The Dare

The bet with my longterm friend was a simple one. Trevor was a successful professional – an architect – and lived in a great home he’d designed for himself on a small ranch property near our home. I’d grown up with him, we’d played together and hung out together until our midteens. Then it had become increasingly obvious that his interest in me and other guys was more than friendship. Where I and the others were chasing up girlfriends and trying to get laid, he wasn’t. Despite his regularly hitting on me, we stayed friends even after we went our separate ways and careers.

My first marriage ended with some acrimony and no kids after just five years. Stung, and a lot poorer, I dated around, joined singles clubs and focused on my career. No relationship ever seemed to bring satisfaction for me or my partner of the moment. Then I bumped into Trevor at a party and we began to meet regularly for a drink and sometimes a meal. Finally, on my thirty-second birthday, he dared me to take on a bet – that he could prove that my problem was that I was actually ‘gay’ and a fetish lover.

“How the hell do you work that one out?” I demanded as we relaxed at his poolside.

“Simple.” His grin was infuriating. “Look at yourself. Skimpy Speedo, big package on display, a collection of wetsuits you say you need for sailing and surfing and you used to get hard whenever we played cops and robbers and you got caught and tied or cuffed.” He touched my hand gently. “Why do you think I kept hitting on you? Because these are all things that turn me on like fuck and I just know you are as well.”

He had a point I realized. All my girlfriends had complained about the size of my wedding tackle, now making a large and well-defined bulge in the lycra. My cock is big. Even circumcised, its over nine inches stiff and thick as well. The ‘head’ is big and the ‘helmet’ showed clearly through the briefs. I glanced across at him and realized with a shock that he was well endowed and currently had an erection stretching his own Speedo. Embarrassed, I took a swig of my drink. “Yeah, well, the wetsuits are maybe a bit of a turn on, but they also keep my tackle tucked out of the way.”

He grinned. “If you say so. Tell you what, let me handcuff you to that lounger – if you don’t get a hard-on, we’ll drop this discussion. If you do, I’ll make a bet with you that I can prove what I’m saying. Are you game? Or are you still chicken and don’t want to find out?”

That stung. “Bugger you! Go on then, bring on the handcuffs – but no funny business, my cock is off limits and so is my butt!”

His grin looked like triumph. “OK, stay there, I’ll get some cuffs.” He stood and smiled as he looked at my crotch. “I think you’re already losing the bet!”

I blushed and grinned lopsidedly. “Go on, get your cuffs then. As you know, I used to have trouble hiding my tackle when you guys used to tie me up as a kid.”

I’d lost the bet before he even finished cuffing me to the lounger. The cuffs he was using were unlike anything I’d ever seen the police use. These things were heavy, wide and although built like the police kit, but were wider, thicker and meant business. By the time he started to cuff my ankles, my cock had forced itself out of my Speedo. “Er, Trev.” I began, blushing furiously. “I know I said…. But this is bloody awkward. Could you, er, pull my Speedo down, it’s a bit uncomfortable …”

He laughed. “Sure. But first I want to hear you admit that you’ve lost this bet and are willing to let me prove you’re a gay fetish lover like me.”

I considered this for a minute or so in silence. Truth to tell, my cock felt as if it would explode at the first touch and I couldn’t deny that being helpless like this was a huge turn-on. I certainly wasn’t about to admit that I had recently discovered that I needed to wear one of my wetsuits – which I’d modified to allow access to my tackle – to get myself off whenever I needed sexual relief. Finally I nodded. “You win. I’ve lost this bet.” I grinned up at him. “I’ll do whatever you want to ‘prove’ what you say. Just get these damned swimmers off me – before they strangle my cock!”

“Sure.” He smiled. “I promise you won’t regret this.”  With that, he produced a sharp knife and skillfully cut the seams of my Speedo. With a grin he removed the remains as my cock sprang to the vertical. “You won’t need those again today, besides I have a replacement for them which I think you’ll like even more.” He eyed my pole enviously and asked, “When did you last have sex – or jerk off?”

I glared at my cock, the head flared and taut, precum leaking from its tip. I haven’t had a woman for over a year, maybe longer. “Handjobs? Daily.”

He nodded, his face serious. “I can see that. You’re ready to erupt already.” He met my eyes. “If you like, I can show you what you’re missing before we start proving you really are gay and into fetish.”

I groaned, embarrassed and eager. “Just take it easy. I’ve never had a guy touch me there.”

“Wrong – you’ve forgotten the day I found you tied to that tree and felt your excitement when I was untying you.”

“That was different.” I did remember it – and the guilt I’d felt for days after.

“Tell you what, let me blindfold you, then you won’t see what I’m doing,” he laughed, “But you’ll feel and enjoy it.”

I surrendered. “OK, blindfold me then. Just do it properly and make sure I can’t see anything.”

“As you wish. But I’ll need to fetch something.”

He was back a few seconds later, with a thin piece of leather in his hands. This proved to be a sort of hood, which he slipped over my head and I found myself with only my mouth uncovered. The hood, once fastened, was tight on my face and head and I was now in total darkness.

“How’s that? Can you see anything?”

