As I squealed in agony at the repeated kicks to my balls by the gorgeous woman I'd met only a few months earlier I wondered if I could handle what she had in store for me this weekend....
It all started fairly innocently, me being a horny fellow and her being that on-the-prowl older woman with a manner about her I couldn't quite place. Ms Margaret Stacey was the section leader which included the mailroom, to which I made regular deliveries as a courier.
The young girls in the mailroom had been teasing and flirting with me ever since I'd started. I didn't think much of it, being 18 and in good shape meant I got my share of attention from women of all ages. But it wasn't until Margaret caught me looking up her skirt as she squatted down near me, a deliberate move in hindsight, that I started down the slippery path I now found myself on.... She'd caught me staring a little too long and instead of making a scene had come over to me once we were both standing up and pinched my nipple between her slender fingers and twisted it until it felt like it was on fire. Seeing my face contort slightly, but also smile broadly she then placed her card between my teeth and mouthed the words 'call me sometime' silently.
So here I found myself a few weeks later, having made love to her so many times already, having taken the kinky road with her and allowing her to tie me up. Legs spread wide by the spreader bar at my ankles, wrists cuffed securely to the chain dropped from the ceiling, blindfold only adding to the agony of not knowing what was next....
It started when we made love the first time, her insistent manner to be pleased her way was very attractive. Always liked a dominant woman you see, but when Marg pushed me onto my back and made me lick her cum soaked cunt clean I knew she was more than just kinky. The enthusiasm I put into licking my own spunk from her dripping snatch sure fired her up!
She followed this by suggesting she tie my hands to the bedposts so she could ride my face at her leisure. Next I find that instead of 69'ing with me, she's squeezing my balls harder and harder. The strange thing for me was that I enjoyed the pain. I'd never thought much about BDSM, but it seemed now I might as well go along.
Fast forward a few weeks more and I found myself in a well equipped play room, on hands and knees and barely able to move. Gagged so I couldn't make too much noise, but not blindfolded. By now Margaret had ordered me to call her M'am, and with the way she was pleasing me who was I to object? Seeing her parade in front of me with the strap-on was a worrying feeling though. But that lasted only seconds, for as she wrapped her thumb and forefinger around the base of my nutsack and squeezed I knew I was running out of options. It was either be tormented by the ballbag or let her fuck my arse with the strap-on.
To be fair, I'd always wondered what it would feel like to be rammed up the arse, but I never realised the pain involved for a virgin like me. Nodding to her repeated questions of more pain for the balls or can I finally ream you, she didn't waste any time and having already worked her finger up my bum with the lube, it took only seconds for the strap-on to slide into my sphincter.
Oh my! The searing pain of being opened up by what felt like a tree! When I moved too much she just reached for the balls and dug her nails into them, thus distracting me whilst she forced another inch or so into my poor arse. In a few minutes she'd fed all six inches of thick strap-on into my virgin arse, and once I'd started to relax I have to admit it was a rather nice sensation. Until she started to fuck me that is.