Tim’s Nightmare

by Scruffy

15 Jun 2020 8901 readers Score 9.3 (78 votes) PDF Mobi ePub Txt


It’s Friday night and I’m craving for the day to end. I work as a landscaper and day has been blistering hot all afternoon. The boss calls out to me across the yard.

“Tim, pack up and head home, that’ll do for the week. See you on Monday morning.”

I pack my shit up putting it in the boss’s car and make my way home. I look at my car and cringe, will it start... I wish I had better stuff but at 19 I can’t afford too much of any quality. I turn the key and after 15 seconds turning over it’s starts with a splutter and I head off.  

I throw my keys and phone on the bed, strip off my work gear and have a cool shower. Wrapping a towel around my waist and head back to my bedroom, I throw on a pair of briefs and a loose shirt and pick up my phone and see a Grindr notification. I only created a profile a few weeks ago and to be honest had only been contacted by guys older than my Father, and whilst I don’t mind guys of any age, they predominantly wanted a Dad/Son situation which I’m not into.

I open the app up and see the message from a guy called Mike.  

‘Nice profile, get in touch and see if we connect’

I check his profile and he looks like a normal bloke. He actually has a face pic and no obligatory dick pic, he says he’s in his 30s, defined build and not looking for anything in particular. I send a message back and give my phone number to see where it goes. I drop the phone again to put some shorts on and the phone starts ringing right away, unknown caller...

“Hello, Tim here.”

“Hi Tim, Mike here, thanks for the message.  Do you want to meet for a drink?  It’s been so hot today I need a beer and would enjoy a drink with a handsome young guy like yourself.”

Wow, he’s to the point, I thought for 2 seconds and thought whats the harm.  Worst case scenario I end up with a drinking mate.

“Sure Mike, where can we meet?”

“I’m just finishing work, come to my workshop, there’s a bar just around the corner from where I am.”

“Sweet, I’ll see you soon.”

His address drops into my messages, it’s only about 20 minutes away. I changed my shirt to a cotton polo and put on a pair of jeans which I’ve been told shows off my bubble butt, socks and some casual shoes. I get the car going again and drive across town, the address is on the edge of the town centre and when I arrive I find it’s a mechanics. I pull into the car park and with a gut full of nerves make my way into the workshop. 

It’s a large space, high ceilings, the smell the oil and grease, a car up a hoist, lots of work benches and tools all over the place. There’s a set of stairs on the side leading up to an office at the back overlooking the workshop. 

“Hello, Mike?”

“Tim, is that you? I’ll be there in 2 seconds.”

I look around and see the workshop is well used, everything well used and purposeful. I see a few trolleys, chairs, some height adjustable metal benches, chains hanging from the ceiling which are attached to a heavy duty pulley system on the roof, I guess for pulling engines out of cars.

“Hi there!”

I look to the top of the stairs and see Mike, he stands about 6 foot, well above my 5’6 frame.  He was right when he described himself as having a defined build, he smiles at me and comes down the stairs heading directly to me reaching out to shake my hand.

“Good to meet you Tim.  Wow, your profile picture doesn’t do you any justice.”

“Thanks Mike, your a handsome guy yourself.”

I feel myself blushing.

“I just need to close up the shop, then we can head out for that drink.”

“Okay, take you time Mike, whenever you’re ready.”

He looks at me and chuckles with a wink.

I distracted myself looking around the workshop, there’s a great looking Mercedes on the hoist with its diff pulled out. Mike closes the garage doors, some lights are turned off at the front and an answering machine is put on in the distance. I’m distracted by Mike behind me going through several draws followed by a few moments of quiet. Mike walks up behind me, his breath on the back of my neck makes me tingle, a rag is pushed across my face! I struggle but the fumes from the rag overwhelm my senses, I feel light headed, my legs start to give way…

I open my eyes and my vision is taking some some to come into focus, I can still smell the grease and oil, the garage is darker now with no natural light coming through the high windows. I’m sitting on a chair slumped against the back rest and I’m naked except for my briefs, my arms are in front of me resting in my lap but I can’t move them apart, they are tightly bound together at the wrists, palms together, with a length of rope leading down to the dirty cement floor. 

