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female Jailor's Art Request Thread!


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Hey Ridge, that’s a lot to ask... I think you might be overdoing it a bit. These are free requests, and Jailor’s already done one for you that was already out of his comfort zone. I’m not saying that

@AkenoSama Thank you so much!  Your request is coming up relatively soon! @Sake  Furst furry request in the thread...  Adding it!  (I love the premise, laughs!)  I'll make it not Skyrim just enou

I haven't forgotten you guys, I promise!  😅  But it has been a little bit.  Here's the next request (with another story) to make up for it!  This time, for @S19YellowPengu!   I need to

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Rusty Ridge reminds me of an event from long ago.  It was actually a high-school church retreat.  But as someone noted about, these things work better with participants who should have outgrown iffy judgement.  Let's imagine MBS students on retreat from a religious college.

It's time for morning prayer - about a 50-minute endurance contest.  Everyone arrived at the last minute.  Those who had risen earliest got a turn at Saint John the Comforter -- the only building on the grounds with toilettes and showers.  Some had taken longer waking and come direct to the "chapel."

The chapel sported the most creative architecture within 50 miles -- which isn't saying much.  Built on a concrete slab, it had a full roof, but only three walls.  The side toward the lake (and a lovely view) consisted of only a horizontal hitching rail.

For about twenty minutes the service went as usual.  Then a movement drew my eyes to the left -- just in time to see a young woman with left hand on the hitching rail and right in her crotch vault the hitching rail and run full out to Saint John's.  She must have done some fidgeting.  But had kept her movements subdued until she pushed past two young ladies to make her emergency escape.  The remainder is known only to the sprinter and the young ladies who brought her dry garments after chapel (by which time she must have been plenty cold).  Of course that moment she throw herself over the rail froze in my memory.

Aside:  That's all I every learned about the incident.  Except for a rumor circulating the next day.  It claimed the sprint occurred just as two councilors returned to the main lodge (out of the chapel's view but visible from Saint John's).  They carried the modified snow shoes they used for making Sasquatch tracks along the trail we were to hike after breakfast.  Supposedly, thinking they'd be seen, they tossed the evidence behind salal bushes.  Various consequences followed -- none of which I could verify.

The full Sasquatch costume was only worn for campers age 7-13.  Even though roomy inside, such costumes get hot.  They're heavy.  Mostly the staff's male graduate student wear them.  To make long outdoor skits tolerable, some contain soda bottle holders and straws.

A job involving a college student wearing a space-suit costume (similar to the Sasquatch) while passing out leaflets around a 75 acre town square set up a prank.  Sooner or later one of the female college students (summer hire) would offer to take a turn in the suit.  (This one was not bad as such things go.  A battery in the backpack drove an air-circling fan.  Even so. . .)  The usual "astronauts" would generously equip the suit with four sodas, straws and bottle openers.  They even put freshly charged batteries in the fan contraption.  Once the wearer stepped into the bottom, the guys lowered the top over her head and connected to two pieces.  It took less than a minute.  The gal inside might not notice three 3/8" bolts connected the upper and lower sections.

Towards the end of a nighty-minute suit shift . . . (guess)  Once in a lady's room, she realizes what's missing in her supplies is instructions for existing the suit.  And she doesn't have an end wrench.  No panic.  It's ten-minute walk to the "suit-up" room.  On return she learn's the guys with the knowledge of the @#%&! costume have just started a 30-miunte live demonstration.  Different female employees handled the situation in different ways (I worked a different department and they had no reason to confide in me).  I did see one who on release, dashed to the restrooms.

An Xray view into the Sasquatch costume would be enlightening.  But this seems a bad time to ask.  If we ask for much (pee while doing mountain ropes, etc.) Jailer might produce an entire Rusty Ridge booklet.  Or he might send us to the gas chamber.

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@candycanes77  Hey, I'll give it a shot!  Age is a little difficult in terms of just details... are you thinking some extra lines on the face, or more-so a "mature" theme to the character?

 

@AkenoSama Thanks, Akeno!

 

@Stanley79  I mean, damn, you need to write fiction, lol!  An X-ray into a Sasquatch costume containing a trapped girl who fiercely needs to pee?  THAT is unique.  And hilarious.  (I'll add you to my list, lol!)

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Boom!  Another one is done!
 

