I’m 26 now. Everyone was 18

(this is NOT him but this is what his dick was like u/friendly-path-918 hehehe)

Back in high school, i was very shy and innocent and inexperienced. This more popular guy started messaging me on Snapchat and flirting hard. He was on the basketball team. Very handsome and tall. Fast forward and we start dating.

Of course we both lived with our parents, but he invited me over to his house and his parents went out for dinner. And we stayed back… home alone 😉 He quickly brought me to his bedroom so we could fool around. At this point we had only done oral stuff.

I was so excited and hiring I was already wet. So we get into his bed and he starts rubbing my pussy. I jerk him off and think about how this is gonna hurt because his dick is so BIG. He had taken a few girls virginities already so he kinda knew what to do to make me feel good and comfy.

He waited until I was super super wet and then he tried to put it in. It wouldn’t fit. He ran and stole some of his dads lube (lol…) Slowly he got the tip in and it hurt a bit. After probably 30 mins, he got most of it in. It hurt a little but not a lot surprisingly.

He started thrusting slowly and I was shocked at how good it felt. People always talk about how first times are bloody and painful. This was painful briefly but now nothing but pleasure. He fucked me in missionary for a while.

His parents ended up going to the movies after dinner so we had hours to get this thing down.

We tried a few positions and lastly went to doggy. It actually hurt quite a bit the first 3-4 thrusts but then his dick was fully wet and it felt so fucking good. At the time I was thinking “I’m the shy girl at school and now I’m getting railed by a massive BBC” To top it all off, he sped up a little and then told me to lay on my back. So I did and he came all over my chest.

After this, we basically took every opportunity to fuck. Lunch time at school? Go home and fuck. Parents go for a quick walk? Quickie in the bathroom. Parents go to get groceries? I’m getting fucked.

I was seriously in AWE at how good his dick felt!!!! I’d never had anything that deep inside me. Ever.