After removing her cuffs and handing her a towel Cliff offered her a drink,but Emma declined,she felt woozy and just wanted to lie down.
She went upstairs and quickly got changed back into male mode,she left all the clothes on the spare bed and made her way downstairs,Cliff was waiting in the kitchen.
“So did you enjoy that,you seemed to?”
“Erm,I’m still a bit unsure,my ass hurts,my head is pounding,but I’ve also never felt an orgasm like that,i didn’t even know i could cum without wanking”
“Oh i will have you leaking every time,tomorrow I’m going to fuck you properly,you’ll cream your little panties,here take these and pop by tomorrow at noon fully dressed ”
Cliff handed her a bag,Emma took it and made her way out and into her own place,she threw the bag down and collapsed on the bed,she was asleep in seconds.
The dreams that came that night were filled with flashes of sissy training videos,big black cocks pounding away at throats and arseholes,flashbacks of Cliff forcing his meat down her throat,the chemically smelling aroma that swamped her brain,she awoke around 9 am with a sore head,her cock was trying to be hard but was still caged,Cliff still held the key,she wanted to wank so badly but couldn’t,the nights dreams had made her horny as hell,she decided to shower after having a brew,she felt slightly better,and after having some breakfast her head felt so much clearer,she remembered the bag that cliff had given her,she emptied it onto the bed,a blue and white checkered dress,some white knee high socks and red heels,a pair of plain white cotton panties and a brunette wig done into pigtails.she slowly stippled it all on feeling very naughty,and still very conflicted.
She looked at herself in the mirror and felt silly,she looked a little like Dorothy from the wizard of oz.
It was about an hour until she was expected at Cliffs,she decided to have another brew and watch a few videos of sissy’s getting used,some of them were getting hammered good and proper.
The time flew by and before she knew it was time to go next door.
She trotted as quickly as she could manage out of fear of being seen by anyone,she tapped on the door half hoping Cliff wouldn’t answer,and he didn’t,but the door opened and Emma was greeted by a fairly buxom lady with a stern look on her face
“Ahh you must be Emma,come on in then girl,don’t just stand there”
Emma was taken back and was unsure but quickly stood inside.
“Now,my name is Rose,Cliff had asked me to assist you with your makeup and other things,let me have a look at you,yes i think you will make a lovely girl once I’m done with you,follow me”
Emma wondered what was going on,she followed Rose into the kitchen.Rose ordered her to sit at the table,in front of a mirror which stood facing back at her,several little bags placed around it.
“Now pay attention to everything i do,I’m going to talk you through step by step,you will practice daily until you can do it to my standard”
Rose proceeded over the next hour to apply makeup diligently to Emma’s face,she was slow and methodical,her strong perfume overwhelming.
Her large buxom breasts threatening to burst out from the floral blouse she was wearing,Rose wasn’t unattractive,showing signs of ageing,her face stern but oddly cute at the same time.
“There,what do you think?”
Emma stared at herself in the mirror,she couldn’t believe the transformation,it was like a beautiful girl was staring back at her.
“I don’t even recognise myself”
“Good,we will practice applying and removing makeup later,but now i need to prepare you for Cliff,he wants to fuck you but doesn’t want to have to mess about getting your hole ready,so I’m going get you nice and stretched for him,stand up please”
Emma did as instructed,Rose stood beside her and unbuttoned her blouse,her large breasts held in only by a white bra,she slipped down her knee length skirt,letting it drop to the floor,she had no knickers on but instead wore a black leather strap with a hole in the centre just above the entrance to her bald cunt.
Emma wondered what the hell it was,it became apparent rather quickly as Rose unstrapped one side and reached into a bag,she pulled out an average size dildo around 6/7 inches,she expertly slipped the plastic cock through the hole and re attached the clasps,Emma felt a flutter of nerves and excitement,having the buxom lady stood at her side wearing nothing but a bra and a strap-on was a bit surreal.
“Now,bend over the table Emma and pull your knickers down”
Emma obliged,the table hard against her chest,she had to turn her face to the side,Rose was behind her quickly,Emma felt something cold on her hole,Rose began to work the lube in and out with a finger,
Emma was still a little tender from the night before,Rose was gentle though.
“Just relax,don’t tense up and you will enjoy it more”
She sipped a second finger in and worked them slowly back and forth,it felt nice,Emma began to relax and was enjoying it,Rose continued for a few more minutes before pulling her fingers out,she then nudged the dildo against her little pucker.
“”Just relax sweetie,I’m going to fuck you now,take a deep breath and let it go”
Emma did and as she exhaled Rose pushed the plastic dick into her arse,a soft whimper escaped her lips.
“Thats it girl,you can take it,going a little deeper now”
In she pushed,further until it was fully in and Emma could feel skin contact from Rose’s belly on her bum cheeks,Rose pulled back a bit then back in,slowly she began to create a rhythm,the table was rocking as Rose slowly fucked away at Emma’s bumhole,Emma was enjoying the sensation and was moaning with pleasure,this encouraged Rose to go a little faster and harder.
“Good girl,i think Cliff may be a bit more vigorous when he fucks you”
Emma felt like she was going to cum again,but Rose abruptly stopped.
“I’ve got an idea”
Rose pulled out
“Lay on the floor”
Emma did,the floor was cold,she watched as Rose unbuckled her strap on and placed it on the table,she retrieved another sex toy,it was like a double ended snake,bright pink and ribbed.
“No reason we both can’t enjoy this,open your mouth”.
Emma opened her mouth and Rose slipped a few inches in.
“Bite down and hold it firm”
Rose retrieved the strap on cock and then stood directly over Emma’s face,Emma could see her glistening cunt as Rose began to squat down towards her face,she took hold of the double ender and pushed it easily into her wet sex,she sat down further until she was on Emma’s face,she began to rock her hips back and forth,the musky sweet smell was filling Emmas nostrils,it was difficult to breathe,Rose took the strap on cock,leant forward and pulled up Emmas leg,she then pushed the cock into Emmas hole and began to fuck her with it while simultaneously bobbing her ass onto Emma’s face,Roses Arsehole enveloping Emma’s nose,she ramped up her pace,Emma was lost in the moment,it felt so filthy,Rose aggressively riding the double ender while slamming the cock deep and hard into Emma,it wasn’t long before Rose declared that she was about to cum,she came hard,her juices flooding Emma’s face,her body rocked and spasmed,she rubbed her sex up and down her face while her orgasm peaked,still fucking Emmas ass rather hard,after a moment or so she pulled it out and began to rise,the sight before Emma as she did was amazing,a sodden wet cunt dripping juice as the bright pink dildo flopped out,Emma’s makeup was a total mess.
“Oh dear girl,we will have to sort your face again before I hand you over to Cliff”…….tbc
|
