Sissy Stories

Chaz gets disciplined

Chaz had never been the best student. He wasn’t the smartest and he didn’t put in the most hours studying… but he maintained decent grades and made sure to get everything done on time. He surprised himself when he was accepted into a sociology grad school program. Chaz thought undergrad had been difficult, but man was grad school a whole different level. He was constantly struggling and barely maintaining passing grades. He finally got to the point that he did something he had never done before… he cheated. He had 2 days left to finish a paper he hadn’t started so he browsed the internet and found a paper on a similar topic to submit as his own (with a few tweaks of course). Chaz told himself he would never do it again and would make sure to stay on top of his work better. A week after the paper was submitted he was pretty certain he was gonna get away with it… until he got an email from Dr. Rowen requesting he come to her office.

Dr Sasha Rowen was not what you would expect for a grad school sociology professor. Thirty nine years old, long blonde hair, big blue eyes, slim waist, and an hourglass figure. Her breasts looked closer to a D cup than a C cup and had the appearance of being fake but who knew for sure. She tended to wear a short skirt and revealing top much to the excitement of her male and some female students.

To be honest Chaz was kind of scared and excited at the same time as he entered Dr Rowen’s office. Sure he might get expelled, but at least he got some one on one time with one of the most attractive women he had ever seen. He knocked on her door and waited. "Come in" Dr Rowen softly replied. "Hey Dr Rowen, you wanted to see me?". "Yes Chaz, please sit down. I was grading the papers from last week and was a little concerned with yours". Chaz felt a twisting in his gut… well this is the end of my grad school career. "I noticed that it looks very similar to another paper I found online… you didn’t happen to copy it did you?". Chaz knew the gig was up, no point lying "yes… I’m sorry. I just didn’t have time to do it. Please don’t kick me out". "Well Chaz this is a very serious offense and you will be expelled if I report this to the Dean. However, this isn’t the first time this has occurred with my students and I like to try and give my students a second chance… if they earn it…". "Yes! Please, what can I do" replied Chaz. "Well first things first, can you walk around to this side of my desk and open this drawer?". Chaz got up and walked over to the drawer she was pointing at. He opened it up… and his eyes went wide… Inside was the largest dildo he had ever seen. 12 inches long, at least 3 inches thick, with bulging veins and a strap lying next to it.

Chaz was in a state of shock. what the hell was going on??? he didn’t say anything he just stared with his mouth open. She can’t be serious he thought. "Chaz you look concerned, have you never been around one of these before?". "no dr dr dr rowen" he stuttered. Chaz had to admit, he had stumbled across strap on porn before and masturbated to it, but the thought of actually having someone use a strap on him was crazy, especially a monster strap on like this one. Against his will… Chaz felt his cock starting to get stiff. "Dr Rowen… are you uh… are you like saying you want to use this on me???". "No, no, no Chaz. Although I do see a slight bulge growing in your pants, I do not plan on using this strap-on on you". Chaz wasn’t sure if he was relieved or kind of disappointed, but just then he heard a knock on Dr Rowen’s door. "Oh shit someones coming" chaz yelped and slammed the drawer shut and tried to cover his growing erection. "Don’t worry Chaz, I’m expecting someone… Come in!".

The door opened and Dr Rowen’s teachers assistant Samantha came in. Samantha was in Chaz’s class and had always been the smartest student in class. He hadn’t really spoken to her much because she was smart and beautiful and therefore intimidating. She had brown hair, dark skin, large breasts and somehow a bigger ass than Dr Rowen. She also was into crossfit so every part of her body was toned and her thighs were thick as tree trunks. "Hi Chaz" Samantha said casually. "Uh Hi" Chaz mumbled hoping she didnt notice his hands over his cock. "Samantha here has assists me with disciplinary measures with students". "Uh okay.. I don’t really know what you mean though" said Chaz, confusion evident on his face. "Chaz will you open that drawer again for me please?". "You want her to see whats in there?!" Chaz whispered. Dr Rowen slowly nodded so Chaz opened the drawer expecting Samantha to be as shocked and confused as him.

Samantha just stood there with a smile on her face. "Chaz, I know we don’t really know each other that well… But I am about to fucking destroy your boy pussy. Your asshole is going to be stretched to its limits and then you’ll be begging for more." Chaz’s jaw dropped for the second time in the last 5 minutes. "you’re… you’re kidding right? This is just a big joke to scare me because I cheated huh?". "Sorry Chaz, but this is no joke. You submit to our will… or you get expelled… your choice. And don’t even think of trying to report us to anyone… who would be more believable, a teacher and her assistant, or a guy who just submitted a plagiarized paper..". "Fuck me… " said Chaz, "Yes. thats exactly what we intend to do" said Dr Rowen. "Samantha why don’t you get strapped up while I show Chaz one more surprise." Samantha grabbed the monster dildo and the strap and began to strip down as if she’d done this many times before. Chaz couldn’t help but stare at her amazing body. The thick muscles that rippled under her soft flesh, her large breasts and perky nipples. He looked at her arms and realized that her biceps may actually be bigger than his… he also realized that despite his fear of that huge dildo his cock was harder than it had ever been. "Enjoying the show?" asked Samantha as she hitched the strap up her thick legs. "Your cock seems to be awfully hard with the idea of getting pounded by my monster cock. If I didn’t know better I would say your asshole is pretty excited about being stuffed. Are you a little sissy faggot Chaz?". "What! No!" yelped Chaz slightly embarrassed. "You and Dr Rowen are amazingly hot thats why I have a boner, Im not into this kinda thing at all but I clearly don’t have a choice if Im going get expelled."

"Calm down Chaz" Dr Rowen said. "Come sit over here with me." Chaz shifted his focus from Samantha’s amazing body to Dr Rowen as he remembered that she said she had a surprise for him; although he doubted anything could be a bigger surprise than what has just occurred over the last few minutes. "Chaz do you like my tits?". Chaz thought his dick was about to explode. "Yes. Very much so". "Do you want to unbutton my shirt?". "Sure thing" Chaz was starting to like where this was headed even though the threat of the monster dildo in his virgin ass loomed in the back of his mind. Chaz unbuttoned Dr Rowen’s shirt and starred at her very large (and clearly fake) breasts in all their glory. "those are amazing". "Yes and they cost a pretty penny" Dr Rowen said. Dr Rowen stood up, "would you like to unbutton my skirt now?". Holy shit thought Chaz, am I going to get to fuck Dr Rowen also?. "Dr Rowen… are we going to have sex while Samantha fucks me with her strap on?" Chaz asked with an excited tone. "In a manner of speaking, Yes" replied Dr Rowen. Maybe this wasn’t going to be as bad as it sounded, thought Chaz.

