Landscaper & Ass Pumped Sissy free porn video

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“Let’s rotate that shoulder now,” said the occupational therapy assistant.

Bradley Hunt had been rear-ended a couple of months ago causing this injury, He was now going to the Naval Health Clinic Charleston weekly to rehabilitate his shoulder. Fortunately, he had missed very little pay because he owned a landscape design firm and a Little Caesars pizza franchise.

“How does that feel,” the slender, brown-eyed, blond-haired healthcare worker asked.
“Not too bad,” squinted the rather in-shape man.
“Your face tells me otherwise, Mr. Hunt.”
“Am I that ugly,” he chuckled.
“On the contrary. I just want to make sure we’re rehabilitating your injury correctly.”
“You’re fine. Call me Brad.”
“Thanks!”

“Can I ask you a personal question,” the small businessman inquired.
“You already did,” giggled the employee.
“You got jokes.”
“Sure! I am going to reserve the right not to answer.”
“Not a problem,” his foghorn laugh appearing again. “Where’re you from?”
“I moved here from Philadelphia.”
“You ever lived anywhere else? Maybe out of the country?”
“I figured that’s what you meant. I grew up in Azerbaijan.”
“Damn! That’s a long ways!”

“Do you know where it is,” quizzed the civilian.
“I know it’s like European. I think. Former Soviet, right?”
“Yes. It used to be a part of the Soviet Union. It’s more in Asia though.”
“Oh cool. It’s right on the Caspian sea. By Iran.”
“You ain’t no terrorist, are you,” buckled over.
“No,” the worker’s eyes narrowed.
“Again. I’m yankin’ your chain.”
“It’s okay.”

“Excellent,” Brad remarked. “My wife says I’m just annoying, you know?”
“Not really. Feeling any better?”
“Yeah! This is good! I grew up around here mostly.”
“Very nice! Then you joined the Navy.”
“Yep! But when I was 7 through 12, we lived in South Africa.”
“Interesting. What was there?”
“My folks spent five years as missionaries there.”
“Sounds like an interesting experience.”

The assistant turned toward the table and made some notes. “Okay, sir! We’re all done. Need anything else?”
“Nope! I’m good.”
“I’m going to give you my cell number in case you have any questions or anything. Cool?”
“Great! Let me grab my phone.” Brad punched in the digits.
“Call anytime.”
“Anytime?”
“Anytime.”

Brad left the and went out to the parking lot. He started the work truck and drove across town to an upscale community whose homeowners’ association had contracted with his landscape company. Things appeared to be going well. He got out and chatted with one of his formen briefly. Most of his employees were Hispanic - Mexican and Guatemalan. There were a few Blacks and a couple of White guys too.

Brad shot the shit with the guys momentarily before excusing himself. He had to get home to get changed. It was the opening night of the middle school musical ‘Annie Jr.’ in which his 12 year-old daughter had a major role as ‘Lily’. He rushed as quickly as he could. Suddenly a car crossed into his lane and he had to jerk the wheel. “Fuck,” he yelled as felt a sharp sensation in his shoulder. “Goddamn!”

He made it home and pulled in the driveway. He rotated his shoulder mentally to ease the agitation. He took out his phone and made a call.

“Hello! This is Ali.”
“Ali. Brad Hunt here!”
“Hey, Mr. Hunt. Everything okay?”
“Well, some idiot pulled out in front of me and…”
“You didn’t get in another accident, did you?”
“No, No. Nothin’ like that. I just jerked my steerin’ wheel and well...I guess I pulled too hard and got some sharp pain.”
“Sorry to hear that. Try icing it up for a few then doing the exercise we practiced today.”
“Okay! Thanks!”
“I’ll check on you later to make sure all is well.”
“Alright!”

Brad went into the lovely 2266-square-foot, two-story, house with country yellow engineered wood siding, hunter green shutters on the windows, and a wrap-around porch. He walked up the stairs and into the master suite. He undressed and started the shower. He washed up scrubbing the workday from his well-chiseled, 15% body fat, physique. He toweled off and brushed his teeth. He trimmed his full, stylish, tapered beard. He doused his face with aftershave. Then, he put gel in his ash-brown hair to spike it.

The 37 year-old went into the large walk-in closet he shared with his wife. Latisha had commandeered darn near four-fifths of it. But, he didn’t care. When it came to fashion, he was a simple man. Or as simple as the kindergarten teacher would let him be. He pulled down the outfit she had preselected for him - a lightweight blue sweater to be worn over a white button down with a matching blue tie, fitted khaki pants, and chestnut brown wingtip dress boots.

