The Dirty Thirty (Pics Included) [MF]

Lola almost caused my last relationship to end before it ever really began.

I met Lola on Tinder. At the time we first matched, she explained she was in a relationship with a cuckold boyfriend. Having experience with group play in the past, this was not a deterrent to me in the least. As we talked more in the days and weeks ahead, she shared photos and videos her boyfriend had taken with other men.

Around the same time I was texting with Lola, I had begun seeing a girl named Cara. We had gone on a few dates and had hit it off.
Over the course of two months, Cara and I saw each other often but never had a discussion about being monogamous. I assumed she was seeing other guys (she had even traveled to Asia to visit one during the time we were seeing each other). But apparently my thoughts on where we stood were misguided.

One night I had taken a nap and was awoken by Cara collecting her things from my room. She announced she was heading home without explanation. It seemed sudden, and I suspected there was more to the story. Minutes later I received a call from Cara, sobbing and angry.

Cuckolded by my son’s coach, part 3 [cuckold][mmf]

Excerpt from my latest, which is out now [here](https://www.amazon.com/dp/B071Y3XXZN)

****

“Fuck, you look good,” I said to her as I watched her pull her dress up.

“Think he’ll like it?” My wife asked me, a little nervously.

“Yes,” I said emphatically… feeling a little bit humiliated that I was giving my wife advice on the best outfit to wear for another man.

We got into the car and did the standard drive to Derek’s place. It was in one of the nicer areas of our town—he had managed his finances well while he was a professional athlete himself. We pulled up to his big house (it must have been twice as big as our place), and my wife strutted up to the door. I watched her ass sway and jiggle as she walked… I was jealous that big black Derek would get to have her tonight.

“Cindy! Nice to see you.” The door to the big house swung open and there was Derek.

‘A Complicated Affair: Redux’ [mF, Anal, Cheating, Cuckold & D/s] (7,500+ Words)

***

***

**A COMPLICATED AFFAIR: VOLUME ONE**

***

***

**| Table of Contents:**

> * *Plot Summary*

> * *Introduction*

> * **One:** *’as_requested.jpg’*

> * **Two:** *’An Aversion to Small Talk’*

> * **Three:** *’Susan’s Only Rule’*

> * **Four:** *’Quasi-Religious Encounters’*

> * **Five:** *’Removing the Safety Seal’*

> * **Six:** *’Loophole’*

> * **Seven:** *’Second Virginity’*

> * **Eight:** *’Instant Replay’*

> * **Nine:** *’The Close Call’*

> * **Ten:** *’Bottled & Corked’*

> * **Eleven:** *’Developing a New Routine’*

> * **Twelve:** *’Unpleasant Formalities’*

> * **Thirteen:** *’The Incident’*

> * **Fourteen:** *’Confession(s)’*

> * **Fifteen:** *’An Alarming Blur of Events’*

> * *Afterword*

> * *Uncensored Story Tags*

***

**| Plot Summary:**

A young man’s affair with a middle-aged hairdresser is complicated, after her husband learns of his wife’s severe betrayal.

Expect a story with a strong sense of acceleration and consequence, sustained across multiple chapters. There’s a handful of twists that you — *hopefully* — won’t see coming…

***

**| Introduction:**

Wife’s Lover [Cuckold] [Huge Cock] [True]

My wife and I had been together for about 7 years at the start of all this, married for 4. Our life together was pretty good – we both had decent jobs, a nice house, and we enjoyed time spent with each other. We shared a gym membership and kept in shape, but neither of us had rock hard bodies. The sex we had 2-3 times a week was good, and though I was always up for more, I was happy with what I got. I was always kinkier than her, and often brought up new ideas – using a vibe, tying her down, etc. She went along with almost everything, but drew the line at threesomes. She didn’t like the idea of having sex with a stranger, and didn’t like any of our friends ‘in that way’. I eventually let it go, playing it out in my fantasies over the years.

