Derrick Monty And John Pt 01

Note: This is a work of pure fiction and none of the names link to anyone I know personally.

"Ohhh, fuck me! I'm so close Derrick, keep going!" I yelled out in my girly voice as Derrick kept pumping his hard cock into my loosened asshole, repeatedly hitting my prostate as he bottomed out inside of me. I was leaking out so much precum that i was making a big mess on the bed sheets as he continued using me up like a fuck toy he kept by his side all the time.

"Fuck yeah, Imma fill you up again you fucking bitch!" Derrick yelled out at me as his pace quickened, slamming harder than he had any previous night we made love at his house. It was the fifth time in the past couple of months but he still felt so good buried deep within my hole, railing my ass and molding it to the perfect shape for his cock. The rhythm of his feral thrusting kept going, my moans and his grunts mixing together as the throbbing in his cock got stronger and stronger til soon I felt it; the familiar blast of his cum shooting out inside of my anus, filling me up with how pent up I had been leaving him lately as he remained planted firmly inside of me making sure I was plugged up and unable to leak any of his seed while he growled at me "Take my fucking seed you cumdump slut~!"

"Derriiiick! Oh fffffuck~!" I moaned out loud at him, his cum flowing deep into me as my prostate stayed pushed down. The familiar warmth of his hot cum filling me with joy that I could not resist and soon I started cumming hard onto his bed. Having kept away from sex, I let out a similarly large load but not one so grand as he had inside of me; I lay my head down on the bed as my womanly moan escaped my lips the whole time he pumped me full til finally stopping and slumping down on me, leaving us both panting heavily as we caught our breath, not saying a single word to break the silence.

After a very long pause, Derrick broke the silence as he nuzzled the back of my neck and gently purred a sigh into me, "Mrrrr.....god John....you and this body of yours are so perfect for me...." cuddling me from behind. I grasped his arms as he kept me held close to him, feeling so content that I just wanted to melt away into his arms and stay by his side. Gently kissing my cheek as he spoke, "I love you so much John sweetie..."

Me however, having gotten so thoroughly railed by him, I took longer to recompose myself before responding in turn, "Mmmm....You treat me so well Derrick....I love you too dear...." I turned around eventually so we could be cuddling face to face, our cocks all soft and limp resting next to each other as we lay there like the happy couple we were.

Another long silence as we lay there until he kissed me, asking me a question rather frankly, "So John.....have you given any thought to my idea?"

"Hm? Oh, oh right..." I knew what he was talking about of course, but the question was so shameful I didn't know what to make of it at the time. It had plagued my thoughts recently but I didn't know what to tell him, "Well.....iunno Derrick....I'm not so sure anymore."

Knowing not to push his luck, he nodded and kissed me some more before stopping the conversation in its tracks, "Alright, I won't press you any further on it, but I know its something you felt interested in and I wanna give you what you want." Giving me another kiss on the lips we started to turn in for the night to regain ourselves fully, "Just let me know when you've made up your mind. I love you sweetie."

Nodding in response, I caressed his cheek, pulling him in to plant another kiss on his lips, "I know, I'll try to give it some more thought. I love you so much dear." As his eyes closed and his breathing eased, I looked past his face and to the ring on my finger, content I had finally reached something I had been longing for for years now before closing my eyes to rest.

----------------------------------------------Several days later----------------------------------------------

"Fuuuuck! Monty I'm gonna cuuuuum!" I yelled out as I was riding Monty cowgirl style, my cock bouncing up and down so much on his belly while he made me ride him. The precum I was leaking had made a small puddle in his belly button as I had kept riding him til I started cumming hard, the force behind my shot shooting my load far enough to land between Monty's man breasts, still riding him as we held hands firmly together.

"That's it Johnny, take my fucking cum you slutty bitch~!" Monty thrust his hips hard up into me, his big cock pushing down directly on my prostate as he unloaded a pent-up torrent of his hot seed into me. He had just finished work and needed to unload all his frustrations onto something so I decided to let him use my ass as per usual but this time he was much more forceful than usual. His load was shooting in me for quite some time before I flopped down ontop of him, my face resting in his breasts as lay speechless. Monty however, still feeling the flow spoke up, "Hey, you made a mess between my man tiddies bitch, clean me up~"

Wordlessly, I started licking the space between his nipples where my cum had landed, making sure to pick up any and all traces of my jizz. Once I had finished, I dangled my tongue out and showed him that I had gotten all traces of my cum before soon pushing my lips up to to him, getting my tongue in and making him taste my warm cum with me. Our tongues kept rubbing all around each others as we quietly moan, trying to catch our breaths in the calm after his frustration venting fucking, "Mmmm....don't have to be so mean all the time honey, I do need it lovingly too~"

He let out a short laugh after we broke the kiss, "Sorry sweetheart, I know you love it when I'm an asshole during sex and work was really bad today, I super needed it." Finishing his sentence he wrapped his arms around me, gently caressing my face with his left hand as I did to him with my right.

