Revenge comes in pairs (chapter IV)Story by jpiercePosted 6/15/25 405 views
Amber and Jen bring out a bunch of pies they had made the day before, all topped with thick cream piled nice and high, these pies were heavy and loaded with fillings like, blueberry, cherry, banana cream, choc cream, coconut, pumpkin, and custard cream pies.
I felt so helpless I can't even explain the feeling of my predicament. I had given up, given in to my two Mistresses. They had me just where they wanted me. Helplessly at their mercy, totally under their control, Humiliated fucked, gagged and stuffed. I could not see much thru my sock hood just fuzzy shadows. I soon found out they had also brought out 4 bottles of Karo Syrup. Oh I'm gonna love this part Mom, please allow me, Amber grabs a bottle. Oh my sissy you are so messy. Hope you like it thick and sticky sock boy. They began slowly pouring the syrup over my head and slowly covering me completely in the very sticky syrup. Now that I am dripping and sticky ,they
begin throwing pies and hard they were just feet away and slamming me with pies. First one was fired into my crotch and got me excited again. Then right in the face, That was my cue, more cum was added to the sock. The pies then came hard and fast exploding as they hit there target. They were brutal with the pie smashing and throwing. This was so amazing I was encased in pies and could do nothing about it. Mom you were right he loves all this kinky shit, how did you know? A mother knows darling, a mother knows. Let make him orgasm one more time for good measure. Amber pulls up my hood to uncover my mouth, out slides the dildo into her hand. Jen let me push the dildo out of my ass. However the both started fucking me once again both holes at once. Of course I came on last time as the fucked their bound sissy sock loving pie boy. the girls removed the dildos and dropped them down, Jen untied my throbbing cock and balls. Amber pulled off the sock from my head. The feeling of calmness and relief came over me and my body went limp. Amber slowly slid the sock off my package and held it up the whole tip of the sock was full with cum, He must be completely empty with the look of that load. Amber couldn't resist and turned the sock inside out while shoving it into my mouth. Swallow it like a good sissy bitch. Amber left me no choice and made sure I did as she commanded. hope you enjoyed the first few hours of your long day Jay. They went inside for a drink returning 30 min later they untied me and hosed me down. Now go get showered up we have to get ready for tonight.
I showered up, Amber let me nap for an hour or so before Jen woke me up. Did you have a nice sleep Jay?
You really got yours today huh? Yes Mistress I was hoping it was all a dream? Well it kind of was a dream, that came true for you, Don't deny it Jay even Amber sees it now. Now its time for my dream to come true.
Oh by the way I forgot to thank for paying for all the ingredients to make the pies and cakes for the party, that was so nice of you. I see you splurged on yourself as well? Huh what are you speaking about Miss Jen? Well turn around my dear. I rolled over and turned to the other bed. There was a pink latex maids dress, pink boots and many other items of clothing laying out on the bed. What the hell is all that? Well Jay that my dear is your outfit for tonight. Whoa hold up. You have gone far enough today and I am not wearing any of that stuff. I took my punishment already and then some. I am done. Amber walks in and grabs the remote turning on the tv, she cues up the video from earlier. Jay Are you sure you you don't want to play along? Fuck! you took video of all that, what the hell? consider it an Insurance policy of sorts Jay. It insures you do as you promised and let us have our way. Damn Jen had thought of every detail. Come on Amber don't you think that you guys got me good today. I have learned my lesson, everything you two did was very humiliating. Well my dear that was the plan for you to be punished. Your day is not quite over yet. I have to work tomorrow early morning.I said. Well Jay then that's all the more reason you should make sure this goes nice and easy and don't resist or it may take longer. Have a drink this will take the edge off. They hand me a glass of Whiskey and Jen makes a toast to their new friend Jayne. I slam the drink and the girls take me by the arms and walk me to the other bed.
My stomach suddenly felt strange almost sick like as I looked at the clothing on the bed. You cant be serous, this is a joke right? Oh its as serious as it gets, you will attend my party tonight wearing your new digs. You don't even want to know what it cost....you. that is. Gigglse Jen. You will now be addressed as Jayne. Me Mistress, you Jayne laughed Jen. Amber will help you get all dolled up Jayne, Oh shes gonna enjoy this, she been asking you to let her dress you up for Halloween, well this should be much more satisfying for her and for you. Are you ready to become a full blown sissy Jayne? Yeah Jane... as Amber strokes her hand thru my hair. I am really excited to transform you. I am kinds glad you cheated on me, we may have never had this kind of fun. She places both hands on my face looking me in the eyes. Oh baby, your gonna look so sweet in that dress, giggles Amber. I'm gonna make your face up, (as she traced my lips with her finger), paint those lips bright pink and fit you with a sexy wig.
I have dreamed of doing this to you so many times. Now we both had our wishes granted. Yes Mistress anything you desire. How could she know? Jen must have let her see this list. I really can't believe my Amber is the one who will be doing this to me. Strip down and lets get started. I did as she asked and sat on the bed. I hate to tell you Jayne, but for you to fully embrace being a sissy we have to get rid of that hair, into the shower she escorted me and rubbed me down with hair remover from my neck down. after a few min she basically wiped my hair off with cloth and rinsed me down, it was strange to have no hair at all on my body, every touch was more sensitive than ever. You are smooth like a baby now but damn it looks funny. I looked at Amber, did you really want to make me into a girl this whole time we have been together? Well honestly I always wanted to be with another woman and thought, what better woman then my man, but knew you would never go for that. But yet here we are. Not exactly what I had imagined but I am so excited about this babe. Now is my chance to have my very own Sissy sock bitch.
