This happened when I was fourteen.
I'm Dan and I'm from Houston, TX. I'm 5'4', white with a 6' member. I have two best friends, Ashley and Cheyenne, both 14. Ashley is Hispanic, dark haired about 5'6' and has the kind of chest you expect in a 14 year old girl, and I had a crush on her. Cheyenne on the other hand, was white, blonde and about the same height as Ashley maybe a little taller. She had the chest of a grown woman, fairly large.
I knew when I jacked off I would always think of them naked together playing with each other and making out while I would watch in the sidelines. I never got tired of that image coursing through my mind.
One day we were at my house sitting on the couch and we talked about the normal things teenagers talk about, school, movies, gossip. After a while, we got on the subject of masturbation, and I was surprised how open they were to it.
Cheyenne asked, 'Hey guys...do yall..do yall want to masturbate together?'
I got a huge smile on my face and I looked at Ashley and she looked like she might not want to but we got her to say yes.
We slowly stripped our clothes off, and we all just stood there. I was in my boxers and I had a huge tent. Cheyenne and Ashley were in their bra's and panties, both just plain white. We sat back down and they reached under their panties and started massaging themselves with their eyes closed while I sat in the middle, feeling up my penis through the boxers. Ashley (on my left) removed her bra completely, the first time I've ever seen breasts other than online. She started massaging them and moaning softly before she removed her panties too. By now I removed my boxers and let my penis stand up straight while Cheyenne (bra and panties still on) and Ashley (completely naked) stared and fondled themselves.
Cheyenne, finally removed all her clothing and there I was. I had to be the luckiest guy in the world at that moment. I was sitting by two beautiful 14 year old girls masturbating to my cock while I masturbated myself.
I looked at Ashley for a while and she looked at me. We leaned in for a kiss and we started to make out while Cheyenne watched. Once we let go I turned my head to see Cheyenne and we made out slowly too. Next, they both leaned forward and kissed directly in front of my face. That was all I needed to go over the edge. I exploded and all of my cum landed on my chest I must have shot five or six times in that one moment. Apparently that's all they needed too and they climaxed together as they madeout and moaned loudly together in unison.
We continue this today, on a weekly basis and I hope it never ends