Chaz unbuttoned Dr Rowen’s skirt and pulled it down. Looking back at him was the largest real cock he had ever seen in his entire life. It was almost the size of the strap on dildo Samantha had equipped. "Are you fucking serious?!" yelped Chaz. 11 inches of thick shemale dick nodded back at him as Dr Rowen thrust her hips a little. "You’re a Tranny?!" chaz asked. He was immediately slapped across the face by Dr Rowen’s hefty piece of ladyboy meat. "Now that wasn’t a very polite thing to say Chaz" said Dr Rowen with a wicked grin on her face. "You thought that the monster dildo was going to be bad, just wait until I ram my huge cock down your throat. If you’re lucky I will pull out and cum on your face but Im likely gonna make you choke on my dick and fill your stomach with my seed." Chaz didn’t know what to do. He was beginning to think it might be a better idea to just get expelled. "Alright Chaz, before we destroy your ass, why don’t you wrap those sweet lips around by thick cock." Chaz couldn’t deny the fact that his cock was still rock hard… "Okay… fine" mumbled Chaz. He had never had gay fantasies but this cock looked much more inviting since it was attached to a smoking hot woman. He got down on his knees and starred at the monster cock in his face. He leaned forward and opened his mouth wide. "thats a good little faggot". He wrapped his mouth around Dr Rowens huge dick and began to bob his head back and forth on the tip of her dick. "come on you sissy bitch I know you can fit more than that down your throat." Dr Rowen put her hands behind Chaz’s head and pulled it towards her. Chaz’s eyes bulged. He couldn’t breath, his eyes began to water. 11 inches of meat slid down his throat as he choked on dick. "much better Chaz" groaned Dr Rowen. "You’re turning out to be a good little sissy Chaz" said Samantha as she admired Dr Rowen’s large cock pumping in and out of Chaz’s mouth. Unable to reply, Chaz just gurgled on cock and nodded. As difficult as is was to breath with this monster pumping his throat, he couldn’t deny that he was still more turned on than ever. He looked up at Dr Rowen’s beautiful face and she smiled back. "Aw Chaz you really do love this you little faggot. You’re realizing you’re a slave for my luscious cock. I wish I could say you’re gonna enjoy Samantha joining in as much as you enjoy this… but its probably gonna be pretty painful for you at first." Chaz didn’t care any more. He was in a state of sexual ecstasy and was ready for anything. "Samantha, please fuck my boy pussy" chaz exclaimed. "Wow, that really didn’t take much coaxing" said Samantha. Samantha got behind him and got some lube out. "Alright I hope you’re ready for this, drop your pants."

Chaz was painfully aware that his dick was about the third the size of the two women in the room with him. He bent over with his hands on Dr Rowen’s desk. He couldn’t help but clench his asshole as he felt Samantha hovering behind him. Dr rowen rested her huge cock on Chaz’s forehead, "here little sissy, maybe this will help you relax". Chaz grimaced as he felt a pressure against his tight hole. Oh god here it comes he thought. "Ahhhh Fuck" Chaz exclaimed as he felt Samantha enter his ass. It was painful, but not quite as bad as Chaz had been expecting. "Chaz" Samantha whispered in his ear. "Yeah" he grunted. "That was just a few of my fingers lubing your ass up. Here comes the real deal" and she rammed the monster dildo right into his asshole. "AAAHHHHHH FUUUUCKKKKK!!!!!!" screamed Chaz as he felt all 12 inches of fake dick rip into his insides. "Shhhh its okay little faggot" said Samantha as she held tight onto Chaz’s hips and waited for him to accept the huge cock that was inside of him. Chaz struggled to get off the cock but Samantha’s biceps were bulging and she had a grip of steel, there was no escaping her. Chaz did his best to stop the tears that were flowing from his eyes as the pain in his ass subsided. Gradually the pain turned into excitement. Samantha began to pull her massive cock out of him and then slammed it back in. Chaz felt the fake balls slap his balls from behind as she buried her fake dick inside of him. "Thats it you sissy bitch" screamed Samantha as she continued to pound his ass. She pulled all the way out for a minute and admired the gaping hole in front of her. Chaz couldn’t believe how empty he felt without cock inside of him. "Please put it back in Samantha" Chaz whimpered. "Chaz, what about me" said Dr Rowen. Chaz grabbed her dick with one hand and pulled it back towards him and guided it into his mouth. Chaz wiggled his butt towards samantha and she didn’t waste any time ramming her strap on back into him. Chaz couldn’t believe how amazing it felt to be filled with huge cock in both ends. He violently thrusted back and forward to get as much cock in his ass and down his throat as he could. "Wow I don’t think any student has turned into this much of a cock whore this quickly" said Dr Rowen as she enjoyed her blowjob.

Chaz took his hand and reached between Dr Rowen’s legs looking for her asshole. He found it and slid two fingers in. "Woahhhh" exclaimed Dr Rowen, "If I didn’t know better I would say you are trying to make me cum". Chaz couldn’t deny that he had been doing whatever he could to pleasure Dr Rowen but he didn’t want her to cum yet. As if reading his mind Dr Rowen replied "Don’t worry Chaz, if I cum right now I will be hard again in minutes and can continue to fuck your face and maybe even your ass." In that case…. thought chaz. He used his other hand to rub Dr Rowen’s balls as he fingered her ass and choked on her dick. Samantha continued to slam his ass from behind but all he could think about was getting Dr Rowen to release a load inside of him. "Oh fuck here it comes" exclaimed Dr Rowen, Chaz could feel her dick swelling in his throat, her asshole clenching his finger, her balls lifting up towards her body. "Ahhhhhhhh" screamed Dr Rowen. Chaz’s eyes went wide as he felt hot fluid surging down his throat into his stomach. Dr Rowen pulled her massive cock out of his throat and continued to spew cum all over Chaz’s face. Chaz enjoyed the feel of sticky semen leaking out of his mouth and hanging from his forehead over his eyes. "Chaz you’re a natural cumslut" said Dr Rowen catching her breath. "I’ve fucked a lot of bad students but none of them worked as hard as you did to make me cum". Chaz didn’t know what to say. He was slightly embarrassed and confused about his emotions but couldn’t deny that he just had the most intensely erotic experience of his life. "I.. I… I am a cumslut, and I never knew it… Thank you for helping me realize that." whispered Chaz softly. "You know what Chaz, I think you deserve to keep exploring this new identity you’ve discovered. Samantha, can you go grab Tammy and Sophie from their offices?". Samantha quickly got dressed again but left the dildo on and slipped out the door.

