My Friend's Father

“I have to find a job to pay for college,” I complained to my rich friend. “I need something that makes good money but isn’t too many hours so I can still focus on school.

“Bro I’m telling you just work as our housekeeper, it’d be perfect,” he told me. He was rich and lived in this huge house which apparently needed a new housekeeper. But he was rich so he didn’t understand how it would be humiliating to be my friend’s housekeeper.

“My mom’s looking for a new one ‘cause she thinks my dad was cheating on her with the last one. I know you’re not a housekeeper but my mom’s looking for a housekeeper she can trust, and she’s known you for years.”

He was going to Columbia University, an Ivy League school in New York while I would be at home in my small city of Ohio going to a community college. Not because I was dumb or anything, I had better grades than him, but he was rich so I’m pretty sure his parents paid someone off to get accepted there. Meanwhile, I was raised by a single mother who couldn’t afford to put me through university, so I had to scrape money together just to get through community college. 

“But I’m not a housekeeper. I can’t even keep my own room clean,” I argued. 

“Bro you don’t even have to do a good job, I won’t be there, so I don’t care if you suck at housekeeping,” he teased. “Just do it, I’ll tell my mom tonight.”

I was formally offered the job a day later, and I accepted it as soon as they told me how much they were paying. 

Once school started, my friend went off to New York to have the time of his life and I took community college classes and worked as a housekeeper. I was hopeful though, if I could make good grades and save up enough money, soon I could be joining my friend in New York at my dream engineering school. That dream was what kept me going while I scrubbed his toilets. 
The housekeeping job was simple though. I was in charge of taking care all of the six rooms in the house by mopping, vacuuming, wiping, dusting, etc. I came three times a week, every Monday Wednesday Friday morning, to fully clean all the rooms by the end of the week, then I would do it all over the next week. 

It was hard work, but my bosses were chill. His mom was out working as a teacher during the day and his dad worked from home, but I barely saw him since he always stayed in his office. I basically had their huge house to myself if I finished early: eating their snacks, watching shows in their theater room, and even chilling in their pool if I wanted. It was a great set up, casual, relaxed, and fantastic pay.

However, when the semester was nearing an end, the school notified me that one of scholarships didn’t go through, leaving me short $3k. That meant I’d have to find a way to get $3k in a month or I’d be in debt and wouldn’t have enough continue going to school next semester. That couldn’t happen; if I couldn’t go to school next semester, that’d set my dream plan back six months. I had to find a way to make that $3k. But how? 

Ask the rich family. No, I wasn’t going to beg, but I would explain the situation and ask for more work. Maybe I could do lawnmowing, or pool maintenance, or even washing their car, I don’t know, but I’m sure they had extra money laying around.

The next day, I embarrassingly went into his father’s office on his lunch break and explained the situation. “I know $3k is a lot and would be almost double what you pay me in a month, but I can work for it. I can do lawnmowing, pool maintenance, wash your car, or all three.”

His father leaned back in his office chair, took off his glasses slowly, and peered at me, “That’s a lot of money son. I’m sorry that your scholarship fell through like that. Unfortunately, we don’t need lawnmowing, pool maintenance, or a car wash. And frankly none of those tasks would be worth $3k.” 

I looked down dejectedly, ashamed to have even asked. 

“But I’m feeling generous and I’d like to help.”

I looked up with hope.

“I’ll be honest son, I’ve been really stressed with work lately. Tell me, what do you like to do when you’re stressed?”

“Uh I guess playing video games or hanging out with friends,” I answered puzzled. 

“No son, what really eases the tension and gets your mind completely off your stress?”

I shrugged in confusion.

“We’re both men here so I can say, doesn’t getting a blowjob cure all your stress in just a few minutes?” He said with a grin. 

I tentatively grinned back, hesitant to talk about this stuff with my friend’s father, “We’ll yeah that does help,” I said with a nervous chuckle. 

“A good blowjob is all I need to ease my stress,” he said jubilantly. “But the missus has been stressed lately due to her work as well. And women don’t operate like men; when she’s stressed she’s not in the mood to have a little fun in the bedroom if you know what I mean. And there lies the problem,” he said staring at me. 

I stared back at him unsure of what he was getting at.

After a moment, he placed his glasses on his desk and unzipped his slacks. Then, without warning, he whipped out his pale white dick. He stared at me as I processed what he just did. 

I was shocked, what is happening right now?

“You ever sucked dick son?” He asked in a deep serious tone.

I froze, unable to answer.

“Suck this dick till I finish, and I’ll give you a thousand dollars right now.”

