Exploring With An Ex Pt 01

I've recently been reacquainted with an ex and we've become good friends. We get together occasionally for a coffee. This was written with her in mind. I've had D/s relationships before, and I've always been Dominant. But with my ex, while it was never D/s, we did play around a bit with some kink. She's the only woman I've ever switched with. Some of this story is real, some is elaborated, some is just fantasy. I'm hoping to make this a bit of a series.

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Part 1

We'd arranged for you to come round for a coffee, but just before you're due you text me to say - you'll pick me up and we'd go out for one instead. You pick me up and we head over to M&S. To get to the cafe we have to walk past the lingerie, you stop to look at the underwear. I'm quite surprised as you point out some really girly stuff, as you usually go for more practical things. You ask me which ones I like. I can't help thinking you're being a tease as I'd never see you in it.

You ask me to go and get the coffee and find a table. I leave you to it, as I'm queuing I can see you've picked up a couple of things and gone off to pay. I sit down with our coffee and you come and join me a few minutes later. I ask what you bought and with a teasing smile on your face, you say you'd show me later. We sit chatting and as we're just finishing our coffee, out of nowhere, you ask me if I want you to play with my cock and make me cum. I obviously wasn't expecting this, before I can answer, you go on to say I'd have to do exactly as you tell me. You know I have the odd submissive tendency, despite being Dominant. I don't think at all, I just say yes!

You don't say anything, just stand up, pick up your things and leave, I follow you to your car. We drive without exchanging a word, I'm watching you carefully and can see you smiling. As we head towards, I thought, my place, you turn off to some secluded woodland we used to go to instead. I'm excited and nervous, this is very much out of my comfort zone, and yours as well I think. You drive past the car park we always used to stop at and instead pull up on the road by some picnic benches, your side is parked by the grass.

You open your door and tell me to get out and come round to your side. I do as you ask, once I'm standing by your side you grin and remind me I've got to do as you tell me if I want you to play with my cock. I nod and wait for you to tell me what to do. You tell me to get undressed, I hesitate briefly, it's the middle of the day and we've already passed one car. I take my t-shirt off first. You take it off me, followed by my boots and socks. I look around before taking my jeans off, another glance and I take my boxers off. I watch as you put all my clothes on the back seat. I'm already getting hard and I can see you looking. As I'm stood, naked and exposed, you get the M&S bag. You take a pair of lacy knickers out, you pull the tags off and hand them to me, telling me to put them on. I do, trying to stuff my erect cock into them unsuccessfully. Then you get a pair of hold-ups out, I'm sure you're deliberately taking your time getting them ready for me. Finally you hand them to me and tell me to put them on. I feel ridiculous and incredibly nervous, but I'm also rock hard. I pull the hold-ups on and stand there with you watching. You reach out and run your hand over my stocking clad legs and over the knickers, briefly gripping my cock through them. You get your phone out and take a couple of pictures. I can't say I'm surprised, I'd do exactly the same.

Although you've dressed casually today you are wearing a pair of heels. You turn in your seat so your feet are hanging out the car. The last thing you tell me to do is kneel on the ground, take your heels off and kiss & lick your feet. I'm still incredibly nervous but I do ask you ask, I'm aware that you're still taking pictures. After a few minutes you tell me to stop, stand up and put your heels on. I'm so embarrassed and wearing your heels is very strange, and they don't really fit. You tell me to get back in the car, you watch as I walk round slowly, totally exposed and struggling in the heels. I'm relieved when I get in the car and close the door. You give me my t-shirt to put on as a small concession and pull off, again without saying a word.

We get to mine, I live in a terraced house, there's only houses down the one side. You pull up with your side closest to the house, though thankfully right outside. Your next set of instructions, I'm to take my t-shirt off, get out the car, come round to your side and collect all my clothes from the back seat and then open the house. I move as quickly as I can and do as you asked. As I'm putting the key in the lock I can hear a car coming down the road. I open the door and let you step inside first, you stand in the doorway, leaving me on the step until the car has passed, my heart is pounding now and my cock is still erect. With that you let me in and I follow you upstairs.