"I knooow I do, and I know you did too honey...." Being in the moment, I had nothing else on my mind but him, and the life we had spent the past several years together. A good while past as I did nothing but staring happily into his eyes before soon, my eyes drifted down to his hand, the ring on his finger bringing a thought to my mind I had tried to keep hidden down inside of me, "Hey uh....I know this is super sudden and all, but could I ask you something Monty?"

"You know you can ask me anything, right John?" he chuckled softly, "After all we are married~"

I let out a similar chuckle in response, "Hey its hard to believe sometimes y'know~?" I had been married to Monty for a few years by now, but secretly behind his back, I had a lapse in judgement and fucked his friend Derrick. They seemingly stayed friends but became very distant from each other after my betrayal. I made it up to Monty eventually and repaired any bridges I could, but every now and then I'd secretly go visit Derrick under the guise of job interviews so I could keep cheating behind his back; I've kept trying to stop but each time I can't help but go back to him, the pleasure and joy from going behind my lover's back was so intoxicating I almost became addicted. Nervously I swallowed my spit and asked him outright, "Ya ever think about....cuckolding?"

He sat there for a bit, leading me to thinking I had spoiled the mood while waiting for his response. "I mean.....no, not really. I mean i know WHAT it is but, I just haven't given it some thought......Whyyyy do you ask dear?" He said raising an eyebrow.

Sheepishly I fidgeted a little before speaking up again, "W-well......to be honest I bought this chubby guy's videos to watch cuz he was hot and I wanted to jerk off to em. They're good stuff but uh.....some of his videos have this fuck buddy of his and he's honestly got a very similar build to you and while stroking my cock, I imagined it was you, and my dick got harder thinking you were fucking him behind my back and recording for me. To be honest honey I've been kinda jerking it to a lot of cuckolding content while you're gone."

He had been listening very intently before he responded, "Ooohhhh. That's what those videos you found and sent were!" His arms still holding me close to him as he was mulling it over in his head, "I mean....well....I guess I'm not, 'entirely' opposed to having sex with other guys and making you watch, if that's what you really want, but I want you to be sure it is what you want sweetie."

I let out a very unsure chuckle after hearing his reply, "He-he-hey.....its just a thought you know, hehe....but its just something that piqued my interest is all, I'm still not sure honey, I'll let you know if I really want to. Now go get your shower first, I gotta clean up after us~" After he got up to go shower before joining me back in bed I took a long look at my phone and opened it up. Swiping to the texting app I let out along sigh as I pulled up the chat with Derrick, letting him know that I had made up my mind. Not even a couple minutes had passed before his response came in, excitedly telling me he already had an idea in store for us.

-----------------------------------------------A few weeks later------------------------------------------------

It had been quite a while since I had asked Monty about cuckoldry, putting the silly idea behind me but it had also been just as long since I had messaged Derrick to let him know that Monty was willing to try it out. Each day passed as I waited for him to respond back to me but there was no signs of being reached back out to every time I had tried to check up on him; he was still around given my texts were marked as read but he would seemingly not respond to me at all about it. Monty started taking long days at work too though, being tired after every night, not wanting to fuck ever since his boss started dragging his ass through the longer hours. Once about six weeks had passed I got really worried about his overall health so I decided to call him a couple of hours after his usual time off had passed.

"God I hope he's not too busy right now..." looking around as I wait for him to pick up before the ringtone stops "Oh, hey Monty, how's everything at work right now sweetie, doin alright?"

"O-oh, hi John~!" he stutters for a bit, panting quite heavily and grunting as he's working. My heart skips a beat for a second hearing his pants and grunts but I ignore it for now, "Y-yeah everything's alright here at work. Oh fffffuck, just kinda beat today from them having me run around so m-much. Hope I'm not worrying you too much~"

My heart still beating in my chest as I hear his voice has my mind racing, thinking to myself that Derrick might've already gotten started but he told me he'd let me know when he did weeks ago, "That's good to hear sweetie, anyway, I'll have some leftovers in the fridge for when you get home, I've been cleaning up so much I'm kinda beat myself, anyway, you take care at work dear, I love you~!"

