A Second First Time – anal pegging strapon prostate femdom strap on

“I’m ready!” I exclaim, strutting out of the bathroom. I’m almost naked, except for the mystery article I just adorned. I appear as a silhouette in the door, and you admire my slender feminine silhouette, tracing the shape of my hips with your lustful eyes. Slowly I turn to the side, showing you the outline of my pert breasts, my flat stomach, and my little surprise for you.

Your eyes stare at my waist and widen to what they find. The unmistakable phallic shape of a dildo strap-on proudly comes out of my hips, casting its shadow on the floor in front of you, where you are on your knees. You look shocked, but I know how you really feel.

“That’s what I think it is?! Where did you get that?” you stutter.

“My little secret,” I smiled. “You know exactly what it is. I bought it after our conversations about spice things in the room. And that’s it for you, darling.

You blush at my words, and gaze to the ground in contemplation.

“That’s why you asked me to clean up, um, There, eh, you stop, and stare at my beautiful strap-on. “It’s … big. And you know, I… I’ve never done anything like this before.

I turn off the light from the bathroom and stroll towards you, the dilet that goes up and down slightly at each slow and targeted step. I now stand in front of you, so you can take in my beauty, and appreciate the size and shape of my artificial cock. Taking your hand and holding it in mine, your innocent eyes adjust to the faint light and look up, in mine.

“Don’t worry, I’ll be nice,” I lied. “Now come with me.”

I pull on your wrist, lifting you up and leading you to the bed, stopping briefly to bring the lighting to dusk by lighting a small lamp. The satin sheets are neatly nestled in the corners of the bed the size of a queen, and a large fresh towel has been spread over the top. I stop you at the edge of the bed and position myself behind you with my hands on my shoulders, feeling tense. I am a little taller than you, which suits me very well; I like to throw my lovers in the room.

“Sshh… All right. We’re going to take this easy, okay? I say, massage your neck.

You’re scissing the game, and loosen it slightly.

“Is it okay… You know… wrong?”

You look at me thoughtfully, and I answer coldly. “Hey, we talked about it. If you have prepared today, as I asked, it should be easy. You know we wanted to be more adventurous in the room, and that’s exactly what we need. I thought you were all about pushing the boundaries?

“Okay, okay. You are right. We should experiment more. I did what you asked, and I made sure everything was clean, uh, inside. So it’s that “pegging” sex that you talked about. I understand the basics, I just thought we were going to start, uh, Small.”

“I wouldn’t use anything that could hurt you, darling. I think everything’s going to be okay. You Do believe me, don’t you?

“I’m doing it. I think so… I think I can do it. For you.

I stop for a moment to look you in the eye. “Thank you, baby. It’s going to be so much fun, I’m As well proud of you for doing that.

I lean closer and whisper in your ear, “Now let’s take off these clothes.”

You start unbuttoning your shirt as I reach out and unwind your jeans. I drag them, with your boxers, along your legs to the ground, exposing your toned lower body. Along the way, I plant sweet kisses on your back, stopping just above your adorable. My hands find your socks and roll them out of your feet as you take off your unbuttoned shirt. Now you are completely naked, your clothes scattered in the room, and I get up to whisper once more.

“Good boy, ” I taque, only a little tongue-in-cheek.

You turn around and face me, and I can see that you are very receptive to my advances: your penis is now fully erect, in front of my own fake limb. I smile, as you realize that mine is both longer and thicker: 8 inches high quality black silicone, bent slightly upwards and with a realistic texture. You can see that the other end is anchored inside my, and is secured by a shiny leather harness pulled stretched against my alabaster skin.

“Um, are you sure I can handle this?”

I’m not saying anything, but pull yourself towards me and bring my lips to yours. They separate easily, allowing my tongue to access your hot mouth. My artificial hardness presses against your stomach as your own natural hardness presses against mine. You feel my tongue moving deep inside you as we get by, and I run my hands over your body, giving you a. A little moaning escapes, and I can say that you are almost ready. I finish the kiss as abruptly as I started it.

