Erotic Journal Challenge

So… Unfortunately, the Erotic Journal Challenge seems to have gone defunct. Oh no!

So that leaves us with a hole in the schedule for Fridays. So what we want to know is What do you want to see more of? Our survey is only two questions long, and one is optional! Please let us know!

For this week, we thought we would ask and answer our own question since we didn’t have one to do. The question we’re asking is:

Where is the craziest place you’ve had sex?

Jayden: I have two good ones. One was on a bridge over a highway. We we were college students living with roommates and having no privacy, so that was how we solved it. Afterward, he bet me that he could hit a car with the condom. He did. Just a bumper, but he did. (Please note: We do not advise doing such a thing!)

The second was in the snow. It was sexy and fun, mostly because it’s fun to be able to say “I had sex in the snow,” but in reality, it was just fucking cold!

Richard: I don’t think I have any as good as Jayden. Probably when I had sex at the bottom of a stairwell in college. Both of our roomies were total homebodies, and it was the only place without cameras. It echoed a lot though, I wonder if anyone heard.

So tell us: what’s the craziest place you’ve had sex?

#EroticJournalChallenge Bucket List

Create or revisit your erotic/sexual bucket list.

Richard: I don’t think I have one. I guess I’ll start one now. Convince Riley to come hang out with us, we don’t even have to have sex, I just want him to come clean my kitchen in a maid outfit.

I’d like to have a threesome with Jayden and another sub. I want to watch her Domme someone else. That’s not really Jayden specific, it’s a fantasy I have with most switchy partners. 

More cuckold type stuff would be fun. 

I want to have sex up against the glass of a high up window in a sky scraper. Probably no one will see, but you never know…

I’d like to go to a sub hunt and chase someone down to ravage them. 

I want to do posture training where the sub has to sit/stand just right or else the chains that’re clamped/pierced to their clit, nipples, ass, etc. will dig in painfully.

Jayden: Well now. I’m not even sure where to begin here.

The thing is, if you had asked me this question six months ago, I would have said hands down, the only thing I wanted that I hadn’t experienced were an orgy and a gang bang. For someone who was in a ‘poly’ relationship (more on why I put that in quotes…at another time), I really thought it was surprising that I’ve never had an orgy.

And I’ve always wanted to have a gang bang. I’ve watched porn with it before and was very turned on by it. It would probably be a lot, too much maybe, but very hot. I feel like it might be one of those things I wanted to experience once.

That being said, there were a lot of kinks I never knew I had (or didn’t know how deep they ran) until very recently. So maybe my bucket list had more things on it than I thought. (Breath play, rape play, knife play, watersports… to name a few…)

So this week, I’ll share with you a fiction snapshot of a fantasy I’ve had for a loooong time.

Continue reading

#EroticJournalChallenge Advice

What advice would you give to someone who has never had sex before?

Jayden: I spent a lot of time too shy or scared to tell my partners if I liked (or didn’t like) something. Sure, I used my safe word a handful of times over the years, but it had to be *really* bad for me to do that. I would rather please my partner than tell them I was uncomfortable.

And the thing is, I’m not talking about being emotionally uncomfortable. That’s different. I’m talking about doing things in the bedroom that are mildly uncomfortable, too many fingers, too rough, etc. Sometimes I really like those things, and other times I don’t. Even just saying, “Hey, I really need two fingers inside me to be able to cum when you’re going down on me.” For whatever reason, I have always had trouble saying things like that.

And listen: every partner is different. Every partner likes things done a different way. And that’s okay.

I asked my friend once about fingers inside her when a guy is going down on her, and she said she hates it. I love it. Neither is right or wrong, just different. Both are good. But both need to be communicated to your partner. It’s great to pay attention to your partner’s reactions and see what they respond to, but it’s not foolproof, and especially when it’s a new relationship, it’s better to communicate those types of things to your partner. I promise, it’ll be a better experience.

On the flip side!

If a partner gives you advice on what they like, don’t take it personally. I know that that was a tricky thing for me once or twice, when someone said something like, “I really like the thing you did with your hand,” or “I like the way you use your tongue better.” It’s not a personal slight. It’s just telling you the way they like things done. Since everyone is different, you need that advice. Take it, learn from it, and have pleasurable sex for BOTH partners.

