Crossdressing and plump ladies, two things I love in one caption. :3

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I was in my room, drawing as I anxiously waited for my mother and aunt to go out and buy groceries. Drawing was very fun, but there was something else that was even better than that: cross-dressing. I waited a few extra minutes after saying bye to them just to make sure the coast was clear. I dropped my tablet and pen and exited my bedroom. I double checked that I was indeed alone, the anticipation already making me very euphoric and even aroused.

I couldn’t wait any further! I rushed towards my aunt’s bedroom to see what cute clothes she had that I could wear. I had already cross-dressed with my mom’s clothes, but her being on the skinnier side of things made it a bit hard to put on her clothes on my masculine build, not to mention it was a bit uncomfortable wearing them even if it was only for a brief amount of time.

I opened her drawer full of bras and panties, all being really pretty! I worked on putting the pastel green lingerie, starting with the bra, being significantly easier to put on compared my mom’s, due to the larger size; same thing goes for the panties, although my euphoria boner made it fit quite ill either way.

After opening a few more drawers to see what else could complement this set of lingerie, I found a pair of black thigh-highs that I wouldn’t hesitate to wear. I looked into the nearby mirror, loving how I looked with these clothes, posing and acting very femininely as I was very happy to be expressing this secret side of me.

I was having a lot of fun, but it was still a bit of a bummer that the bra’s cups were even further apart than my mom’s, not hugging my chest at all, and my panties became a bit loose once my erection had gone down. It made sense, my aunt is a plus-sized lady and so it was made to perfectly fit her larger body size. Can’t win ‘em all, or… can I?

After a few minutes of having worn these clothes, I felt a bit lightheaded. I sat down on the bed right next to me, not being too worried about it as I thought it may have been just the high levels of euphoria I was feeling, but that couldn’t be further from the truth.

I gasped as I felt my body shrink down, losing a couple inches of my already not-so-tall 5’6 height. I sat there frozen, still not being sure if it was all mind tricks or if I had actually shrunk. I was definitely starting to lean on the latter as I soon felt more shocking changes.

“W-What’s going on?!” I exclaimed as I saw a cascade of hair right in front of me. It looked exactly like mine, and although it was quite obvious that my hair was longer, I double-checked by brushing my hands on my scalp, feeling the volume of hair increase with each passing second.

As soon as I stood up, I felt my face tingle. Upon looking at the mirror, I gasped yet again as I saw my manly face be completely feminized in real time. Not only did the structure of my face match that of a woman, but it looked like make-up was being applied on it too, seemingly out of thin air. The longer eyelashes and eyeliner definitely made my boring brown eyes look super pretty though!

For as shocking as all of this was, I was really enjoying seeing myself become a woman, it was like a hidden side of me was being revealed! It was very thrilling to have a womanly face and beautiful long hair. I had no idea why or if the clothes had anything to do with the transformation, but this was very much welcomed!

With these changes feminizing my form, I had hoped that these clothes would soon fit me perfectly. I would get my answer pretty soon as I felt almost every part of my body suffer a massive shift in… everything! Weight, muscle, fat, volume, pretty much anything that you could think of; of course, all with the purpose of making me appear more woman-like.

Seeing my masculinity erode completely felt pretty good, but it would bring its own set of problems. With my body becoming even slimmer than before, my already loose-fitting lingerie only felt even more loose! My panties were made for hips almost twice as wide as my current set, the only thing holding it in place was my manhood which would soon disappear as well. Although the bra was previously far from a perfect fit, the straps at least hugged by shoulders and the band hugged my back, but now it felt completely loose!

I was welcomed into womanhood, nice! But now my clothes fit even worse than before, not nice! I did enjoy this dainty feminine body, but I would have to wear my mother’s clothes to fit my new womanly shape; nonetheless, it seemed like I would not need to do that.

I faint gurgling noise came from my stomach, right before I stared at it in the mirror and was confused to see the flat surface become the opposite of such. I was gaining weight? I thought my transformation had ended, but the faint sloshing and inflation sounds would soon inform me that wasn’t the case.

I grabbed my growing belly, feeling the soft squishy fat pile up on it. At first, it wasn’t too concerning, I even thought that a bit of pudge was welcomed, but it only kept on growing and growing! I had put up a significant amount of weight in a span of just a couple of minutes. I didn’t like what this entailed, feeling helpless as I soon saw my dainty arms thicken as well; however, it wasn’t recovering its strong and hard muscle, it was even more fat!

My body got larger, fatter and heavier, already impacting my mobility quite a lot, very concerning considering that there was no sign of my huge fat gut stopping its growth. Piles of fat continued to be placed inside my soft tum, developing love handles and comfortably placing me into obesity… Not great.

A silver lining would appear as my flat chest became home to a pair of tits! This was very exciting! I’ve always wanted to know what it was like to have pair of breasts. Even though they were much less firm than the breasts on fit women, I couldn’t deny that they still felt way better than I could’ve ever imagined! Their squishiness and immense size were definitely a plus, although it was weird to think that I now had bigger boobs than my mom, soon maybe even bigger than my aunt’s.

The cups of this pretty bra began filling up, and I wouldn’t have to wait too long for my panties to fit nicely as well. My hips were expanding alongside my waist, both increasing my width significantly. Now it was time for the rest of my lower half to plump up! My flat ass cheeks ballooned up in size uncontrollably, not taking long for my cheeks to become massive and soft like a pair of bean bags.

I turned around to look at my giant cellulitic ass, I felt… good? Despite expressing disgust at this overweight body, even with the imperfect shape of my butt and the cellulitic surface and texture on it, I personally thought it looked incredible! Not in the same way as a big firm booty, but… just… I don’t know how to even explain! My equally soft and tree-trunk-thick thighs definitely added to my strange yet alluring appeal.

My panties not only fit nicely, but they now also fit very snugly, something I did not mind at all. This bra was starting to overflow with the tremendous amount of fat from my huge jiggly boobs, their growth thankfully stopped before they burst out of the bra… even if that does sound really hot… Not gonna lie.

I glanced at my huge hanging belly and my puffed-up face, right before my weight gain would finally come to an end. I stood there very confused, not because I suddenly turned into a morbidly obese woman, it was because I found myself feeling rather sexy. It was so strange! This is far from being most people’s ideal body type, mine included, or at least that’s what I thought, but the more I glanced at my 350-pound body, the more I loved it!

I enjoyed this body in very strange ways. Playing with the huge amount of fat on my tummy was quite amusing, doing the same with my fat tits felt not just great but also greatly arousing, I also now get to say I can fill up this bra! I couldn’t resist the idea of twerking while being in this body, wanting to feel and see my monstrous cheeks shake and jiggle all over the place. Even this was super fun! Shaking this fat butt was a joy and the loud clapping that came from it only made me even more horny, thinking about how a cute guy could fuck me and make it clap just as loud.

There are some disadvantages to this body, like my mobility being pretty bad, having to breathe deeply after a few steps and reaching my new vagina to pleasure myself was challenging, all the fat surrounding it and my big fat arms and hands certainly didn’t help me. Despite all those negatives though, I felt sexy, I loved seeing my body jiggle with every movement and had a plump yet cute and gorgeous face!

I knew my mom and aunt would be coming home in about an hour or so, I used that time to enjoy this plump body as much as I could, going to my bedroom and masturbating. Even though my body would return to the usual slim male form I was accustomed to upon taking off the clothes, I eagerly awaited the next time I could be home alone and feel another of what felt like the best orgasm ever! Never would’ve thought I’d be, much less enjoy, being a big, beautiful woman!