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An Intern's Fantasy Pt. 05

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The one you've been waiting for.
4.1k words
4.73
10.9k
14

Part 5 of the 5 part series

Updated 06/10/2023
Created 10/22/2020
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I wasn't all that surprised that Robert's cooking was so delicious, but I was still impressed. He was a refined gentleman and it was intimidating how learned and experienced he was in so many facets of life. He had prepared a chicken scampi and served it with vegetables and a silky red wine. Robert lived a life that most people aspire to live and it was refreshing to experience it when I was with him.

Talking with him was like talking with the aspirations of who I could become. We shared so many interests, but he had spent decades pursuing them and I was only just getting started. Over dinner, we mostly discussed the books he had recently read. He made me wish I had read more often. As we finished up our dinner, we stacked the dishes in his sink and made our way towards one of his sitting areas.

I was starting to feel more comfortable being myself around him, including no longer feeling the need to hide my stares. Today was my first time seeing Rob in more casual attire. He was still more dressed up than most men would be and his casual attire was a higher quality than much of my formal attire. He had clearly developed a distinguished wardrobe and classic style. His round belly filled out his polo shirt, which was almost imperceptibly striped light green and white, with a solid green collar and white lining. As if I had styled him myself, his top two buttons were left undone which allowed me to get a peek at the chest hair that lies beneath. The chest hair was salt and pepper, like the hair on his head, with multiple tones of dark grey and white. But mostly white and light grey. His hair was thinning but still mostly there and today styled just slightly less tidy than normal.

His shorts were navy and tailored just above the knee. They were a snug fit and showed off the pouch between his legs. I had met the contents eight days prior and was extremely hopeful I might get to again soon - tonight, if I had my way.

Our discussion transitioned from literature to travel as I asked him about the places he has visited. I had only left the country once to go to Mexico with my roommates during one Spring Break two years ago. So, like many of our conversations, it consisted mostly of me asking him about his experiences. As you'd expect for someone in his position, Rob's list of destinations visited was extensive both for work and pleasure.

He mentioned his visit to South Africa with Christopher, Paris, China, and Seychelles as his favorites. But that didn't even begin to scratch the surface of where he'd been.

"Where have you not been that's highest on your list of places you'd like to visit?" I asked him.

"Ireland." His answer was prompt. It was something he'd clearly considered. "I've heard it's magical and I've never quite got the chance. Well," his eyes dropped. "Most of my travel right now is for business."

I caught on that he didn't travel much because he lacked a companion. "Do you ever travel alone?" I normally would skirt around his divorce but I wanted to try and go a little deeper.

"I don't enjoy it much. I feel like those experiences are meant to be shared."

"I'd be happy to accompany you!" I laughed as I volunteered in jest.

He laughed too and his smile commanded my attention. Those dimples in his chubby cheeks, covered in a shadow of light stubble. His soft lips. I wanted him more than he could ever want me and suddenly I felt insecure.

"I am happy to be here." Our eyes locked and I leaned a little closer towards him. He smiled, which reassured me a little. "Can I kiss you?"

He grabbed my hand in his own and I stood up, straddled his legs and sat on his thighs facing towards him. His hands rested on my hips and I leaned forward and kissed him on his forehead. He smelled lovely. A seductive, fresh ocean scent filled my senses as I slowly lowered from his forehead to the bridge of his nose, gently kissed him again, and then lowered to his lips. Our kissing was calm but there was a tempest swelling within me. Our lips released for a moment and with my eyes still closed I inhaled slowly, catching my breath and another wave of his ocean scent. That wave pushed me over the edge.

I found his lips again and our kissing gradually became more passionate. I couldn't contain myself as his scent and lips and warmth fueled me, aroused me, and spurred me on. I wanted to kiss him forever, but it wasn't enough. I wasn't sure how far he wanted to go, but my flame was too hot now and my desire to pleasure him was boiling over. I delicately dropped from his lap to the floor between his knees and my appetite took over. I undid his fly and looked up for a sign - not so much for approval, because he would have to physically stop me to restrain my lust. His eyes were closed and his jaw relaxed as he leaned back into the couch cushion. I lowered his shorts first, slid them over his feet and placed them neatly on the vacant seat on my left. He wore gray briefs tented and full of erect cock. His arousal stimulated me even more, but I wanted to take my time. I kissed his bulge in his underwear and slid my hands up his legs relishing in the white and grey fur. I gently combed the hair on his inner thighs with my fingertips as my tongue circled the middle of his briefs.

