NYBabyBoy

I added the ending to the story ... sorry was still writing it when I posted it the first time...

It’s always amazed me how just when your not looking for something it’s somehow thrown in your lap. Oddly enough this holds perfectly true with relationships as this story will tell as it unfolds. I had been quite content in my loneliness, or at least that’s what I told myself to be able to deal with it, so I was one of those people not looking basically. As it had turned out my license had expired about a month back and I had set aside this day, finally, to go sit for hours at the motor vehicle to get it renewed, considering I had put it off long enough, dreading going pretty much. I had already filled out the needed forms required and had sat down on the benches awaiting for my number to be called which I figured would be hours considering it usually is. When about twenty minutes into my wait I noticed a girl who was sitting on the bench just across from where I was. The funny thing was on the side of the room that we both were sitting was just us two, as if the gods themselves had parted the seas of annoyed people waiting to get whatever it was they needed done here, this way it would be impossible for us two to miss each other. This really didn’t affect me as much in thinking as did the fact that this pretty, and I don’t use that term lightly, girl sitting across from me had been staring at me the whole time. Well when she noticed that I was staring back at her she stood up and made her way over to my lonely bench and sat down. What’s your name? She said with this sort of authoritative demeanor about herself, as if she wasn’t really asking but more demanding an answer. I had taken a moment to catch my breath in my surprise (I mean this girl was amazingly pretty and she was talking to me… to me!) well I responded with: Anthony, what’s yours? Tiara, so what they got you sitting here looking miserable waiting on? She said with the hint of a laugh and a smile as if she meant it as a sort of friendly gestured question to break the ice. My license expired last month and as much as I hate coming here I guess I had no choice. She made a tisk tisk sound, the same kind your mom made when you did something wrong, and then continued with… You naughty naughty Boy, letting yah license expire… laughing as she said it. Now how exactly are you going to take me out with an expired license? I guess you’ll have to drive. I said laughingly Un hun, putting me in control of the wheel already I see… I guess I’ll just have to get used to being in charge huh? I smiled with a little smirk, not really knowing how to answer though I should admit I do have a very readable submissive side to myself so at that moment I figured she must of picked up on that as most people usually do, and I said. Yes Maam with a slight giggle. Maam? Good I’m glad we understand each other, as she giggled in tune with me. Well the rest of the conversation was more of the usually getting to know each other banter, followed by the exchange of numbers and me finally being called to go to the clerk and renew my license, which of course was followed with, it will arrive in the mail in a week or two, Oh Joy. After that when she had finished her business we had said our goodbyes upon which she blessed me with a kiss on the cheek and a promise to call me soon. It had been a day since that and I was tempted to call her thinking It over and over in my head being held back only by the fact that our last words were her saying she would call me, so I didn’t want to call seeming inpatient. But of course by about the late evening I finally convinced myself to call taking out her number and walking over to the phone. Oddly enough as if she had been reading my mind… the phone rang just as I got to it and I, having simultaneously picking it up to make the call had it to my ear when I heard her voice on the other end. Wow picking up on the first ring; were you waiting by the phone like a good little boy? At first I was a little embarrassed, I mean here I am not trying to seem inpatient and by accident I couldn’t seem any more anxious by answering her call so quickly. Well I was fixing to explain how I was just about to call her when she had called me when before I could she went on. Well, since your such a good boy how about I come pick you up and we go out for drinks? That sounds good, sighing a bit of relief from the embarrassment. We commenced with the formalities of what time, and where we’d have these drinks, etc. I hung up and proceeded to get ready and not even an hour later she was knocking at my door and we were off to our first date. We had sat down at a table far in the corner off in what seemed like our own little world, and we ordered drinks and began to talk. Of course her already declaring herself in charge started it all off. So tell me what kind of person you looking for? I don’t know I guess someone who’s open minded, easy to talk to, and pretty much able to take chard of things kind of like you have, with that last little add I giggled as if to say to her, you. She smiled and reached across the table holding my hand patting it in a domineering motherly kind of way. I think we’ll get along just fine. Just then the waitress came with our drinks which of course me being the gentleman I paid for and then placed my hand back in hers and asked. But what do you want? All in all I believe someone exactly like you. She says with a look of seriousness and a hint of true believability in her answer. But we’ve just met how can you be so