My roommate was begging me to take over a house-sitting job for her that included watching over some miserable 18-year-old brat. I didn't want to do it for two reasons: one, I didn't need the money. I'd recently come into an inheritance and was actually about to move out and get my own place ...and two, why would I want to babysit some grown-ass adult who came along with the house-sitting job? Sounded like extra work and extra pain in my ass, not worth the money. Ironically, I was too old for it. I was in my early thirties and had no interest in dealing with a guy who just turned eighteen and was still living with his parents.

"Oh, the person you'd be watching is actually an adult," my roommate had explained.

"An adult? I'm confused. Why does he need any watching over?"

"He just turned eighteen...but they're very strict with him still. They're leaving on a trip and need someone to watch the house and make sure he doesn't do anything stupid while they're away. He hasn't even applied to college yet, so he's just...sitting around."

"I see...and why can't you do this gig again?"

"I really want to go out with this guy I met at the bar last night, but I already promised these people. I don't want to let them down. So please...take the job. I'll tell them you're great at house-sitting."

"Fine."

I don't know why I agreed to it. I guess I figured I'd help my roommate out one last time, and that way, when she found out how much money I had, she hopefully wouldn't ask too much of me in return.

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When I got to the door, the parents were exactly what I expected ...stern and cold, all dressed up in plain suits and ties. They gave me a brisk rundown of how to operate the house: where the spare key was, which nights the trash went out, how to tend the garden out back, and what their son was and wasn't allowed to do. Standard house-sitting stuff, except the thing being sat was technically a person. In the background, I could make out a shadow at the top of the stairs, brooding and glaring down at me. His toned legs were jutted out from the banister gaps, swinging overhead. When his parents called for him, he finally came down. His name was Emilio.

He was an incredibly handsome guy. He was the perfect mix of youthful and masculine, with nice, chiseled features, but with boyish beauty to balance it out. Thick, wavy dark locks, puppy-dog eyes, and soft lips so kissable that it made the rest of his face look kissable as well. He was also taller than me, which somehow made me feel less ridiculous about the age gap...even though I was at least a decade older. He was deeply tan too, like he'd spent the whole summer on the beach with nowhere better to be. He was wearing a tight wife-beater shirt and trunks. When I looked down at his trunks, I tried to keep my eyes from widening at how I could see the outline of his dick, which looked long and large from its tightly packaged area. He grunted a hello at me and then disappeared back upstairs to his room, slamming the door behind him. I felt myself swallow, knowing I was much too old to be thinking these thoughts...even if he was legal. Barely legal. Not that anything was going to happen anyway. Even if I had a chance, I wasn't sure if he would even be interested in an older woman like me. A cougar, I think, is what I'd be called? Would he be into big-breasted women whose tits sagged a little? A body that had cellulite and deep curves and a few stretch marks here and there? I had fucked a handful of guys, but was very sure my pussy was even tighter than it was when I was a virgin. Now I could do kegels that made my pussy feel like the gateway to heaven, according to my past lovers. Whatever. Again, nothing I'm sure was going to happen.

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Once I'd gotten all the boring household chores out of the way, it was time to relax. The living room had a massive TV, and I was excited to kick my feet up and finally do what I was technically being paid to do: nothing. I heard Emilio moving around upstairs, then eventually making his way down. He hadn't bothered me all day and was in his room blasting music or playing video games, yelling at his friends over his headset. He was on my mind, admittedly a lot, during the chores.

Emilio was staring at me from the bottom of the stairs. He was shirtless, wearing only boxers, completely unashamed. His body was so sexy. It reminded me of my own youth when I was young, dumb, and full of cum fresh into college. It made me miss all the sex I was having with men my age at the time. Older men were great in bed don't get me wrong. But I missed careless, jack-rabbit, needy, stupid, sex.

"What's up?" I said, not minding the view of him at all.

"Can't sleep. My friends are coming over to watch a movie."

As much as I wanted the living room to myself, I didn't have the heart to shut him down. He was eighteen with nothing going on...let him have his friends over, I told myself. I sighed.

"Well, where can I go to watch TV?"

"You can use my room. It'll be too cramped for the four of us in there anyway."

"Sure, I don't mind." I was secretly more excited about being in his room than I ever was about the living room.

Once his friends were over, I went into his room. His parents said no one was allowed over for the week, but I didn't give a fuck and wanted to let him have his fun. Too bad his friends, who were actually a few years older, apparently had girlfriends except for Emilio, because I would have totally let them all run a train on me with how cute they all looked. Though Emilio was still the hottest of the pick. In his room, his computer was on. I was surprised to see it full of porn, not exited out of. My heart raced a little as I sat down quietly and overheard him and his friends talk loudly during the movie downstairs. I began to check out the porn video he had open of a half-naked woman walking into a living room in red stilettos, where a young man lay sleeping on the couch with a fat, pulsing erection. She came toward him and smacked him across the face, but he made no reaction. She then, without hesitation, took her panties off and slipped his cock inside her as he snored away on the couch. I peeped the category this video was under: Femdom Somnophilia...

Next to the keypad was a diary, also open to the most recent entry, in which he mentioned me.

"She is so hot...what I would give to have her take my virginity...I want her to fuck me so bad... I came across some CNC and somno porn. I rather the chick fuck me in my sleep than the other way around. That sounds way hotter. I'm not a sub by any means...at least I don't think I am. I just want to know what it's like to wake up to a hot woman like that fucking the shit out of me."

