There was a period of restlessness after parting from my Mistress. I filled this with a bit of swinging and partying, but the random casual sex encounters were very disappointing. More so since the population at large are so vanilla!
As is often the case however, searching in a specific area for what you want will yield results. There are very few ladies who cater to my specific desires, but I found one eventually.
After a brief period of emailing, then talking on the phone it was obvious we had a connection happening. Samantha loved the idea of torturing my balls, telling me how wet she got just from talking about it.
So fast forward to the day of our meeting. As I walk into her parlour I am greeted by a long limbed brunette in tight jeans and knee high leather boots wielding a cane and looking me up and down for a bit. She'd not said a word as yet, marched me to the middle of the room and circled around me. Whack! The cane landed on my arse with a delightful sting.... Her words came frugally, merely telling me to strip naked, get on my hands and knees, now! As she watched me undress, her smile grew as she saw me in the flesh. My low hanging ballbag had her break into a big nasty smirk.
Once I'd assumed the position on my hands and knees, Sam began circling me again, pushing my knees further apart so she could get access to the low hanging balls. Mmmmm, she murmured as she cupped my nuts lovingly, as if weighing them. Next I got an almighty kick from behind though, her leather boots expertly crunching my balls against me. I was just about to say thank you m'am when I got another kick in the balls, this one even harder. Her evil laugh at me sounding winded made me wonder whether I'd be able to handle this brunette... Thank you m'am I uttered.
Mmmm, Sam murmured again in a low voice. Apparently my thank you was both too slow and too quiet. She told me that since I was still being evaluated I best be prompt with showing my gratefulness for being allowed in her presence. And to push her point she now kicked me even harder, now making my stomach churn a little at the stinging pain. I loved it!
The position I was in had shackles in the floor, so soon I was locked at the wrists, ankles and knees. A collar around my neck was next, with three chains attached to the ground limiting my movement severely. A ballgag was shoved into my mouth and a blindfold applied.
For a minute or two I heard sounds of Sam getting out of her clothes. This was soon confirmed when she draped her breasts onto my back, then when she ground her pussy into my head, making my hair damp with her juices....
Click-clack, her heels went on the wooden floor as she resumed her circling. In a calm voice she told me she'd be seeing if I had enough resilience to satisfy her and that today would be a bit of a mean test of my desire to be trained by her. The ten fierce lashes of her cane on my butt confirmed she wasn't joking. Next she lashed my back, then started down my thighs which made me flinch as she came oh-so close to the balls. She grinned as she saw me flinching. So as not to disappoint me, she also caned my balls a few times, albeit in a gentle fashion. Don't worry, she told me, I will make you cry later from pain to these nice balls, as she gave my nuts a firm squeeze.
The cane was then used on the soles of my feet until they felt on fire. Again all I got from Sam was a barely audible grin, now taking on a more husky tone though. Next I felt her thumb and forefinger encircle my balls and she started to pull and squeeze my nutsack. Pulling down as she squeezed she soon got me squirming, then flicking my balls with her finger got my attention properly. Increasing the pulling force it felt so good I groaned in appreciation. An evil laugh followed as she commented that I was enjoying this too much. Promptly she let go of my balls and brought the palm of her hand up into them, smacking them into my body with a rather painful slap.
The rope she used to encircle my ballbag was fairly thick, round and round it went, pulling my nuts further away from my body as she went. By the time she finished it felt twice as bad as my ballstretcher, it certainly had my nuts tensed and ballbag stretched rather tightly!
All this discomfort and your cock is still throbbing, Sam quietly said as she stroked me from underneath. I think you need to be fucked up the arse she said calmly. A dollop of lube and next I felt a dildo being slipped into me. The little one went in far too easy for Sam's liking so next I felt a fat prong placed at my sphincter. I flinched as she pushed it into me, making me tighten up. This brought a fierce response from Sam, not only did she ram at least four inches into my arse, she also slapped my tied up nuts hard enough to start me crying. You will not resist me again, or I will make you really sorry, Sam yelled.
For the next twenty minutes she rammed the eight inch prong fulldepth into me, opening me up like never before. To be honest by this time I was rather enjoying the full feeling in my arse. Sam had worked this out too, so she yanked the prong out of me and gave my rather tender nuts a good slap.