Chaz felt his dick twitch in excitement. This experience wasn’t over. Dr Rowen’s throbbing half hard dick began to start growing again. Chaz crawled on his hands and knees over to Dr Rowen’s chair and began to lick her balls and up to the tip of her dick. "Oh Chaz, I do enjoy your mouth, but I think its time I tried that asshole". Chaz crawled up onto her desk and laid on his back with his legs up in the air and his hands spread his ass checks apart. "What a good sissy slut, your body already knows the best positions to be fucked even though you’ve never done this". Chaz already felt so empty without a cock inside of his ass. Dr Rowen’s monster member hovered over his slightly gaping no-longer virgin asshole. "Ohhhhhhh" Chaz moaned as he felt her dick slowly slide inside of him, stretching his asshole every bit as much as samanthas huge dildo. Dr Rowen began to thrust faster and faster, "Chaz you really like getting your boy pussy pounded, huh?". "I love it so much" gasped chaz between grunts as Dr rowen’s balls slapped his back repeatedly. "Now that you made me cum once already I should be able to fuck your ass for a long time before unleashing another load inside of you" said Dr Rowen as she continued thrusting deep inside of Chaz. Chaz was completely lost in sexual oblivion. How had he never understood the pleasures of being a slave to cock. Sure he loved sex and when he normally orgasmed he couldn’t imagine anything better… but this… this was better. He wanted nothing more than to make other people cum inside of him. All he could thing about was giant penis now, especially giant penis attached to women with giant tits. Chaz was so engulfed by this assfucking experience that he didn’t hear Samantha come back in the office with company. He just felt the soft velvety flesh rubbing against his forehead that he quickly came to realize were the tips of two big cocks. He opened his eyes with a huge grin on his face and saw the throbbing rock hard members floating above him, he then saw the beautiful grinning faces of the two ladies they were attached to.

Dr Rowen didn’t stop pounding his ass for a second as she introduced the newcomers. "Chaz I know this is a surprise to you but to be honest, about half of the professors in the Sociology dept are transgender. I want you to meet my two best friends, Tammy and Sophie. Both of them are familiar with how I discipline my students but even they are going to be surprised by what a special treat you are. The most passionate cum slut I’ve ever had." Tammy and Sophie giggled as Dr Rowen introduced them then grabbed Chaz by head, bent it backwards so it was hanging over the desk and Tammy slammed her huge cock down his throat while Sophie moved over to the side and made Chaz start jerking her off his free hand. Chaz was in ecstasy. He could barely breath with Tammys dick so deep in his throat but he didn’t care, he just wanted to make these women cum no matter what it took. He looked like a pig getting spit roasted with Dr Rowen and Tammys dick penetrating him at both ends. He was vigorously masturbating Sophie at the same time and pulled her closer to him. He let go of her dick and reached between her legs and slid his fingers in her asshole. "Oh my" Sophie said, this little slut really does know how to get a girls juices flowing. Dr Rowen pulled out of Chaz’s ass; his hole was gaping open about 3 inches wide. Chaz started whimpering with Tammys cock still pounding his throat. "here sophie slide in here quick I think his boy pussy is aching now that its empty of cock". It was true, Chaz thought. His asshole, well really his stomach, felt an intense desire to be filled. He missed the throbbing sensation inside of him that these giant cocks provided. Sophie didn’t hesitate, she slammed her dick inside of Chaz so hard that her balls made a loud smacking sound against his ass cheeks. Chaz’s eyes rolled back in his head with pure delight. Both his holes got fucked a few minutes longer while Dr Rowen stroked her meat and watched. "all right ladies, are you gals about ready to give Chaz a sticky creamy treat?" said Dr Rowen. "Samantha, why don’t you come over here and fill Chaz’s asshole with that dildo so he doesn’t start whimpering again." Sophie and Tammy pulled their dicks out of Chaz and they joined Dr Rowen over on the side of the desk where chaz’s head was hanging off. Samantha slid her monster dildo into Chaz’s ass and began pumping even more furiously than anyone before her. Chaz stared at the three thick veiny cocks above his head and the 3 pairs of huge tits hanging over them and couldn’t think of anything in the whole world that looked more enticing. He knew what was coming. And he was desperate for it. "please cover me with your cum". The three beautiful shemales gave wry smiles and jerked their lady meat a little faster.

In perfect unison, as if they were one person; Tammy, Sophie, and Dr Rowen unleashed a torrent of semen right at Chaz’s face. Three thick ropes of cum splattered all over his face and down onto his chest. They kept pumping and cum kept flying. There was so much cum that for a moment you couldn’t even see Chaz’s face, it was just a white blob of sticky cream. Chaz was moaning in ecstasy and cum was leaking into his mouth with strands sticking between his parted lips. Samantha pulled her dildo out of his ass and the 4 women took a step back to observe their handiwork. "Well Chaz, I do think you look like the most used up cum slut we have ever seen" said Dr Rowen. "Its time for you to sit up and put your clothes back on". Chaz’s head was spinning and warm from all the hot jizz covering him. He sat up and cum dripped from his chin all over his body. "Um Dr Rowen… Do you have a towel or anything I can use to clean up". Dr Rowen put her hands on her hips, "Chaz cum sluts have to wear their cum as a badge of honor. It really is part of your punishment but its clear at this point that this is no punishment for you. You love it. And I don’t care if everyone sees you with a cum covered face. Just don’t tell them it was me or you will be expelled… and you won’t get to experience this again. Now get out of my office until I telll you to come back." "Yes Dr Rowen. Thank you all for fucking me. Please fuck me again soon." Chaz said in a subdued tone. Chaz put his clothes on, walked to the door, opened it, and ran full speed down the hallway hoping he could make it home before too many people noticed that he was completely covered in cum.