So, he not only wants to fuck me...he wants me to fuck him in his sleep. The guy already had a fetish, and it was somnophilia. Usually, it was the other way around, that a guy fucks a woman in her sleep. But he wanted me to have my way with him tonight! This made me think about it a bit and whether I would actually go through with it. But first I had to wait for his friends to leave, shower, and wait late into the night.

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As Emilio lay sleeping, I crept inside his room as quietly as I could.

I was overcome with lust at how smooth, supple, and young his virginal body was. I wasn't sure if it was his slimness that made his cock look huge or if it was a massive cock to begin with. My clit was hard, and my pussy hole was already drooling like a watering mouth. But with no hesitation, I slipped his boxers down to his ankles and began to suck greedily down all the way to his balls. He was already hard to begin with, but was rock hard by the time I slurped up and down a few times. Emilio had actually shaved some too, which was preferable on my end, but he did a bad job. I didn't mind at all, though. He smelled so good. I loved the musky scent of his sweat and sex filling my lungs as I gasped for air, sliding his cock out of my throat.

His snoring turned into a slight moan before going back into deep, slumbering breaths. I couldn't wait any longer and had to feel this young man's throbbing cock in my pussy. My heart pounded slow, hard, and steady as his tip found its way into my dripping wet folds. I was so wet I was leaking already between my thighs. I tried to angle his cock at just the right angle before I would plunge downward, but then suddenly his hands grabbed my hips and forced me all the way down on his length. I gasped out loud, then quickly covered my mouth. I looked down at him, shocked to see he was still asleep, snoring even louder. But his fingernails were locked into my flesh. I tried to move them, but they wouldn't budge.

"Emilio?" I still wasn't sure if he was asleep or acting. I clapped my hands hard over his face, and he didn't flinch at all. He was in a weird state of being... half awake and half asleep. I felt his cock twitch at where his tip kissed my womb. I shuddered and leaned forward to rest my head beside his. With his hands still intact, I began to ride him, his cock now slippery and wet, slowly pumping in and out of me. I couldn't hold in my moans, so I buried them in the pillow below his head.

His hands gripped tighter, almost hurting. He began to make sleepy moans, turning me on even more, making me ride him faster. I was taking his virginity without him even knowing. My senses were overwhelmed by the softness and firmness of his bare skin against mine.

I felt myself about to implode with a pulsating orgasm. I couldn't hold back any longer and came as his hands slammed me down hard on his dick and balls. I felt liquid squirt beneath me. I wailed hard into the pillow that sounded like pure agony, but it was pure ecstasy instead. The orgasm ruptured through my body for about seven seconds before I collapsed heavily on top of him. His sleepy moans stopped, but I saw his heartbeat loud in his throat now slowing down along with mine. Our pressed bodies were so hot and soaked in sweat, almost stuck together it seemed. I carefully lifted my hips off him, feeling more liquid gush out between my legs. I looked there to see his cum mixed with mine all over his stomach, his thighs, my thighs, and the bed sheets. He had come inside me, and I hadn't even realized it. I swallowed hard. I was not on birth control and wasn't sure if I was still ovulating. Whoops. Didn't want to make him a father this young. I told myself I would just go out and get a morning-after pill. No biggie.

I found my footing, got out of bed, and looked at him again. He looked so sexy and even cute with all that wet cum all over his slightly hairy navel. His mouth was now a little open with drool drizzling from the corner of his lip. Nothing had stirred him, not even his orgasm. Before I went to lick it off, I took a picture of him with my iPhone. In the picture, he was positioned the way I had left him. After saving the photo to a secret file, I went to lick the salty and savory mixed cum, finding it delicious as he looked. I then took his boxers and lifted them back over his hips. He had a satisfied look on his face and somewhat smiled before snoring again and rolling over.

I went to the guest room and went to my bed, letting his semen linger inside me. I also went to sleep satisfied with what I had done.

________________________________________

The next morning at breakfast, I was startled to see Emilio already in the kitchen, but he was doing the cooking instead. I had to go hurry up and get the morning-after pill, but Emilio was already distracting me in his tight black boxers.

"Good morning, Simone!" he said, plating my food with a pancake.

"What's all of this..." wondering if he was awake after all last night.

"Oh, I'm just in a good mood and thought I'd make something for the house sitter after all her hard work."

I looked at him suspiciously.

"Right...anyway...I have chores to do in the back yard when I get back from some other errand. Mind helping me with that?"

"Of course!"

He was oddly too happy.

"Why are you so happy?"

"Oh...I had like a really good dream last night."

"Tell me about it." I leaned forward on the table as he went to sit down beside me.

He blushed and shook his head. "Oh no... it's perverted."

"We're adults. You can tell me."

"Okay...well, I had a dream a really hot MILF fucked me in my sleep. It felt like I lost my virginity for real."

"Oh," I said, trying not to smile too big.

"Yeah...but the worst part about dreams sometimes is that they aren't real and they end." He pouted and looked away from me.

End? I thought to myself. We will see about that the next two nights.

"Sorry...that's weird of me, huh?"

"No. Not at all." I took a few bites of the pancakes. "Listen. I gotta do this errand really quick, and I'll be back."

"Can I just go with you?"

"Uh...maybe. How fast can you get dressed?"

Just as I finished my sentence, he raced upstairs to get some clothes on.