I saw a movie trailer about an older woman who sought the expertise of a young man, maybe an escort, to discover all the sexual aspects of her body and life. It was a cute concept and I wanted to play with it a bit. Hope this inspired work of fiction is well received!
==========================================================================
My hands were shaking as I walked toward the door. The gentle knock sent me into overdrive. I looked around the room, heart pounding as I tried to swallow the lump in my throat. This wasn't something I normally did. I tried to get a grip as I turned the knob, pulling the heavy door open.
"Cassidy?" he asked, my heart aching as my eyes took this man in. He was probably close to 6'0" tall, his skin looking like honey-kissed chocolate. He had dark hair styled back with maybe some mousse? It didn't look rough or anything. His smile was warm, his teeth straight and white. He had deep hazel-brown eyes and a cute freckle under his right eyebrow.
"J-Jeremy?" I could hardly speak. He nodded, offering out a bottle to me. I grabbed it, admiring the shape and size of his hands.
"This is for you," he insisted, still smiling. I took a deep breath and nodded once.
"C-Come in," I stepped back and he walked in. I wafted a subtle but delicious musky cologne. It smelt expensive and divine. I wanted to drown in it. The door shut as I followed him into the room, still feeling like I was going to be sick.
"How was your afternoon?" he asked, sliding his jacket off. He had on trousers and a nice button up. They shaped his body nicely. He started to roll his sleeves up, studying me with a tender gaze.
"Oh, um, it was hectic!" I choked out and he sighed.
"I'm sure that's put a lot of stress on you," why did his voice have to sound so smooth? I nodded, glancing at the bottle. "Would you like to open that now?" he gestured to it and I shook my head slowly, turning to set it down on the desk. I leaned back onto it, hugging myself as I felt the nerves eating me up. The silence festered for a moment, my eyes studying the carpet.
Then he cleared his throat.
"Are you uncomfortable?" he asked gently, easing up from the couch. I hesitated then shook my head. "You look uneasy," he admitted softly and I sighed, rubbing my forehead.
"To be honesty with you Jeremy this is my first time ever doing something like this," I insisted and he only smiled.
"Isn't that why you reached out?" he still sounded so sweet, so sincere. I bit my lip and shrugged, not wanting to look at him. "Tell me Cassidy, what is it that you want from me?" he whispered, my stomach lurched as I realized he was getting closer to me.
"I-I just celebrated my 33rd birthday. Had a huge party and everything," I started sheepishly, glancing at his legs as he shoved his hands into his pockets. He stood about a foot or two in front of me, smiling at me as I adjusted on the edge of the desk. "But it dawned on me when some of my friends went home to their partners that I've spent almost my whole life focusing on myself and my work. Not that I'm upset with that at all. Don't get me wrong I love the work I do, I'm very successful," I rambled on crossing my arms as I looked at him then. That same compassionate smile still on his face.
"I'm waiting for the but," he chuckled and I felt myself smile a bit, sighing as I let out a nervous laugh.
"But the one thing I've never experienced was a relationship, or even romance of any kind," I whispered, feeling embarrassed as I rubbed my forehead uncomfortably. "I'm still a virgin Jeremy. At 33!" I scoffed and he sighed stepping closer to me. His fingers slid up the tie to my robe, my heart racing. I had changed into my favorite silk nightie. It was a beige pink and a bit transparent so you could see my nipples and pubes through it.
I always felt sexy when I wore it and I was hoping it would help me feel more confident. "So what were you hoping for today, Cassidy?" he asked gently, untying my robe slowly. I could feel the tugs and shifting of the fabric around my waist, my body on fire as my thighs rubbed together while I squirmed.
"Anything? Everything? What does it feel like to orgasm? To be pleasured? To give pleasure?" I whispered, lost in the way his eyes studied my body. His smile looked a bit sultry now, our eyes meeting as he bit the corner of his mouth.
"I think I can help with that," he offered. "Would you like to start with a kiss?" he asked quietly. I nodded once, my throat closing as he reached up and pulled the clip from my hair. It fell around my face and shoulders. He set it down, then grabbed my arms and pulled them gently. "I really like it when women touch my chest," he whispered, placing my hands on his pecs.
