My first time with anal [MF]

This was almost 30 years ago, with my second girlfriend.

I was 18, girlfriend was 17, almost 18. She lived with her mom, and I was there along with a bunch of her family members for Thanksgiving.

Football on the TV, food laid out, probably a dozen people in the house.

She was frisky, often flashing her boobs, ass, or pussy when we were in public, when nobody was looking. She’d also slide her hand down my pants at any given time. She was always wet, and always horny.

“Follow me!”

We went to the bathroom, where she pulled her shorts off and got on her hands and knees on the bath mat. There’s a dozen people in a room just on the other side of the wall, and this is the only bathroom in the house… but there’s pussy.

I pull my jeans down, get behind her, and slide my dick into her pussy, while grabbing a handful of hair. I reached down and grabbed a tit; she loved them being handled really roughly, and was often bruised. I tried to fuck quietly, but…

“stick it in my ass!”

A country summer, Part 3 (NSFW, golden showers, anal, mf, tg, mm, incest, transgender, gay, MILF, GILF)

*

I had originally planned to ride around the ranch at Aunt Mary’s place, but after a big hug and a peck on the cheek, she regretfully informed me that her husband, my step-uncle, took an extra job and wasn’t able to bring a horse in from pasture before he had to leave.

I was disappointed, but thought about my younger cousin who lived in their basement.

“What about Ernie?” I asked. “Can he help me get one?”

Aunt Mary had four children by her first husband, and one more from her next. She had two girls, then three boys. I was right between the first two boys, they were each a year older and younger than me. The last boy was almost ten years younger and lived upstairs, while Ernie rented the basement as an apartment.

Mary was almost a mirror image of my own mother, but was also almost ten years her senior. They looked and sounded alike, but the life of a rancher’s wife and five children had its effect on her appearance. Her skin was weathered and her hair was graying. Her hips were wide, her thighs thick and her baby-stretched belly could be seen resting against the tops of her thighs below her waistband. The one department in which she surpassed all other women was her breasts.

A country summer, Part 2 (NSFW, golden showers, anal, mf, tg, mm, incest, transgender, gay, MILF, GILF)

That morning Grandma smiled at me a lot more than usual, her eyes sparkling, and after being skittish around her for a bit, her easy-going attitude and body language wore off on me and I began to relax. The incident seemed to have evolved into some kind of private joke/shared experience between us. When I tried to wash dishes after breakfast she even came up beside me and gave me a sideways hug, then bumped me firmly aside with her generous hip and took over.

Grandpa stayed home that day so I was able to borrow the truck and wander around the valley, revisiting my childhood haunts and reminiscing. I wandered over to the next town, even smaller that Union, which had a pool built over a hot spring. Then back to Union to spend an hour in the tiny but awesome museum. Before heading home I walked across the street to the post office to pick up the mail for Grandma, there were no mail boxes in Union, and everyone came to town to pick it up.

While I was waiting for the clerk to bring the mail up front, a best friend of my dad’s from high school, Ronald, recognized me and invited me over to dinner at his place.

A country summer, Part 1 (NSFW, golden showers, anal, mf, tg, mm, incest, transgender, gay, MILF, GILF)

Dear reader, the following story is a work of fiction based loosely on a true life events, so there’s a nugget of truth in everything I wrote. In the end, it’s an amalgamation of memory and fantasy. I hope you enjoy! ^_^

I’m 18 years old and had just graduated high school in southern California. I was an inch under six foot tall, about 175 pounds, short reddish-brown hair bleached by the sun, bright blue eyes and well-tanned from living at the beach and pool. I had spent the last 8 years on city and school swim teams and took up surfing when my family moved to Cali eight years before. I worked part-time since I was 14 as a lifeguard and swimming instructor at the same pool my team trained in. Needless to say, I spent a lot of time wearing a speedo and was very comfortable in my skin.

Veggies and fists and a pussy and an ass, oh my! [FM]

And finally, it happened.

Casey (my wife) and I were alone in the house. It’s rare, but happening occasionally as the kids are getting older. We put on some music, hung out in the hot tub, smoked some pot, and enjoyed each others company. Not one to let an empty house go to waste, rather than going to our bedroom, I grabbed a big blanket and laid it out on the living room floor.

