First Handjob

Justin is my guy friend that I sometimes share my bed with. He's also the only partner I've been with since my ex-husband. Justin is a little more than a friend with benefits but hasn't quite achieved "Boyfriend" status. We have decided not to define our relationship for the time being. Well... at least I have decided. Justin and I actually have a history. Our parents were acquainted and we only lived four blocks from each other when we were growing up. We had lots of mutual friends and even dated our Junior year in high school. When I broke up with him, it crushed him so hard that I thought that I had lost a friend and he would hate me forever. I cried uncontrollably in my mother's lap all night. 

As time passed though, we became pals again but we never talked about "The Breakup".

We were each other's firsts for many sexual acts but not sex. Though at the rate we were going at the time we were definitely on pace to check that box too. 

His was the first penis and erection I saw. Well... other than getting unintentionally flashed by my dad.

Being that we had been friends for years prior to dating, we were already really comfortable with each other. When we could steal away, we would have some pretty intense make-out sessions where we would grope each other through our clothes. 

I became obsessed with seeing and touching a boy's penis and enamored at the thought of trying to make it ejaculate! My more experienced friends had gossiped about standing with pants and panties around their ankles,  toe to toe with their boyfriends, stroking and fingering each others genitalia! The stories usually ended in a similar manner of my friends getting semen in their hair, on their stomachs or on their boobs. As it turned out, Justin just happened to be in the right place at the right time. 

Of course... he was also willing!

We managed to find ourselves on the couch at his house with nobody else home. After the prerequisite kissing, I reached for his crotch. I could feel his erection through his pants.

"Pull your pants down". Justin froze and seemed shocked at my request. Like I said, I was obsessed with seeing and playing with his penis and his parents would be back soon! I didn't want to miss my chance!

He stood up from the couch and I insisted in helping his pants and underwear down to his ankles. He sat back down when I patted the couch cushion and then layed back against the armrest. 

Justin's erection stood up from a base of curly hair and testicles. He must of thought that I was a weirdo because it was all I could do to examine and fondle him while I asking dumb questions. 

"Does it get bigger??"

"What is this sticky stuff dripping out, did you cum already?"

Oh... and the best one. "Does this hurt?" as I flicked it with my index finger. Justin howled! I laughed and feigned an apology.

I gripped his shaft just below its engorged head and started to stroke. I still remember thinking..."Holy fuck, this thing is hard!"

Even though my parents had explained the mechanics of sex to me at an early age, I always wondered how a penis would actually penetrate me. Now I could see and feel how.

I know it may surprise you men to hear this but we ladies aren't born knowing how to give hand and blowjobs! It's a skill that's learned with practice!

Justin reclined into the couch cushions with a smile on his blushing face. I tried stroking him in ways that I had only heard about from my friends. The first several minutes were both pleasure and pain for him as I worked my teenage hand around a learning curve until I finally fell into a rhythm that had him breathing hard and climbing into the couch. 

"Yeah... just like that, don't stop... don't stop," he repeated. I was determined to see him cum but my arm was getting tired. At times the look on his face didn't seem like he was enjoying it but he never told me to stop. He started grunting and arching his back... "Keep going, don't stop!!!"

And then it happened! Semen shot all over his stomach, legs and my arms. I stopped stroking and held him in my grip as cum pumped out and down my fingers. It was...

Amazing! 

Justin took deep breaths and closed his eyes as I released his still pulsating penis. I noticed right away the distinct smell his semen has. The slippery texture between my fingers as I wiped my hand on his t-shirt. I had made a boy cum for the first time and I was pretty darn proud of myself!