A thousand dollars?! That’d be the most I’d ever made in a day. I gulped. I definitely wasn’t gay or interested in sucking dick though.

He stroked his cock which grew harder and larger as he gazed at me awaiting my decision.
Seeing I was apprehensive, he gave me some encouragement. “This’ll be the easiest money you ever make. No one will know. And it’ll make a major dent in that debt you’re facing.”

He was right. I’d have to take off next semester and work as a housekeeper for six more months just to save up. I’d hate my life. I wasn’t gay but it would only take a few minutes and no one would know. 

“But I-I don’t know how to suck dick,” I stammered. 

“That’s okay, come over here I’ll teach you,” he stated undeterred. 

I hesitantly walked closer to his dick.

“Now, get on your knees.”

I obediently got on my knees. Was I really doing this?

“Open your mouth wide and lead with your tongue. Don’t let your teeth touch my cock.”

I had no other choice. I needed the money fast and wasn’t going to find as easy a money-making opportunity as this. I opened my mouth and stuck out my tongue. 

He placed his dick on my tongue and slowly inserted it into my mouth. His soft sinewy skin touched my tongue, and I felt the grooves of his pulsing veins on his cock. He gently pulled my head closer so his cock could go deeper until I gagged. He patiently pulled out then entered again and again until I was bobbing my head on his cock by myself. I looked up at him as he closed his eyes and cocked his head back. I took joy in each of his moans because I felt each moan brought me closer to that one thousand dollars. Soon I was sucking faster, licking his dick up and down with my tongue and I even tried deepthroating—I couldn’t, it was too big—but he loved my efforts, “Good boy,” he told me with an impressed smile.

After a few minutes had passed he said, “I think what’ll help me climax is if we’re both naked.” He started to take off his pants. I paused, why did we have to get naked? I was hoping for a quick dick suck and then I could bounce. But if that’s what it takes for me to get my money, fine. 

I began undressing, and my face grew red with embarrassment as I noticed him ogling at my body.

“Mmm, very nice,” he said once I was fully naked. I uncomfortably went straight to my knees and got back to sucking his dick so I could get it over with. 

“Suck on my balls now,” he ordered. 

Balls? Disgusting. I’d never thought I’d be sucking on a man’s balls. To be fair, his balls were very well kept: they were cleanly shaven and smelled freshly cleaned. 

‘You’re almost at a thousand dollars,’ I told myself as I enveloped his balls in my mouth. He moaned in pleasure and I felt his hands reflexively grip both of my ass cheeks. What’s he doing? Whatever, whatever he needs to climax, just climax already!

As if on cue, as I tugged on his balls, he let out a loud moan and his body shuddered as he ejaculated. I shot back out of the way, he never said I had to do anything with his cum. His dick erupted like a volcano and cum sprayed all over his chest, dick, and chair. Once the volcano had finished, he scooped up his cum with his fingers and sucked his fingers dry. He repeated the process until there was no cum left. 

Gross, I thought. But I’d done it! I’d earned a thousand dollars!

As soon as I’d started my internal celebration, he spoke, “Well done son. You did great. But after I saw you naked, I had an idea for how you can get another thousand dollars.”

Oh great, I thought, dreading his idea. 

“You have an incredible ass that’d I’d love to taste. Let me eat your ass and I’ll give you a thousand dollars.”

Eat my ass? Was he kidding? Why did I have to be in this predicament? It was another easy thousand dollars but was it worth my dignity?

Again, he gave me a bit of persuasion. “Let me suck your dick as well and I bet I’ll make you cum,” he said with a sly grin. “This’ll be the most pleasurable thousand dollars of your life,” he guaranteed as he stared me down and licked his lips.

I grimaced as I stated my response, “Fine.”

“Great! Let’s go up to my bedroom for this, we both need to be comfortable.”

He took my hand, and we waddled naked up to his bedroom. We entered his massive master bedroom complete with their gold-adorned bed. There was expensive art on the walls and on the bed stand stood a picture of he, his wife, and my friend. I shivered, second guessing myself. But before I could change my mind, he pushed me on my back on the bed, “sit back and relax.”

I laid on my back with my knees up and he immediately went to town, swallowing my entire flaccid dick in his mouth and tugging on it until it grew at rapid pace. After he sucked on my balls and played with them with his tongue, my dick was fully erect. I was surprised because I didn’t expect to get hard from a man sucking my dick.

But that was only the warmup because he moved to my asshole and started sucking and licking it like he was the one trying to earn a thousand dollars. He stuck his tongue in my ass and his tongue touched places that had never been touched. He sneakily stuck a finger in but I didn’t object because within seconds he’d found my g-spot and was making me moan at will.

