A/N: Since this is Prostate Cancer Awareness Month, I thought I'd celebrate by writing a couple of fics about prostate massages. A word of warning: if reading about people getting stuff shoved up their butt squicks you out, then please turn away from this fic. Otherwise, read on to see how Shadow gets the best orgasm of his life!

Also, all participants were 18 or older at the time of this fic.


The white sands of Seaside Hill reflected the light of the late summer sun like so many tiny, granular mirrors, and Shadow the Hedgehog was taking an afternoon jog with Amy Rose, who was wearing a light blue sports bra, black spandex shorts and red running shoes with white laces. While Shadow didn't need exercise to be in peak physical condition, he found that it gave him something to do, and he enjoyed sharing it with others, especially with Amy, who he thought was the cutest, hottest girl in the world. Eventually, Amy skidded to a halt, and Shadow followed suit.

"Why are we stopping?" asked Shadow.

Amy unwrapped a pink beach towel that she'd tied around her waist. "I figured we could stop and enjoy the sun for a bit!"

Shadow nodded. "Fair enough."

Amy laid the towel down, and once they took off their shoes and gloves, her and Shadow sat down on the towel. She then pulled out a bottle of sunscreen from her cleavage.

"Shadow, would you like to rub sunscreen all over my hot body?"

Shadow blushed. "Oh…y-yes, of course."

Shadow took the bottle of sunscreen and proceeded to rub it on Amy's exposed body parts. Feeling how soft and warm she was, all he wanted to do was get nasty with her, but he held himself back because he worried that she'd get mad at him for nonconsensual acts, and he valued her feelings. Even so, he felt really happy being able to touch her like this. Once he was done putting sunscreen on her, he handed the bottle to her.

"Amy, could you please do the same thing to me?"

Amy smiled. "I'd love to!"

Amy proceeded to rub sunscreen on Shadow as well. He let out a soft moan as she rubbed her hands on his body, wondering if this was how good she felt. This was the first time any woman had rubbed her hands all over him like this, and all it did was make him want her that much more. Finally, Shadow could hold himself back no longer, and he wrapped his arms around Amy and kissed her. Much to his good fortune, she wrapped her arms around him as well, but pulled away shortly thereafter.

"Why did you kiss me?" asked Amy.

"Because I have a huge crush on you, and I wanna be your boyfriend. I love you so much."

Amy smiled. "Oh, Shadow! I love you too!"

Amy and Shadow continued kissing, and she eventually laid him down on the towel and straddled him. He didn't mind her being on top of him, either. As far as he was concerned, even if she couldn't replace Rouge or Maria, she was still one of his favorite girls in the world, and being with her made him extremely happy. Amy was pleased, too. Ever since she met Shadow at Metal Harbor, she thought he was the most devilishly handsome guy in the world, and she wanted to be with him forever. Now that she was engaging in such a romantic activity with him, her heart felt like it was going to jump out of her chest. Even so, she kept herself together as best as she could. Eventually, she stopped kissing him.

"Shadow, would you turn around and get on your hands and knees?"

Shadow's Hedgehog Sense tingled. He could tell that she had something very unusual in mind for him, but on the other hand, he could tell it was nothing dangerous. Still, he had to ask about it:

"I'll do so, but would you mind telling me what you've got in mind?"

"Not at all!"

Shadow did as Amy instructed him to.

"So Shadow, what I'm about to give you is called a 'prostate massage'. Basically, I'm gonna stick my index finger in your anus and massage your prostate until you have the most powerful orgasm you've ever had."

"WHAT!? NO! I'm not letting you stick your finger up my ass!"

Amy put a hand on Shadow's back. "I know it sounds unusual, but believe me, you'll love it!"

Shadow shook his head. "That sounds like the exact opposite of something I'd love."

"Then tell you what: if you let me do this to you, I'll do something else for you in exchange!"

Shadow sighed. "Well…if you insist…I wanna try S&M with you."

Amy smiled. "Deal!"

Amy kissed Shadow on the cheek, and then she pulled a bottle of lube from her cleavage, stuff that was safe for this sort of activity, plus some hand sanitizer. After rubbing some lube around his rectum, she heavily lubed her index finger up before slowly inserting it into his anus, after which she began to massage his prostate. At first, Shadow was confused by the contractions he was feeling in his sphincter, feeling more as though he wanted to go to the bathroom rather than have the hottest orgasm of his life, and he made no bones about it to Amy:

"Amy, are you sure this is supposed to work?"

"Relax; I know what I'm doing!"

Despite not being particularly sure about what Amy was doing, Shadow trusted her enough that he continued to submit to her. He was, after all, enjoying the feeling of warmth that he had in his rectum and the surrounding pelvic area. Besides, considering he had a penchant for the kinky, he decided that this was something that he might genuinely enjoy, not to mention the one doing it to him was his dear Rose. Eventually, Shadow could feel increasing tension around his prostate gland, and he could also feel a sensation of warmth in his midsection. Thus far, he decided that Amy was right about this, even if it was an unusual way to induce orgasm. He smiled, thinking about how lucky he was to be with such a hot pink girl. Then, his eyes widened, and he gasped when he felt a trembling in his pelvic area.

"Come on, Shadow, cum for me!"

As the trembling radiated outwards from Shadow's pelvic area to the rest of his body, all he could think about was wanting to cum for Amy. He moaned even more, wanting to cum so badly. At this stage, he ended up getting hard. Amy smiled when she saw Shadow's erection, knowing that she had him under her complete power and that she was going to give him the best damn orgasm he'd ever had. Speaking of orgasm, Shadow felt a similar sensation around his anal cavity. He moaned even more loudly, his mind closed off to everything else except wanting Amy to give him that orgasm. Then, he felt another minor orgasm, which caused him to moan more loudly than before. This was followed up by another similar one, and another, and another, until…

"AMY, HOLY FUCK, I'M…"

Shadow screamed with delight as he had the most earthshaking orgasm he'd ever had in his life. Still smiling, Amy continued to massage his prostate as he came harder than he ever had before, shooting shot after shot of cum onto the towel. His mind was completely blank as the waves of pleasure vibrated throughout his body. Nothing in his life could even compare. It took at least a minute, but eventually, Shadow came down from his high. Once he was completely done, Amy removed her finger from his anus, and he collapsed onto the towel, panting and sweating.

"Did you like that?" asked Amy.

"Amy…oh my fucking god, I…you were right; I never came like that before."

Amy giggled. "Glad I could satisfy!"

"Having said that, there's one problem…"

Amy frowned. "What's that?"

"I can't move at all."

Amy's smile returned. "I know, it can be overwhelming the first time, but I'm sure you'll grow to enjoy prostate massages!"

"Actually, I do wanna try this again with you someday. I love you more than any other girl I've met."

"I love you too!"

After washing her hands with the hand sanitizer, Amy kissed Shadow on the cheek before stripping naked and taking a dip in the ocean. He was looking forward not only to getting another prostate massage from her, but engaging in S&M and other sex acts.


Criticism is gold. Negativity and nitpicking are pyrite.