"I love you tOOO~!" Right before he hangs up the phone, his voice gets louder, almost as if he just moaned out loud, making my heart beat faster now. As I got in the shower, I pulled out my big green dildo and stuck it to the wall, lubing it up very well before pushing up my plump bottom to it, thinking about Monty as I backed up my hole onto it, the thought of his moaning racing through my mind as I pleased myself.

-------------------------------------------------A few days later-------------------------------------------------

I was playing some games after finishing up around the house when I had gotten a call from Monty, the sudden call shocking me out of nowhere, I quickly paused my game and answered the phone, "Monty dear, I thought you were still at work, you telling me you managed to get a break?"

This time, he wasn't just panting heavily, he was moaning a lot too, clearly enjoying himself in some way, my heart suddenly beating like crazy as I was wondering what could've been happening, "H-hey John honey~! Ohhh ffuuuck, everyone left s-so I got to have some alone time, thought I might break out my old dildo and start riding it~ Wanna guess what's on my mind~?"

"Ohhh, I like this~" pulling my shirt up and my pants down, I start playing with my nipples and stroking my cock slowly, pleasing myself at the thought of him out in the open, fucking his ass like a slut for the cameras, "Rare for you to bottom out to me, someone being a needy slut at work, hmmm~?"

"Yeaah I am, I'm such a needy slut baby, I've been wanting your cock deep in me agaiiiin~!" the way he said it gave me such pleasure that I started to stroke my cock fully now, going from the base to the tip as I heard him moan so sluttily, "I need you here, pushing me down into the floor, mounting me like a beast in heat and breeding meee, oohh fffuuuck~!"

"Fuck yeah, ride that dildo hard you fucking slut~" I start stroking my cock faster in rhythm with his pants and moans while I picture him riding me hard and fast, "You gonna cum already slut? You wanna cum for daddy, huuuh~?"

"Yesss, yesss daddy~! Your cock is making me cuuummmm~!" I hear him yell so loudly over the phone as he lets out a womanly moan while he's cumming hard.

Hearing his words however makes my heart skip a beat before it starts beating harder and louder. He just said cock not dildo, and the mere thought makes me moan even louder than I have as I stroke faster and let out an even bigger load of cum than I usually do. Try as I might to deny it but in that moment my imagination switch from him riding me to him riding someone else and calling me while he did, and the feeling drove me nuts leaving me a panting cum covered mess as I wipe my load off my belly, "J-jeeez....god that felt really fucking good.....you gonna be okay with the security footage though baby~?"

Monty was panting very heavily, trying to catch his breath after cumming like that before he managed to compose himself, "G-goood, I haven't came like that in months~......Huh? Oh, oohhh you want the footage huh? Naughty bitch wants to see his hubby being a slut out in the open at work hmmmm~? Maybe I'll save the footage for you, maybe I won't, either way, I love you so muuuch John, I'll see you tomorrow, another late night tonight~"

"Awww, no fair, even after everyone left~" having finished wiping myself off, I lick my hand clean of my cum, swallowing it before making kissing noises over the phone, "I'll see you tomorrow too then, just so you know, I licked my cum up to clean myself~ I love you so much too Monty~!" I hang up the phone and save my game before going to bed, not knowing what was to be in store for me having just admitted to myself to cumming thinking he was cheating on me at work behind my back.

------------------------------------------------The following day-----------------------------------------------

I woke up to Monty being gone from bed, not unusual since he tends to be an early riser but the notification on my phone drew my attention as I opened my phone and stared at the text; Derrick had messaged me after weeks of silence, telling me to come to his place whenever I woke up. I sat up in bed immediately, heart beating like crazy as I suddenly became nervous as all hell wondering what the hell Derrick wanted, and wondering, no, hoping that it had something to do with Monty being gone on his day off before texting back that I was getting ready. Almost immediately another message popped up, telling me to wear that special something he gave me.

