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Heather s Sissy

Heather's SissyMy husband, Bobby, is standing with his nose in the corner, quietly sobbing, as he contemplates the ill-advised temper tantrum that he threw this afternoon. His sobbing is due to a very sore bottom, for which I take credit foróalthough to be fair, my favorite wooden paddle should also take some of the credit too.I'm not sure what it was that finally sent Bobby over the edge today. It could be the fact that I arbitrarily extended his sentence of chastity for another month, or it...

2 Love at the Mall

I'm the type of gal who likes a little something in her ass, so I will frequently plug my butthole with the smallest size of buttplug when I go out for a few hours to go shopping or run errands. I don't wear underwear, and it gives me a thrill to think that no one else knows that my tight puckered hole is being stretched open in a sexual way just underneath my short skirt. Last weekend I decided to go to the mall to buy a swim suit and began looking for my smallest plug. I had recently cleaned...

Caught and made into a sissy slut

It was for real this time. No fantasy. Reality. I was dressed up in red: fishnet stockings, g-string, and a babydoll. I was wearing a metal chastity cage that was pulling my clit down, and it was a clit, it only half filled the cage. I had a new cock too - a black face dildo which was double-ended. In my new role, I had to jerk it as I was fucked in my pussy and I was being fucked. She had fucked me so hard that I was completely submissive to her, sucking on my gag with wild abandon, a true...

Humiliated and emasculated by a pretty girl then

I have been thinking and fantasizing a ton lately about meeting a girl who gets turned on by sissyboys.. Ideally, this girl would really get off on taking a boy with feminine features, such as myself, and totally feminizing and emasculating him.. I want a girl who doesn't just tolerate it, but who gets really turned on by dominating, teasing, and humiliating a sissified male. She sits me in front of a mirror and give me a makeover, applying generous amounts of makeup.. She makes comments on how...

Gone shopping

I woke up to the sound of hearing my Mistress high heels clicks on the tiled floor. She told me that we were going shopping. I did not know what she meant by this and did i dare to question my Mistress. Mistress laid out on her bed for me to wear. Laid out on the bed is a skimpy, black maid outfit, a blond wig, wrist and ankle cuffs, a castity, and a medium-sized buttplug with metal panels on the sides and wires attached to the base. "Put it all on, my slut, Im taking you shopping and you're...

Spa visit continued to home

So my first experience at the spa was quite good. Had taken ther****t’s number for long weekend. So called her on Friday afternoon but no response. Tried calling her after couple of hours but still not response. I thought I ran out of luck and it’s going to be dry a weekend. Out of curiosity left a text message saying "As decided can we meet for weekend". Got a call back from her at about 10pm in the night. Had a little bit talk around and she mentioned "they are not allowed to answer phone...

My Life as a Shemale Part6

It was the night before my first day of school, I was excited. Sam was over and we were chatting away, she was really becoming a good friend. I told her about what had happened with Mike the week before and she listened to the whole story. She asked me how I had felt about it and I kind of laughed, "It left me with a good memory even though I am sorry it won't happen again, I don't think he will want me anymore but you warned me about it". Then I grinned, "I did have a really sore butt for a...

Jasmine in Hotel Part 2 The Mans Perspective

From His perspective now..So this is picking up from just having had Cum down your throat, leaving you lying on the bed with your makeup all messed up, your ass gaping wide and exposed and your hands tied behind your back......I go and fix myself a drink... maybe a big glass of whiskey. i'm feeling satisfied and very macho, knowing that i've really given it to that slutty tgirl, in her sissy little latex dress and whore heels. I can't believe how cheap and easy she was, letting her garters and...

Saturday night ASS FUCKING

True story no embelishment. If I get positive comments, I'll go back in time to previous (more kinky, nastier, more detailed) events with ex-girlfrinds and ex-wife.This past Saturday was supposed to be a night of regular fucking. For us, that includes various sex toys, ass licking, cock sucking, vaginal and anal, in as many positions as our imagination allows. To loosen her up for the kinky action to come, I start her off with a cocktail and oil massage. She said "just massage my tits and ass...

One of my lesbian fantasies

Erin & I met when we were 12, when we moved to her street. Beyond the usual high school spats that girls tend to have we’ve been best friends for over a decade. We’ve always been very candid in our girl talk and as we were growing up and exploring our sexuality we traded stories of “how to’s” and “what was it like?”. She’s never harboured any lesbian feelings that she has ever shared with me, and I’ve never let on that I’ve had numerous fantasies of having her face buried in my pussy or...

Post Bookstore Fun

Sarah and David returned home from a fruitful trip to the adult bookstore, both carrying bags of latex goodies, and wandered in to the living room. David took a seat upon the loveseat, allowing Sarah to spread out and open her packages. Included in the bag were a medium-sized buttplug, and a five-inch dildo. Stuffing the packaging back into the bag, she laid out a towel, then took a seat on the couch. David also took out the objects from his bag, discarding a box from a fresh set of condoms,...

An Incest Birthday Chapter 17 Part 2

The ride home was quiet, but not out of boredom, but because Rita and I were too busy frisking one another, so mom and Aunt Lisa got a free pass that time. We pulled in the driveway and took all the groceries in and made it seem as if we were gonna leave them alone a little more, but no. “OK! Off with the dresses and into the kitchen, you two have dinner to make,” Rita said eagerly. “Umm, no, not happening. We don't know what time your fathers coming home, and he's not about to walk in here to...

Confessions of a She male Toilet slave

CONFESSIONS OF A SHE-MALE TOILET SLAVE CHAPTER 8 - TESTED AND FOUND WANTIN'...This is a short story about my first wife, about the day the World changed for me. When we married she was bi and a swinger, an older woman (40), and lot's of fun, I was young, barely 18, we swung all around town, her and her pretty boy. As soon as she got into my ass it was her friends using me, not her sharing her 'toys' with me... By the time we split up she was living as a hardcore biker dyke, and I was chained in...

A couple enjoys some steamy anal sex in public

You have this look on your face of intense concentration as you lock the door to the apartment, like a man on a very serious mission. This makes me giggle because I know what we're about to do, and knowing our dirty little secret makes me giddy. You catch my eye:"What are you giggling about?"But that's a silly question. We both know. You crack a smile and grab my hand as we walk out.The bar is only four blocks away but my ass and legs are starting to shiver under my skirt as the cold air hits...

All tied up

We tried an under the bed restraint system for the first time. I bought it as an end of the night surprise on her birthday. We went up to the bedroom & I told her strip; I already had her new blind fold in my hands as I hungerly devoured her with my eyes. When she was standing before me perfectly nude with her nipples starting to harden, I put the blind fold on her as I led her to the bed & commended her to scoot to the middle and to lay down flat. I didn't tell her what was in store...

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