Side Job

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Piper starts a side job.
4.9k words
4.72
9k
9

Part 1 of the 2 part series

Updated 08/17/2023
Created 08/11/2023
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Note: should I make this a series about Piper's sexcapades?

*****

I applied to become a house-sitter using a recommended app. My friend had made quite a few extra bucks on the side from pet and house-sitting on the weekends.

After being approved, I began to house-sit or walk and feed people's dogs on my free weekends. I was pleased with the extra income and it gave me something to do outside of my desk job. I mostly looked for jobs in the richer areas of my city. Gated communities or The Hills residents where every house was no less than 500k.

It was the summer and most people had pools, so that has been fun. I spent most weekends swimming, watching movies on 200-inch TVs, bathing in spa-inspired bathrooms, and eating great takeout. I couldn't complain at all.

I have met everyone I've sat for and even made a few connections. Everyone has been very hospitable and generous. I was looking forward to meeting my next client. His address was pulling up a community called Rose Hill toward the outskirts of the city. I knew it was more quaint, less houses, further apart. Large homes on large plots of land.

I spoke with Thomas March-Dr. March to be more correct. We planned to meet at his home on Thursday afternoon to prepare for my stay. I would be looking after his dog, Lilo, while he is away at a conference.

Thursday came quickly and I turned onto Rose Hill Road. The mountains arose in the background and the sun was dipping low in the sky greeting the peak. Immediately I saw the mansion homes looming before me. Each is nestled on its own few acres. Beautiful newly designed mansions and Victorian-inspired architecture. Pristine cars and SUVs adorned the long driveways, chariots for the ones whose paychecks are triple mine. Stone or marble lions, dogs, and even bears decorated the mouths of the drives with beckoning lamplights since there were few street lights. The sky was much brighter because of this.

The GPS took me to the end of the road, the last house on the right. I wasn't greeted by any statues on my way in, Just an asphalt drive. I pulled in behind a shiny new Lexus, surprisingly it was the only vehicle I could see. The front and sides of his mansion were lined with manicured flower beds where a variety of flowers and shrubbery were landscaped to ebb and flow perfectly. I made my way to his front door and activated the camera doorbell. I bounced nervously on the balls of my feet.

I felt like I stood there longer than necessary as everything around me was quiet I began to get paranoid. I bit my bottom lip anxiously. Thankfully I heard the lock click and the door swung open.

In front of me stood a very tall, slender man sporting only a pair of athletic shorts, his toned body was glistening with sweat. I couldn't help but look him over. His legs were long and his calves were defined. He had a sculpted stomach and chest with a tattoo across it, it seemed to be something written in Latin. His arms weren't very bulky but he seemed like he could lift a bit. His face is square, clean-shaven, and smooth. He has piercing blue eyes that sat behind black-framed glasses. His hair is the color of ash and slicked back from sweat. He smiled at me apologetically and extended his hand.

I took his hand, it was soft. I inhaled his natural scent, which was pleasant. I could slightly smell his woody deodorant but it was mostly his natural musk that smelled enticing.

He led me into the foyer before dropping my hand. "Sorry about that, my workout was intense tonight." His voice was deep and smooth and he chuckled. "You must be Piper?"

"Yes, it's nice to meet you, you have a lovely home," I replied as I looked around. It seemed to have an open floorplan but I knew there was plenty more house.

"Thank you, I hope you make yourself at home," he smiled warmly. He turned and began walking toward the large room to our left. His style so far was minimalistic, a few paintings hung on the walls and there was a 5-foot replica of Venus de Milo in the corner. A huge black velvet sectional sat in the middle of the room, or maybe 2 sectionals. They were arranged facing one another so it seems many people could congregate and conversate here.

"I don't use this living space much." He commented as we continued walking.

"Here's a bathroom." I peeked into the enormous open space. The tiles were beautiful and the walls were sea green. There was a shower that was the size of my bathroom. The toilet was even tall and looked like a bidet.

We came around to the kitchen. It's also enormous with long granite counter tops, a glass top stove, and one of the largest refrigerators I've ever seen. He motioned to a door nearest the stove and oven. "There's the pantry, please eat whatever you'd like, I buy too much for just myself." He sighed. Hmm, so he lives in this giant house alone. Not married it seems. I made a mental note of that as I fantasized about him setting me on the counter and eating me out.

