Role Reversal Spanking Stories

Role Reversal Spanking Stories




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Role Reversal Spanking Stories

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I met a girl about 2 weeks ago, and we finally had sex last night. She was so hesitant I couldn't understand why. We got along great, and while I'm no beach stud but, I'm in decent shape, 22 years, tall, dark hair (and have all of it, and all my own), and she is tall 5ft. 10, weighs only 115lbs, at most, is a tight body with abs I only wish I could have. She is a natural blonde all over, and though I normally like a girl with long hair, her short hair really works on her, she is incredibly beautiful. She would let me suck her tits, and even sucked my cock, would let me feel her ass but every time I tried to get my hand on her cunt she would stop me.

Finally last night I found out why. Now, I'm no big time Romeo, but I've been with some other girls and women in my life. I never had a natural blonde, and never had a woman with this big a surprise between her legs. She was terrifically embarrassed but I loved it. She had a 3" long and pretty darn thick clitoris sticking way out of her labia and that lovely blonde bush of hers. I love licking a woman between her legs, I can stay down there for an hour if she lets me. I just love the taste of a nice pussy. I found the large clit very exciting and wasn't sure what to do but I went for it, and started bobbing my head up and down like I was sucking a cock, all the while doing my rapid tongue flicking motions that were taught to me by my first fuck, a 48 year old divorcee when I was 15.

She responded, and my oral ministrations gave her two orgasms, then I stuck my small 6" , thin cock up her cunt and fucked her. Her clit was so damn hard as I pumped her pussy I could feel her pushing her clit against me and she came again. I came torrents inside her wet pussy and she started to freak out as she wasn't on any birth control. I didn't care, and in reality neither did she. After I was done I sucked her clit again, and as we were lying in bed after she moved up against the side of my hip and began humping her hard clit against my skin. I rolled over and let her put it up against my butt and then she pushes me over on my stomach and starts pushing her clit into my butt, fucking me with it, and talking to me like I was her girlfriend and she was the guy. She was saying things like "Yeah baby, that's good pussy, it's so tight on my cock, take my cock baby". I responded in kind begging for it like a good "girlfriend" would.

Afterward I was so damn hard, she turned into the girl again and I the man, and I fucked her again. Towards the end she asked me if I wanted her to roll over so she could take it in her butt too like I did, and I told her we would but I wanted to cum up her pussy again, and risk her getting pregnant. She started bucking and heaving and cumming like crazy, and so did I. After another tryst with her and my butt we went to sleep and this morning before she left I buttfucked her. I LOVE that huge clit, it's so big she said that when she wears a bikini she has to wear a pad in it so her clit doesn't stick out. I'm going to take her out and buy her a super tight, body hugging dress and take her out to the best restaurant and clubs in town without underwear on, so that big thing can stick out the front of her dress.

I'm gonna date this girl for a long time I hope.
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Last week I let my wife dress me up in her lingerie (which she says is her fetish) She put me in black silk thongs with pink bows on the hips, attached by garter belts to black fishnet thigh highs. I felt exposed, but it was thrilling. I liked the way the silk caressed my cock and I loved the way the thong felt between my cheeks. I began to pose for my wife, I liked being watched, and my cock began to throb, the thong barely able to contain the bulge. My wife noticed and smiled, "you like wearing my pretty panties don't you? I see your cock trying to escape." With that she dropped to her knees and began to rub my cock through the panties. I asked to 69 her and she laid down on the bed. I crawled on top of her and pulled her panties to the side. She did the same with my panties and began to suck my cock. Then after a few minutes, she slipped a finger up my ass. It scared me at first and I tried to pull away. But she forced it back in. This time it felt good, I moaned as she began to slide her finger in and out as she sucked me off. As she began to push farther and faster each time, the dirty talk began. "Take that finger, you naughty boy," then she slipped a second finger into my ass. As she did this she crawled out from under neath me and got behind me. She asked if she could Fuck me with a strap on. And I agreed. She lubes me up and sticks all 8 inches in at once. It felt so good. She kept telling me how hot it was to fuck my tight little shithole with that big cock. She reached around and began to stroke my cock. "Fuck my tight little ass with that big cock, it feels so good." I moaned. Then I begged to sit on it and ride it. I mounted it and began to slip it in and out while I jerked my cock. I came everywhere. Now we do this at least once a week
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St: Strapping the Boss (F/M, t/M, spank, strap, role reversal)
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St: Strapping the Boss (t/M, F/M, spank, strap, role reversal)
Summary: A youth overhears his employer getting spanked by a
subordinate and a chance encounter allows him to strap the boss in a
much more manly way for being negligent.