This one was for @Batman007, who had asked me to do a superheroine a long time ago.  I'm sorry about the rather lame background, but I'd lost a lot of my free time to a semi-surprise root canal!  Yay.  (Ouch...)

 

 

@Red Simpson I'm pumped for it too, because I like the scenario, and it has wetting (which I've been meaning to do more of)!   I still have some more to get through before I get to it, though!

 

@Shadow113 & @AkenoSama  Ooh!  I get to play around with some armour designs?  I am so game!  (It's going to suck for that knight since getting out of armour can be quite a process.  😋)

 

 

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The twentieth request is done!  This time, for @Alex Oxford!  I'm so glad to have this one finished.  I was hoping to have it done earlier, but that scene was a bit more complicated than I imagined.

Anyway, I hope you like it!

 

@Wolfram  I've added it to my list!

 

And, seriously everyone, thank you!  Twenty requests is a lot, and I'm so glad that you guys have liked my art enough to get me to this milestone!

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On 4/27/2019 at 10:13 PM, Ridge said:

@Jailor Eckman I understand. I am also straight and I find nothing that’s sexually appealing about men either. Though for the nature of the third of my four requests that I’m going to give in this post, I figured I’d ask you about nude male side characters because I want you to draw things that you are comfortable with. I’ve had a couple ideas that I thought about recently, so I figured I can share them with you in this post.

Request 01:

I had a bit of a different vision for my first request in this post pertaining to the ending of On the Way, I thought about ending her suffering here, but I did see your comment on Request #10 betting that I would want her to hold it in until sunrise and I figured you’d like this idea better. So I took your bet, modified my original ending and turned it into part 3 where her torment is on a whole new level to the point where one would be concerned about her.

She received a text from her best friend that the Anime convention was rescheduled due to the horrible weather and to return home immediately. After some time in the traffic jam, she manages to return home to her apartment after a half an hour dealing with traffic jams. She brings in her 68oz empty cup, her toilet in her apartment is broken. Even now, even in such agony, she refuses to pee in her empty cup because she only goes in a proper toilet even though her need is absolutely horrifyingly bad. She resolved that if she didn’t have a proper toilet, she would hold in her urine even if the pressure inside her is horrid. She holds this conviction so strongly that she forgot to take into account that she could be risking kidney damage. She filled up her 68oz cup with water to the brim and drank it all down, not willing to let her need to pee, no matter how painful, control everything she does. She wanted to prove to herself that she can hold it no matter how painful it feels when she hydrates herself to this level before going to bed. She takes a sleeping pill, takes off her completely soaked skirt and panties, taking off her tie and shirt and bra, and then she goes to bed at 11:00PM in the nude, ignoring her bladder’s painful waves.

 

In this picture, we see that the sleeping pill has worn off, she wakes up at 6:30AM in such pain that we cannot even imagine suffering ourselves, let alone any young woman, to the point where one would think “OH GOD THE PRESSURE!!! OH GOD HELP ME!!!” She has her legs spread and she is seen nursing and holding her bladder bulge, and she is trying with all her strength to keep her scalding urine in. She’s holding an absolutely extreme amount coming up to 2890ml and she is being tormented by the continued downpour and thunder outside her open window. Her skirt and panties are still on the wooden floor soaked with pee. She is completely in the nude with her hair still dyed red. Her nude body is lying in a puddle of her own pee on her bed and we can see pee dribbling out of her pee drenched vagina. Her bed is almost entirely drenched. It is at the point now where her entire body is covered in sweat and urine. She isn’t covering herself with blankets because she didn’t want any more of her bed wet and she feels so hot. She has her glasses on so she can fully understand what is happening to her body.

