Told from C’s perspective.
To be honest, I didn’t know what to think when I saw the list of so called ‘Hotwife challenges’ he gave me. I mean, they seemed exciting and all. Interesting even. But some were so incredibly unlikely. Crude, too. Not to mention purely slutty, but for no other reason than just being slutty. Don’t get me wrong, some (okay, most) did make me tingle a little, but some were incredibly unlikely.
Friday came and Carla, a friend I hadn’t spent much time with during the last few weeks, had asked if I wanted to go out with her. I asked J – it was normally a day that he and I spent together, usually in bed, me bent over the “fuck pillow” with his hard cock in my ass, until he inevitably flooded my asshole with his load. Makes me a little wet even thinking about it to be honest… Anyways.
He said I should go out with a friend for a change. He was gonna stay at home catching up on some shows or whatever. Awesome. Girls night out!
Now, Carla is – for lack of more obscene phrasing – a fucking slut. She doesn’t act like it around people in general because appearances and all that, but I know her true self. Probably because we tend to drink a lot of wine when we hang out. She has a husband as well as a boyfriend. Only her friends know about them both. But almost no one knows of all her one night stands. And there have been a LOT of those. Her husband is a stable guy with a normal, stable job. Her boyfriend is everything her husband isn’t – black, a brut, very handsome, and works as a bouncer. Oh, and has a giant cock apparently. She’s all about black guys with giant dicks, which is incredibly kliché, but whatever. Sidenote here: Truth be told, there IS such a thing as too big. If I can’t physically fit it in my ass, it’s too big. J’s dick is perfect – any more and it wouldn’t fit. End sidenote.
Carla was to decide the place we go to. I’m not a party slut like she is, so no point in me deciding. She picked a very “in” place where finding a worthy hook-up for the night would be easy for her. She’s quite a pretty thing with clothing to show it off so it’s never a problem for her, but still – more to choose from is always preferable I suppose.
– “Have you looked at the challenges?” J asked.
– “Huh?.. oh, those. Yea a bit”, I answered.
Of course I had. I had looked through them so many times I pretty much knew them by heart at this point.
– “So? What do you think?”
– “They’re… interesting”, I smirked
J smirked back. The gears rolling in his mind, I could tell.
I picked out what to wear for our girls night out. J intervened:
– “Not sexy enough. You can obviously do better babe.”
It’s funny, actually. All my life I was under the impression that “dressing sexy” was something you did for your man, not for everyone else. It’s how I was raised. But here I was, about to dress sexy for a night out WITHOUT my man, and he was not only fine with it, but encouraging? God damnit, I wish I had met J sooner.
– “Oh really? Well maybe I should wear that ultra slutty little red one? Ya know, with the slit that goes so far you can tell not only the color, but the style and texture of my panties?
– “Or lack thereof,” J added.
– “Now there’s an idea!” I teased.
– “Well there’s a limit honey. I don’t want you to spend the night in jail. But sure, go nuts.”, J said with a coy smile on his face.
He was right. That particular “dress” can be worn during very specific circumstances. At home, and at Swingers clubs. Essentially nowhere else. I settled on my red underwear set with some Grade A push-up capabilities, a short (but not stupid-short) black dress and black pumps with O-rings on them. Me and J knew what they meant but few other people would, least of all Carla. I also added one of my O-ring chokers that was fashionable these days. I love that by the way – a central piece of the BDSM community had become a fashion statement. Funny how that works. I had had this particular one for years, ever since we began visiting BDSM clubs and I was playing the submissive part. My outfit was fucking awesome, if I may say so myself.
J approved too. With a stupid big grin.
An hour or so (okay fine, two hours – good makeup is a bitch) later, me and Carla arrived at the club. She had spent the cab ride over complimenting my outfit. Maybe it was the glass of wine I had already consumed, but it felt almost like she was looking at me as if to suggest I’d be looking for something a little extra tonight. Nah, it was just the wine. Surely she wouldn’t think such things of me. She didn’t know that part of me yet.
My phone buzzed. It was a text from J.
– “Hey. You didn’t really say what you thought about the challenges? Anything you’d wanna go for? Maybe wanna start off easy?”
He had no idea. I texted back.
– “Yes. In fact, I’ve done 4 and 5 already! :-D”
– “Oh you dirty girl! Let me see! Pics or it didn’t happen, as Reddit would say :)”
He was right I suppose. The rules were rather clear on that. I guess I should circle back to these challenges a bit?
