Tickling his prostate

As I have become more comfortable and confident with my dominant persona the relationship with Billy has broadened and the initial reason for our meetings become long overlooked. I had never successfully milked him and this irked me so I decided it was time to try again.  A text was sent and a time specified for us to reconnect. 

I carried with me a small bag with a vibrating prostate tickler that he had never previously seen, a short length of rope and my favorite leather strap.  The strap wasn't really needed but I like to feel it in my hand and it could always be used to bring him back into line if he misbehaved. Misbehavior was to be expected after so many weeks of work coming between us. 

The room was warm when I entered. As he presented himself naked at my feet both my coat and my dress came off to reveal a short slip and stocking tops. He nestled his head between my thighs and breathed deeply. His hands wandered attempting to lift the slip so more could be seen. I reached for the rope and pulled his hands behind him to quickly secure them. 

Today he was going across my lap for a warming hand spanking. How awkward it is for a tall man to fit across the tiny lap of a petite woman. His stiff cock pushed into my legs and I reached a hand under him to grip it hard. Holding fast I began to spank his cheeks making them pink but not warm. Heavens he does squeal and squirm, you would imagine the spanking was being given by a hefty man.

I grabbed the leather strap and let it fall. It is very satisfactory to hear the sound of it landing on flesh. Despite his yelping I managed to give him a good dozen purely for my pleasure.

Billy was released and told to bend over the chair with his legs spread. I reached for the gloves and lube and he understood what was to follow. I talked to him about how long it had been since I had tried to milk him and my desire to try again. I began slowly, circling the outside of his arse with two fingers, drawing out the time before penetration until his body was writhing for it. 

His arse hole was so tight but as my first finger entered he groaned with pleasure. A second finger spread his hole wider and I felt so much more competent to stimulate him. I touched the tip of his cock and let the precum heighten the sensation. My free hand stroked from the tip of his cock slowly back to the entrance of his arse. With each stroke his sense of bliss deepened. 

I took away my fingers and inserted the tickler. Setting it to vibrate I held it in place and continued to stoke his balls and cock. I can only assume that the pleasure was intense as billy became incoherent. 

Two or three times I halted this process to present a part of my body to him for worship. First to his great displeasure it was just one pussy lip. He got roundly castigated for complaining and replaced his sulky look with one that was more appropriately appreciative. Another time it was a pretty pink nipple, finally it was my clit.

Each break was just long enough that his arse hole tightened up and had to be reopened. Fingers followed by the tickler. Getting closer and closer to cumming. But I continue to be impatient..........milking did not occur this time either. I wrapped a fist around his cock and gave the instruction to fuck my hand.  Well bugger me! Billy fucked back and forth once or twice and then dropped his load.   

When it was finally possible to get sense from him he apologized, I had just taken him too close and ejaculation was impossible to stop.

Tenga Egg

I bought my first Tenga egg last Easter. The display in my favorite sex shop was simply too clever to resist. But as it is a male masturbation toy it sat on a table beside my bed for many months looking forlorn. It was Sheenv who suggested I should use it on my sub and I wondered why I hadn't thought of this myself. So rather than a treat for Easter it became a present for Christmas.

I sent billy a message telling him I had a special present to give him and that we needed to meet. The date was arranged and anticipation grew in both of us.

I didn't think that a session with the tenga should pass without stiff discipline, billy wasn't going to get pleasure without earning it. I took with me a strap and a paddle to increase the depth of endurance he would need.

Billy was eager to see me, naked and kneeling with a very erect cock. I caught it between my legs and leaned over him to scratch my fingers up his back. I spanked him a little with my bare hands and then ran my hands through his hair to pull his head into my belly.

"Are you going to be good for me today?" He assured me he would be but I doubted him. Grabbing his wrists I fixed them behind his back to remove his temptation to touch. I was in a teasing mood so now he was handicapped I let him nestle his nose against my pussy.

"Would you like some of this for a present?" Oh yes of course he would "you are not going to get any". He groaned a bit and later pleaded but on this day I was resolute. He got close to my scent a number of times to keep him hot and bothered but my taste was out of bounds.

