19 year old babysitter struggles to get 14 year old Timmy to go to sleep.
19 babysitter struggles to get 14 year old Timmy to go to sleep.
Bethany was babysitting at the Coleson house, she was in charge of 14 year old Timmy and his little sister Sarah, and after she put Sarah to bed she made her way to Timmy’s bedroom because she could still hear that his TV was on.
She walked in to his bedroom, the door wasn’t even closed, “Timmy…” she said, bending down to pick up his clothes off the floor, “…You were told to tidy this room up.” She said.
Timmy was sat on his bed wearing nothing but blue briefs (Y-Fronts) he was holding a controller and staring at the TV with his headphones on.
To get his attention, Bethany threw one of his shoes at him, which hit him on his leg and he took off his headphones when he felt it and saw Bethany, “Ouch – What are you doing?” he complained.
“Turn the console off, it’s time to go to sleep.” She said, sternly, standing there arms folded.
“I’m in the middle of a game. Ten more minutes.” He replied.
She got frustrated and walked over to the TV and turned it off, Timmy wasn’t happy and threw his controller on the floor in anger, “What did you do that for, I was winning?” he complained.
“Time to go to sleep, Timmy.” She replied.
Timmy huffed, “But I’m not even tired.” He replied.
“Well get tired.” She said.
“I can’t, that’s why I was playing games to try make me tired but that wasn’t working….” He replied, then he looked at Bethany and smiled.
Bethany was 5’6”, slim body, nice size chest, not too big not too small, wearing tight skinny blue jeans and a white sweater top, she had blonde hair tied up at the back, blue eyes and was very sexy, even in the eyes of a young lad like Timmy.
“…Unless…You want to help me get tired.” He said, as he slowly laid back with his legs apart and rubbed the crotch of his briefs provocatively.
Bethany chuckled, “In your dreams, little boy.” She said.
“Come on…” he said, as his cock quickly became erect and he pulled the front of his briefs down to let it spring out, his thin 5-inch shaft stuck up, small hairless balls hanging below it, “…Pleeeeease.” He begged.
Bethany stared at his cock in shock, not just because he had the nerve to show it to her, but that it was an impressively big cock for such a young boy, she brushed her hair back over her ear and glanced towards the door nervously, “…Well. Alright.” She replied, and walked towards him.
She knelt at the foot of his bed and then reached out and gripped his hard shaft and began to stroke it up and down.
“U-Ooh – Mmm.” Timmy gasped.
“Hows that?” she asked.
“Good…” he gasped, leaned back on his elbows, “…But it could be better.” He said.
Bethany chuckled at his cheeky attitude, “Oh really.” She said, then she let go of his cock and licked her hand to get it wet before grabbing his cock again with the wet hand and continuing to stroke it, “How is it now?” she asked.
“Oooh – Oooh – That’s nice. That’s good – Oooh.” He moaned.
“You better not tell anyone I did this.” She said.
“I won’t.” he gasped.
“Good.” She replied.
“As long as you show me your tits.” He then said.
“Excuse me?” Bethany asked.
“Show me your tits and I won’t tell anyone.” He said.
Bethany though he was a blackmailing manipulative little shit, which she kind of admired, “Can’t believe I’m doing this.” She said, as she rolled up her sweater top to expose her perfectly round young breasts, with pointed nipples, “There.” She said, and continued to stroke his cock.
Timmy stared at her prefect breasts for a while, “Ooh – Ug.”
“What do you think of them?” she asked.
“I like them. They’re really nice tits.” He gasped.
Bethany liked the compliment and decided to have a bit more fun with him, “Oh, good. If you like them, you’re going to love this.” She said, and then she just moved her head down and plunged his cock in to her mouth, “*G-LUG*”
“Oooagh!” Timmy moaned in surprise and pleasure, “Ooah wow.”
Bethany stroked, sucked and licked his young cock for a few minutes.
