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Chapter Two
The next morning I went into the break room as soon as I got to the office. Normally I would have hung out and had coffee with the rest of the staff but my ass was a little sore and I had to be careful sitting so I was just going to fix myself a cup and go straight to my office.
"You look happy today, Jeffrey. New boyfriend?" Marie was a legal secretary in her late fifties and liked to mother me.
"Not exactly, Marie, but I have met someone who might be interesting."
"So the gay boy is finally getting some?" Greg looked up from his paper and gave me that smirk of his again. "That's one thing I don't have to worry about with Susan."
No one wanted to hear about the boss' daughter's sex life so the room cleared pretty quickly. What a jerk.
Once in my office I checked my email. I had looked when I first got up but there was nothing from my fucker. I could honestly refer to him as that now. I knew I'd had a hot time but I was anxious to see how he had liked it. There was a message from him, with no wasted words, as usual.
"Very nice. Same time next week?"
Very nice. I'll have to admit it was the hottest sex I'd ever had but I wanted him to think so too. Very nice. He wanted to do it again, so I guess he did enjoy himself. Still, what was the point of doing it again? Half of the excitement had been the mystery, the danger. Now that I knew exactly what would happen there wasn't the same thrill. I waited until late in the day to respond and then made a suggestion.
"Sure, I'd like that, but how about something a little different, a little more traditional?"
The next morning I had his answer.
"No. Same thing or nothing at all. Do you want it or not? I think you do."
I thought about it overnight. Did I really want to do it again? Yeah, I had a great time and a great orgasm but that's not really what I'm into and it didn't look like this was going to lead anywhere. It's one thing to have one hot totally anonymous encounter with a stranger. It's another to do it over and over again. Last week he'd hinted things might change after the first meeting. Now he was clear they wouldn't.
When I got home from work the next evening I just stood in the doorway of the bedroom and stared at the bed for a while, reliving the fuck from the other night. I walked over to the computer on my desk opposite the foot of the bed to send him an email ending it when I got an idea. I looked back and forth from the computer to the bed. My video cam was next to the monitor and was pointed right at the bed. I wondered how much light it would take to get a good picture. Maybe I could set it up so that I could at least see if he was the guy in the photos, if he was worth pursuing. If we followed the same routine he'd have his back to the camera so I wouldn't get his face but that didn't show in the pictures anyway. I thought I would be able to tell from the body, even from the back.
I emailed him making a date for the next Wednesday night. I tried to keep busy over the weekend to take my mind off him. I went for a hike in a nearby state park and at night went clubbing with my friends. On Monday I threw myself into work and only stayed for one drink with Tom and Anna. When I got home I played with the cam. I moved the nightlight from the bathroom into the bedroom. He'd probably notice the increase in light but I needed more for the camera. The room was still pretty dark so maybe he wouldn't mind. He might like to actually see my ass as he fucked it. It was hard to test the light level because turning the monitor on added light but it looked like I could make out the bed pretty well.
When I got home Wednesday I wasn't anywhere near as edgy as I had been the week before. I knew what was going to happen this time. I also knew I could trust him, though I didn't know if trust was exactly the right word. And I knew that his dick would fit up my ass without tearing me apart. I took a Valium, only one this time, just in case. I was waiting in the dark apartment when the doorman called at 8:00 to announce my guest. I ran into the bedroom, hit the key on the keyboard to start the cam and got into position on the bed.
I heard him come into the condo again. The next noises I heard were the slight sounds of him disrobing by the bed. The bed moved as he got on from the foot. He crawled up between my legs and pushed them further apart. I again felt the cool sensation of the lube on my hole, then felt a finger penetrated me. It was soon followed by another finger, then a third, poking, pushing, twisting, and stretching. He seemed to be trying to get his whole hand in me. I was glad I'd taken the Valium. He was doing a good job stretching my hole with his fingers. Finally, he withdrew them and I felt the blunt end of his dick pressing against my pucker. He wasn't slow or gentle the way he had been last week. He just plunged right in, sinking that huge log all the way into me with one forceful thrust. He immediately started ramming his steel rod into me over and over.
I thought it had been a pretty rough fuck before but he really let loose in me this time. At one point he grabbed my hips and pulled me up a little off the bed. As he slammed into me from the rear he pulled me onto his dick, forcing himself as deep into me as anyone had ever been. I swear I could feel him pressing into my lungs. If he'd been any longer I would have felt him in my throat. With each thrust his club was sliding over my prostate, driving me into a frenzy. I wanted to scream, "Fuck me," but had just enough presence of mind to remember he wanted silence. Because he was holding me up off the bed my dick wasn't rubbing against the sheet as it had been last week so I wasn't getting close to cumming. He just kept picking up the pace and fucking me harder and harder. Finally, he shoved his dick as far into me as he could and stopped. I felt it expand within me and then begin to throb as he shot his load. Six, seven, eight spasms. A few seconds later, he pushed me down onto the bed which had the effect of pushing me off his cock as well. He got up, quickly dressed and left.
