Boss Man Is A Sissy Neighbor free porn video

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New Marville City Schools had been struggling. With an approximate enrollment of 7,500 pupils and twelve total schools, the district had four of them that were rated “Critical” by the state and two more that scored a “Needs Improvement”. The school board had had enough of their less than average four-year high school graduation rates. So, they fired the superintendent and held a search.

They finally settled on Dr. Ezola Clay-Olatuni. And the brilliant Black woman began turning the district around immediately. She got rid of all of the former superindent’s direct reports and hired her own selections. Now, there were no schools on the “Critical” list and only one on “Needs Improvement”. And she’d only been there for two years. The Board was happy with the middle-aged woman’s performance.

Dr. Clay-Ezola had three assistant superintendents reporting to her - one for administrative services, another for curriculum & instruction, and a third for support services. Each one had come from out of state and they seemed to be working well together. She also had the public relations manager and the district athletic direct answer directly to her. She was beginning to feel good about the things NMCS was achieving.

The assistant superintendent for support services was named Dr. John Griffith. He hailed from the Midwest and was in charge of several departments - transportation; facilities; school nutrition; & information technology. The large man with thinning frosty hair and blue eyes was wrapping up his weekly team meeting when he asked Natty Allen to remain.

“Hey, Natty,” started the fiftysomething.
“Yes, Doctor Griffith,” the thirty-one year-old school nutrition director asked closing his notebook.
“How are you liking the apartment complex?”
“It’s nice. Thanks for the recommendation!”
“Is it quiet enough for you?”
“Sure is,” the man with brownish-red skin and a low top fade haircut replied.
“Good. I know sometimes there can be a lot of activity.”
“I’m aware, Doctor Griffith.”

“You haven’t seen anything that makes you wish you hadn’t moved there, have you,” inquired the boss.
“Not at all. Why would anything I’ve seen bother me,” he lisped and raised a perfectly arched eyebrow.
“No reason. Just checking.”
“If you’re worried about me telling anyone what I see, don’t. We all have our own private lives. RIght?”
“Absolutely. I knew there was a reason I hired you.”
“Of course. My experience in school nutrition and my master’s in hospitality management,” winked Natty as he stood.

Natty sashayed towards the door.

“You’re exactly right,” White man said.

Natty went back to his office and rolled his eyes along the way. He was surprised the first time he pulled up to the complex. It wasn’t shabby or rundown, but it certainly wasn’t pristine or as lil white as he would have imagined John Griffith would have picked for himself. But soon it had become clear to Natty why his direct manager had selected such a place.

Most of the residents were Black. And since the units were mainly one-bedroom with a bit under 800 square feet, they were relatively inexpensive and it was adjacent to what some might call the hood. As if New Marville actually had a hood. But hey, Natty got it. Close to sixty percent of his district’s students qualified for free or reduced lunch. And after a week of living there, he was keenly aware that Dr. Griffith had no shortage of Black male visitors.

Natty had always been effeminate. He didn’t even really have to come out to his family or friends. It was just always assumed. No one even batted an eye when he announced college major was going to be family and consumer sciences - a field dominated by women. But, he did choose the concentration of nutrition & hospitality management which did have some other guys in it.

That had not been the case for John Griffith. He’d gotten married and sired three thankless c***dren. After twenty years with his wife, she finally left him for another man. And he was happy to be rid of her. It gave him the chance to be a BBC slut. The only problem the area he inhabited had very few Black residents. That’s why he jumped at this job in New Marville. It was nearly almost a third Black.

John was happy Natty was cool. Besides, he was looking forward to tonight when Tyrek was coming over. A giant of a man with deep twilight-colored skin and a juice nine inch dick. He was prone to entering John’s wide pale ass raw and with no lube at all. John, or Heidi as his men knew him, loved it.

The day came to a close and Natty left the office promptly. He briskly walked across the employee parking lot and past a guy named Raheem Moore who worked in I.T. as a computer user support technician. The slender guy opened the door of his red 2015 Volkswagen Jetta and tossed in his laptop bag. He started up and drove home.

As soon as Natty walked through the door, he locked it behind him and went to the restroom. He stripped down and began to douche. He cleaned out his taut bubble booty and got in the shower. All in all, it took him a little less than thirty minutes.

