This ones a bit long and the sex comes pretty late so i apologise.
During the second half of my Junior year in highschool (that’s Grade 11 for people living outside the US) I transferred to a new school. Obviously being an introvert, I wouldn’t really approach and talk to people, so for the first few days I wouldn’t make that many friends. I just went on with classes normally and went on my way.
However, around my 2nd week in school, during our history class, we were given a group project, and we would be in teams of two. And I got grouped with this Latina girl (Let’s call her Mallory). She was definitely pretty, and we didn’t talk much on our first day but we did our introductions and she seemed like a nice girl. But on the second day we met, I saw that Mallory was wearing a tight shirt and I noticed that her tits were absolutely massive (She said she was a 34F). I had no idea that she was hiding all of that because she was wearing a pretty loose top the first day we met. Throughout the day I couldn’t stop staring at them, and it was hard to sit near her due to my hard-on. And because the group project was a two week long ordeal (and this was an AP class so a lot of work) I could not wear jeans, and decided to wear loose track pants to give my dick more room.
A little backstory about me: So, I have a huge fetish for large breasts, I can remember all the way since I was about 5 that I can remember staring at women with large breasts. Coupled with the fact I started properly getting heat around 10, the fetish would continue.
I’d get to know Mallory more, she likes a lot of things I enjoy so we hit it off quite well. She would also tell me how she recently went through a breakup because her boyfriend cheated on her. We became friends after the 3rd day and because it was a group project, we had to text each other to work too. Since moving, I usually go to the gym after school to workout, and… Because the world is tiny, Mallory went to the same gym. Everyday she came, she was wearing a hoodie, and it makes sense cuz with those puppies she’d probably give every guy in the gym a hard on. But the fact I knew she was hiding those monster milkers inside that hoodie, they’d always give me a boner. During our workouts together, she would tell me that she wasn’t a virgin, as she had lost it with her ex boyfriend, but after getting cheated on, she wasn’t really interested in dating (no I didn’t ask her out). We became closer as friends, but working out with her was hard both figuratively and literally.
We became closer as friends over the two weeks of class time, gym time and working on the project together (We got a 95 out of 100). But a few days after that, I’d notice she’d talk about sex more with me, she’d even ask me my size, which I told her, she’d tell me the size of her tits and then telling me she always noticed I stared at them, then talked about how she’d get in trouble because of them and what not, with teachers telling her to wear looser clothing. The conversation kept going and we just had our normal days after.
[Now comes the fun part] A few days after that, I had some after school work so I stayed until 6 pm, so I decided to head to the gym. Mallory was about to leave too (she was in band so they stay late) so we decided to go together. It was a dark rainy day in the middle of the week, so we were the only ones at the gym along with some staff. So after about an hour and a half of working out, we took a break to stretch. Mallory would take off her hoodie, with her babies spilling out a bit from her sports bra, glistening with sweat. I couldn’t hold my cock in my pants, and it was the most uncomfortable stretching session ever. Then all of a sudden she just stood up and said casually, “You wanna go and fuck in the bathroom?”. The question caught me completely off guard and she continued saying “Working out is making me really horny, we’re the only ones here, let’s go!” so I nervously but excitedly went. We decided to go into one of the shower stalls in the women’s bathroom where Mallory would take off her sweaty sports bra, airing out her sweat soaked mommy milkers, I quickly took my pants off, and she knelt and started sucking my throbbing cock, but right before she cuddled it into her warm mouth, she’d talk about my balls, weirdly saying “I guess no fucking today, your balls are too fat”. Because this was my first time, Good God trying to hold my cock from exploding was a nightmare, because Mallory knew what she was doing, but soon it was the really hard part, she would sit me down and start wrapping her big heavy tits, those tits i kept fantasizing about, around my throbbing, twitching saliva soaked cock on the verge of cumming a bucket load (An extra backstory point: My loads are quite heavy, the last time I got checked I remember my load was some around 12 ml? That’s another post coming soon btw) she’d titty fuck my cock while sucking the head, which was the most sensitive part for me, and just a minute of endurance of those tits squeezing my cock and her lips sucking on the tip with force, I came hard, I closed my eyes so I couldn’t watch Mallory get absolutely drenched in my baby batter. She then sucked my cock to clean it of any cum, turned on the shower, bent over, and said “I changed my mind, fuck me” demanding my cock be shoved in her pussy. Without hesitation and with my cock still hard, I went straight into her, she felt tight but I never felt so amazing, especially since it was raw. We would fuck for a good few minutes until I needed to cum, which I warned her, Mallory would then get off my dick and started sucking until I busted into her mouth, she would swallow and feel relieved. I never felt so good.
We finished our bath, then decided to change and leave the gym. The rain was still going, so I dropped Mallory home. She then told me “That was fun, let’s do this again later” I said absolutely, and thus Mallory and I became friends with benefits. We would fuck in the gyms shower any chance we got (now with condoms, be safe guys). And thus would begin my sexual experiences throughout highschool, because Mallory wasn’t my only FWB.
Source: reddit.com/r/sexystories/comments/pgejpi/my_first_sexual_experience_back_in_highschool