Richard: You should try it, it’s pretty cool. 

Just check in with your partner and see what they’re into. I dunno, basically Jayden’s answer.

Don’t miss tomorrow’s feature! It’s a surprise, but I think you’ll like it.

#EroticJournalChallenge First Time…

Richard’s Anal Story Part 2

I reached down, sliding my hands under her ass and squeezing it. “Need any lube first?”

She shook her head, “With how wet I am, it’s sure to be coated, and your cock is soaked. Just bend me over and make me your bitch.”

I slid a finger between her cheeks and pressed it against her hole. Sure enough, it slid in fairly easily, drawing a moan and some more wriggling from her. I finger fucked it for a bit, timing my thrusts at both ends. If I got the angle just right, I could feel the pressure from my finger on my cock.

Finally, I pulled out and rolled her over. She immediately looked over her shoulder, wriggled her ass, and mouthed, “Fuck me.”

Not wanting to be too easy, I spanked her a few times. After each strike, she pressed her ass back, presenting it to me, along with the growing collection of pink and red marks on her pale skin. Once I’d had enough, I pulled her cheeks open and looked at her hole. It was totally coated in her juices, and with the ones dripping off my cock, I felt pretty sure I’d be able to make it fit. I took my cock in one hand, put the other on the back of her neck, and pushed forward, moaning as she swallowed my cock with ease. I’d never felt such a tight, warm, hole before. Often, anal can be pretty rough going at first, or need extra lube, but her ass took me as easily as any pussy I’d ever been in.

She moaned out and shifted her hips, trying to find the right angle. I pulled back out, shifting my hips a little before driving back in. After a few strokes she had my full length deep in her bowels, and I leaned down to whisper in her ear. “How’s it feel, slut?”

“Hurts,” she moaned.

“Want me to stop?” It was my first time with her after all, I wouldn’t want to be too cruel.

“It’s fine. Fuck me how you want to.”

I pulled back again and shoved into her, pressing her body down. She cried out, gripping the sheets hard as I started to find a rhythm. With every thrust, her body dipped lower, and for longer. After a half dozen or so, she was pinned down on the bed, head whipping back and forth. “Oh fuck! It hurts, fuck fuck fuck!”

I grabbed onto her hips, holding her steady as she squirmed, and took a deep thrust to bottom out in her as far as I could.

“So how do you like anal now?” I asked her, holding myself deep for a few seconds.

“I fucking love it,” she moaned. “Most guys ease off if you tell them it hurts, but not you. You know how to use me.”

I laughed and slid all but the head out of her ass, then rammed back down on her. “Like that?” I growled.

“Yes!” she screamed. “Just like that. Use me, hurt me, rape my fucking ass hole!”

I started building a rhythm, hammering in and out of her as fast as I could as she wailed underneath me. “Anyone ever fuck you like this before?” I asked.

“Oh my god, oh fuck! Once at a party. He came way too fast though. Like he was just trying to tease me. Are you close?” she asked.

“I can keep it up,” I said, swirling my hips a little to stretch her even wider.

“Fuck! You’re so fucking big! Too big for my ass. It hurts so bad, I fucking love it!”

I put one hand in her hair, and squeezed the back of her throat with the other, getting the leverage to really punish her hole.

Every one of my moans was met by a scream from her, punctuated with an occasional whimper. Every once in a while she’d work up enough air for a “Fuck me! Fuck me! Harder! Hurt me!” before a particularly rough thrust would drive it all out with a scream.

“Where do you want my cum, slut?” I asked.

“As deep in my ass as you can. I want to feel it dripping out the whole way home.”

I crushed her down as hard as I could, her moans swallowed up by the mattress for a moment as waves of pleasure crashed over me, pulse after pulse of hot cum flooding into her hole.

Eventually, I let up enough for her to lift her head up, gasping for air. I slowly slid out. “Going to clean me up too, slut?” I asked.

