literature

Old School Pants

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    “I really need to unpack more of these boxes,” John mumbled to himself as he dumped a cardboard box onto his couch, “There might be some old stuff I can still use or maybe even sell.”  One nice, sunny day, a young, bearded man with dark hair was stuck inside unpacking some old boxes in his basement.  His parents had given him the house after they retired and moved down south, taking most of their belongings with them.

    However, there were still a lot of boxes laying around in the basement that they had left behind.  When asked about them, his parents said he could do whatever he wanted with them.  After sitting on the boxes for almost a year, John finally decided to go through each one and see if there was anything of value he could keep, sell, donate, or just toss.

    He ripped open the newest box he brought up and started rummaging through it curiously.  “Let’s see here,” John continued, “Some of dad’s old shirts… these might actually fit me… a case containing mom’s old glasses, some gloves, a box of playing cards for some reason…”

    Like many before, this box didn’t contain a lot of interesting or valuable things.  Just a lot of old stuff he could get rid of or just keep to avoid having to buy new clothes.  Outside of an old brass pocket watch he discovered a few days ago, it was just a lot of used clothing or worthless trinkets.

    “…and one pair of mom’s old jeans,” he said, yanking the pair out to inspect it.  It was a faded pair of blue jeans that his mom had for several years.  It was very wide around the waist and some parts seemed a bit worn out from excessive wearing.

    However, the jeans still seemed like they were in very good condition.  John tossed it to the side and glanced back into the box.  “And that’s that,” he said to himself, “A few old shirts I can keep and the rest I can probably just donate.”

    He started packing everything up except for the old shirts, setting those aside to wash later.  He eventually reached the pair of jeans and gave them another look over.  Given the waist and how big they were, they could probably fit him very easily.

    Well, he thought, making an unsure face, I do need some more pants and jeans.  I… I guess I can try them on and see if they fit at least…

    Glancing around the area sort of embarrassed, even though no one else could possibly see him, he took off his regular slacks and tossed them to the side.  He put on the mom jeans, pulling them up his legs and zipping them up.  They fit him pretty well all things considered.  Rather baggy around the hips and back area, but they were surprisingly comfortable.

    “I guess these will work after all,” John said surprisingly, pulling the jeans up a bit more, “I can wear them around the house I guess.”

    He moved to take them off and put on his regular jeans, but he stopped as he reached the zipper.  He frowned and said, “You know, I guess I can still wear these right now if I’m just going to wear them around the house.  They are pretty comfortable after all.”

    And so he did, packing everything else up and heading to the basement to put the box away.  Despite some of their bagginess, John walked comfortably through the house and down the stairs.  They never started sliding down his legs or anything.

    As he walked down the stairs, the strangest thing start happening.  The pants he was wearing started feeling and looking less baggy on him in the hip area.  It seemed almost as if the pants were starting to be filled out by some unseen force.

    However, it wasn’t an unseen force.  It was in fact, John’s own hips and thighs.  They were both increasing in size.  His hips bones were shifting and fat was building up within him, giving his hips a more roundish look to them.  His thighs also grew, the gap between filling in and leaving him with rather… womanly curves.

    Stepping down onto the concrete floor of the basement, John took the box over to the other ones he had set aside to donate.  As he walked along, his steps and hips started to give him a natural sway.  Nothing too exaggerated, but certainly enough for his movements to be more noticeable, especially with his butt inflating.

    By the time he reached the boxes, he had a big, heart shaped butt that fit his wider hips and filled his once loose pants.  He did not notice how less baggy or how much more form fitting the jeans were on him.  He just simply put the box back and headed for the stairs.

    As John walked towards the steps, he grew.  Nothing too significant, but certainly a little bit taller.  Then the sound of his footsteps turned to a “click” and a “clack” as he stepped up the stairs, his height increasing.  Unknown by him, his brown sneakers had converted into a pair of red, gaudy high-heels.

    He eventually reached the top of the stairs and shut the door behind him.  With that, he stretched his slender arms and let out a light yawn.  “Oh man,” he said, his voice sounding slightly husky for some reason, “Glad that’s done.  What to do now though?”

    He scratched at his face as he wondered, big chunks of his beard falling out and drifting to the ground.  His hands and arms started changing next.  His fingernails grew longer as deep red fingernail polish appeared on them.  His fingers and hands thinned a bit, the same thing happening to his arms somewhat (there was some flabbiness to them near the shoulders).

    After scratching for a while, his entire beard was gone.  However, he did reach a conclusion on what he would do now.  A smile crossed his lips and he said, “I think it’s time to head out and have some fun tonight!”

    Yeah, he thought, heading for his bedroom to get ready, I’ll do that.  Should be fun.  Hitting a few bars, drinking a bit with some cute, younger guys… girls.  Oof, need to get my head into the game here.

    As he moved towards his bedroom, he continued changing further and further.  His waist pushed in, giving him more of an hourglass figure than what he normally would have.  The muscles in his torso decreased significantly, his stomach gaining just a slight amount of weight to it.

