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thegreatwicked · 5 months ago

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50 NSFW Character Questions: Obi-Wan Kenobi

Alright! Here you go, you buncha smut hounds! JK, I was gonna do this anyway, lol. Have funsies.

Biggest turn-on? When you're in work mode and you've completely forgotten he's there, watching you, discreetly, of course. Your confidence in your abilities and the simple grace with which you execute the simplest of duties. The graceful way your hands hold your lightsaber, he knows what those hands are capable of and he often has to cough away a groan that's threatening to break free.

Biggest turn-off? Arrogance and deceit. Don't lie to him, ever. He'll know.

3. Quiest way to get horny? Clandestine touches that linger a bit too long, teasing him. A brush of your foot against his calf when you sit at the same table while crossing your legs, pretending you didn't notice. Lingering glances when you catch him staring at you followed by a quick appraisal of him, you know he's watching and he likes that. When sitting next to him and your hand brushes his knee then takes a little caressing detail on his thigh before pulling away. It looks so innocent and perhaps even an accident, doesn't it? He knows better, and it only makes him want you more.

4. Top 3 places to be touched?

Lower back, shoulders, thighs. Those Jedi robes are so thick and sometimes heavy, especially when wet. So when he's able to get them off and he tugs off his boots after a long day a sweet caress of your hands across his lower back where the aches tend to lodge does wonders for him. Most back pain is psychological and Obi-Wan carries much of his weight on his shoulders so a little gentle and circular pressure on the tight muscles on his shoulders will always put him in an agreeable mood. His thighs, it's a particular situation that finds this type of touch a possibility and it usually involves shim sitting on the bed or the floor meditating. It's the perfect opportunity to slink up behind him and run your hands along his muscular thighs and watch how the muscles tense and flex under your fingertips.

5. Do you like the idea of a threesome or a moresome?

He's no virgin and he surely had some escapades in his youth though those are tales he keeps to himself, certainly. He considers himself a one-woman/man partner. He likes to keep things intimate between the two of you. More than one partner sounds tiring these days.

6. Sex or masturbation?

He indulges in both though he's more likely to enjoy sex rather than masturbation not because he's denying himself pleasure but because he doesn't often think about it without you there to stir his passions. Still, there are moments late at night when you're on his mind and he's missing your touch, or times when the water in the refresher is the perfect temperature and the water gliding down his body reminds him of your lips on his skin...

7. Spit or swallow?

He knows not all women enjoy swallowing so he'll never expect you to. But if you want to see a side of Master Kenobi that few have ever seen, swallow every drop and lick your lips while looking him in the eye. Then ask him for more.

8. Rough or romantic sex?

He's a passionate and sensual lover so he loves taking his time, after all, you deserve no less, don't you? However, there are instances where he's a little more... needy for control. It's about as rare an instance as they come, but even a total solar eclipse comes around like clockwork.

9. Loud or quiet partners?

He's considerate of those who might be within earshot, and it's not about the volume, it's about the enthusiasm. Your quiet little whimpers affect him just as deeply as when you cry out his name. He's a fan of moments where you have to be quiet, keeping his thrusts slow and deep with his finger in your mouth to give you something to occupy yourself. All the while telling you,

"Shh, darling, that's right, we wouldn't want anyone to find us, now would we? That's a good girl."

10. How much foreplay?

Hours. The man will stretch this intimate act out for as long as he can because for him the art of seduction deserves no less. He loves it that you crave him so much that you're practically mauling him to take you.

11. How much teasing does he like?

He certainly likes a bit of teasing but it's never to be cruel. Only to heighten desire and sensation. As for him being teased, even if he begs you to end his torment, he secretly loves every second of it.

12. Hookups or only partners?

He's had a few hookups as a young Padawan, but those tapered off as he took on a Padawan of his own. Now he much prefers the comfort of a relationship with a partner who he knows and trusts, to know you so well that he knows your thoughts and desires before you even think it. All the better for him to please you.

13. How much kissing during sex?

The only thing that stops him from kissing you is the position you're in. If it were up to him, he'd never stop, that's what lips were made for.

14. Favorite place to have sex?

He has a penchant for wanting you when it's least convenient and he doesn't particularly care where that is. But he enjoys it mostly when it's someplace safe and secure like a private quarters. But if a senator's office happens to be vacant for a short time, the mood tends to strike him.

