The Worst Handjob

The Worst Handjob

This is the first time we are to meet, I'm nervous and excited and I imagine you are too. We met online. I answered your ad. The one that you placed so patiently and consistently each month for over a year, asking for someone to pay attention to the heart of you. And here we are on this Scottish beach, meeting each other for the first time. It's not too windy and it's not raining, we're lucky. You are taller than I imagined, broad shouldered. You are a lot of man, more than I am used to. We smile and greet each other nervously,

"Let's walk," I say. There is nothing like walking to calm the nerves.

We walk and talk about this and that; try spotting seals in the bay and pick up curious rocks and shells. The nervousness starts to ease, and I brush my hand down the side of your arm. You look at me, surprised. I slip my hand into yours, nervously stroking your palm with my thumb. I'm still not used to it - being with a man. There's no need to look around to see who might be watching, judging, or threatening violence. This sense of safety is strange, unfamiliar. I've never felt safe with a man before.

We walk back along the beach, getting closer as we walk. I suggest we sit for a while on the steps amid the bank of wild roses. It's sheltered there, a little out of the wind. The view across the bay is dramatic West Coast beauty. We sit closer. I press my thigh against yours, and look at you, smiling. It feels easy.

"I'm ready," you say, and suddenly there's a tense excitement in the air. We look at each other, and slowly you reach into the inside pocket of your jacket, taking out a delicate silver chain from which hangs a small, silvery key. I brush my long, red hair aside and allow you to fasten the chain around my neck.

"Thank you," I say. "You're such a good boy."

I reach my hand up to your face, and gently caress your cheek before leaning forward to kiss you. It's been so many years, to feel lips and stubble against my face. Our kissing deepens and lingers, my mouth drifts across your jawline towards your ear, and I whisper,

"I need to check you."

"Yes, Mistress," you say, "Of course."

I slip my hand under the lapel of your jacket, unbuttoning it, and then brush my hand across your chest and further down, unzipping your fly, I slip my hand inside there too, to check for metal. Yes! I feel it, beneath the thin cloth of your boxers. My fingers find their way underneath the thing fabric. There are metal rings encircling you, and my small fingers brush the soft, smooth skin contained within. You shudder. That smooth skin becomes engorged, pressing itself against its confinement. It makes me smile, and it makes me wet. My fingers continue their exploration, finding to their satisfaction a small padlock, the key of which is now around my neck. My fingers drift towards your belly and trace around the largest metal ring, exploring you and touching the smooth, shaved skin of your balls, the only part of you that is loose and free.

"Mmm, you're such a good, obedient boy," I say, and you smile, pleased that I am satisfied.

I remove my hand from the warmth of your groin, reach up to touch your face and draw you down into a kiss.

"Let's go back to the hotel," I say, standing up.

"Yes, Mistress," you say, standing to join me, and then hesitate, before asking, "Mistress, may I do up my fly?"

I laugh, smiling at you and catching your eye, just so you know that I planned to make you ask this...

"Yes, you may," I say, as I stride off along the beach, leaving you to sort yourself out and catch up.

--

We stand by the window of your hotel room, looking out across the water to the islands. It is a view worth paying for. I reach up to kiss you again, and then slide my hands under your jacket, slipping it off your shoulders. Usually, I like to unwrap my toys slowly, but today I'm too impatient.

"Take off your clothes."

"Yes, Mistress," you say, and you begin to unwrap yourself, carefully folding each garment and placing it on the chair by the large, comfortable bed.

I watch you, enjoying seeing how you move, how you hold yourself, and the care and attention with which you perform each small action. I tell you to fetch two towels from the bathroom, one large and one small, some soap and a bowl of warm water. If you're surprised, you don't show it. It pleases me, so it pleases you.

While you are in the bathroom, I lay two soft, brown leather cuffs on the end of the bed. You see them as you bring the bowl of water and towels back from the bathroom, and I see you seeing them. I tell you to lay the large towel on the floor by the window and place the bowl and other items beside it. Then I tell you to place the cuffs around your wrists. Quietly, you pick them up, obediently fastening them about your wrists.

"Good boy," I say. "Now, kneel on the towel for me."

"Yes, Mistress," you say reverently, and then take your place on the floor, at my feet.

I take some time to look at you there, kneeling on the floor for me. My heart races, I can't help but smile, I'm loving this so much. I come and kneel behind you briefly leaning into you back and kissing your neck, hearing your breath quicken. Slowly, I run my fingertips down your arms to those cuffs, and pull them sharply behind you, fastening them together.

"You're mine now," I whisper into your ear. "My toy."

"I hope you will enjoy playing with your new toy, Mistress," you say, so sweetly.

I know that I will, I'm enjoying myself so much already. I come and sit in front of you, looking at you kneeling for me, your eyes cast down. You're naked except for the cuffs and the shiny metal cage confining your cock. It's been 5 days that you've kept yourself locked for me, the longest that you've managed since we started playing together. I've been training you for this for weeks, getting to know you, finding out what makes you hard and what makes you tick. You're like a new puzzle to work out and now I get to unlock you and play with my new toy. I take the key from around my neck, push it into the tiny padlock and click it unlocked. You quiver as I first remove the lock, and then the cage from you. Free at last, you quickly harden and lengthen, regaining your full size.

