NINE
" just act normal when we are out, I am sure no one will be around here who knows us so we will go to Debenhams, maybe Primark and get you some decent underwear and a better dress. Then we will go to one of those specialist shops – I am sure there will be one somewhere - I remember a friend telling me about the transformation shops around the country, I am sure there is one in Birmingham".. "Err Yes there is ma’am" …. I said meekly… "What … don’t tell me – have you been before ?" …
"Yes ma’am.. About 10 years ago,,"
"well I should have known, Jacky , you are going to have to tell me all about your little hobby.. Most of the MEN at work play golf, or go to the football, but you play Dress Up"
…. She was laughing again enjoying taking the piss out of me, enjoying the role reversal, and making sure I knew exactly who was in charge now…..
, "Ok then, well that will be perfect. We will go there first and get you sorted, as we are going out together on the pull tonight, and I intend to have a fucking ball"...
As we drove, Jan used her phone to google the shop details and soon she had the post code in the sat nav. Then she was on the phone, and managed to agree a slot for a “short” makeover at the shop.
"That’s going to cost you £200 before we start but at least you can try on a few clothes without anyone calling the police" she laughed . I sort of felt relieved that we wouldn’t be heading out in public, but then started to worry about my credit card bill!!!!
I started to explain my situation to Jan and how that I could not afford to take the risk using my credit card as my wife may check the statement, but she was one step ahead of me and proposed that I simply take the cash out on my card.
"Anyway" , she said, "that’s not my problem dear Jack, you’re a clever man apparently, you better sort it out. Now stop fucking winging and I want you to tell me all about your secret hobby. When did you start dressing and tell me every detail about your sordid and deceitful pastime? Did you wear your mother’s clothes when you were young? I want to know everything. Remember, I have seen you picture collection, - so tell me all"
… I started to explain to Jan, how it started when I was in my early teens, but I hid the desire away when married, kids etc, but the need grew stronger, and been able to spend time alone in hotels when away on business made it easy for me , so I had a few makeovers, bought some cloths, and it developed from there. I told her about my fab account, and she told me that she had a profile a few years ago, but not been on for ages, and she immediately went on line, and logged on and soon found my profile …
“look at this profile, wow , - are you shy babe, you keep hiding your face on your profile pictures,,, let’s look at your verifications…bloody hell Jacky, you must be desperate meeting that one, .. oh sweet, very nice… . maybe I should take control of your fab profile, and I could upload some new picture eh..- what do you think ? ….. sure we could get a few men round the hotel tonight we could have a fucking orgy ……. I want you profile password NOW!”…..
“please Jan, I don’t want my face online, if you have a fab account, I am sure others at work will , I can’t risk it, one mistake, ….”…. “for fucks sake Jack, I am not stupid, trust me, but remember, this is not a game anymore, I own your ass now, so do as I say,,, I will not put you at risk, unless of course you keep fucking DISOBEYING ME.. YOUR GETTING ME ANGRY NOW, PULL OVER ONTO THAT LAYBY COMING UP NOW”
She was shouting as I pulled over, this was what I was worried about, Jan can be carless at times, and easily flies of the handle, as she was doing now….
… “quickly, get out and stand by the side of the car, NOW..”..
I jumped out the car, the layby was empty, and she made me put my hands on the roof of the car, …
“she went to the back, found my belt and then came round to me, pulled up my skirt, and started to slap my ass hard with the belt… “OWWWW FUCKING HELL JAN THAT’S ,,OW,,”
“ITS MA’AM, AND YOU WILL FUCKING OBEY ME” ,,
“owwww yes, sorry, please,,, yes I will OWWWWWWW, OOWWWWW fuck that hurts,, Ma’am, there are cars driving past, what of someone stops,,, please ,, OOWWW“..
“SHUT UP YOU SISSY, IF SOMEONE STOPS I WILL TELL THEM THAT I AM GIVING MY CHEATING X DRESSING WHORE OF A HUSBAND A GOOD HIDING. SO FUCK IF THEY SEE, I DON’T CARE!”
And she continued to a few more times, …..
“RIGHT, GET BACK IN ,,, AND NO MORE DECENT”
We continued to drive in silence, Jan kept looking through the fab site as I drove, and my ass felt sore after belting.
Soon we were approaching the shop and Jan was looking for a cash machine.
It was not long before we were walking together down the street towards a cash point. It felt bloody strange, but I did feel safer and less obtrusive walking with her.
The dress sat loose over my legs, and I don’t think I stood out too much.
“Don’t walk like a man, bottom out slightly, feet together, FEET IN, that’s better, no your walking like a tart now, slower steps, head up, keep your stomach in and chest out, that’s better, you look ok Jacky, don’t worry”
God this was hard, but thankfully her mood had relaxed and she was in full on control mode now, her reassurance made me feel better.
