Chapter 1: Late May 2010

“I’ve decided, we’ll do your mom first, then we’ll do mine,” I told Kevin as I leaned over and clicked a key on his computer. A millisecond later the movie we’d been watching, a movie featuring an impossibly well endowed blond being fucked both anally and vaginally by two uniformed policemen, disappeared from the screen and was replaced by a picture of Kevin’s mother.

Both of us had been sitting against the headboard of his bed, with the computer between us, as we stroked our cocks.

“Put the movie back on,” my best friend ordered.

“I want to fuck your mom, not some porn star,” I answered as I sat up and brought my engorged cock towards the screen and the picture of his mom that filled it.

“You’re fucking sick,” he said but his hand hadn’t stopped moving over his virgin, eighteen year old cock. I hit another key and a second picture of his mom appeared. This one was an ‘up her skirt’ shot that I’d managed to surreptitiously snap a couple of weeks earlier.

“Where’d you get that?” he demanded as his eyes slid up his mom’s legs to the triangle of white panty showing at their juncture. I laughed, then blocked his view as I touched the spot he was staring at with the tip of my cock. The drop of precum that had already formed slid onto the screen.

“You asshole, you’ll ruin my computer,” he complained as he watched the cum ooze slowly down the screen.

“Maybe I’ll impregnate it and father a little notebook,” I said, then laughed and shook my cock at him.

“You’re a fucking idiot.” Kevin was still stroking himself. We both froze when a second later we heard a knock on his bedroom door. It had to be his mom.

“Boys ... boys?” The call, muffled by the door, came seconds later. Kevin, already out of the bed, was struggling to pull on the pair boxer shorts he’d dropped on the floor just minutes earlier.

“Kevin? William?”

I walked towards the door, my cock in hand. Kevin, shaking his head wildly, was looking at me in horror. “Don’t!” he cried.

“Mrs. White?” I asked through the door.

“I didn’t want to disturb you boys Will, I know you’re studying,” my friend’s mother apologized. “But I was just wondering if you’d like another piece of apple pie and a glass of milk.”

“Yes, please, I’d love a piece of your pie ... so would Kev,” I answered. My hand was now flying over my cock.

Kevin, across the room, was still shaking his head in despair. His penis, fully erect, shorter perhaps than mine, but still well above average, was sticking out of the slit in his shorts.

“Okay, I’ll be right back,” Kev’s thirty-four year old mom promised. My cock started to spurt as I listened to her words. Thick strands of sperm arched upwards and out before finally landing on the back of the bedroom door.

“You’re fucking crazy. Christ, she’ll see it, smell it,” he croaked as he pulled his jeans up his legs.

“I’d like to put some of this in her hot and hairy little momma’s pie,” I answered as I trailed a finger through my cum and then held it up in the air.

“Get dressed ... clean it up,” he begged as he threw me my boxers.

“She’s going to be our first,” I insisted as we waited for his mom to return with the goodies.

“You’re a fucking pervert,” Kevin answered.

“Somebody has to be our first.”

“Retard. Have you by any chance ever heard the word incest?”

“It won’t be incest when my cock’s inside her,” I said with a leer as I ran my hand suggestively over the front of my pants.

“She’s my mother!”

“That’s why I’m going to let you go first.”

“What!”

“But when we get to my mom I’ll go first.”

“Your mom! You are so fucking sick.”

“Well who do you want to fuck then?” And of course Kevin had no answer to that one. I pressed on. “C’mon Kev, you read the study ... you know the first two or three weeks we’re up there are going to make or break us.”

“We have all summer to get ready, to find someone to teach us,” he protested.

“So where do we start then? Who on your list do you think you’ll be able to get to help us?” I challenged.

“Yeah, but what about my dad? And yours?”

We’d both pulled on t-shirts and shorts and were sitting at the long table that sat under his bedroom window, and which we used as a work desk, when his mother, toting a fully laden tray, finally reappeared. I knew we’d be continuing the conversation later.

Mrs. White was hot! A true MILF! Really she was far too young to be the mother of an eighteen year old. As fifteen year old Michelle Thomas, a neighbor of the Whites, she had ended up the prime baby sitter of Kevin’s older half sisters when Mr. White’s first wife had died some twenty years ago.

The eight and nine year old girls, bereft after the loss of their mother, had latched onto Michelle immediately and would cling to her desperately at the first sign that she was about to leave. Apparently the then forty-five year old Mr. White had too because just weeks after her sixteenth birthday young Michelle was walking down the aisle to be married. Kevin, “in uterus” at the time, was present at the ceremony.

He was their only child but against all odds the marriage had gone along famously. My parents had moved in two houses down from the Whites when I was three. And so we had become best friends.

Kev and I grew up nerds. Boys who’d been oblivious to the charms of the other sex as we’d studied our way through high school. Until, that is, our cocks started to grow. And spurt.

The two best students in our school, already pre-accepted into Princeton before our senior year had even started, socially incompetent but relatively happy, had suddenly been thrust unprepared into the world of cocks and cum and cunts.

Our senior year had been disastrous – week after week and month after month of uncertainties, rejections and self doubt. If we hadn’t had each other I don’t know what would have happened.