Amber wasted no time getting me dressed, everything was pink, panties, silicone breast filled bra, panty hose, knee high stockings, Pink PVC dress with ruffled neck, sleeves and hem, pink maids apron, choker, elbow pink gloves, platform pink knee boots. The real kicker was the contraption she fitted me with before my rubber panties. Jen had thoughtfully purchased all of this on my card, This device was state of the art wireless, It had an inflatable tight rubber pouch that with some lubricant she slipped it right over my awakened cock and balls, at the back of the sack are it extended to an inflatable vibrating but plug. Amber stretched the pouch tight over my package from behind, Oh honey this is priceless, you are going to be the cutest sissy ever. She lubed me up and seductively inserted the plug. Oh gessh not again. I murmured. Oh you having flashbacks baby? There was a rubber strap that now went around my waist and attached to the tip of the pouch in the front this kept everything tightly in place and my cock tight against my body so it would not be so noticeable. Once she slipped on the pink ruffled rubber panties you couldn't even tell what was underneath. Lets try it out! Amber said excitingly, Mistress please don't, I said, But in my head I was curious how it worked. Oh we have to make sure its not defective you silly sissy. I could never have imagined something like this existed. I didn't know why, but as soon as she dressing me up my cock came to life. I had read stories about stuff like this and enjoyed reading them but never in my wildest dream would I want to be the one it was happening to. There I stood shaved clean with my rubber ruffled silicone c cup bra and rubber ruffled panties. The smell of the latex was amazing.
Ready Jayne here comes level one, my restraint pouch inflated around my whole package squeezing me and the plug inflated and grew in length and girth. Ohh my Mistress it works it works. Amber giggled don't be such a sissy it has two more levels. Oh Wait you are a sissy or you shall be very soon. She laughed. Actually that will make a nice random surprise for later. She turned it back off and it deflated. Wow that was a relief. Amber slipped a pair of pink thigh high panty hose up each of my legs and then skin colored sheer top with long sleeves and high neck. It all felt so soft against my skin. I liked the feeling. My erection was trying to form, the tight pouch made this frustrating. Amber followed up with the PVC pink sissy maid dress. As she was slipping it up over my legs I was now second guessing myself, did I want to be sissified? I was in a strange way, enjoying this side of Amber. Or could it be I really did secretly want her to do this to me, or was it that I had no real choice given the situation. Either way like it or not I was fucked, this was happening.
Amber was really overly enjoying this she couldn't wipe that grin off her face. She slipped my arms into the sleeves and pulled it up over my new breasts, then zipped it up the backside all the way to the back of my neck. It got quite tight as he zipped it. Oh my Jay aren't you loving all the attention? The shiny pink dress had white ruffled trimmings at the ends of the sleeves, fake neckline ruffles and more at the hem of the knee length dress. Under the dress it was lined with 3 layers of white and pink ruffles that made the dress poof out some. She steps back, I LOVE IT! I LOVE IT, Oh my this is amazing. Oh Mistress I cant go out like this, this is too much. Oh Sissy boy, not to worry you wont be going out like this. Oh thank you Mistress that is a huge relief. I knew you still loved me. I said you wont be going out like this, however, YOU WILL be going out as the complete Sissy Maid package. I will always love you Sissy or not, today I choose Sissy. Of course you do Mistress. Amber pulls out my kryptonite, thick white over the knee slouch socks. Oh sissy you like these don't you. She slowly drags them over my face and head. My cock and balls try to go full tilt but I am stopped by the device I had been fitted with. literally cock blocked!
She slipped them up each leg slow and teasing like. Then came the pink shiny platform knee boots, my socked feet slipped right in and Amber Zipped these up with ease. Soft elbow pink gloves were next. Oh my sweet little sissy bitch you are looking better with each passing minute. Th gloves were so soft, this felt great. She tied a white ruffled choker around the high neck of the dress for looks. Then the apron around my waist and tied in huge bow in the back. All this was really getting to me, so many layers. I was very hot and I was beginning to sweat from nervousness and heat. Oh Sissy you look like your about to cry, its alright if you need to. No Mistress it just a bit over whelming. Your almost done. Lets get you over by the fan and sit you at the vanity. Oh how I have dreamed for this day. I am going to love doing your makeup. Do we have to Mistress. Fuck yes we have to, my sissy bitch has to look good! she laughed. Amber did her version of glamour shots on me. My oh fucking my, you look perfect. Hold on, She grabbed a Pink wig and placed it on my head, then my sissy maids headpiece. Stand up darling go have a look, I walk over to the full length mirror and about lost my mind. I just stood there mouth open in total disbelief. Amber stood beside me me smiling ear to ear. What the hell did you do to me Amber? Jen walks in just in time, Oh just what you always wanted Jayne to be a real Sissy bitch. Wow she cooed, you out did yourself with that makeup Amber he looks legit like a real girl. You picked the outfit Mom, yeah team effort. They high five and I am still in awe. Just standing, staring, they nailed it for sure. The outfit the makeup everything even the white socks peeking out the tops of the pink boots. Amber Whispers in my ear I love you so much for letting me do this. Please let me take you to bed later tonight just as you are, I look forward to being with a woman for the first time. This sounded promising. Yes Mistress anything you desire.
My fate has been decided today I am Jayne, Sissy Sock Maid. Complete utter humiliation. What have I got my self into.