Pirates of Porn Part Two
- 4 years ago
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Please…I’ll Do Anything…Part 2 free porn video
The next two weeks were easily the worst I’d been through. Now that I had lost my ‘anal virginity’ Callie decided it was open season on my ass. She loved nothing more than to dress me up in skirts and dresses and either watch me shove fake dicks down my throat and up my ass, or do it herself with her new strapon.
Before she left for work a 4-inch butt plug was inserted and held in by wrapping a belt attached to the bottom of the plug, and wrapping it around me so that it could be locked together and could not be removed. She put the key on her the chain around her neck, it rested next to the one used to unlock the cage around my cock.
By the end of the two weeks, I was exhausted. I had never felt so much pain, soreness, and most of all humiliation. I had been reduced to a pitiful slave. Callie had complete control over me. Who would of thought caging someones manhood for a couple weeks could make them so obedient to someone else.
When Callie got home she had a huge smile on her face when she saw how excited I was when she got home. I rushed over as fast as the plug in my butt would allow without causing me to much pain.
‘Guess what Cameron my little slut whore….It’s been two weeks!!’ she said excitedly, it was ironic that she said this because it wasn’t like I hadn’t been counting down the seconds. She loved to see the way I was on the ‘cumming day’, how excited I was and how obedient I would be to get what I needed: relief.
Callie reached under her gorgeous golden brown hair and unclipped the chain around her neck, she took the key to my butt plug off and unlocked it.
‘Go get made up,’ she said as I pulled the butt plug out of my ass with great relief.
While Callie went to the restroom I went to our room, sat down at the dresser, and started doing what I’d learn to do before every little ‘****fest’ we were about to have. I pulled out the bright red lipstick and rubbed it across my lips.
I put my shaggy hair into two tiny pigtails and was powdering my nose when Callie came in wearing nothing but a strapon dildo.
Immediately when i saw her I dropped to my knees like I’d learned to do over the past couple weeks.
Callie came closer to her kneeling slave, taking her fake 9 inch pink dildo strapon dildo around her waist into her hand. She brought it to my fiery red lips, i could do nothing but sit and wait. Callie took her time, moving the tip of the fake cock around my face as if she was drawing it. She brushed my hair softly. It was as if this was her way of foreplay before finally she brought it to my lips and said ‘Suck it’.
The words were like flipping on a switch. Immediately I began slobbering over the fake penis. Bobbing my head back and forth over it as if I would be getting $50 after it. I took it as deep as could until my chin was resting against the strapon’s fake balls. Callie took the back of my head and worked me over her and started humping. She was literally fucking my face. My throat and cheeks were burning when she finally threw me off of her and told me to get on my hands and knees over the bed.
After I climbed up and got in position she got behind me and said ‘Spread em’. I grabbed both of my butt cheeks and spread them open so that my pink asshole was exposed to Callie’s large, fake member. She pressed the saliva covered tip to my hole and said ‘Beg’.
Like I had written a speech before I began spouting of begs, cries, and pleas. ‘Please shove it up my ass! Fuck me like the little slutty bitch I am! I want it! I need it! Fuck me!’
Callie obliged. She entered my hole viciously. Grabbing my hips so she could control her thrusts and dig deep inside me. I could feel her fake balls bouncing against my asshole as her large fake dick filled my ‘pussy’ (as she called it).
After a while she grew tired and stopped humping. ‘Fuck my cock,’ she said.
Without hesitation I moved myself back and forth on my hands and knees over her fake cock. I was a slut.
When Callie got bored she turned me on my back, put my legs on her shoulders and shoved her cock deep inside me.
When she grew tired she laid on her back and was nice enough to let me ride her fake cock.
Then she brought out her handcuffs.
I smiled, I knew when the handcuffs came out that meant my cage was coming off.
She put my hands behind my back and cuffed me. Then she turned me around and unlocked my chastity device.
My dick felt free again, it had been pressing against its captor’s cold steel for a couple days (since the last time I was teased). The fresh air made my cock reach its fullest potential almost instantly.
I had little time to enjoy it though, however, because Callie had slammed me down on my knees on the floor at the side of the bed. She bent me over the edge of the bed so that ofcourse my rear was exposed for her.
From what seemed like out of nowhere, she pulled out a large wooden paddle.
I cringed at the thought of what to come. But with little time to brace myself, I felt the first blow light my ass on fire with a SMACK! I’m not really a wimp, but I was already bracing myself for the worst after how bad the first one hurt. After four more quick and vicious swats, she stopped and allowed me to breath.