Sissy Stories

Sun, 01 Jul 2018 17:43:26 UTC

The Bicycle Ride

<pre><br /></pre><div align="left"><font size="2"><strong>&nbsp; &nbsp; Just like many young teenage boys my body was growing taller, but it was still as thin as a twig.&nbsp; Unlike many teens I was not into organized sports.&nbsp; I was more of a loner and liked to ride my racing bike after school.&nbsp; I wore tight fitting colorful spandex shorts and jerseys.&nbsp; I imagined myself to be a European pro bike racer.&nbsp; I took long solo rides into the country where I searched out deserted roads so I would not have to deal with traffic.</strong></font></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">On one afternoon I hurried home from school, got dressed, hopped on my bike and headed for the country.&nbsp; I found a quiet back road and after I had ridden for about ten miles an old blue pickup truck passed me.&nbsp; It was the only vehicle that I had seen.&nbsp; When it disappeared up the road I was alone again.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Shortly after I noticed the same pickup parked off the side of the road.&nbsp; It was partly hidden by some bushes, but I could still see two people inside.&nbsp; I continued on my way when all of a sudden the pickup roared along side of me.&nbsp; Then it swerved in front and screeched to a halt.&nbsp; I had to slam on my brakes to keep from hitting it and almost fell off of my bike.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">I was very shaken and tried to gather my senses.&nbsp; The passenger door of the truck flew open and a man jumped out and charged at me with a knife in one of his hands.&nbsp; I was terrified.&nbsp; He looked to be about thirty maybe two hundred pounds and over six feet tall, a very big man.&nbsp; He grabbed my left arm&nbsp; and swung me around.&nbsp; I slammed into the side of the truck and it knocked the wind out of me.&nbsp; The man&nbsp; stuck the knife blade at my throat and ordered me to get into the truck.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">I felt a panic and my legs got week.&nbsp; He pushed me into the truck as the driver ran around back and threw my bike into the truck bed.&nbsp; They got in on either side of me and the driver floored it.&nbsp; The guy with the knife grinned at me and I could see that he was missing at least one tooth.&nbsp; He held the knift to my throat with his left hand and his right hand groped my crotch.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">The driver, a fat dark skinned older man, glanced sideways and yelled, &quot;Come on Pete. Lets see what the little faggot has between his legs.&quot;&nbsp; Then this Pete guy pressed the knife point into my neck and growled at me, &quot; Take off those fucking shorts now asshole, or you’ll be dead meat on the side of the road.&quot;&nbsp; His breath smelled like vomit and I began to shake.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">I tugged my&nbsp; tight shorts down past my knees and the driver shot his big hairy hand between my thighs.&nbsp; He squeezed my penis and I pushed back into the seat as I tried to dislodge his hand.&nbsp; His elbow came up and slammed my head back against the rear window.&nbsp; I felt blood run from my nose.&nbsp; Pete laughed and said not to fuck with Mario because he liked to play rough.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">The truck slowed and turned onto a one lane dirt road that looked like it had not seen another car in months.&nbsp; We bounced along for about a mile while the driver, Mario, pinched my penis between his thumb and forefinger.&nbsp; &quot;This fairy’s got no dick Pete, I can hardly find the damn thing.&quot;&nbsp;&nbsp; I felt my face get red. He turned into a deserted driveway and stopped the truck in front of an old abandoned house trailer.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">I was terrified by the thought of going inside the trailer, but Mario dug his fingers into my arm and dragged me to the front door.&nbsp; He pulled me up the decaying wooden steps and then ripped open the door.&nbsp; The three of us entered into darkness.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">We stepped on empty beer cans as we walked across the room.&nbsp; Mario jerked my arm and ordered my to strip.&nbsp; I could hardly think because of fear, but did as I was told. &nbsp;&nbsp; I was barely into my teens and was still a virgin.&nbsp; I didn’t know a thing about gay sex to say nothing about male rape.&nbsp; I stood there naked and&nbsp; was scared&nbsp; shitless.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">As my eyes adjusted to the dim light I saw a couple of plastic chairs and a&nbsp; table and also a dirty old sofabed that was open.&nbsp; Mario pushed me toward it as Pete fumbled with his pants.&nbsp; He got them off and began to stroke his cock that hung halfway down his thigh.Then he came over and pushed me onto the stained mattress and told me to suck on his massive cock.&nbsp; The thought of me sucking another man’s penis caused me to tremble with fear.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Mario held my head and Pete pushed his cock against my lips.&nbsp; &quot;Open&quot;, he shouted and I did.&nbsp; His cock was hot and smelled like foul cheese.&nbsp; &quot;Bite me and I’ll knock your teeth out&quot;, he growled.&nbsp; Mario forced my jaw open wider and I gagged as Pete forced his cock into my mouth.&nbsp; Suddenly I felt Mario stick a finger in my asshole and I bit down on Pete’s cock.&nbsp; He back-handed me across my mouth and I tasted blood.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Mario had gotten his finger all the way into my anus and said, &quot;Don’t kill the bastard Pete , because I still want to fuck the fag&quot;.&nbsp; Pete laughed and said that he wanted to fuck me first.&nbsp; &quot;Hey Mario, drive over to the liquor store and get us some whiskey&quot;. Then he added, &quot; And get something to grease this pig’s ass.&quot;</font></strong>&nbsp;&nbsp; <strong><font size="2">Mario replied, &quot;OK, but don’t fuck him until I get back.&quot;</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">He left and I felt cold and began to cry because now I knew what they wanted to do to me.&nbsp; Pete began to rub his hands over my chest and stomach.&nbsp; He told me to lay back on the mattress and his hands moved lower on me.&nbsp; He laughed and said that Mario was right about the size if my dick.&nbsp; His big hands played with it and then he lowered his head and took me in his mouth.&nbsp; He said to pay attention so that I could do the same to Mario when he got back.&nbsp; He licked and sucked and I started to feel my dick swell.&nbsp; The brute was turning me on as he sucked harder.&nbsp; Then he stuck the tip of his finger in my ass and massaged my asshole.&nbsp; Oh god, don’t let me cum , I prayed.&nbsp; Pete must have heard me because he stopped and said, &quot;You cute little fairy I can’t wait to put my cock in your ass.&quot;</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Just then the door opened and the light nearly blinded me.&nbsp; Mario put down a bag of liquor bottles&nbsp; on the table and opened his jeans.&nbsp; Pete grabbed a bottle and drank half as he told Mario that I was a great cocksucker.&nbsp; &quot;Come here girlie and show daddy&quot;, Mario said to me.&nbsp; He had a bottle in one hand and grabbed the back of my neck with the other one.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">His pants were gone now and his crotch was black with thick matted pubic hair.&nbsp; He pulled my face down into it.&nbsp; I could smell his musky odor .&nbsp; His short but very thick cock was buried in it beneath his fat belly.&nbsp; I stroked it and tried to remember what Pete had done to me.&nbsp; &quot;Suck me&quot;, Mario ordered and I opened my mouth.&nbsp; I could feel his cock head get bigger as I sucked it.&nbsp; He groaned and took a gulp from the bottle.&nbsp; His hips moved in and out and he pulled my face deeper onto his hairy mass.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Pete went over to the table and opened another bottle.&nbsp; He pulled something else from&nbsp; the bag.&nbsp; Out of the corner of my eye I saw him fill his hand with a clear cream from a tube.&nbsp; Then he walked over and shoved that hand between the cheeks of my ass.&nbsp; He stuck a finger in my anus.&nbsp; Then he pulled his hand away and wiped the rest on his soft, but very long cock.&nbsp; My fear increased as he soon had the biggest raging hard-on that I could even imagine. &nbsp; It looked bigger than my forearm and made Mario’s seem puny in comparison.