She started grad school, taking classes after work a few nights a week. Her second year in she joined a study group, and soon after had a ‘Study Buddy’ she worked with. She described him as a nerdy kid, definitely not someone to be threatened by. The semester rolled on and she stayed out later and later with him. I didn’t doubt they were studying – her 4.0 GPA proved that much – and everything was good with us, so I didn’t have any reason to worry.

Crescent City Surfer Boy MILF Fun [MF]

Hi Y’all

Being the newbie to the Pacific Northwest and the kids on spring break from school my husband having some leave to burn, we decided to take a tour of the Oregon coast this past week. What an amazing trip and some fantastic adventures along the way. I’m so glad to have a supportive cuckold hubby that can cover for me while off having some fun to share with him later.

My favorite adventure of the trip happened in Crescent City, CA on the night before our visit to the Redwoods. We had stopped for the night in Crescent City and as a family all grabbed dinner at North Coast Ocean Sports and Grill. It was a terrific little dive that had great food and a view of a large beach with views of surfers and the sounds sea lions in the harbor behind.

As most of you know I’m always horny and love to fuck! The smallest thought of sex and my pussy starts dripping! I love to tease and will follow through on a tease to make some guy very happy! At least that’s the goal!

Cuckolded by the Black Billionaire Boss

Here is part 3 in my “The Boss” series, which you can check out [here](https://www.amazon.com/dp/B06XY7B4L1)

More of my writing at /r/todomforfun

****

Mr. Brinks: She’s doing a good job with the first few inches.

I looked at the next picture and my eyes went wide. It was a close-up of my wife’s little pussy being stretched out by a huge black cock. The feeling of humiliation coursed through me as I stared and gawked at the absolutely massive dick. It was thick and veiny, and my wife’s pussy was wrapped tightly around it. Mr. Brinks hadn’t bothered with a condom, he was going to be taking my wife’s pussy bareback. I imagined how she’d be moaning at the pleasure of being taken by such a huge man, but realized that her sounds would be muffled, given how he had gagged her.

Mr. Brinks: Maybe if you beg me I’ll go easy on her.

I opened the next image to see a picture of my wife on her back, this time Mr. Brinks huge cock was balls-deep inside her. She was taking every single inch of the billionaire’s rod, and I could see her eyes wide, filled with lust and pleasure. She was being absolutely stuffed.

Cuckolded by the owner of a resort [cuckold][gangbang]

Excerpt from the final chapter of my “Vacation” series, which you can check out [here](https://www.amazon.com/dp/B06XV9KXPP)

A lot more of my writing is at /r/Todomforfun

****

My wife moaned as he did this, and I was stunned. Katy was actually looking forward to being black-bred, to being turned into a whore for the resort… and she was totally fine with me being put into chastity as well! I felt any remaining sense of masculinity leave me as Charles instructed my wife and I to switch roles. Soon I was sucking on the head of the man’s massive cock while he detailed the terms of my chastity.

“As for your husband, we will be providing a chastity lock which he’ll be put in shortly. Of course he’ll be welcome to watch the breeding proceedings as well, though if at any point he objects, you will lose your eligibility for membership at the resort.” Charles’ voice was full of authority.

“Yes sir.” My wife said, answering for both of us while suckling at the millionaire’s balls.

“That’s a good girl.” he cooed, then looked at me, our eyes locking for a moment while his big black cock filled my mouth. “And boy.” he added.

My First Affair [FM]

Mike and I had know each other four years, had lived together for two. I was sixteen when we met, he seventeen. Neither of us had been with another person — in the full sense of the word.

There came a point in our relationship where we began to discuss what we had missed by never having had sex with other people. Over time we sort of agreed that if the opportunity arose it would be okay to go with another person, but only as long we were completely honest with each other, told each other everything.

I was secure enough in my love for him not to mind him going with another girl. I knew he loved me deeply, and I him. It was just we both through we had missed out on something.

At that time an affair with my boss was on the cards. I’d seen how he looked at me, how he made the effort to come over and chat. He had this playful way about him, made me laugh a lot. He was a real charmer and extremely good looking.

