Taking the Leap

by Shae Ryllan

5 Feb 2024 1291 readers Score 7.3 (9 votes) PDF Mobi ePub Txt


I pulled up to the apartment complex called 300 Lime around 8:30 pm. I parked the car outside and took a few deep breaths. Ethan, the guy I'd been snapping all day had told me to go to the call box and enter "282" and he'd buzz me up to his room. I'd be fucking my first bottom tonight I told myself. I was aroused from his description online. He was a 24-year-old twink from Thailand, lived alone, and preferred to get fucked bareback. The only stipulation was that I didn't touch his hair, which gave me the impression that he was a pretty boy.

I got out of my girlfriend's car and entered the building. The call box had a camera on it which meant that when I rang Ethan, he'd get a full view of my face and my anonymity would be broken. Well, I made it this far, I thought, and I dialed "282" on the call box, my heart pounding with anticipation. After a few rings, a male voice said hello, I stated who I was, and the door unlatched. I found the elevator and headed up to the second floor.

I knocked as soon as I arrived and once the door opened, Ethan, the petite asian twink wearing nothing but black Calvin Klein briefs, welcomed me in. He guided me to his bedroom which was lit by the light in the hallway where I undressed, revealing my toned body and 7 inch circumcised cock. He asked me to lay down on my back in his queen-sized bed. The room was dark but lit by the light from his living room. He slid his underwear down in front of me revealing his smooth tan ass and asked if I'd like to eat him out, to which I replied with "Yes, please." 

He swung his legs over my body with his ass exposed to my waiting mouth, and I spread his perfect butt cheeks, taking a huge whiff of his smooth boy pussy. I rubbed my face into his crease, pressed my wet tongue all around his waiting hole, and I entered him. He let out a moan, arched his back and moved his hands to my cock and balls. I asked if he liked getting his ass smacked and he said "of course!" I smacked his ass and he let out a loud moan. He asked if he could suck my cock and I obliged. He took my semi hard cock into his mouth. I moaned with pleasure and worked my tongue fervently in and out of his hole and then made my way up and down his smooth taint, flicking his tight brown ball sack with my tongue and smacking his ass as I went. He started to grind his ass into my face, and I kept his cheeks spread as wide as I could. He was starting to loosen up and my 7-inch cock was now fully erect.

Ethan let go of my cock and asked if I was ready to fuck him. I said yes, and we into position next to his bed. He knelt down on the floor facing a large mirror and spread his cheeks for me on the carpet for me. I knelt down behind him and rubbed my cock up against his waiting hole. He grabbed a bottle of lube off the nightstand and applied a generous amount to my cock. I felt massive in his hands. He gave me the lube and I squeezed some on his hole and pushed it in with my thumb. He was already loose, and he told me he had warmed up with a toy before I had arrived.

I then pressed my cock against his puckered hole and told him to push back when he was ready. We held there for a few seconds. I felt his asshole ring begin to expand and I pushed deeper. He let out a moan. I massaged his hips, making my way up his back and resting my hands in between his shoulders and neck and held him there firmly. We began to rock back and forth as he took my cock deeper into his guts. His ass felt like it was vacuuming around my cock causing it to swell thicker than its normal size. I was in heaven watching my slick shaft shimmer in and out of E's hole. Our moans began to mix and he started saying "fuck, yes daddy, you like pounding my ass?” All I could say in response was "fuck yeah, you're awesome!" and "oh my god, wow, you feel so good around my cock." 

"Will you push it all the way inside of me?" Ethan asked. "I think you've loosened me enough."

"If that's what you want," I said. I grabbed both his arms and held them behind his back and pushed my cock into him until my pubes were touching his asscheeks. I began making circles with my hips as I held it there. "Fuck yes, fuck yes, fuck yes!" he exclaimed. "Are you sure you never fucked a guy before?" 

"Never," I said. "but this a great first time. You're so hot." 

"How do you know how to make it feel so good then?" he asked, and I said, "I treat your hole like my girlfriend’s pussy is all," and I continued sliding in and out of him while circling with my hips, trying to hit his p-spot with the tip of my cock. We changed positions and eventually moved to the bed where he asked to be fucked in missionary where he could feel more feminine. I obliged, and was able to slide deeper into him from that position, with his ass hanging off the mattress and his bare feet pressed against my chest. 

We were both sweaty and shimmering in the light from the living room when he finally blew his load all over his chest and belly. He closed his eyes and let out a long moan and said "fuck yeeeees." I took my cock out of him, knelt down and slowly erupted all over where he had just came, our fluids mixing in the bed of his belly. I was still hard so I rubbed our ejaculate together and slide back into his wet hole for one last thrust and came once more. We both moaned loudly and held this position, me inside his bowels and his legs wrapped around my body. I finally took my cock out with a plop and I left him there on the bed, got dressed and asked him if I could use his bathroom and he obliged. I peed, washed my hands, returned to his bedroom and we chatted a little about the experience. I thanked him and he walked me to his door, filled with my cum, both of us smiling and said our goodbyes.