jj-stein - Tumblr blog

[jj-stein]

i have GOT to draw more of jameson gettin smooches -3-

[jj-stein]

Hey guys! So this sideblog is on my old account, so I’m not able to be as active without logging out of my new one. So to keep the spirit of jj-stein alive I made a new ship blog!! Follow @jjstein2 for ships and horny stuff

[jj-stein]

Ok hear me out jameson calling henny mommy thank u and good night

[jj-stein]

I genuinely thought this blog was already 18+ uh... ah well better late than never!

i mean. yea it has been for a long time to be honest, and i feel very irresponsible and wrong to not have strictly delegated this to be 18+ in the past. ig ive just realized that basically there is more nsfw content on here than sfw stuff and im like. uh. yeeahhhh should probably say something about that

[jj-stein]

also u may have noticed i added a lil tidbit to my bio and i want to address it real quick. i dont want minors following this blog anymore. 

i know the original idea was to talk about ships, but it also became a place to share nsft and horny, adult ideas. and that has become prevalent to the point that i feel like i cant ignore that this is now a +18 blog. i dont want to have to block anyone, so i am just letting you guys know that this change is deliberate because of how this blog has evolved. i want to keep everyone safe and if i talk about spicy stuff, i want to be responsible while i do it and relegate the jjstein blog to being an adult space. 

[jj-stein]

i have something to add to this post and that is that smut does not apply!!!! as u guys know i do enjoy things of the Erotic nature and while i dont feel that my art style would be particularly sexy, i will bring my writing skills back from the grave to deliver that hot steamy jjstein buttsex!!!!!! because yall deserve to see jameson get his shit wrecked 💕of course this is not a guarantee that i will serve yall the 25k dapperhero bdsm fic weve all been asking for its more like.......if the horny strikes. i might write it in a fiction format for all of your eyeballs to enjoy 

so i think its about time we finally talk about my writing. aka i will no longer be doing it!!! not even for a commission!!!! its a very exhausting hobby for me, and brings me a lot of sadness and stress due to events in the past. i want to tell my stories through visual art, rather than write fanfic that i know will never live up to what i want it to. thank u for all da support on my writing things in the past, especially since it was very nerve-wracking to post my writing in the first place!!!! i am giving all of u hugs

[jj-stein]

I love your concept of Blank, but Seagull, my dear friend, my beloved mutual, is Blank involved in fucking organized crime or something? Sparse temporary apartment, mysterious disappearance, only eating high calorie food, completely dropping relationships even though they were long term, etc??

Honestly it would be quite funny if he worked for Mad Mike's drug business as hitman, if you'll allow me to spitball. -pxppet

that is actually EXACTLY what i was going for!!! i completely forgot to mention that in my head blank is a lower-level demon that works for other demons, and so he leads a very sketchy and private life that he doesn't tell jameson much about.

another part of the sparse, run-down apartment he lives in is also attributed to the fact that he isn't human, and doesn't care much for physical comforts or has many needs.

blank did care for jameson, and didn't want him getting hurt or having knowledge that would get him in trouble, so i like to think, in a narrative sense, what blank is exactly and what he does for a living is left a mystery. hes more of a "space" or "vessel" for jameson to experience physical intimacy with someone non-threatening, cold and unemotional but still caring. blank's shitty place with an old crt tv and a run-down futon is somewhere that jameson sneaks off to while he's recovering and trying to find his own freedom and autonomy. to be perfectly honest, Blank exists in my lore as nothing more than a narrative ingredient to jameson's character arc and the flow of the "narrative" lol

although i do want to draw him sometime soon, this sallow, hollowed faced ghost holding cold hands with jameson haha

[jj-stein]

i WAS gonna think about what jamesons actual first sexual experience with blank was like, going into detail about the physical aspects as well as blank’s Tenderness and Carefulness and jameson’s first-time pleasure but now. all i will be thinking about this evening is henrietta and jameson bein cuties together <3

[jj-stein]

YEEEAAAAAHHHH BABEY!!!!!!!!!

A little sketch for @seagullsausage, my dear mutual, of their Jameson and Henrietta (transfem Henrik) dressed as Sally and Jack Skellington! JJ makes her so happy, always acting like a proper little gentleman around her and being gender affirming in such subtle but perfect ways. A few years in on HRT, she feels comfortable enough to go out for Hallows Eve, and JJ suggests the couple from the first movie they ever watched together, Nightmare Before Christmas!

