The Unpaid Whore

August '06, it was my day off and I was horny. I was on a gay hook up site and got an IM from a guy who liked my profile pic. We chatted for a while and during the course of our conversation it emerged that he had this fantasy that he wanted to act out.

We ended up planning to meet that day, so I hopped into the shower and was quickly on my way over to his place. I wore my leather jacket (the same one that Mr Silver liked me to wear when I fucked him), a tight fitting punk t-shirt, dark denim jeans and black leather boots. I sent him text to let him know I was entering his building. As arranged, the door to his apartment had been left open. I walked in and closed the door firmly, my sign to him that I had arrived. I made sure the door was shut.

I caught him sneak a peek at me through the slightly open doorway of his bedroom, before he scurried back into the room. I walked slowly, my footsteps echoing over the laminate wooden floor. Each step made with deliberate force, so that he knew I was heading towards him.

I pushed the door to his bedroom open and saw him laying face down on the bed. Completely naked, ass propped up with a pillow and pointed up towards the ceiling. I moved over to the bed, again deliberately slowly. I ran my hand over the exposed flesh of his buttocks and he shivered at my touch.

Bondage Guy was in his early 20's. Slim and mostly hairless apart from a patch of hair on his chest and a treasure trail leading to a groomed bush. He had a number of tattoos, a tribal band around one upper arm and a star in between his shoulder blades. He had confessed to having a fantasy of being tied up while someone fucked him, and that's why I was there.

I stepped away from the bed and he turned his head to face me. I peeled off the jacket and hung it on the bedpost at the head of the bed. I'd need it later. With his eyes he indicated to a plastic bag resting on a chair next to the bed. In it were a number of ties. I guess this is what he wanted me to use.

I picked up one tie, then lifted up his right arm from its resting position on the bed. I tied the material around his wrist, then moved his arm up to the metallic headboard. I slipped the material around the central post of the headboard, maneuvered his other arm into position and tied the other end of the tie around his left wrist. I made sure the knots were tight, but there was a little space between his wrists and the material.

He had watched me tie his wrists to the bed frame, and now his gaze wondered over my still clothed body. I was supposed to have blindfolded him, but I wanted him to watch me as I undressed.

I slowly pulled off the t-shirt, tossing it on the floor. Then I removed my boots, and my socks, tucking them into my boots. I heard him utter "Please, Sir", the first words he had said since I arrived. I picked up my socks and rolled them into a ball, then held them under his nose. He took a deep sniff. They were clean, but a little damp with fresh sweat. I walked back over to the chair and selected another tie. This time I popped the balled up socks into his mouth and tied the tie around his head, over his mouth to hold the socks in place.

I unzipped my jeans and slowly pulled them down. I wasn't wearing any underwear, so my cock sprang forward as the jeans slid down my legs. I stepped out of the jeans, and let him gaze at my firm, furry body and at my hardening cock.

I picked up another tie, got onto the bed and straddled his body. I wrapped this last tie over his eyes and tied it behind his head. I moved so my knees were between his legs, and I pushed his legs apart. I lay my body over his, and rubbed my furry chest hair into his smooth back.

I slid down further, until my face was next to his ass. I pushed apart his buttocks. I made a move to lick at his hole, but he didn't smell clean down there, so I didn't rim him. Instead I blew air on his hole and watched it twitch in anticipation.

Bondage Guy had left a bottle of poppers and a rag on his bedside table. I reached over and picked both up. I put a little of the liquid onto the rag, and held it under his nose. He took a deep sniff, then moaned. I left the rag in front of his nose. Since his mouth was occupied, each breath he took was laced with fumes from the rag.

I took a quick sniff from the bottle of poppers before I replaced the lid and put it back on the bedside table. A warm, pleasant feeling invaded my body, and clouded my head slightly. I reached to the inside pocket of my leather jacket and picked out the condoms and small bottle of lube I had inside. The condoms were put on the bedside table by the poppers, while I lubed up his hole. A few minutes of finger fucking, and I felt he was ready to proceed.

I sheathed my cock in rubber, dripped lube onto my cock and rubbed it all over. I positioned the head next to his hole, held the rag back up to his nose, and pushed in. He moaned as I slowly entered, and I pushed my entire length into him in one slow, smooth motion. The poppers and generous amounts of lube helped. I held myself over him and waited for him to become accustomed to my cock.

