Sissy Girl Forever Pt. 02

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Sissy undergoes further training from his demanding Mistress.
2.1k words
4.43
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Part 2 of the 3 part series

Updated 06/07/2023
Created 10/06/2015
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No going back now.

Mistress was going to be certain that there would be no turning back for me. Over the next few weeks she made certain that I used my hormone cream daily. No my breasts haven't started to grow yet but I could notice some slow down in hair growth. My male wardrobe seemed to be dwindling, with more camis, blouses, soft pullovers and ladies pants taking their place. Of course I have only had pretty panties and tight girdles for underwear for many years already.

Mistress had treated me to a mani and pedi and my nails looked so lovely and long. I guess this was a bit more of her stepping up the game. My co-workers, at least the women, loved it when I came in with gel extended nails polished a pretty sparkling pink. They all wanted to know where I got them done so nice and we chatted about nails throughout our coffee break. Looks like I was just another of the office girls now.

I called Mistress that evening and told her about how my co-workers thought they were so pretty and how they made my hands look more slender and feminine. She told me I seemed to be enjoying the attention and my more fem look. That kind of caught me off guard a bit. I guess I was becoming more comfortable. "Just wait till you start wearing bright red lipstick every day. What will they think of you then?" she asked. I told her I thought maybe that would be too much for work. She kinda laughed and said "maybe, but I bet you will be begging for it soon. Come over after work Friday, we have plans."

The rest of the work week went well. The women seemed more accepting of me at work even inviting me to have lunch with them twice. But I did notice them asking me to do things for them more. Simple things. Like asking me to bring them a cup of coffee if they saw me heading to the break room. Or doing come copies for them if I was heading to our office copy center. I didn't think much of it at first, but maybe they are trying to subtly reinforce the idea that my position should be beneath them, although we all do the same planning work for the company.

My biggest problem all week was wondering what Mistress had planned for the weekend. My sissy cock strained in it's cage every night in anticipation. I headed for her home after work Friday, stopping to pick up some flowers and fine wine. After a nice dinner and most of the wine, Mistress told me to put on the outfit she had selected for me. It was hanging in her bathroom and she would help with my makeup.

A found a purple brocade under-bust corset, black panty girdle, thigh high stockings, a lacy black bra, and a deep red sheath dress and and red heels. I snugged the corset up to a point that would please Mistress Andrea and finished dressing. The dress hugged my frame and ended just above my knees. Mistress came in and while doing my makeup told me we were going to a club she knew of to chill out and dance a bit and see what develops.

Ok I was intrigued. I wonder what she means by develop? She handed me a purse for my id and stuff and we headed to town. We ended up at a well known gay bar with a large dance floor and great drinks. Finding a table Mistress ordered us Cosmos and we relaxed a bit and enjoyed some people watching. We danced to a few tunes and ordered more drinks. When I noticed a hot young guy approached our table I figures he wanted to ask Mistress to dance. I mean she looked stunning in her soft leather pants and top. How could anyone not want to be with her. I was shocked when he asked me to dance and as I glanced at Mistress as she told the young man "Brenda would love to dance with you!"

The first song was a quick paced disco number and I didn't have a problem with the heels or anything. But then the music changed to a slow ballad and Drew grabbed my hand and pulled me close. We danced through the number and I tried to play the feminine role properly, but I wasn't used to dancing backwards in heels. I could feel him getting hard as he held me close and i was actually trying to get hard in my cage as he did. I was glad when the song ended and he walked me back to the table. I thanked him for the dances as I am sure Mistress would have wanted me to do that like a proper girl. I also introduced Drew to Miss Andrea.

Mistress excused us saying we had to freshen our makeup. As she got up from the table I noticed she whispered something to Drew, and we headed to the ladies room. Of course like most gay bars there were men in there as well but they parted for Mistress and I to pass. Once there she led me into a stall and told me to clean the seat for her and wait out side the door for her. When she finished she told me to enter and sit down.

"I have a present for you darling Brenda" she said as she pulled a pair of cuffs on a cord out of her designer handbag. She put one on one of my wrists fed the other end around the toilet and cuffed my other wrist. I tried to protest and she slapped my face saying only "shut up and serve Sissy. Drew will be here for you in a minute and I better get a good report back from him and his friends, or you may be stuck here even longer."

She held some poppers under my nose and had me breath in deeply a few times. Setting the bottle on the little shelf she turned and left. My head was spinning from the poppers. I flashed back to the hypnotic videos that Mistress had me watch. The ones that kept saying how poppers make sissies love cock. Yeah, that one. It kept me from thinking clearly about how to get loose when the door popped open and Drew entered. He looked at me and the bottle of poppers. Opening the bottle he said "have some sissy sauce honey, you may need them" With that he made me sniff some more. I was floating when he dropped his pants and pulled his shaved dick from his boxers and put it to my mouth saying only "suck it popper sissy". I was to helpless to resist at that point and opened my mouth. I felt like I was in a trance and I sucked as told and soon had a mouth full of warm creamy cum.