[MMF] My gf and Halloween

This is another story involving my gf on a different occasion back in October, to be specific Halloween weekend.
My gf had always loved to go the extra mile for holidays or celebrations in general. She would have that holiday spirit whether it be halloween Christmas etc.. I don’t really care much for Halloween but my gf insisted we do something this year like throw a party or go to the bars on Saturday since Halloween landed on a Monday. Me being a critical thinker thought of the brilliant idea of going to the bars early and then going home early for our party. So Halloween weekend approaches and my gf always suggests all these couple costumes that people usually do, I’m not really into Halloween so I let her decide for the both of us. Usually the thing I’ve noticed was that girls like to dress extra slutty for Halloween than usual and my gf was no exception to that. She showed me a all white bride themed costume idea that she could make at home. It consisted of these all white short spandex sort of things not to sure, with a corset and stockings. It was pretty much lingerie and I wasn’t really fond of the idea of my gf going out like this but i wasn’t going to start anything over it so it was whatever to me.
Halloween approaches and we have all our things ready at the house and we head off to the bars. Immediately I regret it I hate crowded bars and that’s exactly what we ran into plus the fact that I have a hard on just from being around my Gf’s slutty outfit , I would have rather just stayed home. In order to combat my regrets I order two double shots for me and my gf to get us started. My gf is a lightweight and gets flirty and frisky and I like to play around with that knowing how it gets her. Some time later I ordered us some more shots and decided to go to the bathroom. To no surprise when I got back she was talking to two guys we saw earlier when entering . I guess they were waiting to make a move and since she was already a little buzzed she played their games as well. Things got a little frisky and heated and no one else seemed to notice . One of the guys was rubbing her inner leg while the other just stood there. They bought her a shot with the condition that one of them gets to take a shot from her boobs. Considering we didn’t know anyone else in the bar my gf agreed and let this guy do exactly that. She rubbed his cock through his pants as they gave her the attention she loved. I let the touching and flirting continue on a little more before intervening and continuing our night.
It was still early by the time we got back to the house for our party . Of course some of our friends got there early and as time went by more and more people started to show up. My gf seemed to have the sluttiest costume in the house and was the center of attention . She was also clearly drunk and was blatantly doing more and more slutty things . She would bend over to pick things up that didn’t need to be picked up or grind past someone to get where she needed to get. Closer to the end of the party everyone had left and only my friend Jacob and I were left . To my surprise my drunk gf was still up and not passed out in her bed like she usually is. We didn’t want to have anything left over and there was very little liquor left so my friend decided to pour all of us last shots. My gf had been teasing him all night and had stepped it up a notch since it was only us two. She told him if he finished whatever was left of the bottle she would flash him. I thought she was kidding being drunk and all and considering there was hardly anything left in there. I watched jacob grabbed the bottle and chugged whatever little was left and almost instantly my gf dropped her straps from her corset revealing her big tits . I was probably in as much awe as him and we both just stood there with growing erections as my gf laughed and walked upstairs to the bathroom . “man they’re nice” Jacob said as we just sat there in the kitchen . He seemed to be there half drunkenly trying to grasp what just happened. Just then I look over his should and my gf comes down the stairs without her top.
“Did I leave my phone down here” she innocently asked as if she wasn’t topless. Jacob looked over and was once again in shock.
“Like what you see?” She asked
“Who wouldn’t!” Jacob replied half off his chair with a full hard on that was clearly visible.
