[Non-Fiction] Caught out

[dwedgie]

I had recently moved into a new flat on my own, for the last 5 years I ve worn womens panties at home, only wearing boxers when out. It was a chilly saturday morning in November and I had a few jobs to do.
I was wearing a pair of blue lacy boy shorts that I just about fitted into , with an almost thong back to them leaving my cheeks exposed , became up above my hips so sat above my Jean's I wore over them . Having done all the bits inside I went to scrub the stairs as they were mossey and slippery. I was on the last stair when my new nieghbour came up behind me, we said hello , I had spoken a couple of time ps to her before, as she went to walk away , she whispered in my ear " nice panties , unless you want the rest of the nieghbour knowing , be at mine in 1 hr , wearing what you have on now ". And walked off, blowing a kiss as she disappeared round the corner.
1hr later I'm knocking on her door, she answers it in Jean's and t shirt " Ah good, you came, come in " she said smiling.
I walked in taking off my shoes as I entered , after shutting g the door , she said " that's not all you ll be taking off, strip to you panties"
" What, really? " I gasped
" Yes, you like panties , well you can either keep your secret and strip or everyone will know"
I slowly , nervously removed my t shirt , socks and Jean's til I stood there In my panties with a semi erection .
" not bad , but only panties, and they do not really suit you " with that she dissappeared into a room and returned with some clothes, " put these on , now"
She handed me a red and black set of bra, thong , suspenders and black stockings .
I removed my panties and dressed in the cloths I was given with out protest.
" that's better , i knew you were a sissy when i first met you " she said , then given my bum a short sharp spank , she ushered me into a room, i was shocked and speechless , the walls were lined with " toys" .
" You have choice , go home now in what you are wearing, or be my little sissy and you can go home as normal later, if you stay no one finds out, if you go, well I can not promise a thing "
By now I had a full erection, " I'll stay " I replied.
With that she removed her Jeans and top , revealing a one piece PVC bodysuit and red stockings. "Sissies may not talk " she said reaching for a ball gag and roughly putting it on me, she was stronger then me and I was to shocked to fight it .
Next she cuffed my hands together and bent me over a large wooden box. Taking a riding crop off the wall a holding it in front of my face, " meet my sissie trainer , 10 per cheek for being a mix ute late" she said, what I thought I was not late but was unable to say.
As she walked behind d me she dragged it over my back, It felt sensual , then alternating cheeks she slap me with it , not to hard , but harder each time, after 5 each she said ," well done , no flinching, however they get harder now, and in case you flinch I ll have to tie you to the box" with that I felt straps go round my ankles and my already cuffed wrists were attached to the box, I was trapped, she ran the crop over me, gently tapping my balls, then WHACK, across my left cheek, I tried to move and cry out but could not, then she continued harder and harder, when she finished my arse was on fire.
" You took that better then I thought sissy , your not as pathetic as I thought " she said as she walked out of the room and left me there!

[dwedgie]

After a while, she returned , my erection had gone and pain subsided, I knew I'd been spanked but it no longer hurt as much . She knelt in front of me , " well done , you have passed the first test, if you behave when I release you I ll remove the gag, if you do as I say it won't hurt as much , you may enjoy it , you did earlier!"
I am released from the box, I stay bent over it awaiting instructions.
" Stand up , what are you waiting for" she say sharply.
I stand up and the gag is removed , as I go to ask a question , why, before I can say a word she says" I did not give you permission to talk , hands in the air"
I raise my still cuffed hands and feel her attach them to something , then she walks to the wall and turns a handle ' a whinch , I feel my hands being pulled up, my feet are flat on the floor , but I am being stretched. She then takes something from the wall, a flogger, she walks back to me and whispers in my ear" this can bring pleasure and pain " as she runs it over me and gently whips my back . I start to get erect and she notices, " to much pleasure " she giggles as she whips my back, not hard , but so I know it, unfortunately I continue to grow, 2 whips , hard this time. I Yelp!
" do not make a noise , as if it's not bad enough you have an erection "
" sorry miss " I rep.y
" I told you not to make a noise sissy. " she hissed, she seemed angry ,.whack whack whack each cheek and across my back , harder this time! I felt her slide her fingers into the sides of the thong and pull it down and tells me to step out of it. She disappears for a few minutes, then returns and cups my balls from behind , my erection that had started to subside sprung up again .
She walked round me and taking my by surprise knelt in front of me , putting my hard cock in her mouth, gently biting down on my helmet. I groaned in pleasure, she ran her lips up and down my shaft , taking the full length.
Suddenly she grabs my balls, hard. " enough pleasure for now " she says . I try not to make a noise , but as I was shocked I let out a gasp and Yelp, as I do her grip tightens! Shhhh she says .