_The following story is fiction about a youth getting to strap the big
boss. The story contains scenes of spanking and strapping. If these
subjects are offensive, uninteresting or if you are a minor (i.e.,
child) please leave now._

_This work is copyright by the author and commercial use is prohibited
without permission. Personal/private copies are permitted only if
complete including the copyright notice._

_The author would appreciate your comments -- pro and con, including
constructive criticism, and suggestions. Please take a moment to e-
mail._

Strapping the Boss
by
Y Lee Coyote

I was on the final sweep of the day when I heard the noise from
Manager Terrence Ackerman's office. It was unusual that anyone was
still about since it was after normal office hours and the cleaners
were not due for another hour. I had to collect all the outbound
mail, make sure it was properly stamped and get it to the post office
on time. If I was late my immediate supervisor, Mr. Riefer, would rip
up my ass just like my dad had (and, I'm sorry to say, still does even
though I'm sixteen).

I would have loved to hang about to listen and hopefully get a peek at
the action but I had to keep to my schedule and route. I did listen
very carefully for it was the all too familiar sound of a hand
spanking a naked butt. I had been hearing that sound since I was a
little kid and although I had graduated to the strap, my kid brother
still got spanked by hand.

Compared to what I was used to the spanks sounded a bit wimpy and I
wondered about that. The spankee, with a low masculine voice, was
promising to be good. I lingered a little bit longer (while carefully
watching the time) and then I heard: "That's all, you naughty little
boy. Now, pull up your pants and finish your work. I have to go."

That was a big surprise for the latter was the voice of a woman,
certainly not Mr. Ackerman's voice. It could only have been Mrs.
Deroy, his secretary, who was a petite woman in her thirties. The
image I got made me laugh for Mr. Ackerman was a big man and it was
ludicrous that he was being spanked by the little lady. That was
reinforced when I heard him say: "Yes, Ma'am. Thank you, Ma'am." I
rushed to move on before I was seen and accused of spying or even
worse, spanked.

That night I dreamt of Mr. Ackerman. In my dream he was only a boy of
ten although of adult size. He was dressed not in his usual three-
piece suit but a sailor suit with short pants -- a little boys' outfit
-- and I was in charge of him. I heard my dream-self lecturing him
that he was a naughty little boy for hitting a girl, getting muddy and
earning a spanking.

"Please don't spank me, Daddy. Please. I'll be a good boy. I
promise." he whined. But that did not do him any good whatsoever for
I just stripped him completely and took him over my lap. A few hard
spanks turned his little bottom bright red and stopped his
struggling. He kept whining and promising and even started to cry as
I continued to spank him. The sobs turned to cries and then to full
fledged blubbering for I had turned his little bottom a hot fiery
red. When I let him up, he just hugged me and continued to cry. He
was now a well-chastened lad.

Oh, how I desired that it had been real although it was very exciting
even just in my dream, proven by the crusty deposits on my pj's in the
morning. How I wished that I could spank Mr. Ackerman for real.

§

It was Sunday afternoon and I was heading home after a day biking with
my buddies. I had separated from them because they lived on the other
side of town and this was a quicker route for me. I liked the route
because there was very little traffic and I could feel free. I was
near the middle of a stretch through the woods when I saw a car
stopped in the middle of the road. A man was by the car waving as he
was obviously stuck for this was not a place to ambush anyone. Of
course, I stopped.

