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How the sissy fuckwhore became an anal slut. The faggot bitch loses his virginity.
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Well certainly not a romantic, rather a rather seedy little story. I had far too much freedom as a teenager and got up to lots of stuff I should never have done . Friday night was Wendy night, my parents had taken to heading out straight from work first for a meal then pub followed by a club never arriving home until 3 to 4 am Saturday morning. I had dressed fully for years in my mothers clothes and had taken on a whim to travelling by bus into Perth and mincing around a local park (North Inch) in a tight skirt and high heels. I had my own long hair in these days I could style like a girl and obviously at that age had no problem with passing as a girl.
I soon learnt, not to wear stockings if my skirts were short and tight, but to wear tights with a pantie girdle to hide any bulges over the top, and never the sexiest highest heels, but something lower.
Anyway to cut the story short I became a cocksucker(that's a chapter in my book all by itself) and was popular with men who cruised the park for sex after dark. I wasn't fussy (nothing has changed there) would suck anyone who wanted me on park benches, in the bushes and in public toilet cubicles.
Found myself my first boy friend. He was 22 , cute but muscular with a massive cock that I adored. I could not be bothered with other guys , if he was out that night I spent hours worshipping his throbbing manmeat and guzzling down his cum. From the start he wanted to fuck me, but the thought of that thick cock stretching my virgin ass hole was kinda frightening so I put him off for a few weeks.
However one evening I found the idea appealing and promised he could take my virginity the next time we met.
The next trip out rather than tights and pantie girdle Ii dressed in one of my mothers open bottomed girdles with a pair of her best stockings and a pair of her higher stilletos . My feet were getting too big for most her shoes and they hurt but jut felt it was worth it. I wore a slightly longer skirt .
I met my guy at our usual bench , and kissed while I stroked his monster through his jeans while he stuck his hand up my skirt and fondled my sissy arse. It was already getting dark , but as we were too close to where people would pass I suggested we moved to a bench in the centre of the park by the adjacent golf course starter hut(where I sucked my first cock) where I would suck him then bent over the bench he could penetrate and bugger me without being seen. He had other ideas and led me by the hand to the gents public toilet near the cricket pavilion (both now demolished) .
I had already established a love affair with public toilets, the click click of stilletos on concrete or tiled floors, the smell of piss and sometimes sperm lots of sperm , I had guzzled down many a load in that loo, and somehow was glad I was to be first fucked there, it was all so exciting yet seedy.
The toilet was a well known cottage, I knew there was action inside by the lookout standing just inside the doorway. There were 4 men visible inside ,by the long urinal, it was obvious our arrival had interupted their play. Someone was being buggered very hard in the first cubicle , the low moans of pleasure being almost drowned out by what I soon learnt was the slap of cum filled balls against a naked arse. I recognised two of the men by the urinal , who seeing it was me turned round properly to show their erect cocks sticking out of their trousers. I stuck to my boyfriend like glue but he encouraged me to go down on one of the men, so there I was standing in the middle of a gents toilet sucking cock, wanking another then another while my bf lifted up my skirt from behind to show my naked arse. I so wanted fucked , so turned round begging to suck him while the guys were all over my bum with their hands everywhere.
My bf was brick hard and I was then led to a cubicle told to bend over and grip the toilet seat. Something slimy was happening at my bum, I learnt later I was being lubed with vasline. Up went one finger, I just about jumped out my skin, then two I pulled away. Then gripping my thighs he attempted to penetrate me. The cock head just stuck it was not going there. The men behind were telling me to relax , but no way would my body open to let this massive thick rod inside me.
We tried we tried, I was just aware of lots talking and movement behind me, then red hot poker up my bum. It was horrible, I felt I was spilt in half and wanted to shit. I was buggered fast and violently , it was sore as hell but he only lasted about a dozen thrusts then came inside me , I felt sore but kinda wet and weird I felt the cock shrink inside me , pull out then in no time was back in, this time it was less sore yet felt somehow different. He last longer but not much , I was filled again when his cock was pulled out I felt a wetness pouring over my balls.
I heard someone say. "No more the bitch is bleeding like anything".
So I was , my sissy bum was a bit of a mess.
I was helped up and turned round to find my bf and 4 men looking at me. He was wanking his big cock and had a desperate look on his face. I crouched down to suck him ,and he almost immediately came in my mouth. There was so much cum I marvelled as I was sure he had cum buckets already. As I swallowed his load the left side of my face was spunked onto as one of the watching guys ejaculated over me. Another might have done the same but I took him in my mouth and swallowed.
I looked at the remaining two, expecting to have to service them too, but was suprised when one said , "it's ok you've taken my spunk already" ..... and it turned out I had taken them both in my sissy arse.
I had not lost my virginity to my lovely cute young boy friend , but to one of those anonymous dirty older men, who when my bf failed to get his big cock into my virgin bum had taken over and fucked and filled me.
My bum took ages to heal enough for me to try again. I dumped my bf , and in time took up with a dominant man in his 60s who used to fuck me in comfort on his bed. This did not stop me cruising public toilets though , and was still regularly clip clopping across tiled floors , lifting my skirt over my thighs and getting buggered in the seedy smelly cubicles until the web, and found it was much easier to pick up men online and bend over in the comfort of my own home.
Still managed to get myself shagged in a Dundee toilet just before Christmas. It's still a turn on.
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Posted on : Feb 9, 2012
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Commented on Feb 11, 2012
Astonishing story and just adore the fact that you are indifferent to the men who use you - stunning! A cock is all you are interested in - the perfect slut!
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