I once arranged for a masseuse to come out to my flat in Clapham for what I thought would be a normal massage with some extras, after seeing an ad posted for an "ebony masseuse." What started out as a normal massage ended with an evil twist. The masseuse wasn't "mature" as such, but slightly older than other women I'd met through Craigslist while living in London.
She arrived one afternoon and professionally guided me through that awkward transition from first meeting to being naked together. She wasn't particularly chatty or fun, it was all about the business of getting the massage done.
The masseuse striped down to her loose-fitting white panties, exposing her smooth, trim black body and large breasts. She instructed me to lie on the bed. I was already very excited as I lay on my front and pushed my already hard cock down against the bed for comfort.
She began with a standard massage, slow and relaxing, working my upper back, my shoulders, and my spin. Her oily hands soon slid down to my bare ass and worked on my glutes before sliding her hands down my legs and even massaging my feet.
My legs were slightly parted as if inviting her to get to the good bit, the happy ending, and after working on my feet, the masseuse ended up kneeling between my legs on the bed, this forced my legs to open a little wider.
I gave an involuntary shiver when she lightly brushed my balls with her fingernails. Then again, this time more sustained, she tickled my balls. It felt good, it was relaxing, but also quite a tease. I instinctively pushed my hard cock down against the mattress, almost grinding it in response to her touch.
She then grabbed my cock. I lifted my hips in response, allowing her to access the full length of my cock, although I didn't need to lift myself up much for her to achieve this.
She began to stroke me firmly, almost milking me. She pushed her hand up to the base of my cock, then squeezed her hand and pulled down, in a not dissimilar method to tugging on a cow's udder.
The masseuse skilfully continued to stroke me in this slightly degrading way. I didn't benefit from getting to see her naked body because I was face down in a pillow. All the while, her tight, mechanical manipulation of my cock continued between my legs.
Although writing this now, it all sounds very impersonal and clinical, as a submissive, I found it quite exciting. This woman was very much in control, she was handling my penis exactly how she wanted to, and she had a goal - a final twist.
It didn't take long for me to cum, she tugged my cock and jerked it, milking every last drop of cum out as I shot my load down on to the bed between my legs, like an animal being relieved, but she didn't stop there.
With my cock slippery and wet from my fresh ejaculation, the masseuse continued to slide her up and down my still-hard cock. At first just gentle tugs as if milking out the last drops of my relief, but before long she resumed her tight pumping of my cock, and it responded by staying rock hard for her.
It didn't take long for pleasure to turn into discomfort as the head of my cock became more and more sensitive as it does after orgasm., but it didn't seem to concern her. I didn't dare say anything, but lay there and took it, wondering whether she knew how sensitive men's penises get after they cum.
It sound became apparent that the masseuse knew exactly what she was doing when I began to squirm under her control. As the discomfort grew, I wriggled beneath her, swinging my hips and trying to escape her hand, but the masseuse slapped a hand down on my ass to hold me in place and tightened her grip.
Holding me where I was, she continued to vigorously stroke my aching shaft as I fought back by writhing and shifting, trying to free myself from the torment while at the same time loving the control.
But as my erection finally began to fade, the masseuse seemed to realise her fun was almost over. So in one final assault on my senses, she wrapped her hand tightly around my rapidly shrinking cock, squeezing with enough power to hold me still. Then, with her thumb and the first two fingers of her other hand, she began to firmly rub the sensitive head of my throbbing cock.
She pinched it between her fingers and dragged them down over the head, rubbing as firmly as she could with my cock shrinking away in her grip. The tip was still wet enough for her tight pincer-like fingers to slide over the trapped head of my cock. I squirmed as she stroked me in this way between her finger tips, and the discomfort grew to a new high.
I squirmed and wriggled, unable to take any more. Now my cock was soft, I was able to lift my hips, causing it to slide up through her hand. She was unable to maintain her torturous grip on my short, flaccid length. My soft cock popped out of the top of her tight grip, and I was free.
I rolled over and brought my knees up to protect myself, and the masseuse relented. I lay on the bed exhausted from my struggles, but I'd loved every agonising second of her abuse.
