Adrianna’s Weekend [T] [T/M] [Mast] [Anal] [Exh] [Oral]

      My name is Adrianna, I am 25 years old and live in a small suburb outside of Chicago. What I do for a living probably isn’t very important to the story I want to tell but I am able to live comfortably on my own. I grew up in a fairly conservative household where privacy was hard to come by, which is why I chose to live alone instead of with a roommate. To the untrained eye, I look like a normal 25 year old woman. I have blond hair that falls just below my shoulders and green eyes. I’m roughly 5’8″ and have a nice full figure, I wouldn’t say that I’m “hot” but I think I have the cute girl next door look and demeanor. I am not overweight or anything, I work out 4 days a week, but I have curves and I like it that way. However, there is more to me than meets the eye. I was born with both Male and Female genitalia. The medical term is Hermaphrodite, there’s probably some politically sensitive term that tumblr thinks should be used. Honestly, I enjoy dabbling in hentai, so I prefer the term Futa.

       
       The doctors gave my parents the choice to have my male parts removed at birth but they refused. They believe I was born the way god intended. I try to just  my life as a normal woman. Although if I’m feeling lazy and don’t keep up with grooming, the extra testosterone my body produces can cause hair to grow in places a lady does not normally grow hair. I do not like having hair on my body below my head, so I wax and shave regularly, which helps make me feel sexy. Also, my doctor says if I go a little too overboard at the gym  I will start making more testosterone and will start to look more boyish. But as long as I’m careful none of that is an issue.

       There’s one more important thing about me I should share before I get into my recent escapades. I am an insatiable slut. Another reason I like to love alone. I can pleasure myself whenever I want however I want. Growing up in a conservative Christian house made masturbation difficult.

I said my parents wanted to keep me the way I was born but they raised me as a girl and very rarely talked about my cock. My dad had a small talk with me about how it worked and how to stay clean but that was about it. I had to be very careful masturbating because I can be quite messy. I learned that masturbation was a shower only activity for me and only when absolutely necessary.

       I have more control over my body now but back then, when I came, I really came. I am one of the few people who truly knows how both the male and female orgasm feel. After years of kegels and body control exercises I can usually control how I come. If I stimulate my dick I will come from my dick and vice versa. However, in my teenage years it was uncontrollable. Stimulation to either part caused me to orgasam from both.

       It’s fucking intense. Think of the most intense orgasm you have ever had, then multiply that by 50 and you might be in the ballpark. The amount of cum I produce is crazy, like I said, I’m messy. To get ahead of the questions, no I cannot impregnate myself. Because of the way I am, I am infertile. It took me a long time to come to grips with but eventually I did.

       Ok back to the fun talk. I generally masturbate twice a day now, once from my pussy and once from my dick. When I was a teen it was more like once every other week, which was why things were probably so crazy. The amount of hormones flowing through me would have made any normal 14 year old boy go crazy and never leave their computer. Somehow I managed to restrain myself. Don’t get me wrong, I was horny and hard almost constantly. I learned how to conceal my boners pretty quickly. I wish I knew about chastity cages back then, my life would have been exponentially easier.

       Now if I go a day without cumming I am in agony. If I do go an extended amount of time without coming I will be hard all day and dripping wet. I can’t really wear underwear except for granny panties, which I don’t like, so I go commando and when I get wet it’s noticeable.

       But when I have the time, I love teasing myself. My favorite thing to do on the weekends is basically torture myself. Fridays at work are usually pretty slow for me so I end up looking at a lot of porn on my phone for most of the day. By the time I get home I am craving a release. The first thing I do is strip down and hop in the bath. I dont touch myself at all, I just soak and relax as much as possible and wash the week off me and thoroughly clean myself (I love anal so this involves an enima, kinda gross but necessary).

       Once I’m done I go into the bedroom and grab a buttplug and tease my asshole with it. Having my ass plugged and full is one of my favorite feelings, I can cum from my dick with just anal stimulation and when I toy with it at all I start leaking precum. I love the taste of myself and my cum and I love being messy. Sometimes I eat it all, and sometimes I let it drip down my dick onto my stomach or mix in with my sweet pussy juices. Just typing this out and talking about it is making me as hard as a rock. After that the night is pretty uneventful. I watch porn late into the night but since I am not allowed to touch myself I eventually just go to bed hard, wet, and plugged.

       I wake up Saturday morning snuggled and wrapped up in my super soft fluffy blanket. I have pretty sensitive skin so most of my linens are plush and fluffy or silky if it is summer. I also wake up rock hard and soaked in my pussy juice. I finally allow myself to cum on Saturdays but not yet. I run my hands down my body feeling myself through the plush fabric and rubbing it on my more sensitive areas. I grab my tits, teasing and tickling my nipples. Then move my hands slowly down my stomach savoring the feeling of the blanket against my body.

       My hands reach my pubic area, my dick tingles with anticipation begging me to grab hold and stroke it until I explode and spill warm cum all over my body. Just before I reach it, I move my hands away down the sides of my hips and to my thighs. I move my hands around to my inner thighs and make my way up to my soft tight pussy. I feel it ache. My body begs for me to rub my clit, shove my fingers in my soaking wet hole and fuck myself until I am a shivering puddle of post orgasmic bliss. I do not give in, not yet. I ever so lightly run my hand over the outside of the blanket teasing my pussy with the softest touch.

       I move my hand up and gently toy with my balls savoring the feeling of the blanket on my soft shaved ballsack. Then I move up further, lightly dragging my fingers up the shaft of my rock hard cock and gently rubbing the head with my thumb and forefinger. I twitch and shudder with pleasure as I squeeze my stretched out asshole around the plug. I can feel the warmth of precum leaking out, soaking into the blanket and running down my cock.

       After I feel like I have teased myself enough I throw the blanket off of me and lick up any precum and slowly remove the plug from my ass, toying with my hole. I pull the plug out till my asshole is stretched around the widest part of the plug and gently push it back in. My greedy asshole devours the plug up to the base. I do this over and over again until I slowly pull it all the way out and relish the feeling of the cold morning air on my stretched and gaping hole.

       I’m not sure why I love toying with my ass so much. I mean obviously because it feels fucking incredible. I think I love the forbidden fruit aspect of it more than anything. It feels so wrong to play with this dirty and illicit part of the body. I first tried it when I heard some girls at school bullying another girl. Calling her a whore and a slut for enjoying her body and sharing this intimate part of herself with her some asshole who shamed and humiliated her after their hookup. That night I went home and gently toyed with my ass, rubbing it with my finger and gently sticking it in just a little. I wanted to stand with this girl and tell these bitches to fuck off and that they could never understand true pleasure with their tiny closed minds. That’s exactly what I did, and me and that girl dated in secret for years but that is a story for another day. When I lay in bed, gently probing my gaping asshole with my fingers, it feels so damn good that I feel sorry for any man or woman too afraid to experiment with themselves and love all of their body, like those bitches back in high school.

       Back to the fun stuff. After making breakfast I feel like taking a little trip and letting my exhibitionist side take over. I go find something to wear out that shows off my body a little bit. I grab another plug before getting dressed, to make sure my asshole stays warmed up and ready to go. Picking clothes can be tricky. Pants dont allow me enough freedom to expose myself, even though the cold Chicago weather may call for it. Skirts can be iffy, if I get hard there is no hiding it but I love the freedom a skirt allows. Bending over and flashing unsuspecting pedestrians is exhilarating.

       On this particular occasion, I opt for a tight but thick black sweater dress that falls to just above the knee. Since it is October and pretty chilly. I decide to live dangerously and leave everything free, if I get a boner (highly likely) then some lucky person is gonna get the show of a lifetime. I finish the outfit with some stockings, boots and a light jacket.

       My first stop is a department store to shop for some new lingerie. As I make my way to the intimate apparel section I notice I am catching more than a few glances from the few early bird shoppers. A husband sneaking glances at me while his wife picks out some pants for him. The cashier at the register who has not taken her eyes off me since I walked in the door. And a young teen looking at hoodies is trying and failing to hide his boner as I pass by him. I feel my cock twitch with the excitement of being the center of so much attention. As I pass the teenager, I try to get him even more worked up by putting a little extra oomph into my steps to my make tits really bounce. I turn around to look at him and his face turns bright red as I catch him staring at my ass as I walk away. I give my ass a light smack, grab it, jiggle it, and wink at the boy. I know he will jerk his dick to me as soon as he leaves and I’m out to show off, so why not make it extra special for him?

       I make it to the lingerie section and I see the boy had followed me. He is in the shoe section across the aisle not so subtly checking me out whenever he thinks I’m not paying attention. I pick out a few bras to try on and a see-through nightgown. When I am sure no one is around I motion for the boy to come over. He goes red in the face and looks around to see if I am motioning to someone else. I stare directly at him, smile, and make the come here motion with my finger. A very dirty idea popped into my head but I need to protect myself first.

       He got up, quickly shoved his hands in his pockets in a pathetic but adorable attempt to hide his boner, and nervously approached me amongst the racks of thongs, g-strings, bras, teddy’s, and nightgowns. As he approached, I took a moment to check him out, he was actually pretty cute. A little taller than me. Black hair, glasses, not athletic but not skinny.

       “What’s your name?” I ask.

       “Uh Jimmy,” he says.

       “Hi Jim, I’m Adrianna. I was wondering, how old are you Jim?”

       “21,” his reply showed some hesitation.

       I look deep into his eyes and I almost in a whisper ask, “how old are you really?”

       “….18, here look, this is my license.” He fumbles in his wallet and pulls out his license. I’m not really sure why he is showing me but I check his ID like a bouncer at a strip club. Sure enough I could see his birthday was July 5th, 2000.

       “Jim, can I ask you a personal question?” Teasing this boy is fun and my cock is getting semi hard and as I plot what will happen over the next few minutes.

       “Uh sure,”

       “Jim, have you ever had a girlfriend?”

       “No…

       “Jim, I’m torn. I am going on a date tonight and I don’t know what to wear. I want to pick the perfect bra. Can you help me pick one out?” I flash him a sly smile and mentally beg him to accept.

       “Are you serious? What would your boyfriend think? I don’t want to get you in trouble.”

       “Aww no, I don’t have a boyfriend. It’s just a Tinder hookup. I just want to look as hot as possible.” I have no date but my plan was working.

       “Absolutely! I would love to help.” Jim’s excitement is very obvious, his face lights up like a kid in a candy shop. I glance down at his increasingly tight pants, smile at him, and bite my lip. I hold out my hand and take his; his hand is shaking. I lean in closer to him: close enough for him to smell my hair.

       “Before I try these on I need to ask you something Jim. Be honest with me, I will know if you lie.” I whisper, using my best bedroom voice. “Jim, are you a virgin?”

        He tenses up, contemplating whether to lie or tell the truth. His face turned even more red. “Yes,” he says.

       I take his hand and lead him to the fitting room, quickly glancing around to make sure there were no employees nearby. Then I lead him into one of the stalls and sit him on the little bench. It takes every ounce of my will power to not getting a boner. I love to show off to strangers and Jim being so fresh and innocent had me dripping with excitement. It’s not every day you get to corrupt youth. I turn around and pull my dress down my shoulders to just around my stomach exposing my tits. I make sure to turn away enough so Jim can’t directly see them but he he can see enough in the mirror.

       I slip on the first bra, pink lace with a flowery design. Once I have it clipped I turn around to show off to Jim.

       “Well what do you think?” I ask.

       “It looks amazing!” he said. Again he tries and fails to hide his massive erection. I lean down and whisper in his ear.

       “It’s ok, you don’t have to hide from me. Did you like the little show I gave you earlier when you first saw me?”

       He nods in response. “Your ass is incredible.” I turn around and guide his hand to my ass. He gently rubs and caresses it, I almost moan in pleasure. I let him continue for a minute or two then step forward and undo the bra to try on the next one. I feel his fingers reach out and brush against my ass.

       “Do you like playing with my ass Jim?” I see him nod in the mirror. “Good, me too.” I wink at him in the mirror and turn around to show off the other bra. This one is black and see through. Jim’s mouth drops open in awe.

       “I think we have a winner! Do you want to feel them?” He stands up and places a hand on each of my breasts. A slight moan escapes me as he gently starts to squeeze and fondle me. I take one of his hands and guide it back to my ass and lift my dress in the back. His hand drifts closer and closer to my hole and I lean into him and start to kiss him. He is not bad, a little too eager but that’s ok. I place his hand on the plug and he pulls back in shock.

       “Play with my ass,” I whisper. “Gently.” He slowly pulls out the plug and pushes it back in, each time pulling a little farther out. I let out another small moan and begin to undo his pants, freeing him. I put my finger on my lips then get on my knees in front of him. I feel the cool air on my pussy and cock as my dress rides up and bunches around my waist. If any one were to look under the door they would see all of my parts exposed. There was no holding back my erection now, so I tuck it in between my thighs to keep it hidden from Jim. I take off the bra, look up at him, smile, and lick the tip of his cock.

       I take his head into my mouth and begin to stroke his cock and tongue his head. His cock is a very nice size, not to big, but big enough to make a pussy feel nice and full. Having his cock in my mouth makes my pussy ache and beg to be fucked. I feel my wetness drip down my balls. He tastes nice; giving oral is one of my favorite sexual acts. Pleasuring people with my mouth, literally tasting how good I make them feel, turns me on so much. I reach back with my free hand and play with my plug a little bit.
Jim lets out a small moan as I take him deeper into my mouth and cover his dick in my saliva. I have said before: I like things messy. I want to make this kid’s first blowjob the best one he will ever have. I deep throat him, I shove his cock down my throat until my lips wrap around the base of his dick and his balls touch my chin. I hold his dick in my throat until my eyes water and I gag. I stare up at him, tears welling up in my eyes, I can tell he is ready to cum but I don’t want this to be over. I pull back, work up as much saliva as possible to use as lube; I lightly stroke his cock with my hand and quickly catch my breath.

       He is so fucking hard. I feel his dick pulsing, begging me to give him release. I wrap my lips back around the head of his cock and bob my head up and down his shaft. I go about halfway down his cock while simultaneously working his shaft with my hand. I feel him shaking, I work his dick harder and faster. He lets out a low groan, a little louder than before, and I think he tries to tell me he is going to cum. I don’t really hear him. I’m too focused on the feel of my lips wrapped around his cock, the feel of his cock in my hand, and the taste of his head on my tongue. I crave his cum, I need to feel him release and explode into my mouth. I look up at him, staring deep into his eyes as his cock pulses and pours wave after wave of cum into my eager mouth. I work his cock slower and gentler than before, milking every last drop of cum. I clean him up as much as I can with my mouth, look up at him, and open my mouth swirling his cum around with my tongue. Some of it dribbles out of the corner of my mouth and I swallow the rest of it. Then stick out my tongue to prove to this boy how much of a slut I am.

       “Thank you for giving me your cum Jim.” I say, still on my knees. “I really enjoyed that.”

       “That was fucking incredible, you are fucking incredible.” He says. I stand up, making sure to keep my legs together and my dick tucked back. I don’t want to freak this kid out.

       I give him another kiss and shove my tongue in his mouth, forcing him to taste himself. He likes it and kisses me back with just as much force. We make out for another minute or so, then I break the kiss.

       “Maybe I shouldn’t have been so greedy and saved some of that cum for you.” I say, making him blush. “Aww, don’t be embarrassed. I think it’s hot that you like how you taste.”

       I give him another kiss, a light peck, and tell him that he should leave before me and that I will leave in a few minutes so we don’t get caught. He doesn’t know that I am in desperate need of a release. He leaves the fitting room with a little more pep in his step and I close the door behind him.

       I sit down on the little bench and spread my legs. My cock springs out from between my thighs. Just a little bit of attention would cause me to cum buckets. Unfortunately, I cannot do that, I don’t want to leave a nasty mess for some poor employee to clean. Instead I gently insert my fingers into my aching pussy. I slowly work my fingers in and out, feeling my pussy tighten around my fingers. I become very aware of the plug in my ass and work my pussy faster and harder. I am soaking wet, which makes fingering myself a little loud but I don’t care it feels so good to finally give my pussy attention. I imagine bending over in front of Jim, backing up into him and letting my pussy devour his cock. I feel my orgasam welling up deep inside me, I need to cum and nothing in the world can stop me. I imagine my hanging tits and cock bouncing wildly as he thrusts deep into my pussy, fucking me harder and harder. I imagine him filling me up with his warm cum, my pussy clamping down on his cock, milking out every last drop. I explode, I almost scream from how good it feels to finally cum but I cover my mouth and hold it back. My body tingles and I sit on the bench quivering in ecstasy. I lick my fingers, tasting my sweet pussy.

Source: reddit.com/r/sexystories/comments/bxlnnw/adriannas_weekend_t_tm_mast_anal_exh_oral

2 comments

  1. Sorry for the weirdly formatted paragraph, I don’t post often and cant figure out how to fix it…

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