The first surprise was that the man was Mr. Ackerman. He had run out
of gas. He recognized me also as one of his employees. Of course, I
had to help him. He was positive that the car was OK and he even had
a can for gas so if I could just get that filled and return it would
be great. I went back the way I had come and found a gas station. I
called my folks to let them know that I was delayed because I was
helping Mr. Ackerman so if my friends called before I returned they
would not be worried.

The gas station guy insisted that he couldn't put the gas in a plastic
container and that he would drive me back in his service truck with a
proper gas container. Once there, the empty tank was quickly refilled
and the car checked. Mr. Ackerman was delighted for the car started
right away and he paid the gas man who drove off.

He also gave me a couple of bills in appreciation and offered to drive
me home. As we stowed my bike in the trunk, I said something that I
immediately thought was very stupid. "It's a good thing Mrs. Deroy
isn't here. She would surely spank you for being negligent and
careless for running out of gas." I immediately realized how
indiscrete I had been. I tried to think of something to say but Mr.
Ackerman beat me to it.

"I'm afraid so." he said before he realized that he was admitting
anything.

"I won't tell her, Sir." I said. The devil then kicked me in the butt
so I added: "If we take care of it now -- _mano a mano_. Waiting is
awful."

<> I thought, <> I was just about to apologize when we locked eyes. I was
frozen like I was in stasis. Mr. Ackerman was processing for his
expression was changing.

Then, suddenly he spoke, shattering the stasis field. I was
dumfounded for he agreed. Well, I certainly was not going to argue
with my boss's boss who signs my paycheck so I silently thanked the
little critter with the triangular pointed tail smirking on my
shoulder and waving his pitchfork triumphantly.

"Please give me your belt, Sir. Then drop your pants and bend over
the hood." I said. Well, he did and I got into position to strap
him. A dozen times I raised up the belt and brought it down on his
upturned ass with a loud WHACK! This was nothing like those namby-
pamdy feminine love taps he got from Mrs. Deroy but proper punishment
for a man. These were hard man cuts from a heavy belt which left him
red and knowing that he had been well spanked. Just like I knew I had
been punished after either Dad or my boss ripped up my sorry tail.

He took a few minutes to recover and then pulled up his pants. I gave
him back his belt and we drove off in silence. When we got to my
house, he helped me get my bike. I thanked him for the ride and the
money.

"It is nothing. Thank you for what you did. I needed that -- badly."

I knew I was going to have another great wet dream that night as I
walked my bike to the garage.

