Part 5
I beat the wife home and ran inside to get changed and showered. The evening went by in a blur. I was consumed by the events of the day.
My phone vibrated. A message and a picture along with it from her. It was me with the first cock in my mouth. “Just in case you were getting cold feet . Make sure your cage is on tomorrow”
“Yes Miss”
Then I deleted it straight away.
The next day I showered and headed into town. Meeting her at the car park. She looked stunning again.
“Right time to take me to lunch sissy boy”
“Ok what do you fancy”
“Oh I’m easy, let’s find an Italian”
She led me to an expensive looking pizzeria and sat down.
“So tell me how you’re feeling about it all now you’ve had time to think?”
“Honestly. I enjoyed it, but I don’t think I want it again”
“Oh are you sure?” I felt her stocking covered foot run up my thighs under the table. She made her way to the cage and caressed my imprisoned cock with her toes. My eyes rolled up as I moaned with pleasure.
“Good boy. Now give me the key”
I semi-reluctantly hand it over.
“See how quick you did that. Tell me again you’re not enjoying this.”
“That’s not what I meant. I did enjoy I just don’t think I can keep doing that. What if I got caught? I’d lose everything!”
“Don’t get caught then”
“Ha easy for you to say”
“Yes it is. As I’m the one in charge. I do want some discretion. I’m a respected member of the community don’t you know?” she laughed.
Her foot ran back up my thighs. She tickled my balls with her toes.
“Ok here you go. Here’s your out. Get up now, take the key, walk away and you’ll never see or hear from me again, I’ll even erase the information I have on you. It will be as if we never met. However if you decide to stay then you become mine for as long as I want you. I’ll do whatever I like with you and invite whoever I want to join us. I promise I won’t hurt you too much and if you do as I ask you’ll never be outed. By me that is. If you do decide to walk away remember that’s it. No more contact ever!”
Here it is my out, I can go back to my regular life. I had some fun, but now it’s time to return to normality. Why am i hesitating?! I know I should walk away, take they key and go, but do I honestly want to leave? Yesterday opened my eyes to a whole world that I had never experienced before and truth be told I want more.
Am I seriously considering this? What about my life? What if someone finds out? Would I care if they did?
The key is right there, just get up and walk away
I’m frozen. She’s staring into my eyes.
“Ok I see the dilemma. I’ll make it more simple for you. I’m going to count down from 10. If you’re sat at my table you are mine. Your life changes as of yesterday and you become my whore. Or you walk away and we have a peck on the cheek and go out separate ways with quite the story for any fellow perverts. 10, 9, 8, 7, 6, 5”
I make a move as if to stand up but my legs aren’t working. I just can’t. I can’t speak. What am I doing? Get up. Walk away. This is going to end badly.
“4, 3, 2, 1. Good choice. Tell me”
I look at her confused.
“Tell me you’re mine, that I can do whatever i like”
Bowing my head looking at the table “Yes I am yours now”
“I can’t hear you. You also forgot who you were talking to”
Looking back up into her eyes “I’m yours Miss” I say louder. Enough that a lady next to us turns and stares.
“My what?”
“Your whore Miss”
The lady almost spits her food out and Miss just laughs.
We eat our lunch and quickly leave.
We walk along the high street. She walks next to me and puts her arm through mine.
“I am seriously glad you chose to stay. I’m going to change your life. For the better. We start with the look” she says as we walk into a lingerie shop.
We’re greeted and exchange pleasantries at the door and she walks in and starts to browse the lingerie.
“Can I help at all” smiles a young girl working there. She can’t be more than 20 years old. Very pretty brunette. She has some incredible curves.
“Oh yes please can you help with sizes”. I should have guessed, but I didn’t and I’m taken aback. I know what comes next.
“Ok if you want to come back here I can measure you up” she smiles at Miss.
“Oh it’s not for me it’s for him darling. My little sissy boy” she points at me as though I needed an introduction
The girl isn’t in the slightest phased and smiles at me. “Come on then sissy boy” she chuckles. I follow her to the fitting room, Miss closely behind. The girl tells me to take my trousers and top off. I do so just stood in my boxers with both ladies staring at me.
“Don’t worry sweetie. I keep it locked away”
She laughs and stares at my crotch.
“Can I see?” She says. Like I’m not even in the room.
“Of course. Take the pants off boy” I look between the two women in front of me and after a moment or two lower my boxers down and get told rather sternly to take them off completely. I take them all the way stepping out.
I’m now standing completely naked apart from the cage in front of two beautiful ladies. I swear I’m in some sort of dream.