"Look at you!" I say, "so excited already... I hope you have learned to be patient."

"Yes, Mistress! I'm here to serve you," you say, looking at me devotedly.

I dip my hands into the bowl, cupping up warm water and then slowly releasing it so that it splashes over your groin. I take the soap in my hands, lathering it and gently start to wash you, taking your cock in my hands, caressing the length of you and gently pushing back your foreskin and washing there too. I like to take care of my toys.

"There, all clean," I say, scooping up more water and letting it slowly run over your cock, washing away everything except this moment, all your cares and worries rolling away with the tide.

I pick up the bowl of water and take it away, stopping for a moment to kiss the crown of your head. I sit back down and taking up the smaller towel I start to dry your thighs and belly, anywhere the water splashed, gently patting dry your cock and then your balls. I let the towel go and start caressing this soft, unfamiliar skin, feeling the weight and size of your testicles in my hands. I'm so curious,

"How does it feel when I touch you here?"

"Delicious, Mistress," you say, smiling.

I reach up and caress your face, running my fingertips across your broad chest, through the fine hair on your belly and back to your cock. I'm so curious about that too. It's been over twenty years since I've had one of these to play with. I'm more used to clits and silicone dicks, but this toy is warm and hard and needing.

"How many days has it been since you've come?" I know the answer, but I want to hear you say it.

"Five days, Mistress, this is the sixth day," you tell me.

"And do you want to come today?" I ask.

"If it pleases you, Mistress," you say.

I smile, content with your answer. Leaning over to you I nuzzle my lips into your ear and whisper,

"Yes, it does please me... You've been such a good boy these last few weeks, so attentive and consistent with your training. I'm so proud of you."

"Thank you, Mistress! I'm so glad that you are pleased with me."

I let my fingers lightly caress the length of your cock, back and forth, teasing you.

"I am very pleased with you, yes," I say. "I'm so curious to know how to make you come. I want you to tell me exactly how you want me to touch you."

I know how hard it is for you to talk about what you like, how you prefer to please and serve, and it makes me want to tease you all the more.

"Tell me exactly," I say again, "because you can only come if you come by my hand, and I have no idea what to do... this could be the worst handjob of your life," I tease and laugh.

You look mortified, conflicted, but eventually you begin to tell me, just exactly how you like to be touched, the pressure and the rhythm of it. I try and match your instructions, picking up the subtle cues of your body, the way you're breathing, the way you start to move your hips. We both begin to relax into the moment and your breathing starts to quicken, and now you're taking sharp little breaths. After a while you ask,

"Please, Mistress, may I come?"

I'm so delighted that you've remembered your training, that you must ask my permission to come, but nonetheless I immediately let go of your cock, saying firmly,

"No, you may not!"

Your breath catches and you look up at me, shocked and caught, your breath ragged. You've been so good, and it's been 5 long days in your cage. I smile, and caress your face, looking at you,

"Breathe with me," I say, and we take long, slow breaths together, until you've settled.

I lean over and whisper again into your ear,

"Tell me exactly how you want me to touch you."

And you begin again to tell me, a little less confident this time, not knowing if you'll be allowed to come after all, but eventually you relax again into my touch, into the pressure and the rhythm of it. The pace and your breathing quickens, intensifies and you ask, again,

"Please, Mistress, may I come?"

I sharply let go of your cock,

"No, you may not!"

You look at me again, shocked again, do I see a flicker of anger or betrayal? Your breath is ragged. I gently stroke the side of your face and your neck and then place a calming hand on your chest.

"Breathe with me," I say, and again we take long, slow breaths together. It takes a little longer this time, until you've settled.

I stretch, reaching my arms high above my head, catching your attention. I smile at you, letting my fingers caress the side of my own face, and running them over my own chest, before untying my blouse, slowly letting the silky fabric slide off my shoulders and onto the floor behind me. I have your full attention now. I reach behind my back and unhook my bra, casting it aside. You stare at my full, large breasts. I lean towards you, I can feel your chest brushing against my nipples, and I whisper again into your ear,

"Tell me exactly how you want me to touch you."

And you begin again to tell me, wondering and hoping if you'll be allowed to come this time after all. You start to relax again but I can feel your tension rising, your breath becoming ragged and your movements urgent against my hand. I'm leaning into you, my other hand wrapped around your back, holding you close to me, feeling your strong chest against the softness and aliveness of my breasts.

You ask, again, urgently, pleading with me "Please, Mistress, may I come?"

And this time, I say, "Yes, you may."

I feel the warm, soft plashing of your cum over my breasts, and hear your deep groan of release. I hold you against me as you catch your breath, just for a moment, before I say,

"You've made such a mess all over me! All over my breasts... you had better lick it all up until I'm clean again."

And you lick up all five days' worth of your cum from my skin, like a little puppy, so eager to please. When you're done, I pick up your cage and lock you back inside for safe keeping, before releasing your wrists and wrapping my arms around you, nuzzling into your neck. I take your hand and lead you up onto the bed. Snuggled together under the covers we kiss and cuddle until it is time to go down to the restaurant for dinner.