The challenges came with stipulations, rules if you will. Not many, but rules nonetheless. A challenge was only to be considered complete if there was either photos or video of the challenge being completed. Without proof, no points were going to be awarded. Oh yea, there were points. I can’t remember the scores for each though. The score generated over a day would equal a ‘treatment’ I’d get from J. And then there were multipliers, and… yea, a bit complicated for my tastes, but it was clear that he had nerded out on it, which made him happy so I went with it. Come to think of it – he basically gameified the thing! Which worked a little too well on me as my competitive side was probably very triggered.
I went to the bathroom and took a picture up my dress and sent to J.
The first 13 challenges were as follows.
1. Dress sexy in public
2. Wear slightly see-through leggings and contrasting thong underneath, in public
3. Wear VERY see-through leggings and contrasting thong underneath, in public
4. Go out without panties on
5. Use a butt plug in public under your clothes
6. Use a butt plug when working out, at the gym
7. Flash your tits, ass or both at a bar/club
8. Make a stranger hard in public
9. Make out with a stranger in public
10. Have sex with a stranger (be reasonable) in a public place
11. Have sex with a stranger (be reasonable) at their place
12. Let a stranger cum inside you
13. Bring the creampie home
The plug was one of the smaller ones, but there was no stipulation of size.
– “There. Challenge 4 and 5 if I’m not mistaken?”
– “Indeed. I was not expecting that, gorgeous! Well done, I’ll make sure you’re rewarded tonight. Oh and also, 1 is truly complete.”
– “Oh yes, I will demand my price when I get home! And yea, 1 too I guess” I replied.
I put the phone into Silent mode and exited the bathroom, right into the arms of Carla. She had gotten a table in a corner of the club. She pointed to it and I went over and sat down (gently). When she came back we ordered drinks and had a bit of small talk. Then she asked about my outfit and whether or not J knew what I was wearing. I laughed a bit.
– “Yea, he helped pick it out, actually.”
Her eyes grew a little in astonishment. I think she was hoping that I was a cheating little slut, just like her, so we could have that in common or whatever. But no, I’m honest with my man. She grew ever more curious though and eventually I caved. The second glass of wine probably helped though.
– “J isn’t the jealous type. In fact, he’s quite the opposite.”
– “The opposite? What do you mean?”
I sighed a bit, and then I just told her.
– “He doesn’t mind me having other men. Actually, he likes it. We’ve been to swingers clubs before and he loves watching me have sex with other guys.”
She was super quiet. Her eyes were enormous. A rare occurrence when it comes to her as she can be quite self-absorbed. And I thought, in for a penny, in for a pound!
– “Actually, he enjoys watching me have sex with other… women, too”.
I think one of her eyes popped out of her skull. Her entire upper body almost fell backwards into the sofa in disbelief. I on the other hand, continued sipping my wine and looking out over the crowd, awaiting her verbal reaction. Thoroughly enjoying her total disbelief that her little innocent friend C, could be so… not innocent. I think she always fancied herself ‘experienced’ in life and always eager to ‘teach’ others, including me. I’ve always just nodded and accepted that side of her. I guess she just wised up.
– “Wait. What!? You’re bi!?” she finally yelled loud enough that at least the table next to us heard.
I sighed a bit. Damnit now I have to label everything too.
– “Okay look. I wanna have fun in life. And why should I limit myself? I don’t like the labels, I just say “I’m sexual”. It’s enough for me. You need to deal with that and avoid the labels because it’s severely limiting and I don’t wanna look at life that way. Okay?”.
– “Holy shit”, she replied.
– “Hun”, I said putting my hand on her knee. “It’s not a big deal. Don’t worry about it so much”
It just occurred to me: I was now in control of this relationship. Carla was usually in control all the time. Always the cool one. But now? I had gotten her silent in disbelief. She didn’t know what to say, and she didn’t know what to do about my hand on her leg.
She eventually came to her senses and became self-obsessed again. She was talking on and on about her little boy toys, her safe-but-boring husband and whatnot. I was saved from this dreadful, one-sided conversation by a tap on my shoulder followed by a “Hey!”. I turned a bit and stared into a handsome – almost beautiful – familiar face.
– “Sam? Oh my god it’s been forever!”, I said.