“Get on the bed, and be lie on your back,” he commands me.

You clumsily climb on the bed and lie on the towel, facing me, supported by your elbows. You look intently as I move to the bedside cabinet and open the top drawer, the source of our most naughty items – I take out a small bottle of liquid, and a black latex glove. Your cock trembles at the sight, and you wrap your hand around it.

“Nuh-uh! Don’t touch!” I’m a chide. “It’ll be better this way, I promise.”

Restracting your hand from your erection, you ask, “I take it … I take it you have some experience with this kind of thing?

“Not really.” I fib, recalling the many pegging sessions I cuddled ex-boyfriends in “It’s just a bit of a fantasy, so I did my research. Spread your legs for me, I reply. As you start from your thighs to reveal your back hand, I slam the latex glove on and pour a thick, clear liquid from the bottle onto my gloved hand. It shines softly in the light of the lamp. I take my hand and start running it along the length of my tree several times, mimicking your own shake-off movement. Each shot makes my a slight tingling, alluding to the sensations that are yet to come. Once my synthetic limb is well encased in the lubricant, I squeeze a small amount on my fingers, and return the bottle to its hiding place.

I get on the bed and stop, kneeling, between my legs open. I can pretty much see the cute opening between your buttocks, the little part of you I’ve waited so long to claim. Tonight, it’ll be mine.

“Relax, take a deep breath. I have to prepare you first. My hand moves between your thighs, out of your sight. Our eyes remain closed on one another – your nervous, and mine assured.

Suddenly, you feel something cold and wet between your cheeks, moving decisively to your anus. You breathe suddenly, and I have a comforting smile.

You feel my middle finger running a circle around your anus, gently teasing. I paint the lubricant on the soft rose of your flesh, making sure to coat your driveway to prepare it for what is to come. I then begin to push gently on your hole, and with a little effort, my delicate finger finds its way inside you. I stop for a second to look you in the eye, reassuring.

“Here we are! See, it’s not that bad, is it? I say, and you nod the other nod.

Slowly, I push deeper into you, past the first punch, then the second. You feel my finger start squirming inside your – I make a come here movement inside you, looking for this special place. I notice that your hands suddenly grab the sheets tight and my smile widens when I know I’ve found it.

“Wow…” you exclaim. “It feels … Different.”

“I bet you do. Try to focus on the feeling of my fingers on this place. It’s a more subtle pleasure than you’re used to.

I rub my finger in circles around your prostate, applying a slight pressure. Your little asshole contacts tightly around my finger as pre-cum begins to leak from the tip of your erect cock, dripping down your belly button. I start pushing my finger in and out of your, slowly but firmly, cover it with smooth lubricant. As I find your p-spot, your whole body experiences a warm and tingling wave, and you arch your back into the ecstasy.

My fingers work skillfully in you, pressing and rubbing against this special and secret place. Your breathing accelerates and you begin to writhing on the bed, as a moan escapes from your mouth. Without saying a word, I press my index finger on your ring and it also finds its way into you, next to my middle finger. With two fingers inside of you now, I can really start milking your prostaYou. My pace is accelerating, and I’m going further. I can feel the tightness of your as it swallows my thin numbers, and I caress them back and forth inside you to loosen your blank hole. The tingling sensation in you spreads through your body at the tips of your fingers and toes.

“Oh my God! It’s amazing!” you say, like beads of sweat on your forehead.

“This is just the beginning. I’m going to make you feel As well good honey tonight, I retort, with a wink and an ironic smile.

Gradually, I pull my fingers out of your welcoming, and you shudder at the sudden emptiness. I carefully roll the glove with my right hand and skilfully throw it into a wicker waste basket next to the bed.

You know what’s going to happen, your eyes are darting towardthe glittering tree that stretches from my crotch, and then back to mine. I can see the apprehension in your face, but your own erect dick betrays your true desires.

“I know it’s scary, but you can do it. Believe me, it’s going to be great. Every time you want to stop, say so. Tonight, I say, it’s about you to calm your nerves.