He cleaned up nicely. He knew he wasn’t an ugly dude. But, he still didn’t quite see what women saw in him. He was usually oblivious to their flirting, but Latisha was not. She could shoot a glare at a woman encroaching on her husband inappropriate that clearly indicated she would ‘cut a bitch’.

Both Brad and his older brother, married outside of their race. Kevin had tricked a super smart woman who was half-Korean, half-Filipina down the aisle. And, Brad had been infatuated with Latisha since the first time he saw her in the 7th grade. She had luxurious, glistening cool brown skin to this day, big doe eyes, and a shapely butt. The two became high school sweethearts. They were on-again-off-again while she was in college and he was in the Navy. After serving six years, he came back home to Charleston and promptly proposed. Now, they had twins, Isaiah and Isabella.

Brad started up the muted red, base model 2014 GMC Yukon and backed out of the driveway. He drove to the school. Latisha would meet him there along with their son. Also, attending would be his parents. Latisha’s mom and stepfather were coming along with her dad and stepmother. Plus her Granny Gee.

He stopped off to get a bouquet for his daughter real quick.

The production went very well. Brad recorded sections with his phone in one hand while he held Latisha’s with the other. Of course, the cast received a standing ovation from adoring friends and family. Everyone told Isabella what a great job she had done. Brad hugged her and gave her the flowers.

“Thanks, dad,” the starlet beamed.
“You’re were great, pumpkin!”

They all posed for pictures. Latisha had been in charge of the cast party. The were light hors d'oeuvres, punch, and cake. They mingled. Brad flirted with Granny Gee. He acknowledged all four of Latisha’s parents.

“Hey, son,” the retired guidance counselor said.
“Hey, dad! How the hell are ya?”
“Fine!”

“Hey, mom!”
“Hi, Brad,” she kissed him. “Wasn’t Izzy just wonderful?”
“Yes, she was!”

Brad’s phone vibrated. He stepped away. “Hello!”
“Brad. It’s Ali. Is your shoulder better?”
“I didn’t ice it yet, but I took a cold shoulder. It’s li’l better.”
“Okay!”
“Look. Thanks for callin’, but I’m at my daughter’s play. I’ll touch base later.”

While he was away from everyone, he checked a messaging app he had downloaded. He tapped the one for Bentley Stafford. Bentley was a residential and commercial landscaping client plus Latisha’s hairdresser. Bentley was also taking Brad’s crazy bulky, seven-and-a-half-inch cock up the poop shoot of his eye-catching, pliable, rotund booty.

Brad fired off a message.
-Hey. At Izzy’s play
-Oh snap! How she do?
-Great! Tisha invited me to day performance for the student body tomorrow.
-You going?
-Hell yeah! Think I can see after it tomorrow?
-Yeah! We can work something out. Gotta run.

Brad rejoined the others.

The Hunts made it back to their home on Osprey Lane. Latisha began barking at the k**s about homework as she started slipping out of the pinstripe V-neck tie-front Antonio Melani dress. Bran followed he up the stairs unbuckling his pants and studied bottom. He smacked it playfully. “Boy, quit,” Latisha giggled.

“They gotta do their homework. You know they’ll stay downstairs. Come on,” he whispered loudly.
“Fine,” she relented.

Brad was correct. Izzy washed her stage makeup off in the laundry room sink.

Zay made himself a roast beef & turkey sandwich, piled on some chips, and then sat down to start his homework. His slightly younger sister ended up across from to do hers.

Upstairs, Brad was getting his dick sucked. He was careful not to touch Latisha’s hair. He ate her out which caused her to bite the pillow to keep the k**s from hearing. He climbed on top and entered her. “Oh, Tisha!”

Latisha was not very vocal. But, she was no corpse. She moved her body taking his manhood with submissive eagerness. Her manicured nails dug into his lean, sturdy back and his macho, muscular glutes.

“Yeah, baby! You’re so hot! I love your ass and your titis, baby!”

She smiled and stared into his blue eyes.

“I love you, Latisha! God, I’ve always loved you!”
“I love you too, baby,” the woman kissed him.
“Oh shit, baby,” Brad bucked up. Dayyyyyyyum!”

The libertarian-leaning man filled her up with his seed. He rolled over on the bed spent.

