee-high socks, left his basement apartment in the old row house and strutted down St. Phillip and across Basin Street and North Rampart, into New Orleans' French Quarter. He held his head high, his chest out, his tight butt tucked in, and his basket thrusting out in fr...
Halloween is one of my favorite holidays. I had been waiting for this night all week. well, at least since I finally decided on my costume. After weeks of debate with my boyfriend, I decided I wouldn't be the Luigi to his Mario and I would go as something completely different. I would borrow my sister's low cut Chinese dress and drag up to go as a hot Chines...
I needed to get away for a few days, so I decided to book a cruise. I figured that would be a great way to escape the problems of the real world, and I would be able to relax for a fun-filled seven days and get to visit some great destinations and do some things that I hadn't been able to do before. And who knows, I figured, I might be able to meet someone n...
The buttplug that Sam had unceremoniously forced inside my tight asscunt had hurt like hell, but I'd enjoyed the feeling of being forced open with no warning. The little, pink butt plug wasn't very large, but it had felt like a giant donkey dick in my ass. It had flashed by in Sam's hand so quickly, maybe it was larger than I thought. It felt huge in my butt...