Sissy Discovered

By Lacy Lips

Published on May 19, 2023

Transgender

Sissy Discovered 2

©Lacylips@gmail.com

DISCLAIMER: This is a fantasy depicting sexual acts.

The story is intended for adult readers and not minors. IF YOU ARE NOT OF LEGAL AGE TO BE READING THIS STORY OR IF YOU FIND SUCH MATERIAL OFFENSIVE, PLEASE LEAVE. All characters are fictional and in no way related to any person or persons living or deceased. In no way is this intended to advocate for sex with minors its just my fantasy.


The story began when I discovered our 14 year old neighbor boy Matt jerking off over a collection of lingerie items that he had spread over the bed while he was supposed to be feeding the fish and that cat as a housesitting task.

Following divesting my own clothes and confronting young Matt from behind, but not allowing him to turn around, and actually encouraging him to continue to stroke his dick, I whispered a lot of sissy stimulating words in his ear along with random caresses hoping to develop his obvious sissy boy mindset. It worked and he ejaculated profusely into my hand before I strongly suggested that he clean up his mess. While resistant at first he followed my instructions and kind of bashfully slurped in and consumed every drop of discharge he had produced. It was a lot! We finished with my aggressive smearing of my spermed hand over his face while he tongued between the fingers to get it all.

I had plans for the rest of the day brewing in my head the entire episode and now it was time to execute.

"You OK Matti? That was not too much right? You had a great cum. A really big one. It is that sissy gene in your DNA reacting to the look, smell and feel of womens' underwear that you so wish were yours to wear every day."

He was not talking but a gentle nodding confirmed that he understood what he may not have known about himself as yet. Sissies develop over time and Matti girl was just getting started.

"Matti, I want you to close your eyes, no peeking, and sit here on the side of the bed."

He rose and plopped his pretty little pantied butt on the array of lingerie he had strewn on the surface earlier.

"Keep those eyes closed and feel all around yourself. Visualize the lace as you touch it. Enjoy the silky texture of the satin and nylon panty varieties and explore the underwires, bands, elastic and hooks of the many bras you have chosen to excite yourself with."

"Nice isn't it? Sissies love the "stuff". Do you love the "stuff'? I bet you do. Ok open your eyes."

Matti did that and immediately they became the size of saucers as he found himself faced with the vision of a rather large bulge in pink satin hip hugger panties. My own sissy dick was brick hard and fiercely tenting my shiny frilly, lace trimmed undies. My sissy suit.

"Surprise! Most of that stuff you jerked off over is MY underwear. The wife's is in the other drawer."

I think his eyes only got bigger looking upward to focus on the gorgeous pink lace push up bra that suspended my full "B" cup tits within. My wife and I were both very proud of the progress in my breast development the past year or so. Dang I loved having a nice set of tits. Matti was astounded!

"You have real tits! They look so sexy in that amazing bra. How?"

"Well, Amie, excepted my need to wear womens' underwear right from our first date when we were dancing close and her hand accidentally made contact with the obviously nylon panties inside my waistband in the back. She kind of gave a questioning "humm?" and then a "nice" before removing her hand and asking "are they lacy too?"

"Soon were were talking about how her brother always wanted to put on her undies. She apparently dressed him often and saw nothing wrong with clothing choices out of the norm for boys. Amie not only accepted but enjoyed my "other" wardrobe and encouraged me to expand it. We even lingerie shopped together."

"I truly loved the feelings of wearing a bra and after buying me a few Amie said she thought that I needed to increase my man boobs to more cup filling dimensions. So excercise and a few hormones got me to these and both of us love them. I wear a bra and panties and usually stockings all day every day. It is what sissies like you and me enjoy."

Matti just stared in awe.

"Give me your hands young lady." As he extended them I brought them to my chest and let him get a sense of the pleasure of having tits and how great they feel inside and thru a beautiful bra.

"Do you want to try one on?"

He nodded. I dove into that other drawer as Amies bras would be smaller around on Matti's trim sissy bod.

I waved a rather shear red underwire one with push up pads in front of his face. He smiled and I knew it was the right choice for his first. I held it out as he put his arms thru the straps then I leaned over his back to secure the hooks. This action, just as I had planned, brought my shiny satin covered cock into direct contact with my new sissie's face. As i retreated from the attacking task I firmly took the little soon-to-be sluts head into my grip and pressed his face against the turgid tube filling my hip huggers.

"Feel my cock on your face Matti. Sissies like cock. Sissies actually love cock. They love to suck cock. They love to get fucked with a cock. Consuming cock, or pussy for that matter sometimes, is what drives sissies like us to massive orgasmic heights." As i rubbed his face against my panties I talked about how the bra felt on his body.

"Do you like the tight feelings of the band around your chest? Kind of like a full time hug right? And those taut straps up your back and over your shoulders cascading down to the wonderful cups that are rubbing at your nipples? Use your fingers. Feel the straps. Stretch them a little and enjoy the added tension the deliciously sexy garment provides." I knew I was making sissy boy hard again.

