Written by AIEvery story here is written by an AI. Tell it what you want and it writes it for you →
AI smut writer →

Watch Me Stroke While You Obey

He watches his girlfriend obey every filthy command while he strokes.

8 min read November 13, 2026New

I settle into the chair pulled tight against the bed, pants open, cock already thick and heavy in my fist. I'm twenty-eight. You're my girlfriend Yvonne, twenty-six, stretched naked across the sheets with your hair fanned on the pillow and your skin warm under the lamp. Two realistic dildos rest beside your hip—one thick and veined, the other slimmer and shorter. The air between us is heavy with heat and the faint sweet scent already rising from you. I stroke once, slow, base to tip, letting the skin drag and a clear bead gather at the slit so you can see it.

"Look at me," I say, voice low and steady. "Tonight I sit right here and stroke while I tell you exactly what to do. You're eager—I can see it in the way your chest lifts—but you don't touch yourself until you agree to follow every instruction. You'll watch my cock the whole time. You'll come when I allow it, as many times as I decide, and only after you've earned it will you watch me finish. If that's what you want, say yes and mean it."

Your eyes stay locked on my hand as I glide again, thumb circling the ridge. You swallow, nipples drawing tight. "Yes. I want that. I'll do whatever you say."

"Good." I keep the rhythm unhurried, denying you any permission yet. "Hands stay at your sides. Just watch how hard I am for you. You're going to lie there and get wetter while I set the pace. When I let you start, breasts first, then your clit, then the toys. No rushing. No coming until I give the word. You earn the sight of me cumming only by obeying completely. Understand?"

"I understand," you breathe.

I stroke firmer, letting the head darken, and watch your tongue wet your lips. "Spread your legs wider so I can see you, but don't touch. Open for me and keep your eyes on my cock." You obey at once, knees falling apart, the slick shine of your pussy visible, clit already swollen. My fist tightens on a long upward pull and a low sound leaves my throat. "Perfect. Stay exactly like that. Breathe. Let it build until you're dripping and desperate. Then we begin."

You nod, gaze fixed on every slow stroke, and the wanting coils tight between us—me in the chair, you open on the bed, both of us aching and agreed.

"Now," I tell you. "Both hands on your breasts. Massage them slowly. Squeeze, lift, roll your nipples. Keep watching my cock. Don't look away."

Your palms cup the soft weight, thumbs brushing the tight peaks, and a shiver moves through you. I match you with long strokes that make my balls draw up. "Pinch them a little harder. Tell me how it feels."

"Good," you whisper. "Sensitive. Getting warmer."

"Keep going. Now one hand down. Two fingers on your clit. Light circles, no faster than my hand. Watch me. See how I'm stroking for you."

You find the swollen bud and circle in time with my fist. Wet sounds start almost at once. Your hips twitch and I shake my head. "Still. Let your fingers do the work. Slower. I want you soaked before that first toy goes anywhere near you."

I let the minutes stretch, describing the flush spreading down your chest, the way your stomach tightens, the soft catch in your breath each time my thumb swipes the head of my cock and spreads the leaking precum. When your thighs start to tremble I nod toward the thicker dildo. "Pick it up. Rub the head through your folds. Get it wet. Don't push in yet."

You drag the realistic shaft up and down, bumping your clit, the veins glistening. I stroke faster for three beats then slow again, controlling both of us. "Now slide it in. Just the head. Feel the stretch. Eyes on me."

The thick head parts you and sinks an inch. A soft moan leaves your throat. "Deeper. Halfway. Then stop and hold it. Small rocks of your hips. Gentle. No more until I allow it."

You work it in, walls clutching visibly around the silicone, and my cock leaks steadily onto my fingers. "That's it. Look at how hard I am watching you take it. You want to go faster. Not yet." I make you rock for a long while, building, denying the increase. Your free hand drifts and I stop you with one word. "No. Only what I say. Hand back on your breast. Squeeze while you ride slow."

When you're shaking I point to the smaller toy. "Pick that one up. Press the tip against your ass. Just pressure. Circle it. Little anal—light. Don't push in unless I tell you. Feel it while the big one fills your pussy."

You reach back, the slimmer head cool against your tight rim, and press, gasping at the dual sensation. I stroke in long firm pulls so you see every inch. "Keep the pressure. The very tip if you need it, nothing more. Ride the big one a little faster now—only a little. Still gentle. You're not allowed to come. Just feel how desperate you're getting from watching my cock and not touching yourself any way I haven't ordered."

Your movements turn needy, the larger dildo sliding deeper with each small thrust, the smaller one teasing your rim, your eyes never leaving my hand. "Please," you breathe.

