I woke up with a strange sensation between my legs. A warm, soft pressure that felt both foreign and familiar. My eyes fluttered open slowly, adjusting to the dim light of Olivia’s bedroom. For a moment, I wondered if I was still dreaming, if the margaritas from last night had finally caught up with me and sent me spiraling into some kind of alcohol-induced fantasy.
But then I saw her.
Olivia.
My best friend since college.
And her hand was between my thighs, her fingers gently rubbing my most sensitive spot. I gasped, my body jolting awake completely.
“What the hell are you doing?” I whispered, my voice thick with sleep and surprise.
She didn’t stop. Instead, she placed her other hand over my mouth, shushing me softly. Her green eyes met mine, calm and determined.
“Shhh,” she repeated, removing her hand from my mouth. “Just relax, Princess. Don’t think. Just feel.”
I stared at her, confusion warring with the arousal that was already beginning to bloom in my belly. Last night, we’d gotten drunk. Really drunk. I’d vented to her about my boyfriend and how he hadn’t been satisfying me lately. How it had been almost two weeks since I’d had an orgasm, let alone a decent fuck. I’d been emotional, probably slurring my words, but Olivia had listened patiently, nodding along and refilling my margarita glass.
Now here she was, touching me in ways that friends shouldn’t touch each other.
“I… I don’t understand,” I stammered, trying to push her hand away, but she was persistent.
“You said you needed it,” she reminded me, her voice soft yet firm. “You said you haven’t come in forever. I felt so bad for you last night, listening to you cry about it. So I decided I’d help.”
Before I could protest further, she dragged my pajama pants down my legs, leaving me exposed in nothing but my panties. The cool air of the room hit my skin, causing goosebumps to rise all over my body. Olivia smiled, her eyes traveling down to where my thong barely covered my mound.
God, I’m so exposed. Why isn’t she stopping?
“Look how wet you already are,” she murmured, her voice dropping to a husky whisper that sent shivers down my spine. She ran a gentle finger along the fabric of my panties, and I couldn’t deny the evidence of my own arousal – the damp spot growing larger by the second.
Olivia looked up at me, her eyes dark with desire. “See? Your body knows what it wants, even if your mind is still catching up.”
She pressed her palm against my pussy through the thin material, applying just enough pressure to make me gasp. I squirmed beneath her touch, torn between wanting more and knowing this was wrong.
“Are you… are you gay?” I managed to ask, my voice trembling.
Olivia chuckled softly. “No, sweetheart. I’m not gay. I like both men and women. But more than that, I enjoy making people feel good.” She leaned closer, her breath hot against my ear.
“And right now, I want to make you feel incredible.”
Her words sent a wave of heat through me. Against my better judgment, I felt myself relaxing, giving in to the sensations. Olivia noticed the shift in my body and smiled triumphantly.
“That’s it,” she encouraged, sliding her hand under the waistband of my panties. Her fingers brushed against my bare flesh, and I sucked in a sharp breath. “Just relax. Let me take care of you.”
Her fingers found my clit, swollen and sensitive. She began to rub it in slow, deliberate circles, never breaking eye contact with me. I moaned softly, unable to stop the sound from escaping my lips.
“Good girl,” she whispered, increasing the pressure slightly. “Just like that.”
I watched as her eyes followed her movements, her tongue darting out to wet her lips. The sight was strangely erotic – my best friend, who I’d shared countless secrets with, now focused entirely on bringing me pleasure.
“How long has it been since someone touched you like this?” she asked, her voice barely above a whisper.
“Too long,” I admitted, my hips beginning to move in rhythm with her fingers.
“Has your boyfriend ever made you feel like this?”
I shook my head. “Not recently.”
Olivia tsked softly. “That’s too bad. You deserve to be worshipped.”
Her thumb continued to circle my clit while her middle finger dipped lower, tracing the entrance to my pussy. I was soaking wet, and she slid inside easily, eliciting a louder moan from me.
“So tight,” she breathed, watching her finger disappear inside me. “And so wet.”
She began to pump her finger slowly in and out, building a steady rhythm that had me writhing beneath her touch. The pleasure was building, coiling tightly in my belly.
“Do you like that?” she asked, her eyes never leaving my face.
“Y-yes,” I stuttered, my breathing growing ragged.
“Would you like another?”
Before I could respond, she inserted a second finger, stretching me wider. The slight discomfort was quickly replaced by intense pleasure as she curled her fingers inside me, hitting that perfect spot that made my toes curl.
“Oh god,” I moaned, my hands clutching the sheets beneath me.
Olivia laughed softly, a sound that vibrated through my entire body. “Feels good, doesn’t it?”
“Mmm,” was all I could manage in response.
She continued to finger me, her thumb still working magic on my clit. I could feel the orgasm building, but something was missing. Something deeper.
As if reading my thoughts, Olivia withdrew her fingers and moved them lower, toward my asshole. I tensed instinctively.
“What are you—”
“Shhh,” she soothed, placing a kiss on my inner thigh. “Trust me.”
Her finger circled my tight entrance, using my own juices as lubricant. The sensation was unfamiliar but not unpleasant. I relaxed slightly, allowing her to continue.
“How often does your ass get played with?” she asked, looking up at me with a mischievous grin.
“Not often,” I admitted.
“Figured,” she replied, replacing her finger with her tongue.
I gasped as she licked my asshole, the wet warmth sending shocks of pleasure through me. At first, it was uncomfortable, but as she continued, the sensation transformed into something else entirely. Something delicious.
“Oh my god,” I breathed, my hips lifting off the bed involuntarily.
Olivia laughed against my skin. “Like that, do you?”
She pushed her finger back into my ass, this time meeting less resistance. She pumped it slowly, stretching me, preparing me for more. I moaned loudly, the sounds filling the quiet room.
“Such a tight little asshole,” she commented, withdrawing her finger and replacing it with two. The stretch was more pronounced, bordering on painful, but the pleasure from her tongue on my clit overshadowed any discomfort.
She looked up at me, her eyes dark with lust. “You’re taking it so well. Such a good girl.”
Her words, combined with the dual sensations, sent me spiraling higher. She began to pump her fingers in and out of my ass in a steady rhythm, matching the movement of her tongue on my clit.
“Do you want more?” she asked, her voice muffled against my flesh.
I nodded, unable to form coherent words.
Olivia grinned, withdrawing her fingers and pushing them back in harder and faster. The sound of my wetness filled the room, a constant reminder of how turned on I was.
“Your asshole is getting used to it,” she observed, adding a third finger without warning.
I cried out, the sudden stretch overwhelming. But as she continued to work me, the pain melted away, replaced by an intense, full feeling that had me on the edge of release.
“Cum for me, Princess,” she commanded, her voice firm. “Cum with my fingers in your ass.”
Her words sent me over the edge. I came hard, my body convulsing as waves of pleasure washed over me. Olivia kept her fingers moving, prolonging my orgasm until I was gasping for breath, my body limp and spent.
She sat up, her fingers glistening with my juices. Without hesitation, she brought them to her mouth and licked them clean, her eyes locked on mine the entire time.
“Mmm,” she hummed, savoring my taste. “You taste amazing.”
I lay there, panting, trying to process what had just happened. My best friend had just given me the most intense orgasm of my life, and now she was licking my juices off her fingers as if it were the most natural thing in the world.
Olivia smiled at me, a soft, tender expression that contrasted with the intensity of our encounter.
“I hope you enjoyed the morning as much as I did,” she said, reaching out to tuck a stray hair behind my ear.
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