She grimaced, but rolled over, sliding her tongue over my cock again. “Sorry, Sir. That might be too disgusting, even for me.”

I grabbed a fistful of her hair. She yelped, but grinned when she saw me pull my hand towards my cock, wiping myself off with her. “So fucking nasty. I love it,” she said.

And that’s the story of the first time I really enjoyed anal. Nothing like a sub begging you to hurt them while you fuck them, or telling you that you’re the only one who knows how to do it properly.

We’ll see you on Monday, with the next set in our 30 Days of Dominance and submission challenge.

#EroticJournalChallenge First Time…

When was the first time you realized you were ______? OR When was the first time you realized you liked or enjoyed ______?

Richard: Jayden and I thought it would be fun to do the same kink for this one, and we decided to do anal/painal. Here’s my story:

I was in my early twenties and had done various types of anal play a few times with different partners. It was fun for a change now and then, but on the whole, I didn’t see much reason to do it over vaginal— which was cleaner, didn’t need as much lube, etc. I started chatting with a new girl online. She explained that she liked anal play when she masturbated but generally didn’t enjoy it as much with partners. We fooled around with it a little, and I would often make her do some kind of anal stimulation if she wanted to get off, finger her ass for a bit in the shower, that sort of thing.

We met up a few times and eventually wound up coming back to my place. 

“Hand me your bra,” I said as we walked to my car.

She glanced around. It was dark, without too many people in the bar’s parking lot. “Yes, Sir,” she said with a playful grin. She reached back, unhooked it, and handed it to me. I unlocked the car and tossed it into the back seat. 

“How far is it to your place?” she asked, sitting down and pulling on her seatbelt, squirming the whole time.

“Less than ten minutes,” I said, reaching across and sliding a hand under her top. I twisted her nipple lightly between my thumb and forefinger and pulled out of the parking lot. “Panties next.”

She gasped as I touched her but managed to moan out a “Yes, Master” and reach down to slide the panties under her skirt. She held them up, letting me see the wet spot soaked in the crotch, then tossed them to join the bra. 

“If you leave a stain on that seat, you can take my belt off next so I can whip you with it.”

We pulled into the parking lot of my complex. I parked and leaned over the center console to kiss her hungrily, my free hand running between her legs to feel how wet she was.

“We better get going before I need that belt,” I said. I stepped out of the car and led the way to the door as she stumbled behind me, soaked thighs pressed together.

I unlocked the door and half opened it, then turned to face her, blocking the way. “Strip down. All the way, there’s no reason a slut like you needs to be dressed in her Master’s home.”

Her lip quivered, and she looked around, but after a moment she whispered, “Yes, Master,” and pulled her shirt off, handing it to me. She looked up and down the hallway one more time before taking off her skirt. “Please…” she said, staring at me, not finishing the request.

I nodded and swung the door open, kicking her skirt inside as she ducked under my arm.

By the time the door was shut, I was already starting to take my shirt off and pointed towards the bedroom door. She started walking towards it, and I followed her. She paused in the doorway to look for a light switch, but I shoved her back, sending her stumbling onto the bed with a gasp. I flipped on the light myself and then climbed onto the bed, kneeling over her.

“Get my cock out. That’s the only thing you’re here for anyway.”

She nodded and attacked my pants, getting my belt open and nearly ripping the button off before they slid down my thighs. I kicked them off on the side of the bed.

“May I, Master?” she asked, looking up at me with a slight pout. I rolled my eyes.

“Go ahead, slut. I told you that’s why you’re here.”

She slid her tongue out of her lips and dragged it along the vein on the underside of my cock. I moaned softly, hands exploring her body as she worked, letting her go for a few minutes. Eventually, her lips popped over the head, and I tangled my fingers in her hair, gently fucking her face.

After a few moments, I pulled her off with a pop and shoved her down on the bed. I slapped her thighs open and crawled between them, leaning in to nibble them and lap at her cunt. I came away with my lips and cheeks covered in pussy juice. “I don’t think I’ve ever had such a wet slut before,” I said.

“Sorry, Sir. No one’s ever done this to me before.”

