Literotic asexstories – Taken by Ann Ch. 02 by smutopia,smutopia
Disclaimer: This story is entirely fictional. All characters in this fictional work are over the age of 18. This work is intended to be consumed by adults, 18 or 21 years of age, depending on your location.
Note: This story contains elements of femdom including pegging, chastity and cbt. If these elements do not appeal to you, please do not read.
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It was late in the evening and I hummed a tune as I hurried up the stairs leading to Ann’s flat. Punctuality was something I was known for and today was no exception. I had all the more reason to be on time to meet Ann though because I had a feeling she wouldn’t take too kindly to me being late. As hot as it was to be punished by her, at the end of they day her punishments were measured but harsh and not things I looked forward to.
I rang the doorbell and smiled widely when Ann opened the door for me. She was wearing yoga pants and a long black shirt which reached her upper thighs and had the logo of The Strokes on it. She gestured at me to come on in as she was speaking on the phone.
I walked in as she walked around the house distractedly and began to undress. By the time Ann was done with her call and walking over to me, I was naked and on my knees in the “present” position (kneeling with my hands on my head and legs spread).
Her face lit up when she saw me presenting and she laughed.
“At least buy me a drink first.” She said with a wide smile.
I smiled back but remained in the same position. “Just trying to be a good toy for you, Goddess.”
“Well you might have just earned some brownie points with me for that little touch. Would you have stayed that way if I was on a call for the next two hours or so?” she asked me curiously.
“I assumed you were almost done with the call because we were supposed to meet.” I replied. “I hope I wasn’t keeping you from anything.”
“No no that was just…you’ll see later.” She said mysteriously.
I wondered what she meant but her expression was inscrutable. I’d planned to meet Ann for a light meal and a catchup but had ended up having my cock locked up, my ass fucked and turned into her toy the last time we’d met. I obviously couldn’t predict what she had planned for me.
“Come on then, I thought we’d just talk for a while but you obviously want to get right to the point.” She said, her eyes flashing with mirth as she helped me up to my feet. “Now we’ll have to multi-task. Go over to the wall and bend over.”
I walked over to the wall she was directing me to and bent over, wondering what she meant by ‘multi-tasking’. I assumed she was going to flog me or something but the pain never came.
“How was your week? How’s your course going?” She asked me casually as I stood against the wall, wondering what she had planned.
“My week wasn’t too bad, we just had a few fun guest lectures and a couple of painful assignments. Could have been worse but I’m glad that it’s Friday. The next week is the one whi-OH FUCK”
I’d abruptly stopped and moaned because Ann had grabbed the plug buried in my ass before she thrust it back inside me.
“Continue.” she said calmly, not responding to my sudden moan.
I knew the drill.
“The one which might get a little hectic. I’m on track to make sure it goes well but we sh-AHH.”
This time she’d grabbed onto my balls and given them a quick but hard squeeze.
“We shall see.” I ended and felt Ann pull my hair gently. I turned around and she took my hand and walked me over to the bed where she instructed me to lie down.
She sat on my chest and faced my locked up penis before she started to inspect it closely.
“No problems with the cage huh? You went a week in it.”
“No I didn’t have any problems with it really. Morning wood was pretty bad but I got a bit more used to it as the days went by.” I replied.
“No one caught you either? No rumours about you being in chastity in your college group huh?”
I shuddered thinking about the potential consequences. There had been one situation where I thought the imprint of the cage on my pants could be seen but thankfully no one noticed.
“That’s a pity, I can imagine you stuttering in that cute way of yours as you try and explain yourself out of that one.”
I shuddered once more wondering how one could even explain one’s way out of being locked up in chastity.
“Turn around. Let’s get your poor little cock out of its cage.”
I obeyed her and she casually handled my cock, unlocking the cage and pulling it off. Immediately I began getting hard. The lightest touch sent shockwaves of pleasure coursing through my body. After a week of being caged, I was incredibly sensitive.
She grabbed me by the cock and started walking towards her bedroom. I followed quickly, occasionally having to tiptoe because she’d pull my penis up a bit while walking. Ann was very casual with how she’d dole out amounts of pain and humiliation. Casual about it even.
