(All participants in this work of fiction are 18+ years old)I know this is a bad idea but fuck it. I’ve been with my girl since freshman year. She’s my first love, we do everything together, but sometimes I feel like I’m missing out, you know? I think about all the other chicks out there and I wonder if I’m making a mistake, getting into such a serious, long-term thing so early in my life.Like I’m only 18, there’s still time, right? But I do love her. I do. It’s just that our sex life is so… vanilla. I don’t know anything but missionary with a condom and handjobs. If I ask her about trying something from porn she gets totally freaked out, her parents are major prudes.It’s not like I want her to try BDSM or something, I just wish that she’d get on top every once and awhile, maybe suck my dick or call me ‘daddy’. A lot of people think that’s pretty basic stuff! Last week she pissed me off a little, I asked if we could try doggy style and started scolding me about ‘men treating women like animals’ or some shit, I dunno - I tuned her out.Point being, I don’t think I’m being unreasonable here. I need a girl that’s into freaky shit. So I concocted a plan. I saved up money for a hotel room and I joined the dodgiest hookup app I could find, if I went too mainstream her friends might spot me on there. One night. For one night, I’m going to do whatever the hell I want with whoever the hell I want. Tonight, to be exact.My search parameters on the app were for women too old to be in my class but not quite old enough to be parents of other students. And voila, I matched with Esme. Her profile says she’s 35 years old and down for anything as long as it’s not too serious. Based on her pics she’s got this gorgeous caramel skin and long, dark, curly hair. The curves on this woman need to be seen to be believed, she’s like a way more fuckable fertility idol.Her tits have got to be an E or an F cup, her thighs are thunderous and I bet you her fat ass claps like thunder to boot. She’s just about everything my girlfriend, Sammie, isn’t. Don’t get me wrong, I love her but she’s a pasty little bean pole with mosquito bites. We’re both real hipstery kids so I’m a pasty bean pole too, but damn sometimes a man wants some fucking cake, you know?Anyway, you get it. Tonight I’m going to get my last taste of freedom before Sammie and I go off to college and eventually get married. This is now or never time. Esme and I are meeting up at the hotel and I’m going to see what a thirsty slut can do. Worst case scenario, she’s no better than my girlfriend. But at least I’d know for sure. Time comes around and I’m tearing up the pavement trying to get to the hotel before she does. Had to tell my parents I was staying with my boy, Rob, tonight.They bought it and so did Sammie. Gave Rob a heads up and promised him some juicy details from tonight. On my arrival I run inside and check in, getting my key and sprinting up the stairs. With a swipe, a click and a beep, I’m in. The room is actually pretty nice: gorgeous four-poster bed, dark wood, red sheets. I check out the bathroom and it’s immaculate, with a big tub. This is gonna be the best night of my life, I can already tell. Before long I hear a knock at the door and I rush over to answer it. Reining it in, I stop short of the door and open it as nonchalantly as I can. There she is, holy shit this is really happening.“Esme!” I greet her excitedly. Maybe a little too excitedly, “Right?” That’s better, act casual.“Hey, baby!” She smiles before she leaps into a hug, nearly tackling me to the ground. Before I can even respond she pulls my face into hers and pushes her tongue into my mouth. Man, Sammie never wanted to tongue kiss and this lady does it right away. I follow her lead and swirl my tongue around hers, the door to our room slowly swinging shut behind her. Just as quickly as she prospected my tonsils, she pulls back and holds up a bottle of wine. “I got us a little something, since I knew you couldn’t,” she teases me, sticking out her tongue.“Well you are the one on the prowl for young guys,” I tease her right back. At this point I start to notice that she looks a little older and a little heavier than her profile led me to believe. Her figure is still unbelievable but she’s got a little more fat around her belly and her thighs. I will say her hips are even bigger than I thought, so it evens out. This woman is built like a brick shithouse. I can’t wait to bend her over the bed and have her screaming my name. While she takes a look around the room I check her out in her short, tight red dress. Her tits are practically spilling out, definitely testing the dress’ weight-bearing threshold. Plus it only barely covers her ass, the second she bends over that thing is gonna become a fucking cummerbund. When she turns back I do my best to pretend I wasn’t leering at her big juicy ass.“Well, shall I pour us two glasses?” she offers.“Hell yeah,” I say. I’d drank PBR and Barton’s before, but never wine. Me and the boys never really felt like getting shitfaced on a nice rosé. But with a classy grown woman in a classy hotel, why the hell not? As she pours the wine I come up behind her and put my hands on her hips, sliding them up to cup her heavy tits from behind. She moans under her breath while she tries to keep her hand steady (she spills a little). Before I can get too riled up she turns around and hands me my glass.“Such a bad boy,” she chides, taking a sip of her drink. I down mine in one go. She bursts out laughing, “It’s not a race honey, let me pour you another!” As she pours my second glass I set my phone and my condoms on the nightstand. She meets me by the bed and hands me the glass, “Take your time, sweetie. We’ve got all night.” She gives me a wink and clinks her glass against mine.“So,” I take a sip this time, “You’re up for anything, huh?”“Anything, baby,” she nods, giving me a devilish grin.“Well, I do have one rule though, before I get too drunk,” I confess, “We have to use condoms.”“Aw,” she frowns a little, “You’re no fun.” She reaches down and rubs my dick through my pants. “I’ll have to convince you to change your mind.”I laugh but put up a stern protest, “I’m afraid that one is a hard rule, ma’am.” If I bring home some dick disease to Sammie she’s going to absolutely kill me. Can’t be shoving it into strangers bareback, no matter how good it might feel. I’m a bad boyfriend but I’m not THAT bad.She sighs and feigns disappointment, “Alright, have it your way, boy scout.” With that she finishes off her glass and kneels in front of me, unzipping my pants and whipping my dick out. While I down my second glass of wine she slaps my dick against her tongue a few times before taking me down to the base. Holy shit, I have never felt anything like it. Even condom sex with Sammie didn’t feel this good. She slurps and sucks my cock like she wants my first nut of the night right now. Not to toot my own horn but I’ve got a pretty decent length to my dick and she’s taking it in her throat like it’s nothing. This woman is desperate for my seed in her belly.I get an idea, reaching over to grab my phone so that I can record her sucking me off. She happily obliges, looking right up into the camera while her lips run up and down my shaft. Once again she pulls my dick out of her mouth and slaps it on her tongue, this time for the camera. God damn, what a good slut. This video is going to fuel spank sessions for the rest of my adult life. I just have to make sure I put it on a secure drive when I get home.“Get up on the bed, face down ass up,” I bark at her. After she licks my cock from top to bottom one last time she complies, looking over her shoulder at me. While I roll the condom over my tip and down my shaft, she twerks her fat ass a little and I make sure to get that on the video too. I frame her ass in the middle of the shot, pull her thong to the side and push my cock all the way in. Trying my best to keep the camera stable, I plow into her - all the way in and all the way out. Before long she’s moaning into the sheets. I turn off the recording and toss my phone on the bed so that I can hang on and really start to rail her hard. Her ass cheeks are slapping against me and jiggling like fucking jello. My balls are starting to get tense and I can tell I’m about to cum so I warn her, “I’m gonna cum!”But before I can reach that sweet release, Esme rips herself off my dick. “Not yet, baby,” she pats the bed next to her. “I wanna ride you while you cum.” Well, who am I to argue? As I flop down on the bed, she scampers over and grabs her purse, setting it next to the pillow and climbing on top of me. Reaching in, she retrieves a small bottle of lube and dribbles some over my condom-clad cock. Then she eases herself back down. We start to make out again while she rides me, our tongues dancing back and forth with reckless abandon. She takes my hands off of her hips and holds them above my head while she pushes me down and kisses me hard. Suddenly I hear a clink, then another. What the fuck? My wrists are cuffed.“Um, what’s this?” I ask, trying to hide that I’m a little terrified of being restrained by a complete rando in a hotel room.“Don’t worry honey, I’m gonna make you feel good,” she leaned in, biting my earlobe as she rolled her hips. Just as I started to get into rhythm with her I felt her fingers wrap around the base of my dick and begin to peel my condom off.“Hey, wait,” I was trying to play it cool but shit I was panicking. “Don’t,” I couldn’t speak a full sentence if my life depended on it. With one smooth motion she peels the condom off and engulfs me fully with her raw pussy. Words cannot describe how fucking incredible it feels to be consumed, squeezed tight, by a hot, wet pussy with no barrier between us. For a split second I’m on cloud nine. Then I remember that this is just about the dumbest shit I could be doing. My heart is beating out of my chest, I try once more, “You’ve gotta get off.” I feel my balls tense hard and my cock lets off one minuscule spurt of cum as I probably give myself a fucking hernia trying to stop my orgasm. My guts feel about as bad as my balls, but she slows to a stop.“You know, you’re right,” she admits, “I almost forgot.” With a look of determination, she takes my phone and holds the fingerprint reader to my thumb, unlocking it. She lets me out of her pussy just long enough to strip off her thong, wad it up and shove it into my open mouth. Pushing me back inside of her, she starts to record herself riding me. I do my best to scream with a mouth full of sticky lace but it’s all muffled. Could just as easily sound like moaning. Fuck. As she drops her hips down on me I start to feel it again. I tried my best to spoil my orgasm the first time but I don’t think I can do it again. “Cum inside this pussy, baby,” she pleads as she plunges down to the hilt and up to the tip.I try my best to shout, “NO!” over and over but it just sounds like a very urgent “UH”. It’s clear looking at her face she doesn’t give a shit what I say though. With each pump of her hips more of my resistance melts away. A final plunge accompanied by a twist of her hips is all it takes, with a defeated whimper I pump the biggest load of my life into her unprotected pussy. I feel her weight bear down on me as she tries to push me in as far as she can. My cock won’t stop spasming. I’ve never felt so euphoric in my life but my chest is heavy with dread. As my orgasm fades all I’m left with is the realization that this woman is in total control.When I look down I notice she’s pointing the camera at her pussy while she slowly raises herself off of me. My cock slips out and cum gushes out like a dam burst, and she gets it all on camera along with her commentary, “Oh sweetie, you put so much cum inside. I think you might have made me a mommy.” What. The. Fuck. What is this bitch’s game?? Taking two fingers, she scoops my load back up and pushes it back into herself, smearing some around her messy slit. Then she stops recording and types something in on my phone. Oh god, what now? “I’m sending our little movies to myself, so you better be a good little boy if you want to keep this secret from…” she scrolled through my texts, “Samantha.”I nod solemnly and she pulls the thong out of my mouth, “Why are you doing this?” I ask. While I lay in recovery she takes some kind of rope out of her purse and binds my feet to the posts. “Please don’t hurt me,” I beg, trying to choke back tears.“Oh baby,” she cups my face, “I wouldn’t dream of hurting you.”“What do you want from me?”“Isn’t it obvious, sugar?” she lays her hand just below her belly, “I need your help. Mommy’s clock is ticking. Won’t you help me make a baby?” Before I can answer she kisses down my chest. Despite how fucked up this is I can feel myself getting hard again. “Oh my, look at that. Your medicine isn’t even working yet. God, I love young cock.”“Medicine? What did you give me?” I ask, starting to panic again.“Just a little blue pill or two, crushed and mixed into your wine,” she taunts me. “I need you ready to go all night long.” Despite my anxiety and my protest, my dick springs to full attention by this point. “Mmm, showtime,” she climbs back on top of me, grinding her sloppy cunt against me. I can’t help but lift my hips a little with every pass. I know it’s wrong but this primal part of me wants to be inside of her again. I get my wish as she positions my cock at her slit and envelops me easily. I can feel my last load getting fucked back into her with every thrust. Just then I hear my phone ring. Without missing a beat, she reaches over and picks it up, “Oh, speak of the devil, it’s your beloved. Remember, our little secret.”She sets the phone down beside my shoulder and answers it on speaker. Still inside her, I answer, “Hey babe, what’s up?”“Hey, just checking up, how are you guys doing?” Sammie asks.“Really good, really, really good,” I manage, as Esme slams her pussy down on my bare cock again and again. For a second I think about begging her for help but I know that my story wouldn’t add up. Why am I at the hotel? Why did I record her sucking my dick? There’s no way to get her help without exposing my infidelity. Fuck me. “Rob and I are just hanging out. It’s gonna be a late one.” I start to feel my balls tensing up again. “Don’t wait up, babe.”“Are you sure you don’t want me to come over?” she asks expectantly. I zone out for a second, feeling my dick being milked for all it’s worth. Esme starts to moan into my ear as she rocks her hips harder. “What’s that sound?” Sammie asks.FUCK. “It’s just Rob, he’s playing a porno like a weirdo. Turn it off, dude!” I shout at no one in particular. Hopefully I sold it well enough. “Listen babe, it’s just a guy’s night. I’ll see you tomorrow morning okay?” I can feel myself slipping over the edge.“Alright, alright. I love you, baby!”“I love,” I try to speak as Esme sinks her pussy down to my hilt one last time, pressing her fat ass snug against my thighs. My cock erupts once again, splattering her womb like a Jackson Pollock. I fill her with rope after rope of cum as I tell my girlfriend, “I uh, I love you too… babe.” My body shutters with every movement. She leans down to kiss me deeply just as the call ends. I exhale for what feels like the first time in minutes. “That was close.”“You did good, baby,” she coos. “I feel so full already but we’ve gotta make the most of your medicine.” At this point my hope is pretty much shattered, I know I’m not getting out of this. Then I lose consciousness, slowly, I fade to black. I wake a couple more times during the night, one of them with her riding me reverse cowgirl. I hear her screaming, “Yes, baby, yes! Fuck a baby into my pussy!” while she drives herself down on my miraculously hard cock again and again. I stagger in and out of delirium, cumming in her who knows how many times. I’m consumed by some of the most weird sex dreams I’ve ever had all night. When I finally wake for real there’s sunlight shining through the window. I’m uncuffed and she’s nowhere to be seen. I check my phone and it’s got 2 messages. One is from Rob asking how my night went. The other is from Esme, it read: “Thank you for making me a mommy. I won’t tell Samantha if you won’t. Xoxo”What choice do I have? I look down at my absolutely spent cock and my rope-burned ankles. I can’t decide if I royally fucked up or I had the night of my life. Curiosity gets the better of me and I check my video files. She recorded 3 more after my phone call. Guess I know what I’m watching the second my dick finally recovers. via /r/sexstories https://ift.tt/30ENLPA
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