A Sissys Tale
©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.
A long trip but it all started when I was 11. Headed to puberty with a seemingly ever hard pecker and not helped at all by seeing my older sister wandering from her room to the bathroom many times a day dressed only in her bra and panties. She had really sexy ones too. Even better than some of the stuff in the Penny's catalog that seemed to be jerk off fodder for many of us boys at that age. The lingerie sections.
There were many temptations to discover the look and feel of frilly female things with my sisters stuff hanging from the hamper we shared or the pile of dirty laundry awaiting moms attention in the basement.
One day I could not resist and dropped my pants and jockey briefs to step into a pair of Missy's nylon panties. Holy shit! What a revelation. Damn they felt so fucking good just sliding up my legs and then, Oh Wow encasing my balls and dick. With no one else home at the time I took the opportunity to rub my very stiff tool thru the silky material and then jerked off, depositing one of my minuscule early cum loads all inside the panties. I kind of wiped them out and put them back in the dirty pile hoping mom would not notice.
Strangest thing happened a few days later. When I came in from school mom told me that she had folded all of my laundry and put it away in my dresser drawers. Thats odd? She always just let them stacked on my bed for me to put away. Anyway, off to my room to play games or read a comic. Maybe homework later.
It was kind of extra quiet around the house as it was one of the 10 day to 2 week road trips my dad had to take for work every now and then. Just me, mom and Missy. After dinner I did my homework, took a shower and got ready for bed. When I opened the drawer where my pajamas were housed I got a big surprise. Neatly folded right on top of the cotton pj's was one of Missy's short satin nightgowns. A pretty garment of
shiny white satin with powder blue lace around the hem and the neckline. What the hell was this doing in my dresser?
I was about to talk to mom when I realized the opportunity that had presented itself. Put in on asshole. You know that you want to. (My mind was shouting at me). Fresh from the shower I had nothing on at that moment so I put my arms thru the straps and let it flutter down over my chest, finally stopping just above my knees. Oh My! How nice that felt. The same thrill I got trying on Missys panties previously. I was quite excited to climb under the sheets like that. A busy, not very restful night ensued. Each time I touched my parts thru the cool glass smooth material I got rock hard and had to slip the gown up and stroke myself till I popped. Three times, if I remember , before the sun came up and it was time to get dressed for school. I folded the nightgown neatly and returned it to my pajama drawer where mom had left it. Maybe she had discovered the crusty panties in the wash and was hinting that she knew what I did. She grew up with 2 brothers whom I am sure did the same things at my age. As her mom had assigned her the laundering tasks growing up she probably had to deal with crusty undies before. The nightgown might have been a subtle hint that she understood the pubescent needs of boys like me and was telling me it was ok to like silky things.
Back to getting ready for school. The satin treasure in one of my drawers was a nice surprise and another awaited in the underwear drawer. Opening it there was nothing different but when I grabbed the top pair of jockey briefs i noticed what was next on the pile. Pale blue nylon hip hugger panties. Oh Hell! She knew! But I guess she did not have an issue with it. What the heck. Don't look a gift horse in the mouth an old saying goes so into those pretty girl panties I slid. At that moment I hoped that my cock did not start this hard all day long or that the low waist line would not show thru my pants. Fuck it. Who would really know and they felt so good!
Walking with a strange shuffling gait thru the kitchen I grabbed my lunch sack and a english muffin to eat on the way. Mom gave me an odd kind of smile while asking how I slept. I told her really good and her response was "I bet you did." She knew. Just before I closed the door I thanked her for folding all my laundry. "It is so much neater when you put it away mom." A broader, knowing smile from her sent me on my way.
That was the start. For the next 5 years there always seemed to be a nightie in the pajama drawer and at least one pair of girl panties in with the jockeys during the weeks that dad was away. After that first pair I realized that the rest of them were not Missys size because they fit so much better so mom was buying them for me. I wore them often but not all the time due to gym classes and sports or sleep overs and dad around the house. I was not about to reveal my bits of sissy tendency to friends and family. It was a little mommy/son secret that seemed to draw us closer.
Did I get you interested? You will love the rest.
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Lacylips@gmail.com
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