An Awkward Encounter

I wasn’t sure exactly what was happening in my dream, but it felt nice. I was in this warm, hazy place. I couldn't really focus on my surroundings though. All I could focus on was the burning heat between my legs and the pleasure it sent through my body. I heard my name being murmured by a raspy voice.

Anna.

The hazy dream world started to vanish around me. As I opened my eyes, I was met with darkness. Slowly, I remembered where I was. I was back in the canopy bed in Mr. Weston's room. However, the pleasure between my legs was still there and getting stronger. I felt something hard pressing against my thigh.

"Anna,” the voice murmured again.

This time, I recognized it. It was Mr. Weston. The shock woke me completely. Blush filled my cheeks as I realized what was happening. He was still sleeping deeply. So deeply he, apparently, wasn't aware that he was touching my body.

The heat between my legs was from his hand that had slid under the skirt of my lingerie and begun to rub me. And the hard thing against my thigh? Well, it wasn't too hard to figure that out. He called out to me again.

"Anna.”

The sound of his lust-filled voice didn't help to quench the fire I felt growing inside of me. If he was doing this in his sleep, then what the hell was he doing in his dreams? His other hand slid across my body and cupped my breast over the lacy material. I tried to muffle the gasp that left my lips.

What should I do? Should I wake him? He wasn't doing anything intentionally, but what was I supposed to do? I didn't really have a chance to decide.

The hand on my breast slipped below the lingerie and made contact with my skin. His hand felt so hot against me. As his fingers rubbed against my nipple I could feel myself becoming more aroused.

This was wrong. I should stop him. I tried turning around to shake him, but all this did was press his hardness further into my thigh. He let out a low moan and began pawing more furiously between my legs. I moaned softly, the sensation was becoming too much. If I couldn't wake him, I'd just get out of bed.

I tried to sit up but he was holding me down too firmly. Maybe I could crawl to the edge of the bed. I slowly tried to spread my body across the bed and pull myself to the edge. However, as I did this his body reacted and tried again to pull me closer. His strong arms pulled me forcefully back to him and in the process, his fingers slipped below my panties.

"Anna," he moaned.

The desperate sound of my name on his lips made me shiver. His fingers began to explore the new region they’d discovered. I blushed at the embarrassment of the situation, but more so at how I was reacting to it.

As his fingers explored my lower lips I could hear the sounds of its wetness. The shame and the pleasure were such a strange combination. I couldn't help but wish for more. He was happy to help. His fingers brushed against my clit and a desperate moan escaped my lips. He responded. His fingers began moving quicker as if they were begging to hear me again. I pressed a pillow to my face and bit it as the pathetic whimpers refused to stay in my mouth.

This only made him try harder. I could hear the sweet wet sounds his fingers made as they moved against me. I didn't realize I'd begun to rock my hips against his hand until his body started to match my movements. His hips moved in time with mine pressing his hardness into me more and more. By this time, pleasure had overtaken my reason. I longed for his hardness to press into me, to fill me, to stop the ache of emptiness I felt deep inside. I heard ragged breaths escape his lips as he called out to me again.

"Anna, Anna." His voice was desperate.

The warmth between my legs grew as he rubbed my clit greedily, begging for more. I felt like I would explode at any moment. I felt his hardness move from my thigh to my panties. As he thrust quickly against me I could just feel the tip pressing my lips, teasing them. It was too much. The heat that had been building inside me suddenly burst through my body.

The waves of pleasure made me buck my hips furiously. As my wild movements pressed his hardness further into my panties I heard his moans grow. A moment later he held me tightly to him. I couldn't move. He pressed himself against me one more time before crying out in ecstasy.

After a moment, his grip loosened and his fingers slid from my panties. Only the ragged sound of our breathing remained. A short while later, his breathing steadied and became deep and peaceful again. I turned and looked at him. He was sleeping soundly, a faint smile on his lips.

As the rest of the heat faded from my body, I stared up at the bed’s canopy, dumbstruck. Well, that was certainly unexpected. Did he do this kind of thing often? 

I doubted it. After all, how often did he really have the opportunity to share his bed with someone? Thomas didn’t mention anything about it specifically, but it sounded like Mr. Weston usually slept alone. Meaning I had no way of knowing how often something like this might happen. Was it just a one-off thing? 

Honestly, that might be for the best. I was his caretaker. Or supposed to be anyway. I highly doubted this was the kind of thing I was being trained to “take care of.” Thomas would explode if he found out what happened here tonight. At me, if I was unlucky. It was probably better for everyone if I pretended tonight never happened.

Except I didn’t want to. I mean, I’d done things like this with some boyfriends before, but this was indescribable. I couldn’t remember the last time I’d been this excited in bed. Was it because he was asleep? 

Wait, was he asleep? I turned towards him. It looked like he was asleep, but that whole experience seemed a little too intense for him to have slept through the whole thing. Pair that with the intimate way he’d been treating me all day and it seemed a little suspicious. Was this some kind of trick? I didn’t really know Mr. Weston that well. Was he actually some kind of devious pervert?

No. He wasn’t. I rolled my eyes and shook my head, turning back to my side. I felt ridiculous for even questioning him. The man barely knew how to interact with me as a person today. Let alone as a sex partner. Did I really think he somehow had the cunning to fake something like this? As crazy as the situation sounded, he didn’t seem like that good of an actor.

From somewhere in the distance, I heard an old clock chiming. I didn’t pay enough attention to count the chimes, but it was definitely more than a couple. I needed to get back to sleep if I wanted to wake up on time tomorrow. Whenever “on time” was. Something to ask Thomas about later.

I made myself comfortable under the blankets. It would be better to create some kind of barrier between us in the future to prevent these kinds of incidents. Then again, I wasn’t really sure I wanted to. I glanced back at Mr. Weston one more time. I felt a gentle tingling between my legs as I remembered the way he touched me. I couldn’t help smiling a bit. Maybe this job wouldn't be so bad after all.