He placed one hand on my head and I waited, hoping for him to push me down. But he only held his hand there. My hands climbed from his thighs, beneath his polo, and up towards his belly button. His belly was hairy but thinner than his legs and full. His gut felt like clay in my hands, but he was already sculpted just how I wanted him. I wanted his shirt off, but instead, I removed his underwear. His chubby dick sprung up, grateful to be released from their confines. I lowered myself over the knob and started training my throat again. Last time it took me several tries to take him all the way down, and I was determined to do better. I relaxed my jaw as best as I could and met his pubes with my face. His scent was different down here - more natural and musky and manly. The smell still fanned my flame and I rose up to catch my breath. I was close on my first dip down so I was encouraged I could take him all in.

But first, I spent time on his sack, gripping it in one hand and kissing as I rubbed them deliberately. I took one nut in my mouth and sucked on it greedily for a moment before releasing and rubbing them both simultaneously again. He started to moan almost imperceptibly, barely more than a deep exhale. But, I could sense the pleasure in his breath. I took the top portion of his cock back in my mouth and massaged it with my tongue, mixing in some suction all while maintaining my grip on his balls. As I lowered myself a second time, I sucked hard as I plunged down and pushed aggressively straight to the base. I reached the bottom and held my position, sucking cyclically to create a sort of vibrating effect on him. As I created a rhythm, another disguised moan escaped him almost sounding like a soft "ohhh." Again it was subtle enough to not quite be a moan, but it was close. My raging hunger was already at an all time high and his pseudo-moans were urging me further. My own hole tightened from my aching lust. I wanted to break his restraint and make him feel such an intensity that he wouldn't be able to subdue a moan any longer.

My own cock throbbed against my pants, but I wasn't concerned with that. I rose again from his and kept fondling his nuts. Like my massage, I increased the intensity gradually until he tensed. I looked up at his closed eyes and serene face and saw his jaw clench a bit as he shifted left just a little. I kept up that pressure for a minute, treasuring his balls in my fingers. He started to squirm beneath me, causing my dick to twitch. I wanted to relieve him so I let go and dropped to my knees to massage his calves and feet. Suddenly, my whole desire was to make him feel good all over. His entire body. I worked his right foot and his calf, kneading his muscles. His exhales grew in strength as I massaged both legs and worked my way back up.

Hoping to take advantage of his strong breathing, I plunged down his cock suddenly and bobbed up and down with intensity and followed with some gentle squeezing on his nuts.

"Ohhhhhhhhh." It was unmistakable now and my body responded with precum beginning to leak.

I bobbed more until settling near the base again and twirling him in my mouth with my tongue, all while maintaining the pressure in his nuts that had made him squirm before.

"Ohhhhhhh." I leaked more as he moaned.

I was losing my breath but I wanted to stay down and elicit more moans. I sucked vigorously and his next moan was quieter but accompanied by a small buck that forced him deeper in my throat and choked my airway. I rose quickly, spit dripping from my chin, and gasped for air. His eyes were open now and my cheeks flushed. I knew he was compassionate but I didn't want to seem incompitent in any way. I wanted to be his perfect cocksucker. As I caught my breath, he reached down and grabbed my arms and pulled me towards him. He rose to his feet and held me in an embrace, his strong arms gently pressing me against his round frame.

Firmly enclosed in his arms and settled against his substantial figure, I recalled him catching me in the gallery yesterday and I felt safe in his arms. He rustled my hair a bit and I whispered in his ear. "Take me to bed. Please."

He squeezed me tight and lifted me off my feet and made his way towards the stairs. I was astonished by his strength, but there was no way he could take me up the stairs. I lowered myself from his arms and grabbed his hand, letting him lead me up. I admired his bare butt as I followed him up the steps and down the hall to a room when he opened the door and pulled me in behind him. His room was beautiful, but I didn't have time to admire it. Instead, I nestled in behind him and rubbed his shoulders. As I worked his shoulders and neck, I realized there was a mirror across from me over his dresser. I could see his face enjoying the massage and his cock at attention over his polo. His legs were thick and powerful.