We hugged and asked if he could sit down.
– “Not a chance!”, I said. “We’re totally gonna dance!”
He smiled some and I left Carla to her own devices. J would be hard as a rock if he knew that I had just found my ticket to completing a whole bunch of challenges tonight.
—
I knew Sam since before I met J. Sam is a gorgeous man, about half my age (okay fine, even less than half my age…), with a gorgeous body. As if that’s not enough, his dick is about as long as my torso and as thick as my lower leg. It’s… stupid-large. And he can go on for ages. Last time he fucked me, it was a middle-of-the-night booty call and we weren’t done until late morning. I had little mini-orgasms all day afterwards merely thinking about the brutal treatment I had gotten the night/morning before. His third load had been shot into my ass after a long warm-up. And even so, he was never able to fit more than a few inches. It’s just too god damn thick. Merely thinking about how his cock filled me up makes me wet. In fact, writing these words is making it hard to focus…
We danced. Sam didn’t get his body by eating Cheetos on his sofa – he got it from being a dancer all his life. I love to dance and J doesn’t, so this was a great opportunity. Besides, I knew Sam still wants to fuck me again.
—
I was in a super happy state from the alcohol coursing through my veins and seeing Sam again. I couldn’t help it, my hands were on him pretty much everywhere and his were on me. With no panties to absorb anything, and my little cunt leaking like a faucet, my legs were starting to look like a waterfall. Good thing clubs aren’t brightly lit. I turned around and danced with my back against him, grinding my plugged ass into his crotch. Feeling his thick cock through his jeans not only made me even more horny, but also more brazen. In the thick crowd of people, I’m sure no one saw when my hand slipped in between us and I grabbed his crotch. He groaned into my ear and I smiled. His hands were on my sides and he slowly gyrated his pelvis into me. There was no turning back now, I was gonna have him inside me tonight.
It was a good thing Carla decided on where we should go, because she had chosen a super hip place. And this particular super hip place had several (!) “make up rooms”. I don’t know if they’re called that, but that’s what I’m calling them. They were like bathrooms, but instead of toilets they had just 3 bathroom sinks. It was a room made for groups of women to fix their makeup (I assume – I didn’t actually ask). They even had locks on them, as if they used to be actual bathrooms. “Stupid”, I thought as I saw one at first. But now…
It’s hard to describe what happened between my ass grinding into Sam and the “make up room”, because I’m hazy on the details. I know that Sam’s hands were touching me everywhere and that it was getting more and more difficult to stand up. I also know that I’m the one to suggest (sternly) that we leave the dance floor and make full use of one of the stupid make up rooms.
Upon locking the door behind us, Sam spun me around so that he faced me. We kissed. Hard. Like lovers whom had been apart for far too long. His hand was on my ass, slowly sliding over to the side, feeling the end of the tiny dress, hiking it up to expose the bare flesh of my ass. A few squeezes later and his hands were both on my shoulders, slowly pushing me down to my knees. I smiled a little as we made eye contact and my hand touched his clothed crotch. It was hard and his giant dick was itching to be released.
I wasn’t gonna tease him or me anymore, so I yanked his buttoned fly down and pulled his pants down quickly, exposing his massive cock. It was so long ago, it looked even more massive this time around. I smiled so hard my face hurt a little. My (in comparison) tiny hands wrapped themselves around his thick shaft, feeling the hardness yet again. His hand, meanwhile, had found its way behind my head and was now guiding me towards the head of his pole. I greedily engulfed his cock for the first time in so god damned long, it made me almost sad as to how much I had missed not having him inside me.
I moaned as the sensations built up in my mouth. He moaned as my tongue swirled around the head of his cock. It felt… amazing? Is that a thing to feel when sucking a dick? I guess so, because that’s the only word I can think of at the moment.
I stood up without loosing my mouth-to-cock connection, so I bent at the waist. Just as I had hoped, Sam’s hand reached down and pulled my dress up, exposing ass.
– “Oh wow no thong!?”, he couldn’t help but comment.
I smiled as much as I could with a mouth full of cock.
– “Mhmm”, I managed to moan in between thrusts into my throat.
With that, Sam’s hand grabbed my hair, pulled me off of his cock and spun me around. I was now standing over the bathroom sink with my ass touching his cock, staring at him and myself in the mirror. I saw the moment in his eyes. The moment of his discovery. The moment he discovered that my ass was filled, and had been this whole time.
