Loading...I met Cathy by chance at a party in Germany seventeen years ago. She was on holiday, and I had been living there for a few years but was moving home a couple of months later. She gave me her phone number, and I called at the first opportunity after getting settled. A visit followed shortly.
I didn’t know what to expect. I probably didn’t expect anything.
I don’t remember what we first talked about at that party – I was well into my beer at that point – or even what we chatted about during the first night at her apartment.
Things quickly became physical, though, and that aspect, always a key to this relationship, has continued to develop.
She had a copy of Exit to Eden, which I borrowed along with some other books of a sexual nature. I’d dabbled in light bondage a few times before, and delighted in teasing and tormenting my “victims” for hours on end. I’ve always derived more pleasure from my partners’ satisfaction than my own.
Given Cathy’s latent interest, based upon her library, it was natural to dig out the restraints that I already had and add to them as we explored the submissive side of her sexuality and the dominant side of mine. Cathy’s toy collection has expanded considerably, too – far beyond her original single vibrator.
There was no way, though, back then that I’d even think of letting somebody tie me down. It wasn’t in my nature.
That began to change a couple of years ago. Perhaps I simply grew curious, or needed some variety, or thought that it would be a good experience for Cathy – or perhaps all three reasons applied.
She seemed reluctant and uncomfortable in the dominant role to begin with, but is much more at ease now. And, yes, I do like it on occasion.
Being restrained is not, in itself, a turn-on for me; rather it pushes Cathy into a more active role and gives me a greater understanding of what stimulates her. I find that very exciting.
It’s not just that mental aspect, however. I do very much enjoy what she does while I am restrained. She has no choice, for example, when she wants her cunt licked, nibbled, and sucked, but to move up over my face and there is no act sexier to my mind.
She’s also one of the best cocksuckers that I’ve ever known, and the only woman who’s ever been able to bring me off through fellatio alone.
Sometimes, when she was going down on me while I was tied, I’d feel a fingertip tentatively wandering ever-so-lightly around my asshole. I said nothing each time, as I was curious to see if she would go any further with that. I also became curious about how that would feel, and whether or not I would like it. I’d read about the effects of prostate massage, but it was not something that I would ever ask for.
She certainly enjoyed a finger or thumb in her ass while I ate her or fucked her, though. She’d also had a couple of toys in her ass and I’d fucked her ass a few times as well, although she could only take that for short periods.
I was sure that she wanted to play further with my ass, but was just too shy.
That changed almost instantaneously one memorable night.
I showed up at her apartment dressed quite normally on the outside. Underneath, though, I was wearing a black leather thong with a rigid, thick leather cup.
I don’t think that I’ve ever underestimated a reaction as much as I did that one.
I’d never seen Cathy’s eyes light up that much. I’d never seen her so excited. I’ve never seen her so aggressive.
She played around with the leather cup for a bit, both outside and in as far as her fingers could reach, and with the straps and buckles both fore and aft as I stood before her. She had me turn around a couple of times during this, with almost constant admiring comment.
And then she had me lie, face down, on her couch.
After caressing my butt for another few seconds, she climbed on top of me, lying on my back with her legs outside of mine.
To my surprise, I felt her thrusting her cunt against my ass.
To my greater surprise, I heard her whisper hotly, right into my ear, “If I had a strap-on I’d fuck you with it”.
I had no idea where that came from. We had never discussed that. I’d never even considered it.
But if she’d had one there, I’d have let her use it.
I’d do pretty much anything, in fact, to cause that reaction again. I’d never seen a woman come so alive like that, and it thrilled me.
And I began to wonder what it would be like to have my ass fucked.
We headed for her bedroom. She pushed me backwards onto her bed, and pounced. The leather jock was soon gone, and my cock buried in her mouth. She devoured me like never before.
For a few minutes.
And then she stopped, leaving my cock cooling in mid air.
I felt her weight shift on the bed.
I heard the jar lid open.
She swallowed me to the hilt again, and then I felt her body-butter coated finger on my asshole, gently smearing it.
I thrust deeper into her mouth as she slowly pushed her finger in, in, in…
It took some conscious effort to relax and allow the intrusion, but I did. I would not admit to enjoying the sensation, but I’m sure that she could tell. It had to be pretty obvious as her slow thrusting and suction drove me closer to the edge.
I needed to be in her, though, at that point so I pulled away, rolled her onto her back, and guided my cock into her slick cunt.
We didn’t last long, as caught up in the passion of the moment as we were. Cathy’s climactic cries must have been heard at street level, eight floors below, as I blasted my seed into her.
I stayed in her until I’d softened, and then we collapsed completely into each other, thoroughly drained. With what little energy we had left, we discussed what had just happened and why. I did not want to appear too eager in my encouragement, but I did hint that if she was ever to buy a strap-on I would not make her investment go to waste and left it at that.
I expected her to have a strap-on waiting for me on my next visit, but she hadn’t. I was, to my surprise, a little disappointed. She did buy a small blue jelly butt plug, though, and we played with that a few times.
I also bought a jelly anal vibrator, consisting of a series of balls that increased in size towards the base, for my next visit. I told her to be waiting on her hands and knees on her bed and naked when I arrived. I played my fingers in her cunt for a few minutes as I nibbled her ass. I lubed her anus and slowly worked the toy in, ball by ball, without letting her see it. I turned the vibrator on as I slammed my cock into her cunt. It was one of our hottest fucks ever.