 

Her face isn’t so red anymore. Instead, she looks visibly pale, like she feels like she’s feeling sick and going to faint. She is sweating so much that it feels like she’s in a volcano. She is trying to clench her teeth, but they chatter. Her eyes tell us that this is the worst pain of her life and they are still bloodshot because of how much she’s been crying. The pain has become so unbearable that her entire pelvic floor hurts and it felt as though her entire body is trying to force out the volcanic piss and she can feel her kidneys hurting. The worst pain she ever feels here is that she could feel the weight of her pee dropping down to her urethra’s exit and every time she holds it, it feels like her entire lower abdomen was ripping itself apart. Her pubic bone was so painful to touch and she could feel her spine rattle and hurt just as much as her pubic bone, and she can feel her vagina literally aching from the pressure. Her bladder bulge has expanded dramatically, to the point where she exaggerated in her mind to looking like she was nine months pregnant in labor about to give birth. She could cry but she couldn’t scream or breathe because even screaming and breathing made the pressure intensify so much she thought something was stabbing her from the inside. All she could do was wheeze and cry. We can see the 68oz mega cup next to her cell phone, both of them on the coffee table close to the bed adjacent from her, but she still doesn’t want to pee in it. She’d rather suffer and wait for an appropriate bathroom than do something as indecent as urinating in a cup, even though she’s not too sure how much longer she can endure this absolutely hellish torture, and she is starting to worry about doing herself some damage to her urinary system. Why can’t she just end her own torture and pee in the cup? Why is she doing this to herself and risking her own health like this? Is it vanity?

 

You can enhance this picture by showing a bladder gauge showing how much worse her need has become and the gauge shows a dribble coming out of the urethra. You can also have her best friend send the girl a text in the morning asking how she is, with her replying how beyond agonizingly bad she has to go and how long she’s been holding it (She’s been holding it for twelve hours) and even sends her a picture attachment of her face showing how frantic she is, and another picture showing her bladder bulge and wet bed sheets all in the same photo attachment (If her photo attachments are too large, show it as a blue link text attachment instead). Her friend can’t believe what she is doing to herself and thinks this is idiotic and tells her to take her piss right now, but she says she can’t and begs for her help. Her friend tells her that she has had enough of hearing this and she’ll drive to her apartment and force her to pee it all out. What is said in the text conversation and how she describes how painful her need is and how frustrated her friend is with her is to you.

 

And that’s my first request taking on your bet.

Request 02:

Continuing off of Request #01 is the ending to On the Way. Her friend comes into her apartment, not caring that she is still naked and covered in her own sweat and piss and drags her into the bathroom towards the shower enclosure with her empty 68oz cup and a gallon sized measuring cup with quart measurements on it, as if she’s being rushed to the ER in labor. I’d describe her friend as black haired, still wearing her own seifuku outfit and bursting for a pee herself as she didn’t have her morning pee and drank a lot last night holding around 1420ml, but her need wasn’t as horrific as her friend’s. She has a pony tail, her tie and her skirt are blue and her top is a bright cyan color and she’s slim with blue eyes with B cup breasts.

 

In the picture, the blue colored girl has taken off her skirt and her pee-wet g-string and she also takes off her tops and bra because of how hot her sweat was making her feel. We can see her g-string has wet the floor and she’s holding her friend with both arms, one over her breasts and one over her bulge. The blue girl forces the red one to squat with her in the shower enclosure next to the floor drain, the red one squatting over the measuring cup and the blue one squatting over the 68oz cup. The red haired girl still didn’t want to let out her pee because she still wanted a proper toilet, but her friend sternly encourages her by squishing her bladder with her arm and the pee is seen coming out in a literal high powered spray that looks as wide as that wide shower head above them into the measuring cup. The red girl’s face turned red again and she screams in such a high pitched way like a pregnant woman in labor finally giving birth, screaming and crying so much even peeing was painful for her. We can see from her bladder gauge that it is being squished and it is finally spraying out of her urethra. The blue girl looks so cross and angry with the red haired one as she relieves her own bladder into the 68oz cup, sweating from her own need, not caring about decency unlike her friend. The blue girl’s bladder gauge is shown as well, it isn’t as big as the red one but it is shown emptying in a normal stream. The measuring cup shows that the pee has filled up to almost two quarts and the red girl’s urine is still coming out in a powerful spray. The blue girl looks so shocked and angered that the red one has tortured herself like this for so long and was holding this much in her system.

You can also include dialogue of your own with the blue girl chastising her friend for holding her pee for so long and risking her kidneys and she doesn’t want to watch her torture herself like this again. The red girl screams and begs her to stop, that she wants a proper toilet and that this is the worst pain of her life, but the blue girl isn’t having any of it and squishes her bladder more to force it all out, not wanting to watch her go through kidney damage.