In truth, I’m so close to taking your virginity that I’ll say Nothing to get you out. I’ve been fantasizing about you riding for weeks and have no intention of stopping at this point, so close to the glorious moment of initial penetration.

I’m getting closer to you, pushing your legs to fully expose your lubricated asshole, my fake dick aimed squarely at your entrance.

“Hold your legs close to your chest, I instruct you, and you comply. I take a second to observe you in your naked splendor, presenting you fully to me, a tender invitation for my synthetic femininity to fill your wild. It’s the best timeI’m getting noticed. the moment before you’re deflowered by my female dick. Stabilizing myself on the thigh of one hand, I guide the end of my strap-on to your virgin with the other. You feel the tip pressing against your anus, and you instinctively.

“Hey, hey, that’s good. I’m not going to hurt you. Let me in, see what it feels like. If you don’t like it, I can retire,” I say, reassuringly. If only you knew how wet my pussy is, the urge to fuck you is now overwhelming.

I feel the tension in your body release, and again I rest the tip of my dick at your hole. This time, he’s staying here.

“Are you ready?” I’m asking you to do it. You nod the nod in response.

By observing your receptivity so far, I decide to push my luck a little. “Let me hear you ask.”

“Uh… what?

“Ask me … To Kiss You.

“Okay…” you whisper. Please me. Please take my … My virginity.

I smile. You’re as slutty as I thought you were.

Suddenly you feel the pressure on your entry more and more, as I squeeze my hips into you. We look into each other’s eyes, and you recognize a burning desire in mine. However, my fake cock quickly meets the resistance of your tight asshole, and I give in to my attack.

“Relax. Imagine you’re trying to push it away, and it should actually go easier, I instruct you.

“Okay… I think I understand.” you say, so eager to please. “Like that?” he asked.

I feel that the challenge of your flesh is fading, and my dick is starting to open you up. I watch you wince as your ring grows to accept the tip of the dilet, but I keep plunging my hardness into your rectum anyway.

“Ow, hu-” you start.

“Sssshhh,” I interrupt. “Let me in.” my benevolent smile twists into a sadistic smile for a microsecond.

With these words, your anus extends to its maximum as the head of my strap-on pushes beyond your opening, making you gasp in surprise. It feels much bigger than my fingers, and is rather painful, but not without pleasure. I growl slightly as I feel the base of the toy press in my mound, massaging my clitr̩. When the head is entirely inside you, I stop moving РI look down to see the dilet half buried in your narrow orifice, a unique erotic view that causes a cascade of happiness to spread from my to my toes.

“Well done honey, you did it! What does it feel like? I ask, enthusiastically.

“Woah, it feels so … great!” you exclaim.

“Flattery won’t get you anywhere,” he laughs.

“It hurts a little, though. Can you be softer?

“Of course, baby. I’ll take care of you, I promise.

I move my hands on either side of your shoulders, supporting myself on you. My breasts hover over your chest, and my thick, luscious hair hangs just above your face. We stand still for what seems to be an eternity, as you get used to this exciting and unknown feeling in a place that was, until that moment, yours alone. I’m fighting against the urge to push you. I found that missionary is the best position to facilitate men in receptive anal sex, and it has the added benefit that I can look at the delicious expressions on their faces as they inevitably take every inch of my substantial length. I’m starting to flip back and forth, gradually pushing a little more of the phallus into your, but there’s still a few inches to go.

I see that you find it a little uncomfortable, so I break the silence.

“You’re doing so well, darling. I’m going to go a little further now; wrap your legs around my waist.

You are conscientiously obeying, this new position allowing me to drive my tree a little further up your. The head of the cock passes over your prostate, and the pain changes pleasure as you moan in ecstasy. I watch you close your eyes to deal with an overload of new erogenous signals, and your toes curl involuntarily.

“Mmmm, it’s just baby. That’s almost all in – just a little more, I say, barely containing my excitement. I decide to go for the final push.