They were so hot and firm through his shirt, my palms brushing against his nipples which were stiff. I felt his legs brush against mine, whimpering. He pressed his hands into the table, leaning over me as I leaned back into the wall behind me. My eyes stared at his lips as he neared, the heat emanating from his body. Then I felt his lips on mine.
I closed my eyes, my breath shaky between kisses. It was slow, gentle as he let his lips dance and press against mine. "How's this?" he whispered, my lips parting slightly as he talked against them. I felt his lips close around and suck at mine gently with a few more kisses, my mind hazy as a warm fuzzy feeling burrowed its way under my skin.
"N-nice," I sighed, pressing my hands against his chest. He leaned into my touch, his lips covering mine then. I tilted my head, opening my lips against his loving the way our mouths moved and molded against each other. This sensation was intoxicating.
"You can touch me if you want," he whispered, pulling one of my hands up to the back of his head. My fingers brushed against his hair, enjoying how thick and soft it felt. I played with it and he sighed, pressing his face against mine. Our lips sucked and smacked quietly, my other hand sliding down to feel his stomach as I tugged on his hair.
"Y-you can touch me too!" I gasped, my hand gripping the front of his shirt by his belly button. He looked down at it, putting his hand on mine.
"Here," he helped me tug it out of his pants, my hand gripping his hair as a new bundle of nerves filled my stomach. But I couldn't deny how hungry my body felt in this moment. His smell and heat was overwhelming.
"Th-thanks?" I croaked, my head falling back as I panted. His lips ran along the side of my neck, his hips pressing against my knees. Without thinking I opened my legs up for him. He opened his mouth against my neck, kissing and sucking at it as his hands grabbed my hips. He pulled me closer, my thighs spreading around him more. Then his mouth was on mine again. I felt his lips open and followed, shocked when I felt his tongue tease me. My tongue slid against his, sparking a deep throbbing in my thighs. His hands slid up my back, grabbing my robe and tugging on it. It slid off my shoulders, opening up in the front as his arms locked around me.
His tongue filled my mouth, caressing and swirling all over. It sent jolts through me, the heat burning a new sensation into my lips and roof of my mouth. One of his hands pulled the robe down more, the fabric sliding down my arms. I felt his other hand push it off my leg and whimpered.
Then his palm touched my bare thigh. A scorching heat licked at my skin, my body melting at this first touch. We kissed tenderly, his tongue occasionally probing and caressing my mouth. His palm slid up my thigh and under my nightie, massaging and groping my thigh as he supported my back.
Feeling him touch my skin made me want to feel his body too. Daringly, I let my still trembling hands move to his collar and started working his buttons. He squeezed my thigh, his tongue toying with mine as he moaned quietly. It felt encouraging, like he was enjoying this too. When his shirt fell open, my hands pressed up against his stomach. Our mouths parted slightly as I gasped, loving how soft and firm he felt. His body was so warm, a subtle hint of hair trailing down his lower stomach had me unnerved.
My hands travelled up, both of us panting as his hand slid up to the cleft of my thigh. His thumb tucked up against my lips, teasing my hair slightly with gentle strokes. My head was swimming, our faces still pressed together, both of us breathing each other's air as I caressed his chest.
It was hotter without his shirt in the way, his hair short and soft under my palms. I cupped and caressed his pecs, my thumbs teasing his nipples. Suddenly his mouth covered mine, his hand reaching up to hold my head. I felt his thumb slide against me, sending jolts through my body. It was like being zapped, my muscles twitching as I jerked at the abrupt sensation.
"Give in to me Cassidy," he whispered against my lips, his thumb hesitating before discovering more of me. Soon enough he was tracing my shape, running his thumb along my lips and the entire length of my slit. Certain spots made my body tremble and tense up, others just feeling like a warm caressing touch.
He held onto me, our bodies close as he continued discovering me. My head fell back when he adjusted his hand, letting his fingers take over. He kissed the underside of my jaw, his arm supporting my back as my hands gripped his open shirt. Every caress, every flick and rub of his fingers were sending insane shots of unfathomable sensations through my body.
"Don't hold it back," he whispered when I bit my lip, whimpering through another gut trembling surge of pleasure. "Let it out," he crooned, kissing and suckling at my neck and jaw gently as he continued his mind numbing ministrations.