By my first year of college, I had been dressing secretly almost every night for close to 7 years. I had stopped, purged, and restarted a few times - usually I stopped dressing whenever I had a girlfriend I was fucking. Ever since I began dressing, my late nights in my room would be consumed with dressing in my collection of lingerie and working myself into...
I got lucky when I met my wife. 10 years my junior she is fascinatingly beautiful, maybe a mix of Marilyn Monroe and Margot Robbie. Some people say she is a Christina Applegate lookalike, I don't see it. She turns most heads, females included, I'm sure many thinking 'what's SHE doing with HIM?' After a couple years with her I started planting seeds in her he...
Chapter 2: Transition I stayed awake all night thinking of what transpired the day before. My girlfriend Cheryl secretly recorded a DVD and caught me dressing in her lingerie and masturbating with her vibrator deep up my ass. After the grand viewing, she dressed me up in some of her lingerie again, put one of her wigs on me and fucked my ass with her doub...
At that time of my life, I was traveling quite a bit for work and usually those were solo travels. Often times the people that I visited had families and after-work commitments, so I was left to find my own entertainment at the end of the day. Being before the Internet really took off, that usually meant dinner for one and then a retreat to the room to eithe...
At 18 a whole world of pleasure was now available!! In my case I often used magazines. I was still living with my parents at the time. However it was hard to hide them so I also used to buy The Penthouse Letters Forum magazine, full of hot juicy stories. I loved Leg Show, with the stockings and thrills, there was Hustler, definitely! I used to even get of...
*This chapter deals with much of the administration that new pets at The Matriarch must undergo. As a result, it doesn't contain as much of the good stuff as the introduction did. Rather, it lays more solid groundwork for future chapters.* ***** *When last we left off, our young protagonist had just been hired on as a pet by the notorious Violet, owner of...
(Please note that this story is a complete work of fiction based on my own personal fantasies. The characters within the story are however real and are described exactly as they are in real life, both in physical appearance and their personalities. Their names have been changed just to be on the safe side! I hope you enjoy the story and welcome any construct...
"Are you okay, Jamie?" I asked, putting down my drink. "You look as though your mind has been on something else all night." "It's just some dumb problem, Heather," Jamie replied and took another gulp of ale. "It's pretty embarrassing to bring up." Jamie was my old friend from college. However, since the two of us graduated a couple of years ago, the two...
[Author's notes: Warning! This is a cuckold story, albeit a different kind of cuckold story. It includes very minor male to male sexual contact. It is primarily a story about a wife who is taught her husband needs to be cuckolded. This hopefully will be hot enough to be a Whack off story for the people who like these themes, as it does have a lot of sex in i...
I slept on the floor next to the bed that night, still in the lingerie and sundress I'd worn the day before. Fern and Jason, of course, slept together in the bed. As I drifted off to sleep I kept thinking about the events of the evening. I had been put in women's clothes by my wife, Fern after she found a magazine I forgot to hide. The magazine showed a tra...