#First Time

It all kicked off one humid evening last fall. I'd been out jogging, drenched in sweat, and came home to an empty house - or so I thought. I peeled off my shirt and shorts in the laundry room, figuring I'd cool off before hitting the shower. Bare as the day I was born, I wandered toward the stairs, only to nearly crash into my mom, Ellen, coming out of the kitchen with a glass of iced tea. Her eyes widened, locking onto me - not my face - and she choked on a sip. I froze for a split second, then darted upstairs, my face burning as her stunned silence echoed in my head. Ellen's a knockout - 5'5", lean from her morning hikes, with jet-black hair cropped just above her shoulders, gray eyes that spark like storm clouds, and a figure that still draws stares, even at 44. She didn't mention it after, but I started catching her looks - quick, curious glances when I'd lounge in boxers or towel off after a swim. It planted a seed, something dark and thrilling I couldn't shake. That night, alone in my attic room, I let it take over. I locked the door, sprawled on the bed, and lost myself in the thought of her. It was reckless, messy, and left me dizzy. Mom had been single since Dad bailed years ago, barely dating, just the two of us rattling around the house. No one else to judge me - she was all I could see. I got bolder, orbiting her like a moth to a flame. I'd linger when she cooked, brushing past her in the tight kitchen, my hand grazing her waist. She started leaning into it - asking me to zip her dress, knead her shoulders after a long shift at the hospital. One afternoon, she flopped on the couch and tossed me a bottle of oil, pointing at her back. I worked my hands over her, feeling her muscles loosen, her breath hitch. She rolled over once, giving me a glimpse under her loose tank top - no bra, just skin. My pulse thundered. A few nights later, she upped the stakes. She'd been gardening all day and asked me to rub her aching arms. She sat on the ottoman in a thin sundress, sleeves rolled up, dirt still smudged on her elbows. I started at her wrists, moved to her forearms, then higher. She didn't stop me, just tilted her head back, eyes half-closed. I could see the outline of her body through the fabric, the way it clung to her. My hands shook as I slid them along her shoulders, daring to dip lower. She broke it off there, sitting up with a soft, "That's good, Ethan - thanks." She padded off to wash up, leaving me wired and second-guessing. I thought about following her into the bathroom, steam curling around us, but if she'd pulled back then, what would she do if I pushed that far? I stayed put. The next jolt came out of nowhere. I was in my room the following morning, blinds half-open, working myself up again. The door creaked - Mom with a stack of clean towels. I yanked the sheet up, mid-stroke, but not fast enough. She didn't flinch, just grinned and said, "Hey, it's your space - no big deal." She dropped the towels, leaned in to ruffle my hair, and her fingers brushed my bare chest. Then, like it was nothing, she tugged the sheet down a bit, teasing me with a light touch. I unraveled in seconds. After that, we started crossing lines - tentative at first, then bolder, hands exploring, mouths following. Days later, it went all the way. We were in the living room, her stretched out after a shift, me rubbing her lower back. I was in gym shorts; she had on this flimsy nightshirt. She turned, grabbed my wrist, and pulled me down. "Wait here, " she said, then came back with a condom from her purse. She pushed me onto the rug, straddled me, and moved like she'd been waiting for it as long as I had - fierce, unapologetic. It was the wildest rush I'd ever felt. Now, we steal nights when the house is quiet, maybe once a week, tangled up in her bed under the skylight. I've been wondering about finding someone else - a girl who'd roll with it, maybe dive in with us. For now, though, it's just Mom and me, chasing this strange, electric thing we've built.

During my summer break, I always needed to supplement my allowance. I was 19, owned an old pickup truck, and it guzzled gas like nobody's business. With nothing better to do, I took a job at a hotel - mostly schlepping luggage to rooms and the like. The hourly wage wasn't exactly generous, but I did alright for myself. I was friendly, quick on my feet, and that earned me some decent tips. One afternoon, a sleek, vintage Cadillac rolled up - a real beauty, despite its years. I hustled over, opened the door, and out stepped a silver-haired guy, sharp-looking for his age. He tossed me the keys, told me the bags were in the trunk, and asked me to bring them to his room. Then he was off to the front desk without a backward glance. I parked the car - a sweet '72 DeVille with a smooth purr - in the lot, grabbed the luggage from the trunk, and headed to the desk to get his room number. Up I went to Room 214, but the guy wasn't there. I set the bags down by the bed and sighed - there went my shot at a tip, or so I thought. Still, driving that Caddy for a minute made up for it. The day dragged on with nothing much happening. Just before my shift ended, the guy from 214 called down to the desk. He ordered a late-night sandwich, a chilled bottle of Chardonnay, and a shot of bourbon. Since nobody else was on bellhop duty, they asked me to handle it. I loaded up a service cart with his order and took the elevator to the second floor. The door to 214 was cracked open, but no one answered my knock. I pushed it wide, rolled the cart in, and heard a voice from the bathroom telling me to set everything by the armchair. I did as instructed, plated the food, and poured a glass of wine. I was about to leave when my eyes landed on the bed - a mess of sheets and a DVD case sticking out. Curiosity got the better of me, so I picked it up. It was some flick by a director named Falcon - never heard of him. The back cover made it pretty clear what kind of movie it was, though. I was flipping through the pictures when I felt a tap on my shoulder. I spun around, and there he was, grinning ear to ear. "That part of your job description? " he asked. My face went tomato-red - I'd never been caught like that before. I stammered out an apology and made for the door, but he stopped me. "Hold up, " he said. "First, you haven't gotten your tip. Second, how about keeping me company? Or are you off the clock? " I mumbled that this was my last run of the night, still unsure what I was getting into. "Then stick around, " he said. "There's enough food for two, plenty to drink, and we can watch that movie together. Name's Richard - nah, call me Rick." Something in his tone told me he wasn't big on no for an answer, so I nodded. "Not hungry, " I said, trying to keep it casual. "No problem, have some wine then." He poured two glasses and handed me one. "Bottoms up - loosens things up! " We downed it in one go. Over the food, we chatted about random stuff, and before I knew it, the bottle was empty. He finished eating, then poured us each a hefty shot of bourbon. I'd barely touched hard liquor before, but the night was already off the rails. "Down the hatch, then we'll watch, " he said. I tossed it back, and this time it hit me like a freight train - warmth spreading, head buzzing. I wasn't drunk, but I was definitely feeling it. He rewound the DVD and hit play. The movie kicked off with some guy showing up at a place in New York. Didn't take long for it to dive into a scene - my first glimpse of a gay flick, and it was wild. The action was intense, raw, and loud, and I couldn't deny it was getting to me. Rick wasn't watching the screen - he was watching me. He poured another bourbon and slid it my way. "Cheers! " I knew the drill by now and knocked it back, eyes glued to the TV. My jeans were starting to feel tight. "Strip, " he said, blunt as hell. "It'll feel better, and I wouldn't mind seeing what a kid like you's packing." The booze had me loose enough that I didn't even argue. I peeled off everything but my boxers, barely taking my eyes off the screen. "I said strip, " he barked. "When I say it, I mean it." So I ditched the boxers too, and there was no hiding how into it I was. Rick noticed, of course. Onscreen, the New York guy was going at it again, round who-knows-what. Rick started shedding his clothes too - mid-sixties, I figured, but in damn good shape. When his briefs hit the floor, I couldn't believe it. Nice equipment, perfectly proportioned. He stepped close, right in my face. "You've been watching long enough to know what's next. Take it in your mouth." Half-dazed, I opened up, and he slid in. The bourbon had me relaxed - first time or not, he went deep, and I handled it. He moved slow, grunting in a way that sounded approving. My own situation was rock-solid, more than ever before, but he didn't touch me, and I was too busy to care. Then, just like that, he pulled out and disappeared into the bathroom. There I was, sprawled out, not sure what to do. I turned back to the screen - still hot as hell (I still dig those old Falcon films; the new stuff doesn't do it for me) - and started messing around solo. A few minutes later, he was back. "Time to wrap this up right. Lie on your side - I'm gonna take you." He handed me a little bottle - some stuff called Rush - and told me to exhale hard, then snort it deep through each nostril. I did, pulling in so much I nearly blacked out. Then I felt him push in, no hesitation. It hurt, but I was too far gone to care. I was floating somewhere else as he started moving. The sting faded, and every thrust got better. "Turn over, " he said. "From behind now." I rolled, and he went back in - no pain this time, just steady, relentless rhythm. It was unreal: the movie up front, him working me from the back. After what felt like forever, he pulled out again. "On your back." I had to hit the bottle one more time first. He lifted my legs high, lined up, and waited till I finished sniffing before slamming in. My knees were by my ears - I could've almost reached myself. He went hard, finishing fast, unloading inside me. He collapsed on me for a second, then sat up and grabbed me with his hand. Three or four strokes, and I was done, exploding. "Mouth open - swallow, " he ordered. I couldn't resist - I took it all, gulping down more than I thought possible. When I was spent, he let me drop my legs. "Go shower, " he said. I didn't argue, scrubbing off the night in a long rinse. When I came back, he'd cracked two beers from the minibar. We chugged them in silence. "Good time, kid, " he said, tossing me a folded bill. "Here's your tip. Now get out - I'm beat." I stumbled out, only checking the cash in the hall. A crisp hundred.

This story happened a few years ago, and it's the first time I'm sharing it. I'm a 25-year-old Mexican psychologist living in the United States, and I consider myself bisexual now, but back then, I was straight. Here's how it all started: Four years ago, when I was 21, I was having some financial struggles. I had moved to another city to study, and my parents couldn't afford to support me. So, I decided to go to the United States to work for my uncle in his construction company. I had a tourist visa, and we had visited the country before for family vacations. I was there for two and a half months, working long hours and dealing with rude coworkers who made fun of me for being a student and studying psychology. To blow off some steam, I bought a mountain bike and started riding around the neighborhood. One day, I noticed an older black man working in his garden every time I passed by. He was always friendly and greeted me with a "Have a good afternoon, boy." I'd greet him back, and we'd exchange pleasantries. He seemed like a nice guy, and I didn't think much of it. One day, I was riding by his house and stopped to take a break. He walked up to me and started talking. I told him I was Mexican and didn't speak English very well. He responded in broken but understandable Spanish, "I adore Mexicans. I'm Marc. Nice to meet you." I introduced myself, and he said, "Nice name." We started talking, and he told me he loved Mexico and visited Puerto Vallarta twice a year. I told him I visited that beach at least once a year too. He asked where I lived, and I told him I was helping my uncle and lived a few streets away. He said it was nice to see young people exercising these days, and I found it strange because, in the US, people always go out to exercise, but I didn't see many young people in that area. It started to get dark, and I told him I had to go. He said he was divorced and had been for several years. I apologized for bringing it up, and he said there was no problem, that he was very happy living alone. I just smiled and told him I had to go. He said goodbye very nicely and told me he hoped to see me around again, as he liked me. I said the feeling was mutual because, after weeks of only interacting with rude and offensive people, it felt great to have a nice conversation with someone so kind. When I got home, I saw that I had several missed calls from my girlfriend. I noticed that all the calls had come in while I was talking to Marc. I thought I had only chatted with him for a moment, but when I looked at the time, I realized that an hour had passed. I thought to myself, "Well, I didn't even notice the time passing." The next day, as I was about to pass by Marc's street, I found myself thinking about whether he would be there or not. As always, he was there, and I stopped to greet him. He approached me and had something in his hands - a small backpack with a water bottle attached. He walked up to me and said, "Look what I found. I used to ride my bike a lot, and I still have all my gear." I tried to decline, but he insisted, and I blushed a bit. He laughed and asked if no one had ever given me anything before. I told him yes, but not from a man his age and with his characteristics, which made him laugh even more. He then said he had some good bikes in his backyard that needed some work, and he wanted to sell them. He invited me to check them out, and I offered to help fix them since I have a lot of knowledge about bikes. He happily accepted and invited me inside. He told me to just walk to the back, and I found myself in a beautiful, spacious house. I walked through the living room and kitchen and entered the backyard, which was also quite beautiful. I heard him shout that he would be there in a moment, and I entered a small room filled with old tools and gadgets. The bikes were indeed from a high-end brand, and I could see what was wrong with them right away. I grabbed the toolbox and got to work. After a while, Marc came in with two large beers and said, "Here's your reward for the help." I accepted the beer, and when I finished, he invited me inside to have another one. I thought it was quite friendly, and I accepted. I didn't feel any unease because he had a very friendly way of speaking. As we sat inside drinking our beers, he asked me if I had a girlfriend. I told him I did, and he said, "Of course you do, you're a very handsome young man." I felt a bit embarrassed and just thanked him for the compliment. He kept complimenting me, saying, "That girl is very lucky, " and I asked him why he said that. He replied, "Well, you're a very responsible and good-looking young man. Who wouldn't want that these days? " I started telling him about some problems I was having with my girlfriend, as she was quite jealous and insecure, always accusing me of being a jerk, which was never true. I wanted Marc, with his years of experience, to give me some advice. He just said he never understood women. He then got up and asked if I wanted something to eat, but I told him not to bother, as it was getting late and I had to go. He said not to worry, that it was still early, and he went to the kitchen counter to grab some snacks. I stood up, looking around his kitchen, admiring the paintings on the walls, and in my distraction, I placed my beer glass on the edge of the counter. It tipped over and spilled beer all over Marc. I felt so bad because I had soaked his stomach and the front of his pants. The counter was quite high, and the beer had spilled all over him. I quickly grabbed a nearby napkin and tried to wipe him off, feeling very embarrassed. He took me by the shoulders and moved me aside, saying in a deep voice, "Don't worry about it, it's fine." He then started taking off his clothes, and I stood there frozen, watching him. He took off his shirt and pants, leaving him in just his underwear. I couldn't help but look at his body, from his chest with a bit of hair and some gray, to his slightly sagging chest, and down to his underwear. It wasn't a boxer or brief, but a tight, black compression short that left nothing to the imagination. I could see the outline of his entire genital area, and it was quite large. I was petrified and couldn't say anything. I just stood there, staring at him. He then shook his clothes and said, "If you don't mind, I'll stay like this." He sat down on his couch, and I just stood there, still unable to move. I had had two beers, but I was still conscious. He then said, "Take a seat, don't be scared. We're men, it's fine." I did as he said and sat down on the big couch, while he sat on the single armchair. He still had a bit of beer left, so he finished it in one gulp, wiped his mouth, and asked, "Do you want to know why I don't have a wife anymore? " I didn't know what to say, so I just nodded my head. In my mind, I kept thinking, "Why am I still in this house? " But another part of me felt a rush of adrenaline sitting on that couch. He then started telling me a story about his ex-wife, and I remember it clearly because it left me shocked for a moment. "About 20 years ago, I separated from my wife, and the reason was a boy like you, " he said. I was stunned, but a part of me wanted to hear the story. He told me, "You see, I used to work at a sports academy, and I was very good at playing basketball. Along with another teacher named James, we trained young men between 20 and 30 years old. James was like me, just a bit younger and also black. The job was pretty good, and I noticed that many young men were quite fond of James. I thought it was because of his teaching attitude and willpower. One day, I was on my way home on my bike and realized I had forgotten my house keys, so I had to go back to the academy. I rushed back because I didn't want to find everything closed, but when I got there, I saw that one of the doors was still open. I was looking for my keys and heard a noise coming from the room where we kept all the sports equipment and balls. The door was slightly open, and when I peeked inside, I was amazed. There was James with one of the students, a young, white, and slim guy like you, but a bit taller, around 23 years old. I saw them lying on one of the mats, and James was having sex with the student in the doggy style position. I couldn't look away and must admit that it turned me on quite a bit to see the size difference between them and how James was pounding the young man. I masturbated right then and there and came pretty quickly. I then grabbed my keys and left the academy immediately, heading home. When I got home, my heart was racing, and my dick was still hard even after I had come. My wife asked me if something was wrong, but I told her nothing was happening. I went straight to the bathroom and masturbated again, and it was one of the best orgasms I'd ever had. That night, in bed with my wife, we tried to have sex, but I couldn't get an erection. I felt bad, but my wife told me it would be okay for another time. Days and weeks passed, and even though I tried to have sex with my wife, I couldn't. My mind was always filled with images of the young man from the academy and James. Eventually, things with my wife ended badly because of our lack of intimacy, and she asked for a divorce. It all happened quite quickly. Some time later, I approached the young man who had been haunting my fantasies. He was attractive, and I told him I knew about what had happened between him and Professor James. He begged me not to tell anyone and, taking advantage of that, I told him that if he didn't want me to say anything, he should do the same thing for me that he did for James. He agreed and came to my house. I was nervous, but the experience of seeing his body twist in pain while I fucked him hard became my personal fetish. Over time, I wanted to try it with older or men of my age, but it wasn't the same. What really turned me on was putting my large body on young, attractive, slim, and white guys like you, and over the years, I've perfected my approach to get young men like you to end up on this couch where you're sitting, even if they're straight at first, they always end up loving what I do to them." At that moment, he stood up, and I saw that he had a hard-on inside his compression shorts. He walked up to me, and since I was still sitting, he took my face in his large hand and moved it up to look him in the eyes. He changed his tone of voice and said, "I can feel that you want it, boy." He took my hand and put it inside his compression shorts, and I could feel his dick and balls with my hand. I was still in shock and couldn't move or say anything, but I could feel a sticky liquid on the tip of his dick. Just as I was about to react, I quickly pulled my hand out of his shorts and said I had to go. He said, "See you tomorrow, boy, " with a confident tone, as if I would definitely come back. I grabbed my bike and left quickly, my heart still racing. When I got home, I found that I had an erection, and it wouldn't go away. I went to bed, but all I could see when I closed my eyes was Marc's body in those black compression shorts. The only thing I could do was masturbate, and I came so much that I had to use a couple of socks to clean everything up. The next day, I didn't go to work. It was Sunday, and my uncle was going out to a restaurant and invited me to join him, but I preferred to stay home. All day, I thought about what had happened. A part of me felt guilty - why had I gotten excited by a man like that? Why didn't I leave his house? Was I gay? I spent the whole morning questioning my life based on that moment. I knew I had to talk to someone about it, so I called my therapist. I told her everything that had happened, and she listened carefully. She said she was glad I trusted her enough to share this with her. She told me it was okay to have feelings and that it didn't make me gay or bisexual just because I had an attraction to a man in that moment. She said it was important to explore my feelings and not to judge myself. After talking to her, I felt much better. I realized that I was still straight, but I had had an experience that had made me question my sexuality. I decided to take some time to think about it and not to rush into any conclusions. In the end, I never went back to Marc's house, but I never forgot about that day. It was a confusing and intense experience, but it also helped me understand myself better and accept my feelings. I'm still straight, but I'm more open to the idea that attraction can happen between people of the same sex, and it doesn't make me any less of a man.

I was still on the lookout for a Mistress, a lady who would take charge of my training again. But it was proving difficult, the law of supply and demand was working against my desires and needs. I chatted with many people, submissives, dominants, and some ladies, and even obeyed some gentlemen, but I wasn't ready to take the plunge yet. I'm straight, men have never turned me on, but it always seemed kinda hot to have to give in to one, knowing there were things that just wouldn't happen. I had a forced gay experience with a Mistress, where I was taken by a gentleman while tied up on a bed. But giving in is a whole different ball game, and my head and taste are still fighting against desire. After that experience, I thought I wouldn't be traumatized by doing it again, but it's not that simple. Prejudices I didn't know I had started popping up, and things I needed to accept kept swirling around in my head, slowing me down more than I thought. A gentleman with good manners came along, we talked, and he had his stuff together way more than I did. He was patient and knew how to guide me, with games, orders, and tasks. Little by little, my head started to give in, and his first serious request came: something that would make me feel submissive and remind me that I belonged to someone. He ordered me to buy a metal cage for my dick and a large anal plug. Without hesitation, I was browsing the web, looking for models that he might like. He chose a pretty small cage, knowing full well that I would feel it and have to forget about my manhood. The plug had to be an anal jewel, but with three balls, it was big and long. There was no doubt it would feel deep. I did my shopping with haste, feeling the shame of buying those things was part of feeling submissive, carrying the bag and feeling like I'd done my duty was incredible. The next morning, I showed my Master the pictures of what I'd bought, feeling happy that he'd like that I'd followed his orders. He praised my speed and ordered me to put them on right away. I went to the bathroom, holding the cage in my hand, thinking that once it was on, I would have given in, handed over my head and my masculinity. I didn't think too much about it, it wasn't the time to think, if I did, it would only make things harder, and I had to obey, simply obey. I put some lube on my dick just like I was told, and with no small amount of trouble, I put my dick in the cage, cold, hard, heavy. It felt weird, but most of all, my head felt weird. I took out my phone, put on some lube, and recorded the first time I put the plug in. It was hard, cold, intense, and deep, it went in without any problems, making me let out a small moan. I got dressed and went back to work. The cage felt uncomfortable, I couldn't adjust it, touch myself, my dick wasn't mine anymore. And when I sat down, please, that metal plug inside me. Everything reminded me that I had a Master. I sent him the proof of my tasks and kept working. I was uncomfortable, knowing that this was going to be my new life. He wrote to me and praised my proactivity in the video. I like obeying, I hate punishments, but I know they're his right. The orders kept coming, and after a week, I was using the plug, the cage, and nipple clamps during my entire workday. I could have sex, but I wasn't allowed to come. Damn cage, I hated it, I didn't have any manhood left, to pee, I had to sit down, I hated that more than anything. It took me a while to accept it, at first, I tried to hold it in so I wouldn't have to go to the bathroom, but of course, in the end, I had to. It was the fight between my head and my desire, nothing more. My head started to give in, he noticed. He'd told me from the start, "You're gonna beg to see me, you're gonna ask me to session you." And what I once thought was impossible, was now a reality. I couldn't take it anymore, I needed this game to come to a session. I had to give meaning to this torture, my desire and horniness were at their peak. But asking him to session me meant that he would take what was his, what belonged to him. I knew it wouldn't happen any other way, and that turned him on even more. For me, it was terrible to have to ask, but that's what I did, I asked to see him and session me. "Are you sure? " he asked, while he started sending me GIFs of men being sodomized by force, tied up, and taken. My throat felt tight as I saw them, but using me was his right. And the GIFs kept coming, a man tied up with his hands behind his back, a ring gag in his mouth, and being forced to satisfy his Master with his mouth. I couldn't write, I couldn't say anything, I was petrified, I knew it was going to happen that way, I knew that one way or another, he was going to get what he wanted. Everything was new, everything was different, I decided to shut my head up and listen to my horniness. I wanted to give in, and I would, yes Sir, I answered, I'm sure. He set the date and the place, there was no going back now, all that was left was to give myself to my Master. The games continued, along with my daily routine. My dick was already used to the cage, my nipples were always swollen from the clamps I used every day, and he only let me take them off every now and then. I knew that those little devices made me more receptive, or more slutty, as he liked to call me. The intense plug in my ass reminded me that I had a Master. Today was the day, I was as terrified as I was eager, today I had to give in, or rather, I would be taken. It started like every other day, shower, cage in place, clamps, plug, and a picture to show I'd done my task. At 11, he ordered me to take out the plug, without saying more. My head was exploding, I realized that today I would feel something else, and that his order was to feel it intensely. I went to the place he'd told me to, and we met up. I couldn't talk, I was simply mute, terrified. He laughed, trying to calm me down without much success, before we went into the hotel, he gave me one last chance. I was about to take it and run away, but I said no, that everything was fine. We went in, had a drink, went over safe words, he gave some details, and ordered me to take off my clothes. I was left in my underwear, he walked around me, observed me, put my hands against the wall, opened my legs, pulled down my underwear, and left his hands marked on my ass. He whispered in my ear, "Naked is naked, I wouldn't have said underwear." I stood up, took off my underwear, and got back into position. Two more hands reinforced the idea that I had to obey whatever he said. He touched the cage, "It looks great on you, " he said, and pulled on my clamps, making me beg him to stop. He ordered me to put my hands on a table, and that's what I did. He put his hand on my chin, and with a little tap on my ankles, he opened my legs. "Always remember, when you're in front of your Master, keep your legs open. If I say wall, you know how to stand, if I say table, you know how, and if I say bed, the position of a slut is with your legs open, your ass out, and your chest supported. That's how you're available to be used." My heart was beating a mile a minute, I could feel it even in the cage. He tied my hands and feet, took a flogger, a paddle, a ring gag, and some other things out of a bag that I couldn't see. He reminded me of some mistakes that he was going to correct right then, took the flogger, started soft on my back, and ended hard on my ass, making me let out some yells. He gave me a few seconds, took my ass with his hands, strong, it hurt, I begged him to let go, and he did. Everything was sensitive, that's how he wanted me, that's how he had me. He took the paddle, and before I could say anything, he colored my left side, I yelped, begged, my knees gave out, and I was left hanging. With patience, he waited for me to get back into position. And evened out the color. It was intense, it made me feel like this was serious business, and if I didn't obey, I'd get more of this. He stepped back, opened my ass cheeks, and said, "You have a tight ass, today you're gonna feel good, but you're gonna work on opening it up more, I'll let you know how, yes Sir, " I answered, while he lubed up my ass. My heart was racing, I couldn't believe what was happening, he was going to take what was his. I was tied up, exposed, with no chance of defense, and no strength to do anything. The punishment had left me simply surrendered. He put on a condom, took me by the hair, and whispered in my ear, "Now it's time, slut, you're gonna feel a man inside you." He put his dick on my crack, got comfortable, and penetrated me all the way in one go. I yelled, I yelled loud, my hands were gripping the table. He stayed still, my ass was throbbing, and I could feel his hard, hot dick inside me. It was done, I was his, I knew this was just the beginning...

My name is Josh, 19 years old. I'm 5'5", medium build. It was summer, and I decided to go to visit my aunt, who lived in Melbourne. Since I was not in Melbourne, I was interested in visiting it. I came by train, ordered a cab and went to my aunt. I arrived at 7 o'clock, my aunt was already waiting for me at home. I will describe my aunt a little: her name is Lana, 37 years old, full build, size 3 breasts, short brown hair. Aunt Lana was happy to see me. On the day of arrival there was nothing interesting so let's move on to the next day. At home I had pre-designated a list of places I wanted to visit and so in the morning at breakfast I sat and distributed where I would go for a walk in the first place. Aunt Lana speaks up: Aunt: Tonight our company will have a corporate party so I will be late, if you want to eat in the fridge there will be soup, sausage, if anything take it don't hesitate. Me: Okay. I was walking around the city from 11 to 16, then sat at home, waiting for my aunt and surfing the Internet. The time was 10 pm, my aunt came in, she was drunk. I knew she liked to drink, but not that drunk. She was slurring her speech, she was staggering. She went into her room and started rustling, when the rustling stopped I decided to check on my aunt. I went into the room and saw that Aunty was asleep. She was wearing a nightie with her bare butt showing from underneath. There were no panties on her ass, they were lying beside the bed. I was aroused by this picture and decided to get closer. When I got closer, I noticed that she was not wearing a bra either. I quietly called out to my aunt and after making sure she was asleep, I decided to touch her ass and breasts. Her vagina was not shaved, there was a lot of hair and that made it even more exciting. I started touching her breasts and pussy and ass, and after a while I took out my cock and started jerking off, but in order not to splatter my cum I took my aunt's panties and jerked off in them. I jerked off with stops to stretch the pleasure. But then I decided that while I had the chance, I could try to put my cock in her pussy. I entered her pussy and started fucking slowly. It was inexpressible emotions as I had not had sex yet, and here I was fucking my aunt. When I realized that I was about to cum, I pulled out my cock and started cumming on her panties. I walked out of the room the euphoria had let me go a little and I started thinking about what to do with my panties since they were covered in cum. I quickly threw the panties in the washing machine and put them in the wash. When the panties were washed, it took 20 minutes. I hung them to dry on the hot tube and then took them to my room and put them by the bed. I was afraid my aunt might hear something, but she didn't notice anything.

It's been two weeks since I broke up with my girlfriend Kelly. Our first meeting was unforgettable. We met at a nightclub. I was on my way to the restroom, and she was coming to meet me. A blonde of medium height in a tight short dress. The dress perfectly emphasized her athletic figure and lush forms. As I walked towards her, I could only see her face smeared with mascara and smeared burgundy lipstick. She wasn't shy and as soon as our bodies were in line she pressed me against the wall and started kissing me. At the first kiss I could taste the alcohol from her mouth. She kissed me passionately on the lips and her hands caressed my groin. I couldn't do anything out of surprise. - Do you want to fuck me, boy? She pulled away from my lips. Yeah, she was 35 years old, and I was only 20. The next moment I was ordering a cab to her house. In the cab we kept kissing. By the time we got to the apartment, I was already on the verge. When we entered the apartment she immediately took off my pants and knelt down in the hallway and started to give me a blowjob. It was my first time. And as soon as she embraced the head of my penis with her lush lips, I cum in her mouth. Kelly's indignation was unparalleled. - You're so fucking fast. With these words she stood up, took me by the hair and dragged me to the bedroom. Falling on the bed she pulled my head between her legs. Like an obedient boy I began to lick her pussy. Thus began an unforgettable six months of relationship (in my opinion a relationship). She periodically wrote to me and I came to her for sex. Or rather not for sex a to make her a cunny. She gave me a couple of chances in bed, but it always ended with a quick ejaculation. I had to bring her to orgasm by cunnilingus. I've gotten pretty good at it in the last six months. And although she didn't allow me to fuck her anymore, I was happy to come and satisfy her with my tongue. But in the last 2 weeks she stopped calling and answering my messages. I went to her apartment a couple times but no one answered the door. I texted her every day. And finally I got a reply to my messages. When I saw the notification of a new message from her, I was happy at first. But the text didn't make me happy at all - You're annoying. I immediately asked what had happened. The answer came about twenty minutes later. I received a video from her. Its contents completely changed my life. The video was shot in the first person. Kelly was naked. She was standing in a crawfish position on the bed with her head and breasts pressed against the bed and her ass up against the camera. In the video I could hear the man's intermittent breathing and Kelly's moans. I involuntarily put my hands down my underpants and began to jerk my cock. What was happening on the video made me hard. The man in the video kept increasing the pace, and Kelly's moans were louder and louder. His hand was slapping her ass. And I was cumming furiously at that moment, splashing cum all over my pants and T-shirt. I didn't realize what had happened. I was so disgusted by what I had just done. But I knew only one thing, I wanted to see it live.

Every year in the summer I went to the dacha, relaxed and enjoyed nature. I also really loved the bathhouse, I heated it almost every day. One day I was walking from the river to my dacha, the day was approaching evening, it was warm and windless outside. Suddenly I noticed that two young girls were standing near my gate, they were looking into the yard through a slit in the gate and were discussing something vigorously. I approached them closely and asked them what was the matter. The girls became very excited and started to ask where the smoke was coming from if I had a bathhouse. I told them that I had a bathhouse and it was being heated at that very moment and the smoke was coming from the chimney of my bathhouse. They replied that they loved the bathhouse very much. I asked them how they came to be here, to which they replied that they had come with a friend for the weekend to the countryside, and while bathing on the river they saw the smoke and asked if it was possible to take a bath in the evening. I answered them that in 2 hours the bathhouse will be ready and that they can use my bathhouse. The girls thanked me and ran back to their tent on the shore. The girls were no more than 20 years old each. Young, slim, trim girls looking insanely beautiful, short shorts, almost transparent tops, loose hair spoke of their recklessness. Size two breasts and beautiful thighs. It all clouded my mind. So I'm cleaning up the bathhouse, getting some water. I'm waiting impatiently for two beauties. My thoughts are doing something incredible point and suddenly I heard a girl's voice, I went towards the gate. Opening the gate in front of me stood two beauties, well that the bath is ready. It's ready, come on in. And you live here alone, asked one of the girls. Yes, I answered, my parents have been living in the city for a long time. What's your name? My name is Andrei. And my name is Svetlana. And my friend's name is Veronica. And the girls went straight towards the bathhouse. And you didn't even bring anything with you, I asked the girls. Why should I have brought brooms, Veronica grinned. No, not brooms. And with this answer I wondered what they lacked for a bath. Then I reacted very quickly and said, "It's okay, I have everything I need in my bathhouse. Then we went into the bathhouse and I showed them everything. Okay, I'll go if you need anything, yell. Svetlana asked and giggled. And who will rub our backs said Veronica. All right, but I'll go home now and come back. You get undressed and go on in. I headed towards home, from everything that was happening my state was like a fog. I went home and got a can of beer. Hy that's it. I went into the bathhouse, the girls were already in the anteroom, a not merrily splashing the washed department. I wrapped a towel around myself and very slowly made my way to the girls. What's someone got to lose their back? The girls were completely naked. Veronica was lying on the top shelf, and Svetlana was bending over the basin with my head. Let's have a steam first, said Veronica, and Svetlana supported her. Svetlana straightened up and sat down next to Veronica. Well steamed so steamed replied I to the girls, taking a ladle of water I splashed on the stone and immediately the room began to rise in temperature, a cloud of steam enveloped us and slowly dissipated. I went upstairs and sat down next to Veronica. I leaned my head back and closed my eyes and suddenly I felt someone's hand on my groin, but I continued to sit as if nothing had happened, then the hand slowly but surely moved to my cock and through the fabric just no while slowly began to massage my cock. Then, just as insistently, my hand untied the knot in the sheet and freed my flesh under the wet fabric of the sheet. The hand was already massaging my balls and the other hand was slowly working its way up and down my cock. A such a pleasant action my cock began to fill up and grow in size. I lowered my head and opened my eyes and saw Veronica's greedy gaze. Veronica remodeled on my cock gently stroking my scrotum, and on the huge head of my cock. Then she somehow deftly in one jerk slid onto my cock. And now the head of my cock was in the tender embrace of sweet lips, Veronica's tongue was doing wonders. And Veronica was doing wonders with her mouth. She sucked so well. She swallowed my cock almost to the balls. The head of my cock was falling deep into Veronica's throat, and it was just great. My hand had been caressing her back for a long time.

I called an electrician to come to my house to do some wiring work I needed. He came to my house on a day when my wife was out visiting her sister, meaning I was home alone. Since I was about 60 years old, there had been a change in my life. I became interested in other men, and in relationships between men. I had always been a jerk-off and my jerking off was mostly from watching videos of relationships between old men like me, which turned me on a lot. Just this electrician was a man who was also past sixty. It was the first time he came to do a job at my house, so I don't understand how he could have detected my tastes or what was going on with me. The thing was that when she finished the job and pretending to show me how the safe had turned out, she made me approach her and stood behind me, clearly leaning me from behind, sticking her groin to my ass. It was a day with good temperature and I was wearing a T-shirt and shorts, but shorts, nothing that in my opinion would have denounced my taste. The thing was that when he supported me, I didn't say anything, as if I was distracted, but let him support me. That, clearly, incited him to be more daring and he pushed harder against my ass, almost leaving me imprisoned against the wall. My reaction to that was only to pull my ass back, making tight contact. -Mmmm, I knew you liked these things. I didn't answer anything, I leaned my hands against the wall and stayed still while he rubbed me from behind. At my complacency he hugged me from behind, squeezing me in the boob area and started kissing me on my neck, making me warm in an indescribable way. Then, he brought his mouth close to my ear and said: -Since this morning I've been in the mood to have my dick sucked well, do you want it? I was very horny, but also a little embarrassed and the words did not come out, but I nodded my head. He let go of me and saying "let's go" started walking to the living room of my house. He sat down casually on the couch and unbuttoned and pulled down his pants and boxers leaving me to see his dick, already erect and completely appetizing for me. Thousands of butterflies fluttered in my belly, I could hardly move with excitement, I was going to suck a real cock, not in my imagination. I stretched out my hand because I felt like touching it, but then he stopped me and told me that as a good slut that he was, I had to undress completely before. Actually, he didn't tell me, it was like an order, which I wanted to fulfill immediately. With a beautiful feeling of pleasure I took off my clothes in front of him. And when I was completely naked I stood there waiting for him to tell me what he wanted me to do next. The first thing he told me was that he loved to see my dick hanging down without getting erect: "that's very slutty" he said and then he asked me to turn around and show him my ass. By the way, it made me proud when he commented that I had a nice ass and assuming a totally submissive posture I thanked him for the comment. -Well come on, now get down on your knees between my legs and give me a good blowjob. I obeyed, knelt down, took his cock in my hand and started kissing it on the head. Then I stuck out my tongue and licked it all the way down, I licked his balls for a long time, which made him let out a big sigh of satisfaction, which made me very happy, then I licked the head, feeling the salty taste of my lover's cock and finally I slurped it slowly until I had the whole head in my mouth. The sensation of having the electrician's cock in my mouth gave me an indescribable pleasure, which I accompanied underneath by grabbing my own cock. I started sucking him, slurping hard and taking more than half of it in my mouth... I was in heaven. I lost track of time, feeling full of pleasure. How nice it is to suck a man's cock, I thought, while I listened to my lover expressing things like: "How well you suck it, you look like a whore as you suck it. You were born to suck cock" and so on. Until finally he told me "Ahhh, I'm about to finish", "I'm cumming for you, bitch", "ahhh yes, I want you to drink it all". So suddenly a liquid, plus a little salty cream, and what seemed to me to be a pleasant taste, began to spill inside my mouth, while I felt the electrician's sighs. With a little effort because it did not go down my throat well, I still swallowed the milk that the electrician deposited in my mouth. -Did you like it? -He asked me after a while of recovery, during which I continued kneeling before him. -I loved it, thanks for letting me suck him. -I told him with the utmost sincerity. The memory of that moment is wonderful for me, and since that moment I am waiting for an opportunity to repeat it and also, why not, to give my ass.

It was clear that she was not the first one he had seduced. Single, past 50, well-groomed body: flat abdomen, strong arms and chest, always with jeans that tightened his waist and showed, like an appetizing cylinder, the size of his member and the roundness of his buttocks. Sociable, smiling, the life of the party. He was the oldest boy in his college class and his female classmates admired him with desire for his personality, economic solvency and independence. We met one Friday at his house for an informal dinner to celebrate the completion of the first year of college. I was a little shy, thin, light-eyed, with brown hair and a rather weak complexion. At 21 years old, I depended on public transportation to get to his house and back to mine. But since it was already nighttime, he offered to give me a ride once the meeting was over. When the last companion left, it was just him, whose name was Esteban, and me. I helped him to lift the dishes, arrange the table and the chairs. While I did so, he leaned against a wall and stared at me, sipping his glass of wine. -Ready to go, " I said. -Wait, let's talk a little, I don't know much about you, even though we've been at the university for a year, " he said, sitting down on the sofa and inviting me to sit next to him with a few taps on the cushion. It seemed strange to me, but I agreed without suspicion and sat down next to him, our knees touching. -Do you have a girlfriend, " he asked. -Not now, but I've had several. We've lasted a short time, " I commented. He laughed with a loud laugh and then put his hand on my knee. -No doubt you're a casanova, seductive and you've slept with many. I laughed nervously. -To tell you the truth, with some regret and because you give me a lot of confidence, I must confess that I have not been intimate with anyone yet, " I explained, a little uncomfortable for recognizing my inexperience. He looked me straight in the eye and moved his hand up from my knee to my thigh and I didn't resist. -Virgin, " he exclaimed, smiling. My pulse quickened and my breathing quickened, I became nervous. -When I saw you tidying up my house, picking up the dishes, tidying the table and armchairs, I couldn't help but see you as a princess, a Snow White who came to be mine tonight -she quickly brought her hand up to my micro penis, which is no bigger than the nail of my thumb and squeezed it. I gasped. I stared into his eyes with my mouth open and breathing shakily through it. I tried to pull his hand off my member, but he squeezed harder. -You have a miserable cock, I've seen you since the beginning of the year and I've been wanting to make you mine so badly. You'll never please a real woman with that little piece of meat. But if you become a princess in secret, my princess on the sly and without anyone else knowing, you'll be able to enjoy all the pleasure you want from behind like you've never had before. What do you say? He squeezed her hand tighter. I was surprised and confused, I was breathing very shakily through my mouth, I looked him in the eyes and didn't know what to say, I tried to stammer something and he put the index finger of his other hand on my lips as a sign of silence, then he went down to my lower lip and put his finger in my mouth, moistening his finger on my tongue. I closed my eyes and began sucking on his finger, sucking on it and swirling my tongue around it. I turned my face and said in fright, "No! I stood up and quickly grabbed my jacket and headed for the door. He caught up with me. With his strong arms he grabbed me by the shoulders, pushed me and stuck me to the wall. Then, he wrapped his right arm around my waist, glued his pelvis to mine and with his left hand he grabbed the back of my neck, pulled me to him and kissed me. It was my first kiss to another man. At first I resisted, but then I realized that it was useless, that unexpectedly the fantasies I had since I was fifteen years old; those that began dressing me secretly in my mother's and sister's clothes, wearing beautiful women's sandals, modeling like a girl in front of the mirror and masturbating while caressing my asshole and dreaming of being penetrated; could become reality. I abandoned myself, relaxed, threw my jacket on the floor, wrapped my arms around his neck and passionately responded to his kiss. With one hand I frantically rubbed the hair on her head and with the other her back. I brought my left leg up, caressing his legs with my calf. Madness took over me in every way, in my body, in my mind and in my desire. -Esteban, " I said, separating my kiss from his, breathing heavily and feminizing my voice, "Yes, I want to be yours, " and I continued kissing him intermittently each time I said a word, "I want to become your princess, your slave, your baby. Teach me to be a woman. I want to wear dresses, wear pretty sandals, lace lingerie, model for you flirtatiously, but secretly, just for you, okay? Let no one ever know, " I heatedly stuck my tongue in her mouth massaging hers. -And what else? -He asked, pulling me away from his kiss, looking me sweetly and firmly in the eyes. He knew it and so did I. But Esteban wanted my surrender to be total and voluntary. My body trembled, but at the same time burned with pleasure. I bit my lips and the look in my eyes became seductive, like that of a lioness in heat inviting her male to possess her, craving him with all my being as I had never desired anyone before. Finally, my madness spoke for me: -I want you to deflower me. I want no millimeter of my skin to be left without having felt the hotness of your cock and testicles. I want to feel you inside me, moan and cry like a princess while you penetrate my ass. Make me forget that I am a man, because what I want is to please you as a woman, as a female, to scream and whinny while you put your member in and out of my virgin hole that is soaking wet just imagining you rejoicing while I abandon myself to what you order me to do. I am your virgin princess, I am yours. He pulled me away from his body, saw me from head to toe and instructed me: -Undress right here! I immediately took off all my clothes. He took me by the shoulders and made me kneel in front of him. He was about to unzip his pants, but I stopped him, giving him to understand that I wanted to do it. I unbuttoned his pants and pulled them down along with his underpants and saw for the first time that big member that had begun to be erect. With no time to lose I took it into my mouth. It was very salty, manly smelling, but delicious. My tongue played with the head of his member and with one hand I began to masturbate him and with the other to caress his testicles. I noticed how his cock became hard as iron and he began to moan with pleasure. I took it all in my mouth, it went all the way down my throat and it felt delicious. I rubbed all over my face his member, rinsing off the saliva and natural lubricant he had, then sucked him again. I pulled it in and out a thousand times. After a long time of giving love to that giant, the moment finally came. He grabbed the sides of my head with his hands and pulled and pulled me away from his penis over and over again. I felt more and more of his heat, heard his moans and finally the greatest delight up to that moment: first, he got even harder; second, the drops of pre-seminal fluid gave an oily and salty touch to the taste of his cock; finally, with a cry of pleasure I felt him push it even deeper into my mouth, until it went deep into my throat and when I pulled it out a little the milky taste explosion of his thick and abundant semen spilled into my mouth. I counted them, there were six powerful jets of delicious sperm that flooded my tongue. He pulled his member out of my mouth and, as he spilled all his cum from the corner of my lips, he smeared his member all over my face, wetting it with three more jets that he still kept. He finished removing his pants and underpants. He invited me to stand up and gave me another passionate kiss, while like a beautiful girl in love I hugged his neck, steeped my feet and bent one of my knees and put one of my feet up. We shared in our mouths the thick delicious secretion of his member. -Let's go to my room. I want you to show me for the first time how you look dressed like a lady. We'll stay here all night and all day tomorrow. I'm going to debut your ass and make delicious love to you. Tomorrow you will wake up as a woman for the first time and spend the day as a real princess. Would you like me to post the rest of the story and tell you how Esteban broke my ass and took my anal virginity? Let me know in the comments.