Ok to start with I am a bit of an addict to this site, been one of my guilty pleasures for a few years.
I have always had a fetish for dressing up since my early teens, stealing clothes from the girls lost and found at school and washing them when no one was home.
I left school and in between studying and part time jobs I volunteer at a local charity store, its not very busy and I am one of the key holders responsible for closing up at night and quite often I stay and do the laundry, check what goods are fit for sale and what we need to bin.
As one of the rotational staff who locked the store down I had access to the clothing when people had gone home, I figured it harmed no one if I choose some goods for myself to try on and wear.
I indulge in some fun in the stores basement, putting on my own fashion shows for myself; tucking the best goodies into a suitcase and burying them in the back of the storage lock up.
I'd like to think after several years I'm quite good at making myself look convincing from the way I keep my body, skinny but toned and my natural long raven hair I can pass for a sexy young woman.
I'm not much of a bloke, too be honest I am a bit femme and never been one of the boys, but my ma was always good to me and encouraged me to want what I want.
I dont want a sex change or anything as I am quite heppy with who I am, I dont make a song or dance about what I like to do behind close doors.
So on this went for several months, enjoying myself in private; doing as many late closes as I could. I often searched for outfits in my size, from dresses and skirts to more slutty looks.
What I never knew was that the manager of the charity store had several hidden cams to monitor his staff I only thought he had camseras on the shop floor and tills; it all came to light when he stayed late and asked me to come into the office and talk.
Ray started out by saying how impressed he was with my volunteering and would look good on my references in the future, he talked about how stock management was important and how he kept tabs on what they had coming in and out.
He then pointed to his laptop's screen showing the hidden cameras he had set up in the basement and storage, I figured out pretty quick what he was going to show and there I was several different pictures of me scrolling over the screens.
Whilst I watched he had put 2 documents of the table and then turned the screen off, Ray explained as I sat there nervously fidgeting that one held resignation papers with no references and even though he couldnt give a bad reference he would make his points clear to them on trustworthiness of my character whilst working the other held photos and evidence and would go to the police.
Ray explained he was the only one with the knowledge of this, he offered me the choice of accepting my resignation, If I fought him on this then he oculd take the evidence to the police and as a small town it would get out or I could stay here working and playing if I attended to his needs as needed.
I sat there still fidgeting as I thought this all out, how to explain me leaving with no real reason, the police option was so bad I wanted to puke, but the final option left me questioning if this was worth it.
Ray sat there, his fingers beating out a rhytym on the desk as he just sat and watched, his other hand began to rub his crotch. Now Ray is not unattractive but he is not what I would usually fantisize about, he's late 40's, slightly tubby with heavy hands and a lumberjack look to him.
It felt like time was going so slowly as between the beat of his fingers, the ticking clock and my own breathing I sat there trying to decide but honestly I knew what I would end up doing; so after what felt like minutes I told him I would take option three.
Ray really smiled and said I made the right choice, telling me to wait there whilst he locked the paperwork and dvd of the cctv away as he said he may need it in the future.
I swallowed as he pretty much had me right where he wanted me and no one knew the code to his safe, I was screwed.
Well we then went down to the basement and he told me to get my suitcase out and then get my cute ass over to the worktable.
What followed was him going through the outfits, boots and selecting what he thought would look good for our first time playing.
questions about how long had I been a sissy to how much cock had I taken, told him since early teens and I had never been with a guy that far, i had sucked a guy and been kissed but thats it.
Ray licked his lips and said he would be happy taking my butt for a ride; and then he ordered me to strip.
With some nerves but also intrigue I stripped my clothes before placing them to one side; Ray walked around me admiring my hairless body, saying how cute my butt was to how small and pathetic my little sissy boy cock was.
I shivered as he started to rub and pinch my nipples as he told me to stay still, his meaty hands grabbing my cock and pulling hard on it causing me to scream which earned me a slap to the butt for reacting so loudly.
I was encouraged to relax and enjoy being with a real man, he kept saying how sissy's needed to be owned by a real man, kept going on about submission and being a good sissy.
Eventually his inspection ended and he told me to dress in the leather knee high boots, stockings and black lace ensemble, he then pointed out the black mini skirt, red blouse and black long coat saying I had 20mins to be ready and should be ready to leave for his once he had finished locking up.
I said I had never been out in public before, but he laughed and told me had the photos and would send them to the police.
I scrambled into the outfit and quickly put on some make-up before I rang mom and said I was probably going out for the night and dont wait up. I kept my voice as steady as I was able to and she chuckled and said I needed to get out more anyways.
Checking out how I looked, and I quite enjoyed it; it wasnt too slutty and no one would see it was me, I looked to different from the skinny nerdy guy that kept to himself.
I heard Ray shouting and with one final gulp I headed up to my new 'lover'.
I asked about my clothes and he said he would sort it and to get in the car, I saw him grab his bag and stupidly assumed they were in there.
During the drive, he spoke to me like we were on a date; talking about how great we would be and what kind of treats did i like, it dawned on me this wasnt going to a one or two time thing.
His hand kept sliding up my leg as he made sure my attention was on him, eventually we made it to his house and quite quickly I was in his house and being led to the bedroom.
With some force I was pineed to the now closed bedroom door as he shoved his tongue into my mouth, one hand grabbing the back of my neck holding me locked into the kiss as I started to kiss back.
His other hand was slowly rubbing my arse as he traced a line down the skirt pressing it into what would become his favourite hole.
after a few minutes of his grpoing and kissing he pulled me off the door and ..(continue confession)
