It started with her new vibrator. The old one had finally died, and so off I went to the adult store to replace it. Just a simple, metallic blue toy, about 6 inches long and about the width of a big permanent marker. Returning home, she took it out of the packaging and looked it over. A little thinner than I expected, she said. Hell, I bet it could go in you pretty easily! That caught me off guard, I have to say. I had known a few gay guys, and understood that anal play was a thing, but beyond a stray finger brushing against me back there during foreplay, I hadn’t considered it. But… I was intrigued. I laughed it off that night, but the next day, I was off work, and she worked the morning shift. So I had some free time, and I knew how to spend it. I went up to the bedroom and got out of my clothes. We didn’t have any lube, so I used some hand lotion that was on the nightstand. I spread a bit on the toy, making it slick, and then used a bit more in and around my opening. This was a new sensation, and I was surprised how sensitive it was back there, and how eager I was to continue. I slid the vibe in, slowly and with a little pain, but when I got it a few inches in, it felt amazing! I twisted the control on the vibe, starting a buzzing that pushed everything else out of my mind and began playing with my cock. I came pretty quickly and couldn’t wait to share the news later. That night, after work and nearing bedtime, I let her know. Hey, so today I tried something, and you were right. What?! So.. I can take your new toy… I said it shyly, kind of embarrassed. Let me see, she replied. Back upstairs, did the whole setup again. Lotion on the toy, and started to finger myself, but now with an audience. I could feel her eyes on me, so I closed mine and tried to recreate the moment from earlier. As it slid home again and started pulsing inside me, I began stroking, and felt her hand close over mine, speeding up as I worked the toy in and out. Soon, I felt my balls tightening and the splash of my hot cum onto my chest. Wow, she said. So, you liked it? I did, we should think about doing this again, I told her.
As time went on, we did do it more often. It became a regular thing to have her assist my masturbation with the toy, and sometimes she would initiate it, bringing it out during sex or offering it as foreplay. I continued playing with it on my own, and looked for porn similar to what I was doing. I found pegging videos and pictures, and they were a revelation. I felt a little embarrassed at how hard and turned on they got me, so I didn’t mention it. Nor did I mention that while looking for more of them, I stumbled across something I hadn’t even considered: a beautiful redhead woman with a hard cock between her legs. I found trans porn, and I was definitely into it! Again, this felt a little more taboo than just playing with a vibrator, so I kept it to myself and my private jacking time. But it slowly became my go-to for those times. And then the questions started in my head… was I into this because I was wanting cock? Did I want to be dress up and “be the girl” for someone? I started to experiment a bit more, using a second dildo to suck on while playing, and found that while it was arousing, it wasn’t quite right. I also started trying on some of her clothes while she was out, starting with panties, which were a huge turn-on, and over time, trying on her skirts, bras, and tops, which was also a thrill. But, a thrill I wasn’t going to share just yet.
So it continued, the periodic anal play slaking my growing lust for these taboo turn-ons. Eventually, we hit a lull sexually, and decided to expand our horizons. We signed up for a Netflix-like porn movie service, and ordered a few different things, and then we went to one of those boutique adult stores for couples. We browsed a bit, picked out some lingerie for her, a couple scented candles and massage oils and the like. While we were waiting to check out, she nudged me and pointed to a strapon dildo and harness kit. What about that, she asked. I gave a little nod, then we cashed out and went to the car. On the drive home, she asked again, did you want to get a strapon, are you into that? I said, with a little trepidation, that I wanted one, and yes, I would be into that. We agreed that I would go pick one up, but also maybe a DVD of some strapon play, to give her ideas and insight.I went out later that night to a different store and picked one up, and the requested movie, along with lube and headed home. We sat down on the couch with some drinks and put in the movie. My chest was pounding, fearing judgment or disappointment. After 2 or three scenes, she turned and said she’d seen enough for tonight. No pegging that night, but not off the table. She needed to process it a bit.