Embarrassed I reached down under the bed, pulling out the pink box and opening it, grabbing the chastity cage from inside and struggling to put it on my cock; the anticipation of what was to come had gotten me so unbelievably hard I was already leaking precum, but I was panting so girlishly while shoving the cage on that more precum started to leak from my tip. No one was around but I could tell my face was almost beet red from a mixture of embarrassment and arousal, feeling my cock still leaking from the sensation of being locked up so very snugly. Putting the box away, I grabbed another and pulled out a short green skirt and bright pink dress, putting them on along with the sun hat I had laying around, finishing up by putting on some green lipstick, I went out the door and locked up before heading out to Derrick's place.

It wasn't a long walk by any means but it was still quite a ways away being a 20 minute long walk. Once I had reached his door, I knocked, heart pounding as I waited and waited before getting a text from Derrick "Key's under the left plant, let yourself in sissy~" it read. Lifting the pot, I got the key and let myself into his house, unbelievably nervous as I walked in, closing the door behind me. As I reached the living room, my heart sank at the sight I saw, "Oh, hey John, looking nice in that outfit~"

Monty was sitting right next to him, practically on his lap as they were kissing each other, making out so intently. He pulls back from the kiss to look over at me, "Oh wow.....he really does look good dressed like a sissy slut~ Why didn't you tell me sooner you wanted to do this? I would've said yes you know~"

"M-Monty honey....?" Flabbergasted I stood there speechless, my heart had sunk but my cock was throbbing real hard to try and get erect in the tiny half inch cage i was wearing. My high heels clacked on the floor as I walked over to the couch, joining them as I sat to the left of Derrick, looking Monty in the eyes as he ignored me, so intently focused on kissing him, "S-so.....how're you guys? I didn't think you had this set up yet, never got a text from you Derrick~ F-fuck...." whispering to myself at the end, focused on how hot it was that my husband was making out with my lover.

"Mmmm, mm?" Derrick pulls away for a second to talk to me, "Heh, wouldn't be a surprise if you were ready for it, you fucking sissy cuck~ Now show me your little cucklet dick~" he said, lifting my skirt up to take a peek at my panties, "Ohhh, how cute, faggot even wore pretty pink panties~ Good thing I can see that cage is all tight around your tiny cock cuck~ How's if feel? Is it tiiight around your worthless manhood slut~?"

Fidgeting my legs a bit, I accidentally let out a moan; the cage was so tight now with my cock trying to get hard but not being able to grow that I felt pleasure from the tightness, "F-fuck...yes, it feels so tight but so good baby~ Don't worry, I didn't bring the spare with me~ Maybe you'll let me join later....~"

Derrick smirked at me, "Hmph, good. Sluts like you deserve to be ordered around by their bulls. Hope you enjoy the show tonight, cuz you're not gonna get to join~"

"Mmmm, thank you sweety, I didn't want his cucklet dick tainting our lovemaking....~" Monty said, slyly looking me in the eyes for a moment, making sure his insult hit home. It did, and it hurt but it turned me on so much, seeing them make out made me so jealous but so horny. I bit my lip and started to fondle my own chest, letting out tiny panting breaths as I got hotter, "MMmm....when can I suck you off already darling? I've been craving it ever since 'worrrrk'~"

The playful tone he said work with made it click in my head; those times he was calling me while late at work was him going behind my back with Derrick just like I had been; I reached down to try and stroke my cock but was met with warm metal, forgetting that I was instructed to lock my cock up as my hand moved past and started grabbing my balls too, "Mmmm, needy bitch, already so hungry you forgot I was gonna suck you off first~" Derrick looks to me and grins, "Don't worry, on top of tonights show I'll show you the rest of that 'security footage' if you want. Just.....make sure you're a good girl tonight cuck~" he says before smacking my other breast, leaving a hand mark as the smack makes me moan.

"Ahhh! Y-yes sir, I'll be a good girl~" I plead helplessly as they move around on the couch, giving me a good view of him going down on Monty's cock, sucking him off slowly at first before plunging the full length of his cock in effortlessly. Wordlessly he lays on the couch, his legs spread wide as he's moaning from how well he's sucking him off. Already I can tell he's much better at it than I am, making him moan so wildly without even so much as sliding into his ass, making noises I've never heard him make once; witnessing this, I lift my dress up and start to fondle my breasts more, rubbing and pinching my nipples harder, pulling on them like I was some kind of desperate slut, leaving my tongue hanging out of my mouth. I lost track of time with how long I was teasing myself because not long after I heard Monty scream Derrick's name in a lustful cry of love.