I leaned forward so my mouth was next to his left ear and in a low growl said "You ready?". He nodded his head enthusiastically, and I slowly began to pump away. He pushed his ass towards me, a signal that I could go faster. I did.

I fucked him as hard as I could. He moans were muffled by the socks in his mouth. I pumped him until I was close to shooting, then slowed down to a stop. I pulled my cock out. I could hear him moan, but it was more to ask what was going on.

I got off the bed and then turned him over so he was on his back. His arms were still tied, he was still blindfolded and gagged. I climbed back onto the bed, and positioned his legs onto my shoulders. I entered him again, and slowly fucked him, gradually increasing the momentum.

His cock was hard, and had left a trail of precum onto the hair that made up his treasure trail. I held his legs to my body with my left hand, and wrapped my right hand around his cock. I used the precum to lube up his cock, and jacked him off as I fucked him. I wanted him to cum with my cock up his ass. I pumped him harder, jacking his cock as I did so. I knew I wouldn't be able to last long.

I felt his cock stiffen in my hand, and I worked it faster. As I fucked him, I could feel the walls of his ass contract around my cock. He began to shoot his load over his chest, and the constrictions of his ass made me cum too.

Spent, I slipped my softening cock out of his ass and I got off the bed, laying his legs back onto the bed as I did so. I pulled off the condom, and went into the bathroom next door to wash up. When I returned, Bondage Guy was still tied to the bed, the pool of cum on his chest had slowly run down his sides.

I untied the tie gaging his mouth, and removed my socks from his mouth. They were damp with his saliva. I should have thought ahead and bought another pair with me, but I didn't, so had to put those back on. I would have gone sock-less, but I was wearing boots and didn't want to get blisters. I dressed, and my last act was to untie one of his wrists before I left his apartment. He was still blindfolded when I left.

Everything we had done, he had outlined to me in our IM conversation. He wanted someone to anonymously fuck him. Wanted someone to tie him up, gag him with their sweaty socks and blindfold him, and wanted someone to hold a popper soaked rag under his nose while he was fucked. I had dressed for the part, and hoped my act lived up to his fantasy.

There were a few deviations from his plan, however. When I arrived, he was supposed to be face down on his bed, not sneaking a peak at me as I walked through the door. There was to be no kissing or talking, but the few words we exchanged couldn't be helped. I did debate whether or not to gag him with my socks, but it was his fantasy, so I played along.

He contacted me later on the hook up site, saying how much he enjoyed our session and wanted to know if we could do it again, even if I could bring a few mates with me the next time. I declined his offer. Even though taking part in his fantasy was an interesting experience, it felt scripted and, without the kissing or the spontaneity, I felt like an unpaid whore.

Bound And Blindfolded

When I mentioned that I wanted to try bondage, Mr Silver indulged me. His spare bedroom had a metal bed frame with horizontal bars on the headboard. I lay on the bed in nothing but a leather pouch (one of his) as he bound my wrists and ankles to the frame of the bed, a blindfold covering my eyes. I tested the strength of the knots. In my mind, it was my duty to attempt to escape the bindings. But it was no use, they held tight.

Mr Silver spent time kissing my body, licking and lightly biting my nipples, sucking my toes, teasing my hard cock through the open fly of the pouch. I gasped and moaned, and struggled against the ties. He lubed up his hand and jerked me off, trying to make me cum, but it didn't happen.

I remember he got off the bed and left the room. The seconds stretched out like days as I waited for him to return, and being tied up I couldn't even play with my aching cock to pass the time. He was only gone for 30 seconds, to go into his bedroom next door to retrieve something.

I felt the mattress give as he got back on the bed, heard the opening of a screw cap bottle and caught the faint whiff of something in the air, something synthetic, with a similarity to pear drops. Poppers.

He had bought them specially for that day, in anticipation of our bondage session. He asked if I wanted to try it. I said yes (this being the first time I had ever tried the stuff) and he held the bottle under my nose, pressed a finger to my nose to shut one of my nostrils and told me to take a deep breath. I did, and was transported instantly into orbit. This was the time when you could buy the proper stuff, the kind that made your head swoon when you sniffed. My face felt flushed and I could hear my heartbeat in my head, echoing, like I was hearing it from a distance.

