Mom catches him (1)

Jen thought she saw John come upstairs, but putting her ear to his door she couldn't hear anything and assumed he must have gone to sleep. Seeing the light spill out of the door made her think he passed out with the light on so she gently opened the door, so as not to wake him, to turn off the light. That's when she saw it. Her little baby was about to become a man. She couldn't tell that Emily was asleep from way back there, all she saw was John hesitating.

It was an all too familiar sight. She had witnessed John hesitate or otherwise chicken out of making a move on Emily ever since they were in pre-K. She could never understand it. John was a cute kid, and the nicest little boy on the planet, but he just could never muster up any confidence. He just needs a push.

So Jen swiftly and quietly stepped up behind her son, plant both her hand on his ass and pushed him forward hard.

"What the fuck!"

"OOOOOOOOOOOOWWWW!"

John looked behind him to see his mother, now crouching behind him to hide from Emily who was convulsing in pain as John's huge cock sank completely into her virgin twat. John was looking his mother in the eye when these convulsions proved to be too much, and he started filling Emily's cunt with his seed.

"Fuck!" He bucked into Emily.

"Oh John!" Emily cried. "I've been waiting for this for so long!" She was still so drunk that she didn't even realize she passed out.

"So tight" John murmured, completely spent. His dick was starting to go soft.

"Oh yes. Fuck me." She was just getting started. "You don't have to go easy on me. It hurts but I can take it for you. Don't stop until you make me cum!" She started to grind against him.

John was still looking at his mom, his desperation clear as day to her.

"Wassa matter?" Emily said opening her eyes for the first time. "Are you going soft? Did I do something wrong?"

"No- no it's just" John started to pull out.

Seeing this, Jen garbbed two handfuls of John's ass and spread his cheeks as wide as she could. Without hesitating for a second she dove tongue first into his tight, hairless, pink little asshole with such **** that she pushed him fully back inside Emily.

"Ugh" John moaned as he grew rock hard instantly. He had never even thought to experiment with his ass, and now his moms tongue was expertly darting in and out, wriggling and writhing deep in his bowels, occasionally slipping out to lap and kiss his hole, the wet tip tracing around the rim. One of her hands was also foundling his balls, rolling each on around in the palm of her hand.

John was in heaven, he didn't even need to move to experience pure ecstasy. And he didn't, he just stood there, focusing on Emily's white hot twat and his mother's slithering tongue. Jen noticed this and gently grabbed his waist. She pulled him out slowly, then pushed him back slowly.

"MMMMM Fuck yes!" Emily moaned. "Faster... harder"

John got the idea and started humping on his own. Steadily increasing his speed, he watched as Emily's tits bounced in sync with each thrust. Jen tried her hardest to keep her tongue in his ass as it bounced back and forth but soon the pace at which it did so was too great, so she simply kept her head still with her tongue out and let his ass grind against it on each backstroke. It was all too much. Any man who hadn't just cum wouldn't be able to last two minutes under this kind of stimulation, but John almost made it to five before he felt his orgasm building.

"I'm about to cum!" John wheezed.

"Wait, just a little longer" Emily pleaded. "Let's cum together."

John wanted nothing more than to cum with her, especially knowing she must not have cum at all yet, but he couldn't stop his own orgasm.

"Fuck- I don't think I can-UGH" John's moan was interrupted by his mother's middle finger rocketing into his asshole. Having quite a bit of practice in this area, she instantly found his prostate and applied as much pressure as she could. John's head shot back to investigate this new intrusion and met his mother's eye. 'keep going' she mouthed 'you won't cum until i let you' she wiggled her finger as she mouthed this to prove her point.

"Did you just-" Emily started, concerned.

John just shook his head as he continued to thrust. His pace kept increasing until he was slamming into Emily. Her whole body quaked after each thrust as a steady cry of moans flowed endlessly out of her plump lips. John felt like each thrust was going to be his last, it already felt like he was cumming, but he couldn't feel anything shooting out.

"I'm gonna cum! I'm gonna cum!" Emily screamed.

John continued at his pace, nearly exhausted.

"I'm cumming! Cum with me!"

Hearing this Jen removed most of the pressure on John's prostate and began lightly stroking it. This opened the flood gates and John came like he never came before.

"AAAAARRRGGHHHHH" He roared loudly.

"Ooooooo" Emily's orgasm was subsiding in the middle of John's. John planted his full dick deep in Emily and remained still, allowing his mother's finger to pump in and out of his ass, milking the rest of his cum into her. John and Emily's eyes met.

"I love you" She said.

John, still in the midst of the most powerful orgasm of his life, wasn't really thinking when he said...