(A/N: There might be some PG-13 stuff on here so just warning you all early on so I don't have people coming after me with pitchforks. Otherwise, enjoy!).

~(Y/N)'s POV~

"Wake up douchebag," a deep voice growled at you. You fluttered your eyes open to see Dean holding an angel blade up at you.

You tried to stand up but were quickly pulled back by restraints handcuffed to your wrists. "What the hell?!? Untie me you knucklehead!"

You glared at Sam, hoping he would do something about this but he seemed to be siding with Dean. "How about you tell us where our sister is and then we'll think about letting you out?" Sam asked, pursing his lips.

"What do you mean? I'm right here!" You yelped. These guys were seriously starting to worry you. What the heck were they talking about?

"Very funny Gabriel. Now stop with the games and tell us where she is," Dean came um closer, holding the blade against your neck.

You looked at him with wide eyes, pleading for some sort of explanation. Then you glanced down at yourself. You realized you had been wearing different clothes...and your chest was smaller. Was that a bulge in your crotch area? You started to put all the pieces together.

"Wait did you just call me Gabriel?" you asked. Dean squinted at you, still holding the blade against you.

"Yes idiot not tell us where our sister is," he replied. Shit, it all made sense now.

"Ugh are you kidding me? I'm a freaking dude!" You rolled your eyes. Both your brothers looked at you as if you were crazy. "Look it's hard to explain but I think... I'm in Gabriel's body. I don't know where my body is though."

" Thats not funny Gabriel," Sam muttered.

"I'm not kidding. Ask me anything," you replied. You but your lip, afraid they didn't believe a word you were saying.

" Alright um....who was the guy that (Y/N) was completely obsessed with when she was in highschool?" Dean croaked.

That one was easy. Tyler Elkins. He was the school president and the most popular guy at school. The definition of gorgeous. "Tyler Elkins," you replied. You were sort of confused at why he would ask that question though, considering you never told them about your love life.

Dean nodded and put down the angel blade, "Yup. It's definitely her."

"Could you untie me then?" you asked. Sam nodded and untied the restraints. You rubbed your now marked up wrists. "How did you even know about Tyler? I never told you anything about the guys I liked."

Dean shrugged nonchalantly, "Read your diary. And plus I threatened him that if he ever went near you, I'd have his head on a stick."

You were flared up with anger. One, because he read your diary. And two, because he had the audacity to threaten the guy you liked. You sighed. That was probably why he avoided you the while time you were at school.

"So you mind explaining why you're in Gabriel's body?" Dean asked, changing the subject. You decided you'd murder him another time.

"I have no clue. I'm as lost as you guys are," you shrugged.

Sam stared at you, with an uncomfortable expression. "What?" you snapped.

He chuckled, "Sorry it's just funny seeing you as a guy."

"Screw you Sammy. Now help me find my body," you hissed. Gosh, this day was just getting weirder and weirder. "Now where would Gabriel be?"

~Time Skip brought to you by the moose society~

~Gabriel's POV~

Being in (Y/N)'s body was awesome. I've gotten so many free drinks from random guys in one day. I don't know why she complains so much about being a chick.

I sat at a bar stool, chugging down tons of shots. This was the best day ever.

"There he...er I mean she is!" I heard a familiar voice shout. I whipped around to see myself, well technically (Y/N) scowling right at me.

She strutted towards me, hips swaying and all. It was really weird to see myself walking like that. I cringed, "Look I can explain-"

"Get the hell outta my body!" (Y/N) yelled. Everyone at the bar stared. Shit.

"Could we talk about this somewhere else?" I sighed. She nodded and we walked outside of the bar.

"Okay now give me my body back," (Y/N) shouted.

I grinned and placed a finger to my lips, "You see about that...No can do cupcake. I like it in here."

"I would punch you so hard right now but then I'd only be hurting myself," she growled. You could see the fire in her eyes. Boy, was she pissed.

"Yeah you would. And I like being in here. You get men giving you whatever you want and plus you've got nice features if you know what I mean," I started fondling my/her boobs. She slapped my hand away.

"Don't do that! That's weird and perverted. An being a woman isn't all rainbows and sunshine. It's hard to be a woman," she argued.

I rolled my eyes. "Blah blah blah I don't know what you're talking abou-ow!" I felt a sharp pain in my lower abdomen. "What the hell was that?!?"

She grinned at me from above. I was hunched over in literal pain. It felt like mortal combat ninjas were kicking the crap out of me. "Those Gabriel, are what I call cramps. I guess I forgot to mention that it's that time of the month," she smirked slyly.

I breaths heavily, trying to stand up, "You know what... It's not so bad. I can handle this-ow!" The pain came back again even stronger. It was excruciating.

"You know what fine. Let's make a bet. If you can handle this, you can stay in my body. But if you cave in at any moment, I get my body back and you get yours," she grinned.

"Fine deal, this'll be easy," I tried to fake a grin and suddenly felt a whooshing sensation in my pants. I groaned in pain and annoyance.

"You better get a pad or tampon before you stain your pants Missy," (Y/N) chuckled and walked off.

~Time Skip Brought to You By Dean's Impala~

~(Y/N)'s POV~

"What if he actually wins the bet? Did you think of that?" Sam asked, with worry in his eyes.

You waved him off, "Trust me he'll cave in soon."

You lifted your feet onto the coffee table and rested your arms behind your head. All you had to do was wait.

After a few hours, there was a knock on the door. Sam and Dean both looked up at you, both with smug expressions.

"Told ya. Right on time," you walked towards the door and opened it. Standing there was a squirming Gabriel.

"Hey Gabe. Or should I call you Gabriella now?" You chuckled and he gave you a warning glare.

"Shut up. You win. I want to get out of this internal hell already," he grumbled. This was too funny.

"Alright, alright fine. Let's do this," you replied.

He placed two fingers on your forehead and you felt a warm energy transferring up back into your body. You opened your eyes and felt around. Great. Back to your good ol' self. And surprisingly, you didn't get any cramps. You arched a brow at Gabriel.

"I quickened the process using my angel mojo. I do hate you for making me deal with it though but I now understand your pain," Gabriel muttered.

You chuckled, "So maybe next time you won't try a stunt like that again."

Gabriel nodded and scoffed , "Gladly sweet cheeks. Being a woman is hard."