I reached down to his torso and pulled his shirt up over his arms and head and placed it on a chair in the corner. My hands returned to his shoulders and, finally, I had my chance to devour his whole body with my eyes. He was furry and large: a true daddy bear. He still had a bit of dark hair on his chest and arms, but for the most part he was silver and white all over. Dark brown hair circled his pecs and nipples, but a sea of white dominated his chest. I worked my way down from his shoulders and wrapped my arms underneath his, resting my hands on his chest. I grabbed his pecs and looked at the two of us in the mirror as I held him and his perfect body in my arms. I softly pinched at his nipples and his head craned back towards me. I closed my eyes too for a moment and inhaled his scent.

Kissing his neck, I turned and led him to his bed and directed him to lay flat on his stomach. I climbed up on the bed and sat above him and set off to cover his whole back with my magic fingers. For probably ten minutes, I alternated multiple techniques in massaging his back and admired his backside. I didn't want to shortchange his massage, but I was eager to get back to the main course so I eventually rolled him over and had him lay on his back. He stared at me and I slipped off my shirt. I leaned over for a quick kiss before I smiled and lowered back down to his crotch and began to suck again. This time I gave more attention to his cock head, licking and rubbing around the sensitive edges. His breathing became heavy again as I focused there and again my hole puckered, longing to be filled. I slipped off my pants as I kept working his rounded head, and my own cock peeked out of the top of my wet-spotted underwear. I slid my boxer briefs down my legs and let myself free, still focusing on him. I began kneading his balls again and running my hands up his thighs. I couldn't deny my lust any longer.

I climbed to my feet and, almost possessed, mounted him and slowly lowered myself down. I knew what I was in for, but I needed it. He was awfully large and I was still somewhat inexperienced. I'd certainly not been stretched to fit a cock like his, but I didn't care. I pushed downward slowly and felt him begin to slide inside me. A searing pain shot through my gut and I started to shake and moan myself. I sighed loudly in pain and tried to keep pushing down through it. If I could just get him all the way in and hold my position, I thought, I could withstand the pain until my insides acclimated to its new guest.

At last, I engineered myself down all the way through the discomfort. My breathing was short and panicked as I desperately waited for my body to adjust. My eyes were squinted shut in a grimace from my body's natural struggle to block out the pain. I felt him slowly rotate his hips beneath me as he tried to gently help stretch me and ready me for more. I was desperate for more, despite the pain.

When I relaxed enough to open my eyes, I saw him beneath me, eyes closed, and clearly much more relaxed than me. I reached out and ran my fingers through his chest hair, relaxing my nerves by indulging in my turn ons. The mix of gray and white became my focus and my breathing gradually settled. Ever vigilant in pleasing him, I wanted to get started so I took a deep breath and readied myself for more pain.

I pushed down my clenched fists into the bed at my side to stabilize myself as I forced my body up and back down. I could hardly bear it until his moans returned. As I pushed my way back down, seemingly splitting myself apart, he released a genuine moan of pleasure. That was enough to drive me on.

I started to use my hips to generate easier motion up and down his shaft. I could feel his dick grind over every inch of my hole, filling it completely. Once I was able to establish a slow rhythm, he really started to sound off, more frequently moaning and sighing as his dick tried to pry me open.

I could tell he still had inhibitions by his passive disposition. His gentle moans spurred me on but he was hesitant to truly engage. I was satisfied just being with him, but I was hungry to provoke him. I wanted him to take command. To claim me as his own. I had a thought to subtly tease him.

As I pushed myself up off his cock with my arms, I lowered myself in almost the same position, but now sitting on his thighs. I grabbed his rigid dick in one hand and fondled his balls with the other. I began pumping him with my hand. He was so stiff in my hand, and I especially loved the way it felt when my hand slid from his shaft to the smooth, round edge of his mushroom head. I rubbed with a little extra energy around that sensitive part and he started to buck his hips upward towards me as I did.

I inched myself back away from his torso just enough that I could lean over and take him in my mouth. With his balls still pinched in my right hand, I moved up and down in a frantic pace.

Up and down, up and down, up and down.