As my vision clears I see rope intricately wound around my thighs leading down to the floor as well and I can also feel my ankles have been tightly bound.

“What the fuck Mike! HELP! HELP!”

I hear footsteps coming down the stairs.

“Welcome back Tim, you had a bit of a snooze there.”

“Get fucked, what are you doing? Where’s my clothes?”

“I’m giving you and experience you’ll never forget Tim.”

I open my mouth to yell for help again and a large ball gag is stuffed in my mouth.  It’s pulled back tight filling my mouth, my teeth resting on the front of the ball. My head jerks about as Mike fastens the buckles at the back of my head. 

“Mpphhff, Mfffph, Mmmpffh.”

I try calling out but nothing legible can be heard.

“Yell all you want Tim, no ones going to hear you.  Now let’s see who you are.”

Mike walks in front of me toward my discarded clothes on a bench and picks up my pants removing my phone from the pocket.  He comes back in front of me, holds the phone to my face and I watch in horror as my phone unlocks.  Mike looks through my phone moving from app to app, scrolling through my photos and reading my texts as I struggle against the ropes. He then holds the phone up vertically and then the flash goes a few times.

“Who can we send these to young Tim?”

“Mmmffffph!”

“Hahaha, well maybe later hey.”

I look down and take in my predicament and see I’m sporting a semi… what the hell! Mike walks to the side of me and reaches for a controller which has wires heading up to the roof. With a click there’s a mechanical whir from the hoist up above, in front of me a plank of wood about 2 meters in length shifts being pulled up by the hoist. As it ascends I see it has lots of rope tied around it and I then make the connection… I’m tied to the plank!

Mike grabs the plank as it lifts and holds it back, then when it’s at his shoulder height he lets it go and it swings over my head.  As it continues to lift my arms are pulled up vertically, the ropes leading to my thighs and ankles pull tight lifting me off the seat. The rope on my ankles is tied to the outer edges of the plank forcing my legs wide apart and the rope on my thighs keeps my knees just a bit wider than shoulder width, essentially lifting me in a suspended squat with my legs spread far apart. With a click reverberating in the garage I stop, my face is at the same level as his.

Mike steps between my legs and looking at me straight in the eyes reaches out and pinches a nipple, at first it felt good but then as he continued the pain took over. I twist trying to escape his pinch but all I succeed in doing is making myself swing in the air. Mike laughs as he grabs my shoulder and stops me swaying, he runs his hands down my torso past my waist and with his palm feels my cock and balls and then around to my spread arse cheeks.

The chair is taken away from beneath me as Mike walks around behind me, I listen to him moving things around, draws being opened and closed, the sound of a zip which sounds similar to a backpack being opened and then the sound of a lot of duct tape being pulled out and wrapped around something.  I try to look behind me to see what’s going on but with my arms pulled up vertically either side of my head it’s almost impossible to see anything other than what’s in front and below me. 

I hear Mike dragging bench across the concrete stopping below me, I look down but can only see the edge of a metal bench which is about 1 and a half meters long with the duct tape I heard earlier wrapped around it at 2 equal lengths for each end. I then hear and see a second bench being dragged over, again it’s just out of sight so I can only see a glimpse of it past my arm.

He comes back in front of me and steps between my legs again, he has the control for the hoist and wedges it between my arm and head, he pulls from one of his pockets a box cutter.  I feel the colour drain from my face, he pulls my briefs out to one side and with a slice of the blade the elastic around my leg, the fabric and waistband is cut, he cuts the other side the same way and I watch my briefs fall to the floor.  Taking the controller and pressing one of the 4 buttons I am lifted so that my belly is at Mike head level.

