The Baby Sitter – Chapter Four
As the wall is sliding open, I can’t believe my eyes. Inside is a combination nursery/dungeon. This however is no nursery for a child. I’m wondering again. Certainly Karen wouldn’t have gone through all of this just for me. No there has got to be more to this than I can comprehend at the moment.
“How do you like your room Markey?” Karen asks, breaking my thoughts. My room, what do you mean my room I ask.
“Well Judy is going to be gone for the weekend and she’s asked me to baby sit for you.” she laughs. Oh my God I think. This is what she was talking about. Just then Judy chimes in. I don’t think he’ll give you any trouble Karen. He has been wetting his diapers quite a bit lately and has gotten use to it. He also filled his diapers, but I think he still needs a little encouragement in this area.
“Oh don’t worry about a think Judy. When you get back you won’t even know him.” I’m beginning to feel like a little child who is separated from his mother for the first time. I feel like crying don’t leave me mommy. Please! But I know better than that. I just am overwhelmed by everything that is happening here. Judy comes over and gives me a kiss.
“Now you be a good boy for Karen, and don’t give her any trouble. She is not as gentle as mommy so I suggest you behave. I’ll see you when I get back.” But where are you going I ask.
“Well that is really no concern of yours, now is it. You know us mothers need a little time to ourselves.” To much is happening to quick. I all the sudden feel like I’m lost. My wife has put me through some of the most humiliating days of my existence, and now she is leaving me at a friends house totally exposed, and she won’t even tell me where she is going.
Karen has me lie down on a cot of some kind, and the next thing I know I am strapped down to it. I am left to lie there while Karen and Judy go on talking. They leave the room, the wall slides back and I have strange thoughts racing through my mind. I begin to wonder if anyone will ever see me again! After what seems like hours, though I have no way of knowing what time it is the wall opens and in comes Karen. She has changed and is in a wool skirt and cotton blouse. She looks like a very stern mother type. The first thing she does is pull down my white shorts.
“Now we don’t need these anymore do we?” As the shorts come off my legs, I feel very vulnerable in just my diapers and panties.
“Oh how cute. Judy did find some nice panties for you.” She then slips her hand down the front of my rubber panties, and comments.
“My my your still dry. This will never do. You must remember something my little man. You are wearing those diapers for a purpose. That means that they should be nice and wet. You will learn this before you leave here.” Next she’s over by what looks like a sink. I see her filling a large type of bottle. When she returns, she swings over a metal rack of some sort. She hooks the bag up to this. Into the bag she attaches a tube. The tube is placed into my mouth with some sort of a device that makes it very difficult to spit out. The whole thing is strapped around the back of my head so it won’t fall out.
She releases the clamp and water begins to flow into my mouth.
It isn’t coming in that fast, but I notice that it has a strange taste. Well needless to say that with my mouth gagged this way I won’t be asking what I’m drinking.
“There there that’s much better.
Now you won’t have to worry about being thirsty. By the way the next time I come in here, your diapers better be soaked or do you know whets going to happen to you? Well I hope you don’t find out.” She again left the room.
Suddenly in what couldn’t of even been 5 minutes, the wall opens and again there she is.
“Time to check your pants, young man. Pants she corrects herself and laughs, why you don’t wear pants do you? No pants are for big boys. Little sissies who wet themselves wear diapers. Now let me check you.”
“Horror is running through my mind, I didn’t wet my diapers, Oh no what’s going to happen. I try with all my might, but I can’t let go. I can’t pee. I feel the ominous hand plunging into my panties once again.
“Well well, so your going to be a tough guy are you? Your going to try and be a big boy and not wet your diapers. Your being very silly Markey and for being silly, you are going to be punished.
I wish I could talk. I’d tell her that I’m trying. I think she wouldn’t buy it any way. I feel my restraints being loosened. She ties my feet together before releasing my hands.
“Markey I’m going to only tell you once. If you even make the slightest attempt at freeing yourself, you are going to wish you were dead! do you understand. I nod my head yes. She releases my hands and has me sit up on the cot. She takes a piece of leather and attaches my two hands in front of me.
“There that should do it. Stand up!” I stand up and she slowly lowers my yellow rubber pants to my knees. She rubs my rear end through the diaper. She unpins the diapers and pulls them from my crotch. She delights that I have no hair any where.
“Nice and clean” she says as she rubs the smooth skin above my penis. This of course gets an immediate reaction from my penis which goes un-noticed.
She tells me to get across her lap. I do but its quite a struggle with the gag and tube and all. When I’m finally situated to her liking she begins her speech.
“Diaper boy, you wear diapers like a little baby. Little baby’s who wear diapers, wet there diapers.
Your diapers were dry when I checked you two times. This is not acceptable. If I find dry diapers on your second pants check you get punished. You are now going to be punished for not following MY rules.” The next thing I know my ass is on fire, and I hear the slap. She is spanking me with her hand, but it feels like she’s hitting me with a stick. Over and over, I’m crying uncontrollably.
