Working for Halloween

Chapter 4 I sorted through the bag of outfits Anna had given me, trying to find something appropriate for lunch. Anna messaged me and wanted to get together for lunch… and she wanted me to come en femme. I wasn’t sure how to feel about that. On the one hand I was excited about the idea of going out and doing something fun and non-sexual dressed. On the other hand I was freaking out about trying to pass and worrying about being ‘clocked’. ...

Almost Damsel in Almost Distress

Part 5 I awoke slowly, feeling something hard against my back. I came to with that delightful feeling of being in bondage with Alex snuggling against me, his cock hard and digging into me. Of course, as the obedient little slave girl I was, I positioned him against my ass and began grinding on him. I’m not sure if he was that deeply asleep or just enjoying my playing, but it took him several minutes to be aware of my moving around. Eventually Alex maneuvered himself enough to slip my plug out and slide his cock into my ass. I mmmpphh-ed in pleasure around the breather gag I had in. ...

A New Spin on Role Playing Games

I’ve always been something of a geek. I love sci-fi and fantasy books and movies; I can recite countless bits of useless trivia back to you about all kinds of movies. So, it was no real surprise that I took to role-playing games, or RPGs, as we like to call them. You know the kinds, Dungeons and Whatnots, all that kind of Tolkien-esque stuff. I had a couple of groups that I gamed with in high school, and it was fun, but it was never anything too serious or crazy. No, that waited until I got to college. ...

Femboy Hooters

It’s amazing how one person can be different people in different situations. I’ve always been a bit of a social butterfly, never really fitting in with one group or another, even back in school. I was something of an athlete since I was on the swim team, plus ran cross country and track, but I never fit with the jocks. I was a big-time gamer and comics nut, but I never really fit with the nerds. So on and so forth. This was true all through college and as I moved into work. ...

Almost Damsel in Almost Distress

Part 4 It was a long week. Before I met Alex, I would dawdle after work most days. Maybe go out to a happy hour once in a while. If I was going to have time to dress then I might rush out and try to get home quickly, but during the week I usually didn’t have time to do much more than dress. Maybe take a few pics and then play with one of my dildos. The hardest part, somewhat ironically, was usually not getting my chastity cage key out. One of the best ideas I ever had was getting a timed lock box to cut down on that temptation. ...

A New Spin on Role-Playing Games

Part 3 I woke up a bit sore and slightly confused about where I was. I realized I was in my apartment, still dressed in part of my outfit from the LARP earlier. The dried cum all over my face, neck, arms, ass and crotch were a testament to just how wild things had gotten. I started getting aroused when I remembered that I was the ‘prize’ for the winner. My winner was going to be over in less than an hour, so I needed to get ready. I decided to soak in the tub to see if that would let some of the soreness ease. Especially the soreness in my mouth and ass. ...

Dressed for a Trick, or a Treat

Part 3 It was a tiring weekend, spending most of the time as Don and Chuck’s sissy sex slave. The pink plastic chastity cage was a colorful, and frustrating, reminder of what had happened. I was locked into a small chastity cage that wrapped around my cock and balls, and barely allowed my small cock, or clit, as they preferred I call it, to get hard. I spent some time playing around with the cage and I managed to get myself hard enough that the cage actually hurt. Especially with the plastic piece pulling around my balls, which felt so full. It had only been a few hours since they’d locked me in this thing and I was already so horny that I felt like I was going to explode. ...

Catfished by Mistress Zee

“Really? Another fake Domme?” I said out loud exasperated by another private message pretending to be a dominatrix. My wife just shook her head and smiled in sympathy, “You know if you didn’t post so much on there, you wouldn’t get all those.” “You’re probably right, but I’ve actually made connections with several people, too,” I replied, shrugging my shoulders. I had made several connections with people online that I really enjoyed chatting with, and yeah, seeing their sexy posts didn’t hurt either. Especially some of the amazing, powerful female Dominants that were out there. I’d even chatted with a few of them and considered a few of them, maybe not quite friends… associates? Something like that. I knew I could ask a respectful question about things and they were usually quite happy to answer. ...

Dolled Up To Rock and Roll

I’ve always been a rocker, not that I don’t love other types of music, too, but there was always something about going to a rock concert that had a special air. A kind of vibe that was hard to describe. Almost like an energy in the crowd connecting them to the band. Of course, I’d been to a number of shows over the years, saw some big bands, some unknowns and saw some great shows, some decent shows and even a few that sucked. ...

Almost Damsel in Almost Distress

Part 3 I felt Alex moving around the bed, I figured he was going to pee, and sure enough, he came back a few moments later and snuggled back into me. I did really want to ask him about last night’s adventure and if he was my mystery lover or not. Though I was pretty sure it was him, the thrill of not knowing, made me wonder who else it might have been. ...

Working for Halloween

Chapter 3 My phone rang and I saw it was Brad from the Costumes ’n’ More shop where I’d been working recently, and playing, if we’re being honest. I answered excitedly hoping he was ready for me to come down again, so to speak. “Hey, uh… Tom, it’s Brad,” he said somewhat hesitantly. I wondered why he was hesitant, I debated answering in my femme voice since I’d been practicing it like Anna had taught me, but I didn’t want to confuse him, not at first anyway. ...

