Go for some anal stimulation...

Rebecca was feeling so horny that she needed something a little more intense than just her typical masturbation session. Looking into her bedside drawer, she decided to grab a small blue vibrator that her friend Kelly had actually purchased for her on her birthday a month ago. Rebecca had a sneaking suspicion that Kelly had intended for Rebecca to let her use the toy on her personally, but Rebecca had always laughed off Kelly's suggestive comments, as she'd never been with a woman in bed before. The vibrator was probably intended for clitoral stimulation, but one end was considerably larger than the other, and it curved to a smaller section in the middle, so Rebecca had found a perverse (to her) use for it pleasuring her asshole. She had recently developed a fantasy for anal sex, but when she briefly mentioned the idea in the heat of the moment to her ex-boyfriend, he dismissed it as something that was "gross", and she hadn't brought it up again. The taboo only made her more curious for the experience, and she had been waiting for the right moment to explore the urges.

Holding the toy by the larger end, Rebecca laid herself back on her bed and examined it. She had used the vibration settings on her pussy and clit before, but she felt her pussy get wet in anticipation of sticking the toy somewhere new. Pressing a small button on the middle of the vibe, it began a gentle hum. Rebecca smiled at the sensation on her hand, and opened her mouth a tiny bit to suck on the toy. She twirled her tongue around the end, the vibrations tickling her tongue. Once she had coated the toy in her sticky saliva, she removed it from her mouth, watching her spit trail out into a long rope. She let the rope drop onto her large breasts, and she rubbed the spit onto her nipples, letting out a small moan as she closed her eyes and rubbed the vibrator in circles. With her other hand, she cupped her breasts and pushed them up. Rebecca loved watching her spit-covered breasts glisten in the sunlight streaming through the window. She smiled as she brought the vibe up to her mouth once again, and she knew it was time to go where she had never gone before; her ass was begging to be probed.

Rebecca scooted forward on her bed to the end, dropping her legs down to the floor, and looking at her wet pussy in the full-length mirror against the wall in her room. She was ready for this. She lifted her legs up and close to being over her head, and grabbed some pillows to prop her head up. Her pussy looked amazing in the mirror, so wet and begging for stimulation. She rubbed the buzzing vibrator lightly over her pussy lips, scooping up some wetness and briefly rubbing her clit. Trying not to cum immediately, she was very delicate with her pleasuring, slowly teasing her wet snatch. Up and down, she pleasured herself, finally sticking the vibe into her aching cunt.

Rebecca let out an audible moan as she positioned the vibrator's curved end to hit all the right spots inside of her pussy. It felt great, for sure, but she needed a more intense pleasure. Her friend Kelly, an open sexual book, had not hesitated to share her own anal masturbation experiences, and had wholly recommended Rebecca to try as well. Thinking of Kelly's encouragement, Rebecca removed the vibe from her stimulated pussy and lowered the sopping tip to her tiny rosebud. The vibrations hit her immediately, and caught Rebecca off guard, even though she knew exactly what she was doing. She let out a gasp as she rubbed the toy up and down, spreading the combination of her saliva and pussy juices over her tightly-clenched asshole. Rebecca slowly moved her left hand down to her pussy, scooping up some of the excess moisture and bringing it up to her swollen clit. "Here goes nothing..." she thought, as she rubbed her clit and applied pressure to the toy pressing at her puckered hole. The sensations as she rubbed herself were incredible, and her virgin asshole was not going to be entered without great resistance. Rebecca spread her legs wider and attempted to relax the tensed sphincter. As she closed her eyes, she felt the toy slowly inch into her. The tight muscles of her asshole felt a slight discomfort, but Rebecca was determined to push through. She increased the speed of her left hand, rubbing it up and down her wet slit and paying special attention to the tiny nub of her clit. After what had felt like tens of minutes of pushing, she finally felt the vibrator spring into her bowels as her asshole clenched down on the smaller middle section. Rebecca opened her eyes and looked into the mirror, looking at the toy sticking out her her ass. Any discomforts she had suffered had disappeared by this point, replaced with total lust.

Rebecca had been slightly skeptical of how good anal stimulation could feel; how could it possibly feel any better than her pussy being fucked? She now knew, however, that it was an entirely different stimulation. It simply felt more... intense, difficult to explain, even to herself. She could feel the toy buzzing deep inside of her, a different deepness and heaviness than when she used vibrators in her pussy. She took some time to savor the feeling, but the new sensations had pushed her so close to the edge, she knew she would cum any second now.

"Oh... my... god..." Rebecca stammered as she rubbed her pussy faster and faster with her soaked hand. "I'm... gonna... cum!" She gently pulled on the toy, but it was securely held by her clenched ass. She looked back and forth at her hand rubbing on her clit just right, and her other hand tugging and pushing the toy in her asshole. Suddenly, from within, Rebecca had one of the strongest orgasms of her life thus far. Her legs tightened and convulsed; her face screwed up with intense passion disguised as pain. Her left hand instinctively continued to rub her clit in a frenzy. "OHHH FUCK!" Rebecca yelled out loud, reaching the peak of pleasure. Her hands ceased their activities and completed the ride at Rebecca's sides, bracing her body for impact by clenching onto the bed sheets. Her legs dropped to the floor below, catching her as she slumped onto her side on the floor, the vibrator still buzzing as her asshole clenched down hard. She could actually feel the ring of muscles greedily push around the entirety of the toy. She laid there shaking for what seemed ages, until she finally came to her senses enough to press the button on the vibrator and turn it off. Rebecca was surprisingly exhausted for such a simple task; her breathing came in heavy and disjointed breaths. She opened her eyes again and looked in the mirror, seeing her body covered in a light sweat, the small vibrator that had brought her so much pleasure hidden behind her closed legs, but she knew it was still there, inside her ass. She could hardly believe it. She sat up slightly, opened her legs, and gave a tentative tug on the toy. Her ass still would not yield, so Rebecca pushed from the inside. This felt strange, as she had only felt like that before when she was on the toilet, but it felt strangely satisfying. The toy pushed out of her ass with a pop, and Rebecca looked at it, glistening with all of her juices. She smiled and dropped the toy to the floor, laying back down and closing her eyes in post-orgasmic bliss. Not only was she satisfied, but she was proud of herself for pushing her own limits. She'd definitely have something to report back to Kelly next time their discussions moved to their own masturbation, which she knew would probably be sooner than later.

As she was about to doze off, something caught Rebecca's attention...