I shook those thoughts away as we passed another room that looked like an actual living space. Here he has another sectional and two oversized chairs, a massive TV mounted above the fireplace, an air hockey table in the corner, a pool table in the other, a large shelf housing a record player and at least 100 vinyl records, and a bar setup.

"Feel free to do anything in here." He gestured vaguely. I just nodded as he continued the tour. We came back around and he began to ascend the large staircase. I followed him, unsure why I would need to go upstairs.

The door on the left was ajar. I saw a large bed that was unmade with clothes strewn about, and an open suitcase on the floor. I assumed that was his room. The door to the right was another bedroom. It seemed empty other than a barren bed and a wardrobe but I couldn't fully see inside. The next door on the right was a walk-in linen closet. He opened the door revealing shelves of towels and cleaning supplies.

"If you need any of these things, feel free." He closed the door.

The next door on the left was another bedroom, "This is Lilo's room."

We stepped inside. There was a leather couch with a couple of toys strewn about. There was a bin overflowing with toys in the corner. A small TV was mounted on the wall. He opened the bifold closet doors to show a shelf holding a plethora of treats, food, bathing supplies, medications, and clothes. I was curious to meet this pampered pooch.

"She has everything she needs in here. She eats twice a day, one scoop in the morning and one in the evening. She takes a multivitamin in the morning that I put in her food-" he held up a container- "and I put this powder on her food in the afternoon." He finished, holding up a different bag. I made mental notes. He pointed to the opposite wall. "Her food bowl is there."

I looked down to see a large rubber mat shaped like a bone, atop were large raised bowls. "I give her spring water, I don't trust the metals in tap water...for animals or humans." He chuckled and pointed to the floor of the closet where he has sat jugs of water.

"That's understandable, I don't drink tap either." I returned his chuckle.

He clapped his hands together. "Okay, Lilo is in the greenhouse, she likes to set out there and watch the birds."

We headed back downstairs and through the hallway. It opened into a spacious laundry room. A door off to the side opened into the greenhouse. It was huge, plants hung on the wall cascading up to the glass ceiling, and all sorts of exotic flowers and succulents sat in ornate pots in no particular order. A few newly looking wicker bench seats sat along the wall. A sweet-looking German Shepard was lazily lounging on the cushions. Her head popped up excitedly as she saw us.

She was quite majestic with her fluffy brown and black coat. She bounded over and softly jumped up on him, he grabbed her paws in his hands as she attempted to lick at him. She suddenly turned to me and jumped on me, resting her paws on my chest. I dug my hands into her soft fur.

"Hi Lilo, nice to meet you!" I giggled as she licked my face. "She's such as sweet girl," I said aloud.

"She is, she's not the best guard dog since she's gotten older. Too friendly and harder of hearing, but she's the best girl. I've had her for 11 years." Thomas said proudly.

Lilo sat down at Thomas's feet and huffed. Her gaze lingered on the vast expanse of the backyard. It was dark now but the moon shone brightly illuminating the greenhouse and us. Thomas glistened ethereally in the light.

We all headed back in. I made my way toward the front door. He grazed my shoulder as we passed the living area. I turned to look at him, startled by his touch.

"Would you like to sit and chat, have a drink?" He asked. "I wouldn't mind knowing more about who's staying at my home." He smiled at me.

I felt my face flush at his smile. I nodded. I took a seat on his couch and sank into the cushy material. I was still keenly aware he was shirtless as I watched him move about the room. He produced two glasses from the back of the bar and disappeared as he crouched low and rustled with things on the shelves. There was a small ice machine plugged in over there because I heard clinking and when the glasses appeared they had a large square cube in the bottom. He poured a small glass of brown liquid. I wasn't the biggest fan of dark liquors, but I'd take anything he gave me.

Lilo hopped up beside me and rested her head on her paws. I put one hand on her as he filled the other with the glass. He sat beside her, turning his body toward mine, I felt his eyes scanning my body. I wish I wore something cuter. I had on basic skinny jeans with rips in the knees and a tight lavender color tank top. I've been told the cool tone matches my pale skin. My brown hair cascaded down my shoulders with a slight wave and I wasn't wearing any makeup other than some moisturizer and mascara.