After this picture, to end the story, both girls wash themselves in the shower, reconcile and the red one thanks the blue one for helping her. The red girl’s pelvic floor is going to take some time to recover from so much strain that she put on herself and she has been traumatized by how much pain she endured and that this is literally the worst pain she has ever suffered in her life.

 

Request 03:

 

I don’t want to be too explicit and graphic with this, but for my third idea: A naked couple wakes up in the morning having vaginal sex while the woman is absolutely bursting to pee to the point that it is an emergency and can’t wait any longer. They are in a fifth wheel camper that they are renting and they are having sex in a camper bed for the guy’s twenty fourth birthday. I’d imagine them in the spooning position with the woman’s leg a bit up. For the guy side character, I’d describe him as having blue eyes, his body shape looking athletic with a buzz-cut and having a patchy beard and we can see his penis penetrating the bursting woman’s vagina (If you don’t want to draw the full penis, you can try to hide it by having it deep inside her vaginal canal in the picture to the point where you can barely see it). He’s about twenty four years old. He is sweating, but he is enjoying the sexual intercourse and he has his eyes closed enjoying the wet sensations unaware that his girlfriend feels like she’s going to wet the bed. The main subject at hand, the woman being nineteen years old, I’d see her as being thin with E Cup breasts. She has long brown hair and brown eyes. She has a very large bladder bulge and is sweating as if she’s in a sauna and we can see how bad she has to pee with a bladder gauge being shown (She’s holding 2129ml). We can see on her face that she is enjoying the sexual intercourse and does want her boyfriend to enjoy her vagina so she composes herself, though at the same time her face is all red and sweating worried about how her boyfriend is going to take having pee sprayed all over him. You can also add to her torture by having it raining and thundering if you would like.

The story for this was that the girl had drunk around three glasses of wine last night and drank around three pints of water to compensate for the buzz. She took a very potent sleeping pill to help her sleep but forgot to pee before going to bed and she wakes up in the morning absolutely needing to take a piss and on the verge of peeing herself, on her bed and even her boyfriend. Her half asleep boyfriend seduces her into sex, unaware of her bulge, and they have it because she’s shy of bringing up how horribly bad she has to pee. His penis inside her is pushing against her overfull bladder and making the bladder pressure worse, but she is enjoying the sex as well which leads to a conflict in her own mind. All she can do is endure the act and pray she can hold it.

 

However, if this request is a bit too graphic, you can censor their genitals by placing a blanket on top of their groin areas and it will be left to the imagination of what bed-time fun they are having while she is having an emergency.

 

Request 04:

 

For my fourth idea: Two young Japanese women are sitting on a plane with near exploding bladders. The two girls are sisters. The first girl named Akari is sat next to the plane’s window. She is petite, eighteen years old with brown eyes and medium-length dark hair and she has C cup breasts. She’s wearing a pink sweater with a white t-shirt under it and she is wearing a short pink skirt with no panties. Her vagina is in full display and we can see a dribble coming out of it and the bottom of her skirt and her seat is drenched. Akari’s bladder is exploding, she’s holding 2290ml and she obviously has to pee worse than her other sister. She is sweating profusely and she is red faced and her asian eyes are watering. She has a bladder bulge that makes her look five months pregnant. She’s trying to keep her composure on the plane as to not cause a scene to retain her dignity, but is worried about the pressure getting much worse and peeing all over her seat and being found out for not wearing panties. She isn’t holding herself because she is shy and didn’t want the passengers or her sister know that she is losing control. The only thing Akari is doing is nursing and massaging her bladder bulge with one hand in a discreet manner to try to ease the pressure.

Her sister, Masumi, is sitting next to the passenger walking area. She is nineteen years old, has short red hair with bangs and green eyes and has B Cup breasts. She is wearing a white vest with a gray shirt underneath and she’s wearing dark blue jeans. Masumi’s bursting to go holding 1789ml, and she has a wet spot on the crotch of her jeans and the seat is also wet. Like Akari, she is staying composed, but is worried that she is going to start openly holding herself to stop more pee from coming out. We can also see bladder gauges, one bigger than the other pointing towards their respective girl so we can see how bad they have to go.