He pinches the end of my foreskin pulling my now soft dick out horizontal and jiggles it about chuckling watching my balls bounce as he does it. He lets it go and takes a bottle of lube off the bench below me and puts a small drop on his index finger, with his lubed finger he lightly rubs it on the tip of my foreskin, the sensation is awesome. I try to stretch my legs out but they are bound too tight, then his finger slides in, I can see the outline of his finger gliding over the head of my cock under the skin.

“Mmmffff, mmpphhfff”

“Oh yeah, you like that don’t you Tim.”

“Mmffphh.”

My sensitive cock betrayed me and my dick swells.  In a moment I go from flaccid to erect, my foreskin retracting as my cock grows.

“Well that’s an impressive cock for a short guy like you Tim, I bet you like to jerk it off.  If your well behaved we might see it blow later.  Let me explain and show you what I have in store for you.”

Mike moves behind me and grabbing my waist pulls me back and I can now see the benches below me. 

“I like to watch young tight holes stretch and that’s what we’re going to do tonight Tim.”

I yell from behind the tight gag...  what i see is 4 dildos taped to the benches, they increase in length and girth starting from the size of a roll-on deodorant through to the size of a large cucumber.

“Tim I hope you’re a bottom cause they range from 6 inches up to 12, and considering your short stature the last one is going to tickle your tonsils.”

Mike lets me go and I swing back and forward as I yell into the gag. I’m a top... I’ve only ever bottomed once before and it wasn’t a good experience. 

Mike’s hand pushes into my back stopping the swinging motion. I hear the lid flicked off the lube and a spray hits my hole, it’s then slathered with cold lube, a finger slides in and given my spread legs he has a clear view, another click from the hoist and I start moving down.  I stop as I see the bench getting closer and then watch as Mike positions the bench directly below me, I then move down again and I feel pressure on my hole, one last check for alignment and then I move down again.  The tip of the first dildo pushes in which is where he stops me and I yell into the gag from the initial pain.

“Well Tim, going by the sounds you’re making I’m guessing you’re not a bottom. Or maybe that desensitising spray hadn’t kicked in yet.”

“Mmffpphhh!”

Mike walks around from behind me chuckling, collecting the chair I was originally sitting on and sits in front of me with the hoist control in hand, I close my eyes as the workshop is filled with a click and I’m lowered on the remainder of the dildo. I open my eyes as my arse cheeks touch the cold metal of the bench, he starts to tickle my left foot, I wiggle from the sensation, my movements causing the rod in my arse to bend but it keeps me in place.

“That’s it Tim, dance for me.”

With his other hand he grabs my balls giving them a tug and lifting them.  As I squirm from the tickle I’m now tugging on my balls as he holds them.

“How’s your hole Timmy? Feeling good?”

He lets my balls go and stops tickling me, I’m breath deeply through my nose watching Mike lean forward on the seat to view the dildo in my arse.

“Enough of this one Tim, it’s just the warm up for your arse.”

Mike presses a button and lifts me up a good meter in the air, standing up he grabs hold of my dick. A second click and I move to my left, stopping above the next dildo swinging as the hoist stops but his grip on my cock steadied me quickly. The top is flicked off the lube again and Mike applies it to the next dildo and steps back taking our phones from his back pocket. 

With his phone he starts recording me from all angles making sure my face is included all the time, he then holds my phone to my face unlocking it and repeats the filming, making some closeups of my junk, pushing a finger into my arse and pulling the skin back on my now flaccid cock, teasing it to force it into an erect state and recording its change from flaccid to erect.

“That arse still feels tight Tim, lets see how this one goes.”

“Mmffpph, mmffpph!”

Mike moves the seat over to watch the dildo disappear, I start descending and Mike starts filming again. He has me lined up perfectly and the top of the next dildo pushes in and I scream behind the gag, I can feel my hole clamped around the dildo. This one isn’t smooth and has 3 bulbs along its length gradually increasing in diameter, at the moment I’m on the first and smallest.  

