It was an accident! Really! I was a late bloomer. Walking out of high school at the end of my sophomore year, I was as flat as a board. Okay, I did have a couple of minor mounds on my chest but at age sixteen, I was definitely considered to be as flat as a board. I always kept a low profile at school wearing baggy clothing. Unlike Billie Eilish, I had nothing to hide. All that changed during the summer.
By the end of June, my minor mounds were definite hillocks. They ached and when I touched or squeezed them, they felt stiff. By the end of July, I definitely had tits, nice firm “B” cup boobs. I think it started then. Without realizing it, I noticed that I had started sleeping on my stomach. I liked the weight of my body squeezing my tits flat. It felt nice. Then August happened. I got big! Not Billie Eilish or Sydney Sweeny big but large “D” cup big. I still liked to sleep on my stomach feeling the pressure squeezing my newly acquired tits as flat as they would go.
As school approached, I started to think about a bra. I’d never owned one. If you were flat and wore baggy clothes then why go to the discomfort of those tight straps. During those last few weeks when I actually had something that jiggled, I had just covered it with loose-fitting tops. This was embarrassing. I snuck into my younger sister’s room. Although she’s two years younger, she had actually gotten tits when she was twelve. Fuck! I knew enough not to take her current underwear so I found a drawer with a lot of old bras in it and grabbed a handful scurrying back to my room.
Fuck! Just my luck, I snagged her first bras with small cups. But I got curious. What would it feel like? Luckily my sister and I had the same chest size so I got the bra fastened. However, the cups were too small. After some pulling on the cups and pushing on my tits, I was able to get them into the bra. It was super tight and squashed my tits hard. It should have been painful but it felt, what, good? I pulled on a loose shirt and wore the bra all day.
The next day I was back in my sister’s room rummaging through her drawer when I found what must have been her first sports bra. I raced back to my room and pulled it over my head. It took a lot of tucking but I finally got my tits completely into it. I looked in the mirror. There was nothing left of my curves except two bulges. It felt wonderful. I left it on for the next two days. I could sleep on my side again and my tits still felt great! Towards the end of the week, I again snuck into my sisters’ room and found an old tube top. I couldn’t wait to try it on.
Racing back to my room, I found that the top barely fit around my ribs. I don’t know whether I liked the feel of pushing and pulling my tits into the top or the feel of them pushed flat more but both felt wonderful. I pulled on a t-shirt and went to the mall. Walking around with a flat chest and huge tits was a turn on. I had a secret. I was really built and no one knew. The feeling of my large tits completely smashed against my chest was divine. Upon arriving home and taking off my shorts, I found that my panties were sopped. The light finally came on as to why I liked my tits mashed. I must have had a large nerve directly from my tits to my pussy! Wow!
Then came the night of the party or more accurately the night with the boy with big hands. It was your typical end of summer back to school party fueled by alcohol and weed. I was there in sister’s tight sports bra and button shirt. Nothing special. There were really no one new at the party but then I noticed Jake. He wasn’t new either and a senior but for some reason, I was drawn to his hands. They were large. They were turning me on. Really? WTF? Eventually Jake noticed me noticing him and since he had no better offers, he wandered my way. After some meaningless small talk about our summers, we wandered to a dark spot out in the back yard and started kissing. After an age, his hands wandered to my tits. He stopped kissing me.
“I really wish you had some tits.”
He actually said that to me. Wow! Ordinarily, this would have sent me running for the exit in tears. However, I just told him to wait and sprinted to the bathroom, removed my sister’s sports bra and raced back to Jake (and his big hands). As I crossed to him, I only got a couple of buttons done and then I kissed him. He kissed me his hands going inside my shirt and then he suddenly stopped.
“Wow! Where’d those come from?”
“Just get your big hands on them!”
And I kissed him some more. At first, he softly caressed them flicking my nipples. After gasping a strangled “Harder” he was firmer and after groaning into his mouth, he started to pinch and mash them. God, I could feel my panties start to soak. I could feel his erection against my leg. Finally, I broke it off and left the party. After undressing, I looked in the mirror. My tits had handprints and bruises all over them. I closed my eyes and thought of those large hands. My hand found my pussy and instantly I came standing up squirting a puddle onto the floor. Wow, I didn’t know I could do that!