‘Now we’re gonna play a game,’ she said.
I sighed, knowing this was probably not a game I would enjoy.
‘How do we play…’ I asked, very unenthusiastically.
‘It’s simple, see I give YOU the choice of what happens to you next…just answer my question: Paddle? Or Cock?’ she giggled at the look on my face.
Well the choice wasn’t hard, I think i’d had just about all the cock I could take over the past few weeks.
‘Paddle…’ I said, bracing myself.
I barely finished saying the word when the I felt the cold smooth would smack across my ass. SMACK! SMACK! SMACK! SMACK! SMACK!
I muffled my screams by shoving my face into the bed while praying for it to stop soon.
‘Paddle or Cock?’ she asked again, holding the fake dick hanging between her legs, as if I didn’t know what I would be getting.
Now I was truly baffled, my asshole was so sore and torn up I felt like a cheerleader who just had sex with the entire football team, but then again, a few more swats with that paddle would take me over the edge in pain.
‘Cock…’ I said.
She made me spread my cheeks so that she could put the tip of the strapon to my hole, once she had the tip in she made sure she got the rest in as fast and hard as she possibly could. What followed was easily the hardest butt fucking I’d gotten yet. The friction from my asshole and the dildo (with what very little lube it had left on it) caused my entire rectal passage to heat up. I moaned in pain into the sheets as Callie grabbed my hips and penetrated me as deep and hard as she possibly could.
When she was tired she pulled out, picked up her paddle, and asked again.
I spent the next 20-30 minutes basically alternating the two choices.
Finally, after what would be my 30th swat, she had me sobbing like a baby into the sheets.
Right when she saw the tears burst from my eyes she stopped her relentless wails against my backside, and knelt down next to me.
‘Awwww baby…’ she said softly, sounding like a concerned mother to her c***d as she stroked my hair, ‘don’t worry, I’ve brought a new friend for you to make you feel all better!!’
With that we both looked to the open doorway to the bedroom.
To my horror, a 23-year-old man stepped into the room. It was my best friend from high school, Brandon.
Callie noticed my look of horror as she saw me realize what I was about to have to do.
‘Awww don’t be shy, come on let’s go meet him!’ she said, lifting me up off the bed and crawling me over in front of him so that he was looking down at my pathetic, humiliated self.
‘Cameron this is Brandon, my new boyfriend!’ she said.
My stomach dropped, all pain was forgotten. Boyfriend? But I was her boyfriend, I mean I kinda screwed things up and that’s why I’m in this whole situation, but I guess I always figured even though she was doing this to me, she still loved me.
But my doubts were answered when she stood up and they started kissing passionately for almost 5 minutes straight. I could do nothing but weep and watch as my best friend felt up my girlfriend…or ex-girlfriend.
As if she just figured out I was there, Callie broke the kiss.
‘Ok Cammy! It’s time for my little slutty bitch to start having some fun!’ she said as she started taking Brandon’s belt off and pulled his pants down to his ankles.
Brandon’s erect cock was now bobbing up and down inches away from my face.
Callie knelt down and put her face next to mine, so as to be able to see exactly what I could see. She whispered in my ear, ‘Alright Cammy…Paddle? Or Cock?’
Both her and Brandon giggled, while I blushed in humiliation, shame, and fear.
I debated in my head what to do. Maybe I could stall…I thought to myself. For some reason I thought prolonging it would somehow be the better choice.
‘Paddle….’ I said weakly, and began bracing myself.
Callie just smiled and gripped the wooden handle.
‘Hehe, that was the biggest mistake you’ve made yet..I’m not stopping until those slutty lipstick-covered lips are slurping a big juicy cock and you’re being pulled back and forth over it by your tiny pigtails!’
And that’s when it started. She started raining down the blows harder than she’d ever done. After 10 swats I expected her to stop like she’d done before, but she kept going, not letting up or giving me anytime to recover.
After the 20th hit I was crippled on the floor at Brandon’s feet. I was weeping on the floor, with make up and handcuffs on and my hair in tiny pigtails.
‘Ok..ok…’ I choked out in between sobs, ‘I’ll do it….’
Callie looked up at Brandon, ‘You hear that? ‘He’ll do it’. As if we’re making him do this or something…’ Callie knelt down and started speaking to me now, ‘No no no sweety, Brandon is being very nice to even allow you to look at his cock. The only one who’s going to be allowed to put that in their mouth is someone who really really wants it…Oh and don’t worry, you actually have permission to mess around with another person!’ Her last words sent a chill down my spine as her expression changed from happy and joyful to serious, angry, and vicious.
