An adult stories – Your First Pegging by SassyShellie,SassyShellie As soon as you walk into the bedroom after your shower, you can tell I’m up to something. I’m sat on the bed in my pjs, practically vibrating with excitement.
“Hey,” you say, smiling at how eager I clearly am to tell you something, “what’s up?”
“I bought us something,” I say, a big smile spreading across my face even as my cheeks turn pink. “Wanna see?”
“Okay,” you say, “show me what you got for us.”
I lean sideways and grab a bag off the floor. I pull out something in a box, keeping the front turned away from you so you can’t see what it is quite yet.
“First,” I say, “come sit on the bed with me.”
You wander over and climb onto the bed, wearing nothing but the towel that you wrapped around your waist after your shower. As soon as you’re sat down, I open the box and slide the contents into my hands.
You stare it it in confusion, not quite sure what you’re looking at. It kind of looks like a pink dildo, but a dildo with a smaller dildo at one end. As you watch, I start to play with it and you realise that both the larger length and the smaller one can be bent into different positions.
“Well?” I ask, clearly thinking you know what it is I’m holding. “What do you think? I was so excited when I spotted it in the sex toy store today!”
“Babe,” you start, not wanting to disappoint me, but with no clue what to say, “I…err…what…”
Before you can say anything else, I blurt out with excitement “you’ve wanted to try pegging for so long, and when I saw this strap on I just had to buy it for us.”
“Strap on?” Now you’re even more confused. “Baby, shouldn’t a strap on have, well, you know, straps?”
I giggle, momentarily distracting you with the way my breasts jump under my pyjama shirt as I do. “Silly, it’s a strapless strap on. They’re the latest in pegging technology.” The fact I pronounce this like I’m advertising them makes you giggle yourself.
“Look,” I say holding it up. “This short end goes inside me, and holds the dildo in place. The longer end goes inside you. We can adjust both ends so they fit perfectly. Best of all, it has an app controlled vibrator! The base of the longer bit rests right against my clit, so we both get to enjoy it at the same time!”
Well now you’re intrigued! So intrigued that your cock jumps under your towel, getting my attention. “Looks like someone loves the idea at least,” I say with a hungry look in my eyes. “So, wanna play?”
In answer, you lie back on the bed and pull open your towel, revealing your swelling cock. “Mmm,’ I say, licking my lips, “now that’s a gorgeous sight.”
I quickly strip off my pyjamas so I’m naked. You can see my nipples are hard, and between my legs you can just catch a glimpse of wetness. Clearly I’ve been getting turned on already thinking about what is about to happen.
“OK baby,” I say, I know we’ve done a bit of play with my fingers and butt plugs, but this thing has a girth of 5.5 inches, so I definitely need to open you up a bit first. Just relax and leave it all to me…”
I grab a pillow from the bed and urge you to lift your hips up so that I can tuck it under you. This lifts you off the bed slightly and means when I lie on my front, your perfect cock and ass are nicely lined up with my mouth.
I start as I always do when I’m down here, by running my flat tongue up the length of your cock from base to tip, and giving the head a loving French kiss. Then I move down and gently suck your balls, before starting to lick a slow, wet line from your balls to your asshole and back again, pausing each time to give extra attention to your perineum. This drives you crazy and you start to squirm, trying to force my tongue down to your tight hole where you really want it to be.
“Patience baby,” I mutter against your skin, “good things come to those who wait.”
I don’t make you wait too long though. Soon enough you feel my tongue slipping down to tease your asshole, the tip just barely pushing inside. You’re already moaning, I’ve been doing this to you for a few months now, and I’ve learned the exact right pressure and movements to drive you mad.
With a little bit of force, my hot wet tongue slips inside you, and I start gently thrusting it in and out, using one hand to gently stroke your thigh at the same time, lightly scratching you, adding another layer of sensation to the experience. As your moans increase, so does the eagerness of my tongue, and soon I’m pushing it into you as far as I can. It feels so good that when I suddenly stop you moan with disappointment.
I quickly grab something else out of my bag, you don’t see what it is, but you recognise the familiar sound of a bottle of lube being popped open. The sound is quickly followed by the cool slickness of lube sliding down your crack towards your hole. Before it can drip, my fingers are there to stop it and massage it in. You feel my fingertip moving in slow circles, pressure gradually building until it suddenly slips inside you. I slide it in up to the first knuckle, which puts it at just the right position to rub gently against your prostate. I slowly move my finger in and out, never going too deep, just deep enough that my fingertip keeps grazing that ultra sensitive spot.
By now you are squirming with pleasure and moaning constantly. I realise I need to move things on, so I slide a second finger inside you, followed by a third, pushing them as deep as they can go, ignoring your prostate for now as I don’t want you to cum too soon. We’ve never done more than 2 fingers before, and you feel so stretched open and full, you have no idea what 5.5 inches of dildo will feel like.
You don’t have to wonder long though. After a minute or so I pull my fingers out of you. “OK,” I say, my breath catching slightly with my excitement, “I think you’re as ready as I can get you. I’ll go slow, and if it’s too much I will stop right away.”