It wasn’t long before that vibrator found itself in my ass as well.
I was growing tired of waiting for the ultimate, though, yet I still couldn’t and wouldn’t come right out and say so.
I spent hours scouring the internet. I sent her addresses for strap-on websites and sex shop products – harnesses and dildos and such, and we e-mailed back and forth about the merits of each design. All through this I had the most raging of hard-ons, pre-cum flowing in torrents, as the anticipation and curiosity built. My only relief however was what I provided for myself. It was a wonder that I did not wear holes in my dick from my grip.
I was heading down for a visit on St Valentine’s Day. I bought her a “Bend Over Boyfriend” DVD as a present for the occasion, and, a couple of days before I left, she let me know that she’d finally bought a harness. Her local sex shop was out of stock of the dildo that we’d agreed upon, though.
Buying that DVD had been embarassing enough, but actually buying the instrument of my own debauchery as I had to do at another shop en route was far, far worse. “Don’t forget to use lots of lube”, the smiling Sweet Young Thing advised me as I handed over the cash (no credit card with name for this purchase). Claiming that it was for somebody else clearly wouldn’t wash, so I just nodded knowingly as I wondered what she thought of me.
Cathy and I caught up on the latest developments in our lives over a couple of glasses of wine each, and I handed her her present. We didn’t quite get to the end of the DVD before both of us decided that it was time to change rooms. We’d both somehow become naked while we watched the disc, and our arousal levels were high.
I handed her the dildo. She headed for her bathroom to prepare, and I reclined on her bed; my preparations were only mental.
I was hard, and slippery with pre-cum. I stroked myself leisurely, because it felt good and because Cathy liked to watch me do that, as I waited for her re-appearance.
Wow.
She positively swaggered through the doorway, with the biggest grin that I’d ever seen on her. Obviously she was enjoying her new-found studhood. And the purple semi-realistic silicone dick jutting from the black leather harness over her crotch was, yes, hot.
Cathy wiggled her ass, making it sway from side-to-side, and then she made it wag up-and-down. She nonchalantly stroked it while aiming it my way.
There is not a single gay molecule in my body, but I was drawn to Cathy’s cock as I’d never been more drawn to anything else. I was enchanted by the sight. She looked completely different, mostly still female but not all so.
I wanted her more than ever, in every possible way, simultaneously. I wanted to be in her mouth, cunt, and ass at the same time. I wanted to devour her breasts, ass, and cunt in one go. I wanted to feel her cock in my hand, mainly, even as I wondered how it would feel where I knew it would soon be.
I had her lie down beside me. We played with it. I slicked it up with lube and slowly jerked it off. I had her jerk “herself” off while I watched.
And finally it was time for what I’d craved and dreaded for several months.
Neither of us was quite sure how to go about this. There was, yes, some awkwardness on both sides, and a little experimentation was needed, but we finally found a position that would work.
While I’d grown somewhat used to the feel of having my ass lubed up, this was somehow not quite the same. Was there more lube? Or was it all in my mind? I neither knew nor cared.
I was on my hands and knees, in the same crouch that I’d taken Cathy in so many times but this night our relative positions were reversed. It felt wrong but exciting at the same time. My asshole grew cold as the lube evaporated a little of its moisture. And then her fingertips found their target, and slowly but insistently worked their way past my ring.
I knew what was next. Did I want it?
Yes.
No.
But it was too late.
I felt Cathy’s fingers withdraw from my ass.
Within no more that a second I felt the blunt tip of Cathy’s cock nudge up against my not-quite-completely-relaxed asshole, and the first hint of pressure.
I knew that I could have stopped her. I almost wanted to.
I clenched at the wrong time, and suffered accordingly.
“Wait”.
I relaxed once more, and told her to proceed.
The dildo slowly pushed past my sphincter and beyond, I could not close my anus, and that was odd. I felt full.
I was both at peace and in conflict as Cathy’s thrusts increased in depth and frequency. I wished that this had never happened while I hoped that it would never end. It felt good, but not good enough to justify surrendering my natural dominance. It didn’t feel as good as months of anticipation had led me to hope, but the thought of Cathy experiencing what I took for granted made it much more than worth my internal conflict.
My breathing lagged well behind the incredible sensations that Cathy’s thrusting was causing as my mind tried to wrap itself around it all.
I fell forward, flat now, and Cathy followed my descent to the mattress. Her thrusting sped up, and I revelled in it.
And I realized that I’d been thrusting my ass back into her.
Cathy had brought me to several orgasms more powerful than I’d ever experienced before on several occasions. Usually, my orgasms were more of a release from tension than anything else, but Cathy had shown me what was possible. She had totally incapacitated me several times, to the point of paralysis. Rigid, with my jaw vibrating, unable to speak. Washed over in white light, limbs locked and immobile for what, minutes? hours? days?
My orgasm did not hit me quite that hard as I felt her cock force its way towards my throat from within, but I’d probably never let go as much before either. Fucking back on Cathy’s cock had never been so automatic, so necessary, or so powerful.
I exploded into oblivion, my mind shot.
I had no idea where I was.
I was aware, barely, of Cathy’s weight, light as it was, on my back.
I could feel her lips randomly nibbling on the back of my neck.
More than anything, though, I could feel Cathy’s cock in my ass, still now yet deep.
And I knew that we were addicted.