I climbed on top of her, lining my cock up and slipping in almost before I realized I was touching her pussy. She moaned out and rolled her hips, taking me all the way to the hilt on the first thrust.

“Tight fucking cunt,” I gasped, looking down at her laughing face.

“You should see how tight my ass is,” she said with a wink.

Tomorrow, we’ll post the conclusion to this little story from Richard!

#EroticJournalChallenge First Time…

When was the first time you realized you were ______? OR When was the first time you realized you liked or enjoyed ______?

Richard: Jayden and I thought it would be fun to do the same kink for this one, and we decided to do anal/painal.

Jayden: When I was young (too young to be having sex), I thought I liked anal. I don’t know if it was just that particular partner or if it’s too long ago and so it’s fuzzy, but I did remember liking it. There was definitely a part of me that was into it because it felt “cool” or “sexy” to be into anal. A lot of girls weren’t, from my limited knowledge of the world, and so it made me “better” to be into it.

As an adult, I realize that a lot of that is bull shit. Liking anal doesn’t make you better or worse than anyone else, it’s just a matter of matching up with someone who has the same kinks or interests as you. There’s also a lot to be said for different partners bringing things out in you.

For years and years in my previous relationship, I only did anal with one partner (that was one of the rules we had) and it was fine. About 95% of the time, I didn’t look forward to it, but I was willing to do it because he liked it. I certainly didn’t protest about it.

And then I met Richard. He wanted to do anal, and I wasn’t so sure, but I wanted to please him (hey, that’s my kink!), so I said yes. I was worried because my understanding from the discussions we’d had, he can *last* in the bedroom. I was afraid I’d be sore and need to stop. But Richard has always been a very accommodating partner, and I had a safe word, so… why not?

I’d be afraid of spoiling the story, but the prompt was “when was the first time you realized you liked anal,” so… I’ve already spoiled the ending. So, here you go, a fictionalized retelling of the first time Richard and I had anal sex and I realized that it was fucking awesome.

We had already had sex today, and I was tired. And I was supposed to be busy doing things, but I can’t focus. All I can think about is being close to Richard, touching him, feeling his body against mine.

I’m sitting in an armchair that is definitely not big enough for two, but here he comes anyway. He leans down and kisses me. I moan softly against his mouth. He’s practically climbing into my lap.

“This is a bad idea,” he says, but my legs are already spread for him. I don’t care. “No,” he says, stopping me, “Get up and go over to the couch.” The couch with the ottoman in front of it made a much better space.

I go over, pulling my dress off and dropping it on the floor. I lay on my back, my legs spread for him, and I’m dripping wet. I’m always dripping wet for him.

“I want your ass,” he growls.

I’m scared. I know that he had wanted my ass, and I had even been trying to prepare for it, but I didn’t love anal as a rule, so the prospect of his big cock in my ass was terrifying. “Take it,” I groan. I want it. As scared as I am, I want it.

“Turn over.”

I get up on my knees in the right position, thrusting my ass into the air. He slips inside my pussy once, twice, three times, and then goes for my ass, but I’m so tight. He pushes his finger inside me.

“Oh my god, you’re so tight.”

All I can do is groan. I am so bad at talking during sex.

“Are you ready?” he asks.

“Yes,” I grunt. My face is buried deep in the pillows on the couch.

He presses his cock into my hole, and it burns as it stretches me out, but he gets it in. Oh god, he’s inside me. It hurts, but it feels incredible. He doesn’t wait. There’s no gentle thrust to get me used to how big he is. He’s using me. And it’s fucking hot. He thrusts in and out, filling me each time. It’s incredible. I’ve never had sex like this before. Before long, it feels good. Amazing, even. I really thought it would just hurt more the longer it went on, but it doesn’t. It feels great.


And now we can’t go more than a week without anal before I get very grouchy and pouty. Apparently, I just needed the right partner.

Tomorrow and Sunday, we’ll post Richard’s written a fictionish account of some fun painal from his experience. Don’t miss it!

#EroticJournalChallenge Regrets

What is something in your sexual past that you regret doing/not doing?

Richard: I regret not making a move on a guy I had a crush on when I was a teenager. I found out years later that he was bi and subby. 