I bent him over a chair to get his arse nicely presented. Beginning with my hands I warmed him up. Left hand on left buttock, right hand on right buttock. My left hand feels better, it gives a harder thump, my right is more slappy. He wriggles and squawks which amuses me. The paddle comes next. I am sure it is more enjoyable for billy than my hands with their variable stoke. It quickly and easily turns his buttocks red.

When I pick up the strap it is with much pleasure. It feels so good wrapped in my palm. I swish it to and fro just enjoying the way it moves. Then, with a gradual increase in strength with each stroke, it falls upon billy. It's tough. He jerks and repositions and needs the gentle caresses I give him between times. We carry on a little longer and despite the rigors of the strap billy remains aroused.

Which is good.

He is carefully placed on the floor and told to lay on his back. I touch his balls and roll them around in my fingers. Then ascertain that his cock is very needy for attention.

As I wanted the tenga egg to be a total surprise for him I fitted a blindfold.

I broke open the egg to find a flexible white sheath on a tiny stand. One side of the sheath was smooth, the other patterned. I took the lubricant and smoothed some onto billy's cock before placing the sheath onto him. Kept compact it just covered his glans and for a while I rocked it in this position. But I was keen to see it covering his cock so slowly extended it down. Stretched out it was much thinner but there was no diminution in effect.

I began an extended hand job.

The sheath made it easier moving smoothly under my hand. My hand grips, releases, grips, releases. It is like molding playdoh.

For billy the feeling is blissful. Relentlessly I take him closer and closer to orgasm until he cums with a huge explosion of ejaculate.

I have never seen him so wasted before. Billy is completely collapsed by the experience. I hold him tightly enclosed for more than five minutes before he can recover enough to be sensible.

"I don't know what that was" he tells me "but it was just like a real pussy"

Consumation

My previous intentions towards billy flew out the window last time we met. There were only two things that I wanted to do to him.....a sound spanking followed by fucking. I'm not entirely sure why I wanted to fuck him, perhaps it was a comment I read on another blog that permanent denial would be completely demoralizing and lead to a gradual loss of commitment from him, or maybe I was just cock hungry. What ever the initiating factor I waltzed into his office brimming with carnal intentions.

Interstate travel by both of us in the previous months had kept us apart leading to an imperative need to hug and touch in reconnection. Usual protocol flew out the window as he wrapped his arms around me and pressed my hips hard up against him. Both fully dressed and feverishly kissing it took time to ground ourselves and put him back into submissive space.

My naked male soon knelt before me and I slid his collar around his neck (with a lovely smooth movement that I was rather proud of). He had purchased a very well fitting blindfold for my use and in no time at all his visual sense was removed. I took his hand and led him across the room to settle in comfort on the lounge. At least I was in comfort but he was across my lap with his buttocks poised for a spanking.

I am not a kind spanker of the sort that I like to submit too. My hands slap and have an inconsistent rhythm. He wriggled and squirmed as each group of slaps rained down on him. But it wasn't all discomfort, he nuzzled into my hips and as his hands weren't secured they burrowed under my bottom to seek out my pussy. I grabbed one, pulled it away and slapped it. That made me smile and want to do some more but instead his bottom got a additional slaps.

But I was needy and when his hands groped their way towards heaven again I let them giving no complaint when he drew down my panties to kiss my pussy. He gave me an orgasm before I pushed him away and stood up. A bright idea involving cuffs had occurred to me. I reached for them and quickly wrapped them around his wrists but they were not secured together. Instead he was repositioned and then each hand was taken in turn and lifted above his head to be link the cuffs to the legs of a chair.

Tweaking his nipples almost toppled the chair so I teased them with glee as he learned to keep still to be safe. More teasing was in order. I lifted the blindfold and asked if he wanted to see my pussy and then gave him a momentary glimpse before the blindfold was lowered.Did he want to fuck me? But naturally he did and I am sure he couldn't believe his luck as a condom unrolled down his cock.

The truth is that this was the very first time I had fucked a man with only my own pleasure in mind and scant regard for his feeling. Phenomenal to have a man, so perilously secured that movement is precluded, provide a cunt filling seat. This was not fucking as he would do it. Gentle movements, ripples, shimmering from my torso whilst my hands slammed down on to his chest as orgasm came closer and tension rose.

I removed myself, stood and once again lifted the blindfold. "Do you like what you have done to my cunt?" he was asked as I showed it to him. "Yes, Yes but I want to fuck you hard" his only reply. Darkness was given to him again and I paced the room regretting not bringing any tools with me. Then I strode over to his pants and stripped off the belt.