She guided me to the bed and lightly spanked my ass, gesturing at me to lie down on the bed.
I lay down and let myself relax. Ann pulled out a a pair of handcuffs and some ropes. With that she deftly began to tie me up. I closed my eyes and let her guide me. My hands went behind my head and were cuffed before they were tied to the headboard. My legs too were spread and tied to the different corners of the bed.
I tested my restraints and it was clear that I was well and truly restrained and completely at her mercy.
“Close your eyes and relax. You’re going to be begging and pleading by the end of this anyway.” she whispered, giving me a kiss to the cheek before moving away to admire her handiwork.
Wanting to be a bit of a brat, I thought I’d mess around. It was clear that she was the boss but I wanted to play with her as well.
“Begging you to stop boring me?” I quipped while looking straight at her.
Looking at me with a surprised but amused look, Ann laughed before getting onto the bed and sitting on my stomach, looking me in the eyes. “Where was this bravado when your balls were in my hand and you were babbling away? Well it’s good that you have some fight in you at least. I like my toys to squeak a little before I break them.”
With that she lightly slapped my face once, which I responded to by staring at her defiantly and rolling my eyes.
Ann smiled and slapped my face again, using her right hand to slap my left cheek. She slowly began to slap me repeatedly, increasing the force. While I wasn’t in any sort of pain initially, I began to feel it and it turned into a feeling of sharp pain.
I refused to beg her or apologise. I could take the pain because it wasn’t that bad. My eyes began to water slightly and eventually she slapped me one final time before rubbing my cheek.
She smiled at me, her sweet smile betraying none of the pain she’d dealt me. Leaning lower she kissed me, slipping her tongue into my mouth gently before breaking apart from me.
With that same smile, she spat on my face. I instinctively attempted to wipe it off but my bindings prevented me from doing anything more than struggling a little. I felt it on me and I felt my false sense of bravado disappearing. The message was clear.
“Now close your eyes before I slap you again. You keep them open again and I’ll redirect my slaps to your balls. I’m being nice and not blindfolding you but I can do that too.”
I grudgingly closed my eyes at her words and waited. Ann was happy to keep me waiting. I could hear her moving around the room and occasionally humming what sounded suspiciously like S&M by Rihanna.
I found myself drifting away, not exactly going to sleep but just this sense of calm. I didn’t know what Ann had planned for me but I also knew that she was in control. I was allowed to relinquish control and not worry about anything.
I realised I couldn’t hear Ann anymore since I’d stopped focusing on what was happening around me but I figured she’d gone out of the room. All of a sudden I felt what was unmistakably a very warm, wet mouth enveloping my incredibly sensitive penis.
I let out what must have only been described as a cross between a moan and a squeal which caused a muffled sort of laugh and I looked to see a sight which caused my penis to get harder than I thought it was possible to ever get.
Ann was lying down on her front and had cutely lifted her feet up and was swinging them around playfully. She’d taken off her shirt and tights and was clad in only black panties which accentuated her ass. My cock was in her mouth and she was watching me as she suckled on it.
“You can watch if you want to but that means a punishment after this.” she said, her mouth making a pop sound as she stopped sucking my cock to talk to me.
I was left with a conundrum. One one hand I could close my eyes and avoid whatever cruel punishment Ann had planned for me but I could watch an absolute goddess go down on me.
On the other hand a punishment by Ann was no joking matter. I decided to just focus on the here and now and I nodded to Ann with wide open eyes. She smiled in a way which almost seemed….proud? That I’d make that choice?
I watched as Ann’s head bobbed up and down. She was definitely skilled because she seemed to know exactly what she was doing. She kept an eye on me to make sure she was paying attention to what I liked.
My cock was average to slightly below average in size so she had no problem taking in most of me every now and then. I wondered if she had a gag reflex or if she was just used to bigger cocks.
She also didn’t just stick to one thing. She’d take in my whole length with ease before letting go and then she’d lick at the very tip of my penis. She’d play with my balls every now and then.
Suddenly I felt one of her hands go lower than my balls and I felt her press at my butt plug. She pulled it out causing me to gasp and immediately slipped in a finger into my well lubed and slightly stretched ass.