I’m lowered again, bit by bit, my cock and balls bouncing as I’m dropped and stopped, dropped and stopped until I’m again sitting on the bench.  All the time I’m lowered I’m begging to be let go but he just keeps looking at me smiling, I’m then lifted, my hole expanding and contracting as the bulbs move out of me. When I’m at the top I’m lowered again but this time in one motion, I’m lifted and lowered too many times for me to count, then one last time I’m lifted but only a fraction and my hole is stretched over the widest part or the biggest bulb.

“You have to see this Tim, you look amazing.”

I watch Mike take a photo raising the screen to my face, I see my arse stretched tightly around the dildo and it feels as painful as it looks impressive.  He now plays the recording of me being impaled on the dildo and I watch my hole expand and contract over the bulbs, all this time I’m left stretched on the widest part of the dildo.  He puts the phones back in his pocket and walks around behind me.

“Mmffpph!”

“How’s the stretch Tim, I’m impressed but a long way to go yet.”

Mike’s hands are running over my arse spreading them apart further. I’m dropped on the dildo and groan with relief but there’s no mercy as I’m lifted and dropped one last time. 

Mike lifts me off the dildo and high into the air, I can see the plank above me has reached the ceiling, then moves to the left again however this time I’m left to swing side to side from the kinetic energy.  Mike is below me lubing up the next dildo sitting on his seat and with a jolt I start falling, stopping as I hit the dildo on my right cheek.  A quick adjustment of the bench and I’m lowered down, sliding down half the length, I throw my head back and howl at the ceiling seeing stars while listening to Mike laughing.  I start to fall again and I land on the bench feeling totally stuck and yelling into the gag.

Mike brings across 2 wooden boxes and positions them in front of my knees, he then leaves and walks up to his office where I hear him getting a glass and then cracking a can.  His steps start back down the stairs.

“Sorry Tim, I’m a bit thirsty and needed that drink we were going to go out for.”

Sitting in front of me again he lowers the hoist further, my feet resting on the boxes.

“Put your feet on the boxes Tim and then grab some rope in you hands.”

Considering my predicament I comply.

“Good Boi Tim, now I’m going to sit here and enjoy my beer and I want you to fuck yourself, now!”

“Mmfffpphhh!”

I want to tell him to get fucked but clearly can’t.

I take a deep breath and lift myself up with my legs and arms, sliding up the telegraph pole in my arse.  Mike takes a sip from the glass and watches as I slide down a couple of centimetres before going back up.

“No Tim, the whole length and I want some pace to it, make your dick bounce for me.”

I yell another tirade of abuse at him and start the show he wants, I start sweating as the night is still hot, I can feel the beads of sweat running down my back and torso. He finally finishes the beer and I think I’ve been fucking myself for 10 minutes. I stop fucking myself, holding my body up towards the tip of the dildo.

“Naughty boy Timmy.”

Mike kicks the boxes out from under my feet and I fall back onto the pole.  Finally he raises me up and off the dildo and I can feel my arse burning, he stands up, lifting me until my junk and arse are just above his face.  His fingers outline my anus and with the phone takes some more images.

“What a specimen you are Tim, your not even gaping!”

I cringe as Mike pushes a finger into my arching hole. He grabs my cock and starts stroking me while his finger traces my arse, the betrayal of my body, I watch my dick swell and harden again, my foreskin retracting exposing my sensitive tip. As soon as I was fully erect he let my dick go and it stands proud at a 45 degree angle.  

Walking under me I hear him grab something off his bench and bust a bag open, returning he uses the controller to lower me slightly giving him perfect access to my groin.  He places a traditional old school vibrator under my dick, it’s almost the same length as my cock and the tip if the vibrator touches the underside of my exposed head. He secures the vibrator in place with some cable ties to ensure it won’t move and then with a twist turns it on.

The hum fills the space and my cock starts to dribble pre-cum from the attention, Mike now moves me along again so that I’m above the final dildo, he lowers me down and lines my arse up making sure it’s well lubed.  He moves in right in front of my face, I can smell the beer on his breath.