Almost Damsel in Almost Distress

Part 2 I woke up sweaty and a bit confused. I was also having a bit of trouble breathing. I realized I was still wearing my heavy duty corset. I also realized there was someone snuggled up against me! Suddenly visions of last night’s self-bondage session came back to me and I remembered Alex, my neighbor, had spent the night. I had a momentary surge of excitement at remembering him finding me in bondage and ravaging me. Of course, the chastity cage did its part and my excitement was very quickly brought back down. I realized I’d basically passed out since I was still in my corset and stockings. I also needed to pee, so I figured I’d better try to get up. ...

A New Spin on Role-Playing Games

Part 2 The next LARP event came by and I was more than ready! I was so horny and worked up I could hardly believe it. The last session had been such an amazing time and this one promised to be more of the same, and then added twist of me being the prize for one of the guys was just well, scary, but also a bit of fantasy come true! ...

Dressed for a Trick, or a Treat

Part 2 My friend Jim approached me at school Monday morning. He leaned against the lockers and asked, “Hey, how did everything go after the party?” My heart fluttered briefly as I wondered if he’d heard something, but then I realized if he‘d heard that I’d probably be hearing all about it from everyone! So, I relaxed and shrugged it off, “Yeah, it was fine, no big deal.” That was a lie, but what was going to say, I blew two guys on my way home? Oh and they were going to make me into their personal sissy slut, too? I planned to keep that secret for a while. ...

Working for Halloween

Chapter 2 As I hung up the phone, I shook my head and wondered what I was thinking. It was just a few days after my “outing” (quite literally!) at the costume store, and here I was agreeing to go again. Sure, I’d enjoyed the hell out of it. Both the dressing, and the, uh… extracurricular activities with Brad afterwards, but I couldn’t keep pretending to be a girl. Especially if they were talking about trying to have me do a catalog or something! Hopefully, that was just something Brad was talking about, and they weren’t serious about it. ...

Almost Damsel in Almost Distress

Part 1 Finally! I had the day off from work and I planned to spend it indulging two of my favorite activities… crossdressing and self-bondage! I’ve been dressing since I was 10 years old, and about the only thing that was more exciting than getting all femmed up… was locking myself into some strict bondage and struggling to get free! I lived in a small apartment complex on the edge of town. Being on the outskirts meant I was able to get a place on my own, finally! After college I got a nice job and was making some decent money, sure I was mostly paying my college loans, but I could afford to have my own apartment. After having roommates all through college, this was my first time really living on my own. So, I was able to get dressed whenever I wanted, which was just about any time I was home! ...

Fetish Factory

I feel this story needs a quick intro. This was inspired by one of the first pieces of erotic fiction I ever read, The Factory by Tr_Veller. It’s a similar story, but its with a genetic girl and not as much sex, still it was an amazing piece. I tried reaching out for permission to basically borrow the idea and take a trans spin on it, but haven’t heard back. So, if anyone knows Tr_Veller, I’d love to connect again. So, on to the story… ...

Bookstore Bound

My Master, ever the gentleman, held the car door open for me. I smiled at him as I turned to get out of the car. I made sure to spread my legs in a very unladylike manner, giving him a good peek up my short dress. He simply shook his head and took my arm. We made our way over to the entrance to the adult bookstore. A small bell jingled as we came in, making sure that everyone turned to look at us as we came in. The clicking of my high heels making me feel even more self-conscious. I tottered along on my 6" heels, feeling like everyone knew why I was there. Of course, it was pretty obvious what I was there for. I was dressed like a complete vinyl slut, in my black PVC mini dress and black patent thigh high boots. Fishnets stockings peeked out the tops of the boots, while the dress was so short, the garter tabs from my black PVC garter belt were quite visible. Not as visible were the red PVC corset and red PVC panties I had on. ...

Dressed for a Trick, or a Treat

Part 1 “I can’t believe we’re doing this,” I comment to my friend Jim as we walked into his house. We entered the front door of the large house, and I saw the Halloween decorations were all over the hallway. Jim’s mom usually got into Halloween, I guess that’s why she was cool with this. “Why? Its not a big deal,” Jim commented casually. Maybe not for you, I thought, but didn’t say. I was about to live out one of my biggest fantasies, and I was just hoping I wouldn’t get too into it. ...

A New Spin on Role-Playing Games

Part 1 I’ve always been something of a geek. I love sci-fi and fantasy books and movies; I can recite countless bits of useless trivia back to you about all kinds of movies. So, it was no real surprise that I took to role-playing games, or RPGs, as we like to call them. You know the kinds, Dungeons and Whatnots, all that kind of Tolkien-esque stuff. I had a couple of groups that I game with in high school, and it was fun, but it was never anything too serious or crazy. No, that waited until I got to college. ...

Working for Halloween

Chapter 1 I stepped off the bus and walked the short distance to the ‘Costumes and More!’ shop. I couldn’t believe I had agreed to do this, but if I was ever going to buy a car, I needed to get the money. You’ve probably seen these stores, this particular costume shop always has someone in costume out in front holding a sign and waving to the cars driving by. They seemed to like to vary the costumes, I guess to show off their selection. ...