“Not a fucking thing.”

“How’s it feel?”

“Strange – but good.”

He laughed. “OK. Now let’s see what we can do about this.” His touch on my rigid cock sent an electric shock through it and I gasped.

I don’t know what I expected, but his ministrations involved his hands and his mouth. That he knew what he was doing was proved by the delicate way he teased, stimulated and held me on the edge of orgasm but never let me shoot my load until he finally engulfed my ‘head’ in his mouth and quickly brought me off to the most fantastic climax I have ever experienced.

My head spun and I gasped, groaned and whimpered as he continued the stimulation while my balls emptied into his mouth. Mixed emotions chased themselves through my head, shame, relief, desire for it to continue and the realization that I could have had this in my teens, clashed.

His breath caressed my mouth as he leant close. “How do you feel?”

“Fantastic,” I croaked. “Please, do it again if you want to.”

His lips met mine, his tongue seeking entry to my mouth. I opened them and returned the kiss, wondering at the salty taste and then at the slime his kiss transferred. Then it dawned – he was sharing my own spunk. He broke the kiss and whispered, “I will, as soon as you’re ready.” He chuckled. “You’re even better than I hoped. I’m going to have lots of fun winning our challenge from here.”

My cock was already stirring as he moved away, his hand gently stroking my thickening member.

“Let’s add something to help you last longer this time.”

“What..?” I exclaimed as I felt something being fastened round the base of my genitals. I gasped as he fitted a strap or straps that stretched my balls wide apart and another that squeezed the root of my cock tightly and brought it straight to the tautest erection I’d ever experienced.

“That will keep you eager,” he laughed. “How’s it feel?”

“Fuck, it’s fantastic, uncomfortable, but great.”

“Good, you’ll feel like you’re coming, but won’t be able to. It’s the only way us guys can get a multiple orgasm like the girlies.”

“Oh fuck. I don’t think I can cope with that!”

“You will. And once you’ve experienced it, you’ll never want it any other way.” I sensed him moving closer. “Now, open wide. I have a little gag for you so I don’t have to listen to your pleadings.”

“Wha…,” I managed, then the perfectly shaped rubber penis filled my mouth and I finished with. “… ergh… uggil… ugh,” as he secured it firmly.

I don’t know how long this session lasted, or how many times I reached that frustrated climax. I was exhausted when I finally shot a load and then dozed off. I eventually awoke to find myself free, but with my cock and balls encased in a tight-fitting steel chastity device.

“What the fuck is this?”

“Your new underwear and swimmer,” Trevor replied calmly. “Your first test in discovering your fetish side. That’s a Carerra chastity belt, you can’t get it off without a key and you can pee and crap as usual – except you need to sit to pee.” He dangled a small key. “Twice a week, you’ll need to visit me and get some relief. I’ve ordered some special gear for you as well, it will take about a month to be made, so you’ll just have to be patient.”

I stared at the thing, then at him. “OK, so I lost the bet, and I think you’ve proved I like to be sucked off while restrained – so why is this necessary?”

He laughed. “You agreed to find out just how much of a fetish lover you are. I’ve booked us a week in a clinic that will bring out the real you and, hopefully, cement a relationship between us.”      

I stared at him and then at the shiny device hiding my crotch. “You do know that I lost my job last week? I’m officially jobless at the end of this month, though I got a six month payout for agreeing to redundancy. I paid off my mortgage and my car, but now I need to job hunt.”

He smiled. “No, you don’t need to job hunt. I need an engineer on my team. Join me, we can fix the salary and consider a profit share if you like.” He studied me for a moment longer. “Why not move in with me. The flat can give you an income – I know it and it’s a fantastic place, ideal for someone like us.” He grinned. “And we’ll have the chance to really explore your tastes.”

“Whoa.” I was confused. “You want me to join your company and live with you?”

“Got it in one.”

I hesitated. “Let me think on it. I’m not sure we should mix business and pleasure.”

“Do that, but I think you should know that the kind of engineering I have in mind, isn’t exactly related to my practice!”

I had a lot to think about as I drove home. But there was a large part of me wanting to accept. Three days later, I did.

“Right, Pat,” Trevor’s face told me he had something serious in mind. “Time to go for the final part of your forfeit. You still game to let me prove that you are a full-on fetish lover?”

I glanced down at the Carerra belt I was wearing as we relaxed at the poolside. Two days before I’d moved into the guest suite and quickly adopted his practice of wearing only the minimum around the house. For me, at least, that was pretty easy – I had become fairly used to being locked into the chastity belt so that was the basic garment. I grinned. “I thought we’d already proved that!”

He laughed. “Nope, got a way to go yet. I have some kit for you, it arrived yesterday and is pretty far out. What I have in mind is to dress you in it, then take you to the clinic where they will put you through a range of tests and scenarios with me – and give you the assessment when we’re done. Want to back out? I won’t force you to do this.”

I hesitated. Then shook my head. “No, I won’t back out. I’ve come this far, I might as well go all the way. Just do me a favour, don’t make me have sex with anyone else.”

He smiled. “OK, you’re on. Let’s go and try your new outfit.”

