Date: Tue, 11 Jul 2023 12:09:52 -0400 From: Ben Nelson Subject: Ben's Life 28 -- Taking Will Category recommendation: Bisexual / Adult-Youth Disclaimer: This story is based on a real experience from my life and some fantasy, but I have changed the names and locations. This story contains explicit male-on-male consensual sex. If you enjoyed this story, please donate to Nifty to help maintain the site and archive: http://donate.nifty.org/ When we landed, I lent him my cell phone and he called his mom to see where she was at. It wasn't on speaker mode, but she was talking so loudly that I could hear every word. It turned out that she had forgotten that he was coming home and was down in Florida visiting friends. It was 6:00 in the morning, but from how much she was slurring, I could tell she was drunk. Sounding as if it was something normal, she said she wouldn't be home for a few days and that there should be plenty of food at the house for him and then hung up. WTF?! No "I love you" or even "bye." She didn't even ask how he was going to get home. I looked at Will stunned, but instead of looking hurt, he just looked a little bit embarrassed. I ordered a cab that drove us to his house. It was a nice enough house, but you could tell that it wasn't taken care of very well, and on the inside, it was an absolute mess with little to no food. I told him that I couldn't leave in there and that he was coming to stay with me until we could figure things out. Will threw himself at me and gave me a big hug before running to his room to grab some clothes. He left a note saying he was staying at a friend's house and left my number. Another cab, a ride up the elevator, and we arrived at my place. "You live here?!" Will asked in astonishment around my apartment before walking to the giant window that gave me an excellent view of downtown. "The guy who owns the building lets me live here. I run and manage all of his properties in town, and this is one of the perks of the job," I replied, "I'm glad you like it." I walked up to him and hugged him from behind. He turned his head, and we began kissing as the city below was waking up as the sun broke over the horizon. As we stood there, our lips locked in bliss, he started grinding his tight little ass against my cock which was straining to free itself from my pants. I couldn't take it anymore and dragged him to my bedroom. I dropped to my knees and yanked down his tight shorts. His dick sprung out straight, rock-hard, his mushroom tip slick with precum. I took his cock easily into my mouth. Looking up at him, I began bobbing up and down on his cock, taking it all in and burying my nose in his crotch. With one hand I reached up and pinched his nipples while the other finger fucked his hole. Will was moaning, but it grew louder when I stuck a second finger in his ass. As I got a third in, I could tell he was going to cum soon, so I started jerking his shaft and sucked his head. He erupted into my mouth. I savored every drop. I stood up and began undressing. I shrugged out of my suit jacket and began to untie my tie. Will began unbuttoning my vest and shirt as fast as he could. Once nude, Will went to kneel, but I stopped him. Throwing my pillows to the side, I laid down flat on my bed and told him to get into the 69-position with me. Just like on the plane, he couldn't take my entire cock into his mouth and throat, but he eagerly bobbed up and down on my meat. While he worked on my dick, I let my tongue explore his sweet pink hole. He moaned in delight and sucked with renewed vigor. I loved lapping at his hole, and I wanted to fuck him badly, but I needed to prep him first. I reached over to my nightstand and pulled out some lubricant and a few toys. I smeared a glob of lube around his hole then grabbed the smallest vibrator I had, turned it on, and slowly inserted it into Will's rectum. Will gave a whimper, but I just told him to relax and began to slowly push more of it into him. Once he got comfortable, I fucked his ass with a dildo of a larger diameter. I could feel his dick oozing precum onto my chest. He was trying to take more of my cock into his mouth, but he started choking. "We'll work more on that later," I told him, "Let's get cleaned up." He looked a bit disappointed, but he followed me to my walk-in shower, nonetheless. I grabbed some soap and began fondling his balls and his shaft. Holding onto his dick, I pulled him into a kiss. We spent nearly an hour washing each other, letting our hands roam our bodies. At one point I sat down on an in-wall bench. I bent him over my knees and cleaned his hole out with a showerhead enema attachment that I had been introduced to when I was younger than Will by my first lover, Davis (I still miss him so much). Before I let him dress, I told him to put one of my anal plugs in. He got on my bed on all fours and with one hand guided it in, keeping eye contact the whole time. I was so turned on watching him insert it, but my stomach was also growling, and I knew we had all day to fool around. Plus, I had some surprises for Will during brunch. We walked down the road to a local restaurant owned by a friend. I got us a booth in a corner and ordered some food. While we waited for our food (it was a busy day and the place was packed), the owner, Theo, came and sat in the booth with us. I decided to have some fun: unbeknownst to Will, the anal plug vibrated...and I had the remote. Theo and Will were chatting when I reached into my pocket and hit the button to send a single pulse. Will's leg jerked and his knee smacked the table. Will apologized and it took everything not to snicker. Will looked at me searching for an answer when I winked and sent another pulse. His eyes widened in sudden realization and his hand found my knee squeezing it; I'd never be sure if it was a plea to stop or a plea to continue (maybe both). I hit a different button and it sent a preset rhythm and speed. Will fidgeted and Theo asked if he was okay, but Will just said he was really hungry. Theo said he'd go check on the food for us, as he left, he leaned in so only I heard him, "Don't torture the boy so much." "You're such a jerk," Will whispered and smacked my chest playfully after Theo walked away and I turned the vibrator off. "What would life be without having a bit of fun?" I asked, sending one more pulse. After I paid the bill, we walked around town for a bit just enjoying the beautiful day. We teased each other throughout the day pinching and groping each other until it became too much for me and I dragged him back towards my home. About a block away I turned the vibrator on, and Will was openly moaning and whimpering, but trying to hide it. Once inside the elevator, Will fell into my embrace and began kissing while my hands latched onto his ass cheeks. We didn't stop making out even as we walked through the foyer of my place and tore some of our clothes off as we made it to my bedroom. Will climbed into my bed, turned his ass up towards me, and I pounced on it. In one swift action, I grabbed the fabric of his shorts and tore a hole in them right down the seem exposing his supple teen ass and the still vibrating plug. Will tried to protest the destruction of his shorts, but as he was trying to get the words out, I slapped his ass which left a nice handprint on his cheek. I pulled the anal plug out and buried my face in the pink tender meat. Using my index fingers, I stretched his hole as I licked his hole. After rimming him for a few moments I withdrew and then tore his shorts some more down the center seam until his balls and cock were freed from his fabric prison. I began slowly stroking his shaft and licked from the tip of his cock all the way down to his taint before I resumed eating him out for a little bit longer so I could use my fingers to make sure his hole was ready for my girth. His moaning was enough to send me over the edge, so I decided it was time to fuck. I grabbed some lube and aligned the head of my cock with his virgin hole. As my mushroom head touched his sphincter, I felt the muscle tighten. "Just relax," I said to him running my hand slowly along his back to comfort him, "Breathe. Just control your breathing and relax." When I tried pushing it in, he was still too tight so I grabbed a small bottle off my nightstand that I knew would help. Will watched as I took a snort and then handed the bottle to him telling him to do the same. He acquiesced and when the fumes took effect, he shook his head a bit. I told him to do it again but from the other nostril and he complied. I could see his body relax and started to push the head of my cock against his boy hole. Once my mushroom head pushed beyond the muscled ring of his sphincter, I heard him gasp and whimper. "Oh, fuck," Will let out with a moan and whimper. God, he was so tight. I let him take another hit from the bottle and I felt his body relax. Inch by inch I impaled him on my cock. When buried to the hilt, I just left my cock in Will and let him get used to the size. After giving him a moment to adjust, I slowly pumped my dick in and out. His moans of pain started turning to sounds of pleasure. "Mmmmpppphhhh...oh, Ben...keep going..." He moaned, "Oh, yeah...oh, fuck..." I steadily increased my pace. "Oh, fuck...more, Ben," he said breathing heavily, "I want more." Hoping I wouldn't hurt him, I started thrusting into him. "O-o-o-ooooooh..." He moaned loudly, "Fuck, fuck, fuck..." After another minute I couldn't prolong my orgasm any longer and I filled this teen's virgin ass with my nectar. I rolled off to the side while Will just collapsed into the bed, his face buried into a pillow. I turned on my side and started massaging his ass. Will wiggled his butt and pushed it more into my hand. I could hear moans, but he was still face down. When I stuck two fingers in, he turned his head, he was seductively biting his lip and had a hungry look in his eyes. 'Round 2,' I thought. I pulled him closer to me and we kissed. It didn't last long as Will straddled me and guided my cock back into him. With my hands on his hips, he bounced up and down my shaft. "Oh, Will...mmmm...you feel...so good," He didn't say a word, he just closed his eyes, tilted his head back, and moaned as he rode me. He was enjoying himself but so was I (his ass felt amazing). I let him ride me for a while until I pulled his face to mine. As we kissed as I began to rapidly fuck his ass. His moans could've woken the dead, but they were muffled by our kissing. Feeling my orgasm approaching, I wrapped my arms around him and gave him everything that I could. Thank God, I live on the top floor penthouse so no one could hear all of the noise we were making. When I climaxed, I sent several ropes of jizz into his boy hole. We just stayed in bed a while longer kissing before getting cleaned up and going to sleep.