I tasted the smooth liquid, it was a high-end whisky. It warmed my throat and belly. We made small talk. I found out he is an ER doctor at our local trauma hospital. He looked young, but I found out he was 37 which is 9 years older than me. We both went straight through college. I told him about my job as a masters level social worker and how I house/pet sit to make extra play money and do something that's not emotionally taxing.

Our conversation went from jobs to music, to politics and religion somehow. Luckily we shared the same views and the same taste in music and ideals. By the end of my drink and the next almost 2 hours, we were laughing and cracking jokes. I honestly couldn't believe how much we had in common. We grew up in two different parts of the state and with very different backgrounds.

We had gotten so sucked into a conversation we hadn't realized the time. My phone alarm began to chime at 9 pm to remind me to take my birth control. He saw my reminder and smirked. I felt my face grow hot. I hurriedly turned it off and commented, "Wow, sorry, I didn't realize how late it was." Even though I had nothing to be sorry for I felt compelled to apologize. Lilo was snoring between us.

"Don't apologize, I've enjoyed our conversation." He smiled at me as he stood up and took my glass. I smiled and stood up as well. I gave Lilo a pat on the head and she got up off the couch and stretched with a big yawn. I started walking toward the door. Thomas came after me.

"Oh, I suppose you'll need a key." He shook his head as he walked away toward the kitchen. Soon he returned holding a key attached to a string with a paper tag stating "front door". I smiled and took the key from him.

He stuck out his hand again, I grabbed it firmly. He locked his eyes on mine and brushed his thumb along the back of my hand as he let go. "Thanks again for helping us out." His smile was genuine and I could look at it all day. On the ride home all I could think about was him fucking me on the pool table.

****

I returned Friday at noon. Thomas had already left that morning. He wouldn't be returning until Tuesday but stated I could leave Monday night if I wanted since he would be getting in around 5 am. I wondered what I meant by his "if you wanted" text but tried not to look too much into it so I didn't get my hopes up.

The weekend was going very well. I took advantage of his pool. Lilo and I lounged around outside and on the couch. I also enjoyed spending time in the greenhouse and watering the plants. Lilo was playful first thing in the morning. I was able to go for a run with her around the neighborhood. I was mostly nosey looking at the houses.

Friday came and went as well as Saturday and I hadn't snooped too much around his house. The extra bedroom where I slept doubled as an office. He had a large desk and a bookshelf that was filled with his medical books, and he had certificates and diplomas displayed proudly on the wall. I flipped through books that depicted surgeries, grotesque injuries, bodily fluids, and the works. They kept me entertained for a bit.

I couldn't help but be curious about his bedroom. I wanted to see the full of the master bedroom. I also wanted to snoop. I made a good point not to ever go into people's bedrooms unless instructed. As far as I know, the only cameras were outside and in Lilo's room. I shrugged as I pushed open the door. It was cleaned up, no clothes strewn about and the bed was made. I had never seen a California king bed but I was sure this was one. It was massive, the sheets and pillowcases were silk. The comforter felt like cashmere. I pressed my hands down into the mattress it was firm but seemed to curve around my hands. He had one large dresser and a wardrobe. His night table was clutter free, a lone lamp and alarm clock sat atop the black wood. I walked into his bathroom, the shower was of course the best part. He had a rain shower head. He had the same toilet as downstairs and the marbled sink was clean as well. It was nice to see a man that kept a clean bathroom.

I couldn't help myself as I walked out I flopped down on the bed. I sank into it immediately and felt like I was lying on a cloud. The thought popped into my head about sleeping here. How would he know? It was Sunday night and he wouldn't be back until Tuesday. I imagined showering in the rain head and crawling naked into the silk sheets. It was way too tempting. I lay there another minute. Letting comfort win, I decided that's what I would do tonight.

Lilo and I lounged on the couch the rest of the evening and watched a few new movies. I helped myself to his bar and warmed my belly with a high-end vodka cranberry. I began to feel sleepy so I put Lilo in her room and made my way to Thomas's room. I brought my shower supplies and turned on the shower. I let the temperature adjust as I took off my clothes. I had nicked the back of my heel shaving yesterday and was frustrated at a slight sting. I looked at myself in the long mirror. My green eyes looked bright under these lights. My hair could use a deep condition to combat the chlorine. I felt a tad bloated from the alcohol however my stomach was still firm and taut. I climbed into the shower and immediately loved the pressure of the rain head. I stood there for quite a while before actually washing myself.