It took an age to get me into it, but finally I was able, with difficulty, to see myself in the full-length mirror. I think only the chastity device prevented me from shooting my load right there and then.

The image in the mirror was of a shiny black humanoid, every part of me hidden inside the thick, tight fitting and very restrictive rubber suit. My hands were encased in stiffened mitts rendering them useless and my feet in heavy boots that made walking difficult. My head was covered by a rubber hood and breathing mask, with tinted eye lenses allowing me a restricted view of the world, and a pair of flexible hoses connected the breathing mask to a small filter fitting round my neck like a collar. Two pipes from this ran down the front of the suit and connected to a fitting at my crotch and each breath pulled air through the codpiece that covered the Carerra Chastity device still imprisoning my cock and balls. The scent of rubber, my genitals, my oozing precum and something else I couldn’t identify, was almost overpowering and certainly kept me eager for sex!

“How’s it feel?” Trevor’s question snapped me out of my daydream.

I tried to speak, to tell him it felt fantastic, but the hood and the mask prevented me making any sound other than a sort of grunt.

He laughed. “Feels good, does it?”

I nodded.

“Great, right, time to fit your transport manacles then and we can head for the clinic.”

Manacles? I could barely move as it was. But now he began to fit a thing like a giant cuff around my waist, snapping it securely, next my wrists were locked into a pair of the heavy oversized cuffs and I discovered that these were attached to the thing round my waist. Then he locked my ankles in similar cuffs and stood back.

“Right, you’re ready to go.” He chuckled. “I’m betting you’re on the edge of coming in your chastity belt as it is.” His hand explored my butt. “Tell you what, if you do manage not to, I’ll take off your restraint and let you fuck me – if you do shoot your load – I get to fuck you as you are.” He laughed again. “Willing to take the bet?”

There was no way I could win this one. I was almost over the edge anyway. I nodded my head, then caught sight of something I knew would send the right signal. Carefully I shuffled across to the nightstand and clumsily attempted to pick up the big butt plug that lay there. It proved impossible. So I positioned it and then turned so I could lower my butt onto it and let it press against the zip covering my hole.

Trevor watched with an amused expression. “You want me to plug you?”

I nodded.

“OK, stand up and turn around.”

I obeyed and let him bend me over the raised bed rail. I felt him open the suit zipper, then the pressure as he pushed the tip of the plug against my sphincter. I groaned as my opening stretched around the thing, then gasped as it went all the way home and my muscle gripped the thin stem connected to the bulky base. My cock jerked as it shot it’s load into my codpiece and I breathed the scent of my cum. I barely felt the zip closed, and stood to allow him to lead me out to the car.

I already knew I was lost to this lifestyle, for me there was only more of this vicarious pleasure to look forward too.

The ride to the MSB Clinic – a very private organization that specialized, as its website proclaimed, in treating ‘sexual dysfunction’ – was a fair ride from the ranch. By the time we arrived, my codpiece was bubbling with my cum as I breathed through it. I barely noticed the stares as we negotiated the highway, I could hardly see them anyway, locked away in my totally sealed and secured rubber bondage suited world.

“Good morning,” the attendant, a young man with a fabulous physique and little bar a heavy harness and a large collar, greeted us. “You have a slave for treatment, sir?” He addressed Trevor.

“Yes. I’ve booked him in for a full fetish conversion.” He handed over a bunch of keys. “He’s plugged, and wearing a chastity device, but it doesn’t seem to have prevented his ejaculating at least three times on the road. He’ll have to start with some control training I think.”

“Yes, sir.” The attendant took the folder Trevor handed him and scanned the content quickly. “If you’ll be so kind as to place him in the cage over there, sir, Doctor Vader will receive you in the examination room.”

Trevor grinned. “Excellent.” He led me across the reception to a man shaped cage and inserted me carefully, then closed it and adjusted the thing so it held me almost immobile. When he had done, he pressed a touch pad and the cage rose slowly through an opening in the ceiling.

I emerged into a room with padded walls and rubber lined floor, walls and even the ceiling. The cage I was in and a padded bench was the only furnishing. A few moments later a door behind me opened and I heard two people enter, recognizing Trevor’s voice as he approached.

“Yes, he lost the bet, Doctor. And he’s been on the pheromone enhancer since he got dressed in the bondage suit this morning.”

“Good,” the voice was deep and sent a shiver through me. I felt someone touch the collar filter and heard. “There, I have now increased his dose level. In another hour he will be beyond reverting. To make certain though, place him on the bench and make sure he gets a good dose of your spunk.”

Trevor laughed. “Oh yes. We had a little bet earlier and he lost that one as well.” He guided me toward the bench and positioned me on it. “Time he paid the forfeit.”

A week later I was being led back to the car. Starting the engine, Trevor chuckled. “Well, Pat, now you’re a full-on fetish slave. How’s it feel?”

I managed a grunt and nodded. Actually, to my own surprise, it felt good to be heavily restrained and completely at his mercy. The rubber felt slick and pressed on my skin in erotic and interesting ways, the chastity belt imprisoned my eager tool and the plug stimulated me as he drove.

Life promised to be very interesting from now on.