Jayden: I regret not asking for what I wanted when I wanted it. There was one person I remember in particular who we both wanted to be respectful of the other one so we didn’t initiate sex, and ultimately, we both wanted it, but didn’t want the other to think that was all we were interested in. We could have been having great sex! 

A related short story by Jayden:

The first time we’d hung out, we’d had amazing sex. The second time we hung out, we hadn’t even hinted at sex. I wanted it, but I didn’t want him to think that it was all I wanted. It wasn’t, honestly. I was enjoying hanging out with him. I mean, I was just 18, and he was in his 30s and had his own house with a built-in theater room and everything. And he treated me well. I had had several serious boyfriends, but this was different, somehow. He was more attentive to my needs in the bedroom than some of my other partners had been. And he was interested in me, really interested.

I didn’t think it would be a relationship, but it was still fun to be together. So now, the third time we were hanging out, I was really hoping it would end with us hooking up.

Like the last time, he ordered pizza, and we brought it back to his house. We ate, sitting side by side on the couch eating pizza. Nothing happened. I yearned for it, but I was too shy to say anything. The night ended, and again, no sex.

The fourth time we hung out was the same. I was starting to worry that he wasn’t as interested in me as I thought.

The fifth time started out like the others, and I was starting to feel discouraged. We were on the couch, eating our pizza. I set my plate down on the side table and stretched out, leaning against him a little. He put his plate down and made space for me in his lap. I hadn’t meant for him to do that, but I wasn’t complaining. I lay my head in his lap, and he ran one hand through my hair, his other hand caressing my side.

“How are you doing?” he asked.

“I’m good,” I said, smiling up at him. “How are you?”

He smirked down at me, “I have a beautiful woman’s head in my lap. I couldn’t be better.” His fingers wandered down to the hem of my shirt. He slid them inside so his fingers were on my bare skin.

My breath faltered.

“Your skin is so soft,” he breathed.

I moaned softly. “Touch me more?”

It seemed he took that almost passing comment as permission, and his hand slid up my shirt fully, coming up to cup my breast through my bra. “Do you want to go to the bedroom?”

“I thought you’d never ask,” I said.


“I’ve wanted you since that first time.”

“You have?”

“Yeah,” I said.

“Me, too,” he replied, “but I didn’t want you to think that was all I was interested in.”

“But then,” I let my voice trail off. I wanted to smack myself in the forehead. We could have been having amazing sex this whole time?! And instead, we had both been dancing around the other’s feelings, trying not to let the other one think we just wanted sex. I felt like such an idiot. He was just trying to be respectful, and I could have just asked for what I wanted this whole time. “Well,” I said, “let’s not waste any more time then. Bedroom?”

He smiled at me and said, “Absolutely.”

#EroticJournalChallenge Best and Worst

What are your best/worst qualities as a ____?

Jayden: My best and worst qualities as a submissive are:

Best: I truly get off on pleasing my Master. Not only am I willing to forgo my pleasure for his, but I am turned on by doing it. My desire to please him and have him call me his good girl fuels a very active and pleasurable sex life for both of us.

Worst: When I don’t get a chance to be submissive, I get cranky about it. Sometimes he thinks it’s sexy that I’m a needy cock-addicted slut, but sometimes it’s too much. (And that’s totally fair.)

Richard: My best and worst qualities as a partner/Dominant are:

Best: Cooking. I always tease Jayden about how lucky she is to have such a good kitchen-slave-boy. I think I’m pretty good at pushing my sub, without making them uncomfortable.

Worst: When I get down, it’s hard for me to be a Dom at all. And sometimes that spirals. If I can’t be a Dom, then what’s the point of even having me as a partner? Especially if you don’t need a dessert.

Jayden: For the record, Richard is a phenomenal partner, even when he gets down. ❤

A little reminiscing about a recent encounter, by Jayden:

I lay on my back, Richard’s fingers playing with my clit. If I angled my arm juuuust right, I could play with his cock and balls. He wanted to get me off. That was the goal. But I couldn’t help myself. And I wanted the orgasm, of course I did, but the moment my fingers made contact with his soft skin, I stopped caring about my own orgasm. All I wanted was his pleasure.