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <font size="2"><strong>Pete saw me staring at it and an evil grin crossed his face.&nbsp; &quot;Hold onto him Mario&quot;, he said, &quot;I’m going to open this little mother fucker’s ass so wide the whole world will fit inside&quot;.&nbsp; Mario leaned on me and forced my face into the mattress.&nbsp; Then he grabbed my wrists in an iron-like grip and I couldn’t move.&nbsp; I could barely breathe.&nbsp; I felt Pete spread my legs apart.&nbsp; Then he reached under my hips and lifted my ass up.&nbsp; I looked back between my knees and saw him kneeling there.&nbsp; I tried to pull away , but they had me pinned down.</strong></font></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Mario hissed, &quot;Go on Pete, fuck the little bitch like a tied goat. Make him cry for his mommy&quot;.&nbsp; Pete shoved three then maybe four of his thick fingers into my tight anus and I screamed in pain.&nbsp; I could feel skin and muscle tear.&nbsp; &quot;That’s it, now fuck him good and hard&quot;, cheered the drunk and sex crazed Mario.&nbsp; I felt Pete&quot;s fingers withdraw and then felt something far more terrible push against my sore asshole.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">I looked back under my dick and saw Pete tighten up to my ass.&nbsp; He dug his thumbs into my ass cheeks and began to pry them apart with tremendous&nbsp; strength.&nbsp; Mario pushed down hard on my back and tried to get a closed look at my destruction.&nbsp; Pete hunched forward and I felt the head of his massive cock forcing its way into my ass.&nbsp; &quot;Come on Pete, pop this mother fucker’s cherry.&nbsp; I want to see blood&quot;, shrieked the drunk and delirious Mario.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Pete grunted and shoved and then shoved again.&nbsp; Over and over.&nbsp; I screamed with intense pain.&nbsp; That only seemed to encourage Pete and he shoved harder still.&nbsp; Tears ran down my cheeks</font></strong>&nbsp; <strong><font size="2">as Mario reached a hand under me and grabbed my hanging ball sack.&nbsp; He was trying to tear my balls from my body and I shrieked.&nbsp; Pain was coming from everywhere and I began to pass out.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Then I felt Pete shove again only this time it was different.&nbsp; The sharp pain was replaced with a dull feeling of fullness.&nbsp; &quot;Thats it. You’re in him now&quot;, shouted Mario as he tightened his grip on my balls.&nbsp; Pete began to hump faster while Mario pulled on my dick like he was milking a cow.&nbsp; Pete thrust against me hard and deep and let out a loud roar.&nbsp; Mario released his grip on me and moved around to get a good view.&nbsp; Pete hunched me spastically a couple times and Mario hollered, &quot;Thats it buddy, fill his little ass full&quot;.&nbsp; And he did just that.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Mario went to the table and handed Pete a bottle announcing that he deserved a drink after that show.&nbsp; Pete’s monster cock was still inside me as he took a long pull from the bottle.&nbsp; He rotated his hips and pulled his now softening cock from my anus.&nbsp; It felt like fire burned through me.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">The mattress was&nbsp; soaked with sweat, tears and much cum.&nbsp; Mario came over and cupped his hand under my ass and it filled with Pete’s escaping cum load that was oozing from me.&nbsp; He then grabbed my neck and stuck his hand under my mouth and told me to eat it.&nbsp; I gagged, but opened my mouth and lapped up the cum mixed with my own blood like a dog drinks water.&nbsp; He smeared the rest on my face.</font></strong> </div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">They were both drinking and laughing at the table as I lay sprawled on the sofa bed in pain and humiliation.&nbsp; My young mind could not comprehend what had just happened to me.&nbsp; If I thought they were finished I was terribly wrong.&nbsp; Mario wanted his share now.&nbsp; Before I saw it happen he had got&nbsp; behind me and slapped ass my with such force that I was sure the skin had split.&nbsp; He grabbed be around the neck and literally flipped me over onto my back.&nbsp; &quot;Now its my turn to fuck your little faggot ass&quot;, he spit at me.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">He grabbed both of my ankles with his powerful hands and lifted them high over my head.&nbsp; My ass was lifted off the mattress.&nbsp; &quot;Grab these Pete&quot;, he called out.&nbsp; Pete took hold of my ankles and pulled them back past my head.&nbsp; I was now on my back with my ass up high off the mattress.&nbsp; He held me tight and spread my legs apart.&nbsp; Mario lubed his fat cock with the same cream that Pete had used.&nbsp; He jerked his cock and grinned down at me.&nbsp; Bubbles&nbsp; started coming out of my ass and he laughed , &quot;Pete, I think you gave this whore an enema with your cock&quot;.&nbsp; &quot;Just use yours like a cork in his ass&quot;, joked Pete.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Mario’s cock was hard now and he told Pete to spread my legs wide.&nbsp; Then he aimed his purple headed cock at my asshole and flopped down on top of me.&nbsp; &quot;I’m going to fuck your pussy, you little cunt.&nbsp; I’m going to fill you with my cum , whore&quot;, he screamed at me.&nbsp; Then he dropped down on me again and his hard fat cock ripped me open and penetrated fully in one terrible instant.&nbsp; Another scream escaped from my throat and things grew dark.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">He pounded at my ass like a jack hammer and I knew that his cock was fully inside me.&nbsp; Pete cheered him on with glee as tears streamed down my face.&nbsp; I was crying uncontrollably.&nbsp; He fucked my ass without mercy.&nbsp; Then he grabbed my ass cheeks in both of his huge hands and he shuddered violently.&nbsp; He groaned deeply like an animal and foamed at the mouth.&nbsp; He filled me with his cum just like he said he would.&nbsp;</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">His cock popped out of me with what sounded like a fart and&nbsp; they staggered back to the table.&nbsp; They sat there drinking and laughing at my misery.&nbsp; It was decided that because I had such fun they would both fuck me again.&nbsp; They might even keep me as a prisoner and let thier friends have a go at me.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <font size="2"><strong>My asshole felt like it had been ripped apart by two runaway locomotives.&nbsp; My little dick had practically shrunk into itself because all I could see was a red button that had been the head of my penis.&nbsp; Everything else was in hiding.&nbsp; I really can’t describe my misery, it was just too awful.</strong></font></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">The two brutes kept drinking and laughing for nearly an hour and then things grew quiet.&nbsp; I looked over and saw that Mario’s head was down on his hairy chest.&nbsp; Pete was sprawled across the table.&nbsp; I waited for a few minutes to make sure it was safe.&nbsp; I spotted a pile of Mario’s clothes where he dumped them after he returned from the store.&nbsp; It was getting harder to see as it grew darker and I slowly crept toward the pile of clothes. &nbsp;</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">Now both of my attackers were snoring and I grabbed Mario’s clothes.&nbsp; I crawled to the door and held my breath as I opened it about a foot.&nbsp; They didn’t move. so I slithered through the opening.&nbsp; Once outside I searched the pockets of Mario’s jeans and found the truck keys.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">My heart raced as I ran to the truck and opened the driver’s door.&nbsp; I expected to feel Mario’s grip on my neck as the door squeaked open.&nbsp; Still naked I slid inside with cum from my ass greasing the plastic seat cover.&nbsp; I fumbled through the keys and tried each until one fit in the ignition.&nbsp; I held my breath, said a prayer and turned the key.</font></strong></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp; <strong><font size="2">The old engine roared to life.&nbsp; I thought I saw the trailer door open when I put the truck in gear.&nbsp; As I spun the old pickup around I saw a naked man with a cock hanging halfway down his thigh bolt down the steps.&nbsp; But he was too late.&nbsp; I raced down the driveway and turned onto the dirt road.&nbsp; I was free!&nbsp; I thought that my nightmare had ended.</font></strong> <br /></div><div align="left">&nbsp;</div><div align="left">&nbsp; &nbsp;&nbsp; <br /></div><div align="left">&nbsp;</div>

