Chapter 4 Going Pro It was late January and I decided it was time for some new excitement. I had broken up with Jared a few months prior and I wanted a new sub guy to torment. I was thinking about the best place to find a submissive guy and suddenly I remembered Leesa looking for costumes the previous Halloween. She wanted me to go to the party as a domin...
Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. I'd been forced into a chastity cage and m...
'I need to go shopping today; will you come to the Mall with me?' Liz asked. Today was Tuesday and Liz had the day off, as I work from home and set my own hours, we were both free. At first we drifted aimlessly around the Mall, mostly window shopping although Liz did buy a new pair of jeans for herself. We took an hour off for a pizza lunch and I suggested w...
My name is Liz Couguar. I'm a retired businesswoman living in the city of Boston. At the age of fifty, I'm finding a lot to do. I keep myself occupied. You could say that I've found a new lease in life. I never got married. I came close, a couple of times but things didn't work out. That's okay because I love my life the way it is. I live in a nice apartment...
[Bonus Turn On Trick: If you are dying to have a woman peg you, you may want to start very, very slow. Even a kinky woman may resist anal. Sharing a story like this can be a great way to start talking about your fetish.] Anal 101: How To Get Pegged I'm not sure where the desire came from. Maybe porn? Maybe. The idea of having my butt penetrated seemed to...
Adam was cute from the minute I laid eyes on him at a friends party. Skinny and bearded he was a plaid wearing hipster kid holding his beer and listening to friends tell ridiculous stories about art school. He kept a smile on his face, and whenever there was a pause to drink, his eyes scanned the room, sometimes making contact with mine. Eventually that eve...
Marty was such a sweet guy, but so painfully shy. He’d moved in next-door 3 months ago and in all that time had uttered no more than a couple of words and only when I spoke to him first. He had this cute little way of dipping his head into his shoulder and never making eye contact. Marty was quite a handsome man. He was about 6’ tall, with dark blonde hair...
Authors note: This is the fifth and final part of my story, and I believe I have saved the best for last. Thank you to those of you who've read the first four parts. For those readers who are new to The Gentlemen's Panty Club, I have included a short cheat sheet in this note, listing the major characters and a few significant details about them, that should...
Lisa had bought a feeldoe dildo, and loved it so much she wanted to use it every night. On me. By various means I managed to get roughly every other day off. I won't explain all methods I used, but she already busted me on pretending to be too sore to sit down. She would insist that I lay on my stomach, so we could both be on the couch to watch the 4K tv. I...
NOTE: This is my entry in the 2012 Literotica Valentine's Day Contest, and it is about a man having sex with a male to female transsexual. They basically take turns fucking each other in the ass. If this kind of activity bothers you, you should probably stop reading this story now. * Mike's sex life had taken a definite series of turns for the worse. When...