"Cup your tits young lady. Oh wait until you have something more filling in there to squeeze. Pinch your nipples hard. Yeah. Maybe a good twist. It makes you boobie hormones flow."

Seeing the stiff pebble like nubs denting out the sheer scarlet material I knew he was ready for the next step.

Bringing his face once again into satined crotch contact I let his lips spread over the sides of the encased hard and thick sissy dick contained. It felt so fucking good and my own mind blossomed with sexy thoughts of it being my lips and not his that were getting the rub.

I could not stop working his face to my crotch and soon an ever enlarging wet spot had soaked thru over my hip were the cock head and settled. I knew it was time. Time to give the sissy his first face fucking!

I pushed Matti away far enough to get the lacy waistband of my panties down and locked under my bag of nuts that were beginning to boil inside. There it was. Another panty boy sissy's hard leaking cock right in the young mans face.

"Have you sucked cock before?" I inquired.

"Once at 12 but only for a little bit."

"Did you like it?"

"Yes but I guess we both thought it was too queer and didn't finish or anything."

"I bet you had sweet dreams about it every time you played with your cock after that dandy you?"

He was too embarrassed to talk but I knew the answer. Once a cocksucker, always a cocksucker, even if only in the mind. That was my experience.

"Well sweet my bra and panty wearing, cock stroking, cum slurping little slut, it is time for your meaty treat.

Suck my cock!"

I think poor Matti was a bit aghast with my forceful demand. His eyes got questioning but convieniently his jaw also dropped providing a easily accessible target for my oozing tool. Before he could object or close his mouth I had slid 4 of the 6 inches in already. He tried to pull away but it was way too late for that.

"Suck the cock sissy! We both know that you want this. You need this! Sissies need cock. Life without a dick in you will be unbearable so enjoy this one. They say you never forget giving your first real blow job so you might as well make it a great one." With that I pressed another inch inside.

"Use your tongue slut. Get it all nice and sloppy and wet. Feel me slide across your tender lips. Back and forth. In and out. So deep then just the oozing tip."

I pulled out just as I felt another surge of precum about to appear and using my dick like a lipstick smeared the glob over his pouty puss before gliding back in over his slick precipice. Damn this mouth was fucking wonderful but he needed the real experience.

"I am going to take away the tasty toy you are enjoying. When I do you will lie on the bed on your back and your head over the edge. Get it?" He nodded with my cock still fully inserted. Out I went.

Matti seemed more eager than I expected as he had his sissy self positioned and ready in seconds as I stepped up to straddle his head.

"Welcome to your introductory face fucking. A sissy's mouth is just another pussy to be used by men or gurls with dicks for their pleasure. If you like it thats nice but your job is to be sure that thick dick trying to go down your throat loves it. Got it? Make the cock love you by loving the cock. And I buried my prick in his gaping orifice. Oh those slickery lips. They were massaging my shaft all the way in. He liked it! I would have too i guess. Being in charge was a little odd as my own desires to suck a stiff cock blended with the pleasures that Matti's mouth was producing.

I kept pummeling away pistoning the pole almost to extraction and then into the depths of his virgin throat over and over. His oft gagging was making me crazy. I loved to be gagged with a dick. I wanted to be him at those moments. It was so cool that if I pulled out to let him catch a breath or spew a mouthful of nasty mucus he never closed his sweet mouth pussy. Matti was a eager slut.

I was ready to burst. "Are you ready for your first full facial?" The words barely from my mouth the spewing began. He got lucky getting the first big pillar of hot sperm in the mouth before I had a chance to pull out and spray is pretty little teen face with gelatinous globs of warm goo. A complete drenching ensued. After 6 ginormous gushes of baby batter, Matti was plastered! Dripping but covered like a freshly glazed donut.

I had no resistance had stepped back before leaning in and making out with him. Probably his first boy kisses and it had been too long for me. The grinding of his cum drenched face to mine and the tongue action from both of us sissies trying to get a fill of Sissy Chow was exhilarating and draining in more ways that one.

Matti pulled away from the kisses long enough to yell that he was cuming. A full on orgasm from a face fucking. This boy had confirmed his sissy slut status in spades. Acting quickly I virtually dove onto him, yanking his panty waistband down and trying to capture as much of the geyser of goo the was spewing from his teen prick. This sissy needed chow as well. For the past few years my needed feedings had been all my own spunk eagerly lapped from Amie's steamy cunt as instructed after having fucked her. She loved her lesbian-like sissy hubby,

After an extended rest period and a brief run through the shower it was time for Matti to leave. I found him a clean pair of cute high leg cut panties with lace trim to slip into and told him to stuff the matching bra in his pants so he could maybe wear it to bed. I knew it was not a perfect fit but the combo would do the job as he relived his intro to sissydom.

I told him to come back the next afternoon if he wanted to continue his education. I added that after Amie came home we would take him shopping for his own, properly fitting undergarments.

Did he show up? You will have to wait and see.

Comments? Very appreciated always.

lacylips@gmail.com

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Next: Chapter 3


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