My gf walked over to me and started kidding me. I could taste the liquor in her mouth but maybe it was a mixture from both of us. She unzips my pants and proceeds to get on her knees all while Jacob just sits there. She put my cock in her mouth and proceeded to bob her head all while keeping eye contact with him. She put her hand on his erection and rubbed it through his pants while we both looked over her . She pulled his cock out and it slapped her in the face, something neither of us were expecting. She grinned and proceeded to give us both hand jobs while simultaneously and alternatively kissing the tips and only putting about an inch into her mouth. Jacob then grabbed the back of her head and forced his cock down her throat. She gagged loud she wasn’t expecting that to happen and as he pulled it out she let out a breathe for air . I then took her mouth and did the same. We then took turns having her swallow our cocks while she had this look of enjoyment in her eyes. She then took off her shorts while keeping her stockings on and told on of us to get on the floor. Jacob quickly took off his pants and volunteered himself . My gf grabbed his cock and guided it into her as she sad down on it.
“Fuck, you’re wet” Jacob said
She proceeded to slowly start bouncing on his cock. I enjoyed the view of her tits bouncing up and down with a face of pleasure on her.
” yes fuck me ! Fuck this wet pussy with that big cock” she yelled as he pounded her. I took advantage of the situation and put my cock in her mouth. I could feel the vibrations of her moans on my cock as he fucked her senseless . She took my cock out her mouth and proceeded to dirty talk while stroking me .
“Who’s your dirty little bride?”
She moaned in ecstasy
“You like watching his big cock in my wet pussy”
She kept going harder and harder as she looked me in the eyes and said this. She then stood up and got on all fours. Jacob quickly got up and inserted himself in her as he pulled her hair. Continuing the pounding her put two of his fingers in her ass. My gf has never been one that’s into anal but she was not complaining. I moved to her front and had her blow me while being pounded. She teasingly kissed and only put the tip in her mouth with every motion of going back and forth with a sinister smile on her face. This continued on for quite some time until I decided it was my turn at her pussy. Already soaking wet it slid in like noting and she proceeded to bounce up and down on it. Jacob stood over her and she teased him the same way . She started rubbing her clit and kissing his cock at the same time while moaning. I flipped her on her side and jacob came down to our level. He grabbed her face and fucked her mouth while I was pumping her from the back. I couldn’t take it anymore and let out my load inside of her .
“Yes fill it up I want all of it in me”
She said
Jacob then went to her back and to my surprise he put it in her ass. This was the first time my gf has had this happen and she let out a shriek of pain but didn’t stop it. He began to pound her and she yelled like never before.
” oh god fuck yes fuck me in the ass with that big cock” she said as she took it all.
I watched getting an erection again. Jacon finished in her ass and got up.
“I can’t believe this just happened” he said in shock
My gf laid there on the floor with her ass up , cum dropping out of her
He smacked her ass and proceeded to get dressed. I on the other hand took her to our room and laid her down there to continue . Jacob let himself out and I proceeded to stroke myself over my gfs body as she lay there with her legs open. She reached down and with two fingers put some cum in her mouth and signaled for me to fuck her. I fucked her and came in her mouth as she looked up in the most innocent way.
It’s safe to say she enjoyed Halloween weekend this past year considering she got fucked senseless. Her slutty costume had had given her the pleasures of looking like one and fitting the part of a slut.
To clear things up I’m not a cuck I don’t really enjoy being humiliated but on other hand if a situation like this arises I don’t mind sharing her.

Owned and fucked by the resort owner [Cuckold]

Excerpt from The Vacation Part 3… the full version can be found [here](https://www.amazon.com/dp/B06XJTM8MP) … lots more of my writing can be found at /r/ToDomForFun

***

“I’m certainly going to enjoy that.” He said, adjusting himself in his pants. I glanced down and noticed an absolutely massive bulge between his legs—the older, richer man was packing.

“It’s all yours to enjoy.” My wife said, playing the part of whore perfectly.

“That’s a good girl.” Charles said. “Your husband doesn’t mind?” He asked Katy, ignoring me despite the fact that I was sitting right in front of me.

“No, he’s good about it. I get to experience things that I don’t get to with him.” My wife Katy said, locking eyes with the big black man and also ignoring me.

“Well that’s lovely.” Charles said. “What kinds of things does he not give you?”

“Huge cock. Dominance. Making me feel like a whore.” Katy replied. I felt the butterflies in my stomach start going a little harder at how quickly my wife had replied, like she had the list at the top of her mind.

“You like being made to feel like a whore?” Charles asked her, raising an eyebrow.