The Collection! (Sissy, Femdom, and whatever)

[TheConfusedOne]

Hello everyone!

This is a story thread I have decided to make to express all my fantasies and stories that i have thought of over the years. If one story is too long then it will be posted in a separate thread or my blog.

Little bit about me
I am an 18 year old, male, curious sissy. I am still currently in high school, going into my senior year in September. I first experimented with anal after finding a curiosity with shemale porn. After finding that anal was a stimulation I enjoyed, I became more and more indulged into activities such as wearing panties while I pleasured myself and doing "fap roulettes". Fap roulettes are pictures with different combination. you use a random number generator to determine what you do (basically a dice-dare). Usually involving Preparation (dress-up), Anal, Misc, and then a Finish. I later found getDare and have been quietly reading the forums without really making myself known. Recently I have been reading sissy comics and experimenting more and more. My only trouble is that I am scared of social suicide and revealing myself as a sissy would do that. Also the embarrassment would kill me. Don't get me wrong, I love doing "things" with the ladies, where as being a sissy is my secret indulgence that I might participate IRL depending on the situation. So here I am, to write my stories and write down what flows through my head to hopefully entertain others

Like i said I am a sissy submissive and I enjoy being dominated by both sexes, although preferably female.

In absolutely no way am I a writer or poet, but I do have a creative mind. So here we go, the first of many.
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Master Wants It Now

A 23 year old sissy once lived a peaceful life. Indulging in his fetish when he wanted. Going online to participate in chat rooms with horny dominants in order to satisfy himself. Commonly he would be on chat rooms and ask for requests. Others in the rooms would tell him to dress up in slutty outfits, take pictures, tie himself up, anally toy himself, and even wedgies.

The sissy enjoyed his lifestyle. Always repeating the cycle of endless pleasurably torture, all to satisfy a need which he could not express to anyone else in real life. His virtual life remained separated from his real life.

In the sissies real life he worked at a large business firm, sorting papers, filing papers, of and of course doing paper work. It was a simple life, he had no complaints. It provided food for himself, it paid his mortgage, and it even paid for his toys that he used a night time. Yet of course, this would not be a story, unless that all changed.

One day the sissy was contacted by a member of the online chat rooms. The member emailed the sissy with the following.

Hello SissySlave123,

I have found that over the time I have spent on chatroom.com I have grown fond of your body and slave tendencies. I am curious if you would be interested in a long term, slave/ master relationship. I am 42 years old, military vet, currently working for....

What followed was just a breif bio of the maser, which was unimportant
The sissy emailed the man back and they agreed to meet and discuss a possible relationship. The sissy was told to wear a sexy outfit, wig, and makeup.

The sissy had never gone out in public wearing the cloths. Yet, so intrigued by this email he decided that nobody would recognize him anyways.

On the day of the meeting, the sissy got dress. He put on his red laced panties, red C-cup bra and pads, a white miniskirt, and blue cut-off shirt that revealed his stomach, shaved and smooth, like any real girl. He did not need a wig, since his long brown hair was always long. He kept it about 3 inches past his shoulders. The sissy was also quite slender, only 160lbs and 5'11''. This gave him a very girlish form. After putting on his 3'' blue heals, the sissy set out to meet his hopefully future master.

The meeting place was a small restaurant 3 miles from the sissy's house. He walked there and sat at a round table, closest to the entrance. 10 minutes later a man, approximately 6 foot 4 inches tall sat down. He was broad shouldered and probably weighed about 220-240lbs. He was muscular as well and had a short blackish-grey beard. He had short blackish-grey hair and a serious face. He wore a black Metallica shirt and ratty jeans, as well as hiking boots.

After sitting down, the man began to speak.

"Hello sissy, shall we begin by introducing ourselves? I am The Master, and you will not need to know any other names. I am a military veteran and thus reflect its strictness in my dominance. I have been in search of a sissy slave like yourselves for 1 or 2 years now, and I think I have found what I am looking for. If you were to accept my offer, you would be my full slave. You would be my slave in the house and outside the house. You will dress in slutty/girly clothing at all times. If you are not being fucked by myself or a friend of mine, then you should be doing work around my house or running errands for me. I am to use you whenever I feel like it, and you are to obey my every command. Seeing how you do just about everything for strangers online, I see no problem with obeying commands for someone who you will get to know. Now what is your name, and do you accept?"

"Uh...."

"We do not have all day now sissy, your name..."

"My legal name is Steven Brickle, but..."

"Your new name is Stephanie and you shall have no last name."