You sit on the edge of my bed and gesture for me to stand in front of you. I'm embarrassed knowing how turned on all of this has made me. You don't waste any time, you pull the knickers to one side so my cock and balls are completely exposed. You know how much I like a bit of pain, and I get the feeling, very quickly, that you're going to push my limits today. You cup my balls in your hand and start by dragging your nails over them, then digging them in. Using your other hand on my shaft you do the same, scraping your nails down my length, with enough pressure to instantly leave marks. You take the tip of my cock into your mouth, only to bite down hard. Then slowly, deeper and deeper, biting down each time, then pulling back, dragging your teeth over my length until my cock slips out of your mouth.

Everything you do is deliberate and calculated, I can see you smiling every time I gasp, a little evil glint in your eyes. Now you suck me gently, working your mouth up and down my shaft. Your nails no longer dig into me. Suddenly, when my cock is deep in your mouth you get my head between your back teeth and you bite down harder than ever, half my shaft is now clamped in your teeth, I really do cry out now, but you don't stop. With one hand you grip the base of my cock and squeeze as hard as you can, your other hand is still on my balls and you rake your nails over them. It really hurts and I can feel my cock throb between your teeth. You ease off and go back to sucking me gently, just a few strokes before stopping and letting my cock slide out of your mouth. You spend a minute looking over my cock and balls before getting your phone, I can tell you're taking pictures of all the marks you've already made.

You tell me to get the pegs, it's the first time you've spoken since we were in the car. I get them out the toy box and hand them to you. You tip them out on the bed and pick out some of the pink ones (obviously). You take your time placing 5 on my balls and 5 up my shaft, flicking and pulling on them just a little. Then you tell me to go and make coffee. I can't describe how difficult it is to walk downstairs in your heels and with the pegs on me, but I manage. I come back into the bedroom and give you your coffee. You gesture for me to stand in front of you again. You light a cigarette and you smoke and drink your coffee. While you're doing that you're still focused on my cock. Occasionally taking me into your mouth, only to bite down. Pulling and twisting the pegs, a couple come off as you play which really hurts. You of course replace them and add extra, you sit back and watch (and take pictures), of my cock twitching through the pain. By the time you've finished your coffee I must have 20 pegs on me, half of which I'm sure you've pulled off and reattached at least once. Every little movement sends shivers of pain through me.

You know what's in my toy box, you've looked through it before. You tell me to get the cane. Now I am worried. You know I enjoy very specific pain, but I've never had that used on me before, and I know you've never swung one either. You tell me to step back and immediately, very gently tap it over my shaft several times. The pegs wobble but it's pleasant. You don't stop there though. The next time you bring it down harder across the centre of my shaft. It stings and a couple of pegs pop off which hurts more. I can see your confidence grow, the next blow catches me closer to the tip, more pegs come off. My knees buckle slightly, but I recover. I can see from how you're holding the cane you're aiming for the underside of my shaft. With more of a flick this time, the cane connects with the pegs not my shaft. That was worse, the pegs twist in place but don't come off. So you do it again, this time they do fall, it feels like they were torn off. With two more swings all the pegs from my shaft are on the floor, a few from my balls have come off too. You put the cane down, and I have to say I'm relieved.

You take your top and bra off, allowing me to see you topless. You see me staring at your tits and tell me that I'm going to cum over them very soon. You sit back down and gesture for me to stand in front of you again. As soon as I'm close enough you take me deep into your mouth, I can feel your tongue running over the marks left from the cane, it stings but feels good at the same time. I relax, stupidly thinking you're ready to make me cum.

You're not, you stop and pick up all the pegs you knocked off with the cane. You quickly clip them back onto me, deliberately on and around the cane marks. I really don't know how much more of this I can take, and I think you know that. You lean in close to my cock and start to lick between the pegs which are covering the bulk of me, you're gentle and your tongue feels amazing, that, coupled with the pain as the pegs move, is just too much.

You know I'm about to cum, you use your hands, your fingertips find space between the pegs on my shaft, your nails dig in deep and you start stroking me. It hurts as the pegs move and flap around on my cock. You want this to hurt a lot, to push my limits. With your other hand you start pulling the pegs off my balls, one at a time, just yanking them off, all I can feel now is pain coursing through me and I know my orgasm is seconds away. I think you've only pulled about 4 pegs off me but it's too much and I start to cum, your hands move quickly, you're wanking me faster and digging your nails in harder on my shaft, you keep yanking one peg off at a time, not counting the ones that just pop off! My orgasm is incredible, the pain as the pegs come off makes each spurt harder and more intense. I catch your face, your tits, your stomach, the last few drops land on your jeans and your bare feet.