Pause. I licked his head, focusing on the ridge. I ran my tongue along its circumference and then over his slit, and he suddenly shuddered beneath me. His legs quaked and his moan was loud.

I plunged back down again. Up and down, up and down, up and down. Pause. I held his wet shaft with one hand and gently circled his cock head with my palm, making slight contact as I rubbed.

"Ah!" He cried out and recoiled his cock away from me, but I followed him and kept circling his wet, sensitive glands. His upper body convulsed upward and he looked down at me before collapsing back into the bed. His chin rose to the ceiling and with a grimace, he exhaled sharply and repeatedly.

"Ooof, oof, ooooooooof."

I was on the verge of cumming myself and had to stop teasing him for my own sake. This is where I hoped he'd make a move. I turned around and began rubbing his feet. He was still flat on his back on the bed, and now I took a position straddling his knees with my face at his feet. As I massaged his feet, I pointed my hole up towards him granting him easy access should he take it. I hoped that, as nice as a foot massage would be, I had brought him close enough that he could feel the initial sensations of a developing orgasm and that craving would trivialize the foot massage.

I rubbed his toes and kissed his legs and faintly rocked my body back and forth. My heart fluttered as I felt him stir behind me. He pulled his legs up from beneath me and I felt his strong hands grip my waist. He pulled my body back towards him and I felt his cock approach my trembling hole. I was longing for this but also still apprehensive, knowing it would still ache to be filled by him.

I bent forward as he pierced me again and his thickness crammed inside. As it burrowed deeper and deeper I tried to adjust my body to make space, but there simply was none. He entered more easily this time and the pain was more of a dull ache than the initial sharp stabbing.

"Ohhhhhhhhhhhhhhhhhhhh," I whimpered as he started to thrust. This is what I wanted. He was properly taking me and now he dictated the pace. He was careful in the beginning, probably mindful of the obvious pain I was in. I didn't stop whimpering but I started to urge him on.

"Uhhhhh, daddy pleaseeeee. All the way!"

It was all I could get out before struggling to catch my breath.

He picked up the pace and my body followed his force, as his thrusts urged me forward and his grip pulled me back against his waist. I was dripping on his bed now and stressed about ruining his fancy linen when he started pushing to new depths. I felt his belly land in the small of my back and his nutsack bounce against my ass as he probed a little further into new, untrained territory. My head, which was resting just above the bed, shot backward as my back arched desperate to relieve the strain.

I felt his left hand leave my hips while his right maintained its grip and his free hand found my head, now gently pulling me by the hair. He kept up the rampant charge and suddenly my orgasm began to swell. The pain and swift influx left me unable to warn him. I tried to cry out "cumming" but could only make a hard "c" before I was overcome. Any air that escaped my lungs turned to groans as my cum cascaded down onto his bedspread. I'd never felt like this. The intensity of my orgasm was dizzying but - even more fulfilling - my most fervent craving was satisfied. The only desire left to fulfill was to deliver something that powerful for him.

Intoxicated by my own high, the dull ache in my pit faded from my mind and I savored his touch. I was still left catching my breath, but I matched his rhythm. As he pulled my hips and thrust deep, I pushed my hips back into him and then I'd thrust forward myself to assist his withdrawal. We found a groove and he really began to exert himself. Somehow he seemed to go deeper, little by little, and beads of his sweat occasionally splashed in the crevice of my arched back.

After a few minutes of our synchronized motions, he cried out suddenly and my satisfaction intensified. His breathing became labored and I could feel his body tremble as he tried to maintain our rhythm. It was no use. His grip on my right side and my hair was tightened, but his legs were unsteady and his hips struggled to drive into me as they had been.

His moans became desperate and I strained my eyes to try and get a peek in the mirror. His tug on my hair prevented me from getting a good look, but out of the corner of my eye, I saw his face contort and then he let go of me.

His right hand still rested on my hip, but he released his grip and his left hand grabbed his cock as he urgently pulled out. The sudden release caused me to fall downward to my original pose. I was on my hands and knees facing the bed with my ass upward towards him. I adjusted my neck just in time to see the mirror and watch him shoot his load all over my back. He spasmed and his belly tightened as I felt his goop splash and settle on my lower back.

12


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