I dated a Vietnamese girl in high school into my freshman year of college. She was very pretty, petite, and had a nice little round butt. She had a little sister two years younger than her that I always suspected liked me. She would always blush when I was around, would always compliment me, and even when I’d go over (and my GF wasn’t there) she’d insist that I could come in and wait for her.

Anyways, fast forward over the years, and my GF’s little sister starts developing breasts, but like BIG crescent shaped titties! My poor GF would joke about it, saying “Damn, my sister won the genetic lottery ticket! Our grandmother had big tits like that!”

My GF and I started being more sexually active in college, which started causing problems. I’m biracial, 6ft 3 and well endowed (I’m not huge, but I got some good length and girth, for sure). My ex was the stereotypical tiny Asian…so girthy penis was painful at times (we always had to use lube, and I had to get her good and horny so she could be wet). Most of the time, she’d basically just jerk me off. I tried to brag about my size with her in the bedroom, to try and get her to be proud of having a well endowed guy. I admit it was dumb at the time, but I’d hold my dick next to her forearm to compare the size, or hold it up to her face and say things like “this big dick is gonna make that tight pussy hurt for a week!”. Yeah, I know it was dumb, but I figured I’d try to get her proud of my cock. It didn’t work…Her pussy literally was sore and hurt when I’d fuck her the way I wanted to. I honestly felt badly and it started to ruin our relationship.

Anyways, when the summer came around, we started going to see her family a lot. My ex started taking some pre med courses, so I hung around her folks’ place a little (helping them cut trees, mow, etc). Well, her little sister would always wear tank tops and short shorts to bring me lemonade. Her cleavage was damn well up to her chin. Every time she’d bring me lemonade, she’d ask how my relationship with her sister was going. She’d twirl her hair (which I heard is what women do when they want you) and would let out flirtatious little laughs to any dumb joke I’d say.

My ex and I continued to drift apart.!The final straw was when we had a huge fight bc she kept going to study groups with this guy I knew wanted to bang her (they dated later. So I’m just sayin…). We got in a bad fight that was, initially, our breakup. Of course, it happened while I was at her parents house. Her little sister overheard and came over to hug me. I could feel her huge boobs pushing against my face, as she held me down to hug me. It was odd, bc she comforted me using a sexy cutesy tone to her voice saying things like “what did my mean sister do to you! You need a girl who will appreciate how hot you are!”

She gave me the signal somehow, and I lowered her tank top and just started sucking her crescent shape tits. She immediately let out a moan and said something like “YES GOD FINALLY!” I sucked her tits like I was hungry and trying to get milk out of them! They were so pointy and nice! She dwarfed her poor sister’s mosquito bite tits. The moment came though, where she said “Please, I want to see it…My sister said you’re huge…show me please”. So I stood up, and pull my already erect buddy out. She gasped and smiled immediately. She reached for it and used her fingers to bounce it up and down saying “God, it’s so FAAAAAAT! Look how heavy! No wonder my sister complained!” Not going to lie, it was the reaction I always wanted from her sister. I was so turned on by this busty Asian girl flattering me and acknowledging my penis in a positive way. She stared sucking my dick, and continued with the compliments, saying things like “my sister didn’t appreciate all this meat!? Damn she’s dumb!”

The moment game where she took off her shorts and said “make me a woman, please.” That’s when I realized I was taking her virginity (she was 18, don’t worry). I spat on my dick a few times, rubbed her pussy to get it nice and wet, and in I went. She was super tight. I felt like I was trying to push my dick into a keyhole. She groaned in pain, but asked me to continue. She started to loosen up after I popped her cherry, but was still tight like her sister (however, she liked the size and feeling of being “full”). I lifted her frail body and positioned her to do doggy. Looking in the mirror of her room, and seeing her skinny body,made me think “wow, she’s the perfect cock sleeve!” I fucked her the way I always wanted to fuck her sister, and she took it. She definitely had some sort of complex towards her sister, bc she’d ask “is my pussy better than my sister’s?” And things like “does my sister handle your big cock as well as I do?”. When I came, I did it via a titfuck. It was so nice spraying those big tits with cum. She literally kissed my dick and said “thank you! That was amazing! I love your cock!” She literally took a selfie with my dick next to her head to commemorate her first time (no, I don’t have the pic and won’t share even if I did).

We fucked like that almost every day for the whole summer. No lie, despite being tight, she learned how to handle big dick and ride cowgirl. I loved watching her big brown crescent tits bounce, and announcing I was cumming and watching her rush to her knees for me to cum on her tits. She’d then lift her tits to lick and suck the cum off her nipples! Man, I miss fucking her.

After the summer, she went off to college out of state, sadly. And my ex and I had one more rebound date, had sex, but ultimately we broke up. Having the rebound sex with her just reminded me, sadly, how problematic sex was with her (and how her little sister was just a natural!).

Last I heard, her little sister went wild in college and fucked anything with a penis. My ex finished med school and is a doctor and is happily married. I somewhat regret the secret relationship with her sister, but we had broken up, and she was avoiding me any chance she got to be with the other guy.