I was lying there with my face buried in the pillow, my raging hardon pressed into the bed. As soon as I heard the door slam I quickly flipped over and began stroking my dick. I slipped the middle finger of my left hand into my now loose hole and massaged my prostate as I pumped my shaft. In no time I came, the first shot flying over my head, the next couple hitting me in the face. I lay there for a while to catch my breath, amazed by how much I loved his dick up my ass. After I came back to earth I remember the camera. I grabbed the box of tissues from the nightstand to clean myself up then I jumped off the bed, turned on the light and hit the button on the monitor. I reset the cam and watched what I had recorded. Nothing. Yeah, the cam was on but it had been too dark. I had recorded nothing but blurry nondescript blobs. You couldn't even tell they were people.
I got up, put on my robe and went out into the living room. I saw the used condom on the kitchen counter again. After I disposed of it I put on the cd player, poured myself a brandy and curled up at one end of the couch. I sat most of the there evening, listening to soft music, staring into space, sipping my brandy, wondering what the fuck I was doing.
The next morning I wasn't sore the way I had been though I had every reason to be so I socialized a bit in the break room when I got to work. Marie kept after me about my social life.
"You must like this new guy a lot, Jeffrey."
"What makes you think that, Marie?"
"Nothing specific, just something about the way you move, the glow on your face."
"Yeah, that 'just-fucked' look." Greg didn't even look up from his paper as he tossed that out.
If they only knew. I'm sure I turned beet red. Of course, blushing like that was a dead giveaway that something was going on. I tried a little damage control.
"You're way off base, guys. I'm not seeing anyone. I didn't even go out last night."
"Sometimes staying in can be more fun." Thanks a lot, Tom. Like I needed another blush.
I waited to hear from my fucker. I had no idea what to say to him when I did, but I wanted some kind of feedback from him about what we were doing and whether it might ever amount to anything. I must have checked my email every hour until I left the office. A friend met me at my place shortly after I got home and we grabbed a quick bite to eat and then went to see a movie, so at least I had something to divert my attention for the evening. I checked again before going to bed but still no word.
Friday went by with nothing from the fucker. I was beginning to feel like maybe he'd had enough, like now that it wasn't new it wasn't hot. Maybe he not only got off on the anonymity but the newness. I was meeting friends at a club late in the evening so I decided to take a nap after work. Before lying down I went online to check my email one more time. Still nothing. I was about to sign off when an IM popped up. It was him.
"Great fuck. You're a nice tight hole."
"Thanx." I supposed he meant it as a compliment, though I noticed he didn't say I HAD a nice tight hole but that I WAS a nice tight hole.
"Again next week?"
I hesitated. Sure, it was hot sex but I really wanted more than that. I needed for it to be going somewhere.
"Can we try something different?"
"I like it my way."
"We've done it your way twice. It's good but I'd like more than just a quick silent fuck."
There was a long pause. Very long. After two or three minutes I wondered if I'd pushed too hard.
"Still there?"
"Give me your phone number."
"Why?"
"I'm going to call you. You'll have thirty seconds to tell me how much you like my dick in your ass, how much you want me to fuck you. If you make me hot enough, I may decide to change the routine."
I thought about that for a minute. Why not give him my number? He'd been in my home. He'd been in my ass, for God's sake. At least I'd hear his voice. Maybe I could get somewhere with him. I typed in my number and in seconds the phone rang. I took a deep breath and picked it up.
"Go." It was a deep fake-sounding voice.
I paused, not knowing what to say but quickly remembered I only had thirty seconds. I started talking as fast as I could.
"I want your big fat dick up my ass again. You are huge, bigger than I've ever had and it feels so good when you fuck me. I want to be a hole for you, to take all you can give me. I want you to fuck me hard like you did before, to fill me, to possess me. Use me, cum in me, fuck me. I need you to take me, to plow my ass, to ram into me. Fuck me, please. I want you, I need you. I don't care if I have no idea who you are, I just need your huge cock plugging my hole. It's your hole now."
I heard a click. My time must have run out. Damn! I was hoping he'd say something. I slowly hung up the phone. Where did all of that come from? It just flowed out of me. I was trying to stroke his ego, to make him want me, but still... As I thought back to what I'd said I sounded so needy and slutty and a little pathetic, too.
I looked back at the IM box on the monitor. There was one last message and a notation that he had signed off.
"I'll think about it. Keep Wednesday open."
I lay down but didn't fall asleep. The guy was driving me nuts. All I knew about him was that he felt like he had the biggest dick in the world and he knew how to fuck. Assuming the pictures were his, he had a great body but I had no idea what his face looked like. He had no personality to speak of. He was basically just an aggressive fucking machine. How was it possible that turned me on? I've never been in the market for that.