I throw my head back as I thrust my hips mightily towards you, burying my rigid stencil cock in your tight asshole. Now, as my skin meets yours, I have finished your deflowering; we are now one.

“Oh my GOD!” “Oh, Kiss, I can’t believe how good it feels!

“I said you’d appreciate it. Now, let me take care of you.

You can feel the end of my dildo deep inside you, and its substantial circumference gives you a satisfying feeling of fullness. Again, I take a moment to allow you to acquiesce — I want you to be ready for the intense railing you are about to receive.

“Ready to be fucked?” I ask, playful.

“Please take me … take my ass!” you plead. Fortunately for you, I’m more than willing.

Slowly, I remove the length of the strap until just the head is grasped by your tight sphincter, then drive it deep with a steady and intentional movement of my hips. My perfect breasts swing just above your face as a result of my movement, almost close enough for taste. You can feel the elegant feminine scent of my skin, a quality in apparent contrast to my increasingly dominant behavior. I’m starting to remove the dilo from your once more, and I see you biting your lower lip, perhaps without even realizing it. The sensual nature of this gesture makes me slip into you again almost instinctively. I continue at this gentle fucking pace for a little while, maintaining a reassuring eye contact that I conquer you. With the timing practiced, I’m slowly starting to increase my speed and pressure – nothing too extreme yet, I don’t want to go too fast too soon; the experience of being penetrated by a woman can be overwhelming at first. I offer a few words of comfort that I take your ass with my cock, so you can get used to the new sensations.

“It’s wonderful, darling. You’re really fine, don’t be afraid to make noise if you feel good too, I beam.

You moan a little in response, and I can feel my desire more and more intensity as my hips gradually accelerate. The end of each thrust sends back a slightly louder moan from you, and thus a more difficult penetration of me, causing a positive feedback loop of sexual pleasure. Again and again, I plunge the whole toy into your greedy passage, violating your once sacred place.

Now things were really starting to start. With grace, I gently slam my hips backwards, until the silicone rooster meets once again the resistance of your ring. You barely have a chance to protest before I plunge you back into you, pushing your tender prostate along the way.

“Oohhh! Unnh! I, too, am beginning to make passionate noises that I’m starting to lose control of my hips.

“Ungh!” I growl, like my thighs slapping against your buttocks, the base of the strap on the pressure on my sensitive clitaction. Once again, I retire, before i take him home. The dildo bulb in my wet pussy rubs against my G Point with each push, causing my juice to flow to the side of my leg.

I’m starting to pick up the pace of my push, my full breasts lifting back and forth a few inches from your face. You can feel every inch of my strap-on as it plows your, slowly building a kind of fun that you never thought possible. You try to stifle your moans by holding a hand in your mouth, but it is a futile gesture, barely containing the sounds at all.

“You can be as strong as you like, don’t hold back. Just go with it, I say, between the sound of slapping the skin. I always love it when men scream uncontrollably that I fuck them foolishly with a long, thick strap-on dildo.

I said, “Oh. Mmm. yes. Yes! Kiss! FUCK!” The words escape from your mouth one by one that I melt at the end of each thrust. I’m even faster; our breaths begin to come in tattered gusts, and we begin to shine elegantly with sweat. Fortunately, I have the stamina to keep hammering at your gaping.

You begin to meandering your arm in your chest towards your penis, in an attempt to release the intense sexual energy that I fuck in you. However, I have other ideas. I grab your wrist before your hand reaches its destination, and pin it next to your head in one quick motion.

I said, “No! What did I say about touch? I crack, as my hips stop their assault.

“But…” you get slit.

“No touching! Believe me, you’ll appreciate it more. Let me be concerned about your release. Of course, I just want to come while I’m inside your butt, before you blow your load and end the sneezing prematurely. Slowly I start to make love to you again, and soon I’m back to a hard beating pace.

“Let yourself go, baby. Let yourself be fucked by a woman! I growl, my aggression begins to manifest through my normally innocent face. I feel consumed by an animal desire, and I covet my liberation. The feeling of taking complete control, of really Own a man plowing it deeply with my strap-on, makes me instantly wet.