I whimpered as her mouth touched a particularly sensitive spot while her finger found my prostate and began to massage it.
I hadn’t cum in a week and I felt incredibly turned on. If you’d asked me what I expected Ann to do to me today earlier in the day, I would’ve listed a solid ten to fifteen things before I got anywhere near ‘she’ll go down on me’.
I felt the telltale signs that I was close to an orgasm and from the way my body tightened, Ann felt it as well. She increased her efforts, spitting on my cock and using a hand to touch the head of my penis before she worked the spit into my cock.
“I’m close, goddess.” I whispered, as I felt the orgasm coming. I knew I didn’t have much time. “May I please cum?”
Ann looked at me like she hadn’t heard me and continued to suck, increasing her speed. I didn’t want to cum without her permission so I began to beg again.
“Goddess…..please I’m so close….please let me cum goddess.”
Again she pretended like she hadn’t heard me.
With added urgency, I began to beg louder. “I’m going to cum Goddess, please let me cum. Please…PLEASE….Goddess please let me cum.”
Finally I felt it starting from my cock and going deep inside me. I was almost at the edge. I was going to cum inside Ann’s mouth.
Right when I was there, Ann suddenly pulled away. She pulled her finger out of my ass, moved her face away and just happily watched me.
The orgasm felt like it had been snatched away from me. I was so incredibly close yet so far. I began to subconsciously thrust my hips upwards into the air, hoping for some…any sensation. That would give me that sweet sweet release. But nothing. There was no magic sensation. Ann didn’t put her mouth back onto my cock and take my seed. She watched as I struggled, moaning and aching with need.
I looked at her forlornly. I should’ve known better. I should’ve expected nothing less….but. But being at the cusp of incredible pleasure drains every single thought out of your head other than the pleasure that is oh so close. Ann was never going to give me release but the closer I got to it the less I thought with logic and the more I wanted to believe. The more I did believe that she’d give it to me.
Taking great care to avoid touching my penis, Ann crept over to my side and looked me in the eyes before placing her lips at mine. This time the kiss was more passionate. Less tender. Her tongue swirled inside of mine as she no doubt kissed with the intention of making me taste myself. Ann had been the one on her knees giving me pleasure but I’d learned a lesson. I was to never forget who was truly the plaything. Whose pleasure here mattered. If I wanted an orgasm I’d have to be on my best behaviour, beg, plead and then maybe….just maybe she’d give me one.
Breaking apart from the kiss, Ann straddled my stomach again. I wasn’t close anymore and my penis was slowly beginning to soften. Ann grabbed it, causing me to moan before she pulled it towards my stomach and gently sat on it. This was the closest my penis had been to her pussy and I was rock hard again.
I could feel it against my cock. Ann was wet and her panties were soaked. She sat there watching me, shifting occasionally to watch me squirm. Wordlessly she moved lifted her leg and placed a foot at my mouth.
I wasn’t a foot fetishist but even Ann’s feet were stunning. Slender, unblemished with carefully maintained toenails. She slipped her big toe in my mouth as I opened it as if to welcome the intrusion. I sucked on it for a few seconds, before she moved her foot ever so slightly so that I could focus on her other toes.
She pulled her foot out of my mouth before placing her sole on my face. I licked without being told because I knew it was expected. After I’d slathered most of her right foot, she repeated the same process with her left.
Once she was done, she propped herself up and slipped out of her panties. With mock care and love, she gently opened my mouth and placed them in my mouth. I tasted her musk and I wished I was eating her out instead.
My eyes widened as I felt her pussy lips on my cock. She pushed down and and I felt her warmth. Her wetness around my cock.
She didn’t put me inside her but began to buck her hips, causing me to feel pleasure, albeit in a somewhat reduced way. She knew exactly what she was doing and that orgasm I’d been craving began knocking on the door again.
I whimpered around her panties and tried to speak and Ann used her foot to pull them out of my mouth and place them on my face.
“Mistress, I’m close again.” I whispered, this time knowing that she was not going to let me over the edge.
“Beg for it then my little toy. You’ve been good all week haven’t you? Beg for it.”