The water running over me felt so relaxing I almost fell asleep standing.

I finished my shower and dried off. I blow-dried my hair so I wouldn't leave any wet spots on the pillow. I turned off the lights and crawled into the bed. I nuzzled in under the cover and immediately felt peaceful, the sheets caused a cooling effect. I drifted off to sleep quickly.

***

I was startled awake by rustling and the click of the lamp, the light shone behind my eyelids. I was still in a semi-conscious state as my eyes fluttered open and adjusted to the room. A man towered over me. I gasped as I realized it was Thomas. He stared down at me with a mischievous grin.

I then realized my upper half was exposed, my round, b cups were above the covers and my nipples were hard in the cool air. I immediately pulled the cover up to my chin. My face burned with embarrassment. Surely I didn't sleep for two days. Maybe I was dreaming? I had no idea what to do or say.

"Oh fuck I'm so sorry," was all I could muster. I wish I could have melted. He still sported his smirk. He was wearing a pair of sweats and a tee shirt. I happen to notice a bulge in his sweats. My eyes lingered on his crotch longer than I could pass as a glance. I bit my lip, unsure what to do.

"What a great greeting..." he ran his eyes down the bed, he licked his lips and I felt my insides flip with butterflies. "How can I tip you for your services?" He winked at me.

Was this happening? Was he making a move at me? Of course, he was. He comes home to a younger naked girl in his bed, it's better than Goldilocks. I dropped the blanket exposing the rest of my upper body. I heard him make a small pleased noise.

He quickly pulled the blanket down uncovering the rest of my bare body. He crawled on top of me. He searched my eyes as he hovered over me. I felt growing wetness between my legs and a tingle in my pussy. My hips unconsciously began to slightly rock. He leaned down to my face and kissed me passionately. His lips were soft and he tasted like coffee. I grabbed onto him as our tongues intertwined.

He pushed his body into me as I rolled my hips against him. His hands searched my body with curiosity and gentleness he kneaded my breasts and rolled my nipples between his fingers causing me to moan into his mouth. His tongue trailed down my neck and he nibbled across my collarbone. He kissed and nibbled at my breasts and nipples. My eyes were closed and a look of pleasure rested on my face. He kissed further down my stomach and across my mons. Goosebumps popped up across my arms and legs. He kissed and bit my thighs making me yelp.

I couldn't take my eyes off of him as he dipped his head between my thighs and expertly found my clit. He is so sexy as his tongue maps my folds and navigates into my warm hole. I know he's quite familiar with anatomy and he took his time stimulating me. His sucking and tongue flicks were perfectly paced and pressured to where I knew I could cum if he kept it up. I grabbed handfuls of his hair and moved my legs to rest on his shoulders and back. I felt warmth rise in my body. I held his hair tightly as my breath hastened.

"Oh fuck right there." I breathed as my back arched and the beautiful release washed over me. My eyes fluttered and I felt my legs began to tremble as he kept his pace. He moaned and made "mmmm" sounds. As my orgasm began to come down, I looked at him and noticed he was looking at me intently. I felt ravenous. He leaned up, his mouth and chin slick with my juice. I sat up and peeled his shirt off. His sweats were tented and I couldn't wait to reveal the prize.

I pulled his face to mine and kissed him sloppily. I licked across his lips, tasting myself. He laughed as I pulled away. I couldn't help but smile as I pulled down his sweats as far as I could. His erection was rock hard, he is uncircumcised which is new for me. He is at least 8 inches with a nice bit of girth. I hungrily took him into my mouth. The amount of skin did not make a difference to me. I licked and sucked from his tip to base.

He moaned and grabbed the back of my head pushing himself further into my tiny mouth. I began to gag as it hit the back of my throat. I loved hearing his moans and grunts of pleasure. I swirled my tongue around his tip paying special attention to his head.

"Mmmm, good girl." He moaned which made me work harder, I used my hand as extra support on his shaft and I massaged his taint with my other hand. His grip on my hair tightened. "Lay down," he commanded pulling out of my mouth and wiggling off his sweatpants.

I flopped down with a giggle as he hovered over me again. He put my legs up on his shoulders and kissed my calf as he guided himself into my wet pussy. I groaned as he bottomed out, thrashing into my cervix.

12