Jan stood by me as I took out £300 and she immediately took it from me putting it into her purse.. “I will look after that” she said, and we walked back towards the shop.
It was around 3pm, now, and a very dull day, Thankfully the shop was empty apart from an assistant behind the desk. Jan told me to wait and went to the desk, and in no time she was chatting to the assistant, a dark skinned lady, young, maybe early 20’s, and then an older woman came into view, she looked good, must be the manager, maybe early 60’s..After about 10 minutes or so, Jan disappeared into the shop with the younger assistant and the older one approached me. “Hi Jacky, your boss has told us all about you.. and that you need taking in hand” she laughed. “ Some better underwear and a a corset, and a new dress and possibly a wig, although that one does suit your skin complexion. Mmmm your make up looks good Jacky, did you do this” --- “no” I replied, “aghh thought so,”
“I was escorted to a dressing room, and Clare told me to sit down whilst Jan and the younger assistant were looking for clothes for me. By now I could tell that the Jan must have briefed Clare well, I could see she was taking full charge of the situation, ,,, it was so embarrassing, but incredibly exciting, and to be honest a dream come true..
“I am just going to pop the kettle on, you wait there Jacky”.. won’t be long . “there are some nice magazines on the table, plenty of nice dresses to look at” I sat and waited. The butterflies were going now, I was in a haze of excitement and apprehension, I may as well relax and enjoy this I thought.. . I crossed my legs, my skirt riding up and sat back on the chair and flicked through the women’s magazines, enjoying looking at the variety of clothes, dresses, bags, shoes and make up. Then underneath a different magazine, aimed at transsexuals, one focused on sissy’s and forced fem, cuckold and BDSM. This looked more interesting, and forgetting myself for a moment I started reading some of the articles and stories.
Clare returned after about 10 minutes, and I could hear Jan talking to the other assistant.
“I see you went straight for the kinky stuff Jacky.. emm what would your boss say if she found you reading such material”… I jumped, and as I put it down, it fell on the floor, just as the assistant and Jan followed in behind Clare. The assistant bent down to pick up the magazine and started to laugh. She took it to Jan, who also gave me such a knowing stare. “Yes, I suppose it’s to be expected. He is, as I thought just a weak willed sissy. Can I keep a hold of this”, she said looking at Clare, who nodded, “yes, be my guest, sure will give you plenty of ideas on how to deal with your own little sissy over there.”
I am sure there was heat coming from my face, the embarrassment, the excitement.
“Best get you out of them clothes we thinks” said Clare,,, “don’t worry, I have seen it all before.. from what your boss has told me, there is not much between your legs to worry about”.
“You heard her”, shouted Jan, “time to get you naked”, she said, as she flicked through the magazine with the younger assistant called Amber, , who was laughing with Jan at the pictures of me on her phone no doubt, “OMG SHE IS SUCH A SLUT, LOOK AT ALL THE CUM ON HER FACE” she said as I guess Jan showed her the pics from the garage.
Jan walked to the side of me, and Clare was at the other side. “Now don’t laugh when you see it Amber “, Amber giggled, as they started to undress me. “Arms up”, Clare was as tall as Jan, and my dress came of quickly, a joint effort, keep your hands on your head now, and then off came my bra, Clare reaching forward to retrieve my small breast forms. Then Jan and Clare together pulling down my tights, “no knickers,,, naughty girl” Claire said giving my bare bottom a playfull slap …whilst Amber stood in front of me smiling. Then Amber got down on her knees in front of me to help pull them of my feet, and then I was stood naked surrounded by 3 gorgeous women.
Claire opened a box, and pulled out a gorgeous pair of red shoes, strappy heels, not to high, maybe 2 inches, … “help him to put them on Amber”, and I stood as Amber put these amazing shoes on me, it felt incredibly exciting as she held my feet and put them on. Perfect fit, wow wow wow … “these are a present from me” said Jan, “thankyou ma’am.. they are amazing”.. is said…
This was now my ultimate CFNM fantasy / dream scenario, and with a young woman present as well, I must be dreaming. My cock was by now bouncing about as it jerked to its erection, and I could not hide it. “Your right it is small”, laughed Amber. “I don’t think I would notice it if it was inside me snatch ”… she laughed as she put her hand out and held my little cock between her slender feminine fingers…… she gently pulled the foreskin back, and then let it drop and slapped it gently…
, that felt so humiliating. Hearing a young woman talk so openly about sex whilst laughing at me.
“We are going to have to do something about that,” smiled Clare. “I know its only small, but It will get in the way.”
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