Sissies New Years Surprise – Part 3 – free porn video

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Chapter 3

The Decision

Sissy got out of bed at her usual time and went about her morning routine of shaving, showering, and getting dressed. Sissy thought maybe she got an hour of restless sleep. After not being able to perform last night she had pretty much laid in bed all night crying and pondering how she became to be such a sissy. To her own surprise she didn’t put much thought into what decision she would make b/c deep down she knew the answer already. If she couldn’t perform with her current girlfriend how would she ever be able to perform with another Woman, after all Mistress was drop dead gorgeous. At some point last night while Mistress was riding sissy the reality set in that this would most likely be the last time she was with a Woman again in a sexual way.

As sissy showered and shaved she made sure everything was perfect and that she didn’t cut herself or miss a single hair as she knew Mistress would be inspecting her with a magnifying glass to make sure she was perfect for her soon to be Masters arrival. Sissy thought about how she had secretly fantasized about this when Mistress made her practice with pinky, but now that it was a reality she was so scared. She thought of a million things and she also tried to envision what he would look like.

Sissy finished shaving and showering and then rubbed pretty lotion all over her body and inspected herself in the mirror. While looking herself over she had to admit she did have a feminine frame to her. Once sissy was satisfied she wrapped a towel around her chest as a real Woman would and headed back to the bedroom to apply her makeup. She took her time and paid extra attention to her eyes to make sure her fake eyelashes were perfect. She even plucked her eyebrows as Mistress had taught her and touched up her nail polish. She decided to go with pink eye shadow and a hot pink lipstick look. She puckered her lips and smiled and was satisfied with her makeup so she decided while she was waiting for her nails to dry she would sneak downstairs and get a cup of coffee b/c she needed a little jolt to get her day going and she had a strong feeling it would be a long day.

To sissies surprise as she entered the kitchen Mistress was already awake and was seated at the kitchen table sipping coffee.

“Good morning sissy sunshine”, Mistress said with a big smile.

“Good Morning Mistress.” Sissy went to curtsy and realized she wasn’t dress yet.

“No worries sissy, it’s the thought that counts.”

“Sorry Mistress, I was just getting a cup of coffee while my nails dried.”

“Not a problem hon.” Mistress said as She looked down and saw the cotton balls between sissies toes. She looked up at sissy and smiled and from underneath the kitchen table with Her leg She pushed out the chair next to Her.

“Grab some coffee and have a seat.”

Sissy went and filled up her pink coffee cup and sat down at the table.

“Thank You Mistress.”

Mistress smiled and said, “Of course honey it was a late night for both of us, but a fun would night, would you agree?”

“Yes Mistress”

“How did you sleep?”

“Ok Mistress.”

“Yes I was up too. “ Mistress understood that ‘ok’ meant sissy barely slept. “Well you smell lovely this morning. Is that your Victorias Secrets fantasies lotion?”

“Yes Mistress”

“Ah, you know that’s my favorite.”

“Yes Mistress.”

“And you look exceptionally gorgeous for such early hours, whats up with you sissy?”

“I just figured You would want me looking my best today, so taking my time in getting ready.”

“I see, so I take it you made a decision?”

“Yes Mistress, I did.”

“And am I correct in guessing that you wish to meet him and go through with this?”

Sissy looks down at her painted toes and takes a deep breath and finally responds, “Yes Mistress” and a tear starts rolling down her perfectly made up face.

“Oh little one its ok, it ok hon, don’t cry you’ll ruin that pretty makeup”, She said jokingly. Sissy was still looking down with her mascara starting to run. Finally Mistress spoke again, “sissy look at me, LOOK AT ME young lady!“, Mistress said in a stern voice.

Sissy finally looked up with black streams going down her face and meekly said, “Yes Mistress.”

“sissy why did You say yes to this?”

“because I realized last night You were right”

“what was I right about, sissy?”

“That You need a Real Man, and that is not something I am based on last night.”

“Fair enough, but what about you? Why don’t you find a new girlfriend?”

Sissy barely audible replies, “Because I won’t be able to please Her and am better of serving a Man.” Sissy breaks down as she says this.

“Oh honey, it’s going to be ok. I promise you, this is best for everyone. He is only 10 minutes away fortunately so W/we can still be bffs.” She continued, “Think of all the shopping W/we can do with that healthy allowance you will receive.”

Mistress grabbed a tissue and wiped sissy’s eyes. “Like I said yesterday you will still very much be a part of my life. I promise you that will never change and I promise I’m still gonna spank that cute ass of yours.” She said with a smile.

“Now come on lets go fix you up before He arrives.”

“He is on his way?”

“Not yet, I have to text him, but He should be here for breakfast then you may go back to His place depending on how things go.”

Mistress stood and refilled there coffees and said, “Shall W/we go get you pretty?”