I take your free wrist and pin it in front of each other. Now I have you below me and you can feel my weight as I begin to snap my hips into yours, my voluptuous breasts smother your face. There’s not much you could do to escape, even if you wanted to. I lean my head down and press my tongue in your mouth, smothering your moans – Your own tongue offers no resistance. Waves of familiar pleasure build inside me with each thrust, causing my hips to move faster and faster.

I break the kiss to give you breath, and you moan with ecstasy under me. You’re more sensitive than most guys, and I wonder how much more you can take. Feeling in my, I can tell my own orgasm is fast approaching as I slide in and out of your pink hole.

“Unh! Unh! Unh” come your cries – a chorus that I am no stranger to – but they enhance my excitement all the same. That’s what I live for, what I want every day and every night — breaking into an anal virgin by hammering their tight little hole with my superior cock, forever supplanting their masculinity.

Without inducing you, you wrap your legs even more tightly around my waist, and gyrate your hips in time with my fuck. You are now really taking it as a girl; it seems to come naturally to you. By lowering the head, I bite the soft flesh from your neck, mixing your pleasure with pain. The combination of stimuli – my dode in the ass, the feeling of my skin on yours, and the smell of my gorgeous body – turns out quite too much for you, and I can say that you’re going to cum hard very soon.

So I stop pushing.

I pull the considerable length of my dick strap-on from your ravaged hole and move out of your body in an elegant motion. You let out a little moan as I get out of your orifice, leaving you desperate for more of my fake dick. The sudden empty feeling is almost unbearable, and you’re already starting to feel like a thick strap-on in your.

“Flip over. Get on all fours. My voice is imposing, but reassuring. “I’m not done with you yet.”

Eager to please, you assume the position and present your tender to me. You lift your buttocks up in the air as high as you can to allow easy access for my cock – I can say you really want that.

“Good boy. You’re doing so well. Now reach out and spread your cheeks for me.

You bury your head in the pillow, and stretch back to separate your buttocks. The rose of your freshly fucked asshole, always smooth with lubricant, is presented to me, and I take your hips with my hands and guide it to my erect girlcock.

“Here I come. Let me in, darling, I say, even if I doubt you can resist this.

My strap-on glides effortlessly into your waiting hole, and I drive it even further than I could when we were fucking missionary style. You growl as the tree is buried entirely in you and my thighs press hard against your hands grabbing your cheeks. I stop for a moment, admiring the sight of taking my cock from behind. It fills me with a sense of power and control, which only adds to my excitement.

What! I’m thinking. Naturally, all sluts must be fucked Properly.

I start my pounding again, sliding in and out of you with expert precision. It’s an amazing turn-on to see my wet cock penetrating you easily with every push. I take a moment to descend and activate my secret weapon: a small vibrator hidden in the base of the dilet. With a click, strong vibrations travel through the toy, spreading into your anus and my. You turn around and look at me, surprised.

“Sssshh, it’s good, darling,” I say, comforting you. “Just a little something to make it more fun for both of us.”

You nod the memory in submission, realizing that the vibrations really feel amazing.

My now buzzing phallus begins to pump in and out of you again with renewed vigour. The vibrations, combined with the movements of my fuck, drive you crazy.

“Take it!” I scream, my care mask starts to slip. “Take my dick, bitch!”

You moan hard at the mention of the word bitch, and I smile — you Know You’re a slut. I take my hand and push your head into the pillow, smothering your screams. My hips slam you with real speed and strength now, with the singular goal of bringing me to an amazing orgasm. However, I can feel that you are also on the edge, your anal passage contracting around the tree with each thrust, grabbing it firmly and causing the other end of the dilo to massage my pussy in turn. You prepare on the bed with your hands to repel every push, and I hit your bare with my hand. Smack!

A muffled groan is the result, and a diabolical smile spreads over my face.

