A Sissys Tale

Published on Aug 15, 2021

College

A Sissys Tale 6

©Lacylips@gmail.com

DISCLAIMER: This is a fantasy depicting sexual acts involving male teens.

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 about growing up.


When I awoke in my dorm room that morning I had no idea what might be in store. My new girlfriend, Ali, had stunned me the previous night revealing that not only did she have spectacular breasts she loved hot lingerie to contain them and she thought it great that I was enamored by her underwear, but she had a rather large cock as well. Holy Shit! That was a stunner.

By the moment that reveal had happened I had removed her top and she had removed my pants demanding that I show her that I really did like wearing panties. Another kink she expressed interest in. An asset she said. This, before Ali presented her 'special asset' to me. To my face, to my lips, to my mouth, and ultimately to my throat.

My first thought was - I really like her and it does not matter if she has a dick. The second was - actually this is kind of hot recalling the dreams I had the night before about what cock sucking would be like. Here was the answer. I did not like mens bodies but a hard dick was a different issue. I had started to obsess on them in porn and stuff.

As she had directed me to lick, taste and suck her cock I was fearful at first but once it slid over my lips and I found it filling my mouth, I knew why Brian liked sucking cock. Now I liked it and the bonus was looking up at a hot girl with nice tits and sexy lingerie. That vastly energized my mouth.

The biggest revelation was cum. She had lots of it and every warm clumpy glob of it, streaming into my mouth, was received with pleasure. An instant love of cum. That was fucked up but I did not care I was hungry for it again.

Back to this morning. My room was quiet. Brian was not there. Didn't care really. I donned a pair of plain teal high cut briefs, nylon of course, Slipped into jeans and a button up shirt and made the short walk to Ali's apartment.

"Good morning lover", greeted me while she held open the door. "Did you sleep well? Sweet dreams I hope. Hows your mouth?"

"Ali, everything was perfect. My dreams were all about you. You are perfection! A girlfriend I could have never dreamed of."

"So you liked the sissy boy situation? You enjoyed sucking my cock?"

"Every inch! And thank you for the warm reward at the end."

"Great. You were very good for a first timer. We get you more practice and you will be a great cock sucker.

That word sounded like a commendation now.

"Don't sit Dani. We are off to the store to fix you up with some real girly panties. Your plain one might feel good but visually they do nothing for me. We will fix it,"

She drove us downtown to a big department store, like Macy's or something. We rode the escalator to the third floor and straight ahead was the lingerie department. I stirred inside seeing the array of items in bins and hanging on racks as well as the wall displays.

Before we even entered the area we hear. "Ali where have you been? It has been awhile since I last stocked you up." A classic beauty 40ish clerk approached and hugged my girlfriend.

"And who is this?"

"This is Dani my new boyfriend. I think he is going to be very special."

"Hi Dani." I blushed. " So what can i get for you Ali."

"Not for me Marsha. Dani is a fan, shall i say, of departments like yours but all of his choices, which he wears daily, are very plain. He needs frilly and sexy if he is to meet my expectations."

Adding a wink and "If you know what I mean."

"Follow me." We were guided into the maze of satin lace and nylon delights headed for the fitting room in back. My girlfriend stopped a few times to handle various garments and made comments to Marsha. In the dressing room Marsha directed Ali to the chair while I stood by the bench seat. She took to unbuttoning my shirt, removing it and handing it to Ali to fold and set aside. I must have appeared nervous because our lovely clerk whispered for me to relax.

That was difficult as she was undoing my pants! Zipper going down. I sensed her being a touch handsy as her fingers brushed my front in the process. With the waist just below my butt she just let them drop the rest of the way and commented to Ali.

"Not bad girl. The color is nice but you are right. They are way to blah to work for us, right?"

Ali nodded while Marsha worked to clear my feet from my pants on the floor. Standing again she produced a tape measure to check my waist. I bet that on purpose she fumbled with the tape with the back of her hand brushing repeatedly over my growing bulge.

Turning to Ali Marsha says "May I?"

Ali nods and the hot clerk full on gripped my contained dick with firm touches until it was at full erection. My girl looked to me. "She needs to be sure they fit under all conditions. Right?"

What a morning so far.

Marsha left and soon returned with about half dozen very sexy panties. White, pastels and a rich blue one and red one.

"I know all of these will fit", she said looking towards Ali. "but I think these, holding up the red ones, are best suited and maybe the prettiest for Dani here." Again focusing on me she said "lets get you into these."