She seemed to have summoned all of her anger from the day i first told her a couple months ago that I had cheated on her with her best friend. Now, ironically she was trying to get me to ‘cheat’ on her again with my best friend.
After five more relentless swats I made up my mind that I couldn’t take it any longer. I knew there was only one thing I could do to stop this vicious onslaught…I had to beg…I had to BEG to suck another mans penis….
Humiliated, I started screaming in between Callie’s smacks: ‘Please!!! AHHH!! Please!! Let me -AHHHH!!!! Let me suck your cock!!! AHHHH!!! Let me take your cock in my mouth like a little slut!!!’
And she stopped, I looked back to see her with a huge smile back on her face.
‘Go ahead, take it in your mouth!’ She said, her and Brandon both laughing evilly.
I used my shoulder to wipe the tears from my eyes. When my vision I was cleared I looked up to see Brandon’s cock staring back at me. I swallowed the lump in my throat, and prepared for it to have something else in it.
I leaned forward until my lips were touching the head of his penis. I gave a heavy sigh, then took my best friend’s dick in my mouth. The feeling of a real cock was much different than the strapon I was used to sucking on. This one was more forgiving and not so stiff, but then again there was the taste and texture that reminded me that this was 10 times more humiliating to have a man’s cock in my mouth rather than a plastic dildo.
I made the decision early on to try and do my best, so as to get it over with as soon as possible. I had to ignore the jeers, teasing, and coaching of the other two people in the room and just concentrate on bobbing my head over the 7 inch penis.
I took it deep down my throat until my chin rested against his balls, then started sliding over it back and forth, giving lots of lubrication on the way down, and lots of suction on the way up. After what had seemed like an eternity, I saw Brandon give Callie a little nod.
I heard Callie come up behind me and grab me by my pigtails, pulling me off of Brandon’s cock. Then she walked around behind him and took his cock in her hand, she never took her eyes of me though.
‘Here it is baby, your first real cumshot!’ She said,’I’m sure with all the pornos you’ve watched you know what I’m talking about…You know, it’s the part when the little girl just did all that work to get her man ready to orgasm, only to be thanked by having to get down on her knees and wait as he squirts his load all over her face and in her mouth. But I bet that in all of those dirty little movies you watched you never thought you’d be in the same position as that little girl did you? Well that’s why I want to be right here, seeing your face as he explodes all over you, and I want to make him do it too!’
And with that she started stroking him.
‘Open your mouth!!’ she yelled. And with about ten furious strokes the first massive spurt of warm sticky cum splattered on my face. After about 3 more squirts across my face she aimed the last half of ejaculation into my mouth. All I could do was sit there and wait for this guy to stop, but it seemed like he had been the one who hadn’t had an orgasm for weeks…I’d never seen someone cum so much in my life.
By the time Callie milked every last drop of cum out of his dick and into my awaiting mouth it was almost halfway full of man juice that was making my eyes water from the bitterness. I knew better than to swallow, all I could do was wait.
Sure enough, after she released Brandon’s cock she said, ‘You better not swallow a drop, otherwise I’ll invite the entire football team over, and you’ll be doing the same thing for them!’
And with that, she started unlocking my handcuffs. Then she pulled back her gorgeous brown hair and started taking the chain that held my chastity keys off. My heart skipped a beat and I felt a stirring in between my legs. Knowing it was going to be getting attention soon, my penis started pressing against it’s steel prison.
Callie unlocked the tiny padlocks that kept me locked up, and released me from my chastity tube. My dick’s first breath of fresh air in weeks made it immediately reach full it’s full potential in seconds.
I barely had enough time to admire the sight of my penis at full mast and enjoy its freedom before Callie was lifting my legs over my head and once again I was face to face with my fully erect member.
‘Watch this,’ Callie said to Brandon as they both knelt at my side to get a good view, ‘It’s so funny to watch him spray his own load over his face, but I’ve never seen him do it with someone else’s load already there!’
I ignored their laughter, along with the feeling, taste, and smell of Brandon’s cum that had plastered my face just minutes ago.
It didn’t take me long…10-20 strokes later I was adding another large load over my face and into my partially full mouth. I collapsed on the floor in my after-orgasm ‘high’. This night left me exhausted…but at least it was all over….or so I thought.
Callie and Brandon both shot up as if this was all rehearsed. Callie lifted me up so fast I almost choked on the pool of liquid I was still having to hold in my mouth. Once I was on my knees Brandon started pulling down his pants again.
