Dommy Mommys (An Obscura and more)

Everybody needs a Mommy, right? 

 The neighborhood I grew up in was great.  My parents were the first to buy a house here when I was only ten years old.  I got to see all the families move in with their far younger children.  This year, when I graduated from high school, the next oldest child was Mary Jones and she was barely ten years old.  Most of the kiddies were between three and seven.  That always gave me a great place in the neighborhood as I could help out just about anybody.  I babysat, I helped out with lawn work, I cleaned up, I did around the house repairs.  All the mom’s loved me and said they’d miss me when I went off to college this fall. 

I could have traveled to Europe this summer, but instead I helped my own Mom out.  She never got to travel as a young woman, so I booked a three month vacation with stops in Manchester,  Marseille, Milan, Mykonos, Munich, Malbork, Moscow, Madrid, and Melk.  I promised her that not only would I keep up the house, but that I’d work around the neighborhood and make a nice little nest egg for school in the fall. 

Mrs. Johnson was the first to make this summer so strange and special.  While I was helping her sort her 20 year old niece’s clothes for a yard sale, she held up a crop top to me and wondered aloud if it would fit me.  I’d always had a swimmers build and was proud of my slim body.  Thinking it would be a fun joke, I slid my shirt off, took the top from her, and put it on.  Instead of the giggling I expected though, Mrs. Johnson looked over me with a serious eye.  When she said it wasn’t quite right I thought I’d just take it off and forget about even trying the joke.  Instead, she had me slip out of the top, put a bra on with socks to push it out, and then slip back into the top. 

She seemed to like the look and we spent the rest of the afternoon with me modeling all of Mrs. Jonson’s niece’s clothes.  Her tops, her skirts, her sunglasses, her bras, and even several pair of her panties.  Mrs. Johnson didn’t blink an eye when she saw my erection, only tapping and saying that she was glad I was enjoying my time with her. 

I didn’t think much of it as Mrs. Johnson had always been a little strange.  A couple days later at Mrs. Garcia’s place, she had me helping her pack up old cosmetics that she wanted to put in the neighborhood garage sale.  She’d worked as a stylist for years and had a huge closet full of makeup and supplies.  When I set down one box of brushes and sponges I looked up to see her holding a tube of lipstick with a wicked smile.  She said in a firm voice “Here, let’s see how this looks on you!” and without waiting for my permission she pursed my lips and applied the lip stick.  After a long look, she didn’t seem satisfied and wiped it off with a napkin and some makeup remover.  Instead of continuing with moving her stuff though, she looked through her kit and brought out another tube of lipstick to apply to my lips.  Then another.  When she found ‘my shade’ she insisted on going further with some eye shadow, foundation, concealer, fake eye lashes, blush, and even added a lipstick pencil outline and some lipgloss.  Over an hour later she turned me to the mirror and I was shocked at how feminine my face looked.  With a sly smile she said I looked as good as any of her customers ever did before she cleaned off the makeup and we resumed working. 

The next day when I was at Mrs. Wilson’s I was going through her garage to find more neighborhood sale items.  When she invited me in for some tea, I was happy to come in and cool down.  She’d worked at a hair salon before having Maddie and said she missed it.  After my glass of iced tea, without asking, she directed me up to her bedroom where she had a mini salon with the chair, mirror, and hair washing basin.  She pushed me into the chair, put an apron around my neck, and dipped me back to start washing my hair.  My nerves washed away with the warm water, the shampoo suds, and her invigorating fingers on my scalp.  After she got a bit in my eyes, making me tear up, she put a mask on me and said I should just sit back and relax while she played.  I think I may have actually nodded off as she took forever.  I felt her cutting my hair, but also putting some smelly chemicals in and some tinfoil or something like that.  I came to when she was drying my hair and when she spun the chair around and let me see… well, she’d cut my shaggy hair down into a pageboy bob and colored it a dark moody brown. 

I couldn’t even find the words to express how I felt.  She as a great stylist and the hair would have looked perfect on any girl my age.  But it didn’t look appropriate for an 18 year old man.  She took my silence as thanks though and escorted me out, saying I could stop by all summer to maintain my new style and color. 

