A fictional story about an online relationship which develops into a personal meeting.

It had been a developing online relationship since we first ‘met’ on a dating app for over 40s, several months earlier. I was very nervous online and she valued her privacy, so it suited us to agree early on that we would withhold face pics until we were more comfortable with sharing them. That didn’t preclude other pictures being shared however and as the weeks went by, the pictures and clips being shared had become progressively kinky and fetish orientated. It was clear that there was some sort of connection between us which excited us both, even though it had been purely online chatting so far.

She had loved seeing how I reacted when she first sent a clip showing her bending over and sticking her ass in to the camera as she showed off her body in a shiny black catsuit and boots. She noticed that it brought out a level of worship and deference in my attitude that gave away a deeply submissive and kinky nature that I usually tried to hide. It was something that she had hoped might be in me but it was now becoming much more apparent as she sent progressively kinky images of herself in all kinds of fetishwear, just to gauge my reaction. She had concluded that I was the type of kinky, submissive male that she had fantasised about using and she therefore decided to broach the subject in a chat to test the water.

“So you liked my catsuit?”

“Yes I really did, more than I like to admit,” I confessed.

“Tell me, do you have fantasies about me wearing something like that with you?”

I began to blush and feel extremely coy as I admitted that I really did have many fantasies of her in outfits like those. It was the answer she expected and she turned the screw on me further by making me tell her about my fantasies. I nervously and reluctantly described how I imagined myself kissing her boots and ass in that catsuit, as she paraded around me while I knelt before her, handcuffed and teased.

My fantasies were music to her ears and she became very aroused reading my words as she pictured the scene in her mind. She had began to visualise how she would use my tongue in the scenario I described and it triggered all kinds of thoughts for her about how she would like to dominate me.

This revelation began to change our chatting as she desired to play out more discussions about controlling me and using me for her pleasure, as she continued to test my fetish weaknesses in the weeks to come.

More and more imagery of her in tight, shiny outfits were shared and she developed an increasingly confident persona which became a more domineering and bossy attitude towards me.

She had increased her teasing to relentless levels over the following few months but she strictly demanded that I should not orgasm and that I should address her ‘Mistress’. I hadn’t really noticed how much the control had shifted to her but in reality, I felt desperate to please and worship her more and more.

She taunted me with stories about how much pleasure she experienced from her countless orgasms each day as my frustration and submission grew and my weeks of being denied orgasms evolved into months.

I sometimes thought whether she was just roleplaying but I got the feeling that she was being honest about it all and that she was pleased to have finally found someone that she could be herself with online.

Our discussions had developed further as she had raised the prospect about us booking a hotel room to meet in person, so that she could enjoy my tongue for real. After lots of detailed discussion and planning, we finally agreed to meet at a hotel near her which I would book. This was despite the fact that we still had not seen each other’s faces. She told me that it was more exciting for her to retain that element of uncertainty and anonymity about our faces until we meet in person.

The week leading up to our meeting had been intense. She had doubled down on ruthlessly denying my orgasms and she had become overtly selfish and intensely sexual every day. She began sending daily clips of her masturbating in her latex, leather or pvc fetishwear and she told me that she had given herself multiple orgasms most days as she fantasised about our forthcoming hotel meeting. I couldn’t wait to finally relieve the weeks of frustration she had built up in me.

When the day had finally arrived, I checked in around 7pm at the hotel and messaged the room number to her as agreed, so that she didn’t need to go to reception at all and could instead come straight up to the room. She replied with a list of instructions which she’d clearly given a lot of wondered to.

“1. Strip naked. All clothes must be folded neatly and left on the chair, including your phone. Make sure it is all out of your reach.”

“2. Unlock the door and leave it slightly open so that I can enter freely.”

“3. Get on your knees in the corner which is furthest from the door and face the wall, with only your back visible to the room and entrance door.”

“4. Do not look around the room when I enter. Keep your eyes to the floor in the corner constantly.”

“5. You have ten minutes to get ready and kneel as instructed before I arrive.”

“6. You will stroke your little cock as you kneel there waiting for me. BUT DO NOT CUM!”

“7. When I arrive, you will cease all stroking and place your hands clasped together behind your back.”

“8. You will not speak at all unless I ask you too.”

I felt very vulnerable, stripped naked and kneeling for what seemed like hours in those ten minutes or so, with an unlocked door behind me and my leaking cock throbbing for some attention as I stroked it constantly.

I was relieved to finally hear her confident footsteps striding closer on the tiled floor of the corridor outside and I trembled as the door opened behind me. I remained in my place, facing the wall with eyes cast down and my hands behind me, just as she had commanded.