No…not again… I thought…But Callie was already barking orders before I even had time to think.
‘Suck on him so you can get him hard so he can fuck you in the butt…Then you can swallow,’ she said.
The last words hit me like a hammer in the stomach. ‘Then’ I can swallow? So I had to…..?
‘No spilling…No swallowing…’ Callie said as she squeezed my cheeks and took Brandon’s limp dick and placed it in my mouth.
When she squeezed my cheeks it took everything I had to not let any jizz and saliva spill out. But now I had to jobs to do: sucking on a penis with a load of cum in my mouth, and trying not to lose any in the process.
As I moved back and forth I couldn’t help but get watery eyed from the taste. When I tried to breathe out of my nose I would just snort up the cum that was dribbling all over my face. I felt his cock growing quickly. It was hard for me to do any sucking in this position. So I pushed him down on the bed so that he was lying on his back. Callie laughed at the way I was taking the initiative.
Pretty soon I had worked out a pretty good system. I would keep my mouth up around the head, and let the cum dribble down the shaft of his semi-erect penis, then I would slide my mouth down to the bottom, and slurp up all the liquid back into my mouth, then come back up and repeat the process.
This was exactly what Callie had planned. Watching me suck, sip, slurp, gargle and choke over a man’s cock with a full load of jizz in my mouth and on my face.
‘Hands and knees,’ she said once I got Brandon fully erect. I slurped up all the cum and saliva off of his penis that had managed to escape my mouth, then turned around in front of him on all fours so that my butt was exposed for Brandon.
I leaned forward and and rested my head on the bed, wiping some of the juices off of it at the same time, then reached behind me and spread my cheeks for the new intruder.
After about 30 minutes of ass-r****g, I was turned around and told to take the cock once again in my mouth, and Brandon deposited another load of cum in my mouth.
‘Swallow,’ Callie said.
***********
‘Yea baby…You like that? You like seeing me getting fucked by a real man? By a real cock?’ Callie said, her boobs bouncing over my face as she stood on all fours over my body which was tied to the bed spread-eagle, her pussy was rite over my cock, but it was filled instead with the man who was fucking her doggy style right on top of me in the same bed: Brandon.
‘Can you see from there baby? Can you see the man taking me and FILLING my pussy? Maybe we should give you a closer look…’ She said, and with that they switched sides. Callie straddled my face, and leaned over again, as if we were about to 69, her pussy was rite over my face, I could see it perfectly, but to my horror and anger, I saw Brandon’s cock enter it, her pussy swallowing it whole like a hungry mouth…
He started pounding her, she started moaning like I never heard her moan before, she was literally forcing herself over all of his cock. Her juices were raining down on my face, a constant reminder how much she was enjoying the other man, and not me…
Then she lowered her pussy to my face, the cock still sliding in and out.
‘Lick it!!’ she hollered back in between gasps of pleasure, ‘lick my clit and the shaft of his dick, thank him for giving me the best fuck I’ve ever had!!’ she yelled, gasping for air.
I raised up as far as my restraints would let me and started licking her clit, she was moaning, and, even though I tried not to, my tongue kept going over Brandon’s dick too.
‘Put his balls in your mouth!!’ she yelled.
Reluctantly, I obeyed. Taking his balls into my mouth and sucking while he fucked my girlfriend.
soon he tapped her…which I assumed meant he had to cum…
She pulled the cock out from her pussy, he turned around and he was now straddling my body with his dick aimed at my face…
‘You know I originally put you in that little cage of yours to teach you a lesson, but now I’m just having so much fun with you I don’t think you’ll ever stop being anything more than my little slutty cum bucket!!’ Callie said as Brandon covered my face and naked body with his warm juicy cum.
This day started off with me waking up to my girlfriend and best friend having sex on top of me. I had been strapped to the bed naked all night. It has been 3 months since the last time I was allowed to cum. I had spent the last dreadful 12 weeks being Brandon’s new sex slave. If I wasn’t sucking him so he could fuck my girlfriend, I was sucking him so he could fuck me. Callie enjoyed every minute of it, she even made me dress up in clothes and perform humiliating sexual acts for Brandon. I had to be a cowgirl and ‘ride’ his cock, I had to wear female lingerie for him, be his school girl who had to learn how to suck a cock without using teeth while being spanked by a ruler, and much much more…
It wasn’t ’til I was getting Brandon hard so he could have another go with my girlfriend right on top of me that I noticed there were also two other couples in the room who were having sex on the floor at the foot of the bed and the other against the wall.