“That’s actually quite sexy. Do you let him out ever?”
“Funny story actually. We’ve only just began this journey last night so we’re still learning. Aren’t we slut?”
“Yes Miss” I reply.
“Oh I love it” the girl replies. “If only my boyfriend were so well behaved”
“Well he isn’t the finished article but a few fuckings helped put him on track yesterday”
I am mortified. I’m stood here naked in a public dressing room with two ladies stood staring and Miss casually talking about me getting fucked. I can feel my cheeks burning with embarrassment.
The shop girl gives a cheeky smile and she pulls out her measuring tape.
“Ok let’s get you sized up and get picking some bits” she measures around my waist and writing down the size.
She stops and looks at my covered cock “May i?” She asks Miss and receiving a nod the girl take a hold of the cage. Feeling every inch of it and cupping my balls. “So you can’t get hard at all?” She asks me.
“No” I reply.
At this Miss turns on me “No what? You’ll address all ladies as your superiors from now on slut”
“Sorry. No Miss”
“Oh I love that” the assistant says to my owner. “It’s not often anyone calls me Miss”
“Is that so? Tell me. You’re not at all shocked at all of this, you must be quite comfortable to work in a place like this”
“I am” she replies. “I do enjoy a bit of exploration myself.” The cheeky smile reappearing as they maintain eye contact.
Are they flirting? I’m still stood here naked save for the cage that she still has hand around ever so slightly stroking the exposed skin beneath.
“Maybe you need to join us for coffee” Miss says.
The girl now seems flustered and releasing her hold on me says she isn’t sure. “Yes you are” Miss replies. “Here’s my number. Call me.” Handing over a business card.
“Yes I will. Shall we find some nice sexy numbers then”
“For who” Miss says with a cheeky grin “I’ll tell you what go and find something you’d like to see him in. He’ll stay here to try it on for you. Lingerie or other bits. His treat” she winks at the girl.
“Oh my” she says. “You stay there then I’ll be right back”
Like I have a choice. At least I’m not too near home and hopefully won’t recognise anyone.
The girl comes back 5 minutes or so later. She has in her hands, a lovely matching bra and thong set. It’s lacy and red. With matching red fishnet stockings. In her other hand she’s got a metal butt plug, it seems quite big. A riding crop and a strapon.
“Good girl” Miss says. The assistant beams at the compliment. How does Miss have this effect on everyone?
“I’ve always wanted to try a strapon. I’ve never found a man willing” the young girl admitted.
“There you go then. You’d better call me. There isn’t just a man willing either” she laughs.
They stare at one another. Until one of them tells me to try the bits on.
“What do you think?” Miss says. After I have dressed in the ensemble presented to me.
“I love it” she says. “Really suits you” she says to me. Slapping my arse at the same time. I’m caught off guard and jump a little.
“Can he put the plug in now? I brought some lube too”
“Can you sissy boy?”
“Do I have a choice Miss?”
“Not of course you don’t, but it’s sometimes fun pretending you do” she laughs.
“Would you like to put it in sweetie?” she mentions to the shop assistant
“Can I?” She asks innocently.
“Bend over slut. Let’s see that hole”
I do as I’m told. Utterly humiliated. I hear footsteps outside. They must be able to hear us out there in the shop.
“Everything ok in there? “ another lady says.
“Yes it’s me” the girl replies.
At that she lubes up the plug.andnwith some more wipes it over my hole ever so slightly pushing her long nailed finger in. She pulls out and replaces it with plug pushing against my arse until it starts to slide in. It’s getting bigger and the pain is quite intense. It really is stretching my arse until it pops in and fills me. The pain instantly gives way to pleasure.
The girl steps back admiring the view with a look of glee on her face.
“Don’t worry i took tags off it all so you can wear it away from here” she says.
Miss motions me toward my clothes so I dress quickly, covering my lingerie. The girl takes the boxers and says I can get rid of those if you like.
“Please dear. He won’t be needing them anymore”
She leads us to the tills and hands the tags to another girl working there.
“He’s wearing them all already so no need for a bag” she laughs. Great. Just adding to my emasculation. I take out my card and pay for the items.
The girls snigger as we start to leave.
“I hope I’ll be seeing you soon” Miss says to the brunette.
“I imagine you both will” she calls back after us.
As we leave Miss takes my hand and tells me I’m a good boy.
“I don’t think you’ll get the same reaction from the old dears in M&S do you slut? Let’s go see”
Source: reddit.com/r/eroticliterature/comments/uz7zme/blackmailed_part_5_fdom_crossdressing_humiliation