sure I’m the guy you’re looking for? Its just woman’s intuition pretty much, I mean lets see I’ve known you two days and already we’ve decided I wear the pants here. Oh really! I said in a playful but secretly kind of agreeing manor as if knowing I could disagree but really didn’t want to since I kind of liked the fact that she was so domineering of me. Besides I think I’d of lost that argument considering like I said before I was quite readable as a submissive guy. Really little man! Giving me that same authoritative look she had given me when she asked me my name the other day. Matter of fact, how about we finish these drinks and we can go to my house and I’ll prove to you that I wear the pants? Now you know, just as I’m sure every guy can only dream of hearing a girl say lets go to my house, I had to admit I was a little scared, especially with how much conviction she had in saying all this as if their wasn’t a drought in her mind she was right. Although between you and, just like every other guy I had dreamt this too pretty much. Well we arrived at her house and after doing the norm, taking off our coats, being given a quick tour and all that stuff, we ended in the living room on her couch. So tell me how do you presume to show me who wears the pants? Upon which she raised her finger vertically across my lips making a shhh sound and saying patients now, or I might just have to give you a time out. I laughed and basically just made a hmm sound as if to say, yeah right … thinking it was a joke. Though then she stood up and grabbed my hand and walked me over to the corner. Now of course you know I was in shock, but at the same time intrigued so I played along. She stood just behind me and began to speak to me as if she was focusing right on my ear, in a way to kind of say she’d make sure I’d hear her. Ok little man, I think you need to realize when I say I wear the pants, I wear the pants! You understand me? Yes Maam, I replied of course I still figured I was playing along and getting a bit excited down below by the thrill of the game. Now you have a choice, either at this moment you can decide you don’t want someone who has this much control over you and I’ll drive you home and we can both go about are lonely lives, or you can decide I’m right and I promise you you’ll never be lonely again and you’ll learn how to obey me while having a little fun in the process. So what’s your answer? Now granted as she said all this I did have a choice but at this point going back to my lonely life wasn’t much of a choice. So without questioning myself I decided on the ladder. Good boy, I figured you’d see it my way. So now that we established what we both already knew, its time we break you of this bad habit of not obeying me. With that she reached around and undid my belt buckle letting my pants slide to the ground, taking a step back she took a look at my underwear. Now before I go on I’d like to take a pause this story and explain something by saying that unfortunately I had been wearing tighty whitys, but only because all my boxers were in the hamper needing to be washed, and I really didn’t expect to be getting any on the first date, I mean what guy does, Seriously? Well as if that wasn’t bad enough, then she begins to giggle. I was all set to pull my pants up when she placed her foot on the back of them pinning them to the floor. Did I tell you, you could pull them back up little man? No Maam. That’s right now stand at attention, you. With that she looked around to my frond and saying with a smile. Oh you already are. So I see your still needing training pants? Training pants? I questioned… Yup, I’ll explain… you see you have diapers, pull ups, then training pants like yours, now I’m not surprised little man… Wait these are tighty… as she cut me off Hush now! I wasn’t finished. Anyway I could of guessed this but a Thirty-four year old man should of graduated to big boy pants and by that I mean boxers. I was just about to explain myself to her when she proceeded to place her hand down my front. Yup as I guessed seems somebody can’t contain their puppy water. Now by now as I’m sure you’ve guessed I was about five shades of red with embarrassment, but it went on. And that explains it all. She said with a sort of stretch to her words as if she was rubbing it in for effect. You see when you’re a little boy as you seem, mommy buys these training pants instead of boxers for you considering their cheaper and she knows your just going to mess them so why spend a lot of money for big boy boxers. Now I’m just curious how much of a little man you are? With that she began to pull the back of my underwear and look down them as if some sort of grown up diaper check. My, my, my… your full of surprises huh stinky butt? Now I’m must admit this caught me off guard, being called stinky butt and all, though as quick as lightning It raced through my mind the only thing she could of meant by such a remark. You see the biggest issue I’ve always had with tighty whitys, and I’m sure I’m not the only guy, is you always get those dam wedgies as you walk, which in turn always leaves those horrible skid marks on the back of them, and as you may have guessed again I was horrified and embarrassed to tears just thinking that this was what she found. Oh now, no need to cry little one, its perfectly o.k. She said while patting the back of my butt. I had only just now realized these names she’d been using had been getting more and more condescending as this adventure went on, though as I’m about to tell you in my story you’ll soon