Latisha hopped up and went to clean herself up. She wafted some air freshener to kill the sex smell. Then, she went downstair to make sure her offspring were progressing appropriately.

The next day, Bentley messaged Brad off and on. They planned to meet as soon as the musical ended. The rendezvous spot would be Bentley’s house.

Meanwhile, Ali called back.

“Hey, Ali,” Brand answered.
“How’s it going, Brad?”
“Pretty good! Thanks!”
“Okay excellent!”
“What’s that beepin’?”
“A microwave,” laughed the slender guy. “ I’m having an early lunch. I’m starving.”
“What’d you bring us,” he chortled.
“Borani plov?”
“Do what?”
“It’s an Azerbaijani dish. In English it’s called pumpkin pilaf.”
“Never had it. Sounds good though.”
“I’ll make some for you when you come in next week.”
“You better not forget. I’ma text you to remind you.”
“Please do.”
“Enjoy your lunch!”

Brad finished a client consult and hopped in the 2015 Chevy Silverado 1500 double cab work truck. He sped over to Bentley’s area of town. He waited. Ten minutes later, the cosmetologist showed up in his silver 2016 Ford Mustang GT. Brad got out and walked into the garage.

“Hey, sexy,” Bentley mused.
“Hey, pretty faggit! How was the play.”
“Izzy was fabulous,” exaggerated Bentley. “Simply fierce,” snapped his fingers three times accenting each syllable.
“Yeah! That ass looks fierce in them shiny leggings.”
“Oh! These old things?”

Bentley and Brad went to master bedroom.

“I love your fuckin’ hair, Bentley,” Brad admitted.
“Thank you, sweetie!”
“Yeah! It’s just so faggoty like that!”
“You really like it,” checked the salon owner as he showcased the neon pink colored close-cropped fade.
“Hell yes! And those multi colored fruity nails. That red lipstick. Those fake eyelashes. My dick just gets so hard for you!”
“Well, give it to me!”

Bentley had douched this morning and not eaten. He was about three inches shorter than Brad coming in at 5’8”. He had a 30-waist and his supple donk measured 37-inches. He pulled down the shimmering leggings revealing a white jockstrap made of a nylon and lycra blend so it looked like a lace design. His even skin had a jewel tone underneath its pecan veneer.

“Whoa, baby,” Brad opined as he smacked the booty. Bentley’s butt responding by shaking. “I love how you told me about that pro football player that paid for you get your ass pumped when you was in college. Shit just turns me on so much! And your ass is so fuckin’ soft, man! Come and suck my dick, Bentley!”

Bentley knelt down and put the girthy rod in his mouth. His juicy painted lips work back and forth on the shaft.

Brad grabbed Bentley’s head. “See, I can’t touch my wife’s hair, but I can be all over yours, faggiit!”
“That’s why faggots are better, White Daddy!”
“Oh, I’m your White Daddy?”
“Yes, sir!”
“Then let White Daddy fuck your pretty Black ass!”

Bentley turned around and tooted his chonka lonka in the air. Brad angled his cock downward and went inside.

“Damn, White Daddy,” winced Bentley.
“You can take it, faggit,” Brad encouraged him.
“Oh yes,” the sassy bottom pushed back on it.
“Mmhmm, sissy! That’s a good li’l faggit!”
“You like fucking my dump truck booty?”
“Hell yeah! You’re one helluva sexy fag!”
“Fuck me! I love your big White dick!”
“I love this ass! You’re so fagtastic! Look at that. Your ass just jiggles, baby!”

Bentley crawled forward. “You like this boipussy?”
“You know I do,” Brad grab the back of the jockstrap. “Get your fruity tooty kabooty back here!”
Bentley put his face on the floor keep his ass high. “Mmmmmm. Oh yes, White Daddy!”
“It’s gettin’ creamy, faggit!”
“Mmhmm! You Stroke this faggot rump!”
“Hell yeah!”
“I done made Tisha’s sexy ass White husband, my rectum ranger!”
“Yeah, you did! You’re so much hotter in bed than she is.”
“I know, White Daddy! I have her blushing when I tell her about things I do to dicks and how y’all fuck me!”
“Really?!?!? That’s so hot!”
“If she only knew her man was one of them.”
“She’d fuckin’ die. She’d kill me first, but she’d die,” Brad grunted.