“So Timmy, one last dildo.This one is 12 inches long and it’s all going in, and it’s staying in for 5 minutes by which time you need to blow a load of cum from that young uncut cock of yours.  The nights still young so if you don’t blow then I move you back down the line and we start again, grunt if you agree to the terms.”

“Mmffpph! Mmffpph,mmffpphhh!”

Stupidity I scream no and fuck you at him.

“Good stuff Tim, I thought you would be up for it! Oh and I have a crop here, if we start again I’m going to crack the whip on you while you ride the dildos.”

“Mmmfffppphhh!”

I’m lowered and the whole 12 inches is plunged into me, I feel sick but my dick stays hard from the vibration. Mike sits in front of me a puts a timer on for 5 minutes. I close my eyes and concentrate on the events of the evening and honestly if the tables were turned I would have enjoyed every minute. I play the scenario out in my head putting Mike in my position and I feel the familiar feeling, I explode with a huge orgasm. 

I open my eyes and see the last 15 seconds count down.

Mike stands up and goes into his office upstairs leaving me impaled on the monster dildo.

“Mmfffppphh.”

I hear him coming back down the stairs and walk up behind me, a rag is shoved over my nose which smells just like the one from earlier. As I start to fade from consciousness I feel myself lifting off the dildo but I don’t recall it fully leaving my arse.

I blink and wake with a gasp, I’m back in my shirt and jeans laying on my bed, the fog lifts and anxiety builds as I realise Mike must have taken my contact details off my phone to bring me home. I move to have a shower and my legs are sore from being spread like they were and my arse is burning.

After a long and soothing shower I sit on the bed and see my phone is charging on the nightstand, picking it up I have a notification from Grindr.

‘Check you movies app Tim, I enjoyed our drink!’

I open the movie app and I see the clip he filmed of me fucking myself, my dick bouncing and sometimes even swinging around in circular movements as I grind on the dildo, I’m stunned when I feel my dick swelling under the towel watching myself being abused like that. 

I then see a second file which I don’t recall, I tap it and watch the screen filled with Mike’s face and then he steps back where I can see myself.  I’m no longer gagged and the vibrator is removed, but I’m still strung up with the last dildo pushing into me. Mike stands between my legs but to the side so he can put his arm around my body.

“So Tim, I thought I’d make a little clip for you to say I’ve had a great time, and if you’re honest with yourself you have too, there’s no way I could resist that bubble butt of yours once I saw it.  I’ve got one last treat for you Tim, I heard that pice of shit you call a car pull up, do you ever maintain it!  I’m going to give it a tune for you before I take you home.  On the house.”

I watch Mike kiss my now free mouth and rub my chest finally giving me a push under my left arm.  My body swings from side to side with the last 2 inches of the dildo still in me making the remaining 10 inches bend as I swing back and forth before coming to a stop, then with a press of the button I am dropped back down onto the full length again.  The video speeds up and I see my car drive in behind me, Mike is in the engine bay moving from one side to the other. He comes back to me a couple of times running his hands through my hair, pulling on it making my head move about and licking my nipples, at one point he raises me up off the dildo and pushes me hard making me swing hard before going back to my car.  When I stop swinging he comes back and lowers me down onto just the tip of the 12 inches again.  

My car is driven out of the workshop and there’s nothing going on for a few minutes except the image of me naked, bound, legs spread wide and impaled.  My car is driven back in and Mike walks over to the phone and the clip ends.  I put the phone down and contemplate what I just saw in disbelief, what I endured the previous night and that he continued to abuse me while I was unconscious, my thoughts are broken by the sound of a text coming through.

‘Rise and shine Tim, be at the workshop at 2pm today.  For every minute your late I send a pic to some key contacts I copied from your phone. Mum, Dad, Nan, the boss, you get the drift.’

I watch my phone as numerous images of me arrive via text showing me gagged and swallowing a dildo in my arse.  What the hell have I done.

I send a reply.

I’ll be on time.