“Well look at what we have here,” I heard her say as the door locked and she walked over to me from behind. Instantly a pair of cuffs are locked onto my hands behind my back as I fought the urge to look around at her.

“Keep your eyes averted slave!”

I managed to catch a glimpse of her shiny boot to my side as she pulled a leather hood over my head. I quickly discovered that it had no eye holes and it shut out the light entirely, effectively blindfolding me before I’d even seen her properly. The only openings in the hood appeared to be at the mouth and nose for breathing.

I felt her fixing a wide leather collar around my neck which seemed to keep my head upright and a short leash was attached.

She took herself some pictures of me before she moved over to the bed and tugged at the leash.

“This way boy, stay on your knees.”

I stumbled blindly in the hood with my hands cuffed my back as I was unable to steady myself at all.

She sat on the bed and unzipped her knee length leather skirt. I heard the sound of her leather sliding off her legs and she spread them wide aside as she pulled my hooded face in between her shapely, stocking clad thighs.

“LICK!”

I quickly start to lick eagerly as my tongue found her pussy. She immediately began to moan in pleasure, already wet in anticipation as she tilted her head back in response.

She continued to lie back as she commanded my tongue to work harder and her first orgasm began to near very quickly while her body wriggled and writhed on the bed.

She looked down at my shiny, anonymous, hooded face which was unable to see her at all and a wave of orgasmic pleasure built inside her body.

“Ooh. I’ve waited a long time to feel your tongue doing its duty boy!”

“Ahhh, work it slave!”

“Mmm, get that filthy tongue in my pussy!”

“Oh fuck…..good boy….please your Mistress!”

“Arrgghh… don’t stop….”

I continued to enthusiastically lick and it didn’t take long before she soaked my hooded face as she orgasmed in a powerfully loud crescendo.

She pushed my head back to give herself a moment to recover and I tried to move my legs to rest my knees.

I felt a sudden slap to my hooded face for moving without permission and she forcefully pulled me back in between her thighs for me to resume my licking again.

“Am I going to have to strap your legs up too boy?” I figured it was rhetorical as my tongue was busy working again for a few more minutes until she pushed me back again and instructed me to lie on my back on the bed. I managed to lie awkwardly with my wrists still cuffed behind my back and she ignored my discomfort to climb on top of my hooded mouth.

As she sat upon my hooded face, facing down my body, she stroked my leaking cock in her leather gloved hand, keeping it hard and desperate. She smiled to herself at my obvious frustration after the many weeks of strict orgasm denial.

My cock leaked gallons of precum over her glove and I couldn’t withstand the humiliating urge to helplessly hump against her hand. She loved the power she now held in her hand and her second orgasm approached rapidly while she aggressively humped my mouth and gripped my cock.

She suddenly released my cock from her gloved grip to focus totally on her own pleasure once more and I moaned loudly in frustration into her pussy as my tongue worked hard to give her the pleasure she demanded, sending ripples of euphoria through her body.

Her moans increased and the humping became more forceful as she finally trembled with another powerful orgasm, soaking my hooded face once again.

She took a few moments to compose herself after it before telling me to lick her clean. I obediently licked up her wetness and silently wished that she would resume stroking my cock to relieve my desperate frustration.

“Don’t move a muscle boy!”

I heard her get up to use the bathroom, leaving me lying painfully on my arms behind my back on the bed. Still unable to see her I laid pathetically in wait.

When she returned, she told me that she would be staying the night with me and that she now wants to rest after her orgasms. In preparation, she strapped my legs together, leaving me hooded and cuffed as she climbed into bed. She told me that I could sleep beside her in the bed, bound and hooded, on condition that I must not disturb her, otherwise I’ll be put to the floor.

She fastened a cock gag into my mouth and clipped it securely to the hood. A small cock shaped gag now filled my mouth and a larger dildo protruded from my mouth in case she felt an urge to use it during the night. I gasped as she again stroked my thobbing cock and I could feel that her leather gloves had been replaced with latex.

She began to methodically and expertly stroke me, slowly, firmly then easing off to softer up-strokes only, which kept me frustratingly desperate on the edge of orgasm but unable to reach that point of no return. I hoped so badly that she would finally allow my orgasm and I wriggled under her hand desperately.

I was also aware that I was leaking vast amounts of precum again so she stopped stroking to briefly remove my gag and scoop up all of the hot precum that I’d been unable to prevent leaking over her latex hands.

“Lick up all of your filthy leaking boy.”

She forced her fingers into my mouth and erotically probed my mouth with her latex fingers.

“Suck it all off, dirty boy. You can’t seem to stop yourself from this pathetic leaking as you lie here next to me. We therefore can’t risk letting your hands free. I don’t think you’d be capable of keeping your hands off that little cock.”