 

The story here is that these girls that are flying from Osaka to Florida have hydrated themselves to such an extent, drinking about two gallons of water throughout their day as they usually do to maintain their health. Though they didn’t know that they would need to pee so unbelievably bad on the plane and there is currently turbulence, they aren’t allowed to get up. Even if there isn’t turbulence, they have shy bladders and they didn’t want the other passengers to know about their frantic situation and are shy around public toilets of any kind and didn’t want anyone to hear them pee. They wouldn’t even pee in the women’s restroom when they were at the airport, even though they mildly had to go so they try to endure the majority of the trip with such overfull bladders.

That’s all the ideas I can think of for now. Let me know if you need any more detail for any of these requests, and remember there’s no rush. Take as much time as you need.

Just quoting this so I can come back to it! I love these scenarios, so hot just on their own. (Too long for a request, but you know that, I saw your comments)

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Guest TastyCorn

Alright my man @Jailor Eckman, I have a dank request and I know you won't let me down. I would like to see a girl who has to poop very badly. Preferably clutching her butt with her hand and squirming around trying to keep it in.  

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Just a little update for the request thread...  I'm still going to post completed requests here and will still have an ear ready for anyone who wants to add details to their pending requests (or, to talk about other stuff)! 

This is definitely temporary.  I just need to get a leg up on some of these before I promise more! (No pun intended, lol.)

updateComic.thumb.png.2a76e41d8fe063e89768ff60738246a6.png

 

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And the next request is done, this time for @Jimmy Olsen!  I hope this matches the description well enough!

I wanted to try out some more digital painting for the background as practice, so I hope it isn't too bad.

 

@AkenoSama Never did figure out where they got those damned pencils...  😆

 

@Ultima01 Lol, I don't mind being overwhelmed!  It's just that I've got a few people asking me about their requests... and they are usually pretty far down the list...

 

@OhioBeerBoy  I noticed your request wasn't displayed until after my update saying I wouldn't accept more requests, even though you'd made it beforehand, so I gave it fair consideration!  Sadly messing and poop desperation aren't really my thing, and they tend to fall outside of the "I don't mind it enough to care" category...  Sorry to let you down!  😔

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Guest TastyCorn
2 hours ago, Jailor Eckman said:

And the next request is done, this time for @Jimmy Olsen!  I hope this matches the description well enough!

I wanted to try out some more digital painting for the background as practice, so I hope it isn't too bad.

 

@AkenoSama Never did figure out where they got those damned pencils...  😆

 

@Ultima01 Lol, I don't mind being overwhelmed!  It's just that I've got a few people asking me about their requests... and they are usually pretty far down the list...

 

@OhioBeerBoy  I noticed your request wasn't displayed until after my update saying I wouldn't accept more requests, even though you'd made it beforehand, so I gave it fair consideration!  Sadly messing and poop desperation aren't really my thing, and they tend to fall outside of the "I don't mind it enough to care" category...  Sorry to let you down!  😔

@Jailor Eckman can I have an honorary mulligan lmao? 

I'd really like to see a cute indie-type girl who has to pee but is to to embarrassed to tell her date she needs to go to the bathroom. Help a brother out.

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Hmmm.  Cat people and pee.  Typically (but not always), picky about where they pee.  They'll run across a 300 meter beach-sand stretch to reach their favorite patch.  And don't care who sees them desperately running.  Not picky who watches them pee.  Nicer dog people don't chase cat people when they're in their boxes.  But the one time I saw it, the cat girl kept peeing while she ran.  Other things about cat people's peeing culture?

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On 8/7/2019 at 2:29 AM, OhioBeerBoy said:

@Jailor Eckman can I have an honorary mulligan lmao? 

I'd really like to see a cute indie-type girl who has to pee but is to to embarrassed to tell her date she needs to go to the bathroom. Help a brother out.

Absolutely!  And I'll accept it because you technically made your request before I announced that I stopped accepting them!  Do you mean indie like the kind of new-age hipster-y kind of  fashion?

 

On 8/7/2019 at 10:02 PM, Stanley79 said:

Hmmm.  Cat people and pee.  Typically (but not always), picky about where they pee.  They'll run across a 300 meter beach-sand stretch to reach their favorite patch.  And don't care who sees them desperately running.  Not picky who watches them pee.  Nicer dog people don't chase cat people when they're in their boxes.  But the one time I saw it, the cat girl kept peeing while she ran.  Other things about cat people's peeing culture?

Sounds like a question for @Jimmy Olsen!  An absolutely awesome bit of world-building based on an old archetype!

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