You're not finished yet, before my orgasm subsides completely you pull the remaining pegs off my shaft, one at a time. I'm already sore, and incredibly sensitive, I cry out in turn as you pull them off. You leave the few pegs still attached to my balls. You take my cock into your mouth and suck me. Even though you're now gentle, with everything you've done to me I'm overly sensitive, it's great and tortuous at the same time.

You finally stop, you make no effort to clean yourself up, which is a massive turn on. I push my luck and ask if I can take some pictures of you, you agree. As I'm taking pictures you light another cigarette. You haven't told me to do anything else so I just stand in front of you as you smoke with my cock going soft and pegs still on my balls. You're no longer focusing on me, as you smoke you pick the pegs up off the floor and put them on the bed. Once you've finished you ask me if I want to carry on, do I want to cum again? I really wasn't expecting that. Of course, I quickly answer, yes - without thinking again.

You smile and pick up the pegs again. You take my soft cock in your hand and look it over, every red mark you see you pop a peg onto it. It really, really hurts now. You're not playing with them, just putting them on and moving to the next one. Once you've put a handful on you tuck as much as you can into my knickers. The pain is now greater than anything I've experienced, the knickers have twisted the pegs and put a lot more pressure on me. You send me off to make more coffee. It's even harder this time. My legs are still shaking from my orgasm, I'm still wearing your heels and my cock throbs from the pegs.

I come back with the coffee and stand in front of you again. I'm still soft and incredibly sore. The pain is now past pleasurable. You sip at your coffee and light another cigarette. You still play with the pegs but it seems like it's just entertainment now, I can see you grin as you flick or pull at one of them as they poke out of my knickers. You finish smoking and you have that evil glint back in your eyes. You use both hands and grab as much of me as you can, squeezing hard, pushing the pegs into me. The pain rips through me, my legs almost give way and in your heels I stumble, which only makes things worse as you don't let go.

Then you start verbally teasing me, mocking me for being soft. Telling me how pretty I look in my lacy knickers. Then you look me in the eye and tell me, I have 5 minutes more of this. If I can get it up I can use your mouth and your tits, I can do anything, you won't stop me.

Earlier everything you did was deliberate, every bite, every squeeze was measured and thought out. Now you don't seem to care. You use the pegs to pull my cock out of the knickers. Then, as quickly as you're putting the pegs on you're ripping others off. You slap my cock around, and bite any part of me you can get to.

I can see you glancing at your watch, you meant it about the 5 minutes! You're still mocking me, giggling at my soft cock in panties. But, I am starting to get hard. I can't tell if you're pleased or annoyed at that. Either way you're true to your word. As the 5 minutes ticks down you rip the pegs off my shaft in one go and open your mouth.

I don't need any more encouragement than that. I take hold of your hair at the back of your head tightly and push my cock into your mouth. With my first thrust I hit the back of your throat making you gag. I hold it there just long enough so it's uncomfortable before pulling out. As you gasp for air I do it again. With my other hand I reach down to your breast and squeeze - harder with every thrust of my cock. I'm giving you barely enough time to draw a breath before pushing my cock back, deep into your mouth.

After a few minutes I let you have a break. I slip my cock out your mouth and let you go. I enjoy watching you pant and catch your breath. You watch as I take the last of the pegs off my balls and then clip them to your tits. You gasp, to my satisfaction. I look at the bed covered in pegs and wonder how many will fit and how many you can handle. I pick up a handful and carefully start clipping them on to you. Five on each tit then one on each nipple, I'm starting slowly. I guide my cock back into your mouth, I don't hold onto you this time, and you don't need any encouragement, you work your mouth over my cock slowly and firmly. I stand there and just enjoy it for a bit before reaching down to your tits. I shake them, making the pegs wobble, you've not had them on long so they won't hurt much, yet. Then I pull on each peg in turn, not hard enough to come off, but enough to give you a taste. With each tug I can feel you groaning on my cock.

