Coach John Part IV

Johns House

Entering John's house, the two made their way to the kitchen, her tight black dress flattering her pert developing teen body, swaying her tight young ass for him as he followed her.

"An entire night alone," John thought as he felt his dick tingle and grow with excitement.

Tori had her heels in one hand, removing barrettes out of her hair with the other. Her long dark hair spilled over her shoulders, with strands from her bangs now cutely in her face now. She clearly could see Johns sweats bulging from his half-erect dick.

Tori slowly approached him with a pouty smile on her face, relaxing her head and hands on his muscular chest. John embraced her, enveloping his arms around her petite frame.

Tori reached down, her hand made its way beneath his sweatpants waistband and enclosed her tiny smooth hand around his thick semi-hard cock, and massaged it tenderly.

"I still owe you from our after school activity yesterday," she jerked him slowly, " I liked what you did to me, can we do that more," she shyly admitted.

"You mean, the extra practice," John fully aware she was not talking about that, but he needed to hear her words say what she craved.

"No, what you did to me, with your finger to my bum," Tori embarrassedly replied.

"You liked that?" John asked in an unexpected voice.

"I I never felt like that before, the rush when I came, I loved it a bunch, maybe we could do the real thing," Tori confessed.

Her comments kindled an array of carnal imaginations. His enthusiastic little teen wants to get fucked in her flawless ass! The idea now had his tool pushing against his jeans, begging to come out and grant her wish.

His first consideration was to turn her around, raise her dress, lean her over the kitchen table and fuck that pure tight ass. He resisted that urge, knowing it would hurt her too much to spread her virgin asshole with his thick cock, he had to wait, at least until they could to some prep work.

"That's something we can try, but when you're ready," John declared.

He put his hands on her shoulders and escorted her down, locating her face directly in front of the now tented sweatpants, his dick craving the warm teen's mouth.

They both pushed his sweatpants down, and his cock popped out, slapping lightly against her cheek. Her breathing increased to a panting. Her pussy was getting moist. She looked up into his eyes with her innocent big brown eyes.

Tori leaned forward, pressing John's swollen gland between her soft, plump lips, teasing it with her tongue while slowly stroking his shaft.

She slipped her mouth over his cockhead, swirling her tongue along the underside of the rock hard shaft as her mouth started to swallow the first few inches of his meat. Her pussy was dripping. She gradually worked up and down and took the thick shaft down her throat.

"Oh fuck," he groaned, looking down at her, "You look so hot with your mouth full of my cock."

Tori's head bobbed up and down on his thick cock, enthusiastically sucking his shaft, taking him down her throat to the balls, occasionally gagging with saliva now oozing out of her mouth running down her chin. Mascara was now running down her beautiful face as tears streamed from the gag reflex. She continued bobbing up and down for several minutes.

Tori popped his dick out of her warm wet mouth, gasping for breath. She started stroking his shaft slowly, moving at a deliberate pace while she collected her self. Her fist around John's bulbous head, she looked up at him with a devilish smile, knowing he was about to burst.

"Put it back in, don't stop," John moaned, taking his hands and wrapping them around her small brunette head.

Vibrations from Tori's moaning with the tip of his cock back in her mouth nearly sent John over the edge, her hand nevertheless working his shaft soaked with saliva and pre-cum.

John pushed her head down on his shaft, using her hair to guide her mouth up and down his dick.

"Oh, god! You're such a skilled cocksucker, Tori."

John started bucking his hips in orgasm. Tori's mouth continued to suck as he began to cum in her mouth. She milked his sperm from his balls, gulping spurt after spurt down her throat hungrily. Tori continued to drain his cock, massaging his balls to get every drop she could. Finally, exhausted, she pulled his thick meat from her mouth and stroked it gently.

"Holy shit, your amazing, " John exerted to his teen cocksucking slut.

"Practice makes perfect coach," Tori replied, her face now a mess, black mascara flowing down her cheeks and strands of saliva combined with his cum streaming down her chin to her chest cleavage and black dress.

Anal Training

"Head upstairs, change, and wait for me on the bed. I have to grab some things from the basement" John kissed her forehead and gestured to the stairs.

Tori sat at the edge of John's bed Indian style with one of John's T-Shirts and her black panties still on.

"What's in the bag," Tori asked as he entered the room.

"Things we will need to, umm help you get ready, are you sure about the anal thing", John asked.

Tori nodded with an affirmative, yes.

John walked to the end of the bed and placed the black satin bag next to Tori. He caressed her beautiful face and leaned forward, pushing his lips against her moist, plump, and always soft lips. For several moments their tungs swirled and danced together, Tori whimpering as flutters of passion ran through her nubile body, her thoughts questioning what John had planned for her tonight.

He stood her allowing his hands to traverse her firm fit teen body, starting at her ass cheeks his hands firmly grasping both round globes through the long t-shirt spreading them slightly, moving to her young tits, Tori let out a whimper as he pinched her nipples with a slight twist

John reached for the mysterious black bag and took out two rubbery pink sex toys, one slightly larger in diameter than the other. There were also silver but plugs all three different sizes, last but not least was a bottle of water-based lube.