He put Bentley on the bed. The hostess lay on his side with his tail sticking off the edge. Brad slid back in. “Oh fuck, Bentley. I love fuckin’ your faggit ass. I just know I’m fuckin’ a sissy boi when I’m with you!”

“That’s how you like it, White Daddy?”
“Mmhmm! Faggoty. Fruity. Horny for dick all the time!”
“We’re a match made in heaven.”
“I would’ve married you back in ancient times.”
“That’s hot! Hell, if Tisha ever leaves me, I’ll gay marry you now!”
“I’m such a homewrecker. I be doing her hair and thinking about this big White dick!”
“Ahhhhhh fuck! Dayyyyyyyuuuuuum!”

Brad busted hard.

“Shit, baby! That was great,” he advised after rinsing off before leaving.

The next week, Brad went to his occupational therapy appointment. His ailment seemed to be improving.

“All right, Mr. Hunt! We’re done. Need anything else,” Ali checked.
“My pumpkin pilaf.”
“I didn’t forget. I’ll go warm it up. We can eat in the courtyard if that’s okay.”
“Uhhhh. Why not? I got some time.”

At the picnic table, Ali spooned out a helping for Brad. “Hope you like it.”
Brad took a bite of the ethnic dish. “Wow, Ali!”
“What?”
“This is delicious! What all is in ti?”
“It’s just the basmati rice, pumpkin, almonds, and butter.”
“There’s something more. The seasoning is interesting.”
“Oh. Saffron, salt, a little sugar.”
“This is amazing!”

“I’m glad you like it,” smiled Ali.
“You’re pretty cool.”
“Thank you! I think you’re cool too.”
“You boyfriend’s not gonna jump out and kill me, is he?”
“What boyfriend,” snickered the chef.
“I dunno. You might have some Russian KGB man lurking in the shadows. Or, some Persian jihadist.”

Brad killed himself with his humor. Ali just looked at him then started giggling.

“If I did have a boyfriend, I’d want him to be just like you,” Ali shared.
“Seriously,” checked Brad.
“Totally.”
“But why,” Brad snarled his face.
“You’ve got a great body. You’re funny and sweet.”
“Thanks,” he blushed. “Can you keep a secret?”
“Of course!”
“I like parking in the rear,” smiled Brad.
“What?”


“Butt sex. I like fags like you,” the father of two clarified.
“Fags like me?”
“Yeah. Real femme bottom boys!”
“That’s me!”
“No offense. The ones I’ve dealt with have been a little bigger than you.”
“You like chubs?”
“Nope. They’re mostly Black sissies. And all the ones I’ve ever been with had bigger butts.”
“So, I’m out of luck cause I’m a skinny white boy.”
“Don’t be mad! You’re cute.”

“Do you have Kik,” asked Ali.
“Yeah!”
“Let me add you. I can message you later. I’m gonna convince you to give me a shot.”
“Okay!”

That evening as Izzy retired to the her bedroom and Latisha did laundry, Brad sat in the living room checking out a basketball game along with Zay. His phone buzzed. It was a message from Ali. A slew of pictures of twink in various poses, articles of lingeries, and pantied. Brad asked if he had any jockstraps. Ali forward images of him wearing three different ones.

Brad wrote: -That’s the shit that turns me on.
-Come fuck me then.
-Can’t tonight.
-When, daddy?
-I don’t know.
-Don’t know about what.
-When I can get away. Maybe Sunday afternoon.
-That’ll work.

Brad oversaw a job near the end of the week at the strip mall Bentley owned. Bentley’s shop was there also. He went inside to discuss the months invoice.

“Hunt, let’s go in my office,” Bentley requested. “I feel like I paid some of these charges already.”
“Fine by me.”
“One minute, girl,” Bentley held up a finger to the client in the chair.

Brad did his best not stare at Bentley’s swaying log cutter. He could feel his cock growing. Bentley slammed the door and engaged the lock. He slid down and pulled out Brad’s dick. He sucked it with fury.

“Mmmmm, baby,” Brad whispered.
“Want a quickie, White Daddy?”
“Yeah, faggit!”
“Play some music on your phone.”

The first song on the playlist was ‘Kryptonite’ by 3 Doors Down.

Bentley stood and leaned against the wall. He stuck out his velvety smooth cherubic bum. He twerked it. The cheeks clapped.

“Fuck,” Brad said in a low voice. He went up in it. He pounded in a rude, unmerciful manner.
“Damn, White Daddy,” squeaked Bentley. “Fuck my bedussy!”
“Yeah! Gimme that pretty Black fag bedussy!”