I leave the ones on your nipples till last, I pull them up so the weight of your tits pulls against them. As my cock is good and deep in your mouth I give the pegs a little tug so they both pop off your nipples. As they come off you cry out, pulling away from my cock. I'm ready for that, I grab the back of your head and force my cock deeper into your mouth. I hold you like that, my cock at your gagging point, and one by one, pull the 5 pegs off your tit. I let you go, you pull back coughing and spluttering, your eyes watering. I pick up 2 pegs and put them back on your nipples, you jump and cry out instantly. You're still trying to catch your breath, but I push my cock into your mouth. I'm pleased at how willingly you take it.

You must know what's coming next, I pull up on the pegs on your nipples, and as they pop off you bite down on my cock, a reflex, you don't try to pull away though. I still take hold of the back of your head. This time I fuck your mouth, pulling back so just the tip is in your mouth then pushing deep so you gag. After a few strokes I pull a peg off. I carry on till only one peg is left. I push my cock to the back of your throat, so you really struggle, you've been gagging so much your drooling, it's dripping down your chin onto your chest. I pull the last peg off, holding my cock deep in your mouth until you use your hands to push me away. I pull out, let you take one deep breath and force my cock deep into your mouth again.

I do this over and over, I've all but forgotten about your tits for now. Your eyes are watering so much you might be crying, I love that. You have drool running off your chin, down your chest over your stomach. I finally ease off, I let go of your head, and I'm pleased you don't pull away. Instead you keep the tip of my cock in your mouth, taking deep breaths around it.

Once you've caught your breath I thrust again, just the once and slip my cock out your mouth. I look at you and ask if you're ready for more, not that you have a choice, you said I could do what I wanted. You nod, I'm not sure you're capable of speaking! I pick up the pegs again, I manage to get two on each nipple, then I get 10 on each of your breasts, there is space for more but I've done this on purpose.

I stand in front of you, reach down and take your tits in my hands, the spaces between the pegs are perfect for me to get my fingers between them. I can tell just the small movement of my hands' hurts, you're looking dazed, but strangely happy. I've had so much fun with you today, you've humiliated me; I'm still aware of what I'm wearing, I'm ashamed I've enjoyed it. I expected none of this, and what's happening now is such a treat. I lean into you and say, almost at a whisper, suck my cock and don't stop until I cum in your mouth. I was expecting you to complain, you don't like that, but you didn't.

You reach out tentatively and wrap your hand around the base of my cock, your other hand reaches round to my bum, I feel you stroking the knickers. You wrap your lips around the head of my cock, running your tongue over it before taking me deep into your mouth. Once you find a good rhythm, slow, deep strokes, I start on your tits. I squeeze them, the tips of my fingers pushing hard into you. The pegs move, clacking against each other. I'm relentless, my hands don't stop moving, squeezing, pulling, twisting your tits. I can feel everything I do mirrored with your mouth as you gasp and moan, but you keep going, getting me closer.

Your eyes are watering again which spurs me on. It's not going to be long now, and as my orgasm builds I start pulling the pegs off one at a time. As each one rips off you get firmer, rougher with my cock. I take hold of the last pegs on your nipples and pull up slowly, I'm seconds away and you know it. As the first spurt hits the back of your mouth you gag, I rip off the four pegs off your nipples in one go, you clamp down on my cock but don't stop. I cum hard and as soon as I've finished I pull out. I grab my camera and take some more pictures of you. You look wrecked, drool and cum dribbling out of your mouth, and down your body. Your tits clearly show the marks from the pegs and my fingers. Once I'm happy with the pictures I move close again so my cock is resting against your lips, you open your mouth and gently suck me until I start to soften.

You gave me permission to use you like that, but I've cum so I assume I'm only to do as you tell me again. I stand in front of you and wait. You regain your composure and pick up your cigarettes. This time you offer me one. As we smoke you play with my red raw cock, cupping it in your hand and sucking on it briefly. You're gentle but it does hurt, it's nice. We finish smoking and you tuck my cock into my knickers, as I'm soft it fits just fine now. You take some more pictures, I think it's because it's the first time my actually knickers cover me.