[Vodin30]

I like your story. I hope you keep it going. I was actually caught once, nothing like this happened though

[dwedgie]

As she stands up, she reduces the grip she has on my balls, standing face to face , with her holding my balls , my cock hard , she looks down at it and says " it appears my sissy boy likes pain, it looks like it brings you pleasure. " with that she releases her grip entirely. I let out a sigh of relief , to which she says " I'm not done yet, but I think you will enjoy what's coming"
I ve learnt not to make a noise, as it brings pain, but also pleasure!
She walks round me , stroking my body with her hands , before unwinding the winch, leaving it attached but my hands now able to be in a normal ish position. She continues to stroke my body, suddenly she concentrates on rubbing my still sore bum cheeks, moving closer to my anus.
She stops and unhooks my hands before releasing the cuffs , instead fastening a collar round my neck, attached to it was a lead . Looking me over , she says" you have done well, one last thing then as long as you do not make a noise , you can go home, however , if you make a noise , well I think you know theres a punishment "
I nod to show I understand .
She points to the corner of the room , it's barely lit , and says " get on all fours facing the corner " as I go to the corner and get onto my hands and knees I notice a ring in the floor, before I know what's happened the lead is hooked to it.
" off you knees , feet on the floor, feet apart " she says . I do as told , with my feet apart I feel more vulnerable then before.
" just to remind you who is in control " she says as she spanks my bum with the crop, thwack thwack thwack, not to hard , but enough to make me jump.
I hear a noise, metallic , like buckles, I look between my legs and see her back to me, her pert cheeks showing either side of the thong back on her outfit, I see she is buckling something up, as she turns round I see it's a strap on, now I have never taken anything anally before , seeing my look of shock , she says, " don't worry, this is my smallest one, ideal for breaking you in , it won't hurt to much!"
She stands behind me , putting lube on my anus, gently working her her finger in me , it feels odd and cold , after working my anus with her fi ber for a minute or so, she removes it, gently placing the tip of the strap on into my anus.
" all sissies deserve to have a good fucking, here's yours ." She says gently but forcefully pushing into me, as I start to groan , she eases off a bit and says " remember , punishment !" As she suddenly pushes harder and puts the full length in me ! I let out a stifled scream as she pumps my arse slowly but with force!
After a bout a minute she speeds up a bit , I groan in joy, i feel my cock getting bigger, she's using the entire length , the end almost coming out, it hurts a bit , but I also feel in ecstasy, again she speeds up , I groan again . I feel my balls and penis pumping , oh shit I though , I m going to cum!
I can hold it no more , I come , with a massive groan shooting several big streams of cum on the floor, no sooner have I come she pulls out of me, I fall to the floor!
" your final task is to lick up your cum sissy, then , when I m happy it's all gone , we will sort out a punishment ! "
I do as told , licking all the cum from the wooden floor.
By now my penis was drooping, she unhooks me from the floor, makes me stand up and reattached the hook to the wall.
Looking at my penis , she says quietly, " your punishment, is not to cum for 2 days, to make sure you don't, I have this"
She produces a cage, it's made from thin metal bars , is hinged underneath and has a small padlock on top.
Quickly she snaps it round my cock and balls and locks it.
I gasp in shock , and ask " what, why !"
Her reply , " I need to punish my new sissy, I also need to make sure you obey me, come back in 2 days , at 9pm and I ll let you come, you can try to free yourself, but it's a snug fit , and It will probably hurt! , now put your clothes on and i ll let you out" she releases the collar, i take her clothes off and redress , as I'm almost ready she reappears in Jean's and t shirt. " I ll drop off something for you to wear when you come back in 2 days , in case you think you can get it off and not return, there are cameras that have filmed it all and I could always put it on social media! "
" please no" I beg " I ll be here and do as you tell me " I reply.
" your are a good sissy , but need more training, now go home and I'll see you later " she says as she opens the door and pushes me out. The door shuts behind me and I slowly walk home.