I finally got up and took a long shower, then got dressed to go out to the club. I had the usual kind of night out, talking only to guys I knew and drinking too much, but at least I wasn't home alone thinking. I was doing way too much of that.
I tried to keep as busy as possible to keep my mind occupied all weekend and went out as much as I could-shopping, bowling, eating, clubbing, movies, anything but sitting home checking my email a hundred times a day. I finally let myself go online Sunday night. I had my answer, sort of.
"We'll try something a little different this time but we'll do it my way. Set up exactly the same. No talking. I lead, you follow."
I had no idea what he had in mind but at least it was something, a start. I suppose I should have been on edge but for some reason I was more relaxed than I had been the last two weeks. I knew what the routine was so I wasn't nervous. I felt good that I'd managed to move my fucker to make some changes but now it was out of my hands so there was no point in worrying. If I felt anything at all it was a little excitement, a little anticipation. I fairly breezed through the day at work on Monday and went downstairs with Tom and Anna for drinks afterwards.
"So anything you want to tell us about the new boyfriend, Jeff?"
"Why does everyone keep asking me that, Anna? There is no boyfriend."
"I don't know, Jeffie. Marie is rarely wrong. She has a nose for romance."
"Well, she's wrong this time. There is definitely no romance in my life."
"I hope you'd tell us if there were. Not that we're nosy or anything, but we're your friends and care about you, Jeff."
"Yeah, just because Anna and I are straight you can still talk to us, you know. We don't need graphic details, though, like those two over there."
I looked in the direction Tom indicated. Greg and Susan were sitting at a table by the wall. From the look of things, Susan had swallowed something valuable and Greg was trying to retrieve it with his tongue.
"You do things like that on dates, Jeff?"
"Give me a little credit, Tom. I've got a bit more class than that." Yeah, like getting fucked by strangers without even going out on a date.
We ordered another round just as Greg and Susan got up. She headed for the ladies room. Greg threw some bills on the table and came over to us.
"Is this the horny lonely hearts club?"
"Hardly, Greg. Just because we're not fucking on the tables doesn't mean we don't have things happening in our lives. Some people are a little more discrete than you." Anna could get away with talking to him like that. She was invaluable in the office and pretty to boot. I was sure that Greg would love to get her in the sack if she gave him half a chance.
"Sometimes that's a good idea. Susan's got me so worked up I've love to take her home and fuck her but we're meeting her parents for dinner. Guess I'll have to settle for a blowjob in the car."
Fortunately, Susan reappeared just then.
"Hi guys, how is everybody? I wish I'd seen you here earlier and we could have joined you for a drink. Unfortunately we've got to get going now."
"Yeah, Greg was just telling us," Anna said.
He put his arm around her waist and they walked out. Susan's so sweet I can't help but wonder what she sees in a crude ass like him.
Tuesday night I made amends with my bowling team by bowling exceptionally well and helping them win all three games. The workday went by without a hitch on Wednesday. It was one of those strange times where I was in a 'life is good' mood all week for no reason at all. I got home and went through the condo getting ready for my fucker. I took a Valium even though I was sure I wouldn't need it. No point in taking chances. I looked at the cam I had tried to use last week and decided to be daring and take a chance. I put the night light back in the bathroom and put a fifteen-watt bulb in the lamp on my desk. It lit up the room a lot more than the night light, maybe too much. I searched through the storage closet and found a small piece of sheer material and draped it over the lamp. That dimmed the room a bit but you could still make out details. With any luck he'd think I was just trying to create a romantic atmosphere.
I was relaxed enough to feel a little hungry so I made myself a salad and had a glass of wine. The doorman buzzed a couple of minutes past eight and I unlocked the door, turned off the other lights, set the cam and assumed the position in bed.
He came in and got undressed as usual. He seemed to take a little longer than before but maybe that was my imagination. I half expected him to turn out the light. Once on the bed, everything went according to schedule. He lubed up my ass and opened me up with his fingers. He again spent a little time massaging my prostate. He wanted me panting for his big dick and I was. He positioned his weapon at my hole and gave a sharp thrust, plunging all the way into me. Instead of his usual aggressive, forceful fucking though, he started out slower this time. He gradually withdrew until only the head was still in me, then pushed back in. The withdrawal was slower than the reinsertion but he maintained a nice steady pace, longdicking me, stroking my button. Aside from the pace of the fuck, everything else was the same. I was beginning to wonder if that was all the difference he had planned when he stopped fucking while completely buried in me. He lay on my back for a few seconds and seemed to be fumbling with something. He lifted my head from the pillow and I quickly closed my eyes. He was pushing something over my head and all of a sudden everything went black. It was a blindfold. I got apprehensive and stiffened up a bit. Yeah, I hadn't seen anything the first two times but now I couldn't.