A few days later, I came home from work to find her in a short dress and a devilish grin, and not much else. She stood up and led me upstairs, flashing a naked ass on her way up. In the bedroom, she lifted the front of the dress to show me what else she was wearing: the harness, holding a purple dildo sticking out from her waist. Are you ready, she asked, pushing me back on the bed and undressing me. I lay back on the bed and spread my legs as she stroked and rubbed my cock, my thighs, and my ass, grazing a finger across my opening and pushing against it. She dripped some lube onto my hole, working it in gently. Then, joining me on the bed, she knelt with the toy swinging in my face, and stuck it in my mouth. I licked it hungrily, pulling it to the side to lick her pussy as well, and getting both nice and wet. She laid back on the bed, her cock standing up and beckoned to me, saying, Ride me, I want to watch you get fucked. I straddled her, reaching back to spread my ass open and take it. I slid down it slowly, lowering myself ’til my ass rested on her thighs and my balls were on her belly, and begin rocking forward and back. My ass was filled up, and I was in ecstasy; eyes rolling back in my head. She closed a hand around my dick and began stroking. I wasn’t hard yet, I found it took a little more stimulation up front when attending to ’round back first. Soon, though, I was bouncing up and down and thrusting my hips against her hand, spraying her chest with my cum. I slumped forward, spent, collapsing in a pool of cum and tits and thanked her. Fast forward a few weeks, with a couple more repeats. It’s time to order new videos from the porn-Netflix thing, and I am browsing. I figured, she hasn’t freaked out over the pegging, let’s see what happens next, and ordered a DVD of MFT threesomes, with some penetration on everyone’s part. A few days later it arrives, along with some other, less deviant fare. Come evening, I hand her the stack of discs and offer her the choice. Flipping through, she takes in the porn-with-a-plot, something about the hard life of skinny blonde models in LA. No, not interested. The blowjob compilation, maybe, let’s what else we got. Then, as I stand with heart in throat, she reads the label on the final one. Shemale threesomes?! Really? It looked like it could be hot, I answered. There was a little preview and the tgirls are pretty convincing. OK, you want to start with this one, then? And she walked to the DVD player and put it in. We watched the first scene with studied indifference, as we usually, did. Picking apart the bad acting or obvious edits. The second scene began with a woman and her guy necking on the couch, moving to blowing him. Then she pulls away, and a stunning redhead walks in in lingerie. The guy and her begin kissing, and then she strips down, showing her dick. You liking it so far, she asked, moving closer and putting a hand into my crotch. Sort of a ready-made lie detector, there. The rising bulge told her what she needed to know. She kept a hand there as I returned the favor, playing with each others bits as we watched the video. The scene had escalated to the redhead and the guy sucking each other, and then to the redhead entering him, as the blonde sat watching and fingering herself. It finished with the redhead cumming in his mouth, but I had turned away to take a drink, and missed it. She helpfully rewound it, then stopped to ask, You wanted to see her cum in his mouth? I did, it looked hot, all right? I said, a little defensively. OK, Just asking. That night the sex was straight, mostly, but very intense. The next night, she put the same disc in again, to my surprise. Thought you weren’t into it so much? It’s growing on me, but can we try something different on the next videos? What’s that? Can we get something with 2 guys, you know… together? Obviously, in the spirit of fairness, I had to pick one up for her. So the next time I went to the porn store, I found a bi 3some movie and brought it home. Up to this point, I was figuring it was mostly for her, and even though I liked girls with hard cocks, even watching them fuck guys and cum in or on them, this was not going to be my scene.
Turns out I was wrong. I just happen to have a thing for guys sucking cock, apparently. We put it in, and I don’t know which of us got fired up faster. That night, she strapped on a bigger dildo than we had used before, and I took it missionary style as she jacked me off onto my face and chest. I briefly considered licking some of it up, but chickened out before it happened.
Tag: Straight
Bar couch blowjob [M/F]
First, a little bit of background. I am polyamorous, and happily partnered. There are kinks I have that my partner does not care to participate in, so I am allowed to fulfill those needs with other people. This particular story is about my attempt at getting over a breakup with a recent lover.