We dimmed the lights a bit, and fired up the wood stove. Music in the background, doors locked so no unexpected company would come in, and Casey said she wants to watch some porn. She’s not big on it, but sometimes finds something she really gets into. I sorta curate some stuff on PornHub that I think she might like, and she’ll go through it. Apparently I found one she liked, though it surprised me that she did. Usually, it’ll be something BDSM and male/female, group, anal, but this was solo. Just one woman, pierced, putting a mango in her pussy.

My wife (finally) let me cum in her ass [MF]

Over the weekend, the wife and I had a chance to get away from the kids, have a rare date night and stay in a hotel. We were heading to a concert that night and decide to chill out and rest up in the room. While laying down my wife starts initiating by rubbing her pussy on my crotch. She never does this so I take advantage and we have a quickie with her coming on top.

We go to the concert and have a great time. After the concert, we’re back in the hotel. Sexy time starts back up and it is going great. Get the lube out then probing her asshole in the doggy position to gauge her willingness to take my dick. She tells me she can’t handle it like that. I get a bit disappointed since my anal fantasy just got rejected. My wife then let’s me know she wants to be on top.

The more the merrier

Charlotte ‘Don’t be nervous babe, it’s gonna be fun’ I say and kiss my husband Jared gently. I brush some of the stubborn blonde curls out of his face, take his hand and take a step over to be on his side. I must have sounded a lot calmer than I am, because when I look in the body length mirror I can see my cheeks blushing red – for me that is a clear sign of nervous excitement. I let my glance wander over what the mirror shows me: Jared and I are an attractive couple. He is tall, has a full beard, curious green eyes and wild blonde curls that he now decides to tame and tie back in a bun – a look I love on him. His curls caught my eye when I first saw him in a North Vancouver laundromat where we both lived at the time. I wanted to talk to him and couldn’t think of anything better than asking his opinion on what the best dryer was. Fast forward seven years: we’re happily married and his curls and cheeky smile still drive me crazy. When I look at myself I see a confident blonde, that hardly reaches Jared’s shoulders. What I like about myself are my light blue eyes and my curves – my full, perky tits and skinny waist have always made me feel feminine and sexy. Jared says he first noticed my prominent, round booty, which in my opinion could be a little less noticeable, but hey – my man loves ass. I’m just about to lose myself in a day dream about our last anal session, when the elevator doors open. My husband squeezes my hand hard and says with his brows raised ‘Charlotte, we don’t have to do this, you know. We can just go home and pretend it never happened.’ ‘Jared, we both want this. We’ve wanted it for too long. Don’t think too much please, love. And remember whatever happens in there, I am ok with it as long as i don’t say the code word.’ ‘Exit’ he exhales. ‘Exit’ I say gently. I kiss Jared again, passionately this time. He pulls me close to him and let’s his hands wander down my spine until he reaches my butt cheeks and squeezes them hard with both hands, while my tongue plays with his. I press my body against his and can already feel his erection. I love that I can still turn my long term partner on in an instant and am happy about our fulfilled sex life. Indeed, boredom or lost passion is not why we came into this posh apartment building in downtown Calgary today. Jared and I are here to act on a fantasy that we have been sharing for years: swinging, an orgy, partner swap – call it what you want. We have been living in a perfectly monogamous relationship and have no interest in dating other people, but we have both always wanted to have sex with more people at a time and we want to do this together. A couple of months ago I created an account on a platform designed to bring interested couples together and when I had found our perfect match, I presented my idea to Jared. He sure was skeptical and uncertain whether or not we were ready, but after reading through my correspondence with the fellow pair and viewing pictures, he was into it. The couple I clicked with instantly consisted of Eric and Tanya, who were both slightly older than us and definitely a lot more experienced in the field of of swinging – they were very willing to give us some guidance. Jared and I have now arrived at apartment number 72, I take a deep breath and ring the bell before my husband can raise more doubts about this endeavor. seconds later Tanya opens the door with a big smile and let’s us in ‘welcome Charlotte and Jared, I’m so glad to finally meet you in person.’ Eric appears next to her and greets us with a friendly nod. We don’t hug, there are no kisses, but the two politely take our coats and lead us to the living room where we sit down opposite the experienced pair. Tanya has offered us champagne which we gladly both take sips from. She is truly gorgeous and exceeds the expectations I had after she sent me pictures of herself. She is a bit taller than me and has a fit body, she obviously works out to stay in shape. When I followed her into the apartment earlier I noticed a tight, perfectly apple-shaped butt under her satin dress. Tanya’s hair is of a natural dark red color and the sleek lengths beautifully frame her pretty face with those full, peachy lips. Her hazel eyes seem honest and kind. Eric on the other side isn’t the kind of man I would turn my head on the streets for. He is a bit shorter than Jared, clean shaven and wears his dark hair in a trimmed short cut. I can see lots of grey hairs on his head – it makes him look more mature than he probably is. Eric’s charisma only shines when he speaks I notice a second later. All this time he hasn’t said a word and now speaks up with the deep, raw voice of a chain smoker of 20 years ‘I would also like to welcome you, Charlotte and Jared. We are pleased to have you here. You might have already noticed that we seem a little bit reserved. That is, and as you know we have been swingers for almost 10 years now, we find it is better not to develop a personal relationship with other pairs. We like to invite you, host you and certainly fuck you, we do not want to be your friends.’ I’m not sure if this bluntness should put us off, it certainly does the opposite for me. I notice my vagina starting to get wet listening to this serious man. ‘Now whenever you’re ready, we’d like to invite you to take a dip in the pool on our deck before we head into the bedroom. Drink up.. friends’ the last words he says with a sarcastic smile on his face. In fact their ‘policy’ suits us really well, as personal relationships have been our biggest concern anticipating this adventure. I more than Jared have been worried he’d fall for another woman if we ever engaged in this fantasy. We finish our glasses of champagne and follow our hosts to the deck located just outside of the living room. I can’t help but exchanging an impressed look with my husband – from the pool deck you can overlook the city of Calgary. I have no doubt Eric and Tanja do well for themselves, but, as our host made clear, we will not get into careers or any personal stuff. It’s early August and it already has been a hot and dry summer in Alberta, which actually makes me really excited to jump into the tempting blue water. Tanya is standing next to me and starts to undress slowly. She notices my stare and asks with an encouraging smile ‘are you guys comfortable with skinny dipping?’. What an absurd question that is considering we literally came here to have sex with them. She indeed is a polite hostess. Instead of an answer I tear off my light summer dress in one smooth movement and reveal my naked body – Jared and I had decided no underwear was the way to go today. I smile back at Tanya teasingly and start walking down the stairs into the water. The coolness of it brings relief to my heat that has taken over my body ever since we entered the place. I am in all the way now and tilt my head back to wet my hair, while waiting for my ‘playmates’ to join me. Tanya has revealed a pair of beautiful breasts and a clean shaven pussy – the way I like it for myself. When’s she is wading into the water, Jared follows close behind her and I notice him glancing at her butt. For a moment I feel jealousy flaming up inside me, which I consciously put aside. Today there is no being jealous. Jared is my committed partner, but we both want to fuck other people together and unpleasant emotions have no space in this adventure. So instead I try to be happy for the joy and excitement he must feel staring at that beautiful woman – I feel it too. Eric is still fully dressed and let’s his glance wander over all of us now calmly swimming in the pool, waiting for him to come in. ‘Charlotte, will you join me inside? I changed my mind about the swim. Jared and Tanya will come in soon.’ That is unexpected, I didn’t think we would split up into pairs immediately. With a nod and encouraging look from my husband though, I swim over to the stairs and take Eric’s strong hand as he helps me out of the pool. He hands me a towel and I quickly dry my body and hair off. Unsure wether or not I should wrap the towel around me or just cut to the core and go inside naked, I feel a little lost for a moment. ‘No need for the towel. Let me see those big tits of yours’ Eric makes the decision for me and I drop the towel right away. Although I have been naked all this time I feel uncomfortable under his gaze. He let’s his eyes wander from my full boobs over my stomach, down to my sex and back up. ‘Come on’. I don’t even look back at what happens in the pool, but I can hear my husband chuckle and have a feeling he is in good hands. Eric leads me into the bedroom, which to my surprise not only consists of a big bed, but also numerous other amenities like a high leather bench, bondage appliances on the wall that look like several leather belts and a shelf which is fully stocked with all sorts of sex toys: various vibrators, but plugs, whips – you name it. Jared and I often use toys, so I am no stranger to what I see, the sheer amount though is overwhelming. Eric takes my hand and leads me to the bed, where he signals me to sit down. I can feel how excited my body is getting in anticipation of what will come next. Eric shows little emotion and he says even less, but he has a natural authority that makes me want to obey and do whatever he’d like me to. ‘Spread your legs and lean back, lower your back on the bed’. I do as he says and close my eyes. My head rests on the centre of the bed, while my legs reach towards either lower corner. I expect him to get undressed now, but instead he grips both my legs and pulls me closer to where he is standing at the end of the bed. My legs are still spread wide apart, but my butt is now on the end of the bed, just where Eric can reach we’ll without leaving his position. I close my eyes again and stretch my arms above my head to reach for the pillows. Then I feel his touch on my pussy. He has gone straight for my clit and massages the small pea-shaped spot with capable movements. I