All of the sudden, I feel myself wetting, OH MY GOD I think.
Tell me I’m doing this now. Why couldn’t it of happened earlier.
“YOU DIRTY BABY! Just what do you think your doing. Get off of me!” I try to jump up as quick as I can. As I’m standing there, the pee is continuing to flow from me. I’m making a big mess on her floor.
“Look at what you did to me. My skirt is soaking wet! You are going to pay for this young man. You are going to pay dearly!” I’m quickly thrown back on the cot, though this time she doesn’t tie me to the cot, although with my hands and feet tied together, I’m not going to be going anywhere in a hurry. She efficiently diapers me without so much as a word. I’m getting that feeling like when I was a little kid. You know when you did something to your mother, and she doesn’t say a word, she just gives you that look. I try to avoid looking directly at her, like that’s going to make things better or something.
She leaves the room. I’m laying there, and I’m beginning to wonder what’s going to happen to me. I begin to feel the urge to pee again, I think gee, I just peed a little while ago. This time I just relax and let it flow. I feel it soaking my diapers. The double diapers have no trouble containing it all though. I actually feel relieved that I’d wet my diapers. It starts to dawn on me, Karen is making me become incontinent out of fear. I mull it over in my mind, but I try not to think about it. It conflicts with my male ego to much.
My mind then turns to other thoughts, I wonder what Karen is going to do to me. Man I can’t believe I pissed on her. Once again the door/wall slides open, and in walks Karen. This time she is dressed a little more appropriately. Over her clothes she is wearing a rubber apron.
“As you can see pissy boy, I’m dressed for you now. Let’s check your diapers.” The hand goes plunging into the panties, and a small smile cracks her face.
“Ah, what happened? Hmm?” Of course I can’t answer her. She takes the liberty of answering her own questions.
“My my we certainly wet the diapers haven’t we?”
“Tell me Markey, how does it feel to be a grown man, and pissing in diapers.” I can feel my face flushing with embarrassment.
“A big boy wetting his diapers in front of his wife’s best friend.” I’m feeling very humiliated, and she knows this.
She rolls me over on one side, and begins to pat my diapered behind.
“Judy told me you like to have your little bottom patted.” The humiliation is getting very intense. I feel like I could cry.
The patting doesn’t seem to help, the wet diaper on my bottom is not very enjoyable.
“Well mister pissy pants, you WANTED this REMEMBER!” My mind remembers all to well. In one quick tug she again has my plastic panties down as low as they will go with my legs tied. I’m pushed on my back again. Off come the diapers, which she lays on my plastic covered pillow next to my head. She tells me to roll over on my stomach. This is not to comfortable either. My wet skin does not slide to well on the plastic covered mattress. Next she tells me to lift my head up. I try to do the best I can given my situation. She lays the wet diapers over the pillow. Having my feet tied, and my hands, I can tell that it won’t be very long till my neck muscles get tired and my face is in that wet diaper. It doesn’t matter if I turn my head or not.
Karen senses my discomfort.
“Well diaper boy, I told you would be sorry for wetting on me. You are going to punish yourself. You are going to lay in your own pee.” With that I hear and feel a crack to my ass. Being startled, my head goes down on the wet diapers.
“Come on Stinky, get that head up.” I try to get my head up, and just as I do another Crack, and on it goes, until I don’t even try.
The humiliation is incredible. Karen finally tires of the game, and rolls me over. She quickly pins on two more diapers and up come the plastic panties. She again rolls me over onto the wet diapers.
“Now I hope this will teach you to disobey me. Why don’t you try and get some rest, your going to need it. Now remember, I will be coming in periodically to check your diapers, and they better be nice and wet.” The diaper checking continued on for what seemed like hours. I managed to be wet within the allotted two time check. The curse of this though was that each time I was changed, the diapers that were taken off were put up by my head. My ass was also getting very sore from the spankings. After what seemed like eternity Karen changed the rules a little.
“Well it seems that you finally learned what your diapers are for diaper boy. I am now going to finish your punishment for wetting my skirt earlier this day. Do you know how disgusting that was. You have only had a taste of disgusting. Did you like laying in your own pee Stinky? I’m going to get everything ready for you now my smelly little boy.” I could hear her over near the water again. I was starting to become exhausted. My mind was overwhelmed. What else could she possibly do to me. She came over to the cot and began to explain what was in store for me, much to my horror.
“I’m going to get the baby ready for bed”, she said as she stripped off my smelly diapers. I’m going to untie your feet and I want you to roll on your stomach. I did as I was told, “My my your poor behind, its so red.” As she said this she rubbed her hand on my ass, Man did it hurt. I only really noticed it now. It must have been the air hitting it.
“I hope you don’t get diaper rash.” she laughed.
“But I just think you might be.” Again more laughter.
The next thing I felt was something being pushed up my rectum.
“Now just relax diaper boy. I’m giving you your special treat. Just like you gave me a special treat earlier today.”
“It’s just a little fleet enema.