That weekend I was helping all the Mom’s in the neighborhood set up the sale.  I made sure everything was laid out in a way that made sense, I made sure everything had a price tag on it, and even made an inventory so we could associate any sale with the family who donated the items.  Once the sale began, Mrs. Taylor stood out front with the little girls Mary and Maddie to watch out for customers.  Meanwhile Mrs. Jones, Mrs. Johnson, Mrs. Garcia, Mrs. Wilson, Mrs. Thomas, and Mrs. Martin took me behind the garage.  They all seemed excited and I got it once I saw what they’d set up.  They had a chair for me and as soon as they pushed me into it, they all started working.  They never asked if this was okay and just seemed to assume I was down with them feminizing me.  Mrs. Johnson was bringing out a full outfit for me and getting me into it when she had the chance to move my body around.  Mrs. Garcia started working on my makeup while Mrs. Wilson worked on styling my hair.  Mrs. Thomas meanwhile started working on my fingernails while Mrs. Martin started on my toenails, buffing them all out, cutting them down, and then coloring them all a bright pink. 

As excited as I was having these sexy woman all focus on me I tried to complain and stop them, saying that I was a man.  When I started to sit up out of the chair, in my boxers, a bra, a hello kitty crop top, and half of my face made up, Mrs. Garcia just pushed me back down and started to explain.  She said that the Mom’s had all appreciated me and seen me around helping them out.  They liked me and noticed that I wasn’t just enamored with helping out but seemed genuinely submissive to their wants and needs.  So while I was home for the summer, without my Mom or any real friends nearby, they were going to give me a summer that I’d never forget.  At that point she straddled my lap, trapping my hardening cock under her, and started working on my lips.  Leaning close and whispering into my ear she said if I genuinely wanted to stop all I had to say was my new safe word, Mandarin.  If I said that, they’d all stop, they’d let me go, and even help me back to my ‘boy’ self.  But if I didn’t say the safe word, I was going to be their slave for the summer.  Their sissy slave.  And they’d all be my Dommy Mommys. 

Part of me wanted to say Mandarin immediately.  To get up and leave and never look back.  But seeing all the Dommy Mommy’s around me, watching me with clear lust in their eyes, I couldn’t help it.  I hadn’t had a girlfriend in High School and only had sex the one time with Janet Moore… with her barely there breasts, her braces, her pig tails, and her bad acne.  These were all thirty something attractive real women. 

I barely nodded, but they got the message and continued my makeover.  It took most of the day, but when they were done, I couldn’t believe how effective these women were.  They’d shaved away all of my body hair… getting my pubic hair and the hair on my ass was particularly blush inducing… and added a depilatory cream that would prevent the hairs from growing back quickly.  The lotions they applied everywhere made my skin smooth and oh so sensitive to even a small breeze.  They had my eyebrows shaped and trimmed and my ears pierced.  They had my makeup on and even had a cream the applied to my lips that made them puff up and look beyond sexy.  Mr. Martin is a plastic surgeon so Mrs. Martin brought over some of his breast forms and they glued them onto my chest.  They weren’t overly big or anything, just B cup, according to Mrs. Thomas, but the effect was devastating to my masculinity.  With a bra to hold them up and together, and a tight shirt to show off their curves, it looked like I really had breasts. 

The short shorts they squeezed me into had built in padding, giving my ass a lift that it never had and even made my hips stand out.  To even get me to fit, they had to pull back my cock and push my balls up into my body cavity.  When I looked into the mirror, I didn’t recognize myself at all.  The Mom’s agreed that there was no way they could call me Matt anymore and instead titled me their precious little Melanie. 

Evidently, they liked what they saw as they started taking turns with me.  They laid me out on a pile of blankets and pillows and one by one, lowered their pussies over my face.  Mrs. Thomas went first, and she gave me quite the education on cunnilingus.  When Mrs. Garcia lowered herself next, she helped me work on the finer points of my technique.  Mrs. Martin taught me how to tease and Mrs. Jones taught me how to be aggressive and get her off quickly.  By the time Mrs. Johnson, Wilson, and Taylor had their turns, they didn’t have more to teach me and just enjoyed my efforts. 

It turns out the three-day neighborhood garage sale was a success.  The women didn’t let me help out that much as I was kept in back, serving as a relief station for my Dommy Mommys.  Each night, one of them would take me home, dress me up in some lingerie, and lay down with me until I fell into a sweet pink dream.  Each day I stayed in back and when I wasn’t serving lunch or snacks or keeping the inventory updated, I was burying my face in between one of their thighs.    