“Yes Mistress.” , sissy said with a weak smile and stood. Mistress slapped her toweled bottom and said good girl.



When they reached sissy’s bedroom Mistress told sissy to sit at her makeup stand. Mistress started rummaging through sissy’s closet.

“Fix your makeup while I pick an outfit sissy.”

“Yes Mistress”

“Good girl…Now let’s see here, which outfit will He just love?” sissy heard Mistress say as she started to fix her makeup that just ran down her face from the crying.

A couple moments later Mistress appeared with 3 uniforms in her hand.

“Done sissy?”

“Just a moment Mistress.”

“Good.”

Mistress went back to sissy’s closet and came back out with sissy’s locking 5’’ black patent pumps. Then She started going through sissy’s panty drawer and looked as if She was on a mission. She started pulling out some black hose, a black garter belt, and 3 sets of panties and bras. Then She went to the next drawer and got sissies black corset. As sissy watched through the mirror She saw Mistress go over to sissies night stand. Sissy had no idea what She could possibly need from her nightstand. Mistress then pulled out one of sissies plugs and sissy gulped. Sissy stared for a moment and Mistress turned to see sissy staring and this jolted sissy to finish her makeup.

“Done Mistress.”

“Good now let’s see, standup.”

Mistress removed sissy’s towel and placed in on the bed.

“Spread your legs and arms lets inspect you for body hair.”

Sissy obediently obeyed as this was pretty customary. Mistress examined sissy very thorough up and down sissy’s body.

“You did very good this morning sissy, you must of known I would be extra picky. Now go bend over your bedpost. One thing you will soon learn is that your Master will probably be keeping you plugged. He asked that you be plugged today, but lucky for you W/we can use the small one and work you up.” With that sissy heard the sound of latex slapping against Mistresses skin. Sissy realized She had put on latex gloves to put the plug in. Sissy suddenly jumped forward as Mistress surprised her so quickly with the cold lubrication on her fingers gently rubbing around her precious hole.

“Hold still sissy.”

“Yes Mistress.”

Mistress finished lubing and slowly inserted sissy’s smaller plug into her.

“All done, that wasn’t so bad was it? Oh and it looks adorable, He is gonna eat you up.” Mistress said while giggling. “Now let’s see, come over here so W/we can pick out an outfit. “ As sissy went to the center of the room Mistress started holding up 3 uniforms for sissy to see which one She liked best. The first was a Cinderella blue with white lace trim. “No I think we should stay away from blue for your introduction.” Next She held up sissy’s pink l****a maids dress with white trim. “You know how much I love this on you, but that means I would need white hosiery instead of black”, Mistress was talking as if sissy was not even there. Finally She held up sissy’s classic French maids uniform in black and white. Then She grabbed the pink again and held both of them up and after a moment said, “ok change of plans, white hosiery W/we are going with pink.” Mistress then went back to sissy’s panty drawer and took out all white lingerie. “Here put this on”, She said as She handed sissy white satin panties with pink ruffles. Next She hands sissy white thigh high stockings with bows at the back. Sissy started to carefully roll up her hose. Mistress was back in sissy’s closet rummaging through her shoes looking for pink pumps. She found them and came back out and told sissy to turn around. She then inspected sissy’s seams and tugged on them gently until they were perfectly straight. “Perfect”, She exclaimed.

“Put these on then I will help you with your corset” Mistress said as She handed sissy her pink patent Mary Janes platform 4” heels. “Not as high as I would like, but they go perfect with your dress. Now lift your arms.” Sissy did as told and Mistress started putting on sissy’s white corset. Once She had the buckles locked so it would stay in place She re-inserted sissy’s breast forms into the bra that was part of the corset. She went with sissy’s 36c’s today and adjusted them so they were just perfect. Then She went behind sissy and start tying up the corset. She pulled the strings and even would put Her knee into sissy’s back to really get it tight. Sissy could barely breathe by the time She was done.

“Turn around.”

Sissy turned. Mistress looked her up and down and finally said, “God you are hot.”

Sissy blushed. Sissy was taking all this in and was kind of speechless. Mistress hadn’t dressed sissy like this since She first started sissifying her. Mistress then helped sissy step into her white petticoat and then helped slide her dress on. She then tied on the full white apron in the back with a big bow.

“There Your all done you little hotty”, Mistress said. Sissy blushed and curtseyed with a meek smile.

“Thank You Mistress.”

“You’re welcome, now you get downstairs while I go call Him. Make some eggs and bacon and some kind potatoes. Also He enjoys bloody mary’s and you know I’ll have a mimosa”. With that Mistress grabbed sissy’s hands and said, “Honey I love you so much, you’re gonna do great today. Any guy would kill to have you. Your hotter than most Women, trust me hon.” She then leaned in and kissed sissy passionately again. When She was done She smiled and touched up sissy’s lipstick for her.