Tori looked at the sex toy hardware lying beside her, then at John with a bit of puzzlement in her eyes.

John lifted the sides of her T-Shirt, up went Tori's arms without a word. Her B-Cup, perky and firm tits were works of art that John never got tired of looking at, and he gave them both a hasty gentle massage with each of his hands.

"Lay on your stomach, trust me," John whispered in her ear.

Tori maneuvered her self to the middle of the bed and lay down. John took a pillow and propped it at her midsection to raise her ass.

He worked his hands down her back and across her ass cheeks, still covered by her soft panties, and made his way to her inner thighs. She whimpered with youthful anticipation as his hands took both sides of her panties and lowered them down her legs, casting them on the floor.

"Ready," John asked.

"Mmm Hmmm" Tori acknowledged.

John took the lube and put a dab on his middle finger. Spreading her cheeks with the other hand, he slowly circled his finger around her anal opening, pulsing slight pressure on the teens opening.

Moving her ass opening slightly with his fingertip to increase the tension, she felt his first digit slip easily past her lubed sphincter, and let out a soft moan.

He gently moved his finger in and out of her snug hole. Until his finger was buried in her ass as far as it could go, Tori's breathing had progressed to a steady pant, and her body had a sheer coating of sweat now. John could see her virgin pussy was slippery, glistening wet with her juices.

John reached for the smaller pink dildo. Slipping his finger out of her smooth ass, he lubed the first toy dildo.

Tori was craving sex, grinding her hips up and down, deliberately searching for the next intruder. John placed the summit of the dildo between her ass cheeks, pushed it up against her anus opening, and allowed her to ease it in.

She let out a gasp as the initial inch of the silicon intruder popped in her ass. The toy was noticeably bigger than John's finger, and the feeling sent flashes of jitters through her body, and a slight orgasm followed.

John watched in awe as the teen quivered with a wave of pleasure while training her ass.

Tori was now propped up on her elbows and knees, allowing her to manage the pace and depth of her dildo ass fucking, John simply held the dildo in place and watched the anal education.

She shifted back, allowing the lubed rubbery toy to slip a little deeper into her sphincter, the first few inches sliding easily up her virgin asshole. Another thrust and a couple of inches more advanced inside of her, she felt an odd sensation of being full much more than John's fingers. Slowly rocking back and forth, she pushed the remaining few inches into her backdoor and now had 6 inches of fake cock in her ass twice the size of Johns's finger.

John then switched on the vibrating function on the toy. The poor teenager's mind exploded with stars, and she let out a long drawn out moan of pleasure as the shaking toy vibrated the walls of her tender young butthole.

"Ahhhh, Mmmmm, it's so good," she whimpered.

Tori began to thrust back and forth while John held the dildo in place, he reached for the next size up with his free hand, she kept swaying back and forth with the vibrating silicon dick her tight teen ass, moaning and whimpering.

"Stop for a second baby, time for an upgrade," John suggested.

Tori stopped moving back and forth, but her hips kept gyrating up and down, and her soft moans did not stop. She was close to climax and needed to cum soon.

John lubed and arranged the next dildo against her anal opening, Tori let out a loud moan and started to rock again.

The tip slipped in, and Tori screamed with a hint of pain pausing her movement for a moment to take in this sensation, it felt enormous to her, it filled her up, stretched her. There was some discomfort this time.

"Oh my God," she exclaimed, "It's huge, I can't."

John smiled "It's half the size of me."

She wanted a real dick in her, John's dick, and with that, she started to rock again slowly, every time she pushed her ass down on the fake cock going a fraction deeper than the last push. Her breathing grew more intense, panting now, every trust in she let out a soft groan, her body now shimmered with sweat as she approached climax.

John took his lubed fingers and rubbed her clit vigorously, Tori's body began to tremble the anal fucking with John massaging her clit was just too much, she simply couldn't take anymore. A series of powerful orgasms ran over her, and she collapsed on the bed face down with the vibrating dildo still imbedded in her teenage ass.

"My God, that was strong," Tori panted.

"You did well, baby, and it appears you enjoyed that," John smiled.

"Oh yea," Tori acknowledged.

John eased the dildo out of her slick ass. He picked up the small but plug and smeared some lube on it, not that it needed it with the mess trickling down her ass crack and flowing over her stimulated pussy. Without warning, he slid the latest toy inside her stretched ass hole.

"Oh," Tori screeched with shock.

"Keep that in you as much as possible, at home, at school while sleeping," John directed.

"It feels different than than those other ones, bigger?" Tori exclaimed.

"Over the next few days, try and use the larger ones. By next weekend, we can try the real thing," John winked.

"John," Tori asked

"Yes baby" he replied

"Thank you for not hurrying me, your right, it would not have been right," Tori admitted.

"I'll never rush you, sweetheart, and you should know that by now," he commented back.

"Let's clean up and get some sleep, its almost 2 AM!" pointing at the clock.

To be continued