15. Would he have sex in public?

He would never put you in a position where either of your reputations could be sullied by such a sacred act but he would most certainly not turn down the opportunity.

16. Last place he had sex?

His quarters on the ship just before docking, darling, don't you remember? Must have done quite a number on you then...

17. Where would he most like to have sex?

He doesn't care but if he could, he would whisk you away to some quiet planet far from the chaos of Coruscant and the Temple, a place where only the noon sun would wake you and clothing would be optional, of course.

18. Spontaneous sex or does he need to be in the mood?

He has to mostly be in the mood because he is a Jedi Master after all, he does have to restrain himself and duties to attend to. However, when you tease him like you did this morning in that council meeting... Well... Spontaneity can be the harbinger of bliss.

19. Would he go for a hookup at a stranger's house?

When he was younger, probably. These days, no.

20. Biggest kink?

Sensory play. He loves cutting off your senses to heighten all others. Blindfolds, masks, dark rooms, each one isn't only an encounter, it's an opportunity. And he is a man of opportunity.

21. Is he ok with name-calling?

No, it takes real prodding to get him to call you anything worse than his naughty girl. He would never call you his little slut, or so he thinks...

22. Would he do BDSM?

Yes, it's an exercise in complete trust, control and respect.

23. Would he prefer to tie you up or be tied up?

He'll do both. He loves to have you at his mercy but surprisingly enough, he adores it when you take control and restrain him. He loves the feeling of letting go and being overwhelmed by pleasure by one who knows him so well. To know that you can touch him but he can't touch you, after a busy day as a Master on the High Council making decisions and ordering others around, he's perfectly content letting you call the shots.

24. Does he like orgasm denial?

He'll never deny you anything for long, he can't bear it. You were meant for him to touch as please and spoil. Even if he agrees to such a game, he'll be giving in faster than you. On the flip side, he wasn't sure what he thought of the idea at first until he learned to relish the exquisite pleasure of denial and the tsunami of ecstasy that awaited him once you gave in to his pleading.

25. Does he like overstimulation?

Yes, but his tolerance is low. After one he's a bit of a mess and it's a rare occasion when you can bring him to three in a row before he's begging to touch you instead. Pleading for the exquisite torment to end. And when it's his turn, he's unmerciful because he knows you love it when he takes control and you're powerless to stop the tide of pleasure that washes over you on his command. But he will always stop when you tell him to, that's what safewords are for, darling.

26. Does he like pain being involved?

No. Sex is for pleasure, not pain. You've both experienced far too much of that for it to have any place in your bed.

27. Does he like dirty talk?

Oh. Stars. They don't call him the Negotiator for nothing. He's a silver tongue in every sense of the word and he'll use the most eloquent and beautiful words to describe in excruciating detail all the things and ways he wants to ravage your body.

28. Does he own sex toys? How many?

While there are toys available across the galaxy, Obi-Wan prefers a more... blasphemous approach. After all, what greater toy is there than the invisible Force that binds all things and flows through all creatures that he can bend to his will just as readily and easily as you can? Yes, the occasional toy might make it into the sanctuary that is your bedroom but they're never a prominent feature for long.

29. What does he masturbate to?

Mostly memories of you. He's well aware such holos exist but while he's watched them, when he's alone his thoughts are consumed with you. Remembering all the ways you quiver when he touches you and the ferocity in which you shatter for him and how you beg for more.

30. Multiple rounds or will he settle for one orgasm?

Multiple rounds. He is a Jedi after all. Just don't expect to give him back-to-back orgasms, the poor man is a bit delicate in that regard.

31. Does he enjoy giving oral?

He enjoys it and treats it like a performance or a ritual. He relished every taste of you knowing he's the only one who will ever have the pleasure. Connecting with you in a way when you're at your most vulnerable, your most exposed, using his in-depth knowledge of your body to bring you as much pleasure as you can stand.