Once Brandon pulled his erect dick out of my mouth I could get a better look at the orgy I was in the midst of. The couple against the wall included a girl with her legs wrapped around her waist as the man drove his member into her as she layed back against the wall, moaning. The other couple was on the floor, the man flat on his back while the girl rode him in the opposite position, I recognized it as the ‘reverse cowgirl’ position….
The girl having sex on the floor arched her back and moaned in pleasure, biting her bottom lip and rolling her eyes into the back of her head.
Callie was now sitting at the edge of the bed while Brandon stood and gave it to her hard and deep.
I turned my attention back to the couple on the floor. The girl’s long brown hair was bouncing wildly as she bounced over the cock, trying to get everything she could out of it. Soon, the man tapped her, and she climbed off, since her back was to me the whole time, I didn’t recognize her until she got up and turned around. It was Alyssa, the girl I had cheated on Callie with, the one who had practically gotten me into this new lifestyle of mine.
But she acted like she’d never seen me before in her life. Just stood at the side of the bed and watched as the man she was just doing straddled me and deposited his massive load all over me. I made eye contact with her and tried to plead with my eyes as the stranger f***ed his dick into my mouth, and withdrew it once it was hard. But she showed no sympathy, only smiled. Then she walked up closer to me, and extended her hand. A small part of me actually thought she was going to release me from my restraints and free me forever, but I was ofcourse mistaken. She just giggled to herself as she used her finger to push some of the cum off of my face and into my mouth, making me suck her finger clean so she could get a little more and do it again. When she was done having her fun she turned back to the man, wrapped her arms around him, and they collapsed on the floor, making out, getting a little foreplay in before their next round of sex.
I had barely enough time to at least watch before the 3rd man was climbing on top of me, his large black cock staring me in the face. The girl took it upon herself to squeeze my cheeks together so that my mouth was open (I had already obediently had my mouth open ready to accept it, but I guess the girl liked the idea of seeing me squirm, maybe it made her feel more dominant and making it seem more f***ed.) He added to the massive sticky mess already covering my body and withdrew his 9 inch erect penis after I was done with it.
My naked body was cold, I shivered, the only thing keeping me warm was the warm jizz covering me like a shirt. My eyes were completely covered, so I couldn’t open them to see Brandon depositing his second load of the night on my body and in my awaiting mouth.
Callie was good at making me feel used. I never felt more slutty than at this moment when three guys and managed to cover me in 2 loads of cum each…well, I take that back, that night that Callie took me to the glory hole where I had to suck cock for 8 straight hours was probably the worst…
That night Callie finally let me cum…into my mouth ofcourse…where I had to hold it and suck off Brandon so that he could cum for the 3rd time in a day…the blowjob took 52 minutes….
*************
Callie said she wanted me to go buy my very own vibrator. Making me wear my normal girly get-up, and having to say to the cashier that ‘I couldn’t wait to get down and dirty with it tonight’.
When I got back from the humiliating shopping spree, I walked in Callie’s room to find to my surprise Brandon tied face down on the bed, his ass a very bright red from Callie raining down blows with her paddle. When she heard the door open she looked up to see me with my mouth open in shock and awe.
‘Wha…What’s going on?’ I asked in a shaky voice.
Brandon was sobbing into the sheets, Callie gave him one last hard swat before she came over to me.
‘Brandon was a very bad boy. So mommy’s gonna teach him a lesson…But first I need to run to the store to get some…supplies…would you be a doll and watch over him while i’m gone? He’s already got his new little chastity belt on but I don’t want him to cause too much of a racket…’ she said smiling, then she looked down and lifted up my skirt so she could see what was under it.
‘Oh!’ she said, looking at the chastity device around my waist, acting as if she’d just seen it for the first time, ‘You must be so uncomfortable in that thing! How long have you been in that now like 2 months? Well let’s get that off of you shall we??’ She reached around her neck and fiddled with the chain that was there, which I noticed now had two keys on it instead of just one.
My cock became erect immediately after she removed the device.
‘Oooh look at that!’ She said, ‘I’m sure you’ll be able to find some way of getting rid of that while I’m gone.’
And I swear I saw her give a small wink at me before she opened the door and walked out.
‘You boys have fun!!!’ she said just before closing the door and leaving me alone with Brandon.
I turned to Brandon with the biggest smile I’d had since this entire thing started. Brandon squirmed, screamed, and begged as I advanced toward him with the idea of releasing A LOT of pent up rage against him.
Dottie
- 11.07.2021
- 43
- 0