He pulled my hips up off the mattress until I was on my knees, my ass in the air, my head still on the pillow. He repositioned himself, carefully so that his dick didn't slip out of me. He straddled my hips and rode my ass like he was riding a horse. Plunging down into my hole, forcing that long thick rod deep into me. He twisted and turned, pushing into me at different angles, stretching my hole even more. After several minutes of this bronco busting he stopped and pulled back a bit. He pulled my ass back with him so I was still fully impaled. It felt like he was kneeling under me and I was sitting on his dick. I was up on all fours by then. He grabbed my right ankle and lifted it gently, pulling it up and to the left. With his other hand he reached forward and grabbed my right arm and pulled it in the same direction. I figured out what he was doing-turning me over without taking his dick out of my ass. I helped him out as best I could and soon I was lying on my back with my legs over his shoulders. He took hold of my ankles, lifted them and pushed them back until all of my weight was resting on my upper back and shoulders.
Once he had me in that position, my legs spread wide apart over my head, he resumed his forceful fucking. He must have been on his feet, thrusting his dick down into me with all of his weight behind it. Each thrust was at a slightly different angle. He fucked to the right, to the left, he thrust forward, he plunged down. At one point he stopped fucking and just rotated his dick in my hole, grinding his tool into me, opening me wider, stretching my ring more and more. Finally he went back to just plain old power fucking. He pistoned in and out of me, shoving that huge log deep into me.
I couldn't take it anymore. He was wearing me out, wearing my hole out. I wasn't sure if it was allowed but my I wrapped my fist around my dick and started stroking myself, long and hard. He didn't seem to mind. As I felt my cum well up inside me I clamped my ass ring down on his cock. I felt my first shot hit the blindfold. The rest of my juices landed on my chest and abs. With each shot my ass squeezed his dick and that was enough to put him over the edge. With one last violent thrust I felt him swell and spasm as he came inside me.
When he finished he slowly lowered my legs and gently pulled his dick out of me. Even though I couldn't see it I could tell that my hole was gaping open. It would be a while before my muscles recovered from that workout and my ring was able to close tight. I felt something slide across my stomach and then felt pressure on my chin. I yielded and opened my mouth as a finger coated with cum slid between my lips. He scooped up more of my cum from my chest and fed it to me. After three or four fingers he paused. I just lay there on my back, blindfolded, my mouth wide open. All of a sudden I had what seemed to be a mouth full of cum which I quickly swallowed. It tasted a little more bitter than before. I felt something wet on my belly and then the mattress moved as he got off the bed. I lay there as he got dressed and a minute later I heard the door close in the living room.
I immediately pulled off the blindfold and looked down at my torso. There where I felt that last wet spot lay his empty condom. He'd obviously dumped it in my mouth. As anxious as I was to check the computer and see how the cam had worked I was exhausted. I just stared up at the ceiling for a few minutes, reliving the fuck, wondering what was next. Not IF there would be something next because I knew there would be. Even though this was nothing at all like what I had ever wanted or dreamed of I was getting off on it.
I thought about the few other times I'd been fucked and wondered what was different with this guy. Maybe it was the size of his cock, maybe it was the way he used it, maybe it was the mystery and domination, maybe it was everything combined. Whatever it was, I knew I would do it again if he asked me to. If he told me to.
I shook myself out of my thoughts, got up and gingerly sat at my desk. I opened the video to see what I had. The lighting was fine and the picture was perfectly clear this time. It started with me climbing on the bed and getting into position. God, I looked like a slut wit my ass up in the air and my legs spread. Of course, the fact that the camera was at my feet and looking right up my hole didn't help. In a minute he appeared on the side of the screen. I could only see jeans from the waist down. He seemed to just stand there facing the desk for a few seconds and then quickly undressed. As he turned toward the bed there was a quick glimpse of his cock. Damn it was huge! Perfectly formed, I was sure it was the one in the pictures in his ad. He climbed up behind me and went to work. I could actually see him sink his dick into my hole. I would love to have been able to zoom in on that but it was hot anyway.
I sat back and stroked my rapidly hardening cock and watched the show. From the back I could tell he had a hard, muscular body with a firm bubble butt that showed dimples with each thrust. He really was the guy in the pictures and even hotter than I had thought. I was about to cum when the show neared its climax. I cupped my hand and shot into it, then raised it to my mouth and licked it all up, just as he was feeding the cum to me on the video. He was sideways to the camera but his head was too high to be visible. He scooted off the foot of the bed. His still half engorged tool swung back and forth, hanging halfway to his knees. He quickly dressed, then stood directly in front of the camera and slowly lowered himself until his face was taking up most of the screen. His right hand came up from the bottom with his middle finger extended upward. As I was stared into that all too familiar face staring back at me, he smirked. Greg! Fuck!!!