32. Does he prefer giving or receiving oral?

He's a giver but the poor man rarely allows himself to be spoiled, so sometimes you have to simply take charge. He sometimes seems to forget that pleasure is mutual and once he gives in, it never takes long, he's a mess of a man. Legs splayed wide, his hair a disheveled mess, chest heaving struggling to remember how to breathe, he can't bring himself to stop his hips thrusting upward and even though you're gagging on him he still insists on trying to get out an apology. A gentleman even at this moment. And he's not quiet about it, he's loud. Each moan is so unrestrained it's almost music, especially when he begins to stutter his words, signaling his impending orgasm. When it washes over him he's nearly boneless as if he forgot just how good it feels to be spoiled himself.

33. What makes him orgasm the fastest?

Not that he'll ever admit it, and not that it works for anyone else except for you, but calling him by his title of Master or specifically General seems to have quite an effect on him. When your eyes roll back in ecstasy and you beg him for more, to hurt you a little bit is what usually signals the end for him. It's close to darkness and it's tempting to fall over with you.

34. Does he like/do anal/pegging?

He'll try probably try anything once, if you want him to fuck your ass he'll do it because he wants you and desires your pleasure. And if he's being honest with himself, he's always wanted to have you completely like that. But he would never be the first to mention it or ask for it. As for pegging, it would be a slow and sensual process because it is at that moment about his pleasure and while he might be a bit reluctant to admit it, he wants someone to take control over him. Be gentle with your General here.

35. Favorite position?

Loves having you in his lap because he's thinking about how much he wants to have you riding him in his council chair. Loves having you on top because he can lay back and admire your beauty. He also likes the Lotus, because it goes well with meditation. He also loves the Lazy Dog because it makes it easier to whisper all those salacious things to you and you can't escape him.

36. Does he use protection?

What Jedi doesn't? He would be very careful.

37. Does he masturbate with clothes on?

And risk making a mess of his robes? Never. He likes being naked.

38. How does he prefer his partner's hair/grooming?

He prefers a kept appearance but ultimately he's not terribly particular.

39. What does he wear to bed?

If he's alone? Nothing. He likes the feeling of smooth sheets on his skin because it reminds him of your touch.

40. What does he like his partner to wear?

He's a simple man and he likes you in nothing at all. But he loves finding you in his shirt or just his robes.

41. Does he like his balls played with?

Quickest was to make a mess of Master Kenobi while giving in him a blow job. He loves it.

42. What is his sexuality?

As straight as my spine, but he's loyal to his lover. He is probably pansexual.

43. Does he have extreme or unusual kinks?

Nothing extreme but he has a bit of a taboo role play he likes and that's the classic Master/Padawan, but only with you, of course.

44. How often does he masturbate?

He tends to neglect his personal desires, so not often but when he finds himself in a rare moment of peace, and arousal, maybe several times in a single day. He's never counted.

45. Favorite toy?

You.

46. Does he like roleplay?

Yes, loves it. Conisders it a healthy and safe way to discover one's own darkness and know oneself. Loves the Master/Padawan thing, after he discovered Anakin and Padme's romance he realized he likes the idea of the Jedi and the Civil Servant, with emphasis on the servant.

47. Any festishes?

No.

48. Aftercare?

You could not ask for a better lover for aftercare. He will hold you till you stop shaking, draw warm water for a bath, and sink into it with you while washing your hair all the while telling you how beautiful you look and how amazing you are.

49. Does he ever go comando?

You know it. Jedi robes come standard, underwear? Not so much.

50. Phone sex?

Com conversations are usually not something that can be concealed but if he steps away from earshot he might tell you how much he's looking forward to having you alone again. And if a holo transmission happens to come through and he's alone in his quarters for the night, he'll take great pleasure in instructing you to do as he likes and he'll absolutely return the favor.

Alright! That's Obi-Wan, what did you guys think? Should I do more? Oh, should I do a Sith Obi-Wan???? Who else should I do? Maul? Hux? Quinlan Voss? Enjoy my dears.

@pickleprickle @hereticpriest @decembermidnight @burnthecheshirewitch @starvingbrokestudent @bad4amficideas @split-spectrum @imherefordeanandbones @rivnedell

#headcanon #obiwan head canon #fictional men and their kinks #lord help me i am going straight to hell #obiwan kenobi smut #obiwan kenobi #obiwan kenobi imagine #dark obiwan imagine #he's a switch #he's not entirely straight #daddy wan kenobi #this man needs good sex

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