Sissy Stories

Mon, 03 May 2010 17:08:53 UTC

Just Trying to Please

Just Trying to Please
— by jessicablank

Brad carefully brushed the mascara up… up… up his eyelashes, struggling not to squint at his own reflection in the mirror. The eye shadow was a perfect shade of plumb, the brows exactingly tweezed and arched. And the eyes that stared back into his were so feminine and beautiful, he could scarcely believe they were HIS. Brad fluttered his eyelids, watching the long, dark lashes in the mirror seem to wave, like tiny birds’ wings. He was actually getting aroused, staring into this woman’s eyes… even though they were his own!

He’d only been dating Andrea for a month now. But during the past week, he seemed to need to be with her every night. Instead of their usual dates, going out to dinner in the lake shore village, or seeing a movie and then sitting in a coffee bar, talking late into the evening, he’d simply been going over to her apartment.

Brad opened the cap of the lipstick, and opened his mouth into a gentle "O" before stroking the deep vermillion over his lips. From the top center, always from the center, left then right. Then across the bottom lip. He pressed a tissue against his lips, leaving a pretty red kiss. Then gave a kiss and a wink into the mirror, and smiled.

"Honey, are you ready?" Andrea’s voice called from the kitchen, where she was making dinner.

"Almost," Brad replied. "Just a minute!"

Was it THIS week that Andrea had started dressing Brad in her clothes, and her make-up? First it had just been a pair of her jeans, which fit surprisingly well. Then it was a girl-style t-shirt. And then lacy panties. It was hard to remember. Everything felt so good! Brad took a moment to take a brush and touch up the few strands of shoulder-length blonde hair that had gone astray. Then he stepped back and slid his hands down on both sides, from his ribcage to his hips, smoothing the tight, little white dress and admiring himself in the mirror. Are polka dots back in fashion, he wondered. The tiny colored dots were green, purple and blue, each no bigger than a pin head. Too tiny for polka dots, but Brad didn’t know what to call them. And thinking about them made his eyelids feel SO heavy. He wanted to just close his eyes and drift, thinking about the tiny colored dots, like thousands of tiny stars in the sky. Relaxing and soothing.

"Come to dinner, Brad!"

Brad’s eyes popped open. The bathroom counter top seemed so far away. Maybe it was the high heels. Everything seemed far away, now that he was four inches taller.

"Coming, Andrea!" Brad replied, as he started walking out into the hallway.

"Ohhh, not YET, I think!" said Andrea.

Brad suddenly felt hot. Flushed. Embarassed. He was a little afraid to walk into the kitchen. But the smell of Andrea’s Italian cooking was so delicious! The clicking sound of his heels on the tiled floor surprised him.

"Awwwww, don’t you look DARLING?" Andrea cried. She held out her hands, and Brad walked toward her. Click, click, click. He thought she was going to give him a big hug — but instead, she took his hands in hers and stared into his eyes. "Aren’t you the PRETTIEST girl!" She leaned forward and kissed the air. And Brad leaned forward, doing the same. He wanted her to hold him, and merge his mouth with hers. But their lips never touched. "We don’t want to spoil our make-up, now, do we?" she said.

Brad straightened up and smiled. "Of course not!" It was hard to do ANYTHING but what pleased Andrea. He just wanted to please, that was all. Just wanted to please.

Brad was feeling so relaxed again. Was it the wine? Oh, but they hadn’t HAD any wine. They hadn’t even sat down to dinner yet. Brad felt like he was floating in a fog, as Andrea pulled him by one hand across the kitchen. "You go ahead and take the salad bowl in to the table, while I get the main course. Hurry up, now."

"Yes, Andrea." The big glass bowl felt cool to Brad’s hands. And heavy. Wearing the high heels, he found he needed to cradle the bowl between his arms and lean back to carry it. He felt even more awkward and embarrassed again, forced to take tiny steps as he walked into the dining room. He set the bowl down, carefully, just as Andrea set down the platter with the chicken marsala.

Then she stepped back, and pulled a chair away from the table. "Sit down," she said. Brad began to pull the other chair out. "No," Andrea stopped him. "I mean sit HERE. Like a lady."

Brad’s feeling of being in a fog grew stronger. His heart was pounding, and his face felt so hot, he was sure all the make-up was going to melt!

"B-but, Andrea," he began…

"WHAT were you going to say…?" Andrea prompted him. She was smiling so sweetly, obviously proud of his transformation.

"Anything to please you, Andrea," Brad replied. The words came so automatically from his lips.

Andrea’s cheeks dimpled in an even bigger smile, and she shrugged her shoulders. Lifting one hand, she crooked a finger telling him to come on, and then pointed to the chair.

Brad’s high heels whispered on the carpet as he walked to the chair, stared into Andrea’s green eyes and then turned toward the table. Smoothly, he sat down, knees pressed together in the tight little skirt. His hands just naturally fell together, into a folded position on top of his thighs. He could feel the panty hose rubbing, as one knee slide against the other, and was trying not to let it arouse him even more.

"Good girl," Andrea said, gently patting Brad’s shoulders. "Scoot forward." Brad leaned forward a little bit, lifting his weight off the chair as Andrea pushed it toward the table.

His cock was throbbing. Hot, like it was on fire.

Andrea poured him a glass of straw-colored wine, and then went to sit at the other side of the table. She poured some for herself, then set down the bottle and lifted the glass in a little salute, staring into Brad’s eyes. "Tonight!"

"Tonight?" Brad lifted his glass. He wasn’t sure what Andrea meant. His entire body seemed to throb with his cock. Heartbeat. After heartbeat.

"Yes, tonight." Andrea grinned wickedly, and her green eyes flashed. They each took a sip of the wine. Brad found himself thinking of the Mona Lisa’s smile, and her hidden, inner secrets. "Aren’t you going to serve yourself some chicken?"

Chicken? Brad’s face flushed hot again. Because he couldn’t think for a moment, what Andrea meant. Then suddenly his eyes fell on the serving dish in front of him. Oh yes. Dinner. Again, feeling like his movements were being controlled by someone else, he slid the serving fork under a piece of chicken, balancing it with his own dinner fork, and set it on his plate. Perfectly ladylike.