After a long night of partying with coworkers, trying to forget the breakup (he decided he couldn’t share me with my partner), I couldn’t face the silence at home. Tension building between my legs, as is my reaction to heartbreak initially, I had the cab driver drop me off at the one other place I felt at home, where I thought there would be a friendly ear, though well after closing time. That place is a bar where I have been a regular off and on for about a decade, since before I could even drink. The best way I can describe the scene is Burning Man meets bordello: low lights, curtains, beaded and otherwise, soft cushions and low couches. It has always welcomed the artists and freaks into its fold.
How I [M] got over a breakup by getting under the hot teenage bartender [F]
I had a really awkward and disappointing tinder date tonight. She was as pretty as her pictures but in person there was absolutely no chemistry what so ever. Its been a couple of weeks since I last got laid but there was no way tonight was going anywhere good. After bailing I ended up at home and started thinking about how well things could have gone – so here’s the first tinder date I ever had and definitely one of the best.
I was backpacking at the time, which is awesome and if you get the chance you should do it. I needed a couple of years to get my career and finances sorted so didn’t end up on a proper long trip till my late 20s but I had a blast and met plenty of older and younger people doing the same thing. Lots of people can articulate the massive character benefits of travel far more eloquently than I can so I’ll stick to the bit you’re probably interested in – its really easy to get laid. On top of there being cheap alcohol everywhere, people’s inhibitions are lower when there’s no chance their friends, family or colleagues will hear about what and who they’ve done. No responsibility, no reputation to worry about or appearance to keep up and an atmosphere that encourages constant hedonism tends to result in a lot more fun than normal.
That Awkward Question (STR) (M/F) (IR)
“You are going to have to push Mrs. Oakley,” the Doctor said, peering up from behind his mask between Farrah’s spread legs, “On three, okay?”
The moment had finally come and Farrah was so nervous she wanted to vomit right then and there. Her husband, Jeremey, was right beside her, holding her hand like had promised, encouraging her as he had promised, waiting for his newborn son to come into this world.
“One.”
Farrah felt so dizzied she might pass out. It was finally happening. All these long months of waiting, of worrying, had come to this.
“Two.”
She was about to be a mother. Something she had only dreamed of, but all the fear was welling inside of her making her want to burst.
“Three.”
Farrah’s body wretched and contorted as the baby began to come from inside of her. She could see the doctor slowly cradling a new life as the pain threshold far passed what she could withstand and she squeezed Jeremy’s hand so hard she heard tiny cracks as bones in his finger broke.
Who could have known that she liked men in tuxedos… [M/F, long, detailed]
The end of summer vacation was approaching imminently, the nights were getting longer and the days got shorter. Our friend, who was known for his outrageous ideas and statements was throwing a party before the college started again, but this year, he threw in a twist: dress code. Women had to wear dresses and men tuxedos, all classy and well-dressed. Just because reasons, he always had a bit weird sense of humor, if I can say so.
So I clicked her on Facebook to ask her about the party. We were both eager to see each other again after a few months that passed by this summer, we almost forgot how each of us looked like. She still had that striking fire red hair that almost set the environment on fire, great body with an amazing ass, those piercing eyes with kind of a lazy look, accompanied by a gorgeous smile which lit up your eyes. We chatted a bit and arranged for a meetup, so that we would have a little chat and company for ourselves before we head to the party.
First experience with double vaginal penetration (M/F/M)
*Once again, I am a guy and not the girl in this scenario.
After our first successful attempt at “experimenting”, Stacey definitely wanted more. I knew this because she messaged me in private several times asking me how I liked “making contact” with Chris and similar questions. Her wild side had me secretly wanting more, as well. We were contemplating what we should try next, as she wanted something different that we hadn’t tried before.
We were brainstorming ideas (just Stacey and I), not involving Chris in case either of us made him uncomfortable, especially me. She had wanted more guy-on-guy contact, basically as much as she could get from the two of us. I eventually thought of something I had only seen in porn before: double vaginal penetration. I only gave the option because everything else we had proposed didn’t seem to appeal to one of us. She took a few moments to consider it, trying to envision it and weigh the possibilities. Finally, she smiled and replied, “I think I’d be down to try that.”
2 weeks chasing a girl (M+F)
Intro: I’m just sort of building a scrapbook of my good experiences and thought other people might enjoy them. This is my first one but there will be plenty more.