    John reached his room and let out another light yawn, stretching his arms and his back.  When he stopped and entered the room, his chest was pushed out a bit farther than before and his shoulders were far less broad.  However, those changes were nothing in comparison to what his room looked like.

    His bedroom looked incredibly neat and gorgeous, everything put away and organized.  His drapes on the window were pale pink and his bed had a canopy to it.  Most interestingly, there was a big dresser in one corner and a makeup table & mirror in another, with loads of cosmetics on it.

    John gazed around the room for the longest time and thought, huh… why does this feel different?  I know this is my room, but why does it feel different all of a sudden?

    He scratched the back of his head, his red fingernails going through his short dark brown hair.  After thinking a bit more, he shrugged and said in a far more mature and husky tone, “Whatever… I’ll figure it out later.  It’s time to get ready.”

    He took a seat in front of the makeup chair, his height slightly elevated with his larger behind pushing him up.  Looking closely, he noticed that the blemishes on his face seemed to have completely vanished now.  There were a few more noticeable lines in his forehead and around his mouth, but that was it.

    Unconcerned, he started grabbing a few cosmetic around him and brought them closer so he could reach them easily.  To start things off, he took a hairbrush, also on the table, and started brushing his hair.  As he brushed it, his dark locks turned into a lovely chestnut brown, becoming wavier.  With each brush, his hair also lengthened quite a bit, dropping down to shoulder-level. To complete the image, he took a hairband and placed it on his head carefully.

    Putting the hairbrush back, John grabbed at various pieces of makeup.  He started with blush, applying it to his cheeks.  His cheekbones rose a bit and became more distinguishable, his jaw and nose getting smaller as well.  He applied eyeshadow and eyeliner around his eyes, which turned blue and his eyelashes grew longer.  He also teased his eyebrows, which got smaller and more defined looking.

    He finally took the lipstick container and applied it to his lips.  Not unexpectedly, his lips swelled underneath a thick, glossy coat of red lipstick.  They grew quite a bit, just slightly below looking like collegian injects.

    With that change, he looked completely female in the face.  However, he couldn’t tell initially since his vision suddenly became rather blurry.  He couldn’t see that far ahead of himself, annoying him quite a bit.  Without thinking, he reached forward and picked up a pair of glasses, placing them on.

    Immediately, his vision improved and he smiled now that he could see his face.  It looked very beautiful and sensual, just perfect.  Looking down, he liked what he saw there as well.  His brown t-shirt was completely gone and replaced with something completely different.  It was a pale pink, tank top with spaghetti straps and a very low neckline.

    “Very nice,” he commented, remarking how good he looked in his outfit.  At this point, he looked and sounded like an older woman in every way imaginable.  There were only two things missing at this point to complete the image…

    …and those things weren’t far behind.  A strapless bra appeared underneath the shirt unexpectedly and just in time.  Two breasts were growing on her chest, starting at A-cup and barely pushing against her blouse.

    The older woman didn’t really notice her breast growth at this point, now busy putting on hoop earrings and some various pieces of jewelry.  The only reaction to anything she had was when her cellphone went off in her pocket, vibrating and blaring away.  She pulled it out and answered without checking the caller id, “Hello?”

    “Hey mom,” a voice replied back.

    “Oh Melissa darling!” “mom” said cheerfully, “How are you doing?”  As she spoke, her breasts grew another size, becoming B-cups.

    “You are still comin’ tonight right?” Melissa asked, “I really want you to meet my boyfriend Roary.  He’s been looking forward to meeting you too.”

    The mom’s eyes grew wider and something clicked in her head, her breasts growing to C-cups and forming cleavage.  She had completely forgotten about meeting her daughter and her boyfriend tonight!  And after I made such a big deal about how happy I was for her finding someone, she thought.  She cleared her throat and answered, “Of course I remember!  Just need to freshen up a bit and I’ll be there in a jiffy!”

    “Ok,” Melissa’s voice said weakly over the phone, “Oh… one more thing… please, please dress normally.”  With those words, the phone call ended and Melissa’s mom was left quite offended and annoyed.

    “Dress normally?” she huffed, her breasts expanding to D-cups and really stretching the fabric of her top, “What’s wrong with the way I dress?  So what if I dress to show off my body a little?  I’ve done lots of good work on keeping it looking good after all these years.”

    She huffed again, a bit louder out of annoyance.  However, she did sigh and said, “Fine… I guess I can dress more ‘normal’ for my sweet little baby today.”

    She turned to the dresser, her breasts swelling to one more cup size, and she said with a soft smile, “Now the question is though, what do I have that would consider be more appropriate for a regular dinner party?  Maybe something with leopard print…”


THE END

And another commission done!  This is the second one for :iconnevy6:, who wanted a MILF TG TF!  Hope you enjoy it!
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Comments7
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xmarilix's avatar
I believed that at the end of the transformation an older man would appear and kiss her  :) 
or maybe she would be the sister of her previous mother 
I really liked the story 
I'm sure she'll be a very loving mother.  :)