"Take a little extra sauce, Darling," Andrea said. "I made it special for you!"

"Thank you," Brad replied. He reached over to the serving spoon, dipping it into the sauce and mushrooms. Tonight. What was happening tonight? Had he forgotten?

He and Andrea exchanged the serving plate for the salad bowl, and he added a small portion of salad to his plate.

"Dainty," Andrea said.

Brad picked up his fork and knife, and cut a tiny piece off the chicken. Just as he lifted his fork to his lips, he realized Andrea was sliding her foot up his nylon-covered leg. She stared into his eyes and whispered, "Such a pretty girl."

"Anything to please you, Andrea." The words seemed to utter themselves. Brad sat with the fork, just an inch away from his mouth. His cock was pulsing. Andrea’s bare toes felt so good, wiggling between his ankles, sliding up his calves.

"Ladylike," Andrea reminded him. "Don’t separate your knees."

Brad was breathing heavily, staring at Andrea’s face. He was licking his lips, chewing the lower one. Andrea’s bare foot wiggled between his knees, stroking the nylon-covered skin. Sliding in and out.

"Pretty girl," Andrea whispered.

"Anything to please you, Andrea." Brad was in a warm fog again. He just wanted to spread his legs wide, and let Andrea’s foot slide up between his thighs and rub his crotch. Slide up and down. Get him closer and closer to the release he couldn’t remember having for a while. The tiny, white dress seemed to squeeze him everywhere but the ONE place he wanted to be squeezed.

"Aren’t you hungry, Darling?"

Brad realized he was still holding the fork up near his mouth.

"Take a bite."

Brad slipped the tiny piece of meat into his mouth. When he slipped the fork back out, there were tiny streaks of red lipstick on the tines.

"Dainty…" Andrea repeated. "Ladylike…"

Brad tried to chew as daintily as he could. The piece was so small.


Brad swallowed without a thought. He was squirming in his chair, feeling Andrea’s toes wiggling between his knees. Trying to hold them together. Trying to be a lady.

"Is it good?" Andrea asked.

Brad wasn’t sure if she was talking about the dinner or her toes caressing his legs. Either way, the answer was the same. "Yes, Andrea."

"Take another bite," she said. "Daintily."

Brad cut another piece of chicken, and felt Andrea’s foot slide up between his legs, under the edge of the tiny, white skirt.

"After dinner, honey," Andrea began, "after dinner… would you like to listen to music, and cuddle?"

Brad was chewing, and he felt a powerful need to answer Andrea, right away. But her green eyes suddenly became stern. He finished chewing the tiny morsel, and swallowed, then replied, "Yes, Andrea, VERY much!"

Why was his cock so hot? Why did he get so excited about what Andrea called her "special music"? The thought of cuddling made him start rocking in his chair. And he had to SQUEEZE to keep his knees together. "Ladylike." He could hear the powerful, feminine voice in his head.

But it wasn’t Andrea’s voice.

"Take a bite of salad, honey," she said.

Brad felt so hungry, and so horny, he just wanted to gobble the salad. He moved his fork quickly, almost as if to stab the pile on his plate.

"Daintily," Andrea said. "One… tiny… bite!"

Brad felt frozen, his fork just an inch away from his plate. Panting, he struggled to force his eyes to stay open as he replied, "Anything to please you, Andrea." He speared a spinach leaf, rolling his fork between his fingers, folding the leaf into a bite-sized little package… then lifted the fork to his lips, slid the leaf into his mouth and began chewing.

"Good girl," said Andrea. "Is your tummy getting full?"

Suddenly, Brad realized he wasn’t hungry any more. "Yes, Andrea. Everything is SO wonderful! But I’m feeling stuffed!"

"Then let’s go sit by the fireplace," she replied. "Just you and me… and my special music." She stood up and walked around the table, reaching out to help Brad stand up.

"Please, Andrea… are you sure?" Brad’s face felt hot again. He could barely get the words out of his mouth. "Maybe you could let me get into my regular clothes. I don’t know if I’m the kind of MAN that can please you!"

"If I wanted a MAN to please me," she smiled, "I wouldn’t be dressing you up as my pretty girl!"

"Anything to please you, Andrea," Brad replied. It felt so much better when he didn’t try to say anything else. His outburst had made him feel dizzy. All he wanted to do was sit down with Andrea, hold her gently and let her "special music" wash over him. He followed her across the room, careful not to stumble in the high heels.

"Sit down, sweetie." Andrea held Brad’s hand to help him balance. "Knees together. You’re a GOOD girl tonight." Brad felt disappointed, somehow. But he couldn’t quite put his finger on the why of it. Andrea leaned forward, and gazed into Brad’s eyes. He wanted to look down into her soft, ample cleavage. But that wouldn’t be ladylike. And it was so hard to look away from her eyes. "If you STAY a good girl till I tell you," she whispered intimately, "I’ll let you be a BAD girl tonight."

Brad’s face felt hot once again… and his cock began pushing against the crotch of the tight pantyhose. "Yes, Andrea."

"Now wait a moment, while I start up the mp3." Andrea picked up the remote control and sat down on Brad’s right, then hit a few buttons and set it down, just as the soft trill of harp strings began, and sweet, sad violin music began to fill the room. She relaxed against Brad, wrapping one arm around his shoulders, the other caressing his folded hands. She rested her head on his shoulder and began nuzzling the hollow of his neck.

The music always made Brad feel so relaxed and sleepy. Even with sexy Andrea wrapped around him, breathing slowly… sometimes giving his neck little kisses. The music didn’t have any singing. Just instruments. But it seemed to be whispering to him. Telling him to go to sleep. Telling him to go deeper asleep. Good girls go to sleep. Good girls want to do ANYTHING to please. Anything to please Mistress. And go to sleep. Dropping deeper and deeper into the soft, sleepy music.

Brad fell deeper and deeper asleep, listening to the quiet, restful music. Because he wanted to do ANYTHING to please Andrea. The music seemed to want him to answer out loud. "Anything to please you, Andrea," he muttered. And Brad listened to the soft, quiet words, about how good it felt to be dressed up as a girl. How arousing it feels to wear hose, and make-up, and pretty dresses. And to be a perfect lady when Andrea tells him. Wasn’t that right, honey? "Yes, Andrea," Brad replied. The music told him to go to sleep. Deeper and deeper. In a moment, the music was going to stop, and he was to listen to just the words. In a moment, Andrea was going to get up, and let him listen to the words. Because they were SPECIAL words, just for him. He wanted to listen to those special words, didn’t he? "Yes." That’s right, he wanted to listen.

And in that moment, Andrea got up from the couch, stood up and stretched. She looked down at Brad. Such a pretty girl! And tonight was the night. This was the new recording, that would make Brad hers forever. She walked quietly out of the living room to her bedroom and closed the door. Then she picked up her phone and dialed a number.

