Becoming a Sissyboi

I suppose I always was a sissyboi it was just that when puberty happened for me around 11/12 I discovered masturbation and I also discovered wearing my older sisters panties and clothes was a real turn on and I had this conflicting attraction to boys and girls but at that age particularly to older very male men who really turned me on when I was around them.

My first experience with an older man was with the father of a friend who caught me and his son smoking in the garden , we'd thought no one would see but we'd forgotten the smell and his father had come home and out into the garden and smelt the cigarette smoke, followed it and found us in the summer house smoking , we'd also been looking through a gay porn magazine so when he appeared in the door way we were well and truly caught.

I'd always been quite attracted to him , he seemed to me an older more dominant version of his son who was my boy friend at the time and I'd always wondered if Andy got his big thick cock from his father , he was angry and told us we were a couple of naughty boys smoking and when he saw the gay porn magazine he called us dirty lil fairies , we were both frightened and he took his leather jeans belt off and sitting on a garden chair pointed to his son and then to his lap.

Andy clearly knew what was expected and stood up trembling and undid his jeans pushing them down with his boxers to his knees laying across his fathers lap , his father held him down and strapped him hard and fast telling him he knew he wasn't to smoke and that he was a dirty lil wanking fairy bringing gay porn into his house.

Andy was in tears and kicking and crying as his father strapped him , I just sat there afraid but also turned on wondering if I was next and hoping I was  , Andy got 12 strokes and then his father told him to stand up his bottom was welted and deep red and as he turned away and pulled up his boxers and jeans I saw that he had a raging erection , his father told him to go to his room and to stay until he was told he could leave.

As soon as Andy left he pointed at me and then his lap , I hesitated and he shouted and I stood up and went over to him undoing my jeans  and pushing them down , underneath I was wearing a pair of my sisters pink cotton panties and when he saw them he called me a dirty lil puff a sissy boy , I pushed them down and my cock stuck up flat against my belly he stared and pulled me across his lap telling me he knew I was the one leading his son astray , he brought his belt down and I yelped and kicked and squirmed on his lap but he easily held me down and he gave me 12 strokes that left my bottom cheeks welted and burning , it hurt but I was also very turned on and nearly spurted as I squirmed on his lap.

I ended up laying diagonally across his lap my thighs spread around one of his , my cock pulsing and throbbing against it , I was sobbing and he told me if he caught me again he would give me 24 , then his hand stroked my burning cheeks and I whimpered and squirmed , still holding me he stroked my cheeks and ran a finger down between them , I squeezed them together and he slapped my burning cheeks and I relaxed allowing his finger access.

His finger stroked down over my anus and to my aching balls then back up and it lingered on my tight rose , I sighed and he rubbed his finger over and around my sissy hole , I bit my lip as he spread my bottom cheeks wide exposing my pussy ring and then he pressed his finger inside , I knew he'd felt the slight stickiness and slickness there and now with my cheeks spread wide he could see what his finger felt I was lubed !. I wriggled and he slapped my cheeks and I gasped and moaned and his finger pressed in sliding into my well lubed sissy pussy easily , I was so aroused first by the strapping and my burning cheeks and being over his lap and now by his finger which had sunk all the way inside my anus , he finger fucked me slowly keep my bottom cheeks open and I gasped and moaned on his lap squirming and lift my hips up seeking his finger.

His finger slipped out and I moaned and he told me to stand up , I did slowly my aching pulsing cock was so swollen from rubbing on his jeans I thought I might cum any second. He smiled seeing my cock and grabbed it squeezing it hard at the base jerking my foreskin back exposing the purple head , I moaned and whimpered as he stroked me a couple of times before standing  up and telling me to sit on the chaise. I watched as he undid his jeans and pushed them down to his knees with his boxers his cock was long fat and uncut and he stroked it looking at me stepping closer to where I sat mesmerised by the sight of his large very stiff cock.

He put the tip to my mouth and looking up I opened my lips and kissed the tip loving the taste and scent , I'd sucked cock before but he was my first older man and he pressed his cock inside my mouth I opened wide until my jaws ached and sucked as he held my head calling me a dirty lil cock sucking sissy boi and fucked my mouth , I just looked up and tried to take as much of it as I could my own lil sissy clit was aching and leaking pre cum , pulsing and I knew I was going to cum very soon.

He slid from my mouth and told me to kneel up on the chaise which I did whimpering as he slapped my well marked sissy bottom cheeks , he was very big and very hard and as he spread my cheeks and fingered my sissy hole I wondered if he would fit, he spread me wide and put the tip of his cock to my now well fingered boi pussy and thrust hard !!!!.

I groaned as I felt the head of his cock sink inside me and then he was all the way in as deep as he could get and fucking me hard slapping my cheeks and calling me a dirty sissyboi and a bitch ! , I was and I was loving it after a few thrusts I sissygasmed spurting onto the chaise moaning and panting so loudly he put his hand over my mouth as he lunged inside me faster and deeper and then he was filling me holding his cock inside me until he'd finished before slipping out.

He pulled his boxers and jeans up smiling and told me not to mention to anyone what had happened , I just nodded , I was in a post orgasmic haze pulling my panties up and then my jeans , he headed back to the house and I followed , he told me I could go up to see Andy which I did and found him rubbing moisturiser into the welts on his bottom , he offered to do the same for me and told me to pull my jeans down , I looked at him and smiled as I did and he saw my sticky limp cock and then as I turned around he saw my cum soaked panties and sticky thighs.

Andy said nothing and told me to kneel up on the bed which I did and he rubbed moisturiser into my welted sissy bottom , then he spread my sissy cheeks and I sighed then gasped as he pushed a finger inside my well used sissy pussy , he pushed my head down and I felt the tip of his hard cock slide inside me and he started to fuck me , he didn't last long before he was gripping my hips and grunting cumming inside me.

We lay on his bed after and talked , he asked me questions and I answered as he held my cock and stroked it and I stroked him , that was the first time Andy's father strapped and fucked me but not the last ...... all the time Andy was my boy friend I was his father's bitch as well.