Straight Boy Mansion

I scrolled through Craigslist for the third time today, looking for any new gigs for some quick cash. I’d just gotten fired from my last office job for getting caught having sex with the secretary, which was honestly worth it because I’d always hated that job and she turned out to be a super freak. But I had no money saved up, so I was in a desperate spot while applied for my next job. I refreshed the screen and suddenly a new listing popped up.

Your chance to earn $50k in one hour! I am a gay multi-millionaire with a fetish for straight men. So, if you’re a straight man, I have a fun bet for you: I bet if you give me one hour perform any sexual acts of my choosing on you—oral, massage, penetration, bondage, etc.— at the end of the hour, you will be begging for more. If not, I will give you $50k cash. Are you brave enough to accept the challenge?

$50k? In one hour? That was more money than I’d earned all last year! But was it worth it to sell my body for sex with a man? If it meant I could be financially stable and live stress-free for a year, hell yeah! I wasn’t gay, I loved pussy too much, so there’s no way I was losing that challenge.

It still sounded too good to be true though, so I replied to the listing with a bit of skepticism. To my surprise, a minute later, I received an email back.

Thank you for your interest in this bet. I’m glad you took the challenge. Please send me a picture of yourself, along with your size and weight measurements. In addition, send your sexual history with men and women. I want men with ONLY heterosexual previous sexual encounters.

I sent a gym photo I’d posted a couple days ago along with my physical measurements. For my sexual history, I added, “I lost my virginity at 16 and have had sex with dozens of women since. I have never done any ounce of sexual activities with a man.”

I was confident my application would be accepted; women had always told me I was handsome. A few minutes later a received an email back.

You have been accepted! I’m excited to meet you. I’ve attached the contract below. Please sign for your legal and financial safety and assurance.

I made it! I was still unconvinced that this was real, but I signed the contract and sent it back. The contract included legal support, safe words for sex, and a guarantee for the money, so I felt protected from getting scammed. I received a final message a minute later.

Send your address. A sprinter van will pick you up at 8pm to take you to the venue. You will be back by 10pm… unless you lose the bet and decide to stay ;)

Tonight? Wow, this guy was really horny. Well, I was unemployed and didn’t have anything planned for a Thursday night anyway. Plus, it was probably good that it I had no time to overthink and chicken out. I sent my address and waited.

At exactly 8pm, I was notified that a black sprinter van was waiting for me at my apartment complex. I went outside and the back door slid open for me.

“Hello, I’m here for…” I paused as I realized I didn’t know how to describe what I was doing.

The driver saved me from my embarrassment, “Mr. Brian Watkins?” As he said it, he turned around and I noticed he wasn’t just some regular Taxi driver. He was wearing a black masquerade mask around his eyes and no clothes except for black latex underwear.

“Uhh yes,” I said slowly, a bit weirded out by my naked driver.

“Yes, we’re expecting you sir. Get in. There are refreshments in the back.”

I hopped in, wondering what I got myself into. I spent the car ride stared out the window in silence, contemplating whether I made the right decision to agree to this.

After about 30 min, we arrived at the gates of a massive mansion. Upon entering, we drove past statues of naked men posing like in ancient Rome, however with these statues, their dick and balls seemed to be enlarged. Then, at the front, there was a large ountain with water spouting out of a gigantic penis.

The driver dropped me off at the front doorway, while another masked man in the same “uniform” helped me out the car and led me to the 10-foot-tall black front door. Even the door was sex themed, it had a knocker in the shape of a very detailed pair of testicles. The driver used the ballsack knocker to knock on the door.

Seconds later, another underwear-clad man let us in. I walked in and was amazed at the sight of luxury. Spiral stairs, shiny linoleum floor, expensive rugs, oh and hanging from the ceiling was grand chandelier in the shape of a penis. This guy is RICH. And loves penises.

The men walked me down the hall, which was decorated with wall paintings of various artistic interpretations of dicks. Finally, we stopped at an open door at the end of the hall and the masked men ushered me in.

“You will meet with Master in here. Please shower, clean your genitals, and put the white gown on. It is very important that you are clean for Master. When you’re done, ring the doorbell beside the door and Master will come shortly.”

Master? What did I walk myself into? I wonder how much he pays these servants to call him that.

The spacious room wasn’t as decorated as the other rooms; it had dull tile floor and blank gray walls aside from a space for hanging bondage equipment. The only furniture in the room was a large comfy-looking bed, a massage table, and a small table with my white towel and gown. I wanted to get out of here as quick as possible, so I took a quick shower and scrubbed my genitals like I was asked. Once I finished, I put on the white gown, which was like a paper-thin hospital gown, I guess this guy just wanted easy access to my goods. Then, I pressed the doorbell beside the door and an electronic moan rang throughout the house. I shook my head; this guy loves sex. I sat down on the bed and waited in anticipation.

A few minutes later, an unmasked man walked in followed by four masked men who took their positions in the corners of the room. The unmasked man, who was obviously the master, stopped in front of me to scan me down with his piercing blue eyes. He was a man in his 50s with a clean-shaven silver beard and well-groomed hairstyle, wearing a lavish black and gold robe.

“Welcome Brian,” he said with a warm smile.

“H-hello,” I uttered, extremely nervous.

“Thank you for your bravery for accepting the challenge. I hope you are a worthy challenger because I don’t want this to be easy,” he said with a smirk. “Here’s how this bet will work.” He snapped and two of servants came forward with briefcases.

“As stated prior, we will spend one hour together where I get to perform any sexual acts on you that I please. After the hour is over, you get to decide how we move forward.” One of the servants opened their briefcase; inside were red and green buttons in glass casing. “You will press this red button if you would not like to continue our experience. After which, I will give you this briefcase with $50k cash.” The second servant opened their briefcase which was stacked with hundred-dollar bills.

“However, you will press this green button if you’d like to stay with me a little while longer,” he said with a cocky grin.

The servants went back to their position. “You may think this opportunity is too good to be true, but I can assure you. I am VERY good at turning out men like you who think they’re straight,” he lifted my chin so he could look me in the eyes with conviction as he said it. “You see, all of my slaves you see here today were once straight men like you sitting right where you are. Yet after a taste of my dick, not only did they want to continue having sex, they wanted to be my slave so we could please each other again and again. I’m confident you will join us as well.”

All these masked men are slaves on their own free-will? I scoffed. This guy is crazy. Not only does he think I’ll enjoy sex with him as a straight man, but he thinks that afterward I’ll willingly become his slave. The narcissism is off the charts, but if his lunacy helps me get my money, he can think whatever he wants.

“Before we start, I would like your verbal consent. Do you agree to let me perform any sexual act, with your safety as my priority, including penetration and bondage during this hour?”

I gulped. This was my last chance to turn back. “I agree,” I squeaked with the most confidence I could muster.

“And do agree to follow my direction so that I can guide us both to maximum pleasure?”

“I agree,” I sighed with reluctance.

“Then let’s begin!” He said, flashing a smile. “Turn on the timer!” He announced.

A large digital clock appeared on the wall and large red numbers began the countdown.

“I’m about to change your life,” he said with a devious smile. A slave came over and took off his robe to reveal his smooth and toned body and tight black underwear. Two more slaves came over to pull down his underwear; one kneeled behind and ate his ass while the other kneeled in front to suck his dick.

“These slaves devouring my dick and ass once thought they were straight like you, until I introduced them to this dick. There’s great power in this dick,” he said, holding eye contact with me. “And I’m so glad you get to experience it today and undergo this glorious transformation as well. After today, you will realize your true purpose is to serve my cock.”

Ok this guy was nuts. Was this his attempt at brainwashing me? There’s no amount of talking that’s going dissuade me from $50k.

“Stand,” he ordered me.

I stood up. The slaves retreated while he walked over and took off my gown to unveil my naked body. “You’re going to give this body to me. Your mouth,” he said, caressing my lips. “Your dick.” I winced as he seized my dick and balls tightly in his hands. “Your ass,” he said, gripping my ass cheeks with both hands. “I can’t wait to give you this dick,” he told me straight to my face, his face inches from mine. “Look at how beautiful it is,” he said pulling down head to look at his cock. I will say, as a straight man, it was an objectively picture-perfect dick: Pinkish white, smooth, prominent head, about 8 inches long, thick, straight as a rod, and accompanied by a pair of newly shaven balls. “You’re going to love it,” he said as he shook it in his hand. Does he not know I’m straight, meaning I’m turned on by pussy, not another man’s dick?

He guided me to a nearby massage table, “Lay down on your back.” Once I’d laid down, he laid on top of me so that our dicks were touching. He hovered his face inches above mine before kissing my neck and sucking on my nipples. He grabbed some oil and rubbed my chest, pinched my nipples, rubbed my thigh area close to my dick but made sure not to touch it. It felt relaxing but I was still soft, this $50k was going to be easy money.

“Flip over.”

I flipped over and laid my head in the headrest while my dick and balls hung through a hole specifically made for them. He rubbed my back, starting with my shoulders then moved to my lower back then to my butt. He squeezed and kneaded my butt before gripping each cheek hard and spreading them to expose my hole.

“Mmmm. Gorgeous hole. It looks absolutely delicious.” He dove in and slobbered all over my hole before jamming his tongue inside. My head shot up in shock as this was the first time a tongue had touched my asshole. As his tongue dug into my asshole, to my surprise, uncontrollable moans escaped my lips, and my dick began to harden.

He motioned for a slave to come over and stroke my dick. My dick rapidly grew to a full erection while master controlled me like a puppeteer with is tongue up my anus, making me writhe and moan on command. But the finale was a repeated flickering with his tongue deep in my ass which must’ve pressed some sort of ejaculation button inside my anus because, without warning, my cock exploded its semen into the mouth of the waiting slave.

“Ohhh!” I yelped stunned.

“Having fun already?” Master sneered as I tried to figure out what just happened. “That’s just the beginning. Next, I’m going to taste that cock of yours.” I didn’t have any time to relish in what I just experienced.

“Lay on that sheet,” he ordered.

Once I’d laid down, the slaves tied up my hands and feet with ropes hanging from the ceiling. They left me there laying like a dead cockroach with my hands and feet tied up in the air. As he walked toward me, I realized I was at his mercy.

A slave brought him a chair and he sat in front of my dick as if he was at the dinner table and my dick was his meal. He grabbed my flaccid dick, still recovering from ejaculating just a minute prior, and played with it in his hands. “What a cute cock. I’ll make sure to treat it with care,” he said smiling at me.

He kissed my dick head then started tongue kissing it. My dick danced in delight. As it grew larger, he licked it up and down until it was rock hard. Then, he slid the entire cock down his throat with ease. He made sure to look at me while he was deepthroating my entire cock to show that the size of my staff didn’t faze him.

Next, he motioned for two of his slaves to join. They knelt down and each took one of my testicles in their mouth, playing with them and pulling them opposite direction. I squirmed trying not to bust so easily after the first time. He sat and watched me, amused by my efforts, but decided to put me out of my misery by stuffing my dick down his throat as well. They looked like a three headed blowjob monster as the three men engulfed my dick and balls in their mouths. The difficulty to not cum in that moment was impossible. Within seconds, I was erupting once again. He directed the stream onto my stomach so that his slaves could slurp it up. But once the stream stopped, he stuck his mouth back onto my cock and sucked out any jizz it had left in it. I groaned, almost in pain with how much pleasure he was causing. He sucked me off until it returned fully soft while I reveled at the euphoria that I’d just experienced.

Master stood up with a disappointed look on his face, “This is too easy Brian. I hoped you’d be more of a challenge.” I laid there ashamed that I’d cum twice in less than twenty minutes. “You look like you’re having too much fun, so now it’s your turn to please me.”

They untied me and strapped me to a contraption that held my head and arms in place while my butt stuck out. He brought his chair in front of my face so that this time I was the one eye level with his dick and balls. There I was, staring at the dick that had turned so many straight men gay. I don’t know if it was his brainwash was working or not, but its smooth veiny skin seemed to give off an alluring glow.

“This dick wants to be in your mouth. I want you to savor this dick and cherish it filling your throat,” he said, bouncing it against my lips. It was tempting, but I refrained.

Seeing my refusal, he gave a signal, and the slave with the biggest dick went around to my backside and stuck his lubed tip in.

“Ow!” I squealed.

“Shh shhh,” he crooned, placing his dick on my lips to keep me quiet. “Relax,” he said, caressing my hair.

I gritted my teeth as the slave patiently slid his cock deeper into my ass. The penetration hurt like hell, but I’d agreed to let this happen. This is what I had to do if I wanted the money. I groaned with the insertion of each inch but, after what felt like eternity, the slave’s dick was completely in my ass. “Good boy,” master said, sliding his dick along my face. Then, the slave began thrusting his cock in and out.

“Ohhh… Ohhh…Ohh,” I said after every thrust.

Master took notice of my mouth opening for every moan, and after a particularly loud moan, he snuck in his cock. I was surprised, but I didn’t reject it. His dick tasted sweet from his precum and was smooth against my tongue. I didn’t know how to suck cock, but he guided me by pushing my head up and down his cock. I tried to deepthroat it like he did, though I didn’t get very far. Master noticed I’d tried, so he helped me out by ramming my head down his cock and forcing his dick down my throat. I gargled and couldn’t breathe, but it worked, his entire shaft was in my throat. He let me go and I choked up spit and gasped for air.

“Good boy!” he praised as I basked in the fact that I’d deepthroated his enormous cock. “You like the taste of my cock?” I licked his precum from my lips as an answer.

“Then you’ll love the taste of my balls.” He pulled my head onto his ballsack. I gladly swallowed them both, sucking the sweat off each testicle and twirling them with my tongue. His dick rested on my nose and the musk of his dick and balls smelled incredible. The scent was so intoxicating that I was disappointed when he eventually pushed me off of them.

“That was great, but I can’t wait any longer to stick this dick in your ass.” He took my chin and made me look up at him as he spoke in a soft yet serious voice, “You’re going to love every inch my dick inside you. You want my dick in your ass, right?”

I gave a slight nod before stopping myself and realizing what I was doing. He smirked, knowing that my confusion over my sexual orientation was beginning to set it.

“I can’t wait to hear how you moan from my dick,” he taunted as he walked around to my ass and lubed up his dick. Then, he slid his dick up and down my ass crack, even squishing my ass cheeks together for some resistance so that it felt like he was penetrating me without penetrating me. My hole widened open in anticipation as if pleading for it to be next.

He stuck his tip in. Since the slave had loosened my anus, the pain was mainly gone and a wave of pleasure overtook me as he slid deeper inside me. In no time, my ass was filled with his cock, and his balls rested against my ass cheeks. His balls began clapping my cheeks as he started pummeling me with speed. Almost feminine sounds left my lips My moans vibrated under the rapid penetration,

“Ohhhhh yeah!” My moans vibrated under the rapid penetration with an almost feminine pitch. A slave kneeled below me and started sucking my dick. Another slave stood in front of me and filled my mouth with their dick. Master grabbed the headboard for leverage and unleashed an aggressive pounding of my ass. My screams would’ve echoed through the room if the slave’s dick wasn’t muffling them.

Above the rattling of the headboard, the loud smacking of his hips against my ass, and my nonstop howling, he shouted, “Take this dick! You’re a slave to this dick! I’m the master of your body!” He spanked my ass which induced more of my wailing. “You submit to me because I am the only one who can please you like this.”

My ass was full of cock, my mouth was full of cock, and my cock was filling a slave’s mouth. This was unlike anything I’d ever experienced and it the most pleasurable sex I’d ever had.

“I’m your master! Say it! I’m your master!’” He squeezed my neck with one hand while he deepened his thrusting and spanked my ass repeatedly with the other. But the pain only added to the pleasure, until I was overwhelmed.

My cock spewed its load into the back of slave’s throat. My entire body shuddered in ecstasy as my dick pulsated and his dick rested in my ass. Overcome with emotion, I shouted through tears, “You’re my master!” I whimpered in acceptance, “I’m you’re slave!”

“Ohh, come here baby,” he said releasing me from contraption and giving me a hug. I sobbed in his arms as I accepted that he held the key to my most pleasurable experiences. We maintained our embrace until my sobbing stopped. After which he took my hand and led me to the bed.

We laid down and he comforted me with cuddling by spooning me under the covers. He gently caressed my arm and back which felt like touches from angel wings. After he felt I’d recovered, he slid his dick into my ass and began slow deep strokes. My eyes rolled back in bliss, and I moaned incessantly. He pulled me tighter against his body, wrapping his elbow around my neck and his legs around mine. I couldn’t move and was under his complete control, unable to do anything but accept his big dick thrust as deep into my ass as he wanted. Yet I felt safe in this position; I felt safe and satisfied with his dick. “You like me being in control of you and sliding my big dick in your ass?”

I nodded with enthusiasm, gripping his muscular thigh wrapped around me

“Say, ‘yes master,’” he said, biting my ear.

“Yes master!” I said without hesitation.

“Are you my slave?” He said, poking his dick deeper into my ass.

“Yes master!” I moaned aloud.

He kissed me. “I want you to join us. I want to please you more. Don’t worry about the money. Master will take care of you.” He interlocked his fingers with my hand.

I’d almost forgot about the money. I wondered how much time I had left in the challenge, but I didn’t care, I just wanted to his enjoy his dick right now. When he was inside me, I felt figuratively and literally full.

“You won’t have to worry about anything except serving my dick. You want that, right?”

“Yes master!” I pushed back on his dick in agreement.

He kissed my neck and continued his hypnotic slow thrusts until we heard a buzzer.

“It looks like our time is up sweetie,” he said, softly while he continued his peaceful thrusting.

A slave came forward with the briefcase and held out the two buttons.

“Do you want me to stop… or do you want me to keep going and join us.”

“I want you to keep going!” I pleaded, clenching his arm so that he wouldn’t pull away.

“Then press the green button silly,” he said with a chuckle.

My hand shot out and pressed the green button.

“I’m so proud of you babe! That’s the best decision you ever made.” He kissed me all over my back. “Let me prove it to you.”

He reached around and started stroking my cock. As he did, he increased the pace of his penetration until the bed was shaking and I was screeching with glee. Just before I climaxed, a slave came over and put a jar over my dick, so that I ejaculated into the jar. All the intense emotions led to this climax being the strongest I’d ever felt and I released my biggest load ever.

The slave put a lid on the cum-filled jar and withdrew. “You’re first ejaculation since joining the family! It’s such a big moment that it’s our tradition to save it.”

He turned me toward him, and we kissed with the utmost passion. We traded saliva, bit lips, wrestled with our tongues. After minutes of this, he pulled back. I didn’t want to let go.

He looked at me with a huge smile, “I know you crave this dick, but I’ll be back for more soon. Get dressed, we have a ceremony for you.”

He kissed me goodbye then left.

I laid there on the bed alone in a puddle of sweat and semen. And, in that moment, I understood my new purpose in life.

That night, we had a celebratory dinner with the family. There were about twenty slaves around a large oval table, and I was one of them, wearing my mask and black latex underwear. We ate delicious steak and potatoes, of course in the shape of a penis and balls, as the slaves excitedly asked about my experience with master. At the end, a slave passed out glasses of red wine then poured a little bit of white cream from a jar into each cup. I assumed it to be my jar from earlier.

Master stood up with his glass in hand. “Tonight, we will drink Brian’s first ejaculation as part of the family. After we drink this, he will be an official member. Let us drink!”

Everyone raised their glasses and downed their cum-filled wine glass. Upon completion, cheers rang throughout the dining hall.

“Brian, welcome to Straight Boy Mansion!” He said, giving me a kiss.

I beamed with pride. I felt accepted. I felt loved. I felt at home.