Started then never stopped

by BillyBoy

18 Mar 2023 1561 readers Score 5.8 (12 votes) PDF Mobi ePub Txt


Like a lof of boys, I have 2 older sisters who teased me for being small and annoying. But I was a normal kid. Just younger and weaker than them. With no older brother to bond with, they were my best friends. But they always seemed to treated me badly. When I would follow them around, it bothered them. They would do their best to tease me to the point where I would cry and run off, leaving them to themselves and their friends. Just how they planned it. 

Of course, with 3 females in the house, there were plenty of pretty undergarments all around. Mom had a large assortment of traditional ladies foundations you'd expect to find in a late 70s women's top drawer. Slick, rubbery Playtex girdles with cute garters hanging from the bottoms of the leg openings. Some were open bottom, with the garters attached to the hem. They were all a standard beige color. Sewn in all around the sides and around the bottoms were extra support and enhancement panels. Some look like wide belts sewn undef the Playtex fabric, just barely visible. The girdles looked to be good at doing their task of holding and shaping her 'just a bit too plump'  butt, making her a little more shapely and attractive. 

Because there were garter straps, there were thigh high stockings. Lots of them. Pantyhose were just coming into the picture. But my 40ish conservative mother had not fallen for the new 'fad' yet. But nylon stockings were a must for a well dressed lady. Lucky me! She even had a few old pairs of the back seam ones. Mmmm, very naughty, mom! I love girdles and stockings. 

Mom was a full D cup at least. Large full floppy breasts that a woman who had mothered 3 kids would have. Her bras were large. Full coverage longline styles. Practical underwear for a middle aged lady with large breasts to keep in control. Nothing fancy here. Playtex and Maidenform mostly.  Strong and supportive was the theme. The back panels were wide and stiff. Most had at least 4, and sometimes 6 clasps, up and down the edges of the back straps. Some had heavy shoulder straps with helping support pads running over the top of the shoulder.  The wide stretchy straps would be wrapped tightly around her mom body, pinching and pulling at her soft white skin. Holding everything securely, like a binding harness. The cups were firm, stiff, and round. The insides of them were soft and gentle to the touch. Her big brown nipples( I assumed my brunette mom's nipples were brown) must love the feeling of being squeezed and caressed inside of them. 

Why so much attention to mom's undergarments? I have always wondered that myself. I suppose because they were always lying about.  In her room, on the bed, in the laundry, and on the line. They were everywhere. In my face, so to speak. I couldn't get away from seeing them. And like the Willy Nelson song, "They were always on my mind". 

And then there was my sister's stuff. They were about age 15 and 17 at this time. Lots of white cotton panties and soft little pink training bras. Much to their disappointment neither of them had begin to show the bresst growth they hoped they would inherit from mom. Not yet, anyway. Like mother's underwear,  theirs was all around. I couldn't escape it. Piles of it fresh from the dryer spread over their beds. No sexy lingerie for the girls. Just lots of soft pastels. Tight hipster panties and pretty little A cups. 

It was frustrating seeing the undies all around and never witnessing the actually tight wrapped around a female body. OH, you know they are there. You can see the outline of a bra or a panty line under their clothing. Sometimes a glimpse of a bra strap shows over a shoulder as her shirt shifts to one side. You can only imagine what is hidden underneath by judging the shape and color of the bra strap  Or sometimes you get a lucky peek as a cute girl bends down to pet the neighbor's dog, showing what color her panties are. It's not fair to see all these secret garments the girls get to play in, but you never get to see it posed and exposed. 

So, like most boys, I guess, I try on a few pieces from time to time. I never thought about it much. It just seemed like the thing to do. It began when I was peeking in mom's room and noticed a fresh batch of laundry. Her bras and girdles alkng with other less important items were spread out on the bed for final drying before being put away. The feeling of the slick, rubbery fabric against my skin was wonderful.  It stretched as I slipped it up my legs, feeling like a thin rubber second skin. I wiggled side to side as I pulled it up over my briefs. The crotch of the closed bottom girdle I had chosen snuggled up between my legs. I pulled it up further. The top was up above my naval. The rubbery fabric was wrapped tightly around my butt and waist. Thd leg openings were tight around my upper thighs. I could feel the gartrrs dangling down on my legs, flicking against my bare skin. The crotch panel was firm, pressing my small package up into me. I tried to adjust. This thing wasn't made to fit a boy. Especially now, as the tingle of blood flowing into my small penis was making it grow. I was loving the feeling of wearing the tight girdle. But I wasnt sure why i was feeling aroused. The panel pressed tighter. It made me feel secure, in control, warm and safe. So weird, but it's true. 

Mom and dad were not at home much these days. I was the youngest. I was on auto pilot. My grades were good and my sister's both had their own cars. They didn't like it, but the deal was, if they drove me around they got to keep them. Finally, after raising 3 kids, they could get back to enjoying themselves.  My sisters did their best to keep away from me. So I was alone at home a lot. I had plenty of time to enjoy my own new found hobby. A 14 year old boy alone in a house full of women's underwear is a terrible thing! : )

I continued my exploration of mom's undergarments for some time. Until at one point, I surprised myself looking in her bedroom mirror. I was wearing a beige open bottom girdle, thigh high white lace top stockings, a white extra support longline bra, and trying to squeeze my left foot into one of her 4 inch dinner party high heels. Being a boy of the 80's, my light brown hair was long and fluffy. Hanging  down almost to my shoulders. I thought I heard something downstairs. I looked up. It was nothing. Then I caught myself in the mirror. I froze. There I was, sitting on her bed, looking back at myself. But it wasn't me. What was I doing? There was a figure in the mirror. A long, tall leggy figure. Dolling herself up like a lady preparing for a date out on the town.  I looked... pretty. 

I jerked off like, 5 times that day. 

by BillyBoy

Email: [email protected]

Copyright 2024