understand why. But first let me say that by this point I was so embarrassed I was about to excuse myself and run for the door, I wasn’t even worried about pulling my pants up. I guess Tiara kind of sensed this because before I even had the chance to make a move she gently turned me around and with her hand wiped the tears from my face. Don’t you worry one bit about all this, to be perfectly honest when I met you I might not expected all this but even so I’m not surprised. But in saying that I want you understand this changes nothing, I mean what kind of motherly person would I be to turn away a little one in such a need. Part of me was kind of mortified with embarrassment by how she spoke to me but a greater part of me was kind of soothed. Kind of how you feel when you get hurt and mommy runs to the rescue and makes you feel all better. O.k. lets get you out of these cloths and get you in the bath and all cleaned up and then I got a little surprise for you. At that point I kind of lit up thinking, phew this horrible sort of inspection was over and done with and now I was getting a reward for taking this abuse, thinking all along that reward had to be getting some from this gorgeous girl, much as any guy would think I’m sure. Well off we went to the bathroom and of course off came my cloths… and into the hot bath she had prepared for me shortly after. I sat there about to grab the soap when she reached for it herself and rapped it up in a wash cloth and proceeded to run it down my back. I hope I haven’t made you too nervous today little man. Is that your new nick name for me? I said trying to be as polite as I could, not that it bothered me but I have to admit it did make me feel strange. I’m not sure, I guess that will have to wait till I get to know you more and decide on a permanent nick name for you. I tell you what, after your all clean we’ll go to my room and talk about that a little bit more in detail ok? Aight, I said trying to sound as smooth as a guy who was recently told he wore training pants not to long ago could be. She simply smiled and continued to wash me oddly in a way a mother would wash a child instead of how I would have wanted. (a pretty girl having her hands all over my body, if you know what I mean.) Soon after she stood me up and pulled the plug from the tub and grabbed a towel from behind the bathroom door and dried me all up. Wow I could get used to this kind of treatment. She simply smiled wrapping the towel around me and grabbing my hand to help me out of the tub and walk me too the bedroom. O.k. I tell you what considering you’ve proven so far your such a little man… I’ll give you one chance to prove to me you’re a big boy. Oh really and how’s that? I’ll make you a deal … if you can last without Cumming before you please me, then you’ve proven you’re a man and worthy of that title, but now If you don’t … then you have to submit to me and everything I say. So do we have a deal? I don’t think I actually think I heard the deal being so excited that I think as soon as she finished asking if we had a deal I was already saying sure and waiting for her to take her cloths off. Though noticing my excitement she began turning down the lights and kissing me on my chest. Now I could say I took my time and slowly removed her cloths etc etc. but unfortunately I think I was so excited from all that happened so far I practically was ripping off her cloths. Wow, little man if this is any clue to how this is going to go I think I might have already won the deal, as she chuckled behind her words. Well after this flaw on my part we laid between the covers and I should have guessed she’d be a talker during sex cause as soon as we began while she was riding me she leaned down close to my ear and said. Now don’t cum early on me… I’d hate to have to put you over my knee for disappointing me. I’ll try maam, I responded though I have to admit I wasn’t much of a talker so wasn’t quite used to all this, I mean I was happy with a few grunting noises and a great finish, but she wasn’t having any of this she kept on. Try? Tisk Tisk Tisk ok little man, as she slapped me on my behind… show mommy you’re a big boy. Well about five minutes in and more of her seductive voice whispering in my ear with her dominating tone, I guess she must of figured she’d raise the stakes cause she began grinding me in a way that made my entire body begin to tingle. You know thinking about it now … I realize two mistakes I’d made first was actually thinking I’d win this deal and the second was not realizing that by allowing her to get on top I’d basically given up any chances I had, cause about twenty seconds after she did her little wicked trick I found myself on the verge of exploding. Strangely enough when you would think my thoughts would be wow, or oh my god… they actually were more on a thought of panic. Like I said before I wasn’t really paying attention when we made this deal and although I heard it wasn’t till this very second that it all played back in my mind. On that note all I could think of was, o.k. what exactly did I agree to. Well while I was busy thinking these thoughts she, noticing by the obvious expression on my face of fear, and the fact that she was riding a penis that was quite soft, decide to get up. Well look what we have here (her looking down at my dick) seems somebody shrunk in size, huh toddler boy? On that note I was mortified I mean if I were a turtle I would of crawled up in my shell and cried, I didn’t say a word I just laid there looking down at myself saying in my head o.k. I’m