All the Moms took the same confident easy going commanding tone with me.  They never asked questions of me, they simply told me what to do and expected me to do it.  After a week being dressed up and treated like their precious Melanie, I tried dressing up in my Matt clothes as I had to do some shopping.  Mrs. Johnson saw me stepping out of the house in regular clothes with my hair bunched up under a ball cap and marched over, dragging her little six year old son Martin with her.  She turned me around back into my house, set up Martin in the living room, and guided me upstairs.  With her son just downstairs I had to keep quiet as she stripped the clothes off of me, draped me over her knees, and spanked me ten times, making me apologize for dressing inappropriately. 

As if that wasn’t humiliating enough, she had me dress up extra sexy, and then introduced me to Martin as his new babysitter Melanie.  We all three then went downtown to do my shopping.  I swear, I thought everybody looking at me must see a guy in drag, but no one batted an eye.  I was called Miss and treated like a young lady.  Mrs. Johnson didn’t even say anything when we got back, just that she needed me to watch Martin that night as she and her husband Dallas were going out. 

After feeding Martin his hot dog, mac and cheese, and potato chips and after watching an hour of TV with him, I had him in bed.  Mr. and Mrs. Johnson returned promptly at 11 and I was shaking in my pink tennies for Dallas to recognize me.  It wasn’t like we didn’t know each other, as I’d watched Martin before and even helped him work on his ’68 Mustang.  But he didn’t bat an eye when Mrs. Johson introduced me as Melanie, the NEW babysitter. 

That night, after having Mrs. Thomas kneel over my overstimulated tongue and put me to bed, I dreamed of the summer.  All of the activities were ones I’d done before, but all of them were done as Melanie, without anybody even asking about Matt. 

The next big step for me was Mrs. Martin taking me downtown to a spa she frequented.  She introduced me as her special ‘niece’ and said she wanted to give me the works.  Their ‘special package’.  The woman just looked me over, giggled, and took me in back.  I’m not sure if they’d actually done this before, but they all seemed to know what to do.  None of the staff talked directly to me other than to tell me how to move my body around and let them work.  They wren’t surprised when they pulled my tee-shirt off to find breast forms, nor were they surprised when my panties dropped to show my penis.  Over the next few hours they just worked on my skin.  By the time they’d finished with my legs and were working on my more sensitive areas, I learned that they were doing laser hair removal.  This wasn’t temporary…. They were permanently removing my body hair!  As I couldn’t exactly go halvsies with being body hair bald, I let them continue.  They went up my belly, my back, my chest, my arms, my neck and throat, and even climbed as high as my cheeks and below my nose.  When they were done, I would be hairless from my eyebrows down. 

Next, as I tried to wrap my head around never having to shave again, they put me into a chair.  I started to struggle as I saw one of the ladies coming at me with a syringe, but they seemed to easily hold me down and even put belts around my wrists and ankles, binding me to the chair.  Two girls held me head still as they injected something into my lips, making them feel puffy like they’d been stung by bees.  More injections came in my chest, just below my nipples, on each of my ass cheeks, and on my hips.  

Only on the trip back did Mrs. Martin explain that the injections were all specialty enhancers.  They’d make my lips stay puffy longer and even encourage my fat to redistribute to my chest, butt, and hips.  They were shaping my body!  I started to hyperventilate until Mrs. Martin laughed and said none of it was permanent.  That I could have my normal boy body back by fall.  If I wanted it back. 

I spent the whole summer as Melanie.  I babysat for all the kids, and none of them recognized me as their old babysitter Matt.  I was even told by more than one kiddie that I was nicer than their old babysitter.  I was introduced to all the husbands, and none of them guessed I was the neighborhood boy who had helped them out.  They bought hook line and sinker that I was my own 2^nd cousin watching the house while ‘Matt and his mom’ were away on vacation. 

There wasn’t a single day that went by where I wasn’t sexually pleasing my Dommy Mommys.  I licked them, I fingered them, I kissed them, I sucked on their nipples.  Always at their commands, and always without my own direct stimulation.  When Mrs. Wilson found me masturbating on Independence Day, she put a stop to it and introduced me to a chastity cage that night.  From that point forward, I wasn’t in control of my own penis, or clitty as I had to call it.  I was either in clothes so tight that I could barely feel my clitty or it was locked away in its cage.  I wasn’t even allowed to wash it, as one of my Dommy Mommys were always present to clean that part of me.