Bentley gyrated to the beat.

Brad increased his tempo hammering perversely. He climaxed right before the song came to end.

“Ooh wee, Brad,” smiled Bentley. “I love that dick!”

They left the office.

“Thanks for clarifying. Sorry about the error,” Brad said aloud for the benefit of the other stylists and the customers. He exited.

On Sunday, Latisha and the k**s went to church. Bentley attended the same one. Brad had a good three hours alone. He decided to try this Azerbaijani sissy.

-You free?
-YASSSSS
-I got a couple of hours.
-Wanna hook up?
-Yeah. Send address.

Brad arrived half an hour later. Ali lived a roommate, but whomever it was in the other bedroom with the door closed. Ali’s bed was box spring and mattress sitting directly on the floor. Ali had some older daddy on younger twink porn playing on the screen.

“Is that what you think of me, Ali,” Brad’s laugh bellowed.
“No. But you ARE older than me.”
“I am. So what do you wanna do?”
“I wanna show you these.” Ali stepped out of his lounge clothes and only had on a purple and pink jockstrap.
“Perfect!”

Brad smacked the narrow, boyish arse. “You like that, faggit?”
“Yes, sir,” Ali cooed.
“Bend your ass over so Daddy can spank you!”

Ali shimmied side to side as Brad slapped his smooth, bony ass over and over.

“You got me about tuck you little sissy ass.” WHAP! “You’re hot a little fag for my big dick, aren’t you?” WHAP!

“Yes, sir,” cooed Ali.
“Put it in your mouth!”

Ali opened wide.

“Oh shit, fag! You deepthroat! Fuck yeah!” Brad savored it as long as he could. “Turn around and give me that boipussy. I don’t have all day!” He entered the pink hole.

“Braaaaaaad,” whined Ali. “It’s so big!”
“You can take it, boi! Relax! Ease back on it!”
Ali pushed backwards. “Owwwww!”
“That’s it! Inch by inch! Mmmmm! It’s tight, fag,” he put the back of the jockstrap in his fist.
“Yes, daddy!”
Brad pulled him all the way on it. “I’m balls deep now!”
“Oh shit!”

Brad started pumping. He was tender at first. As he felt Ali’s anus open, he went harder. “That’s it, Ali! Take this dick! Take it like that faggit you are!”
“I’m your little twink, daddy!”
“Yeah! My tinky-winky little boi!”
“How is it?”
“Great faggit!”

Pfffftttt. Pfffftttt.

“First time in a skinny boi hiney and it’s talkin’ to me! Take this dick!”

Brad thew Ali up on the bed and fucked him missionary. “You like this big White dick, huh?”
“Yes, sir! I love it, Brad! Fuck me!”
“Your pussy is tight!”
“You’re so big! Damn,” Ali farted some more.
“That shit turns me on.”
“You’re opening me up!”
“Yeah! I got you open. Straight pussy!”

Brad pile drove his dick up Ali’s sphincter. He let a load go deep inside the rectum.

He cleaned up and drove home.

He was there waiting when the wife and k**s returned.

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BFF I went to nudist camp 3

We only have a few hours left before we had to leave to catch our flight home. We had to get breakfast.We slept through the rest of the afternoon & night. Who could blame us?I was done showering. Vanessa said it was OK for Kim to go next. There's always plenty of hot water in a hotel.Kim & I had a towel wrapped around us. That's the most we've been covered in 2 days. It almost felt funny. We were sharing the mirror fixing our hair & putting our makeup on. We talked a little about...

2 years ago
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Gettin Ass Pussy Licking Time

My boyfriend 'Fred' is the best damn fuck ever!! Never wanna turn back but over the years I got him totally into the fact that SEX can never be forgotten and must be shared with the right kinda of people exemple:With Bisexuel Women.,Bisexuel Guy's,Shemale,Young and Old & open to experience their wildest dreams!!!The other evening I was in the mood to lick and suck some pink ass clit...My boyfriend has the sexiest soft & sweet little tight baby ass. I started by spreading his leg's open...

3 years ago
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Leather Passion Revelation

I had a dream where Jess was kissing my cock & sucking it. Then I pulled up her underwear in her 5ft nothing frame & she disappeared. I couldn’t have any of it.What I imagined from that was being in a club with her on a night out with friends & seeing her body on the dance floor. I pictured her in long black leather gloves in a longish dress & leather thigh boots up to her ass but you wouldn’t have known from the dress. They were at least knee high. Sure enough we complimented...