Natty’s phone buzzed. He replied that he was ready. He slid on a pair of lavender thongs and black lace midriff top. The five-nine girly man stepped into a pair of shiny black heels and waited on the couch.

When he heard a knock at the front door, he bounded up and went to answer. The slim-built, medium brown Raheem stood there. He came inside quickly still wearing the light pink button down shirt and black slacks from earlier. He shut and locked the door behind them. He immediately pressed Natty against the wall. He inhaled. “You smell sweet. Just like a girl!”

“Thank you, sexy,” whispered the sissy.
“I only got a few before I gotta get home,” he spoke softly, yet forcefully directly into Natty’s ear.

Raheem squeezed one the firm butt cheeks and held it tightly.

“Ooh,” whined Natty.
“Reach back here and pull my dick out,” ordered the I.T. guy. “Don’t got time for a blow job.

Behind his back, Natty fidgeted with Raheem’s belt. The pants fell around his ankles. He slighted lifted his shirt and spat on his hand. He rubbed his 8½-inch-by-5½-inch dick then he angled it at Natty’s tight booty hole.

“Ooh,” yelped Natty.
“Damn! Your pussy feels good! So much better than my girl’s,” declared the coworker.
“You like it, sexy?”
“Hell yeah!”

Raheem was a jack rabbit slamming in and out of Natty.

The host cooed and purred as he took the long, swift strokes. Natty’s faggot stick was rock hard and pitching a tent in his panties.

Raheem reached and around and played with the rod through the material.

“Oh my god,” whined Natty.
“Take this dick, gurl!”
“Mmmmm! I love it!”
“I love this faggit ass, bitch!”
“Fuck me!”

“Hell yeah!” Raheem nibbled Natty’s neck. “I think you turned me gay! I can barely get hard for my girl without thinking about you, faggit! You like making straight niggas gay, huh?”

Natty giggled. “Yes, daddy!”

“You bitch,” snarled the man. He pounded harder. “Ah shit! I’m gonna cum!”
“Cum, daddy! Cum for me,” begged Natty.

Raheem blew a big load. Natty fetched him some wet wipes. The guest cleaned off and handed the used things back to the food services professional. “See you at work tomorrow. I might want some head at lunch!”

“Bye bye!”

Later that evening, John was already in Heidi mode.

She had on a black plus size, hater V-neck fishnet bodystocking and a pair of sparkly silver sequin heels. Her lengthy, mussed-up, blonde, costume store wig was affixed to her head. She lifted a glass of brandy to her bright pink painted lips. She loved lingerie with open access to her plump white badonkadonk because her favorite position was doggystyle.

She rarely wore anything to cover her clitty. It was barely two inches flaccid and only grew to about four-and-a-half when erect. It was a complete wonder how her alter ego ever fathered c***dren.

Heidi’s phone dinged. It was Tyrek saying he was in the parking lot and to unlock the door. She switched over and completed the task. She stood waiting for her lover to come through the door.

Even being five-ten and wearing four-inch heels, this man still towered over her. Tyrek came inside and remarked, “You’re a sexy bitch!”

“Thank you,” giggled Heidi.

He stepped to her and hugged her. Heidi was a bit too large to be manhandled, but Tyrek could come close. He had her by about fifty pounds and at least four inches even now.

“You always wear the sexiest shit,” he grinned as she flicked her slightly pudgy moobs. Then he grabbed a bunch of her corpulent derriere. “Damn! You sexy!”

Heidi giggled. She knew she wasn’t the most passable sissy out there. But, men were mainly interested in her cocksucking skills and her 44-inch ass. Heidi climbed atop the bed and got on all fours.

Tyrek spanked her a couple of times before moving over to the side where her head was. He pulled down his joggers and out plopped his snake. “C’mon, bitch!”

Heidi used her hands as she delivered the blowjob. She savored the faint stench coming from his cock and balls. Her hair got in the way. She was thankful her beau moved it out of the way on occasion. She moved her head in circles.

Tyrek tilted his head back and let out a groan. “This feel so good, bitch!”
“Mmhmm,” moaned Heidi.
“You ready for this dick in that big ass?”
“Mmhmm!”

He tapped the back of her crown. She backed away. He went to the other side of the bed. Heidi scooted back and presented her sizable, meaty cakes by wiggling them. He spanked her a few times.