Till this point I had no hopes about my release being granted but now I was daring to hope.
“Goddess, please may I cum. I’m so close. Please.”
Ann looked at me disappointedly as she increased the pace of her motions. Grinding on my cock with her pussy lips.
“Goddess…..please please may I cum. I’ll…please let me…goddess…..Mistress Ann.”
With increasingly frantic moans, I tried to convince Ann but once again there was no response. Right when I was nearing the edge. I heard her talk as I did my best to stop myself form cumming.
“You….may…..” she said, slowly as I closed my eyes in elation and got ready.
“Not.” she continued before quickly getting off my cock again and watching me thrust into the air again.
I howled in need and anguish as another orgasm was taken away from me.
Again I went through those emotions. I knew why Ann had tied me up too. Even if I wanted to touch myself I couldn’t.
“Oh hush, I didn’t let you cum because I wanted you…inside me.” Ann purred sultrily as she looked into my eyes.
My eyes widened again and I was about to thank her when she burst out laughing.
“Oh you’re just so adorable. That isn’t happening, my toy. Maybe someday but not today.” She said, giggling as she did it.
My heart sank a little but I should have never been surprised. I didn’t expect to ever have sex with Ann. Well sex with Ann the traditional way, after last week I expected plenty of the unconventional way with her strapon deep in my ass.
Almost accompanying that thought, I felt pressure at my ass before the plug slid back into me.
“Let’s get you out of these restraints and get into the shower. We’ve got things to do.” she said as she started to untie me from my bindings.
I gingerly flexed my wrists and shook my ankles. My cock was still rock hard and it took me a lot of effort to not touch it. Instead I looked at Ann sadly for a few minutes and then began to follow her into the shower.
“Don’t look at me with those puppy dog eyes, I said I’d be punishing you for not closing your eyes?” She said, smiling as I pouted at her.
“So you mean to say you would’ve let me cum?” I asked her slightly surprised and kicking myself for taking the punishment.
“Well maybe not how you’d expect to cum but sure, let’s call it that.” She replied as she switched on the water.
“I mean you literally fucked my ass till I came last time so I don’t know what to expect anymore” I said, subconsciously fiddling with my plug as I remembered the experience.
“Yeah, I didn’t think I’d be able to get you to do that but it was a pleasant surprise for sure. There’s this feeling of power you have when you fuck someone into making them cum uncontrollably.”
“I didn’t know I could do that either but it was pretty eye opening that’s for sure.”
Ann stepped into the water after it was at an approved level of warmth. She let the water run over her body and hair before she looked at me and merely said, “wash me.”
I looked around and found her shower gel and shampoo. I’d showered with women before but this was different in a way. She had given me an order and I had to carry it out. It was hot and sensual but different.
I lathered my hands up with what seemed like a vanilla scented gel. I thought about how ironic it was that a girl as kinky as Ann was using a vanilla shower gel.
I decided to go from down to up. I knelt down and started off at her ankles before slowly going up her legs. I marvelled at how smooth they were and could’ve spent hours just touching and admiring them. I reached her thighs and was suddenly staring at her pussy.
She hadn’t made me eat her out today and I craved her so badly. I looked at her folds and had to stop myself from burying my face in them. Tasting her essence.
Instead I continued with her thighs, making sure to cover every little part of her skin before I started to pay attention between her legs. I made sure to not get any soap inside but I lightly placed my fingers there and gently rubbed them.
Ann moaned and I looked up to watch her with her eyes shut. Wanting to continue my reputation as a brat, I slyly stuck my tongue out and dabbed at her clit before licking her with long strokes.
Ann’s eyes burst open and she moaned and stared at me while I innocently stared back,
“There’ll be time for that later you little brat. Clean me up now.” She said, lightly slapping me.
Pouting again, I stopped licking at her and began to clean the rest of her. Not wanting to risk another punishment I was fairly businesslike after that. I didn’t even squeeze or kiss her ass as I washed it but just moved on to her lower back, stomach and her breasts.
I realized that I hadn’t really held them in my hands. I’d felt them against me but while I soaped them, I felt their weight and warmth. The hardness of her nipple. Like soft globes with diamond tips. While I didn’t exactly want to move away, I went on to soap her arms.