“Do you like it? Do you like being fucked like a girl, bitch? Answer me! I’m cracking between grunts. Smack!

“Yes!” you howl into the pillow, as my palm hits bare flesh again. Smack!

I can’t take any more stimulation, my screaming for release. As my climax builds up to a crescendo, my thrusts become more and more erratic, signaling my impending orgasm. The sight of your body circling under me – face down, up – is too much to bear, and combined with the pressure on my clitoris and the vibrations in my g-spot, I’m pushed over the edge.

“Fuck! Ungh! I’m coming, bitch! I scream, and my release comes in force.

My wet soaking squeezes the vibrating bulb, as my clitoris rubs against the base of the dilet, and I throw my head back at the beginning of a fantastic, explosive orgasm.

“Yes! Yes! Take my dick, whore! I scream, as wave after wave of blissful orgasmic release overtakes me. “Oh, damn it! FUCK! come my cries, as I gushed juice on my leg, the familiar celestial heat covering my body. I continue to enthusiastically fuck my strap-on cock in your ass with every beat of my climax, increasing my pleasure as well as yours. I barely notice in my passion your own anal orgasm, triggered by my relentless ass, is upon you.

“Oh, damn it! Something’s going on! I think I’m cumming! Please, please stop fucking me!” one shouts into the pillow.

I don’t stop fucking you – a long groan escapes your lips and you begin to tremble at the end of each of my thrusts; I can say that you are going to experience a real prostate orgasm for the first time. I perform a final powerful thrust and your whole body gets tense under me, electric heat waves emanating from deep inside you and traveling to the tip of your fingers and toes. Every nerve cell in your body is on fire, overloading your senses of ravishing euphoria. Here we go!

“YES! Cum for me! Cum to be fucked by my dick! I scream, as your eyes turn from my assault.

An orgasm more powerful than anything you’ve ever experienced before rushes through your entire body, spreading outward from that special place inside you. I ride you as you climax, perfectly matching my thrusts with each wave of your pleasure, a cry escaping from your lips that I bury the entire length of the strap every time. Thick fluid thrust strings from the tip of your penis, coating the towel strategically placed under you. Every pump on my hips takes another stream out. I begin to decrease my rhythm over time with your contractions, each accompanied by an ecstatic moan. Gradually, you descend from the celestial plateau, and I come to rest with my dilo planted firmly in you, each of us panting to breathe after the session of energetic assfucking. I sag on my back, and you feel my hard nipples and heavy breasts growing in your skin, as I change the vibrations out of a click. I take a moment to regain my composure before I start removing my silicone cock from your soft hole. You moan gently as the feeling of fullness fades, before the head of the dick leaves your asshole with a “pop”.

“Oh baby, it was fantastic,” I say, still out of breath. “Did you enjoy it?”

“Uh-huh,” is all you can handle, before you collapse, prostrate, on the bed.

I leaned over your back, and moving my lips near your ear, I murmured, “You were very brave to do it for me, but it was As well it’s worth it. Thank you for letting me take your virginity, baby. With that, I get out of your body and roll to the other side of the bed. As I lie on my back and catch my breath, my strap still brilliant -on the stands upright and victorious at my hips, and I contemplate our pegging experience.

Your first time was a real success – I’m very proud of the way you received anal sex. This moment marks a big change in the nature of our relationship – I suspect you will be fixed by my strap-on again and again in the future. In fact, now that you have experienced the euphoria of an al orgasm, I think you will beg me for it.

“Good night, darling,” I whisper.

No answer comes; you are already asleep, completely exhausted after your second ‘first time’.

***

Thanks for reading my first story, I hope you liked :) Pegging is one of my favorite things; as a man, I find it a very beautiful and intimate act to submit so fully to a woman. I really enjoyed writing about it, and I hope to write more about it in the future. Any questions/comments, feel free to get in touch with me. Thank you ;)

This story is protected by international copyright law, by the author, all rights reserved. If you are found posted elsewhere than Xnxxtoys.com with this attached note, it was posted without my permission.

A second time