I kneel on the bed next to you, legs slightly parted. You can see wetness shining on my inner thighs, and realise I’m just as excited about this as you are. Grabbing the dildo, I take the shorter end and rub it gently against my pussy lips, exerting just enough pressure for it to spread them open and expose my slick pink pussy to you. I slide it up to my clit and briefly use it to rub the swollen nub, moaning as I do. Your hard cock twitches at the sound.
You are about to mention that I’m probably meant to lube up the dildo when I slide it up to my opening and straight in. I’m so wet and ready my pussy eagerly swallows it up. I fidget around slightly and you realise I’m adjusting the bend of it so that it fits snugly inside me and is held in place. Now that it is in, you can see how it lies along the length of my pussy, sliding over my clit and then jutting out, just like an actual cock. You understand now how using it on you will bring me pleasure too, and you get even harder.
I move to kneel between your spread legs, glancing down at my new appendage, and judging the angle required to penetrate you. I fiddle around with it to change the bend slightly, moaning as I do. You realise even that small movement is stimulating my sensitive clit. You can’t wait to see how I react when I’m inside you, and being rubbed with every thrust.
Frowning, I move closer. You can’t help but smile, you know I take your pleasure very seriously, and that right now I will be thinking all about angles, and pressure and speed.
“You’re so freaking cute when you’re concentrating,” you tell me with a chuckle. My frown is briefly directed at you, and then I’m back to concentrating on what I’m doing.
I grab the lube, pour a pool of it into my hand and smear it all around the head and length of the dildo. Seeing my hand wrapped around it, you suddenly realise quite how wide it is. You feel a momentary sense of panic as you wonder if it will fit, but then I’m leaning forward and all you can concentrate on is me.
I brace one hand on your stomach, the other holding the dildo. Like I did with my tongue, I slide it up and down your crack a couple of times, heightening your sense of anticipation.
“Look at me baby,” I whisper, gazing at your face. You realise I want to look in your eyes as I penetrate you, just like I want when you do the same to me. I want to watch the feelings flitting across your face as we enjoy this new experience together.
You look into my eyes, seeing how dilated my pupils are, and how flushed my face is. My eyes widen slightly, as do yours, as I start to put pressure on your hole with the head of the dildo. I bite my lip in concentration as I push harder, clearly worried about hurting you.
“It’s OK baby, you manage through a strangled moan, “keep going. I want this so fucking badly.”
With a moan that is almost a sigh, I push a little harder, and suddenly the head breaches your tight ring of muscle. I immediately stop, worried it hurts, but you gesture me to continue. Leaning forward I slowly use my body to push the dildo further into you, inch by inch until I can’t get any closer to you.
I pause, allowing you to savour the moment. You can’t believe how good it feels. Good because you feel spread open and packed full, but also good because you can see from my face how much this is turning me on. The flush on my cheeks has now spread all the way to my breasts, which are jumping with every heavy breath I take. If you look down you can see your swollen cock, and past it all you see is my body, plastered against yours.
Still looking in your eyes, I slowly slide back out of you, almost all the way, until just the head is lodged inside you, and then all the way back in. After a few seconds of gentle thrusting I speed up a little. You are moaning and squirming, it feels incredible but you feel like you need more, it doesn’t quite feel enough.
I take you by surprise by suddenly grabbing the bottle of lube, opening it up and dripping a line of it down your hard cock. You are briefly confused, but all becomes clear as I lean further forward, trapping your dick between our bodies. Now as I thrust, my body slides along you, stroking your cock back and forth between us.
You close your eyes and moan, only to quickly open them again as you feel a weird throbbing sensation inside your ass. It takes you a second to realise I’ve activated the app on my phone, and now the dildo is vibrating inside both of us.
I start to move again, pushing more and more of myself onto your body. You are pinned to the bed by the dildo inside you, and by me. You can feel the dildo pumping in and out of you, getting harder and faster as I get closer to cumming. Your hard cock is sandwiched between us, being jerked back and forth by my slick stomach gliding over it. I’m moaning almost constantly now, which turns you on at the best of times. Plus I’m digging my nails hard into your skin, little pin pricks of pain the perfect counterpoint to the pleasure.
“Oh fuck baby,” I moan, “I know this experience was mostly for you, but this feels so damn good. The dildo is vibrating inside me and against my clit, and pounding into you is so dirty and so arousing, I don’t think I can hold on. Fuck…”
With those words you realise I’m cumming. My thrusting inside you stops as my body spasms and I moan uncontrollably. The way I’ve stopped inside you, the dildo is lying along your prostate and you can feel the vibrations really strongly. That combined with my slippery body squirming on your hard cock is enough to tip you over the edge, and suddenly you are cumming hard, maybe harder than you’ve ever cum before, groaning my name and shooting thick ropes of jizz across both our bodies as they are plastered together.
I collapse forward onto you briefly, panting and giggling. You love how I always seem to get the giggles after I cum. Kneeling up I very gently slip out of you, causing you to wince slightly at the stretched, slightly sore feeling the dildo leaves behind. Reaching down I slide it out of me, turn it off and toss it to one side. I crawl up the bed and straight into your waiting arms.
“Hope that was as good for you as it was for me,” I mumble, already half asleep. You chuckle, kiss my forehead and tuck me up against your side.
“Baby,” you say with a grin, “it was fucking epic.”