You see, Sam always wanted to fuck my ass properly. I only let him try that ONE time, and even though it felt sexy as all hell, it still hurt. I was not used to being assfucked – not like I am these days. J has gotten me REALLY into it. Like, I come so god damned hard from being fucked in the ass that it’s not even fair to compare it to anything else.
Sam’s massive cock however, requires a lot more warm-up than this little plug. He sure enjoyed the sight right now though.
“Haha dream on Sam, there’s no way you’ll fit in there tonight. And if I remember correctly, my pussy is nearly too tight for your massive cock anyways.”
He looked up at me through the mirror and smiled coyly. He knew he was big.
Sam grabbed his cock and put it just outside the opening. Through no fault of my own, my reflexes betrayed me and my legs spread themselves, giving him more room to manoeuvre. To make life a little easier, I took a whole lot of spit in my hand and rubbed it into my pussy right before he started entering me. And oh boy was that a new feeling. I mean, old-new I suppose. But holy fuck had I missed these sensations. The way Sam fills me is absolutely amazing. His dick touches absolutely everything. Every nerve-ending is activated when he enters me.
When he was fully inside me (as in, all he can fit), the sensation was immense. I had never felt anything like this before. Not only was this gorgeous man with a giant dick all inside of me, but having my ass filled as well provided even more sensation than last time.
That’s when I remembered – I need documentation. Damnit. Sam was never a “please let me photograph you”-kind of person. Well, here goes nothing.
– “Hey Sam?”
– “Yea?”, he said between thrusts into my slick pussy.
– “I want… pictures… please?”. I grabbed my phone and launched the camera app. “Please, take pictures of your cock inside me?”
He looked a bit stunned, but didn’t question it. He just grabbed the phone, snapped a few pictures and handed it back to me. Sam grabbed my hips now and started really ramming into me hard.
– “Just put into record and place it over there,” he said and pointed to one of the faucet fittings.
– “You’re alright with that?” I asked
– “Sure, it’s not like you’re gonna post it anywhere right?”
– “No of course not. I wouldn’t risk J finding it somewhere”
Damn. J is gonna get so god damned hot when he sees this, I thought quietly.
I reached over and leaned the phone against the faucet fitting, put the camera into selfie-mode and hit record. It was a truly sexy sight to be honest. Sam’s abs and pec’s were in full view, and so was his massive cock the few moments it wasn’t buried inside of me. The camera seemed to almost spur him on actually. Like he was gonna perform.
He grabbed a fistful of my hair, his other hand placed on the side of my tummy, and started forcefully fucking me really hard. Almost to a point of where I didn’t like it. But I really did. I love being “handled” so to speak. Roughly handled.
I felt his cock grow ever so slightly more. Grow harder. And then I felt the thing I love more than most things in the world – I felt cum shoot into my pussy. Deep and without any regard for potential consequences. Sure I was safe, but it’s not like he knew that. I remembered a very specific challenge. As he pulled his cock out, I clamped my legs shut and reached for the handbag and pulled out the red underwear I hadn’t yet worn. I pulled them on.
Challenges 8, 9, 10, 12 were now complete. I was on FIRE!
13 was going to be complete as well, I thought.
Okay sure, Sam wasn’t a stranger I guess, but we hadn’t seen each other in over a year. It’s got to count. I decided it counted.
– “Why aren’t you… like… you know?”, Sam asked with a puzzled look on his face after seeing me put my thong on..
– “Oh haha… well, that’s for me to know and you to wonder about,” I smiled at him.
He seemed to have lost interest in his own question before I even got to answer though. He just had his cock inside a tight pussy and was probably content with that.
I gathered my things, pulled my dress into place and Sam straightened himself up. The plug in my ass reminded me of its presence. It was such a naughty feeling. I had worn it since before I left home, in the club, getting fucked, and I’d keep wearing it until J had reclaimed my creamed pussy. We left the makeup room in different directions after making sure we both looked presentable.
I saw Carla grinding her butt into some black guy and took that as my cue to leave. She saw me looking at her, smiled and nodded in my general direction and I left.
I wanted to see J immediately. And he will most certainly want to taste what I have to offer…
Source: reddit.com/r/sexystories/comments/fn3kmd/cs_challenges_mfhotwifeslutwifefsubexhmdom