He kept his finger in my ass pressing my g-spot and his mouth moved back to my dick to give me vigorous, sloppy, passionate, head. Not five minutes after he brought me into his room, I was yelping in astonishment as I ejaculated uncontrollably all over myself. He watched my semen spray, but once the stream ended, he cleaned me with his tongue. He drank every drop of cum that touched my body. 

What just happened? I looked at him in shock. He still had some of my cum on his lips as he peered back at me with a smug look as if to say I told you so.

“You enjoyed yourself, didn’t you?” 

I gave a defeated nod. I couldn’t lie that was probably the best blowjob I’d ever had. And I’d never gotten my ass ate or been fingered but that was 5-stars too. Dammit, I’d have to do some real soul searching after this. 

“Since you had so much fun, I have one last way for you to make your final one thousand dollars.”
I laid my head back tired of making these difficult decisions. With how things had gone so far, I was going to have trouble resisting his next idea. 

“Let me penetrate your ass.”

My heart sank. There was no going back after this. I will have officially had gay sex after that, and I’d have to live with that fact. Plus, whenever I hung out with my friend, I’d never forget that I let his dad penetrate me. But I needed that $3k. And since I was still dazed from the pleasure, he’d just given me, I struggled to reject his offer. 

He gave me one final bit of persuasion, “If you liked me eating your ass, you’re going to LOVE me penetrating your ass. You get $3k and the best sex of your life, would you like that?”

I slowly nodded my head. He wasted no time and ran to pull out some lube from a secret spot in his drawer. He excitedly lathered his dick and stuck his dick inside me before I could come to my senses. I yelped in pain and immediately regretted my decision, but he continued like he didn’t hear me. I screamed louder until his dick could go no further. I was extremely tight; I’d never been penetrated so his dick only got in a few inches. He pulled out to reapply lube. 

I took the chance to reason with him, “Never mind, I don’t want to do this anymore.”

“Trust me son. We’re almost done with the painful part; you’ll love what comes next.”

Despite tears in my eyes, I trusted him since I needed the money and he’d been right so far. 

He slowly slid his cock back inside me until it felt like it was piercing my organs. I tried to hold my screams. He pulled out then slid it back in easier. Then repeated the process until his dick slid in and out of my ass like butter. 

Finally, a wave of pleasure came over me and I couldn’t help but moan in glee. He stared at me pleased as he increased his rate of penetration. 

“Ohh… Ohh… Ohh,” I moaned out in short bursts like I was in a massage chair. I closed my eyes in bliss.

Then he lifted my legs and pushed my knees closer to my head so I was folded like a lawn chair. He thrusted slow and deep. 

“Ohhhh,” I couldn’t help but moan. 

I opened my eyes to see him leaning over to kiss me. And I kissed back. He’d treated me too well for me not to. His lips were pillow soft and they gave me a gentle smooch. He slipped his tongue in my mouth I tasted both of our salty cum. Surprisingly, it tasted good. Even more surprising, his dick felt good. My head was in the clouds. 

For the first time, I took a good look at him. His chiseled chest and abs glistening with beads of sweat. His salt and pepper hair wet with sweat swayed to the rhythm of his thrusts. His neat eyebrows furrowed in concentration above his big brown eyes. I never realized how handsome he was. 

He must’ve noticed me staring because he gave me a cocky smile as if he knew he was turning me, which made him look even hotter. 

“Feels good now, huh son?”

“Yes Mr—” he stopped me. “Call me father when we’re in bed.”

Strange, but I tried it out, “This feels good father.” 

He moaned at the sound of his new name and that seemed to excite him because he began penetrating me with more enthusiasm. I whimpered in pleasure until his dick poked my g-spot in just the right region and cum shot out of my dick. 

“Ohhhh father!” I moaned in surprise. 

The sudden ejaculation made him want to ejaculate, so he pulled out and within seconds he’d also ejaculated on my body. A pool of his and my cum developed on stomach. He bent over and slurped it all up. Then leaned over to me and spilled the cum into my mouth for me to drink. I swallowed our cum as we passionately kissed for several minutes. Eventually, he bit my lip as he pulled away.

“I’ll go downstairs and write you a check for that $3k.”

I beamed in excitement. I’d almost forgotten about the money for a second.

“But I’d like to do this more often. Would you?” He inquired.

I nodded my head, biting my lip, “Yes father.”

He gave me one last kiss then walked away leaving me on his bed. I laid there stunned, realizing it only took $3k to change my sexuality.