Back with billy I twisted his hips so the belt could fall on plump flesh not bone. Each side was done and then done again with a few desultory taps on his cock for amusement. I didn't think that he should have too much pleasure and I gained so much from standing astride him wielding his own belt against his flesh.

His cock was still waiting and it was mine to use again.

It felt so good. I wanted to watch his face and keep watching as he got close to orgasm but my body took precedence. Shaking and moaning I let myself go but my cunt barely moved against his cock. Tight, hot, wet it captured him and held him tight. Until I collapsed onto his chest with total abandonment. Then his hands gripped me, firmed me on top of him so that he could begin to fuck how he wanted to. Harder, faster, finish.

Separation came slowly.

Putting the rope to use

The hours spent immobile as a model at Shibari school has given me knowledge on how to tie a simple chest harness and I was keen to try it out. My sub billy was the obvious choice for a guinea pig so when he begged for a meeting between us I graciously set a time. In to my bag went a few lengths of black cotton rope, a flogger and a strap and just for fun I added some chopsticks and two hair bands.

It has been several weeks since we last met and we were both desperate to smell and touch each other. As I stood over his kneeling figure his face fitted close into my belly and the re-bonding took place. I slid my cool hands over his shoulders and relished the contrast in our temperatures. Stepping around to view him I traced a track over his body with my nails. There would be plenty of opportunity to spank him later when he was firmly bound.

First I put a blindfold on him, I wanted to delay the moment of recognition of my intention. I took the first rope and shook it out. Standing behind him I reached for his wrists and drew them back. I believe it gave him a slight shock to have his arms positioned and then feel the rope winding around. Remembering the importance of drawing the rope across the body with intent I wound it twice around him beginning the two rope takate koti. The second rope was added and I continued until he had a secure harness around him.

He looked fantastic.

Now he was vulnerable and I was at liberty to play with him. I began with the chopsticks. Laying them along his cock they were secured with the two hair bands. This made his cock a rigid structure rather like a gear stick so I took hold and moved it around. Lifting it higher I realized his balls needed decoration and looked about for some pegs. Finding them a few were placed on his scrotum and they added to my pleasure.

Billy was told to bend over and his bottom was pushed out for a spanking. At this point the harness became useful, I took a firm hold on it and billy was braced for a good long spanking. I began with my hands and made billy squawk as they stung down on his cheeks. But I was only warming them before taking the strap and applying it with gusto. I loved the sound of the thwack it made each time it landed and being fully aware of how much bite it gives gained much joy from swinging it. I didn't forget his decorated cock and balls, they got flicks from my fingers from time to time.

When the spanking stopped I was as warm as billy so he received the welcome news that he would be rewarded. He was repositioned and I took a Queenly place at his head. Following instruction his tongue was gentle on my pussy until the heat in me boiled over and he was told to move faster and harder. I ground against him and then fell back replete with bliss.

The play continued with a prostate massager. As it slid into his ass his groans of pleasure began. They are so different to any other sound he makes. As it became clear that he was close to orgasm I took away the pegs and chopsticks so my hand could slide easily over his cock and balls. Telling him I wanted so see how far he would spurt I told him to cum. His body tensed and then shook as the white stuff flowed.

Removing the rope slowly gave him time to recover. Until at last he was free with just the imprint of the rope remaining on his arms.

Tied up I - Yokozuri

Ever since I saw my first photo of a woman in bondage suspended from a ceiling it has been a strong craving of mine. So when I overheard a Domina talking about the wonders of a workshop taken by Osada Steve I drew closer to listen. Then, and when ever after we met, I offered myself as a practice model. One time she took me seriously and gave me a date and time to join her at Shibari school.

Subsequently it came to pass that my desire was met. The Domina placed me into a Yokozuri, a sideways suspension. What a surprise it held for me. For the first time in my life I have felt my own weight as it pressed hard against suspending ropes. My head felt heavy and I struggled to support it.

She gently moved me and it felt as though I was cradled. Peace suffused me and only the difficulties of the position kept me from sleeping.

We both enjoyed the moment and then I was carefully released, school moved on to another binding.