My body kept reacting to the pleasurable sensations as Richard played with my swollen clit, but my mind was on him. As he we played with each other, his cock got harder and harder until it was straining in my hand. I was waiting for him to stop playing with me so he could get off, but instead he growled in my ear, “You are such a cock-addicted slut, you can’t even let me get you off without playing with me, can you?”

“No, Sir,” I moaned, “I don’t care about me, I just want to get you off.” But he wasn’t deterred, and I felt my orgasm rising. “Oh god, I’m going to cum!”

He held me tight as my whole body tensed and I started screaming and writhing in his arms. I tried to push him off, but he wouldn’t let me go. And as I finally sunk into oblivion, he said, “Is that enough, slut?”

“Yes, Master,” I said.

And then he pushed my legs open and said, “This was supposed to just be for you, but nooo. Now you get to get me off.” His cock slid home into my dripping cunt, as I pulsed around him. He was so fucking perfect.

#EroticJournalChallenge Masturbation

Is masturbation selfish?

Jayden: Not at all. Sometimes mutual masturbation is sexy. Sometimes you just need to get off for stress relief. Sometimes you just need a private moment. Sometimes a little self-play can be a great leadup to an amazing scene.

Richard: Broadly speaking, no. Like Jayden says, there’s a lot of room for masturbation in the context of a scene, foreplay, mutual masturbation, etc. Sometimes, it’s just nice to get yourself off in exactly the way you want, to exactly the kink you want.

There’s also the bigger moral/ethical question of if it’s possible to be selfish with your own pleasure at all. If I want to jack off four times a day, and that means I’m not in the mood to fuck Jayden that night, I don’t know that I would consider that selfish. It’s not a positive trait in a partner , but implying that anyone is selfish for choosing to be sexual with themselves instead of a partner strikes me as anti-choice at best, and rapey at worst.

Masturbation fiction(ish) by Jayden:

“Play with yourself.”

It was all Master said before he got in the shower. The “don’t cum” was implied.

I lay on the bed, naked, legs spread, wondering what the hell I was going to do with myself for fifteen minutes. I was also hoping his shower wouldn’t be a long one. Sometimes that happened.

When was the last time I had masturbated? I couldn’t remember. We played so often that I rarely had the urge.

I ran the tips of my fingers from my shoulders down my sides, over my hips, and then across my thighs, meeting at my pussy. I felt my arousal already. The slight stubble across my mound since I’d shaved that morning tingled the tips of my fingers. I slid my fingers down along my slit, feeling the wetness. I gently pressed one, then another finger inside myself. It was warm and soft, and I had to be careful not to scratch myself with my long nails.

My other hand traveled back up my body, stopping at my breasts. My nipples weren’t hard yet, but one slight touch and the left one perked up. I gently squeezed it, and the mild pain coursed through my body, making me even more aroused. I pinched the other one to the same effect.

I couldn’t help but rub at my swollen clit with my right hand, and I knew that if I didn’t stop soon, I would orgasm. I trailed my juices up my body and cupped a breast in each hand. They were heavy and big. I loved them. Definitely one of my best assets. I rolled my nipples between my finger and thumb, rotating my hips, imagining Master between my legs, thrusting his big cock into me.

Closing my eyes, I strained to hear if he had turned the water in the shower off, but he hadn’t.

My right hand slid back down to my pussy, playing along my folds before focusing on my clit again. I pinched my left nipple with my other hand.

This was too much. I was going to cum. I trailed my right hand back up again, more juices covering my mound. I could smell it. I smelled like sex. It just turned me on more.

I gripped both breasts hard, leaving nail marks. The pain felt good. I pinched both nipples, pulling at them, making myself gasp in pain.

And then I heard the water turn off.

I kept hurting myself, my pussy clenching, my hips thrusting at the air.

“What a slut you are,” Master said as he rounded the corner into the bedroom. “I can smell you from here.”

I couldn’t help but grin. Masturbating was fun, but I was sure whatever he had in mind would be even more fun.