Mr Silver took a hit and then resumed feasting on my body. It felt as if I was slightly out of my body, experiencing every sensation, but differently to how it had been before. I no longer struggled against the bindings. Instead I rode the wave of sensation until the effects of the poppers wore off and I returned to earth.

He untied me, and we kissed. I sucked his cock and licked his balls, sucking one then the other into my mouth. We ended up with him sitting cross legged on the bed, and me sitting on his lap, my legs wrapped around his waist. I had both of our cocks in one lubed hand, jacking them slowly as he gave me, and then himself, another hit of poppers.

Back in orbit, with the slow echoing sound of my heartbeat filling my ears, we kissed. It felt as if the wold had melted away and only the two of us existed in that moment in time. I jacked us off and he came, shooting onto his abdomen. I let go of his spent cock and grasped mine firmly, increasing the speed of my hand while still kissing him. The poppers had the desired effect, and I added my semen to the load on his stomach, one of the handful of times I achieved an orgasm in the entire time I was with him.

Being tied up was an interesting experience, but I realised that I preferred the more active role.

Sexual Education With Mr Silver

Whenever I met Mr Silver, it was always at his house. We would arrange to meet on my days off, since he worked from home most days. He would pick me up, drive me to his place, we would have sex in the morning, have a bite to eat, have sex again in the afternoon, shower, and he would drop me back in the city.

Sounds good, and on the surface it was. But there was a problem, I couldn't cum when I had sex with him. I have mentioned before how when I had sex with a guy, I had to really concentrate to reach orgasm. That problem continued when I was with Mr Silver. I didn't mind though. I could easily get off when I returned home, when I was on my own, I could replay the sex we had that day in my mind and reach a ball busting orgasm.

I had sex with Mr Silver to feel the weight of another body on mine, to kiss his lips, get my mouth around his cock, to suck on his balls, and to have those things done to me, even though my erogenous zones were still extra sensitive. I would smile and laugh with glee as he explored my body with his mouth. I was like an eager puppy and my tail was always wagging.

He certainly enjoyed my body. Loved the size and feel of my cock, which always seemed to be in a state of permanent arousal. At first, the fact that I couldn't cum bothered him. I told him that not ejaculating didn't upset me, I loved the sex we had together, and loved exploring my sexuality with him. In contrast, every time we met up for sex, he came.

Over our time together we indulged in many forms of sex. He was the first guy to rim me. The feeling of being rimmed was intense. Pure pleasure overload. I would squirm and gasp and hope it would never stop.

He was the first man I fucked. Sticking my cock up his ass was another odd sensation when I first attempted it. We were always safe, so I guess wearing a condom was part of it. He wasn't the tightest down there, but once I got used to the sensation, it felt good. Doggy style was a favourite of mine, and still is.

He had a bit of a leather fetish. He liked me to fuck him while I wore my leather jacket, loved it when I hadn't shaved in a few days, as he had this fantasy of being roughly fucked by a hoodlum, forced to take a cock up his ass, a fantasy I obliged.

Once I gave him a blowjob as he drove his car. We were on route to his house, driving down a quiet country lane. Often when he drove, I would sit with my legs spread wide, and his hand would wonder over my groin. He loved looking over to see my erection straining against my jeans, and at times my hands would fondle his groin too.

On this occasion, I had unzipped his fly, and he was going commando so his cock head poked out of the fly of his trousers. There were no other cars around, so I hooked my seatbelt around the hand rest of my seat, leaned over and gave him head. I know, totally stupid as we were in a moving car, being a horny youth is my only defence.

He loved it when I would give him a prostate massage. The first time was a surprise for him. I brought a medical latex glove from home, and when we were naked on his bed I reached over into my backpack, put on the glove and presented my sheathed fingers to him. He wondered what I was up too, and I soon showed him. I lubed up my fingers and put my middle finger up to his hole. I applied gentle pressure and my finger slipped in easily. I finger fucked his hole for the best part of an hour, time and again rubbing up against his prostate, edging him until he shot a torrent of cum. After that he made sure there were fresh latex gloves in the drawer where he kept his lube, condoms and poppers.

We had sex in most rooms of his house, I would give him blowjobs on his couch, and once on the stairs. We had shower sex, and once after sharing a bath together I fucked him in the tub. One of our most memorable encounters was when we tried bondage.