My ass was stretching more than I was used to. The black dildo pushed itself into me. Mmhhhmmnnmpp. Mistress had pushed the girthy cock deep inside me. And before I knew it, it was being pulled back. Mistress thrusted it inside me again. I let out a soft whimper. “Just like that cuck, take that cock like a good sissy!”
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I wish I could be a real man. Instead of being in charge, mistress still has me caged and is fucking my ass. The cock slides in and out in a steady motion. Mistress has placed one hand on my ass and was working my hole open. I was enjoying myself while also knowing Hannah is doing this for me. She must love me. My ex girlfriend wasn’t as understanding.
My ex had broken up with me because I wasn’t distinctly man enough for her. She needed a straight man that would dominate her. She was disgusted and turned off that I was into anal play. She didn’t even bother fully breaking up with me before hitting the club with her best friend. And I had dropped her off that night.
She had even made out with a handsome black man who had bought them some drinks. “I want to break up with you. I’m tired of this. Honestly, you’re annoying.” I was in tears. I would have done anything to make up. But she didn’t want to see that. Instead, when I reached out while heartbroken later, she responded with her telling me that she has already fucked many other men. She didn’t want me back.
I didn’t want the same thing to happen with Hannah. But she was building more trust that she wouldn’t leave me as she was fucking my ass. The dildo was pushing some lube all around it and made my hole a sticky mess.
Mistress continued fucking me in the ass. At one point, she pulls out. “Look at that gape. Now, I want you to whimper like a girl!” “Yes mistress.” Mistress fills my hole again. I start moaning in a feminine fashion. “Wow. That embarrassing. I didn’t know you would. Keep going cucky!” I was moaning like a porn star.
Fuck! It felt so good. Getting my prostate massaged and pressed upon was making the moans super natural. I wish I could cum. My cage is getting filled as we speak. I am leaking precum and it’s collecting in the pink cage. I should be so embarrassed. I felt like a little bitch.
Mistress keeps gaping me and I’m in love. Ten more minutes go by, and mistress has been switching angles and taking it out on occasion. I am a mess in my cage. But eventually, mistress pulls out and doesn’t reinsert. I look back. “That’s enough for you today cuck. Maybe you’ll get an orgasm later. Maybe not.” Mistress looks fed up.
“Please! No! I’ve been a good little slave for you.” Mistress lifts my balls. “Not heavy enough.” I’m sad. I’m disappointed. I had like a week’s worth of cum in there. Now I’m a sticky mess, and not orgasm. My hole is stretched and sore. “Besides, if you didn’t cum, what’s this?” She lifts her finger covered in my precum.
I clean it off like a good slave. Mistress walks away with no affirmations or any indication she was just joking. I really wasn’t entitled to an orgasm. I would have to wait. The pain in my balls would still be there. But mistress’ nice and tight little pussy wasn’t for me.
Another three days gone by, and it was time to host a Saturday fight night. My best friend Jason was coming over, as well as Jackson and Nick. All my friends were pretty masculine, at least way more than myself. They were of all pretty good builds, with some muscle from their sports days. They kept up with the gym regularly. So, I was maybe like only the third strongest of the four.
Hannah and I were really excited to host. Except Hannah took exception and demanded I spend more time with them. She wanted to do more of the work. She was far too kind. She always made sure our beers were never empty, and our stomachs full from her snacks. She really is the best.
An hour in, and we were all already tipsy. We were having such a good time. Nick was just celebrating a knockdown and while not really paying attention, he accidentally spilled some of his beer on Jason’s leg. Hannah saw the spill, and thusly, she diligently went to grab some paper towel in a rush.
Jason tried to clean the mess himself with a couple of small drink napkins from the table. He had a huge wet spot that made it looked like he pissed himself. We all gave him some shit for it. Tough spot to have that happen. But then Hannah came to the rescue with the paper towel.
“Oh don’t worry, I got you.” “Oh thanks, but I can do it. Here. Just hand them to me.” “No, I insist!” Hannah had started at his inner thigh while going to her knees. I thought she was so kind. She made sure to apply some pressure but he was too wet already. The paper towel was practically useless. Then she worked her way up.