Finally I got to her neck and she gestured at me to stop. She washed her face quickly before handing me the shampoo. I lathered her hair with a berry scented foam and made sure to massage her scalp as I coated her with the shampoo.
When I was done, I washed her making sure to get rid of every fleck of soap before I softly nudged her to show that I was done.
“Before we focus on you, let’s get you nice and smooth.” She said as I got ready to take her place in the shower.
She got out a razor and some shaving cream and first added the shaving cream to the stubble and hair around my cock and balls before she brought the razor close to me.
“Now be a dear and don’t make a single move, just trust me with this.” she said.
When I thought about this later I wondered why I didn’t panic. I was with a girl I’d met for the first time just a week ago. My cock and balls were in her hand and she had a razor. Yet somehow I trusted her.
She was gentle yet meticulous with the razor, making sure to get every pesky hair out of the way. It was intimate and of course, when she handled my cock, I got hard again.
When she was done, she led me back to the shower and began to wash me. Ann didn’t take her time the way I did. She made me raise my arms up and similar to me, she went from down to up. I closed my eyes and felt her pass my ankles, thighs and eventually she got to my penis.
She knew what she was doing and pulled back the foreskin to wash it. Ann took out the plug and put it towards the side before continuing to wash me. Finally she got to my face but unlike when I was washing her, she washed my face as well.
When she was done and the water had washed away all the soap, she handed me a towel and raised her arms. I wiped her and then with another towel wiped myself.
I picked up the plug and walked out of the shower before finding the cage and placing it next to it.
Ann had asked me to bring some casual wear since we were going to a bar close by. Before I changed, I awkwardly wondered if the cage would go back on before we left.
Ann saw me dithering and smiled.
“What’s going on?” she asked?
“Are you going to plug and cage me again? Since we’re going out?”
“I’m sure you already know the answer to that question.”
“I….yeah I shouldn’t have asked.”
“That’s alright. Now bend over and spread your cheeks.”
I obeyed and felt the cool air against my asshole. I braced myself and felt the lubed up plug at my asshole.
“You know what, since you didn’t think to do it automatically, let’s hear you beg a little for it.”
I looked back at her and rolled my eyes a little.
Putting on the sweetest most overtly slutty voice I could I simpered at her, batted my lips and began to beg.
“Oh Mistress, could you please stuff my tight little asshole with your plug. Please mistress I can’t bear to be without it. Fill my slutty little asshole so I feel it with every step I take.”
I was met by silence and I looked back to find Ann with a single eyebrow raised.
“Don’t look back for another second.” She said with a dangerously soft voice.
I gulped and looked back in front already regretting my decision. I heard Ann moving around and figured she was getting a whip or paddle and I’d be unable to sit normally for the rest of the night.
Instead I felt her force me onto the ground. I continued to look in front as she put me on my hands and knees and pushed my legs wider apart. She suddenly grabbed my balls and roughly pulled them backwards before she clamped something on them.
I tried to move but realised I couldn’t. My balls were trapped behind my thighs and I could feel something pressing against the back of my thighs.
“Get up.” Ann said, coming to my front and watching me.
I gulped, knowing what was probably going to happen.
“Get up. Now. Or I’ll take the paddle to your balls. With how exposed they are, you do not want that to happen.”
Bracing myself I tried to get up, propping myself up before raising my back and-
“OH FUCK FUCK AHH” I screamed before I was forced to fall back down.
This had just confirmed what Ann had done to me. She had put me in a humbler.
I’d seen images of them on the internet. The concept was so simple yet so effective. It trapped the balls in such a way that the person would be unable to get up without their balls being pulled. The more you try to stand up, the harder it gets.
“Get. Up.” Ann said with the same soft yet measured voice.
“Goddess. Please. I can’t.”
“Now.”
I tried again with the same result. It felt like my balls were being ripped off the more I tried to stand. I did my best till I eventually crumpled and fell to the floor back on my knees.
“Again.”
I knew arguing was futile. Begging was again.
Five times Ann made me attempt to get up and five times, the searing pain caused me to fall back.
