My First Handjob

This morning I was thinking back of my younger days, my high school days when I was 17/18 and just how amazing those times were. I played first team rugby, I was fit, big but well-built with strong arms and legs and a killer six pack (those days are long gone ;)). My mind also wondered back to the girlfriend that I had at that time. She was so beautiful, tall, blue eyes, blonde hair, and she was one of the popular girls in the school, let's just call her Cindy. I got into fights quite often back with guys trying to sneak a feel or sending her love letters. Anyway, she also gave me my first hand-job... I didn't know they called it that back then, I was so innocent back then...

I'm not going to bore you with too much of what we did that day that led up to my first time, so in short, a bunch of us, me and my friends, she and her friends, we all went out for a daytime movie. I can't even remember what we watched but we ended up at my house at some point. Nobody was home, just us friends. At some point Cindy and I ended up in my room listening to music and chatting, we were honestly in love back then, the teenager kind of love you know. She eventually lay on her back while we were chatting and I came in for a kiss, and it was incredible. She always smelled so good and her lips always felt so soft. I started thinking about her breasts and wondering if today would be the day, would I get to see them. Up until then she had never allowed me to see them, touch them, or even talk about them, but something changed that day...

As we were kissing, I placed my hand on her hip and slowly moved my hand up under her shirt, pausing, waiting for the 'no we can't'... it didn't come, so I moved further, very slowly, trying my best not to lose focus on the kissing and stuff it up... My hand came to her bra, slid up further and I curled my fingers into her bra so that I could touch her nipple, and she was okay with that. At this point I was already rock hard, I was rock hard when we started kissing! 

I loosened her bra, okay she helped, took her shirt off to see those beautiful and perfect breasts with those soft pick nipples, and it took my breath away. At this point I have never touched or seen a girl's bare breasts with my own eyes, so you can imagine how hard and wet I was. She turned me over and unbuttoned my jeans. I could not believe what was happening, you guys know that feeling, right? She moved my underpants with the embarrassing wet spot out of the way and there I was, fully erect with pre-cum slowly dripping from my head... So, I have been told that I am big, it could be a lie and just something girls tell me, but I know I am not small... my cock slightly curves to the left, my head is beautifully shaped, I have a good-looking cock, and like all (most) men I am proud of what I have. This is not what was going through my head when she put her fingers around me, slowly stroking up and down, very slowly, with those beautiful hands... I was very aware of what her fingers curled around my shaft looked like, and she increased her speed slightly, but I was never going to last long. I could feel the pressure building up, the feeling getting so intense I could scream. I couldn't hold it in anymore and I started cumming, warm cum shooting into the air while she started jerking much faster, the warm fluid everywhere, on my stomach, all over her hand, all over my cock, and she slowed down gently massaging my dick to make the last bit of the moment count. To be honest, I don't think it was her first time...but it was mine, and it was incredible.

We didn't talk about it afterwards and it happened again a couple of times after that day. I got up and cleaned up very quickly, probably faster than what was necessary, and we enjoyed the rest of the day together. 

We broke up when high school ended, she opted to date a guy who was in university already and I went my way. Over the years I have seen her a couple of times, it is always nice, we didn't break up on bad terms or anything and now we would talk like old friends when we see each other. She's still really beautiful, I saw her just last year. It was never meant to be though, I don't want her back, instead I hope she is happy and I wish her only good fortune. But it is hard to forget that first time, right?