Author's Note: This story is a work of fiction, a product of my own insatiable imagination. Any resemblance of any characters in this story to other persons, real or otherwise, is purely coincidental. Thank you for reading.
Stephanie was a young, 26-year old petite woman with long, strawberry blonde hair. She was slender, standing at 5 foot 2 and weighing only 110 pounds. She had small but perky 32B tits with pink nipples that stood at attention like small erasers at the slightest attention. She was always smiling, friendly and outgoing, loving to be the center of attention anywhere she went.
Stephanie's boyfriend Chris was a handsome young man, 27 years old with blonde hair and a devilishly sexy smile. He stood about 6 feet tall and was incredibly kind and charming to all whom he met. He loved Stephanie deeply, and loved noticing all the attention she got from others everywhere they went together. She liked to dress provocatively with short shorts that barely covered her ass cheeks and v-cut tops that showed off her cleavage just enough with the right push-up bra.
Chris loved having sex with Stephanie, and they did it as often as they could, always finding new positions or new toys to incorporate into their lovemaking. He was very satisfied with their sex life, but deeply desired one thing more than anything else. One thing that Stephanie had been reluctant to try, in all the years they had been together. Chris was an ass-man. He loved Stephanie's shapely rear end, watching the way it moved when she walked, the way the curves of her asscheeks filled out her shorts just right. Oh how he wanted more than anything to have her virgin ass, even just once. He could then die a happy man.
They had talked about it before, but the conversation always ended the same way. Stephanie was afraid that it would hurt too much, and just didn't feel comfortable trying it. She also said the idea felt kind of gross to her, so he stopped bringing it up. But that didn't mean he stopped thinking about it. Instead, he continued to live in his rich fantasy world, imagining he was fucking her ass while they made love, fantasizing about how amazing it would feel to release his load deep inside her tight little backdoor.
Chris wasn't gay, and didn't even consider himself bisexual, but often found that he enjoyed sticking a finger or a toy up his ass while he masturbated, intensifying the feeling of his eventual release. He dreamed of having someone fuck him up the ass, cumming deep inside and filling him up as he experienced his own explosive orgasm. The fantasy would bring him to the edge and cause him to lose his load quickly every time. He sometimes wondered what it would be like, just once, to be fucked in the ass by another man. He wondered if maybe he could be considered 'bi-curious', but he would never admit that to anyone, even Stephanie. That was a secret he would take with him to the grave.
Stephanie and Chris always slept in the nude, enjoying spooning together at night, feeling the closeness of each other's bodies. Stephanie was a very sound sleeper, but Chris often experienced fitful, fragmented sleep, tossing and turning and spending a good part of the night awake, despite his best attempts. After trying just about everything he could think of to achieve the perfect night's rest, he had resigned himself to a lifetime of sleep deprivation and was beginning to get used to functioning in this way. He functioned pretty normally during the day - no one even knew about his sleepless nights, not even Stephanie.
One fateful night, Chris and Stephanie curled up into bed together at 10 pm, exhausted from the day's events at work and ready for a good night's rest. Naked and spooning, the couple drifted off to sleep. Chris awakened at midnight to find Stephanie moving a little, shaking. Alarmed, he sat up a bit and propped himself up on one elbow, trying to see if Stephanie was ok. He placed a hand on her shoulder and gently shook her.
"Stephanie, are you ok?" he asked.
No response. Instead, he noticed she was panting occasionally and moaning softly, one arm moving up and down beneath the sheets at a rapid pace. He blinked to clear the fogginess from his vision, watching her closely. She began shaking again, her arm moving faster. 'She's masturbating.' he thought, and the idea immediately turned him on. He moved up closer to her, pressing into her backside, his cock becoming erect as he pressed it between her ass cheeks.
He began to slowly push into her repeatedly, grinding his erection against her soft, milky white ass cheeks. He grabbed onto her hip and pressed firmly against her, now fully erect. He thought she was awake and enjoying the little late-night game they were playing.
Suddenly, Stephanie pushed him away. He was shocked and confused, hurt that she was rejecting him. But what happened next, nothing could have prepared him for. He heard her softly snoring, her breathing never changing from its normal sleeping sounds, as she slid her hand back across her hip, caressing down her ass cheek and wiggling her fingers between her cheeks. Her fingers found her eager, waiting little pink rosebud and began pressing up against it, rubbing it quickly. He was stunned - his eyes stared, never leaving her ass. He was frozen, unsure what to do.
"Stephanie..." he said, touching her shoulder again. He leaned up and looked over at her beautiful face, her eyes closed as she continued to softly snore. 'My god...' he thought to himself. 'She's doing this in her sleep.'
Chris' cock twitched in response to seeing her frantically rubbing her pink little backdoor. Stephanie moaned, twitching her hips and pushing backwards into her fingers. Chris enjoyed the show for several minutes, stroking himself slowly. A little precum was already leaking from his now rock-hard cock.
Stephanie's finger was eagerly wiggling right at the entrance of her tight little pink rosebud, her hips bucking occasionally as sexy moans escaped her lips. She continued to lightly snore between moans. Chris couldn't believe what he was seeing, continuing to stroke himself, a little faster now as he became more excited with what he was seeing. Oh how he wished it was him doing that to her. The thought was driving him wild.