June was easy, but July was handcuff month and definitely not so easy. I spent nearly 48 hours with my hands cuffed behind me. I had to eat that way, pee that way and of course get fucked that way. Face fucking takes on a whole new meaning when your hands are tied. July was definitely one of the harder rent payments of the year.
Maybe we should start at the beginning. You see, I’m 21, a curvy 5′ 3″ redhead with big curly hair and a drive to succeed. I’m also an accounting major at a prestigious NW college. My family was not able to help me and by my Junior year, I was living out of my minivan trying to make ends meet, while also working two part time jobs and a full class load.
That all changed one drizzly Saturday afternoon. I had finally saved up enough for first and last on an apartment and was scouring ads on marketplace. I was using the local coffee shops WiFi and getting very frustrated not being able to find anything in my meager price range. The gentleman sitting next to me at the bar was equally lost in his phone, but politely (and probably mistakenly) asked how my day was.
I let loose, barely able to contain my tears as he sat back and listened to my tale of woe. It probably didn’t help that I was wearing a rain-dampened cotton top and an inappropriately short skirt (it was laundry day). He was easily in his early forties and sported salt and pepper hair, a confident smile and not a ring in sight.
“I have an idea that you may or may not like…” and he wrote an address on my napkin. “Swing by later today, I have a pool house that might just work for you.” Explained Mr Confidence. I wasn’t sure whether to be delighted or scared.
I looked at the napkin and immediately recognized the street, it was lined with mansions set back off the road and smelled of old money. I smiled a meek smile and thanked him as he got up and walked away.
Three failed apartment viewings later I was parked at the ominous gate to Mr Confident’s compound. Fuck, what was I getting myself into?
The box crackled “Drive through and park on your right” as the gates swung open. I did as instructed and pulled up in front of a cute little house surrounded by lush gardens with a substantial mansion in the background. As I got out, fighting my tiny skirt and hoping my nipples weren’t poking through my shirt, he popped out of the front door with a welcoming smile.
“Glad you made it, I haven’t been in here in months, so I was walking through the place making sure it is presentable, I think you’ll like it. Quiet, not far from school and already furnished.”
That did sound dreamy, but my tight budget had pushed me away from a handful of places that weren’t a fraction of the beauty of this one and I was dreading asking him how much it would cost.
He waved me in and we did a quick tour. It was easily the nicest home I’d ever been in and had views that made me want to live there for the rest of my life.
“I’m Randy, I work in tech and live in the main house. Let’s see, utilities would be included, there is a small car in the garage and my butler will stock your fridge if you are comfortable with that.”
I nearly fainted, and barely worked up the confidence to ask the cost, almost dreading the answer as I scanned the tasteful furnishings and the glorious views.
“I have not had anyone live here in years, so let’s say $2000 per month with a matching security deposit.”
I nearly cried. I was sketchy handling $500 per month and was feeling very foolish that I was even here.
“Oh my, I’m a struggling college student and paying my own way, I’m very sorry I bothered you…” And with that I pivoted and headed to the door, no longer able to hold back my tears and secretly realizing I may have to live in my car for the winter.
“No worries Christy, if you change your mind, here’s my number.” Shared Randy as he handed me his card.
I looked back at the gorgeous home, the park-like setting and then to my crappy van and in a moment of pure desperation, said “Can I pay you in some other way?”
Randy raised an eyebrow and gave me a once over with what I suspect was with a completely different perspective. He asked very carefully “What did you have in mind Christy?”
“I’m not sure, I can clean for you or maybe help prepare food, anything you want, I’ll do it, I love this place.” I explained with an undeserved level of confidence. I really had no clue, but honestly, I would have dropped to my knees and sucked him off if he’d asked, just to live here for the winter.
“Those duties are already fulfilled here, but I appreciate your ‘let’s make this work’ attitude.” Stated Randy with a wry smile on his face.
At this point I had nothing to lose and decided to lay it all out. “I’ve lived in my car for the last two months, I can’t keep that up, particularly through winter and will do anything you asked of me to pay my rent, if you want to fuck me, I’ll do it. Use my body for a weekend every month, how does that sound? I’ll do it, bring you coffee in the nude? I’m on it, this is really the only currency I have left at this point.”
