4 comments/ 59259 views/ 18 favorites First Time Fucked By: atera It was a typical Thursday night for me. Home alone, watching crap on TV and flicking through my phone constantly for any sort of updates. Nothing ever changed. I'd had the Grindr app for some time, but never really thought anything of it. I just liked the attention from it really. I didn't expect anything to come from it; not friends, not a meaningful conversation, not a relationship. I was never really up for 'fun' as they liked to describe it - probably because I'm a little reserved and have never really gone all the way with a guy, which I assumed they'd all automatically expect. I should probably introduce myself. My name is Jack. I'm 21, 6 foot exactly and pretty toned. Like I said, I've never fucked or been fucked by a guy before. I've always been nervous about the pain or if I'm not good at it, but it's always something I've wanted to try. It's something I get off to. I don't really give off the gay vibe, I suppose. All of my friends are straight and don't know I'm into guys and have never suspected a thing. This one particular night changed everything. My phone buzzed and I just assumed it was just another guy starting with the typical 'hey' that I wasn't interested in. This was different. I looked down at my phone to find probably the sexiest guy I'd ever seen. Harry: Chiseled jaw, naturally gorgeous, built and a sleeve down his right arm. My type exactly. After chatting for a while, my level of arousal became unbearable. It had been a while since I'd been with a guy and impulsively asked if he wanted to come over. He agreed. I grew anxious, expecting to be catfished by some older guy that had just taken a model's photos from google images. He called asking me to come and meet him a few minutes away. My heart was pounding, but I shook it off, hoping that this guy was the real deal. I could see him waiting at the end of the road, getting closer. It was him. If anything he was better looking in person. A little taller than myself, around 6"2, with a bright white smile. He was wearing a tight white t-shirt - the sleeves tight around his large biceps, the ripples of his abs showing slightly through. He was confident. We talked back up to my apartment and he threw himself on my bed and put the TV. "I'd say make yourself at home, but you already have" I smiled at him. He laughed at me, his smile making my knees slightly buckle. He insisted that we watch a horror movie, so I agreed and climbed on top of the covers. "So you've never been all the way with a guy?" Harry asked. "No, I don't really hook up a lot." He moved in closer to me, kissing me slightly on the lips. "That's about to change" he whispered as he climbed on top of me, placing his hands under my head to bring me closer to him. My hands slid down his arms, feeling his huge muscles. He took off his t-shirt, revealing his washboard abs that I saw under his t-shirt. I copied him. His tongue moved down my neck slowly working their way towards my pecs and further towards my abs. With ease he unbuttoned my jeans and threw them off the bed, revealing my rock hard 8 inch dick through my white CK briefs. He teased me, licking along my inner thighs and along the shaft of my cock through the material. It took all the will I had not to just rip them off then and force him to take it in this mouth. Harry climbed off the side of the bed and stood up next to me. I looked straight up to his perfect face looking down at me, slightly confused. He unbuttoned his trousers and let them drop to his ankles, now stood in front of me with a tight pair of blue boxers. I could see the outline of his hard dick through them. Bigger than mine, about 9" maybe bigger. He slowly pulled them down, his amazing cock slapping against his hard abs in doing so. "I like teasing, I don't like to be teased" he smirked, grabbing my head with both of his hands, pushing it towards him. I took the head in my mouth, my hand clasped firmly around the base, slowly wanking him off. I licked every inch of it, slapping it across my cheek. He forced it back it my mouth, thrusting his hips as it went deeper and deeper in. I took it all, my nose pressed against him, slightly gagging. He moaned out in pleasure, making me do it again, his dick pulsating against my wet tongue. I could tell me was about to come, but he pulled out before he could. He let out another moan that sent shivers down my spine, I just wanted to taste his cum right then and there. "Not yet. It's your turn" he said in a soft voice, moving around to the end of the bed and climbing up towards me. He grabbed my briefs with my teeth, pulling them down, grabbed my cock with his hand and licked slowly around my balls. He was talented. His tongue made its way up my cock, flicking the head rapidly and wanking me off. He took it all in his mouth, and moved his lips to the end again, repeating this process and sucking slightly, his eyes looking up towards me. I had never been sucked like this before and I never wanted it to end. He forced me to lie on my front, spreading my arse and started to slowly lick my hole. "Fuck, you are tight" he told me, carrying on lubricating my arse. He slowly slid his finger in, causing me to clench at first. He continued fucking me with his finger and then adding a second. "Are you ready?" he asked. I just nodded. I knew it was going to hurt, but I wanted to feel Harry's huge dick inside me. I got on all fours, my tight hole preparing for him. I could feel the tip of his cock against me, slowly forcing its way inside me. The pain was almost unbearable, but in a sadistic way I didn't want it to stop. I slowly pushed back on his rock hard cock, forcing every inch inside me. He slowly started to pull back out, the pain now at its peek, biting my pillow. The pace picked up, and with the pace came a surprising rush of pleasure. I loved the feeling of Harry's huge dick inside me now, I was getting used to it. He grabbed my hips and pushed faster, harder, deeper and deeper inside me. He pulled all the way out, and lay back on the bed. I got on top of him, grabbed his dick and moved it towards my hole again. I slowly slid down it, pushing myself back up. He was smiling up at me, knowing that I loved the feeling of him inside me. My dick was harder than ever as I carried on sliding up and down me. He started to wank me off rapidly, but I forced his hand away, knowing that I would come at any second and wanted the feeling to last. My breathing got heavier, his moans became more frequent at he was deeper inside my tight hole. The only other sound was the slapping of his skin against mine. I leaned back, watching his thick dick push inside me, turning me on even more. I climbed off, lying on my back, him now moving towards the end of the bed, lifting both of my legs onto his shoulders. He forced himself inside my hold straight away, catching me by surprise and causing me to moan loudly. He was getting rougher but I liked it. Faster and faster he fucked me, the headboard of my bed slamming against the wall. He wanked me off as he carried on fucking me, I clenched the sheet of the bed in pleasure, moaning louder and louder, the pace of his dick pulling in and out of me even faster. My dick pulsated in his tight grip, causing an eruption of come all over my abs and my pecs. He didn't stop the pace of him fucking me. He slid his fingers through my cum and licked them until every last drop was gone. His dick was throbbing inside of me. He pulled out moving quickly towards the top of the bed and sprayed his load all over my face. I licked up what I could. He slid his cock back into my mouth making sure I could taste every bit of his come as he moaned one final time. He pulled out, licked the rest off my face and passionately kissed me, panting heavily. He looked at me, smiling. "I guess you liked it then" he laughed. I knew this wasn't just going to be a one time thing. I'd definitely be seeing Harry's huge dick again soon. First Time Fucked It's a long story but I had by now been the chastised slave to my former Mistress for over 6 months. Over that time I'd been conditioned to be more and more subservient. She seemed to take particular pleasure in humiliating me in front of others, especially her friends. Most Friday nights she'd have a gathering at her house with 2 or 3 friends. I would serve them, naked except for my collar and tiny steel chastity cage. They all had great fun teasing meand examining my locked little peepee. As the evenings went on they'd take turns fucking my ass with strapon cocks and dildos, milking the cum from my swollen balls. I'd thank them by bringing each of them to orgasm with my mouth. One night, as she was fucking my ass in the bitch position on a table, one of the ladies suggested that it was time for me to take the real thing. A discussion ensued, one in which was had no say. It seemed that this lady had a friend, black with a huge cock, bigger than any of the strapons or dildos I'd taken, and that he loved fucking the manhood completely out of little white boys like me. As the discussion went on I was filled with a mixture of excitement and fear. My caged little peepee was leaking cum on my belly. It was agreed that she'd call him and a date would be set for my deflowering party. A couple of days later I was informed that the party would be the coming Friday night. All week long I was on edge wondering about my fate. Friday eventually came around. Mistress gave me a bottle of Nair and a razor that afternoon telling me to remove all of my body hair and shave perfectly smooth. Half an hour later I was done. Just before guests began arriving she sprayed my lightly with some flowery perfume and applied just a hint of makeup to my face. She then had me put on some 4 inch heels and a silver anklet and practice walking in them, which to both our surprise I took to quite well. I quickly learned that it was easier if I adopted a more femine gait. I greeted each of the guests at the door, naked except for my collar, cage and heels. The guests were mostly female, a few with boys in tow. Once inside the boys had to undress, house rules. I was pleased to see that all seemed so excited about the evenings events. At about 9 Eric arrived. Accompanying him were two white boys, completely feminized in makeup, hairstyle and slutty clothing. Once inside the two white boys also removed their clothing revealing the tiniest shrunken little dicklettes I'd ever seen in person. And both had the beginning of boobies growing, with puffy nipples. As they turned around I notices that both wore butt plugs. I wondered if that was to be my fate. Eric is a monster of a man. Well over 6 foot tall probably 250 lbs, muscular with a huge bulge in his khakis. He was very pleasant as he introduced himself, reaching down to give my little peepee a squeezes with his huge hands. He gently patted my ass saying we'd get to know each other better. This evening I didn't have to serve refreshments. The other boys there took care of that task. That freed me to spend more time with rhe guests, all who delighted in telling me how the looked forward to seeing my tight white ass fucked. Many examined my locked little peepee and had me bend over so they could get a before view of my ass. It was all so enjoyable for them and humiliating for them. Likewise many of the ladiea were feeling up Eric to see what he'd be working with. About 11:00 pm Mistress announced that it was time for the main event. A padded table was brought out to the middle of the living room. I was told to lay on it on my back and my hands were secured at my side, a pillow under my head so I could see all that was gpoing on. Eric's boi's removed his clothing revealing a chiseled body and a cock like a log. Still not fully hard it was about a foot long and as thick as my arm. The audience gasped. Both sissy's dropped to their knees and began stroking, licking and sucking on that massive cock and set of balls. It was obvious to all that they worshiped it. Soon it was rock hard and pointing forward. Eric pushed his sissy's away and moved around so everyone could see his huge black cock. I was trembling, mostly due to fear when one of the ladies called for a measurement for the record. Another pulled out a cloth measuring tape and stepped forward. She pronounced the results, 14 inches long and 9 inches around om the shaft. The swollen head was even larger. As the room erupted in gasps and cheers I was nearly overcome with trepidation. Mistress could tell and soothed me by whispering in my ear that Eric's little pussybois take that cock regularly. If they could handle it certainly I could. Two ladies grabbed an ankle each lifting them into the air and exposing my butthole. Another started preparing me by lubing me up with a large quantity of lube. First one finger, soon two, three and four. She pronounced me ready and retook her position in the circle surrounding us. Eric approached stroking his monster cock before him. My ass was lined up perfectly. He smiled and told me and everyone there that I would be experiencing bliss like never before and that I'd never be the same. I had no doubt. "Ready sissy?" he asked. I meekly nodded accepting the inevitable. That huge cockhead felt hot as it rested at my entrance. I concentrated on my breathing as he gently pushed forward stretching my ass like never before. I screamed in pain until his big cockhead was fully inside and he stopped to allow me to adjust. I could barely hear the small talk about how much he enjoyed breaking in little white boys and turning them into faggots for black cock. My breathing returned and I adjusted to the stretching I was receiving. Eric soon started pushing deeper, thrusting back and forth, a little deeper with each thrust. Each thrust resulted in pain and I could feel my insides being rearranged. Soon he announced he was halfway home. Deeper he penetrated me. I could focus on nothing other than than the sensations I was receiving from the huge cock fucking me deeper with each stroke. Everything else was a blur. After what seemed an eternity I felt Eric's body press against my ass and thighs. He was all the way in! I'd never felt so full and twisted up inside in my life. I could hear the cheers from the audience. Then the real fucking began. Eric fucked me in long strokes, slowly at first picking up the pace. Before long the sensations turned to a more pleasurable. The pressure and stroking of my prostate caused my little peepee to leak cum all over my belly, eliciting laughter from the audience. After only a few minutes Eric was fucking me long and hard, showing no mercy. He slapped my ass and asked if I was a faggot sissy bitch. As the pleasure built inside me I screamed out "Yes! I'm a faggot sissy bitch. Fuck me with that big cock please!" Then it happened. I felt a wave of pleasure start deep inside of me and quickly envelope my body. I started shaking and my muscles tightened. My little peepee spewed a stream of cum all over my face and chest. My first sissygasm! I'd never felt anything like that before in my life. Eric kept fucking me right through my sissygasm.I had no clue what he or anyone else was saying. I was sweating profusely and trembling. My eyes must have rolled back in my head as everything went black. I could feel Eric's mighty cock swell and his thrusts become more rapid. Then He thrust balls deep and I was filled with hot fluid squirting deep into me. The sensation, and the mental thoughts accompanying it, caused another incredible sissygasm. I bounced around, screaming in pleasure. Again my little peepee squirted. For several minutes afterward I spasmed in pleasure as Eric stayed inside me. Eventually he pulled out. Cum was all over the place, pouring out my gaped and sore ass. As if on cue Eric's sissybois knealt, one cleaning his softening cock, the other licking up all the cum coming out my ass. Mistress scooped up my own cum off my belly and fed it to me. Eric, admiring his work, pronounced "And that ladies is how you turn a little white boy into a faggot sissyboi for black cock." I had to agree. I could barely stand when untied. My legs were shaky and my ass sore. And I was dehydrated. As I drank a bottle of water everyone congratulated me on my performance. Apparently it was entertaining. My eyes kept being drawn to Eric's big cock. He was sitting on the couch naked, his cock resting on his left thigh. Both his bois were sitting on the floor at his feet, their tiny dicklettes semi hard. Eric caught my eye and told me to come over and have a seat on his lap. Following instructions I sat on his right thigh putting my arm around him for support. His huge soft cock was mesmirizing. My mind was still entranced by the pleasur it had brought me just minutes before. He told me to stroke it with my right hand. My hand couldn't wrap around it completely. Soon I felt it getting hard in my hand. I noticed both of his sissy boys squirming and licking their lips. Obviously they were addicted. "Make it real hard so you can ride it" Eric told me. I squeezed and stroked his big tool until it was at it's 14 inch length again. I could feel the heat building inside me, wanting to feel it inside me again. Somebody squirted some lube on that cock as I stroked it to full hardness. I placed one shin in each of his powerful thighs and elevated myself. Holding onto that massive rod I impaled myself on it, taking almost all of it in one stroke. I could see everyone watcking as I bounced up and down until I was taking it all. What a glorious feeling. Eric grabbed me with two hand on my waist and helped me speed up the pace. Up and down I rode. My legs weakened and I placed my hands on his shoulders for support. Soon I felt a stirring inside again and knew I was going to cum. All at once it hit me. I started trembling and my orgasm burst forth. Screaming in pleasure I collapsed with that massive cock inside me, head on his shoulder, arms wrapped around him. Eric stood. One hand on each of my ass cheeks helifter me easily up and down. I was completely powerless, just his fuck toy at this point. Eventually he took me over to the table. Laying me face down with mt legs hanging over he fucked me from behind. His stamina was amazing as he power fucked me pulling that massive cock head out with each stroke. He smacked my ass and pulled my hair. I offered no resistence. Again and again my body writhed in orgasm. By the time he filled me with cum again I had no idea where or who I was. The flooding of my insides was too much and I passed out. At about 3 am I awoke on the floor in the fetal position. Everyone was gone and I was covered with a blanket. I crawled to the bathroom on as my legs were like jelly and my ass was so sore. Afterwards I returned to my spot on the floor and slept until noon. When I awoke I took a shower and examined my sore ass. It was swollen and puffy, and tender. I couldn't walk right for three days and sitting was rough. But I knew without a shadow of doubt that my locked up little peepee was of no consequence to me. Sexual pleasure for me henceforth would have to be obtained by being fucked by big dicked black men.