The End

© Copyright A.I.L. February 3, 2013



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by: d2og
|
Complete Story

| Last updated
Mar 7, 2018


Commission from cowkites. Elizabeth Turner, fresh-out-of-college and feeling in over her head, is a newly hired teacher at the prestigious Vitae Academy. Between her age and her good looks, she's been having difficulty garnering the respect she believes she deserves. To make matters worse, one of her new students is a girl she used to babysit; a girl named Rachel that holds a grudge against her. When Elizabeth does something a bit drastic to get her class under her control, Rachel responds ten-fold and Elizabeth's life changes forever.
Chapter Description: Elizabeth Turner, fresh-out-of-college and feeling in over her head, is a newly hired teacher at the prestigious Vitae Academy. Between her age and her good looks, she's been having difficulty garnering the respect she believes she deserves. To make matters worse, one of her new students is a girl she used to babysit; a girl named Rachel that holds a grudge against her. When Elizabeth does something a bit drastic to get her class under her control, Rachel responds ten-fold and Elizabeth's life changes forever.
Author’s Note: This story contains a large amount of sexual and fetish content centering around mental age regression, role reversal, spanking, wetting, messing, diapers, and more. This is a darker story so keep that in mind as you near the end.
Elizabeth Turner could hardly contain her nerves as she watched the clock. She sat in the teacher"€™s lounge, along with a few of her peers, and mentally prepared herself for her first day of teaching at Vitae Academy.
Hopefully the kids are a little bit more manageable than the staff"€¦, Elizabeth thought to herself. The past few days of prep for the start of the school year had been a hectic one and made all the worse by the constant stares Elizabeth had been subject to. Elizabeth"€™s age and petite frame made her an easy target for disrespectful behavior from staff and students alike. In an effort to downplay her inexperience and fresh-out-of-college appearance, Elizabeth dressed a little more provocatively than the rest of the faculty would like. On a typical day, Elizabeth would wear a tight black pencil skirt that accentuated her curves and gave passersby a clear view of her pantyline should she bend over. A pair of sleek black heels perked her already plump butt up and gave her the extra height she would need to be able to look her peers (and some of the more developed students) in the eye. Her ample bosom was barely contained by a thin white button-up blouse, which Elizabeth purposefully did not fully button so that she could show off the expensive lace bras she loved to buy.
If her sense of fashion wasn"€™t enough to grab attention and leave the women around her jealous, then her natural beauty was. Elizabeth had pale smooth skin and wavy auburn hair that she kept pulled into a high bun. Her cute facial features and hazel eyes were framed perfectly by a pair of dark rimmed glasses that Elizabeth hoped gave her a more refined, intelligent look.
"€œA bit old to be playing dress-up, aren"€™t you?"€, said a sultry voice from behind Elizabeth. Elizabeth looked over her shoulder to see a beautiful woman in her mid-thirties: Samantha Maxwell. The older woman stood nearly a foot taller than Elizabeth and acted as if every inch she had on the younger woman made her that much more important. She wore her long black hair down and over one shoulder, naturally drawing the eye to her perky breasts. Unlike Elizabeth, Samantha dressed simply in a yellow dress, cream-colored sweater, and a pair of flats; but with her natural curves and long legs, Samantha still drew plenty of glances in her direction.
"€œW-what do you mean, Samantha? I"€™ve been dressing like this all we--"€, Elizabeth began.
"€œOh! Is that you, Elizabeth?,"€ Samantha asked, feigning ignorance. "€œI thought a student had snuck in and was trying to pose as a teacher. You can understand my confusion."€ Elizabeth glared up at Samantha. She opened her mouth, but the first bell rang and quickly reminded her that she had a class to get to. Samantha waved at Elizabeth, a smirk on her face as she watched the new teacher rush to her first class.
In her haste to get to the classroom, Elizabeth had nearly forgotten the layout of the academy. By the time she arrived at the threshold to the room, she was already a few minutes late. She took a moment to collect herself, put on her best smile, and did her best to walk confidently into the room.
"€œGood morning everyone!"€, Elizabeth said as she looked at the crowd of teenagers that would be her students for the next semester. She did her best to take them all in, looking from student to student until her eyes fell upon a face she hadn"€™t seen for some time. The name didn"€™t come to her immediately and neither did the context for her knowing this girl, but as their eyes met Elizabeth became painfully aware of how she knew this girl.
Rachel...oh no...you"€™ve got to be kidding me"€¦, Elizabeth thought as she felt her entire body tense up.
Elizabeth had babysat Rachel several years ago back when she was in college and Rachel was thirteen. Rachel didn"€™t actually need that much looking after, understandably so given her age at the time; nonetheless, she was a handful. Rachel always resented her for being her babysitter. The girl made it abundantly clear that she thought she was way too old for a babysitter and Elizabeth agreed; though she kept her mouth shut because she needed the money. If anyone should have been to blame it was Rachel"€™s overprotective parents, but Elizabeth figured that it was easier for Rachel to blame her rather than her mom and Dad.
Rachel had developed a great deal since Elizabeth had seen her last. The messy mop of dirty blonde hair that she used to have was perfectly well-managed and styled now. She had grown several feet and would probably be taller than Elizabeth given a year or two more. Mere days away from her sixteenth birthday, Rachel held herself like an adult; a difficult task given the uniform she was required to wear. It was clear to Elizabeth from the way Rachel interacted with those around her that she was popular.
This is all I need...she"€™s going to make my life a living hell isn"€™t she"€¦ Elizabeth wondered.
With her thoughts completely elsewhere, Elizabe
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