Randy stared at me processing my words. I’m pretty sure his original plan to help a cute college girl did not include sex, but here we are.
“Ok Christy, I can see we may have differing narratives on paying rent, but I do really like your willingness to do whatever it takes to achieve your goals. Let’s go up to the main house, grab a coffee, with our clothes on and you can walk me through your situation and maybe even your long term plans.”
It still felt very businessy, considering I had offered him my body in trade for rent, but I had little to lose at this point and my instincts were telling me Randy was not the type to keep college girls chained up in his mansion.
We ended up having a very frank and somewhat explicit talk that lasted well into the night. He was very single, a chronic workaholic and did not date much. He also traveled a lot and liked the idea of someone living in the property while he was gone. The coffee had moved onto wine and he had Chinese delivered. I was dead honest and explained I thought he was attractive and I shared my propensity towards mildly kinky sex, he did the same and we seemed to have more common ground than either of us had anticipated.
“Ok, so I like your weekend a month plan, how’s this, Friday night to Sunday afternoon, once a month pays your rent. You show up wearing what I ask, do as I ask, this only involves us and then we go back to our business when we are done. I’d also like to take you with me once a year on a week-long trip to Europe or Asia and you would serve me during that period as well.” Stated Randy as if negotiating the purchase of a property.
I liked his simple plan and I’m sure the wine was helping me deny the fact that I was trading my body for rent. “Ok, but I want the car and the butler service as well.” I stated in a firm tone.
Randy raised his eyebrow again. Almost amused that I had come back at him with specific demands.” How do I even know you’re good at this?” He asked as if daring me.
I pulled my top off and said “Tell you what, I’ll show you right now, but it means I sleep in the little house tonight.” And with that I dropped to my knees and unzipped his pants. Before Randy could even respond I was balls deep on his cock and his words were little more than appreciative moans.
“We’ll call this an equivalent to checking credit, so I’m more than happy to show you I’m worthy of your trust.”
I breathed before dropping back on his cock. In spite of a very hard dick bumping the back of my throat, I felt empowered to have taken the proverbial bull by the horns and used the tools I had to make things happen.
Randy moaned for the next ten minutes while I delivered a porn quality sloppy blowjob, only stopping to rub my tits up his wet shaft and ask if he thought he’d be able to handle 48 hours of this.
His moaning increased and I could feel a firm hand in my hair. I knew he was close and was more than a little proud of my work. He bellowed and held my face on his cock as he shot down my throat. I swallowed it all, making exaggerated gulping sounds so he knew what I was doing before slowly pulling off and just licking the tip.
“My god, that was spectacular, I have not cum that hard in forever, I would say your credit check came back with a high rating.” Shared Randy between heavy breaths.
I moved back to the couch, but left my shirt off and went back to sipping my wine.
“Do we have an agreement Mr. Smith?” I asked, looking him dead in the eye and licking my lips.
“We certainly do Ms. Chisholm, we certainly do. You are welcome to move in tonight and I will expect you back at the house this Friday to pay your first month’s rent in full.” Stated Randy in a commanding tone.
I was almost giddy, but tried to maintain my composure. “Yes sir, we have an agreement.” I stated, reaching over to shake his hand realizing my tits were still hanging out.
I grabbed my shirt and strutted, still topless towards the door and my new home. Not having much stuff, it only took me a few hours to get moved in. I also checked out the “little car” Randy had mentioned and found it to be a brand new Miata. I knew it might be wrong, but I got a little wet.
The next morning I was doing an online class and admiring the view when there was a knock on the door. My heart fluttered and I made myself ready to explain why we had to wait until Friday.
To my surprise, a well dressed older gentleman holding a box of groceries was standing in the entryway looking back at my van. Before I could ask, he pushed past me and headed to the kitchen while explaining his role and intent.
“I’m Charles and Mr Smith explained you are our new tenant, I took the liberty of picking up the basics to get you started and have attached the info for our grocery app as well as all my contact info. Please do not not hesitate to reach out if you need anything. It’s lovely to have a fresh face on this stodgy property.” Explained Charles with a comforting smile before heading back to the door.