[jj-stein]

Yeah what was Jameson’s first time in the bedroom with Jackie like?? How did things start off for them?

tbh im still figuring out what i want for them!! in general i see it being built up, with them having this friendship going on where jameson is getting VERY attracted to jackie, and jackie feels the same, and eventually jameson makes the first move. its kinda a spark of intense lust and passion that makes them fuck that first time. one minute theyre just chatting, then jameson is crawling into jackies lap, and when he doesnt push him away, he starts making out with him and groping and touching him, biting at his lips and pressing his body as close to jackie as possible. and jackie is SUPER into it, dont get me wrong, hes just a bit apprehensive cause, well, he doesn't know jameson's entire sexual history and doesnt want to hurt him at all.

he quickly gets over it tho cause jameson gets huffy and impatient and undresses himself before jackie can even begin taking off his belt, begging jackie to fuck him like a bitch and saying that he wants it rough. jackies a bit nervous cause he hasnt had sex in a hot minute (so theres this moment when he has to dig around his closet for his strap on and jameson has to awkwardly go back to his room for some lube) but once they get going. they get GOING and it doesn't take long for jackie to lose complete control, pounding jameson into the mattress while he cries and whimpers, gripping at each others skin desperately and biting and panting until theyre both so spent they cant even separate to catch a breath. needless to say they both absolutely LOVED the experience, and they did end up having some "regular" sex a few times after before they realized how good a dom/sub relationship would work and before they started getting into their kinks.

again ill probably expand more on how exactly jackie and jamie did start their sexual relationship but basically. a lot of pent up sexual feelings that got unleashed one night and the rest is history lol

[jj-stein]

KICKS DOOR DOWN. BLANK/JAMESON CONTENT... LIKE BLANKGAMEPLAYS??? AM I CRAZY??? HELLO???

YES IT IS CANON WITH MY EGOS THAT JAMESON AND THE ONE AND ONLY BLANKGAMEPLAYS WERE BFS FOR LIKE A FEW MONTHS!!!!!

the long and the short of it was after jameson got away from anti and before he started his relationship with jackie, he was aching for anti, and despite being happy that he was able to be free of him, he still missed him. he ended up leaving the house one night and went to the bar at the end of the street hoping to catch the attention of someone, anyone, who would bring him home like he had seen in the movies. unfortunately jameson is very Shy and unsure on how loud to display his Gayness so he almost went home, when he caught the attention of Blank, who was interested in him because he could still sense a little bit of Anti on him. after a lot of drinks jameson went back to blanks sparse apartment and things kinda went from there lol. for the next few months jameson would meet up with blank, where they would watch spooky movies, drink beer and eat cold pizza, and most of the time, go to blank's bedroom with nothing but a plain mattress and have sex. jameson was able to get over his fear of intimacy in ANY form and found out that he actually quite enjoyed sex, which would later lead to his and jackie's relationship.

[jj-stein]

ACTUALLY lets explore this a little deeper for a second cause as much as i do not want to imagine it, anti and jameson, as husbands, did have a sex life and well. it SUCKED. cause anti was very controlling and dominate in the bedroom and it was all about what HE wanted, completely neglecting jamesons comfort, pleasure, and sometimes even safety. jameson always saw sex as being only something you did for your partner to make them happy. it was just another way he could “serve” anti as his husband, and sure he liked the physical intimacy with anti but that didnt make him any less miserable when he was doing sexual acts for him 

so when jameson does find himself in a situation where he is going to have a sexual experience with someone who isnt anti, he slips back into a complacent state, expecting to be used for someone elses pleasure. but the person he was with, Blank, was really the first person who looked at him and clearly saw that jameson didnt want to have sex because he WANTED to, he went home with blank on a whim because sex was expected of him. needless to say they didnt fuck that night and blank drove jamie home. they ended up getting back together sometime later and they DID sleep together, but it was the most WILD experience jameson has EVER had

like blank was asking HIM what HE wanted, what would make HIM feel good, what position HE wanted to be in, and at that point in his life, jameson actually had fucking fun and got off while having sex and hes like damn. ive been CHEATED THIS WHOLE TIME WHAT THE F U C K WAS I DOING WITH ANTI THIS IS GREAT!!!!!!

