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Chapter 38 by thesuperman90 thesuperman90

Who does Sean give himself to next?

Tiffany

With Sam and Tiff equally as beautiful as the other, in his mind, Sean was at odds about who he wanted to fuck next. Luckily for him the two girls slathering his cock with their tongues made the decision for him. It seemed like his dick was in the middle of a make out session for the two cheerleaders, when Tiffany's seductive, breathy voice spoke up.

"Go ahead Sam...he's all yours for now. Bang him into oblivion." Samantha smiled at her and shook her head and, with a tender hand to Tiff's cheek she said, "You deserve this first. I want to watch you fuck his brains out so I can taste both you and Jess on him before I get my turn." Tiffany made a confused face for a second, but ultimately nodded, kissed her friend on the lips and then climbed up Sean's body, coming face to face with her new boyfriend...even if he didn't knownit yet.

The **** still flowing through their bodies and dulling their inhibitions Tiff leaned forward and nibbled his ear, whispering to him, "I've only been with one other guy and, fuck, he wasn't even half your size big boy." She bit her lip as a smile curled onto them, "Don't you wish I was your sweet, sexy, virginal girl who's never even had a single orgasm in her life, despite being overwhelmingly fucking horny all the time?"

This was a huge fantasy for Tiffany. She'd always wanted to be a secret slut, while everyone else thought she was a pure, innocent schoolgirl.

Sean got wrapped up in her words, the blood for critical, logical thinking having moved elsewhere in his body, "Fuck yeah. I wish you were just like that Tiff." The flash was missed this time because he closed his eyes while the wish was granted.

Jessica, who had just been watching the scene before this and playing with herself, felt the spike in arousal, but hadn't heard anything thanks to a loud moan from Tiffany at just that moment.

When he opened his eyes after the wish was granted, Sean came face to face with the embodiment of innocence. Tiff was 'acting' like this was all new. The wide look in her eyes as she lay astride his huge cock, her labia splayed open and her juices spilling out, was an amazing thing to see. She was even trembling as her hips seemed to have a mind of their own, sliding her slit up and down his length as she gasped and squeaked, "Oh my gosh Sean! You're s-so big! How on earth will that ever f-fit insi-ide me?" She'd let her dripping slit gloss over the head of his cock, coating him even more with her wetness.

Sean thought, "Damn...she's really getting into this virgin role," as his hands found her hips and helped guide her slowly up and down his entire length. He decided to play along with her and smiled warmly into her eyes, "First of all, you don't need to worry about a thing sweetheart, I promise to take things slowly, and only move faster when you're ready." He leaned up and kissed her, sandwiching his cock between them, grinding against her clit. She gasped through the kiss and moaned, "Oh...Sean what was that?" The curiosity in her eyes was so real and genuine that Sean made a mental note to tell her later what a good actress she could be.

Watching from the side of the room as Jess and Sam are cuddling and just letting their hands wander each other's naked bodies. Jessica watches as Tiff starts to acts the part, thinking the same thing as her boyfriend. Just then Sam moves in for a deep, sensual, passionate kiss. Jessica just loses herself to the feelings and breaks off of the make-out session to do another shot of tequila.

Getting into the exceedingly well rehearsed roleplay, Sean begins telling Tiff all about arousal and what he will do to her as he continues to let her pussy grind against his bare cock. "Mmmm, you see sweety, you have a little bundle of nerves at the top of your pussy called your clit. Your juices are making things so slick between us that your clit is rubbing against all the big, bumpy veins on my cock." As he exains this to her he watches her eyes...and she is absorbing every single thing he said with wide-eyed wonderment.

With Sean's help, Tiff let her hips be slung up and down his shaft faster and faster as she approached orgasm. Tiffany's voice got higher and higher pitched as she approached this peak, "Ohmygosh, ohmygosh, oh...my...gosh!" With a soft spurt of warm fluid, the raven-haired cheerleader came for her first time ever (in this version of reality. She opened her eyes and let the large amounts of dopamine wash over her as she fell deeply, madly, passionately in love with not only her new boyfriend, but orgasms.

She leaned down and kissed him with all the passion she could muster as her arousal began to climb back up again. As she kissed him she begged for more, "Please *kiss* I need *smooch* more *kisskisskiss* NOW!" Sean helped raise her hips up, brushed the head of his manhood against her puffy, dripping slit and slowly pushed into her as they looked into each other's eyes. Eventually her moans turned to gasps as he hits a barrier inside her.

"Frick baby...you're so close to taking my virginity. I just wish it wouldn't hurt." This was the only time he saw any apprehension on her gorgeous face. "I wish that too babe. I wish popping your cherry would only make you fall more in love with me and cum even harder." It was at that moment Tiffany pushed down and gave Sean her hymen. When the little flap of skin tore inside Tiff, she came again, for the second time ever, and she felt something inside herself change. No other man would ever be enough to sway her love away from Sean. She was his, and his alone forever.

Jess and Sam watched as Tiffany impaled herself on Sean's monster cock. When Tiff came, so did Jess and Sam. At the same time Tiff was realizing her perfect romantic partner was Sean, with Jess as a very close second, Jessica and Sam were realizing just how compatible they were together. They came on each other's fingers and were oblivious to anything else.

Sean and Tiff made love for nearly forty-five minutes with the dark haired cheerleader squeezing his cock and milking it for at least three full loads of cum before she got physically exhausted, and her body demanded some rest before any more wonderfully addicting orgasms.

As she kissed him deeply, their sweaty bodies sliding across one another easily, Tiffany looked demurly over at Sam and Jess, giggling softly, "I think Jessica got Samantha all ready for you.

How transformative is Samantha's experience?

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