Drew thanked me and fed me more poppers. That dam sissy sauce made me so helpless. I wondered what would happen if someone else came in. Maybe they would free me. Just then the door opened and another young man entered and smiled when he saw me and immediately reached for the poppers. Took a couple hits and then forced me to sniff again. He soon had his cock in my waiting mouth and was pumping away. It didn't take long for him to empty his load in my mouth. He left as quick as he came in and soon the door opened again with a young woman entering next. She was about 35 with lovely breasts and a sexy figure covered with a full dress. She lifted her dress and stepped up placing it over my head. She had no panties on and as her crotch came closer to my face I felt a cock rubbing against my lips. I opened my mouth and sucked it gently till it got hard and soon had her moaning as she also squirted in my sissy mouth.

She uncovered me and undid my cuffs saying I should take them and return to my mistress. I thanked her and after she left I straightened myself out, went to the mirror and redid my makeup, then headed out to rejoin my mistress. "Did sissy Brenda enjoy herself in the bathroom?" I tried to say they forced me too suck them that I didn't really want to do it. But in the end I reported that I was a good popper slut and loved serving that way to please her. She said she will know more when she gets the report from Drew and his 2 friends. We left shortly after and I spent the rest of the weekend serving Mistress at her home. She said to plan on being there on my day off Wednesday at 11am.

Wednesday morning I was there promptly at 11. Mistress said we were heading to town and had me in a t-shirt with a long cami under it, black stretch pants and plain flats with just a hint of makeup. We pulled up at the salon she frequents and went in.

I asked what we were going to do and she said she wanted my brows waxed and shaped a bit nicer and some other little treatments. I was brought to the waxing room and seated in a comfy reclining chair. As the gal was preparing Mistress Andrea told her how she wanted them to look. I stayed quiet knowing I had no choice in the matter. She then told me that Drew and the shemale I sucked both complained that not only were my lips not red enough but seemed quite thin and should feel softer. They said it would feel so much better with plumper lips. She asked the waxing gal if they did lip plumping at the salon and was told they did.

They stepped away and chatted for a few minutes and then came back and looked at me and a few pictures in a booklet. I noticed Mistress point to one page and say "yes, that will do. As Mistress watched the gal, Sara, started trimming my eyebrows with a small scissor then applied warm wax below the brow in a well arched shape. She pressed a cloth strip to it and yanked it off, showing me all the hair that came off. A few minutes later and after a bit of tweezing she pronounced my eyes done and went away. She returned a few minutes later pushing in a small cart with some mechanical stuff on it.

Mistress said I needed to remain very still for this part and placed a long scarf over my eyes and tied it around the back of the headrest effectively immobilizing my face. I felt my lips being wiped clean (I guess). Then I heard a buzzing from the machine on the cart and suddenly felt small needle pricks on my upper lip. Dam, she must be doing botox or something to prettify them. Mistress said they would look darling in bright red now. Sara started on the bottom lip and when I thought she was done went back to the upper. This time the sound was a different buzzing but I could not tell what was going on. I could certainly feel my lips swelling up to quite a bit larger than I was use to feeling.

When Sara finished Mistress said she would let me up now and just knew I would beg her for new bright red lipstick for my pretty lips. Untying the blindfold Mistress told me to keep my eyes closed until she said to open them. She helped me to stand and turned me to face a mirror. When she said I could look I almost passed out. Not only were my new lips very full but tattooed in pretty red script on my upper lip it said "sissy girl", on the bottom "forever". Holy shit. "th,th th, that's a tattoo Mistress. How can I ever go out in public like this." How could you let her tattoo me like that?"

"Well sissy first of all its a new kind of tattoo that will fade in about 9 months to a year so its not permanent. And if you beg me for new red lipstick to wear everyday like I said you would then it wont be a problem. So whats it going to be Brenda?"

"Oh please Mistress, may I please wear pretty red lipstick for you, please Mistress. I will always wear it and look pretty for you."

"Yes you will wont you Brenda dear. And if you misbehave I may just take it away as punishment. Then you would be seen like this by everyone at work and everywhere else, understood? I did warn you I expected this didn't I sissy?"

"Yes Mistress".

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6 Comments
HidefromthewoodsHidefromthewoodsover 4 years ago

I would love a Mistress to treat me like that. Especially with threatening to not give lipstick and force me to show what I really am

AnonymousAnonymousalmost 5 years ago
Her Sissy

Oh, I will do ANYTHING for her! I have become such a willing sissy! I love it so much! Being a girl, making love to men, is the most wonderful experience. I want a man so much! I want to be the best girl he has ever had. Oh, honey, please give me your sissy cream! I love you so much!

Roxanne Lanyon

ChastityBoyChastityBoyalmost 8 years ago
Tattoo

Wicked..... But makes sissy obedient!

AnonymousAnonymousalmost 8 years ago
Disappointed

A new type of tattoo? Really? This furthers the trend from Part 1 and shows that the Mistress is perfectly okay violating his trust like that. Though I can't really begrudge this story for that, not completely, since it's a cliché that's common in this sub-genre. There seems to be few stories were the guy is turned into a sissy willingly without any trickery or threats or blackmail. At least, in my experience.

So, this story so far is average for the genre. Which is damning with faint praise. There's also the issue of random quotation marks popping up in narration and missing during dialogue. I'd recommend proof reading your work closer before posting.

Graham517Graham517over 8 years ago
I want one

The tattoo was a great touch. I love the idea of your only option being to wear obvious lipstick or have the tattoo on display for everyone to see.

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