[dwedgie]

I walk home, concious of the cage around my cock and balls, it is almost midnight, I had been gone for 6 hours. Once I'm home I go to the bath room and strip, I look at the cage in the hope i ll see a way to remove it, there is none, I m stuck.
I realise I need a pee, I have to pee thru the cage , instead of the usual stream it now hits the cage bars and goes every where , I clean up , have a shower and go to bed pondering my situation .
I wake the next morning with a pain in my cock and balls, I look down to see I have an erection , my cock is pushing on the bars , due to its extended length is pulling on my balls and theres nothing I can do. After a while the urge goes, i get up and go about my normal day , aware of the cage causing slight discomfort.
The next day I return from work and shopping , it's been an uncomfortable day , I had to do my best to rearrange things down there a few times , but nothing helped. On my doorstep is a plain parcel, trainer box sized, I was not expecting a delivery . I placed it on the table and put the shopping away .
I opened the parcel , a note on top of the contents said only "6pm"
I look in the box , on top is a pair of plain black flat ladies shoes , they are my size, I remove them and the next item is a pink Lacey pair of boy shorts, matching stockings, suspender belt and bra. They are all in my size and of good quality. Under these is a black short sleeved mini dress , it has a zip fastening up the back , but is plain , there is also a white maids apron and hat. Then I see the note at the bottom, it reads
" all my sissies must be able to attend to my needs around the house, as I know you are obedient you will now progress to your next stage of training .put your new uniform on and come to mine wearing just that, no coat ! Knock on the door and enter , you will see a chair, sit on it and await further instructions. Reme ber , you are my sissy, I have something you need"
I look at the clock , its 5.20, I get changed and look in the mirror , the dress barely covers my cheeks , it's a snug fit but not uncomfortable. I head out of my flat and walk quickly the short trip to hers in the hope that no one sees, thankfully its quiet and I do not see anyone, I arrive and knock before entering. There in the middle of the hall is a small wooden chair , the seat is lower then normal , the back straight , I sit on it ,its not at all comfortable, I wait for my next instructions .

[dwedgie]

Suddenly I hear her footsteps behind d me . " stand up you worthless sissy " she commands , still behind me, I immediately stand up, she walks round me , examining me from top to toe.
" feet apart" she commands , as she lifts the bottom of my dress, she runs her hands over my bum cheeks , then round to my balls and caged cock, that is getting hard.
" Hmmm I think it's time to release this , drop those panties " she says
I drop my panties to my knees . " that's far enough " she says as she walks over and removes my cage. " pull your panties up " she says.
.
I do as I'm told, no sooner have I done so , she says, " I have inspected how you are wearing your uniform , and it is satisfactory, now you will go into the room on your right and clean the floor, everything you need is in the bucket" I hesitate, thwack, I feel a sudden sharp pain across my cheeks as she whips me with a crop. " now sissy , or next time it will be harder" she says
" sssorry " I stammer, with that she grabs me by the back of my dress , pulling me back and speaking into my ear , says " I do not recall saying you can speak, now clean!"
I open the door and walk into a dimly lit room , it was about 10ft x 10ft bare brick walls and wooden floor . In the corner is a bucket with warm soapy water and a scrubbing brush in. The door closed behind me and I hear a jangle of keys and click as the door locked. " i ll be back in 10 minutes and that floor better be clean " she says.
I get on my knees and scrub the floor, it's not actually dirty, by the time I'm do e the water is still almost clear .
I wait a few minute then hear the door unlock , then the whole room lights up , there are spot lights in the corners of the room, I'm blinded .
The door opens, " good " she says ' " but look at the state of you" she says in an annoyed voice . I look down and see my stockings a wet and one ladders.
" pass me the bucket " she says , I do so . She throws the contents over me " if you don't look after your uniform , you may as well be totally covered in water" she says , i was shocked , i gasped . I was shocked, the dress , my bra panties a d stockings clutching g to me.
" come this way " she led me out of the room , still dripping and into the room I was in 2 days ago.
She led me to the middle of the room . " hands above your head, spread apart and feet apart " she commands. As i do as I'm told, a hood is put over my head and I fell a slight tightness around my neck and here a metallic noise as what I assume is a buckle is done up. Next I head a chain , then feel the steel of a cuff round each wrist and ankle.
Chink chink chink I hear chains moving , then feel pulling o my wrists and ankles as the chains seem to be getting shorter and stretching me. The chains are tight, stretching me, but not getting tighter. I moan as it's not comfort able . " quiet, you really are trying my patience now" she says.
I feel my dress being moved , then suddenly the sound of material being cut, I feel cool air on my back and realize she has cut the back of my dress open, then I feel her cut the back of each sleeve, the dress falls to the ground, in left In only shoes, stockings, panties , bra and suspender belt , oh and hood .

[dwedgie]

I realize I had not put a description of her clothing , she wore thigh high black shiny boots with a high heel, shiny black skin tight shorts, leaving her cheeks uncovered, matching
bustier / corset with 4 buckles up the front, matching mask , which covered her head, with buckles up the back and holes for mouth , nose, eyes and ears.

[ftmsub13]

please keep going!