“Goddess. Please. I shouldn’t have mocked you. Please forgive me. Please don’t make me…make me stand up again.”
Ann stared back with a smile on her face, seeming to revel in the pain she was inflicting me.
“Stay right there. Hands and knees. I’ll be back.”
I waited as Ann once again left the line of my sight. Five times of attempting to stand up with a humbler had caused a dull throbbing pain.
“Crawl over here.” Ann said from somewhere and I followed her voice to where she was. She was standing in front of the mirror with her thick strapon at her waist.
“Since you were being such a brat about the plug, let’s stretch you out before putting it inside you.” she said.
I knew better than to argue. Fucking my ass would stretch it out a bit but would also make me a little more sore overall. I’d definitely be feeling it more.
I got in position in front of the mirror and watched as Ann knelt down and positioned herself at my ass.
The last time she pegged me, she started off slow and loving. It was sensual and passionate. She made love to me. Then she got rougher. Harder. She was fucking me. Not making love to me. I had no delusions as to which one I’d be going through now.
She eased into me with her strapon, not wanting to injure me but pushing into me with a consistent pressure. I whimpered as I felt myself being stretched as the invader filled my insides, reaching further than the plug did till finally she stopped. Her hips had reached mine.
With that she pulled back and thrust into me with a roughness and speed I didn’t even think she could manage. I wasn’t even screaming initially at her first few thrusts. My mouth was open and eyes wide, breathing heavily as she ravaged me. I watched her in the mirror as she took me with the practiced ease of someone who had done it several times before.
With one hand she held me as she used the other to reach back and slap my balls, causing me a sudden sharp pain. The dildo was well lubed up and I had been filled with the plug for most of the day but it still felt uncomfortable. It didn’t hurt as much as I expected but it definitely wasn’t painless. She wanted me to feel it but she didn’t want to ruin me.
I squealed in pain and kicked my feet around still trying to get used to the invader that was rearranging my insides. In response Ann reached down and grabbed my balls before giving them a sharp squeeze and a yank. The message was clear. No struggling.
To cement her point, she grabbed one hand and then another, forcing me into the floor and fucking me there. The finishing move came soon after. She snaked her legs around so they were on mine before she pushed them aside, effectively spreading me apart further. Changing her angle so that she was getting deeper inside me, she doubled her efforts.
I lost track of time as I just focused on breathing, watching Ann and the thrusts of her strapon. Suddenly I felt her hand on my head and felt her yanking my hair.
“Are you happy with yourself now?” She asked in between thrusts.
“I’m sorry.” was all I managed in response.
She smiled at that, knowing she’d won that bout conclusively. I had no more fight left to give. The brat in me had been tamed for the time being by the thick cock that was jackhammering my insides.
Pulling out in a single motion, she slapped her cock against my ass before taking off the humbler. I gasped as I felt my suddenly freed balls fall and start hanging low again.
“Now, you’ve delayed us both. I’m going to go get changed. Keep the dildo away and get ready. I want you bent over against the wall and ready for me. If I hear any hint of brattiness, you’re going to feel a paddling when your balls are humbled.”
“Yes Goddess.”
I washed the dildo and kept it away before getting back into position. A few seconds later, I felt the plug against my ass. Ann held it there but didn’t say anything.
“Please fill my ass with your plug goddess.” I said after a second of realization. Sure enough, the next second it was going inside me.
She stepped in front of me and quickly put me into my chastity cage before locking it up.
“Thank you Goddess.” I said, turning around to look at Ann.
She’d changed into high rise jeans which hugged her curves and a black top with a hint of cleavage.
“You look amazing.” I said, as I changed into a casual T Shirt and jeans.
“Thank you, you look nice too but I prefer you with the humbler I think.” she said with a wink.
With that we walked out of her house, hand in hand as we chatted about nothing in particular.
I told Ann about my course and what projects I was working on and she told me funny stories about her workplace.
“Before I forget I’d like to mention something” she said, cutting me off while I was laughing.
“Yeah sure what is it?” I asked
“I like it when you’re a brat. It’s no fun if your toy doesn’t give you any chances to break it.” she said, smiling innocently as we walked along the moon-lit road.