It was mid July, when I was hornier than I’d ever been, that Mrs. Thomas introduced me to the sex I was allowed to have.  Maybe I was naïve, but I’d never imagined a woman enjoying using a strap on dildo on another woman, let alone using it on her sissy’s ass.  But I got a whole lesson on how to lie down and participate in my own fucking.  She had me on my back, with my ankles on up her shoulders.  Mrs. Garcia the next night had me on my hands and knees on her bed, taking me from behind.  Mrs. Jones seemed to like having me kneel down and suck on the strap on as she told me what a good little cock sucker I was, and Mrs. Taylor liked bending me over the dining room table. 

It was early August when I first saw the chair.  The summer was slowly becoming normal, if being the submissive sissy to a group of dominant mothers across the entire neighborhood could ever really be ‘normal’.  Mrs. Wilson had it set up in her kitchen when I walked.  Maddie was away at camp and her husband David was away on a weeklong business trip leaving the house empty except for us.  At first impression is was simply a chair, maybe from Ikea.  It was a little higher than a normal barstool, but it had an odd cutout in the front, leaving a hole in the seat.  In addition to the unusual hole, the chair had odd legs. They were metal and had connection points for belts, as well as a screw mount on the base just above the floor. 

When I asked what it was, Mrs. Wilson smiled up at me and said it was a very special chair.  That she and the other Mommy’s had bought it years about but had stored it away as they couldn’t find anybody to use it with.  Looking at it again, I felt my heart drop as I started to put it together in my head.  Mrs. Wilson moved behind me and started pushing me toward the chair, whispering quietely “Let me show you how it’s done!”

Moments later I was bound up in the chair.  I had four belts around me, forcing me to crouch down on the base.  A dildo had been attached to the screw mount and was now securely pushed up into my rear.  It even had power so that it wiggled and vibrated in a most stimulating and alarming level.  The hole in the seat had swung open to allow my neck in before swinging shut and locking closed.  I found myself with my arms bound behind me, bound by the same belts holding me to the chair and on the dildo, with my face facing the seat of this wicked chair.  As I shifted uncomfortably, I heard some ruffling from behind me before Mrs. Wilson climbed up on the chair, one of her legs on either side of me.  Her skirt was pulled up giving me a momentary view of her recently shaven pussy before she scooted forward.  She pressed her pussy up against my lips as she laid her skirt over my head and squeezed her thighs to either side of my face.  Blind, deaf, and bound to a chair, I was given no other option than to lick my Dommy Mommy until she came again and again and again.  

When Mrs. Wilson was done she helped me clean up and guided me up to her bedroom where I spent the night being her small spoon.

Upon waking up I cleaned up again, put on my makeup, styled my cute hair, and got dressed in some clothes Mrs. Wilson left out.  When I came down to the kitchen I saw the chair was still there as well as Mrs. Wilson, Mrs. Jones, Mrs. Garcia, and Mrs. Taylor.  I welcomed them all and got to making them a breakfast of fresh fruit and coffee.  After serving them Mrs. Wilson told me that she’d shared our experience in the chair with the Dommy Mommy’s and they all wanted to have a turn in it.  All sitting in it while I was bound to it.  As I probably couldn’t take pleasing them all during the same session, they were gracious enough to break it up for me.  Mrs. Wilson was currently watching all the kids.  She as well as Mrs. Johnson, Mrs. Thomas, and Mrs. Martin would come over tomorrow for their turn. 

I spent all morning and most of the afternoon in the chair eating out my Dommy Mommy’s one by one.  They each started with a single orgasm apiece, but when they took their second turns some stayed for two or three.  They each mentioned how sweet I was to be their subby chair slave when they got up but my mouth was occupied quick enough that I never really had a chance to tell them they were welcome.  I’m not sure my consent was really important to them anyway. 

After a long hot shower, a quick dinner, and another night as Mrs. Wilson’s small spoon I repeated the whole day with the other half of the Dommy Mommy’s.  As the chair was at Mrs. Wilson’s she got the special treat of getting to use me each day. 

The next few weeks flew by.  I received a postcard from Mom in Greece and it seems she’s met a nice man and might spend some extra time overseas with him.  I signed up for my first college classes.  I could have just gone to the local community college and I thought that’s what my Dommy Mommy’s would want, so that I’d stay close, but they actually convinced me to go to the State University that I’d always dreamed of going to.  Of course, half of the Mommy’s strongly suggested that I go as Melanie instead of Matt.  I can’t even lie and say that the idea of attending college as Melanie was scary or foreign to me.  Thanks to the Dommy Mommys all making me live out every day life as Melanie for three solid months, I was currently very comfortable being seen as a girl. 