She went for the seams on his jeans where the biggest part of the wet spot was. She made sure to have more paper towel for this section. She was cusping the seams and pulling back to really dry them. I then briefly noticed she must have accidentally grazed Jason a bit as he kinda shirked. He looked over at me.
Nick and Jackson were paying Hannah and Jason no attention. I was the only one looking at them since they were too enamored with the fights still going on. As Hannah was getting up, I saw from the side that she wasn’t wearing a bra. This means her tits were on full display for both Jason and myself. She had not realized this. This was the second time Jason had seen my girlfriend’s tits.
Hannah went back into the kitchen. I was frustrated that Hannah had not taken more care to cover herself up. But whatever. I moved on. My anger was funneled back into the fights. Before long, I had too much to drink. I had to piss.
I went to the private bed bathroom. I liked being further away from people when I did my business. I sat down like normal, mostly because I don’t want to make a mess with my cage still on, and I just enjoy it. I finally began to release a huge drunk induced stream. A couple seconds go by, and then I hear the door handle jiggle.
Jason barged in before I knew what happened. I immediately covered myself to save myself the embarrassment. Jason looked at me astonished, and said “Shit. My bad man. I really had to go. Someone else was using the other one. Hannah told me about this one.” “Well get out of here!” Jason exits immediately. After he left, I let out a huge sigh. But then I had to ask myself, did Jason just see my cock locked up in my tiny, pink, tight, and humiliating cage?
I love being humiliated pt 10
Ugh. I don’t what to do or say. I’m pretty sure Jason saw my chastity cage. If he did, would he say anything? Would he tell anyone else? He might not even know what it was. I mean, he would never do that himself. But I don’t deserve privilege according to mistress.
I went back out to the living room. I felt so emasculated. Here, all my friends were enthusiastically watching the UFC fights. They drink beer. They are manly men. I couldn’t bear to stand the thought of any of them knowing I was a beta bitch. A locked cock.
The rest of the night passed without a blip. I have no idea what had happened. Hannah had accidentally exposed herself and Jason may or may not have seen my locked cock. I was devastated. I had to tell Hannah. “Hey, honey…. I know it wasn’t your fault, but you can’t do that to me.”
“What do you mean?” “You not wearing a bra? I mean Jason saw your tits.” “Well, he’s a lucky man. I dunno what else to say.” And that was that. “Sorry, I didn’t mean to love. It was an accident. I’m sure he didn’t actually see me.” Mistress gently started casually playing with my cock over the pants.
Mistress really started to rub my bulge. It had been ten days since my last release. Nnmhmhmmhph. “You like that. I bet you do. How are these balls looking?” Mistress unzips my jeans. She inspects. Nope. Mistress looked disappointed. “Hmmm. Maybe.”
I didn’t want mistress to stop. She slid her cold hand under the balls and landed on the in between space. I was hooked. I was standing there, waiting for instructions. “How about you strip for me.” I did. “Okay. Let’s go to the room.”
We went down the hall to the locked second bedroom. Recently, Hannah had gotten promoted at work. Her boss is a real asshole to her. But, he does compensate her for his BS. With all the extra money, we had set up a bit of a dungeon.
Whips, chains, sex tarps, oil, lube, insertables, etc. If it spiced up sex, we had it. All real professional too. Clean up space. Quality leather floggers. We really spared no expense. And it was where mistress really goes to work. “Let’s get you ready.”
Mistress had that look in her eye. “First, a makeover.” “What do you mean?” Mistress slapped me hard as fuck. Right in the face. “Shut up.” Mistress leaves the room for about two minutes and walks back in with some clothes.
“Here. I’ve been researching. Let’s see how you like it.” Researching? What did she research? “Put this on.” She handed me some stockings. Oh, further sissy stuff. That’s what she must be talking about. I rolled them up. It’s what I knew to do having seen Hannah do it a million times.