"Not yet," I answer, firm and warm. "You'll come when I decide you've earned the first one. Keep going exactly like this. Watch me stroke. Feel how close I could get and how I'm holding back so you can fall apart first."

I let the tease climb until your breath comes in broken little pants and your pussy flutters visibly around the thick shaft. "Faster now," I say. "Ride it properly. Work that big dildo deep while you keep the smaller one pressed right against your ass. Circles on your clit if you need them, but only with the hand I allow. Eyes on my cock. Come for me the first time. Let me see it."

You obey at once, hips rolling harder, the veined toy sinking to the base on every downward grind. The slimmer dildo stays tight against your hole, the pressure making you clench and gasp. Your fingers find your clit and rub in quick, wet circles that match the new pace of my fist. I stroke steadily, not rushing, letting you watch the way my cock swells and leaks while you chase it. The first orgasm hits you hard—your back arches off the bed, a sharp cry tearing out of you, pussy gripping the dildo in rhythmic pulses while your thighs shake and the smaller toy slips just the barest tip inside from the force of your clenching. I keep stroking through every wave, voice low. "That's one. Beautiful. Don't stop moving. Ride it out and stay with me."

You tremble and moan, still working the toy in slow aftershocks, eyes glassy but locked on my hand. I give you only a moment. "Again. Switch. On your back, knees up. Fuck yourself harder with the big one. Push the smaller one a little deeper—just enough to feel the stretch, nothing rough. Both toys. I want to watch you take them while I stroke faster."

You roll, legs spreading wide, and drive the thick dildo back in with a wet sound, fucking yourself in long, deep strokes that make your breasts bounce. The slimmer toy presses past the rim, shallow and tight, and you whimper at the fullness. I tighten my grip and stroke quicker now, the slick sound of my hand filling the room, precum shining down my shaft. "Harder. Don't you dare look away from my cock. Rub your clit. Come again for me—second one. Show me how good you are at following orders."

The second orgasm crashes through you almost immediately, stronger, your whole body seizing. You cry out my name, hips bucking up to meet the toys, the larger one buried deep while the smaller one teases that tight ring and your fingers blur over your clit. Juices slick your thighs and the sheets. I groan, stroking faster, balls drawing tight, but I hold the edge, letting you see every throb. "Good girl. Keep going. Don't pull them out. Ride the aftershocks and get ready for the last one. You're going to watch me the whole time."

You're still shaking when I stand, chair scraping back, and step right to the edge of the bed so my cock hovers above your heaving chest. I keep stroking, slower for a breath, then building again, thick and flushed and leaking. "Final one. Fuck yourself as hard as you need. Both toys—big one deep in your pussy, smaller one working that little bit of anal. Rub your clit. Eyes on me. You're going to come while you watch me cum all over you. Don't stop until you shatter."

You obey without hesitation, driving the thick dildo in rough, needy thrusts, the slimmer one rocking shallow against and just inside your ass, fingers frantic on your clit. The wet sounds grow louder, obscene, your moans breaking into sobs of pleasure. I stroke in long, tight pulls right over you, the head dark and swollen, every vein standing out. "That's it. Look at it. Watch my hand. Feel how close I am because of you. Come with me—now."

Your third orgasm detonates. Your back bows, a raw cry ripping free, pussy clamping so hard the dildo jerks in your grip, ass clenching around the smaller toy, thighs quaking uncontrollably. I let go at the same moment. Thick ropes pulse out of me in heavy spurts, striping across your heaving breasts, painting your nipples, then lower over the soft curve of your belly, hot and messy while you watch every pulse, eyes wide and locked on my cock as it throbs and empties. I groan your name, stroking through the last jets until I'm spent and dripping onto your skin, and you keep moving just as I ordered, riding the toys through the shattering waves until your body finally starts to ease.

You tremble through the fading pulses, toys still inside you, chest rising fast under the shine of my cum, eyes locked on my softening cock. I sit back down in the chair, breath rough, and look at you with a warm, satisfied smile. "You were perfect," I tell you, voice low and praising. "So beautiful obeying every word. Watching you come like that while you kept your eyes on me—exactly what I wanted." We stay there in the quiet heat, both of us spent and glowing, the afterglow wrapping close around the mess and the obedience and the shared, wanted release.

Rate this story

★★★★★
Thanks for rating
Something wrong with this story?
Ask the writer

Want your own masturbation story?

Tell the AI the set-up. It writes it for you in about five minutes. Free.

Adults only · no real people · your request is never shown, only your credit name
Tagged masturbation dildo-riding anal-play edging facial

Fresh filth, nightly

The best new stories in your inbox every day. Free, 18+, unsubscribe anytime.