[M]y GF looked like Taylor Swi[f]t
This is a throwback story. I’m not a writer (so don’t expect weaving magic with words here), but I have fond memories of this relationship, so I wanted to share.
My 18 year old girlfriend was a tall, thin blond who looked like Taylor Swift’s doppelgänger. I didn’t realize how well I had it back then, but she loved and wanted sex as much as I did at that age. We were each others human sex dolls and we played with each other often.
It’s hard to remember a car ride where we didn’t end up pulling off someplace semi-secluded to test the shocks, or a walk that didn’t end with us taking a detour into the woods to get busy, then leaving behind a pair of her soaked undies right where she first threw them. This was the kind of girl that would wear sweatpants around her parents house when I was there so when she walked me downstairs to say goodnight, she could slide them off quickly and touch her toes for me so we could have a quickie.
The Abducted Librarian is Entertainment for the Sadistic Bikers [Str8][Reluc][sadism][BDSM][Mdom][Fsub][MF][deep throat][oral sex][machine sex]
“I’m going to take you home soon, but know that we own you now. You’ll be coming back, Jane. And do not even think about trying to hide from us,” he explained softly. As he spoke, I felt his lips moving against my ear and his breath against it which pitifully turned me on. “I own you, Jane. Tell me how I own you,” he said, his arm around my waist giving me a squeeze.
I hesitated because I felt like it would be signing a contract. “Jake, I don’t want to tell…” I paused when his grip on my waist tightened, clueing me in that I was giving the wrong answer. I didn’t care at all…until he caught my chin and directed my gaze toward the wall of whips on display. “Yeah. You own me, Jake,” I corrected immediately.
His hand clasped on my shoulder and he turned me to face him, then pushed me down to my knees. That quickly gave me the picture of what he wanted, and I unzipped his pants and took out his thick cock because his perfect cock in my mouth seemed like a much more agreeable activity than anything involving the horrible whips displayed on the wall.
Bracelet BJ [Oral] [MF]
These stories (some true, some embellished) are about my wife, starting when we were 22. She’s 27, long brown hair, brown eyes, 5’3″ tall, 36C, pale with freckles, athletic body from swimming, running, and Irish dance, nice tight booty, and goes by the name Lily. She lived in their basement at the time. I got to her parent’s house from work and went to her room to change. This was common when we were dating. So she came downstairs with me. She was wearing these tight black pants and a nice tan blouse, and her hair was down. She had these big bracelets on her wrist that clacked whenever she moved her hand. We got downstairs in her room, and we had been sexting during the day. So I was really hard when I got there, to the point where I had blue balls. She knew this, but told me when I took my pants off that she couldn’t do too much. But she sat me in her rolling office chair, gripping my cock through my boxers. She got down on her knees between my legs and pulled my boxers down so my cock could pop out. So my white dick is standing straight in the air, and before I know it she’s looking up at me and jerking me off. Slowly at first, but licking her lips. Then, without any further warning, she pops my dick in her mouth. She’s a very attentive cocksucker…she’s had prior experience. The right amount of suction, her tongue being very active, her left hand on my inner thigh running it. My right hand was rubbing my balls. But she does this thing where she’ll slide her mouth up to the head of my dick and then with her right hand start vigorously jerking me off. Well, her bracelets were on her right wrist. So she’d do this and the clacking would get faster, violent almost. And I was torn. My hands went through her hair, which was down, and I was looking right down her blouse at her tits. But the thought popped into my mind that right above us her parents were entertaining guests, and they didn’t know that one of their little princesses was at that moment downstairs with a cock in her mouth. This turned me on more. A gentleman, I told her I was about to cum. She’d make eye contact with me while she was sucking me, and this coupled with thinking about her parents upstairs unaware at their little princesses predicament was enough for me to go over the edge. I grabbed her head with both hands and held on as she swallowed string after string of my thick cum. She does not spit, and not only does she swallow but she cleans up after. She didn’t even gag that time (I have stories about that), just swallowed it up, licked her lips, and smiled. I got dressed and followed her upstairs, squeezing her ass, and no one seemed the wiser.