After the stockings were rolled up covering my legs up to my mid thigh, I knew we were just getting started. Mistress didn’t even say anything else. She just handed me a lacey bra. I knew how to hook it in the front and then twist it around. Next, was a pair of hello kitty panties. It was so beneath me. And yet not at all. This is where I was.
And then, she applied some red lipstick. Of course. And then some mascara. It wasn’t just going to be clothes humiliation. Then, gave me a sharpie. She instructed me to write what I should call myself. I already knew. I wrote the words sissy, beta, cuck, and whore on my arms and stomach. She made me drink some water. “Can’t have you dehydrated.”
Next thing I know, mistress put my legs in spreader bars around my ankles. I’m standing there helpless. She then reveals she had wanted to do something new. She then brings in an attached to the ceiling rope for attachments. Typically this was used when I restrained her, but she had also used it to walk me around with my balls tied on occasion. It was pretty nice too, because it could retract via remote to pull upward or let something (or someone) down.
“Get on your knees!” Mistress then pulled out a newly bought anal hook. It was all metal, and she hooked it to the harness. She lubed it up. No warmth. Just cold, slick metal going up inside me. It hooked just perfect to sit right on my g-spot. I was all hooked up, and then mistress hit the remote to move it slightly upward.
I had to cant myself a bit. I was literally being pulled up. “Here, drink some more water baby.” I did as mistress said. After some sips, she tilted it back. “All of it.” I didn’t know why she was doing this. But she had some torture in mind. And I was turned on.
I was leaking in my panties. The wet spot was visible. “Aw, good boy!” Mistress then reached for another water bottle. “Here, finish this one too.” I did. But now I really had to pee. It hurt. I asked mistress to go to the bathroom. “No escape for you cucky!”
Next thing I know, mistress grabs her magic wand. She turns it to the max setting immediately. The next thing I know, she places it right against my bladder. It tickles and hurts sooooooo bad at the same time. I have to pee so bad.
“Mistress please!” She didn’t listen. I had my body shaking from the vibrations and fighting the urge. This was a whole different beast. I didn’t think I would actually get my release of ten days. But I didn’t think this was the answer. Then sweet release came.
Not cum. But my own piss. At first a spurt. Then, the warmth grew. My panties were filling up. Mistress laughed at me so much. This metal hook and piss thing was a lot. Even for me. But mistress wasn’t done. “Awww, cucky. You have an accident?”
“Well, since you’re covered. You won’t mind?” What next? Mistress pulls down a bed sheet revealing what was next. I gasped. She had set up her camera from photography! And some professional equipment as well. “I just want to document this!”
I love being humiliated pt 11
“Say cheese loser!” There I was. With a drippy, warm set of hello kitty panties on. Mistress started clicking her remote. Camera flashes. It was blinding. I still had been hooked with a metal anal hook pulling me upwards. I didn’t even know why she was doing this.
“Bitch. You’re not wet enough. Here, let me help.” Mistress then became undressed herself. I hadn’t thought of her ever being interested in implementing water sports into our bedroom. But I was turned on nonetheless. Mistress then began to piss all over my pathetic face.
“Hahahahahhahaha. Good boy! Drink my piss. There you good! Yes! Good boy!” The slightest amount of yellow mixed with clear was hitting my stupid face. At least mistress was hydrated. I opened my mouth up to collect huge streams of mistress’ piss. I began to gargle it as I knew my place.
After about 30 seconds, I had swallowed so much piss. “Thank you mistress.” I was soaked. My whole chest, mouth, and every other part of my body was saturated. A large puddle had formed underneath me. “Alright cucky. I need you to clean up the rest of this.”
I started licking the floor like the good boy I am. The camera began flashing from the newly documented information collection of mistress. I was licking the slightly sour tasting mixture of piss from myself and mistress. If anyone else see this, I don’t think I could live with myself. I should be so embarssed. I haven’t even cared to cum yet despite being hard in my cage.
It was enough of a thrill to be embarrassed by mistress. I was excited to be her muse. Her new art project. I wasn’t worried in the moment about anyone else seeing me. I just submitted to having soaked panties and a bra with metal hook gently touching my g-spot. The stockings I had on were also dense being filled with remnants of piss.