“Surely that won’t bother a big boy like you.” Slowly she inserted the enema into me and released its contents.
“Now roll over and let’s get you ready for bed.” Out came the diapers, this time three! “We don’t want any mess in the bed now do we.” Next came a fresh pair of yellow plastic panties. these were real stiff, and made a lot of noise. She seemed to like that.
“I can’t wait to see how these look in the morning,” she said. They were a little tough going on over the three diapers.
I could really feel the bulk of the diapers with the pants holding them snugly to me.
“Nice and tight. Good. That should keep everything where its supposed to be.” She then placed a smock kind of thing over my head.
“Roll over smelly boy.” I did as I was told.
I could feel her tying my feet to the cot again. The spreading of my legs reminded me of the enema, in my behind. She untied my hands and finished pulling the smock down over me.
“It will be easier to see what’s going on down here she explained while patting my sore bottom.
She removed the wet diapers from the pillow.
“I don’t want these to distract you from all the other lovely smells that will soon be permeating your little room.” Thank Goodness, I thought. At least I don’t have to smell pee anymore. She tied my arms to each side of the cot.
“Nice and comfy?”
“Judy tells me you really got off on wearing your diapers Markey. She said you just love to masturbate in them.” She came over and released the tube from my mouth. That felt good, my mouth was starting to get sore.
“Now you may answer my questions smelly boy, but if you make one comment, you’ll have that back in your mouth for the whole night. Is that Understood?” Yes I said.
“Good boy. Now tell me don’t you just love to masturbate in your diapers?” Yes a I a did.
“Good stinky, because were going to play a little game. If you can cum in your diapers before 5 minutes, I’ll release you and let you use the potty like a big boy.” Wow I thought, that would be great! Finally cumming and not having to endure the ultimate humiliation. Gee maybe Karen has a heart after all.
“However baby, if you don’t cum in 5 minutes, I’ll have to do the job, but baby will have to sleep in stinky diapers. Are you up for this little game Stinky? Like I actually had some kind of real choice. Yes ma’am I replied.
“Good then lets get started. When I start the timer you begin and do your best now, try and be a big boy.” Ma’am I have a question.
“What is it Stinky?” How am I going to masturbate myself all tied up like this? “Well looking at your predicament, the only suggestion I could offer is to try and rub your little thing against your diapers and the bed.”
“Now get ready. GO” I tried with all my might. I had a couple of things against me. The restraints on the bed afforded little movement, and the little movement I did have was not getting me anywhere. I simply could not develope any friction on my penis. The plastic panties were so tight that the diapers would not move, and the panties just slid against the plastic sheet. Karen was obviously enjoying my predicament.
“Oh come on sissy, try harder. Move that diapered ass. Come on.” As much as I tried, the only thing I managed to do in four minutes was develope a hard on. Buzzzz “Ah poor Stinky. Couldn’t cum in your diapers like a big boy could you. Too bad.” I was feeling terribly humiliated. I also felt like a fool for getting my hopes up. Obviously Karen was very experienced with this kind of thing. I should have know better. I felt very defeated, and Karen sensed it.
“There There let aunt Karen help you out there.” She laid down almost on top of me and struggled to get her hand into my diapers. I had to admit, considering everything that happened to me today, this did not feel to bad. She began to stroke my penis while whispering humiliating comments into my ear.
“Whose going to mess in his diapers? Hmm?” Me ma’am I would respond. I was beginning to become quite aroused, but I also noticed that the enema was beginning to do its trick. It also didn’t help matters having Karen pressing down on my back.
“Now remember little boy. If I hear or feel you messing your diapers, my hand is coming right out, and you won’t get to cum. So try and be a big boy and hold it.
It definitely was starting to become quite a struggle. I could feel intense pressure on my bowels. Karen’s hand on my penis felt so wonderful. I was caught in the ultimate pain and pleasure game.
Karen kept stroking, and the more involved I became in looking forward to a mind bending climax, the more I noticed, I was starting to loose control of my bowels. When I was nearly right on the urge of cumming, a loud escape of gas came from my behind. Almost instantly Karen’s hand came out of my diapers. The frustration of not being able to cum and realizing that I would not, caused me to loose all control. Slowly I felt myself filling my diapers. I’d actually started to cry.
“Ah shame shame Stinky, I almost thought for a moment that you were going to be a big boy. No look at you, a chance to have an orgasm and what do you do. Fill your diapers like a little baby. I guess you like stinky diapers better than cumming.
Huh? All I could do was lay there sniffling.
“You have a good night little boy,” she said kissing my head.
“Try to get a rest and be good and maybe will play some more games tomorrow. I’d bet you’d like that wouldn’t you.” I felt her hand patting my loaded bottom.
“I hope you don’t get diaper rash sweetie,” she said as she left the room.
The End of The Baby Sitter – Chapter Four.
The story originally came from: https://www.dailydiapers.com/content/stories.html
If you want to read more stories about ABDL boys you can find a list here: Diaper Boys – Index