“You ready for this BBC, sissy bitch?”
“Ooh yeah!”
“You want a nigga to fuck this fat ass?”
“Yes, sir! Fuck my plump butterball booty.”
“I’ma stuff yo’ Butterball turkey,” he chuckled deviantly.
“Ooh please,” Heidi begged.

Just then Tyrek pushed one of the cheeks and stabbed his big dick into Heidi’s pink hole.

“Oooh,” she whelped.

Tyrek took no pause. He worked it in as she wiggled to accept it,

She was mainly a grunter. “Ah! Ah! Oh! Unh!” She wailed and wailed. She knew he would pay her no mind nor did she want him to.

Tyrek barked, “This pussy tight! Better than all my baby mamas,” he blared. He thrust with full, harsh strokes. He clasped the butt cheeks. Kneading and massaging them. “I love this big fat white ass!” He slapped the derriere from time to time. “Take this big Black dick, sissy!”

Heidi continued to squawk. “Ohhhhh! Ugggghhhh! Unnnhhh! Ahhhh!”

“Fucking faggit bitch! You love my big Nigga dick!
“Ohhhh!”
“Take this big dick, sissy slut!”
“Ahhhhhh! Nice. Dick! Argggh!

Tyrek clasped her corpulent fart box. “Love fucking this big butterball ass!”

Heidi hollered, “Mmhmm! God! Ahhhhh!”

Tyrek moved his hands from her waist up to her neck. He began to squeeze it.

Heidi raised her torso and lifted back her head. “Choke me,” she urged him.

Tyrek tightened his grip. It only took three more thrusts after that. “Ahhhhh!” He was nutting. “Arrrghhh!” The manly guttural sounds could probably be heard the next county over. He jerked her to the side and finally flat on her stomach.

Tyrek announced, “Oh I loaded that muthafucka up!” Then he backed away and said, “Oh shit!”

The next morning, John walked into Natty’s office since the door was open. “Wanna do lunch today?”
“Actually, I was going to visit Oak Row, Holt, & NMHS,” he said. “I was just going to eat in the cafe at the high school.”
“You do believe in utilizing our own product.”
“Absolutely! I think it encourages the students to feel good seeing us eat what they have sometimes.”
“You’re really good at your job, Mr. Allen.”
“Thank you,” Dr. Griffith.
“Did you have a good night?”
“Yes I did, sir. How about you?”
“It was amazing,” he winked.
“Good,” Natty smiled. “Well I need to finish up a couple things before I head out.”

Natty had dodged that. He really wanted to suck Raheem off at lunch. And it wasn’t a complete lie. Today’s plated lunch menu for the school district consisted of a meatball sub sandwich, tossed side salad, pears in cherry gelatin, pink g****fruit sections, and a choice of milk. Natty really did enjoy that entree. Plus, it gave him the perfect cover to get away and meet Raheem at a discrete location.

John went back to his office and made plans to drive out of town. Heidi would check into a hotel for a weekend full of Big Black Cock.

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SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
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Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

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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100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

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...

3 years ago
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Femocracy A Sissy Maids Tale

The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...

2 years ago
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A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

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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Unexpected Sissy Transformation

An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

1 year ago
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Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

2 years ago
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Batwoman meets Catwoman Part Two

Holly crept up behind Kate with instinctive ease, then like some guard dog she bit on Kate's cunt then chewed playfully on her flesh through her latex while her hands shot forward, and grabbed Kate's tits. She let out a deep, long moan that resonated through the latex into Kate's cunt as latex covered flesh muffled it. She couldn't resist Kate's succulent position one moment, and she wanted some of that sweet pussy so badly! "Ahhhhhhhhhhh...., uuuhhhhh....,...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

2 years ago
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My Daily Sissy Schedule Part 1

My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

4 years ago
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Forever Her Sissy Chapter 5

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...

1 year ago
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My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
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My Sissy Schedule

Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...

1 year ago
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Forever Her Sissy Chapter 4 of 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...

2 years ago
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The Sissy Contest

Author's Note: This is a quick one off story written from a reader request. I was especially motivated to write this as a genuine sissy training fantasy, with the hopes that somebody would read it and use it as a blueprint IRL. That certainly got my clittly interested! Enjoy! And as always, please feel free to comment here or contact me directly at [email protected] xoxox Emshoninque The Sissy Contest My phone rang just after 3am-caller unknown. I normally don't answer...

2 years ago
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Crowd Sourced Sissy 3

PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

3 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

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