"Uh, yes sir. I would love to be your slave, but what will happen to my belongings? My job?"

"Your belongings, including your house and car will be sold to help me support you and to buy your new clothing, and toys. Your first task is to walk into you place of business and quit your job. Then return to my house at 12333 Walker St."

"Yes master"

Stephanie as she was now called had officially become a sissy slave. Her master, although unfamiliar to her now, would hopefully treat her right. She was not allowed belongings. She existed only to please her master now. Stephanie walked into her business, seeing the secretary, Pam, as she always did before. He walked right into his bosses office.

"Mr. Wriggles, I quit my job."

"Uhm, who exactly are you."

"I am Stev... Stephanie and I quit."

With that he walked out, never to see the faces of his co-workers again. He headed o his new masters house, excited to see what was in store for him...

[TheConfusedOne]

Master wants it now: Part 2

Proceeding to the Master's house, Stephanie was worried. What if she didnt please the master as intended? What if he did something horrible to her. Not even really knowing her Master, she just devoted her whole life to him.

Upon arrival to the Master's house, Stephanie was greated by a nice front lawn, and a small white house on about 1/2 acres of land. Everything seemed very nice and clean. Stephanie was told to walked in and have a seat on the couch. She walked in, smelling a nice scent, almost like the beach, and sat on the couch. A few minutes later, the Master walked in, sat down, and immediately started touching Stephanie. Stephanie did not resist, and enjoyed the Master's hand. They were big, yet gentle. After the Master was done, he said,

"We will get you some real breasts so you can be a true sissy slave. D's are to unrealistic so we shall go with c's, as those are what you are currently wearing. You shall see my surgeon friend tomorrow at 10AM. Afterwards you are to tip him for his services and come back here, and wake me up pleasantly. Failure to do any of these tasks will result in a punishment. Understood?"

"Yes"

"Thats yes sir!"

In one quick motion the Master bent Stephanie over his knee, ripped her skirt down as well as her panties and gave here 10 spanks on he butt. They were not easy spanks either. The Master had large strong hands, and when Stephanie went to set back down, she tried to keep all her weight off her butt.

"Yes sir"

"Thats better"

[TheConfusedOne]

Master wants it now: Part 3

The next morning Stephanie woke up, put on some new cloths that Master had supplied her with, and set out to the surgeon. She was wearing a shirt with the breasts cut out, and very tight against her skin. the skirt was just covering the bottom of her purple Lacey panties and she was afraid to flash anyone. Also 4 inch red heals. Stephanie was told to go straight to the surgeon and back, while also tipping the surgeon. She was excited and afraid at the same time. She had never had real boobs and who knows what problems they might bring. But she couldn't stop thinking about how she would look. Already having a feminine smooth face and a skinny body.

Upon arrival to the surgeon she was greeted and lead to an operating room. She was put under (thankfully) and when she awoke she was greeted by the surgeon, in his boxers.

"Your master told me you had something for me?"

The surgeon leaned backwards, extending his hips towards Stephanie. With this being Stephanie's first take, she know she couldn't fail. She had never touched another man's dick before, and she was nervous about messing up. She used to suck on dildos all the time for fun, but this was new territory.

"Yes sir" she replied when realizing he was waiting.

She started by rubbing the head of his dick, moving slowly up and down his shaft as he grew harder. Once the surgeon was completely hard he licked the head and slowly put it in his mouth. The surgeon started getting into a rhythm by pumping his hips. Soon they were both full speed, and in know time the surgeon came. Stephanie had never tasted any cum but his own. He swallowed competently and then cleaned off the surgeon's cock, hoping that the surgeon will say good things about him to the Master.

"You're a good little cock sucker aren't you whore. We're all done here."

Stephanie got off the table and almost fell over. She had forgotten about her new breasts. They were numb, but right when she got up she felt their weight.

"Oh yes, the numbness will wear off in about an hour, then there will be pain."

Stephanie headed back to the Master's house. Upon arrival she went straight upstairs to the Master's room. He had told her to wake him up in a "nice" way. Stephanie slipped her cloths off, and went under the covers. She started to rub his cock which became hard quickly. She then started sucking the Master's cock. She heard a grunt and a quick explosion of cum in her mouth, which again she swallowed. The Master was awake now.

"Oh good slut, you know how to wake up a man. Let me see those tits."

Stephanie got up and hoisted her breasts up for master to see.

"Good, scarred a little, but they will heal. Did you tip the surgeon like I said?"

"Yes master"

"Good, time to start your training"