I was 19 and finally on my own when I took the plunge. I met him at a club, attracted by his smouldering good looks. He appeared to be about 8 or 9 years older than me, and I thought that his experience would be helpful.
I had gone there a few times, and been approached by a few guys, but on my third visit, I approached him. We had a drink together and danced a few times before I asked if he'd like to go elsewhere. He smiled and suggested his place.
Half an hour later, we were down to our underwear on his couch. That's when he sensed my nervousness, and I admitted that I'd never done it with a guy. He sat back for a moment, and then stood up and held out his hand.
"Come to the bedroom. We'll make this really good for you."
He laid me on my back and slid my shorts off after removing his own. I both gasped and shuddered at the magnificent love shaft that stood stiff and hard in front of him. I both wanted and feared it. I wanted desperately to suck it and feel a man cum in my mouth for the first time, but I feared how well I could do it. I wanted to feel a man inside me for the first time, but was intimidated by his size.
He knelt between my legs and began to lovingly masturbate me after lubing my cock liberally. The touch of his hand was incredible! Then, he used his other hand to gently massage my asshole. I had fingered it myself many times, but the feel of another man slipping first one, and then eventually two fingers into me blew me away. I twisted around reaching out for his big shaft, and sighed with pleasure when I wrapped my hand around it. It was a moment I had secretly craved for so long; to feel the pulse of another man through his love organ.
He was smiling down at me.
"You can cum if you want to." He said. "You'll be hard again before you know it."
I wasn't sure, but he nodded again "Cum for us, and then we'll do more." The pleasure in my cock and ass was incredible. I wanted it to last, but I wanted to cum for him, too. Cum won out.
Right at the moment that my jizz started to flow, he shoved his fingers in a bit deeper and bent down and wrapped his mouth around my cock as he kept pumping me. I gasped and moaned, my hand pumping his love shaft in rhythm with my own climax.