“Go get Him, sissy.” And as sissy turned Mistress gave sissy a playful slap on her pantied and plugged bottom.

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This story is a work of fiction, it NEVER happened. This is chapter two so if you have not read chapter one you should start there (https://xhamster.com/stories/digital-prostate-exam-really-9971785) This series began when I read a story here on XH about a woman going to her gynecologist and ending up in a sexual event. The story has since been deleted so there is no way to send you there. Many men, me included, have no clue what goes on in a woman’s exam but many of us wonder if the doctor may...

4 years ago
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MALA ndash The Village Lady ndash 7

Honey Moon TripRahul got an official trip to abroad, so we also joined him and booked our tickets of the same flight. We did not meet Rahul coz he was in business class with another company guy. All were slept in flight, I saw Alia who talked with the window stranger, and her hand touched his bulge. After sometime, he stood and walked to toilet. Then Alia passed a smile to me and walked behind him to toilet. Then the guy returned and sat and slept. Soon Alia came back and kissed me and shared...

3 years ago
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  • 103
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Ann ndash At The Beach ndash 2 Sun Oil

(This story is the continuation of "Ann – At The Beach – 1. A New Bikini". Please do read that first!)https://xhamster.com/stories/ann-at-the-beach-1-a-new-bikini-9920948My girlfriend Alex, a friend of hers and Alex's younger sister Ann had just arrived at the beach on a gorgeous, sunny day during the summer holidays. Alex asked me to turn over so she could apply sunscreen to my back, and then asked me to return the favor. To my surprise, she'd brought sun oil instead of the typical sunscreen...

2 years ago
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  • 167
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Interlude 3 ndash The FarthestOut Times so far ndash TV

Interlude 3 – The Farthest-Out Times (so far) – TV/CD , mast, fetishesWell, I believe I may have covered most of my fetishes between my previous blog posts and my intro paragraph here on Xhamster, but I may not have covered the extreme maxxximum extent to which I have taken each one. So for a quickie post, left let see if I can remember the “best of the best,” so to speak. I started typing one up for a conversation I was having with another user, and it got me so exxxcited I had to go...

2 years ago
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Julie out on her own ndash First Threesome ndash CDTVTS

Julie out on her own – First Threesome – CD/TV/TS, MFMRemember how Vicky, the blonde busty sexpot, owed me a favor, because she knew I knew she’d blown my best friend Mike at the bowling alley, but was going to keep quiet for her? If not, see the story two entries ago! Anyway, about two weeks later I called her up during the week, when I knew her boyfriend Frank wouldn’t likely be at her place. After a few rings, she picked up the phone.“Goodbody’s Mortuary, you stab ‘em, we slab ‘em, Elvira...

2 years ago
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Julie out on her own ndash Bowling Aftermath ndash CDTVT

Julie out on her own – Bowling Aftermath – CD/TV/TS, MMSo last time I wrote about how my roommate Mike hooked up with flirty Vicky at the bowling alley, how I knew about it, how Mike knew I knew, and how Vicky knew I knew, but how Vicky didn’t know that Mike knew I knew. Confused? Read last entry!Anyway, when Mike and I got home that night, we thought it was hilarious how Vicky’s horny lusts had gotten the better of her, how she’d blown Mike in the bowling alley men’s room while I watched over...

4 years ago
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Vacation Fun ndash Chapter 2 ndash The Next Morning

Vacation Fun – Chapter 2 – The Next MorningWith the curtains closed only a little light shined through the windows, but is was more than enough for Sam’s eyes to take in every curve of Carly’s body. Carly always looks so peaceful when she’s asleeep, and now Sam could freely lay in bed and stare for as long as she wanted or till Carly woke up.Before Carly climbed into bed just a little after midnight she striped down to only her underwear, slowly Sam started tracing patterns on Carly’s bare arm...

3 years ago
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Julie out on her own ndash with Mike and Vicky ndash CDTV

Julie out on her own – with Mike and Vicky – CD/TV/TS, MMSo last time I wrote about and my roommate Mike, how we’d come to terms with my crossdressing, my attraction to him, and his willingness to have a horny busty T-girl go wild on him.Since we both were comfortable with it, as time went on, I began staying dressed more in our apartment. Nothing fancy, but during evenings and practically all weekend, more often than not, if I had no immediate plans to go out, I would wear the following. Pink...

3 years ago
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Julie out on her own ndash more with Mike ndash CDTVTS

Julie out on her own – more with Mike – CD/TV/TS, MMSo last time I wrote about my first sexual experience with my roommate Mike, how I’d “ambushed” him when he came home one night, and I was dressed like one of our sexy busty slutty blonde friends, Vicky. The next morning, I was awake and eating breakfast in our kitchen (not cross-dressed), just in shorts and a t-shirt, ready to do some weekend chores.Mike came in behind me and cleared his throat nervously. He said, “Um, did what happen last...

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