My only concern is that me as Melanie is very submissive.  Even when I’m asked to do something, it’s just expected that I’ll do it.  Even some of the kiddies have learned that if they speak confidently enough to their babysitter, she’ll often give in to their demands.  I can’t even deny poor Maddie her ice cream when she demands it unless Mrs. Wilson specifically tells me to not give it to her that night.  So what would college be like if I were this naturally submissive as a girl there? It wouldn't exactly be Mommys taking advantage of me.  

I still had a week to think about it as I’d simply signed up under my initial and wouldn’t have to confirm my gender and name until I got there on the first day.  In the meantime, I lead the dual life of a subby sissy to her Dommy Mommys.  Half the time I was their domestic servant, cleaning, baby sitting, shopping, helping around the house.  And half the time I was their sexual slave, being fucked, licking them out, or spending hours in their cursed and lovely chair. 

When Monday rolled around I had my bag packed.  Two bags packed.  One for Matt and one for Melanie.  Mrs. Johnson had agreed to drive me to campus on Friday.  I was still undecided if I’d be going as Matt or Melanie.  Since Mr. Wilson had returned home, the chair was now traded amongst the Mommys regularly and as I stepped into Mrs. Johnson’s kitchen I saw it set up and waiting.  I knew that little Martin was on a play date at the Jones’ with little Mary, leaving the house to just Mrs. Johson and me.  And Mrs. Johnson just loved the chair, barely touching me in any way without it involved.  Knowing her tastes I crouched down, lowered myself onto the dildo, turned its motor on, and strapped myself in as good as I could.  After getting the latch around my neck, I got two of the four belts around me.  Technically I wasn’t fully bound as I could get out with some wiggling and tugging, but it would only take Mrs. Johnson a few moments to add the last few fasteners and put me completely at her command. 

I heard her approaching from behind me and said in my comfortable soft voice that I was ready for my morning breakfast and happy to serve.  I felt her tug the belts extra tight and add the last few.  She even added the thumb cuffs, locking my hands together behind me.  I heard clothes being removed, but it was wrong somehow.  Not her smooth silk skirt, and satiny blouse.  It was rough fabrics.

My predicament only became clear when Mr. Johnson’s leg swung around me and he took the chair, leaving me looking at his still soft but growing cock pointing right at me.  As he pet my hair and I started shaking he talked to me calmly and soothingly, telling me that he and Mrs. Johnson shared everything.  That he knew I had been more than helping around all summer.  He knew about the sexual trysts and that I was a submissive girl to all the women in the neighborhood.  He even knew that they were called the Dommy Mommy’s.  I don’t know if it made me feel better or not, but he didn’t seem to know about my own precious gender secret as he just referred to me as Melanie, girl, or girly.  When his cock had grown enough that it tapped against my closed lips Dallas gripped my head and tilted it back, giving me room to open my mouth “Come on Melanie, we can play the game I see you play with Martin.  Except you’re the tunnel and I’m the big choo choo train!  Open wide!”

I’m not sure how long I was sucking Mr. Johson’s cock before I hard Mrs. Johnson walk up.  She gave her husband a quick kiss while she patted my head lovingly and said she was going to go shopping and would be back before Martin was due back.  She then kissed the top of my head and told me to have fun before walking out.  When Mr. Johnson started breathing harder and I felt his cock swell even further he gripped my head and unloaded in my mouth, giving me no room to do anything but swallow his gift down. 

As he grew soft in my mouth and petted my hair I heard his out of breath voice wafting down from above me.  “Wow, you’re really good at this.  My wife assured me that you’d only been with girls, but I told her that this was something natural and that you’d be great at it.  I know you’re heading to school soon and we’ll all be sorry to see you go, but I think the timing is perfect.  The guys and I have our card game on Thursday and I think we’ll bring this chair and you along.  I think you’ve spent enough time with your Dommy Mommys and it’s time for you to get to know your Dommy Daddys!”

I hope you enjoyed the obscura.  This is a weird story as I feel there's room for a lot more, but I wanted to get at least this part of it out.  If you want to read more about the story and what it might become, head on over to my other blog where I put up a post about it.  Either way, I hope you enjoyed the story!