so as much as jameson’s relationship with jackie is a fun exercise in horny times, its really good for jameson. he has a partner who genuinely respects him as a friend, who helps him explore his kinks to get the most out of his sexual experiences, who gives him constant affirmations that at ANY TIME he can safeword or stop their session if he feels uncomfortable or unhappy AT ALL, who actually gives him aftercare, who doesnt get off unless jameson himself is getting off....the list goes on and on. 

i think jameson discovering his own sexuality is a big thing for him, because he is a person who experiences a lot of sexual attraction and is Very Gay and Kinky. he becomes more comfortable and in tune with his body, he becomes more confident, he finds sex helps him relax and even helps him work through some trauma. even tho we have a lot of fun talking about jameson and his sexy adventures, keep in mind as well that it is healthy for him, he does it safely and with good, responsible people, and that jack made him this way. he is a horny little man who discovers his own sexuality and good for him tbh 

jameson when he has sex with someone who isnt anti for the first time in his life 

[jj-stein]

jameson when he has sex with someone who isnt anti for the first time in his life 

[jj-stein]

hmm...jameson acting like an old fashioned gentleman with henrik when she comes out as a woman......kissing her on the hands....giving her his coat when its cold.......opening doors for her and pulling out chairs and helping her step over puddles.....taking her to dance and leading so she can spin around in her new dress......kissing her on the cheeks and telling her how beautiful she is.....hooking his arm around hers and taking her out for strolls..........idk just the corniest romantic shit you can think of, jamie cranks it up to 11 and makes sure his gorgeous girlfriend know she’s the loveliest lady on the goddamn planet 

[jj-stein]

they also text each other the most disgusting ass shit, super raunchy pics and roleplay banter and all that. but also they have like half of their conversations between text where they send each other memes and have their post-scene discussions, exchanging ideas on what they want to try or do again and even just check in on each other’s mental health because they genuinely care about each other 

jameson has jackie’s name in his contacts as “daddy 💕💕😍” but will text him shit like “im feeling very emotionally raw and exhausted today, can you bring me a snack”    

[jj-stein]

jameson has jackie’s name in his contacts as “daddy 💕💕😍” but will text him shit like “im feeling very emotionally raw and exhausted today, can you bring me a snack”    

[jj-stein]

some nsft dapperhero stuff i have been thinking about this evening 🤔 

jackie shoving one of his strap-ons (bonus points if its one of his bigger ones) down jameson’s throat until he’s got tears dripping down his face as he gags around it, then jackie puts it on and fucks him mercilessly with it 

the two are in the kitchen getting brunch and chase isn’t around so jackie comes up behind jamie all casual and starts kissing the back of his neck, and jamie can’t help but arch back cause he can feel jackie’s packer through his way-too-skinny jeans. jackie easily bends jamie over the counter so he can keep grinding back on him 

jackie sitting down and making jameson grind on his thigh, making fun of jamie for how much of a horny little puppy he is while he desperately humps jackie’s leg, panting and whining until he finally comes right in his pants 

also jackie sitting down and having jameson sit on his lap while he plays with his cock, teasing him while mumbling into his ear and his neck, making fun of how much he squirms and whines, on how his face is almost getting as red as his dick, how cute he is like this, and praising him gently and kissing his face when jamie finally peaks 

jackie making jameson fuck himself on his dildo in nothing but his socks and hoodie, while jackie watches, maybe even filming on his phone for later, jameson’s ears going red from embarrassment and jackie laughing at him, telling him what a good boy he is for putting on a show 

jameson on his back, hips up while jackie is fucking him roughly, bed rocking, jackie growling and panting. jameson’s came already a few times and hes so overstimulated and pushed to the brink he doesn’t think he can cum again for jackie, he’s signing stop, i can’t, stop, and all jackie says is “that’s not the safe word~” and keeps going until jamie silently cries out and comes one last time, all over himself. jackie pulls out roughly when he’s decided he’s had enough and just looks at him, this fucked out mess covered in his own cum and sweat, panting and shaking and crying