"Hello, Andrea," came the reply.

"Hello, MzDominica! Tonight is the night!"

"That’s right, babi. Tonight is the night. Sinker. Go to sleep, Andrea."

Andrea suddenly found herself dropping deep into a hypnotic trance. "Yes, Mistress."

"Tonight is the night," MzDominica repeated. "Sleep. Deeper and deeper. Go to sleep, Andrea. Go to sleep."

Andrea lay back on the bed, her head sinking into the pillow, her arm with the phone resting on the soft satin pillowcase.

"Deep asleep, Andrea. Now tell Mistress. Did you get Brad to dress up like I said?"

"Yes Mistress," Andrea replied. Her voice sounded hollow and far away to her own ears. Only MzDominica’s voice seemed awake and vibrant.

"Did he try to resist?"

"Yes," Andrea said, "but he kept saying that phrase."

"What phrase, Andrea?"

"Anything to please you, MzDominica."

Andrea felt even sleepier. She could hear MzDominica chuckling at the other end of the line. "_I_ know what he said. He has to SAY that now, whenever he tries to stop what’s happening. And it triggers him into a light trance so he CAN’T resist. Are YOU trying to resist, Andrea?"

"It just seems so… CONTROLLING, Mistress," Andrea was finding it hard to concentrate.

"That’s what we have to DO, for you to get what you WANT," MzDominica replied. "You want him as a GIRL, don’t you? You want him feminized!"

"Yes, Mistress," said Andrea. "He’s so much NICER this way. I LIKE men… but I like them to be like GIRLS!"

"CUM, Andrea!" MzDominica commanded. "Cum, right now!"

Andrea felt the tingles of pleasure start, all over her body. Her skin felt electrified, and the waves of orgasm suddenly began spread out.

"Yes," MzDominica continued, "you’ve been listening to YOUR training, too. Haven’t you, Andrea?"

"Yes, I –"

"CUM! You don’t get a choice. You cum on My command. Instantly. Every time, Andrea!"

From her head, from her torso. Curling her toes. Rolling her eyes up in her head. Andrea felt so good. Her jaw dropped open, because she could feel a hot wave of pleasure washing over the back of her neck.

"You KEEP cumming. You don’t get to stop."

It was too much! Andrea wanted to stop it, slow it down, ride with it. But the waves crashed over her, like fire and ice mixed together, and forced their way inside her body and back out again, inside her mind which could only think how good it felt, making her cry out and clench her teeth and hiss and moan with pleasure, while her stomach knotted up in the sheer bliss of another wave…

"Stop cumming, Andrea. You only get what I give you."

"I only get what you give me," Andrea replied. Instantly. Automatically. The memory of orgasm haunted her like it had happened yesterday, instead of only seconds ago. Andrea gasped for air. She wanted more. She wanted to cum again.

"Listen to Me, Andrea."

"Yes, Mistress."

"Tonight is the night," MzDominica repeated.

Andrea felt like she’d arrived at the top of a cliff. It was time to jump off, and fly through the air like in a hang glider… or crawl back down. Time to be completely honest with herself and with Mistress.

"Brad is listening to an mp3 that will make him move in with you," said MzDominica. "Are you ready for that?"

"Oooooh yes, Mistress!" Even lying down, Andrea was almost bouncing on the bed.

"You’re not going to call him Brad anymore, babi. He will only answer to the name Honey. Honey, do you understand?"

"Yes Mistress," Andrea replied.

"But he still thinks he’s a man, do you understand?"

"Yes, Mistress," Andrea said.

"So I’m going to ask you one more time. Tonight is the night. You must be HONEST with Mistress."

"Yes, Mistress."

"Do you want to take this next step? Are you sure you want him to think he’s a girl?"

"Yes, Mistress. I’m sure."

"That’s the answer I wanted to hear, Andrea. Not ‘anything to please you,’ but your REAL answer."

"Thank you, Mistress."

"Yes, you’d BETTER thank me… with a nice big gift, little slave girl! Now, the next mp3 I’m going to have you download is going to make the change. You will play that for him TOMORROW night. NOT tonight, do you understand?"

"Yes, Mistress. Anything to please you, MzDominica." Andrea felt so sleepy again. She wanted to please MzDominica so much!

MzDominica was laughing again. "Yes, I KNOW you’re impatient. But he’s listening to important triggers tonight, and I want them to settle in."

"Yes, Mistress." Andrea was sure MzDominica could see her pouting, even through the phone.

"That mp3 is going to finish in about 5 minutes, so you’d better get back in the living room, girl."

"Yes, Mistress. Thank you sooooo much!"

"Cuddle up to him nice and TIGHT, Andrea. You’re going to LIKE what happens."

"Yes, Mistress. Thank you! Good night!"

"Good night, slave!"

Andrea heard her phone indicate that the connection had ended. She set it down and got out of bed, still quivering from the tingle of her orgasm a few minutes ago. Opening the door, she quietly stepped into the living room and heard MzDominica’s voice on the sound system, Brad’s voice moaning answers to her. No… Honey’s voice. She would have to remember!

Andrea eased herself down into the corner of the couch, and wrapped both her arms around his shoulders, holding him tight and squeezing her thigh against his. He seemed hot. And he was pumping his hips, like he was thrusting his cock into the air. That was the right way for Honey to be, the music said. Aroused and SO eager to please! Ready to be together ALL the time. Honey and Andrea, ALL the time. Tonight was the night. Tonight was the night. Time for good girls to be BAD girls, together. Time to spread those legs, and feel the tingle of pleasure beginning. Spread those legs. Honey and Andrea both spread their legs wide, lying back on the couch, arms around each other’s shoulders and listening to the music. Tonight was the night. Time to feel the hot waves of orgasm beginning to ripple outward, BOTH Honey and Andrea, CUM. BOTH Honey and Andrea, CUM. Over and over again, together forever, pretty girls together. ANYTHING to please! ANYTHING. CUM. Orgasm after orgasm. Until the music stopped. Until the music stopped.

Honey and Andrea fell asleep on the couch. Two pretty girls, side by side. Their legs spread wide and their sexes dripping. And their heads filled with MzDominica’s hypnotic words. Echoing in their minds, all night long. Programming their minds all night long.

Honey was going to enjoy becoming a girl for Andrea. So much!

Honey would do ANYTHING to please her!

And Andrea was going to cherish her pretty girl, forever!

Cherish! The perfect word for her pretty, girly husband-to-be.

Honey just didn’t know it yet. But she would find out soon!

~ The End ~

* * * * * *

For more stories of MzDominica and Her mindless, devoted followers, go to

MzDominica’s Yahoo group can be found at

Sissy Stories

Wed, 18 Nov 2009 21:13:41 UTC