guess there’s no beating around the bush with this one. He let’s his finger run over my clit from top to bottom, over and over again. I can feel how wet I am and my body is longing for more. I push my pelvis towards Eric and let out a moan. I am pushing away thoughts that this is not my husband, that this is the first man in 7 years who has touched me like that, apart from Jared. I put those thoughts in a box and give in to the pleasure. I can feel his other hand now working it’s way down, two fingers into my tight and wet pussy. Eric starts massaging my hot insides while his other hand is teasing my clit. I open my eyes and see the grey-haired muscular man staring at me, watching my every sensation. He looks focused, concentrated. My moans grow loader as his movements become wilder. Just when I can start feeling the tickling sensation of an orgasm that is about to happen, he stops. ‘What why’ I can’t help but exclaiming. ‘I like it a little bit different darling’ Eric smiles, offers his hand and helps me up. I follow him over to the leather bench, which reaches up almost to my hip. He tells me to bend over and lower me stomach onto the bench. So I do as he says and bend over, arch my back and present my butt and dripping wet pussy. ‘Bring your hands together behind your back, I’m going to tie them up.’ I immediately obey and he quickly puts a small rope around my wrists, that make it impossible for me to move my arms. He then adds another rope that he attaches under the bench and brings around my waist – he is tying me to the bench. For a second I wonder whether I’m completely crazy putting myself in such a helpless situation with a compete stranger. He could do whatever he’d want now. I hear a deep, pleasant sigh coming from Eric ‘Yes, that’s how I like it.’ I can sense him moving behind me and although I can’t see anything, the sounds of falling clothes tell me he is finally getting naked. Will he fuck me now after all? I wish I could touch myself, could make myself come. The waiting is torture, my body wants more. I can feel a hard object touching my butt cheeks and I first think it’s his dick, but then I notice it must be one of the toys. He strokes me with it, let’s it wander over my cheeks slowly. ‘I hope you like anal Charlotte’ Eric says as he quickly dips a finger in the wet of my pussy, lets it wander up to my asshole and bluntly sticks it in there. I let out a surprised scream due to this harsh movement. ‘There, there’ he now says softly while moving his finger gently inside my butthole. He moves it slowly a little back out, then pushes in further. I have done anal before of course, but I like knowing what’s going to happen before it does. I’m starting to relax and stop contracting my muscles, which allows Eric to move his finger deeper inside me and add another one. I can hear him moaning behind me and can only imagine how fucking hard his dick must be by now. All this time my eyes are closed and I enjoy him working away in my ass. What I really want is his dick, but I’m staying patient and don’t say a word. Then I hear footsteps and realize Jared and Tanya must finally join us. ‘Perfect timing as always, my love. Please assist. Jared, you go sit down right in front of your wife so she can look at you while we do this’ Eric says, his fingers still up my butt. Eric appears in front of me. I see concern on his face and he looks at me with a wondering expression. I nod to signalize him everything is ok. I see that he is fighting jealously caused by another mans fingers up my asshole, but I’m sure my partner has had his fun in the last 30 minutes since I left him with Tanya. Tanya is now behind me, standing next to Eric who removes his fingers. ‘Can I please finger her, Eric?’ she asks him hopefully. I can only assume that he nods, because seconds later I feel slim fingers stimulating my clit. She is much more gentle than her husband, massages my most sensitive spot with soft strokes and plays with my inner labia to increase the pleasure. I close my eyes and let out loud moans while being almost completely unable to move. Tanya keeps rubbing my clit, when Eric is trying to insert something in my anus – bigger than two fingers certainly. ‘I will stimulate your anus with anal beads Charlotte. I will put 3 big beads in and pull them out when you orgasm. Trust me, you’re gonna like it.’ I am not so sure about this, feeling pain and contracting my muscles as a reflex, making it even harder for Eric to get those beads up my ass. Tanya’s touches, one hand on my clit, a finger massaging my g-spot now inside, help me relax and let go and Eric is able to put the beads into my asshole. The first one is the hardest, second and third follow much easier. I feel the beads inside me and enjoy the sensation. Tanja changes positions and is now directly behind me, her naked sex pressed against my butt. I can feel how wet she is and think how much I want to eat out that beautiful pussy of hers. The thought of touching her vagina and boobs and her relentless stroking and rubbing puts me over the edge and I can feel heat waves running through my body. My chests feels warmer and warmer, then the tickles wander down my stomach that fills with butterflies. When the waves reach my vagina I feel the muscles in my pussy contracting and let out a scream. That’s when Eric pulls out the beads and the release of every single one feels like a single orgasm to me. My body shakes and shakes again with enormous waves of pleasure and satisfaction running through it. With a last quiet sigh I open my eyes and lock eyes with my husband who now stands in front of me and see that he is stroking his stiff dick. And I know it has just begun.

