Let me make it clear from the outset. I'm going to be honest with you. I'm a creep, a pervert and insanely obsessed with ass and anal. Every girls ass I'd admired from a far dreamed about groping it, licking it, spanking it and fucking it. Desperate to try it not long after my 18th birthday I paid for a local prostitute to bend over spread her cheeks for me and welcome an ass filling from my cock. It was glorious best 200 I'd ever spent. However she couldn't resist sticking a finger or two up my ass for pleasure. Despite my overall keenness to give I'd not thought the possibility to receive. Since she was an attractive girl and already given up her ass for me seducing me to try at least was simple. On my back, legs spread she fingered my ass as she wanked my cock. I had discovered a whole new realm of pleasure.
A new craving and obsession began to fester in my mind. Whenever I found myself alone I'd go rummaging through either my mum's or sister's' toy collection. Rather shocked that they all had a kinky side and none where strangers to a little bum fun. I started with buttplugs inserting them wearing them a few minutes at first then those minutes became hours. Finding the smallest dildo between the 3 of them I tried it up my butt. It was tight, sore and initially uncomfortable. To be honest I wasn't sure this was for me but my rock hard cock I got every time I toyed my ass told me different.
My ass eventually surrendered to having it filled in fact it got increasingly hungry. The go to porn category began to change gone had the cheerleaders and lesbian orgies. In came the bi sex, strapon and trans. The spanking porn was still high on my list but they had changed from only girls receiving to boys and girls receiving. Finding myself more jealous of the spankee than spanker. With the new stuff I found myself intrigued and hypnotised by the toys and cocks filling and stretching a tight little hole. No longer I wished for my cock to be in ass I now wanted someone's cock up my ass.
With some searching and Dutch courage I found an appropriate guy to be my first. We chatted online for a bit our kinks fetishes and limits. He seemed pleased and excited about popping my virgin ass. Within 24 hrs I was at his door. Shown to his bedroom where I was stripped massaged rimmed spanked and fucked. Made to be humiliated and degraded as requested I was in love with the pleasure. Worried I made a mistake but knowing there was no going back now. When that cock slid in stretched and burned my hole burring itself balls deep into my ass. I knew it was me. Pumping my ass silly spanking me as he went. Congratulating me for being like my sisters and mum and joining the anal loving sluts club. That comment certainly brought a smile to my face. He pumped my ass full of his cum and wouldn't allow me to clean myself up. Immediately I had to get dressed and go home with his cum seeping out my ass.
For the next couple of months I rode as many cocks I could big, small, young or old. My ass was hungry for them all. My only really request was that I was to be spanked before during and after any fucks. Sucking cocks soon became a requirement for me. I wasn't a fan but pretty much all guys liked it so it was a small price to pay. As for topping guys I did it about half the time only to younger or smooth bottoms. Older hairy guys didn't do anything for me with regards to fucking them.
After a while of randoms I found one older guy roughly twice my age happily married bisexual who had the same fascination and kink for spanking, he was soon to become my new favourite person to hook up with. Telling him about my spanking fetish he's was more than to happy to indulge me. Often telling him I'd been a naughty boy. Needing no more discussion found myself draped over his knee getting a bare bottom spanking. If I had been really naughty I'd would of gotten a rough hard fucking too. For the best part it was just me and him sometimes his wife would catch us but never really reacted just presumed it was the norm. Rarely I would see her or another, boy or girl, bare ass on display having corner time after receiving a good hard spanking. With me trying to be discreet about it all mine were usually spontaneous flying visits. Spank fuck and go. So I never usually hung around to receive a pre longed corner time. Thought it was about to change after one spanking visit.
Asked by my master could I perhaps stay longer for my next visit as him and his wife wished to play together with their naughty subs. The thought excited me and of course I wasn't to refuse. The details, I was given was that I was to wear gym type clothes so short and T-shirt no pants allowed must be commando and to be plugged. His wife would be out with her sub during the day having her fun. The wife sub was a girl that was all I knew.