“Ooah – I’m going to nut.” Timmy moaned, starting to lightly thrust his hips up, “I’m cumming.” He gasped.
Bethany immediately stopped all sucking and let go of his cock.
“What – Why did you stop?” Timmy asked.
“Not so fast. You’ll ruin my sweater.” She said, so she took her sweater off, then she laid on her side near the bottom of the bed and resumed to stroke and suck his cock.
Timmy, as you can imagine, thoroughly enjoyed it.
“UNGH – I can’t hold it!….” he groaned, “I’m c-um-ming!” he moaned.
Bethany opened her mouth near the tip of his cock and Timmy ejaculated all over her mouth and tongue, “Ug-Ooooooooagh – Ooooooooagh – Ooagh.” And Bethany hummed as she tasted his warm seed, “Mmmm.”
When Timmy felt his balls had drained he laid back, head on his pillow, smiling with his eyes closed.
“Aww, you’re not really that tired yet are you, Timmy?” she asked.
He opened his eyes and saw Bethany smiling, “Uhm – I guess not.” He replied.
“Good. Lets try something else then.” She said.
Bethany stood up off the bed and removed her jeans and then her pink lace panties, Timmy’s young eyes lit up and he gasped with excitement at seeing his first real pussy, then he leaned back down as she slowly climbed back on to the bed on her knees, slowly crawling up over her, she licked his sweating balls and juicy cock as she shuffled forward.
Then she sat up and on him, pressing her pussy against the underside of his cock that laid flat on his belly, and she gently slid back and force, her wetting pussy flaps kissing and sliding along his cock as it quickly became fully erect again, “Ung –Ooh.” He gasped.
“Does that feel good?” she asked.
He nodded with approval, “Yes. Yes.” He replied.
After a couple of minutes her pussy was soaking so she lifted herself up a little before reaching down and lifting his cock upright and guiding the tip to her wet flaps and then pressing it into her folds, “UH..” she gasped, then she slowly lowered herself on to it, letting it push inside her pussy, “…Mmm.”
“Oooooooooh.” Timmy let out a long pleasured gasped.
Within seconds he was at least 3-inches deep and she was riding him, “Here we go, Timmy…” she said, lifting his hands up and placing them on her breasts, “…Hold on tight now.” She added, and proceeded to bounce faster on his cock.
“Ug-Ug-Oooh wow.” He gasped, “Oooh.”
“Mmm – Your cock feels nice inside me, Timmy.” She moaned.
“Ooh wow.” He gasped.
After a few minutes she bounced harder and faster.
“Ouch – Ooh.” Timmy moaned.
“What’s wrong?” she asked.
“Your – Hurting my balls.” He gasped.
Bethany smiled, “Good – Nut for me. Cum inside me, Timmy.” She said, “Mmm – Ungh – UH.”
“Ouch – Ooh – Ooh.” He moaned, “I’m going to nut!” he announced.
Bethany bounced faster and faster, “Do it. Do it, Timmy!” she shouted.
“Ooh I’m Cumming – Oooooooooooooooaagh – Oooooooooagh.” He groaned, thrusting upward and pushing his cock deep inside her hungry pussy, “Oooooaagh.” And he ejaculated his seed in to her.
“Uh – Mmmmmmm. Good Timmy – Good!” she moaned.
Timmy was exhausted, his young balls swollen from the pounding she gave them as she fucked him, he closed his eyes while gasping for his breath.
“Are you sleepy now?” she asked, sperm dripping down the sides of his shrinking cock, flopping out of her pussy moments later.
Timmy nodded with his eyes closed, finally tired out and ready to sleep.
“Good…” she said, leaning down and kissing him on the forehead, “…Sweet dreams, Timmy.” She said.
She got off him, covered him up with the blanket, then she got dressed, turned out the light and left the room.
Little Timmy had never dreamed his cheeky request for a hand job from his babysitter would end with him getting a lot more than he bargained for that night.
Night-Night.
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