1 year ago
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Fucked By My Coach A Masseuse

Fucked By My Coach & A Masseuse!Remember Coach Smith made me the team captain after our wonderful fuck? I had a responsibility towards the school, team and him. Well I have been living up to all 3 of them wonderfully.Our team was better, We won loads of trophies for our school and I fucked Coach Smith as and when he felt like it. We banged all the time. After practice in his room, In the locker area, In the shower area and even on the fields after sundown. Coach Smith loved banging me bad....

4 years ago
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She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
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Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

2 years ago
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After the Energists Championships Concerts CompletionChapter 10 Sexual Healing

Tempe’s Bedroom, North London, Ontario 10:24pm, Friday, November 16, 1979 “I gotta go pee, Mike,” Brick said after she recovered from her a body shaking orgasm I gave her with my tongue and long digits. As my young brunette girlfriend made her way to Tempe and Tina’s Jill & Jill co-joining bathroom, I scanned her now seriously slender body. Lisa said she’d lost seven pounds while in the hospital and she now tipped the scales at a whopping ninety-five pounds. My busty beauty joked that...

3 years ago
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After the Energists Championships Concerts CompletionChapter 37 Stronger Beer

Mike’s Barracuda, London, Ontario 10:36am, Saturday, December 22, 1979 “You’re one of the best songwriters I’ve ever seen, Mike,” Eda started to say as I slowed to a stop at Highbury Avenue, “so why don’t you write Canella, and your baby a song that captures your heart and provides her and little JM with the joy of Christmas?” “Oh! That’s an awesome idea, E! Maybe we could play whatever song you write for them in our televised concert, Mike?” Lisa said as she leaned forward from the...

3 years ago
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After the Energists Championships Concerts CompletionAfterward lsquoWelcome to the lsquo Concert Playlists and Book 6 Chapter Song

With the NIS program finally over, here are the playlists from the Welcome to the... concert that Mike and the Time Bandettes, and the Shania Twain Band played at the John Labatt Center in London. I regularly used ‘unique’ web-links to songs to get a feel for how other bands have played these songs. For example, I used Nickelback’s cover of ZZTop’s Sharp Dressed Man as a guide for what Mike and the Time Bandettes, and the lighting crew did during this song. In the Chapter Songs’ list, I did...

3 years ago
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407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
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Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

3 years ago
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A Submissive Sissy

A Submissive SissyMy sissy slave husband, Princess, was in the process of paying his usual obeisance to my feet on a recent morning. It's always good to see Princess applying his tongue to my high heels and on this particular morning he was working extra hard to please me since he was about to beg me to not take him to the beauty parlor. He knew that it was unlikely that I would relent, nevertheless, the outings I arrange are so excruciatingly humiliating for the poor dear that he is ever...

2 years ago
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Saturday Morning Sissy

Saturday Morning SissyI woke late on Saturday morning and immediately knew that something waswrong. Sure, I'd been out drinking Friday night, so the hangover wasn'tunexpected. But I was surprised to wake and find that there was aleather band snapped tightly around my balls and that this was tetheredsecurely to the foot of my bed with a short chain.Further exploration revealed that my entire body had been shaved and mynipples had been marked with some type of semi-permanent red dye. Ifthat...

3 years ago
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Saturday Morning Sissy

Saturday Morning Sissy I woke late on Saturday morning and immediately knew that something was wrong. Sure, I'd been out drinking Friday night, so the hangover wasn't unexpected. But I was surprised to wake and find that there was a leather band snapped tightly around my balls and that this was tethered securely to the foot of my bed with a short chain. Further exploration revealed that my entire body had been shaved and my nipples had been marked with some type of semi-permanent red...

2 years ago
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Revenge of The Sissy

Revenge of The SissyA big fat dirty pig dad abuses his sissy too much. I come home from work in my uniform from the garbage company, work shoes, and Hat. I head towards my recliner. I say you fucking sissy get over here. Get me a beer. Where's my remote? Where's my god damn dinner?I take my belt off and set it beside my recliner. I take my pants and uniform top off. I take my cigars out of my shirt pocket and set them beside me. I hang my pants and shirt over the back of my recliner. I set my...

