I've had this twisted idea floating in my head for a while... and considering I've never seen anything like this before, I figured I might as well be the first. I know, the idea is incredibly bizzare but I tried to make it work. I guess if someone wanted more, I wouldn't be against doing another chapter, since the ending leaves open for more. I'd need some suggestions though. Considering this is the first sexual Fanfiction I've ever done, I'd say it came out good enough. I suppose this takes place inbetween HSM1 and HSM2. I gotta admit, writing this was actually a fun , enjoy!

Maria Montez's (Gabriella's mother) POV

It seemed to happen every Thursday, now that Troy and Gabriella were dating; Troy hung out here afterschool, in Gabi's room, waiting for her to get home from afterschool Decathlon club. I have to admit, I've always been somewhat curious as to what Troy does in Gabriella's room while he waits for her to come home. I mean, there's an entire hour between him and her getting here. Would a little peek hurt? No. No, I can't, its his business, not mine. Suddenly, I heard a groan from Gabriella's room. A groan? Was Troy hurt? I rushed upstairs to Gabriella's room and opened the door.

"Troy, are you alr-"

I opened the door to find Troy on Gabriella's bed, naked from the waist down, stroking himself. He noticed me, and quickly fell off Gabriella's bed. I could easily tell how freaked out he was. Honestly, I could sympthise with him a little; the boy needed to release, and it obviously wasn't happening easily for him. He suddenly spoke very quickly, almost as if his life depended on it.

"Mrs. Montez, listen, I'm so sorry, I mean I-"

"Troy, don't worry about it, I get it. Not the worst thing I could've walked in on."

I have to admit, the boy did have a nice erection.

Wait, no, this is Gabriella's boyfriend, I certainly can't think like that, can I?

You can think anything you want, its not like he can hear you.

I then realized I had been standing there silently for about 20 seconds, staring directly at the erection in his boxers.

"Uhhh, Mrs. Montez?"

"Oh, sorry Troy."

More silence; I couldn't stop staring at his erect cock; I'd be surprised if Gabriella hadn't already seen it. Then again, they are both responsible teenagers.

"Troy, can I ask you something?"

"Um, sure?"

It sounded more like a question on his end, but I continued anyway.

"Have you and Gabriella done anything... sexual?" He looked down at the bed he was sitting on, and turned a light shade of pink in the face.

"Uh, no.. but we don't wanna rush into anything crazy."

Should I offer him help?

Do it! It's been so long since we've seen any action!

He looked incredibly uncomfortable, so I figured now would be the best time to spit it out.

"Troy, I'm willing to help you, this one time."

"What?"

I scooted a little closer, and put my hand on his erection, which was still covered by his boxers. He groaned at the sudden contact.

"I'm willing to help you... release. Just this one time though. And of course, it would have to stay between us."

He looked dumbfounded, I can tell he didn't expect me to say that.

"Seriously? You wouldn't tell Gabriella?"

I winked. "Gabriella isn't gonna help you yet, and somone clearly has to." I got down on my knees in front of Troy, and pulled off his boxers, revealing his full cock to me. I gasped; this thing was huge! I unbuttoned the top 3 buttons on my shirt (a little cleavage for his eyes wouldn't hurt, right?), and then I began to slowly stroke his cock, earning a moan from Troy.

"Mmmm, Mrs. Montez.."

"Call me Maria", I said seductively.

He put his hand through my hair as I began stroking his cock slightly faster. He groaned softly as I sped up my actions, unknowingly notifying me that I was doing a good job. Then, I had a interesting thought; if his cock felt this good in my hands, would it feel even better in my mouth?

Go for it, you've already gotten this far on taking chances!

I stopped stroking his cock, to which he removed his hsnd from my hair and looked down at me, confused. I then took off my shirt entirely, followed by my bra, giving him full view of my D Cup tits. While he was staring at them, I licked his tip, making him shudder in ecstasy.

"You like that, big boy?"

"Oh god, I love it Maria.."

I then began to slowly insert his cock into my mouth, trying not to gag on it. I then swirled my tongue around the tip, making him moan my name loudly. He then put his hand back in my hair, and began pushing my head up and dpwn, making me gag slightly, but then we found a rhythm and he was loving it. He looked down at me, and I winked once again. Suddenly his cock twitched, and I knew what was coming.

"Can... cum.. tits?"

He couldn't even form full sentences right now, but I mnew what he wanted; he wanted to cum on my breasts. Should I let him?

Do it, you know you want it!

I then pulled him out of my mouth, and began to once again stroke him, getting no response, other than heavy panting and loud moans.

"Come on sexy, cum all over my tits!"

"..I'm cumming, Maria!"

He suddenly sprayed his load all over my tits, watching his cock twitch the entire time. When he was finally done, he layed back on the bed, and I took a chance.

I kissed him; a kiss he moaned into.

I got out of the kiss, grabbed my bra and shirt, and walked towards the bathroom, as it was obvious we both needed to clean up.

"Oh, and Troy?"

"...Yeah?"

"Remember when I said we'd only do this once?"

He nodded, still panting.

"If you ever need more help, come find me, I'll help you as many times as Gabriella won't."

I winked one final time, and then walked out of Gabriella's bedroom, leaving the young boy inside pleased, confused, and flabbergasted.

Weird, right? It's good enough, I suppose. If you want another one of these, leave a review, I'd be up for more of these, actually.