Senior year of high school I started sucking off my best friend.
I used to hang out with him most days and occasionally sleep over since middle school, but swallowing his load was a new sleep over development.
He wasn't my first, and I didn't push him to engage, but we started messing around and it was fun.
One night during a sleep over, I got up at 3AM or so to use the restroom.
It was shared it with his sister and she sometimes forgot to unlock the door from her side.
I had to wander through the kitchen past the the living room to get to the hall where his parents restroom was...
but wait - why is there TV light coming on from inside the Den?
I curiously poked inside and caught my friends father vigorously stroking to porn on VHS.
I panicked a bit and froze.
Before I could take a step back (or vanish like I wanted to),
he said "GET IN AND CLOSE THE FUCKING DOOR"
I complied. He handed me a bottle of lube.
I stared at his hand and his cock like a deer in the headlights...
"TAKE IT!"
I took it. Slowly opened it with nervous hands, and squirted some on my left hand.
I started to pull down pants...
"NOT FOR YOU!"
He grabbed lube filled hand and placed it around his throbbing cock.
He started me stroking him and continued to watch the porn.
As I got more comfortable stroking his cock, he pushed my head down on it and shoved it in my mouth.
My jaw was sore but I loved every second of it,
I could taste his pre-cum and feel his cock pulsing in my mouth.
At this point he was fucking my mouth while watching porn.
He eventually started to gasp as he edged closer.
He held my head down on his cock when he shot his load in the back of my throat and made me swallow it all.
He looked down at me as I look up at him and he said
"GET TO BED, I'LL BE HERE NEXT WEEK."
I scurried off to the bathroom,
then back to my friends room where he was snoring and jerked off to sleep thinking about them both.
- - - - -
That was one of my favorite memories.
It was a looooooooong school week thinking about it.
I came back, and had to use the restroom again at 3AM... and he was there in the Den in his robe 😉