Prussian pink

The Prussian was the first man I encountered who gained lots of pleasure from nipple torture...on himself. He had nipples which I have since come to recognize as signifying this desire. They were prominent but thin like a skin tag. Nothing like a woman's nipples. When I asked if he regularly clamped or pegged them he admitted that he did.

Clearly I was there to add to his pleasure by taking the control. As I added the pegs one by one to his nipples and the chest around them his eyes took on that special look that comes as a sub surrenders to the pain and sinks into it. I marveled at it, so different to my own experience with pegs.

Remembering how it had felt lying on the pegs I told him to get on the bed and lay face down. I pressed my hands on his back and then slid them down to his buttocks. I was tentative about spanking him but the urge was irresistible. Gradually I increased the force until it was my hand that needed the break. I looked at the ruler and reached for it.

Just as he had done I used the ruler on his thighs making them sting and creating little square red patches. It was more effective on the firm muscles of his thighs than on the softer, squishy butt cheeks. From time to time I would reach up and rub his back and I couldn't help chuckling as I thought of all those pegs.

It was a very simple scene. There was no sexual element although perhaps he masturbated once I left. There though I began the transformation from submissive to switch. Seeing within myself a woman who could glory in the writhing of an enthralled male.

Pegs and how the dark side was revealed in me

Clothes pegs are my BDSM curse. I don't like them. As a Domme I struggle to attach them, grabbing vainly at nipples and ball sacks. It's my nails that cause the problem. They are too long and blunt to manipulate the skin accurately. I certainly understand why some dominant women have long nails on one hand and short on the other but I am too vain to change the situation for myself.

Those few times a dominant male has applied them to my flesh have revealed a pitiful creature desperately calling out for them to be removed and the gentlemen amongst them have quickly consented.

But one who was a switch, and perhaps not a gentleman, did not.

He lured me with talk of shoes. We discussed styles and heel height and how much he enjoyed them. A sucker for shoes and proud of my collection I soon agreed to meet him. Then he introduced a twist alerting me to his taste for pain play. "Let me play with you for an hour and then we can swap" he wrote. I pointed out that I had never been in the dominant position and didn't have any desire to inflict pain. "I can help you with that, give you some direction". With Prussian precision he argued me into yielding.

Pegs, chain and a ruler, they sit innocuously in a suitcase waiting for use. A vibrator too, small and plain and easily overlooked. I learned about each as he brought them into play.

Once the niceties were disposed of, polite conversation, drinks and nibbles, he was quick to begin the torture. Off came my top and bra and on went the first pegs. How hard can a peg on each nipple be? They weren't coming off. Telling me I was made of sterner stuff and more than capable of bearing the pain he bent me over a footstool and lifted my skirt.

The ruler was a surprise. It flashed onto the top of my thigh and bit. It's a nasty little implement. Lots of small bites of pain placed randomly. It does no real harm but like a paper cut it irritates and annoys. I can't wriggle from the ruler as I have to minimize the pressure on the pegs, all the time they are burning into my nipples.

"I might stop if you ask nicely" I am told. So I ask nicely and beg for the pegs to be removed. Excellent, he tells me to sit up and pulls them off. That transient return of intense sensation only indicates relief to me.

The nipples rings please him and they featured in his next stage of play. A short length of chain, enough to link them tightly is attached with the remainder swinging onto my belly. He pulls and I follow until I am standing and breathing hard again. In his hand the vibrator is activated and applied to the chain between my nipples. I almost collapse as the vibration travels deep into my breasts and sensation flourishes. This is a feeling I will want to revisit.

Unlike the next which achieved his aim of activating my sadistic side.

He pulled me by the chain into the walk-in closet until I was positioned under a rail. Unclipping one end of the chain he passed it over the rail and back into position on the nipple. Standing on my toes was the only way to reduce the tension. My hands were placed behind my back "keep them there" he said and walked back into the room. So I teetered on the ultra high heels and worried about his return, I was right to.

A handful of pegs.

The pleading began before he had even placed one.

To no avail.

"Part your legs"

He had to be stern before I complied.

One by one pegs were attached to my labia. I believe there were tears. They bit and burned and in me a red mist grew. He wasn't heeding my cries for relief and as I looked at his impassive face there was the genesis of an urge to see features of pain reflected back to me.


It was time to switch.