“I don’t think I’m bratty on purpose, I just like joking around and I don’t take myself too seriously.” I replied, blushing slightly.
“Yeah me too. You don’t have to change the way you are.” she said, rubbing my hand.
We reached the bar and Ann took me to her favourite table. I could see why she thought I’d like it. It played rock music but wasn’t too loud, had a very relaxed environment and great service.
Ann ordered us both their specialty cocktails and we lost ourselves to the world as we spoke about our lives, hopes and dreams. Ann was very empathetic and a great listener. I told her about my upbringing and she told me about her own. It was easy to open up to her. When I thought about it though, she’d already seen me at my most vulnerable. She’d literally had my balls in her hand. I’d already physically submitted to her. The openness was just natural.
My train of thought was derailed when I felt her foot against my crotch. Her expression, still inscrutable betrayed no hint of it being placed there. We continued to speak while she’d periodically add some pressure against my caged cock and my fairly blue balls. I kept my poker face on as I spoke, not wanting to show her any sign of discomfort.
“Is your cage on properly” she suddenly asked, while I was sipping on my cocktail.
“Yes Goddess.” I replied slightly tipsy and already certain that she’d follow up with a command.
“Follow me, I’m going to make sure.” she said, grabbing my hand and walking with me towards the toilets.
Thankfully the bar wasn’t too crowded and no one noticed us both head into the men’s bathroom.
I got a slight hit of deja vu as she locked us in the stall and stared at me.
“Get your pants off, we don’t have all day.” She said, tapping her foot.
I quickly took off my belt and lowered my pants and then my underwear, exposing my caged cock to her.
She crouched and quickly inspected the cage. This time she was methodical with her checks. Then she turned me around and pulled the plug out before spitting and pushing it back in.
“Let’s get out of here” She whispered in my ear as she played with the plug in my ass.
With that she left me in the stall and headed back to the table. I pulled my pants up before following her there. By the time I was back at the table, she was paying the bill.
She got up before I could sit and looked at me with a mysterious smile on her face. “Let’s go, we have places to be”, she said with the same smile before she led me out.
She hailed a cab and we were on our way to the undisclosed location.
“Where are we going? Are we pub hopping or something?” I asked.
“Shhh. All will be revealed.” she replied, looking outside her window.
It was a short drive there, maybe fifteen minutes at the most. Ann spent most of it talking about some of the places we passed by.
Finally we’d reached a rather ordinary looking building which seemed like a nightclub from the exterior. Ann paid for the cab and we headed towards the entrance where there were two men who looked like bouncers.
Ann held my hand quickly forcing me to stop walking.
“Before we go in I need to tell you what we’re doing.” She said seriously while looking at me.
“Inside is a BDSM club. It’s very exclusive and I’ve been going there for some years now.”
I gasped, already asking a thousand questions in my mind.
“Before you ask any questions hear me out. Everyone respects privacy there. Most people wear masks and I have one for you. I asked a friend of mine to get you some appropriate clothes though loads of people don’t wear anything. Engaging in play is optional and a lot of people just hang out, talk and drink. I trust the people there and I feel like you’ll love the experience.”
Listening intently I realized she’d answered the majority of my questions. I trusted Ann and in my slightly tipsy state, the thought of the club excited me.
I was still a little apprehensive but something told me that I had nothing to worry about.
“Could I look at the mask first?” I asked Ann.
She smiled and pulled out a mask which looked like a BDSM influenced masque. It was black and would cover enough of my face to make me unrecognizable.
I took a deep breath and thought for a few seconds, closing my eyes. I opened them to see Ann staring at me expectantly.
“I won’t hold it against you if you want to avoid this tonight.” She said gently.
“I’m in.” I responded, taking the mask and holding her hand.
Shooting me a radiant smile, she began walking and I followed her in. The bouncers seemed to know her and they smiled and gave way for her and I.
With both trepidation as well as excitement we walked in.
I had no clue what to expect but could hardly wait to find out.
—–
I’d love any feedback! I have an outline for this story and I’ve started working on the next chapter. Let me know if you have any suggestions.
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