Eventually mistress unhooks me. “No release for you. I hope you enjoyed your treat in the meantime. It’s going to be a while.” I was still shaking and feeling good to care about her cold words. It was time to clean up and appreciate what mistress had done for me. I am hers.
Another week goes by and I am aching. I now have about two weeks and some change since my last release. I still kept leaking precum at work and was distracted often. My cock could harden at the slightest bit of sunshine hitting my pants just right. But I loved the thought of what release will feel like at this point.
Hannah was excited to go to dinner with her friend Mia the following night who had been helping her develop her photography skills at the community college. She had initially shown Hannah what good nude photography consisted of. Her take was to objectify men as a role reversal experiment.
We get to dinner and all exchange hugs at the entrance of the restaurant. Mia is about 5’3” with supple features all around and a very cute and artsy alternative aesthetic. It was almost like a clown goth theme a bit. She was certainly eccentric. Her personality was just as brash to match.
Mia was showing Hannah and I her collections of boudoir shoots she had done recently. Her goal was to empower other women not matter their looks. She believed all women deserved to feel beautiful. “What about men?” I asked in earnest. “Um, I do some shoots for them as well. Especially the submissive ones. I love to showcase an exchange of traditional roles.”
“What do you mean?” I was curious. “Oh, just that I love to photograph men in a feminine light. A little more bicurious audience is usually what I have in mind.” “Oh, that’s really interesting. What would some of these photos consist of?” “Here, let me show you.” Mia showed me her phone.
There were all sorts of naked men. All various shapes and sizes. I was both intimidated and intrigued. Mia seemed confident in herself. I was jealous. She didn’t seem to notice me. She was just in her element. This was her work that just happened to double as play. “Yeah, so as you can see, I make men dress up. Some in woman’s clothing, some as gimps and such, and sometimes I even do couples. In those, the woman typically acts over the man maybe as like human furniture for example.”
“Wow. That’s crazy. I never knew there was such a demand for such photos.” I really was surprised. Then Hannah spoke up. “You know Mia, my boyfriend is kinda submissive!” I was blushing immediately upon realizing what Hannah had said. “Oh yeah? Really? Who would have thought?” Mia smirked at me. I shot Hannah a glare.
“What?” Hannah didn’t seem to mind her comment. “You know I’m in control baby. Besides, it’s not like Mia isn’t used to this side of men.” I was really embarrassed. I never thought anyone would know about Hannah and I’s dynamic except for us. And now Mia knows. Of fucking course. At least she hadn’t told her exactly how we operate. I would kill Hannah.
The subject changes and the night carries on. Before long, we start feeling the cocktails. Hannah excuses herself to go to the restroom. I’m left alone to my own devices to deal with Mia. She was nice enough to not really try to make conversation and just sip her cocktail instead.
“Here I want you to see something.” Mia hands me her phone. On it, I am bewildered. I almost spit out my drink. Mia had shown me a half nude of her in her clown goth face paint and her upper half exposed. “Wow!” I didn’t know that what else to say. “What do you think of them?”
What is Mia asking me? Is she really just exposing herself to me? “Yeah……. you know…. you look great!” I sounded stupid but I was unprepared for this. I don’t know where this was supposed to be going. But I will say, Hannah had some really nice tits.
She had very perky B cups that held themselves up. No droop to be found. I was feeling a bit of a strain in my cage under my chinos. I felt naughty. Hannah wasn’t here. I didn’t know how long she was gone for. Then Mia slid her hand over my pants.
I didn’t see her initial move over towards me. Her hand hit my hip before sliding over to my crotch. Then, without much resistance and in an ignorant state, I let Mia touch me. She grabbed my cage. Not my cock. She felt the hard outline. “Oh. Naught boy! Hannah really is in charge! She is so lucky! I wish I had a subby!” Then Mia leans over. She nibbles softly on my ear. Then she whispers, “You know, if you want, I can help your fantasy come true.” I felt a little bit of a pulse in my cock.
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