The first time I tried anal was shortly after I had lost my virginity to my first boyfriend at 17. We lived far away from each other so we hardly ever saw one another. Being in High school still we also were hardly ever alone. Sometimes we would be able to say we were going to watch a movie and shut our bedroom doors or stay in the living room. Anytime this would happen we would be all over one another. I remember giving many blow jobs on his parents couch while the tv was turned up to drown out his moans. It was really fun sneaking around! I almost miss that excitement when you are so young. But anyways, one night we were at my parents house in my room. It had been 2 weeks since we had seen each other so it was blissful being able to touch him and be touched. For weeks before we had been sexting about how he really wanted to try butt stuff. I remember him saying he had really wanted to eat my ass and try anal because it was so tight. I was so excited to try something new so I propositioned him that we could do it that night. He was really excited and got my lube from my hiding place as I took my clothes off. I could hear my dad watching tv out in the living room and it was exhilarating. My house has very very thin walls so I am surprised to this day my parents thought I was still a virgin. After I took my clothes off he flipped me over so I was on my stomach. I lifted up my butt a bit as he grabbed my ass and started kissing around my hole. He licked softly at my O ring and traced the skin around. It felt so sensual and nice. I felt safe and ready to try what we both knew was next. Then he put some lube on his finger and slowly went in and out. At first I was confused as to how it felt. I froze unsure of if I wanted to continue. Then he put more lube and slowly put two fingers in. It started to feel really good. I loved how slow but sure he persisted. Then he barely put three fingers in and let it get used to be expanded. I got up and went down to the ground on my hands and knees and begged him to put it in. He quickly got up and took his pants off. He put just the right amount of lube on his dick. I could feel him at my entrance and he slowly slid in. I moaned deeply because it felt so amazing. He grunted and said I was so tight. Then I remembered he didn’t have a condom on! We always used condoms but forgot this time. At first I was going to say something but instead I was so happy he didn’t. It felt so amazing having him raw inside of me. I felt myself get wetter and wetter with the thought of how dirty we were being. He started to go faster and at first it started to get a bit painful but then I eased into it. He started breathing really hard saying I felt amazing. I was so excited I started touching myself. After a couple more pumps he said he was going to cum. Before I could do anything I felt his warm load fill me up. It felt so amazing with his throbbing cock filling me up and making me feel warm. He stayed inside me for a little while moaning. Then he pulled out and his cum came rushing out. He quickly put his shirt to stop it from getting all over. I reached down and I swear I had never been that wet before. Since then of course I have had better sex but this moment was certainly memorable.
I [F] facetimed my old fwb [M] during the quarantine
If you’ve read my other posts, you might remember that I’m a nurse and that one of my old FWBs was also a nurse, Luke. We have been texting each other more over the past month or so, just discussing the spread of the disease and ways it was being treated. Nothing sexual at all, just sharing articles and talking about things we’d seen. One night a few weeks ago, we were both a little lonely and frustrated with the quarantine life, so we ended up facetiming. He mentioned a random post he’d seen in reddit earlier, and I just felt like I HAD to tell him about the posts I’d made here and how he had been the subject of one of them.
We stayed on facetime while he read the post I’d written about him. He was reading it on his laptop while his phone was kind of propped up next to the monitor. As he read, his face went from interested to very obviously turned on, and I could see him reach down out of view to adjust himself a few times. I wanted to read my words along with him, but I also didn’t want to miss any of his reactions. When he finished reading, he picked his phone back up and just looked at me for what felt like forever. Finally I spoke up and asked what his thoughts were.
High Flower Academy – Part 1 (Solo)(Spanking)(FxFuta)
Thank you for coming by! This is part 1 of what will be a story updated daily over on my sub r/dailysexstory! Please come over and read the introduction if you’re interested. Chapter 2 is there as well with chapter 3 coming tomorrow!
Author’s Note: Our protagonist is Grace. Grace is 24. She is 5’5 with a curvy body. Her skin is a simple cream color and she currently has red hair. It looks natural, but it’s dyed. Her eyes are a bright blue that are less piercing and more doe eyed. She has a cute button nose and a smile that endears many. Her body is rather curvy. Her top half is slimmer than her bottom half, with mid-sized breasts and a nice stomach. Her hips then flare out a bit and she has a bubble butt, slightly larger than expected on her shorter frame. Putting this here as it just didn’t flow naturally into the story. Please enjoy!
**Chapter 1 – Welcome to High Flower**
“Shuffle in, shuffle in!” A voice boomed from the field. I couldn’t believe this place. It looked so stereotypical. “Where did they find this place?” I muttered as I sidestep my way down the bleachers.
The Roommates Chapter 2
Mary walked up to her boyfriend’s apartment with a purpose. She had woken up that morning drenched in sweat after dreaming about someone eating her out. She could say exactly who it was she was dreaming about, but she was trembling when she woke up in drenched blue panties and a silk pajama top. She was so horny that she wanted to head straight over to Rob’s house and have sex, but she knew he had been working nights. She decided to wait until the afternoon.
After spending the day watching tv and waiting, she had shaved her legs and pubic area in the shower and although she wanted to, resisted the urge to touch herself. She put on her shortest skirt and decided against panties. After all she was only going over there to fuck. She doubted they would be getting out of bed once it started. She put on a lace front-clasp bra and as silky black top.
She sent a message to Rob’s phone before she left, but he didn’t reply. He was probably sleeping, she thought. Not to mention, Rob was pretty terrible at texting back in a timely manner. Mary jumped in her car to headed over. She was so horny she had to stop herself, remember to focus on the drive, and not touch herself the whole trip over.
[F]uck [M]e….
I (29M) had recently broken up with my ex and moved to another city out of the country for an international assignment. She (25F), let’s call her F, and I had met through tinder several years ago. By the end of our first date I remember thinking that she’ll be the one I’ll lose my virginity to (yeah a little too late)
We met almost daily for the next few months but since she was getting out of a relationship, nothing really happened. I lost interest, she became interested, and over the next few years our feelings played cat and mouse.
Fast forward, I’ve already had sex (finally!) and a lot more. One night, while I’m out of country, I received a phone call from an unknown number. I pick up and she’s on the other end. We exchanged pleasantries followed by,
“Hey, so I need a place to stay for the night. Can I crash at yours?”
We all know what’s going through my mind, and I keep my cool and reply, “yeah sure, when are you coming over?”
“2 hours….”
[MF] I let Red unleash her inner freak on me again…and I like it!
Hey everyone, Scottie here, I’m the “Old classmate” that Red was talking about in her story “Dinner With and Old Classmate” I thought since she shared our story with you guys I’d share another one of our fun times together. So, First of all, let me describe Red to you guys, On the outside she appears to be all sweet and innocent. Beautiful long, curly red hair, mesmerizing green eyes, sweet smile with the cutest dimples. She is about 5’5″ with a smoking hot body and the greatest tits. Are you picturing that? Good!
So, after Red and I had our first reunion in years, things got pretty interesting. When she said she had an inner slut that likes to come out and play, this woman was not kidding. Now, I’m sure we all have had that fantasy about the sweet young girl that turns out to be a real sex fiend, well that is my Red.
Again.
You may be towering over me, but you’re mine to play with.
*Please?*
Pressing my hand against your chest, I push you to your knees. My hand slides up your throat, pressing slowly as you let out a low groan.
Say it again…
*Please?*
Fuck, your voice gives me chills. Leaning down a little, my fingers push against your jaw so I can bite my way down from jawline to collarbone. Your hands reach out to grab me, but I shake my head and step back.
So hard already for me. I sit in my chair, grinning at the look on your face… so damn eager and needy.
Again.
*Please?*
Uncrossing my legs, I slowly run my foot up your thigh, watching you tense up as I get closer to your dick. You seem to be holding your breath, but then…
*Please? Please…*
You hiss as you breathe in sharply as I gently stroke your length with my foot. The growl you let out has me biting my lip.
My plaything is ready, it seems.
Again.
*Please?*
Should I [M] fuck my boss [F]
Well I did.
This all started with a happy hour. Charity happy hour actually.
I had convinced her to loosen up and to order whatever drink sounded good to her. I believe it involved a rum, orange liquor and some sort of cream. My intention was for her to have a good time as I had no idea what her private life was like. She’s a woman in her early thirties out with coworkers for some drinks. I’d describe her as very petite, maybe 110 lbs, but with defined hips, pale and with reddish, brown hair. It’s an open bar occasion so she’s getting comfortable and trashed. Honestly, to this point, I’ve thought nothing more than the occasional “would not be mad if she was naked” type thought, because she seems like the most innocent person you’ve ever met.
Hailey Helps Out [MMF] [Interracial] [Spitroast]
Since I snuck into my neighbor Mr. Chapman’s backyard and got caught naked in his pool, my life had been a roller coaster of experiences. Who knew meeting my hunky black neighbor would turn into a sexual Renaissance for me? Not that I’m complaining, it just caught me by surprise. Now that we had forged an actual relationship, one that we officially upgraded to labeling, I wanted to do something special for him.
One could argue that letting my two best friends tend to his insatiable cock a few weeks ago was pretty special, but that was kind of a fluke. A fun fluke, but a fluke nonetheless. I wanted to do something just for him that showed my appreciation for his affection and hopefully surprise him a little. Every guy enjoys seeing his gal in something sexy, so I thought it might be fun to buy some lingerie, walk over to his house, and pretend I was a call girl or a stripper or something.
Should be fun, right?
A surprise I’d never forget…
So one night I was in your town and messaged you saying I was and if you wanted to come to my hotel room you could. You said you had your place empty and you’d prefer if I just came there that way you could use the fuck out of me and we wouldn’t have to worry about getting a noise complaint. So I start to get ready to come to your place, I’m in a short tight dress that barely covers my ass with a deep V showing off my tits. I through on fishnets and black heels with red lipstick because who doesn’t like that. You told me to come to your place, you would leave the door unlocked and to go into your living room and follow the directions you left on a note there with the items next to it, you had to run out. So I get to your place, and I sit in my car waiting a little bit, hesitating going in because I have no clue what you had waiting for me. So I walk up to your place and go into your living room. I find the note and it says “I hope you’re ready to be used Slut. Strip down and put this on. Kneel in the middle of the room” Beside the note was a black blindfold, a ball gag and a pair of cuffs. I slowly slid out of my dress and folded it on the couch, I decided I was feeling froggy and left the fishnets and heels on and walked to the center of the room with the essentials in my hands. I kneeled and fastened the gag behind my head, loving how the cool leather felt in my mouth, I could feel my heart start beating harder, excited for what was to come. Next was the blindfold, the satin cool against my skin. Last came the cuffs, I had to guess if you would want me fastened in the front or in the back, I took a guess and put my hands behind my back and fastened the cold, rough metal around my wrists. I kneeled, waiting for you to come back for what seemed like forever. I heard the door knob clicked and heard foot steps, I felt goosebumps run all over my body, hoping it was you seeing me in such a vulnerable position. I felt my pussy get warm with excitement and my nipples harden; feeling your eyes travel down my body. I moaned around the gag, dying to feel you touch me. I heard you start walking towards me, and then what I thought was more footsteps. I heard your voice carry through the room “Isn’t that a good whore” as I heard another male laugh and respond to you. You stood behind me and briefly lifted the blindfold, allowing me to see the present you brought me. My eyes got big, he was tall and muscular with brown hair and piercing blue eyes…slowly you lowered the blindfold back over my eyes. You unfastened the gag, but not before demanding I don’t make a noise. If I did you would put it back in my mouth. You removed it from my mouth, and helped me get to my feet, loving the added touch of the fishnets and heels, you guided me to the couch and bent me over, telling me to spread my legs and wait. You told your friend he could have a turn with me before you did and that he could do whatever he wanted to me, and to make sure he used me until he was spent. I heard footsteps walk towards me, and felt a presence behind me. I felt my breath quicken and my hard nipples rubbed against the fabric of the couch, sending a shiver down my spine. I heard a belt unbuckle and heard pants hit the floor. A moan slipped out of my mouth. I instantly regretted it after hearing your growl. I could hear you storm across the room and your friend stepped out of your way, you grabbed my hair and snarled in my ear “if I hear you moan again like that for him he’s leaving and you’re not going to like what happens. Do you understand?” I quickly hear a yes sir slip out of my mouth, instantly regretting the agreement, knowing I wouldn’t be able to keep quiet and enjoy two cocks tonight. Your friend stepped back behind me after you stepped aside. You told him to wait you were moving me and you stood me up and walked me to the bedroom, arranging me on all fours I felt a cool breeze against my bare pussy. Out of nowhere I felt a slap across my ass, not being able to decipher who it came from I held back a whimper, not wanting to lose my suprise. *slap* this time it came a little bit harder and I could feel my ass sting, doing everything in my power not to let out a moan I bit my lip, not knowing how much more I could take. Out of nowhere I felt lips against my neck, nibbling and sucking, I could feel myself instantly wanting to whimper and beg for more but knowing now wasn’t the time. The lips traveled down my neck and down my spine as the person behind me began kneading my hips between his fingers. I felt a hard head at my slick wet entrance, teasing me, I kept trying to buck back to get just a little more pressure on my clit or entrance but the person must’ve been able to read my mind, pulling away, leaving me frustrated and wanting so much more. I felt the bed sink down under body weight and felt a hand on the back of my head slowly leading me downward, instantly my lips came to the head of a cock, I opened my mouth eager to be able to taste something after tasting the leather of the gag for so long. I dipped my head down and started to suck and swirl my tongue around the hard cock that was in my mouth, I could feel the wetness growing between my legs, getting more and more into the cock I was sucking. I tasted a bit of pre cum and loved how it tasted, not bitter but a tad bit sweet. I wanted to taste it more and more. The cock was a decent size but definitely easy to suck and didn’t choke me like I knew yours would. After I kept a steady rhythm, the hand on the back of my head let up and I felt someone standing behind me. The guy wetting the head of his cock at my entrance, I was giddy with anticipation, excited for how I was going to be fucked and used. I felt the person grab my hips, and him steady his head out of my entrance all of a sudden I felt him thrust into me and slam inside of me, his balls slapping my clit. Instantly oh my god slips from my mouth and I hear a chuckle. The chuckle made me realize how much I would soon regret saying that. You grabbed the back of my head and instantly made me start fucking the cock in my mouth with my throat. I was gagging and spitting every where and coughed. You let me cum up for air and then made me go back to it. I hated how it felt, but also loved it at the same time. We went through the same pattern for a few minutes until the man under me announced he was going to cum, you made him pull out of my mouth, stroke himself and cover my face. Instantly I began to lap at the cum that had touched my lips, you didn’t like that and slapped me across the face, telling me it was staying there until you were done using me. You took of my blind fold and removed the cuffs but put the gag back in my mouth. You pinned my hips to the bed and instantly went back to fucking my cunt, each time it felt as if you were going deeper and deeper with each thrust. I could feel my climax coming close knowing I wouldn’t be able to last much longer, you took slammed into me the deepest you had been yet and instantly an orgasm tore through my body and I collapsed on the bed, Pussy grasping around your cock. You flipped me over, telling me to look into your eyes and tell me how good you were fucking me until you blew your load deep inside of me. You removed the gag and began pounding into my pussy again, going deeper and deeper with every thrust having me soak your bed, cock and balls. I felt myself climbing to another orgasm that quickly ripped through my body, my cock clenched around your cock as you kept pounding into me until you blew your load deep inside me. You pull your cock out and I feel the cum start dripping out of me. You drop to your knees and eat and suck the cum out of me, then bring it up to my mouth and make me taste how we taste together. While doing this process, you bring me close to another orgasm but don’t allow me to cum. You tell me to get dressed and that you would take care of me tomorrow you had to get back to work. I left, feeling hornier than I came, wanting more and more of the awesome sex you just gave me.