[M]y [f]irst Time Doing Anal

She was almost a cliche of a certain type of Brooklyn hipster girl. Korean, full back piece tattoo, tiny, probably 5″2′ 110 pounds, with small pierced breasts and an ass that you could almost hold in one hand.

We’d been “dating” for about two weeks. But by dating I mean fucking a lot and occasionally sitting on my couch eating take out. I’d dated a fair number of girls by then, with a fair variety of sex drives, but she, she was out of control. I’m not sure if she was insatiable, or if I was and she was just eager to please. But either way, she’d often come over and we’d have plans to go to a movie, but before we knew it, she’d be on her knees with my dick in her mouth and the night would be spent in bed.

This time, it was some random night, and we’d fucked half a dozen times in the last three days, including once already that night (unlike all you redditors, I don’t have a huge dick. I can, however, go multiple times in a night). I was out of condoms, but she was sucking my dick, and I was hard as a rock, and I said, “I want to fuck you again, but I’m out of condoms”

Harry Potter and the Hogwarts pervert (part 2)

(Warning: this is a netorare/cuckolding kind of story, and its definitely not for everyone. So if you’re reading this just because you like Harry Potter, you’re going to have a bad time. Probably.

This is part 2 of a story I posted yesterday. People seemed to like it, so I’ll keep posting. This part has quite a lot of build-up, so sorry for that, but I think theres still some hot stuff in here. Plus, I find it boring to just go from sex scene to sex scene. I think the build up, or teasing, makes the sex stuff much hotter. Ms. Davies is an original character, who I modelled after Hayley Attwell, if you’re wanting a visual. Enjoy)

News about Michael Corner fucking Ginny Weasley traveled fast. It seemed that everybody had heard about the Ravenclaw keepers consolation prize. Still stung by the Gryffindor win, the Ravenclaws found solace in gloating about Ginny Weasley’s fucking. Ginny seemed embarrassed, but didn’t make too much of it.

Harry was planning on getting revenge on Michael by playing a prank on him. He grabbed his invisibility cloak and set off for the Ravenclaw common room. Harry was walking down the corridor near the Ravenclaw tower one day when he saw Ginny emerge from an unused classroom. She was closely followed by Michael Corner.

Harry Potter and the Hogwarts pervert (part 2)

(Warning: this is a netorare/cuckolding kind of story, and its definitely not for everyone. So if you’re reading this just because you like Harry Potter, you’re going to have a bad time. Probably.

This is part 2 of a story I posted yesterday. People seemed to like it, so I’ll keep posting. This part has quite a lot of build-up, so sorry for that, but I think theres still some hot stuff in here. Plus, I find it boring to just go from sex scene to sex scene. I think the build up, or teasing, makes the sex stuff much hotter. Ms. Davies is an original character, who I modelled after Hayley Attwell, if you’re wanting a visual. Enjoy)

News about Michael Corner fucking Ginny Weasley traveled fast. It seemed that everybody had heard about the Ravenclaw keepers consolation prize. Still stung by the Gryffindor win, the Ravenclaws found solace in gloating about Ginny Weasley’s fucking. Ginny seemed embarrassed, but didn’t make too much of it.

Harry was planning on getting revenge on Michael by playing a prank on him. He grabbed his invisibility cloak and set off for the Ravenclaw common room. Harry was walking down the corridor near the Ravenclaw tower one day when he saw Ginny emerge from an unused classroom. She was closely followed by Michael Corner.