Seconds later the gag is strapped back into place and I respond with an involuntary moan into it.

“Mmmmph…”

“Oh, you had something to say? I’m sorry boy, I really didn’t come here to listen to you. I think you may have mistaken me for someone who gives a fuck what you think!” She laughed to herself.

She stood up again momentarily and dragged me down the bed a little, so that my hooded face would be lower than hers, more in line with her breasts when she laid back into bed.

Before she got back in the bed however, I felt her latex hands at my cock and balls again but with a more purposeful manipulation of it. I could feel my cock being forcibly rammed into something metal as a metallic loop locked around my balls. The tight grip of my cock doesn’t let up as I heard a click of a lock.

“There, that will help with your temptation to try rub that little thing against me. It’s a chastity device boy. An ingenious little device and this one is one of the more secure, inescapable devices. It’s very expensive but I wanted to give you a nice gift to thank you for this lovely evening.”

I panicked as it sounded like she wasn’t gonna remove it.

“Mmmmph pmmf…”

She burst out laughing and told me to shut up or I’d be spending the night on the floor.

She then disposed of her latex gloves and got into bed, wasting no time in getting comfortable to sleep as several hours had now elapsed in the blink of an eye since her arrival.

She left me helplessly throbbing and leaking, lying on my back, hooded, gagged and bound with a tight metal chastity device gripping my cock mercilessly. I tried to move myself nearer to her but she angrily slapped my hooded face and told me that I’d be severely punished if I tried that again.

I whimpered helplessly as she drifted off to sleep, leaving me to a long and restless night. Occasionally I felt her hand tickling my body as she stirred and I whimpered quietly in response.

As morning arrived, she awoke feeling horny at the sight of me totally bound helplessly beside her and she took some pictures of me lying so helplessly there. Eventually I felt her mount my hooded face for her morning orgasm as she climbed onto the protruding cock sticking out of my mouth.

Humping hard on my hooded face, she berated me for the leaking that again started dribbling from my locked cock again.

“You really can’t control that little thing can you boy? Absolutely pathetic. Well if you can’t control it, I’ll have to. I think a few months without your incessant wanking might be needed, don’t you?”

“Nmmoooo Mmphh,” I tried to reply beneath her humping body but she just laughed to herself again as her pleasure grew.

“Mmm it seems that I don’t need your little cock to please me at all boy… I’m going to have yet another orgasm on your hooded face without even needing to touch your leaky mess.”

“Ooh.. oh.. oh.. I’m going to cum boy!”

With an intense moan, she enjoyed yet another powerful orgasm.

“Ooh that’s a lovely to start the day isn’t it boy… well it is for me anyway. I couldn’t actually give a fuck what you think!”

After a few minutes to calm down from her bliss, she ordered me to my knees and removed the gag. She instructed me to remain silent as she pulled my leash towards the bathroom. I struggled to keep up, blindfolded in the hood, still aching in my bondage with my wrists behind my back and my legs and ankles still strapped together.

She positioned me to kneel alongside the shower cubicle so that she could masturbate while looking at me as she took her shower. I tried to beg for more freedom to move and to finally see her but this just angered her and she quickly fixed the gag back into my mouth and slapped my hooded face, telling me that I will regret my insolence.

I kneeled there listening to her showering and heard more moans of pleasure again as she gave herself another orgasm as she watched me.

After her pleasurable shower, she dried herself and got dressed and made preparations to leave. She pulled my leash to lead me back on my knees to the corner of the room, again facing the wall where we had met just 10 hours earlier.

Standing behind me, she removed the hood but instructed me to keep my eyes down all the time.

I then felt the cuffs and collar being removed and she told me that she will be leaving me like this but the chastity device will remain locked on me until our next encounter. I tried to protest and she immediately cut me off, telling me that another word will get me punished. She told me that there was no point in whining about it as she didn’t even bring the key for the lock on the chastity device. It was clear that she had no intention of removing it, whatsoever.

My heart sank as the realisation hit that my frustration was not only NOT gonna be relieved but it would now be prolonged for a period outside of my control.

She spelled out clear instructions for me to stay in position for ten more minutes before I was allowed to move and she left all of my clothes tied tightly together in knots, just to slow me up significantly in getting dressed and out of the room. She knew that this would prevent me trying to follow after her.

Before I could ask any questions the door slammed and she was gone, without me even seeing her face or even her outfit.

I realised that I had totally underestimated this lady and consequently, I was now left with a very frustrated cock, locked up in a metal chastity device until she decided otherwise.

I was soon messaging her however, begging to meet her again, as soon as I was able to untie my clothes and discover my phone…