It was tough getting my current pair off as I was so hard but I did and stepped into the ones Marsha held out at my feet. The sensations of the satin material they were made of made thing even worse as my naked shaved legs sensed every inch of their ascent. With a little tucking all of me was in there. They were higher than hip hugger but lower than briefs. All smooth shiny satin across the front and back but the two sides had eyelets and where laced up like shoes with bright blue satin ribbons tied in bows at the bottom and top.

"Oh, My Marsha!" Ali voices."Those are so perfect. Dani you look so hot I could almost eat you." Or me eat you I thought. I felt so sexy at that moment that I swear my mouth was drooling checking myself out in the full length mirror.

Ali went on. "Yes, those are perfection. Just show us the others." One by one, held out by her finger tips, we were offered the collection. "Wrap them all up. We will take them."

"Do you think Dani would be up for earning the discount? It's 20% off."

"Sure. Why not. Dani do you want the sale prices?" I nodded. "OK. Go for it Marsha."

"Kneel baby" and she pushed me to my knees with my back against the bench edge.

Our hot clerk raised the hem of her short skirt showing the full length of her very well formed stockinged legs way up past the lacy tops. That was not all. She was packing a bulge as well.

I actually was drooling now and she noticed.

She let go of the skirt. Oh dang. She had covered it all up.

"Ill be right back. This boy is ready for the free clothing item deal as well as the discount."

My eyes and Ali's both expressed questions. Just then Marsha reappeared with a small package in one hand and 4 bras dangling from her fingers. "Honey, he needs these to finish the sale and they will probably be on the house."

Opening the package out came white sheer thigh high stay up style lace top stockings which moments later she was helping me to smooth them up my legs. I never imagined how nice those would feel against my skin, especially the thighs. Then she offered out the bras. One was red like the panties and had a blue ribbon as well traveling under the lace following the edges of the cups. Fucking insanely hot.

"Well?" she looked at Ali.

"Hell yes he will." Came the response. "Put your arms out babe."

Out they extended and Marsha slipped the straps up to perch on my shoulders while the cups brushed my hairless chest. Holy Hell. It was magic. The ta-da of the performance came when she reached around and secured the hooks in the back. The tension of the band was thrilling.

The image in the mirror of my more properly attired sissy self made me crazy with lust even as she pushed me back to my knees and again raised her skirt. This time she had lost the panties and her well formed cock flopped into my face.

"Time to earn your cock sucker sissy bonus gifts!"

She did not have to ask twice as I heard my girlfriend tell me to do it. Quickly adding do it really well and be sure to swallow every drop my bitch.

The horniest moment yet in my life had arrived and I ate that ladies luscious lance using every skill learned from Brian and from blowing Ali the night before. She was passionate too, using my head as a pivot to pummel my lips and throat. All it took was a short glance to the mirror with me looking cute in that red bra, matching panties and the sheer stockings and her cock fully engulfed to the balls to cause me to cum.

Just before I exploded Ali knew what was about to happen and quickly yanked my panties down and away so my streams of sperm would shoot out freely and not soak the fine lingerie.

At that same time Marsha unloaded the first deluge from her own dick and filling my mouth so much as to cause me to gag a bit. I handled it with a quick gulp and prepared for the rest which I successfully captured each and every powerfully delivered dollop. Oh Shit! This was insane. Ali applauded as our clerk backed away with her softening tool flopping from my moist lips.

Wow. I was all done and pretty thrilled with all of it.

"Sissy. You are not finished yet." Ali pointed to the streamers of my spooge that had landed on Marsha stockinged thigh. "A sissy always cleans up." She reminded me. So the next minute was lapping the remnants of my own discharge from the silky shorn thighs of our saleslady.

She straightened her skirt when I was done, gathered the garments not on my body and headed out to the register to wrap them and ring up the sale. It was still early in the day so there were no other customers out there that she needed to face in her very flushed condition.

Me neither.

Ali gave be a big sloppy kiss with an extended tongue hoping to find a taste of cum left in my mouth for her before she began handing me my clothes to put back on. Correctly I guessed I was exiting with panties and a bra and stockings as well under my normal gear.

Marsha gave up both huge smiles while pointing out the discounts and special services reductions on our items. "Ali, girl, you have gotten yourself a real winner here. Superior sissies are so hard to find. I hope to see you both back. There are lots more bras I would like to see on Dani after he has a few months of special sauce and supplements to fill things out."

What? Aw who cared what she was talking about. I was in the greatest of moods all the way back to the apartment.

Keep going?

Comments please.

Lacylips@gmail.com

Please consider donating to Nifty. I know that you enjoy it as much as I do.

http://donate.nifty.org/donate.html

Next: Chapter 7


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive