First Time on Grindr

“That’s the one,” I said to myself.

I stumbled upon Alan—a handsome middle-aged white man who was a muscular bear and a power top. 

I’d been scouring Grindr for days now looking for the perfect fit. I was straight but always had gay curiosities since high school. The thought of being a bottom to a dominant top gets me hard immediately, and even harder if the thought is me as a black guy getting dominated by a white man. I’d always been too scared to act on it though, in particular the pain of taking my first dick. But after I’d finally accomplished the feat of intaking an entire 7-in dildo in my ass, I felt I was ready. 

“Hey, I’m looking for my first gay experience. Would you like to be the one to show my what I’ve been missing?” I messaged him. 

He messaged back a few minutes later. “Most definitely. I don’t mind corrupting the innocent. But are you sure you’re ready for my cock?” He sent me a pic of his rock-hard veiny dick gripped in his hand; it looked massive. 

I worried that it might be too big for me, but there was only one way to find out. I licked my lips, “Yes please, and don’t take it easy on me.”

“Excellent. Free to come by in the early afternoon this week? That’s when my wife and son will be away at school,” he said.

Wife and son? I hadn’t intended to be someone’s manstress. But I guess I couldn’t expect an older guy this hot to be single. 

“Ok, tomorrow?” I was so horny and wanted to have him inside me as soon as possible. I was hoping he could do it that night, but apparently his wife and son were home. 

“Yes, my address is 234 Red Brick Road. Meet me at 12 pm and park across the street.”

“Yes sir, can’t wait!”

And just like that, I had the dick appointment that I’d always dreamed of. I stuck my silicone dildo in my ass fantasizing that it was his cock, and I realized that tomorrow it would be.  

---

I pulled up to the house right on time and parked across the street like he’d ordered. The house was a large modern house in a quiet suburban neighborhood. He likely had a good job and lived a comfortable upper middle-class lifestyle. These were the type of people my black parents hated. They were second-generation immigrants and worked relentlessly to barely make lower-middle class. While this guy was slanging dick during the middle of the workday and would still likely get a promotion at the end of the year. But my parents’ hatred toward these people only made me curious, and now I was going to see what it was like to have their cock in my ass. 

I knocked on the door, sweating bullets with nerves. Would it be everything I’ve dreamed of? Will I be able to take his dick? Will it be painful? I only told him don’t take it easy on me to be flirtatious, but I definitely wanted him to ease me into it, especially with his dick being so big. 

A man opened the door wearing a white robe, and a sly smirk spread across on his face. He was just as handsome as his pictures with a sexy movie star beard, short brown hair, and sweet brown eyes. 

He looked me up and down in my shorts and t-shirt and Nike dunks. I didn’t know what to wear to a dick appointment, I wasn’t sure if I’d underdressed or overdressed. But while I wasn’t sure about my attire, I was confident in my physique. I used to run track and still frequented the gym, so I was toned and in shape. 

He seemed to like what he saw because he opened the door wider, and said, “Come in.”

There were no normal greeting formalities, I was just suddenly in his house, following where he led me. He didn’t even know for sure if I was the right guy. The confidence showed me that this wasn’t his first rodeo, although it was mine. 

“Take a seat,” he said gesturing to a nearby sofa. 

I sat down and surveyed my surroundings. Everything looked new, or maybe it was just clean. He was definitely well-off. Even the sofa I sat on felt expensive. 

“Would you like some wine?” He asked as he poured himself a glass. Wine? Wow this was truly a different experience than I was used to, but it made it exciting.  

“Sure, whatever you’re having,” I didn’t know the names of many wines.

He handed me my glass and sat down on a sofa next to mine. He gazed at me for a second before he smiled and said, “Nervous?”

“Uhh yeah this is my first time. I—”

“Don’t worry, I’ll take good care of you. But it’s good practice to have a safe word. Sometimes I get carried away,” he said with a gentle smirk. “Our safe word will be ‘indigo,’ that’s my favorite color,” he said, sustaining his smile. 

“Ok.” The safe word made me feel safer, I was a little worried why I might need it though.  

He gazed at me a few more moments while he sipped his wine, never taking his eyes off me. Right when his stare was starting to make me feel uncomfortable, he said with an air calmness, “Take off your clothes.”

“Right now?”

He didn’t budge. I anxiously took off my shirt and pulled down my shorts. 

“Slowly,” he sternly demanded. “Entertain me.”

Oh, that’s right I was supposed to be sexy. I turned around and tried to imitate what I saw in the pornos by slowly pulling down my underwear to reveal my bubble butt then holding it there for a moment to make my ass look enticing. Then I turned back around to face him and slowly lowered my underwear until my rock-hard dick flung up. I was already full erect; this was the first time I’d undressed in front of a man, and it was fun. I self-consciously stared at him naked as took his time ogling my body and took another sip of his wine. 

“Untie my robe,” he ordered.

I quickly ran over to untie his robe and revealed his fully flaccid dick. I was a little embarrassed that I hadn’t made him hard at all, but I guess he was well experienced.

“Get on your knees and suck my cock.”

This was the other part I was nervous about. I’d practiced giving my dildo a blowjob over and over, but I’d never sucked a real cock. I just didn’t want to mess up and accidently use my teeth. His limp dick made me determined to impress him and make him hard.

I swallowed his soft dick, tugged on it, and sucked on his hairy balls. His dick slowly grew which encouraged me as I slid his cock up and down my throat. Soon I could feel its veins bulging against my tongue, giving me the indication that he was now fully erect. I tried to deep throat it but to no avail, it was huge, it must’ve been 8 inches. I hoped my ass could take it. 

“Don’t hurt yourself,” he said with a smile. He took my chin and raised it to his mouth holding it there until I smelt the wine on his lips. Then, he pressed his lips against mine. Butterflies lurched in my stomach as I kissed my first man. His beard hair brushed against my face as his tongue twirled in my mouth. 

After a few minutes, he pulled away and stood up, looking down at me and I looked up at him waiting for what was next. He took off this robe, leaving it on the floor and took my hand to lead me. I was hypnotized watching his burly ass guide me to his bedroom. 

As soon as we arrived in the bedroom, he threw me on the bed face down and perked my butt up in the air. He smooched my butthole, licked the nervous sweat from my ass, and stuck his tongue in my butthole. He wasted no time sticking a finger in as well, then two, up to his knuckles. 

After that brief warm up, he pulled me closer to him to the edge of the bed and situated me on my knees doggy style. He smacked his lubed dick against my ass which made a loud sound due to his size and sent vibrations through my body. He was going a bit fast for my liking, I would’ve liked a bit more time to mentally prepare, but I realized I’d been mentally preparing for weeks, this was no time second-guess myself and chicken out. I took a deep breath and prepared for insertion. 

I felt the warmth of his tip against my butthole, then with a little push he was in. It was happening! This was no time for celebration though as he continued to slide it in deeper. Every time he reached some resistance, he’d just pull back for a second then slid it further in. His dick then reached a limit in my asshole, likely the 7-inch point I’d prepared for. My anus wasn’t ready for 8 inches.   

When his dick hit my apex and seemed to poke my lungs, I lifted my head to make it easier to breathe and saw a picture of his family. I felt a twinge of remorse, but the overwhelming naughtiness of the situation caused his penetration to feel even more pleasurable. I made eye contact with his wife as her husband drove his dick inside me with long deep strokes. 

I was taking his dick well; it wasn’t nearly as difficult as I thought. I had just begun to give myself a mini celebration when he began to pick up the pace. Same deep strokes but they increased in speed. My groans got louder and louder as he thrusted faster and faster, until I was moaning so loud the neighbors could’ve heard, but he was penetrating me as if he wanted them to. Eventually he slowed down, but by then we were both glistening with sweat. 

He pushed my flat on my stomach and laid his heavy hairy body on top of me, while he kept his dick in me the whole time. He continued thrusting long and deep as he laid on top of me. He grabbed my neck and bit my ear, whispering, “This ass is mine and I’m going to destroy it. But you’ll still be begging for more. Isn’t that right? You want some more cock?”

“Yes daddy,” I whimpered. It felt so good to be dominated. He was on top of me so I could move, squeezing my neck in his hand, and had his dick deep inside me. I was totally helpless and he was totally in control.    

“Good boy,” then, using gravity and his weight, he jammed his dick down my hole, attempting to breach my anal limit. I shrieked but he stifled my screams in a pillow. Pain shot up my ass, I didn’t know if it was good or bad pain yet. He kept applying pressure to shove his last inch in my hole, but my anus was rejecting it and I frantically racked my brain to remember the safe word. 

“Indigo! Indigo!” My cries were muffled by the pillow but were still audible.

“In I go? Deeper?” He said sarcastically. In that moment I knew he wasn’t going to let up and I just had to take it. I tried to stop resisting and just allow him in deeper despite the pain.

But then he stopped, or rather he was forced to stop as there was no further he could go. His entire dick was in my ass!  

“See? Was that so bad?” He crooned and kissed me on the cheek.

I panted trying to catch my breath, just relieved it was over. 

He kissed my neck then my back then finally removed his penis to kiss my ass, like he was congratulating it for taking his dick. 

But the break was short lived as he flipped me over then picked me up. He carried me to the dresser and sat me on top of it where more family pictures and trinkets rested. He threw my legs over his shoulders and pushed me against the wall. My body was tightly folded and I had no where else to look but deep into his brown eyes. He stared back at me for a moment then kissed me with new intensity, before he stuck his penis back inside me. He started slow, staring me down. 

I took a second to admire his attractiveness. He had a buff chest with its chest hairs shining with sweat. He clenched his chiseled jaw beneath his well-kept brown beard accentuating his soft pink lips. His piercing eyes seemed to penetrate my soul as his cock penetrated my ass.

“You’re mine,” his whispered.

“Yes I am, daddy,” I moaned between thrusts.

He gradually ramped up, thrusting harder and faster until the dresser was shaking and knocking against the wall. The family pictures clattered to the floor and my loud moans added to the raucous. Surely the neighbors could hear us now. 

Suddenly, he made a loud groan of his own and his body shuddered. Next, warm liquid shot up my ass. I moaned as I cherished the never-before-felt sensation. His body continued its slight tremor as the last of his semen dripped into my ass. 

He looked me in the eyes and smiled, kissing me passionately. I was glad I had pleased him and even more glad I survived. He pulled out and laid with his back on the bed, gesturing me to lick him clean. I hopped down from the dresser and eagerly swooped down to slurp up his cum. I was in the middle of sucking his dick dry when we both heard a door slam and someone say, “Honey?”

I froze with his dick still in my mouth and I looked up at him. For the first time, I saw this confident man with fear in his eyes. He shot up and searched for a place to hide me in a panic. 

“Get under here and don’t make a sound.” He threw me under the bed. Not a second after he sat back on the bed, his wife opened the door and came into the room.

“Hey I—” then she saw him naked laying on the bed. “Were you masturbating again?” She said with a laugh. 

“Yeah, thinking of you,” Alan said. 

“Is that so?” She leaned over and kissed him. The same lips I’d kissed just seconds before. 

“I’m in the mood. Get in the shower and I’ll meet you in there,” he said.

“Oh ok,” she said excitedly. “By the way, I came home early because Grant was feeling sick. They called you, but you must’ve been busy working. You should check on him first and while you do, I’ll be waiting for you in the shower.”

She kissed him again and walked to the shower, closing the bathroom door behind her. As soon as she turned the water on, he ran to grab me from under the bed. “Quickly! Get your clothes and get out of here!” He urgently whispered. 

We ran out of the room on our tip toes, and he guided me to my clothes. I hurriedly put on my clothes and as soon as I put on my shirt, I looked up and saw their son staring at me from the stairway. Alan didn’t notice and I didn’t want to tell him. I ran out of the house in a hurry and didn’t look back.