3 years ago
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I Sissy

I, Sissy By Cassandra Morgan The late-night glow of the computer screen was the only sign of life in the house. Molly had long since gone to bed, alone. It was 3 a.m. Casey Matthews knew he should get to sleep. But he wanted to read one more fiction, get to one more situation, feel the stirrings from one more author. This was story time for Casey. His hand dropped and rubbed himself, just for a minute. He wasn't going to masturbate, not with Molly in the next room. But shifting...

3 years ago
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The Farm School Sissy

INTRO (Skip this bit and get on with the story if you want) Like most of my writing projects this is unfinished. I seem to always get obsessed with small details to the detriment of ever finishing the work. Feel free to take over this story yourself and make it what you will. This particular story is set in a world perhaps just slightly off centre to our own. The location is a boy's only orphan farm school run mostly by strong and independent women. The world has changed in so much...

1 year ago
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Becoming a Sissy

Previously published, but in separate parts, this one is the whole story start to finish.This is the story about how I went from being an inadequate husband to being a porn addicted goon and finally in the past year fulfilling my sissy ambition to worship a big cock and balls. They belong to my best friend Tom who I have known for 20 years. It was a journey that took a few years but if I had been brave enough when I was younger would have taken no time at all and spared me lots of humiliation...

3 years ago
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What is a Sissy

I am often asked what makes a sissy. In my experience you cannot make a sissy. A sissy is born that way, it is like saying how do you make a homosexual or a lesbian, I truly believe that sissy is a form of sexuality. Over the past 20 years I have met many "sissys", they have run the full gauntlet from those who think wearing pink frilly panties makes them a sissy to those whose whole existence is consumed by thoughts and actions of sissyfiaction. In the latter group many are middle aged men...

1 year ago
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I would be the Young Sissy

My 21st birthday...my first day as a man, as a true lord of the Manor...myfirst day as a Master. I was so nervous I threw up my lunch. Not verymanly, I know, but just the thought of having my very own sissy to playwith had me teetering between the giddy excitement of a k** right about toopen the biggest present under the tree, and the stark terror of officiallybeing a man in my step-father's eyes...how could I measure up to him? Ifelt destined to disappoint him...and I didn't even know why I...

2 years ago
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I Want To Be A Sissy

He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person...

1 year ago
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My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

3 years ago
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Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
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Rules for sissy

General Behavior Sissy is expected to always obey these rules. * Sissy will never masturbate or in anyway contribute to her having an orgasm without Mistress' permission. * Sissy will report immediately any orgasm that occurs without permission. * Sissy will accept whatever punishment Mistress decides appropriate. (Punishment for orgasms out of chastity will be more severe than for those within the cage). * Sissy will not put any part of her Mistress' sissy in jeopardy of ...

2 years ago
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Raised a Sissy

Raised a Sissy Alessandra Durante I've been a sissy my whole life. I didn't know that when I was child, but that what I was raised and reared to be. I never had a choice in the matter. I was born into a wealthy family, but I never knew the privileges of wealth. My mother was a strong willed woman who ran our countryside home like a queen. My sissy father was her faithful and humble servant. My father doted on her and obeyed her every command as if he had no choice. My...

2 years ago
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Curiosity Spanked the Sissy

You had driven all night to get to where you were and as you look at the house you wonder why? You just cannot understand why you are outside the house of Mistress Penny. Is it curiosity you wonder, certainly she is a completely different Mistress from your own goddess, Mistress Michele. She is the Mistress to your good friend on Fetlife, Sissy Davina but the only thing you know about her is how she has been described by Davina. You know she is curvy Mistress unlike Mistress Michele, is...

1 year ago
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Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Three - Birth of a...

2 years ago
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Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
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The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

1 year ago
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Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

4 years ago
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Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

1 year ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
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A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
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The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

2 years ago
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Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
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How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

3 years ago
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Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

3 years ago
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Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
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Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
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The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
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  • 13
  • 0

Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

3 years ago
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After the Energists Championships Concerts CompletionChapter 21 Rock Rock Till You Drop

Medway High School, Arva, Ontario 8:47am, Monday, November 26, 1979 “As most of you know by now, our girls’ basketball team won ... no, they dominated ... the double-A Ontario basketball championship in Guelph on Friday and Saturday,” Mr. Williamson said from our gym’s stage. After a brief announcement in our homeroom, the whole school was brought down to the gym for this set of morning announcements and championship celebratory event. “In case you didn’t know this, these girls, along with...

3 years ago
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Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

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