not that small. But while I was doing all this thinking she had already gotten up and put on a black nighty she’d grabbed out of her draw. She sat down on the bed and began patting on her lap saying: Come on little boy as I promised I owe you a spanking for being so naughty and Cumming when mommy said not too. I think I was still laying their kind of insulted and in a way actually feeling like a man who’d been broken down and regressed to a little boy as she grabbed my hand and sort of helped me to her lap. She’d began spanking me and although the slaps were quite hard I was able to deal with the pain, but unfortunately the tears started coming down my face more from the embarrassment of realizing here I was a grown man, or so I thought, being spanked like a little kid, and as these tears ran down my face and I heard my own sniffles my embarrassment only got worse because inside I began feeling as if I was two instead of thirty four. Well she stood me up and walked over to the corner placing my nose in the corner and told me don’t dare pull that nose off that corner mister. Feeling as small as I had felt that very minute I didn’t dare disobey even while I heard her digging thru her closest for what, at that minute I couldn’t tell you. Around about fifteen minutes of my little corner time she stood behind me gave me another little slap on my already reddened sore backside and said: Let’s go little man its time to put you in the underwear… (giggling) pffff ok well not underwear but you’ll see, basically we’re going to put you in what you should have been wearing when you got ready for our little date, instead of those training pants that you obviously weren’t ready for in my opinion. When I’d turned around if I wasn’t shocked as it was I was even more shocked when I saw on the bed neatly placed next to each other, a depends diaper, powder, baby wipes and a blue onesie folded just right so I could see the teddy bear with abc blocks at his feet. Are you serious? I blurted out without thinking. What do you think; you lost our deal did you not babykins? Ooh babykins I think I like that one … well you asked for a nick name… guess we found you one. I probably would of ran out of the house right that minute if it wasn’t that it had been so long since I’d been with someone and to be honest I’d of done anything just to be able to say I wasn’t alone anymore. Yes Maam! I said in what had to be the saddest voice in the history of sad voices. Aw don’t be like that babykins come on lay down on the bed and mommy will make you feel all better. Mommy knows her baby is only sad because he’s afraid to admit he misses his diapers. On that note even though I felt she was not only wrong but going a bit too far I still laid down and proceeded to be diapered as if I was a two year old needing his mommy. O.k. lift those little legs, little man so mommy can put your diaper under you. Which of course I had complied, upon which she grabbed one of the wipes and started cleaning me up. See don’t it feel good when mommy cleans your little wee-wee. I was I think bright red when I realized the worst thing that could of happen at that moment happening, I was getting hard and couldn’t stop myself no matter what I thought about. Aw that’s my little man see you like your diapers dontcha. Uh huh you can’t lie to mommy our mutual friend is speaking for you. While she began sprinkling powder on me and rubbing in it causing me to moan as she ran her hand up my shaft turning it white with the baby powder. O.k. lets get your little diaper on nice and tight and then you can stand up so I can see you before we put on your onesie. I stood up after she finished placing the last tape and stood their while she unfolded the onesie looking at me saying. Now that’s how my cute little baby should look. Then she placed the onesie over my head and proceeded to snap the snaps between my legs and grabbed my hand walking me back to the living room. I couldn’t help but hear the loud crinkling and feel this huge bulk between my legs. When we got to the living room she walked me over to the couch and told me to have a seat that she’d be right back. She walked over to the kitchen while I sat their contemplating my position here on the couch in a onesie and diaper in a girls house I’d just met. Soon after she returned and just when I though it couldn’t get worse in her right hand she held a bottle of milk and sat down gesturing for me to come sit next to her. She told me to lay down and rest my head on her chest which at this point I wasn’t really in any position not to obey, I mean it wasn’t like I was running out of her house dressed like this, so I did as I was told and she began to feed me the bottle or should I say my bottle. I guess I didn’t realize how late it was or how tired I was, or something because I don’t know when but somehow I was asleep and all I can remember from that point is waking up in the morning right there on the couch obviously tucked in by what I guess at this point was no longer the pretty girl from the Motor vehicle, but now my new mommy, and as if I didn’t say this enough to make matters worse once the cobwebs cleared from my head I realized I’d proved her right considering, and I don’t know how (granted I had my suspicions that something was put in the milk, not that I could prove it) but anyway somehow the grown man or at least what I thought I was, a grown man, was now laying their in a wet diaper and too afraid to take it off not knowing what her reaction would be basically waiting for mommy to come in and change me.