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What I Wasn't Looking For
Chapter Four
I had pretty much recovered from the office blowjob by the end of the day and went out with Tom and Anna as usual. I decided that I really needed a drink. Greg and Susan were at a table near the back when we got to the bar. The three of us got our drinks and stood at one end of the bar. I positioned myself so that my back was toward Greg.
"So what's with the closed door when Greg's been in your office lately, Jeff? The two of you becoming buddies?"
"No way, Anna. He's just been weird lately, acting like everything he needs to see me about is so confidential. You know how lawyers can be."
Just then I felt an arm around my shoulder. I turned and Greg and Susan were standing there.
"Hey, bud, what's that you're saying about lawyers? Not talking about me, are you?"
"No, Greg, not everything is about you." Actually, it was lately, but no point in letting him know.
Susan and Anna chatted a few minutes and Greg made small talk with Tom and me. I was very uncomfortable but had nothing to worry about. Greg behaved himself. I was always amazed when he acted like a normal person.
Wednesday night went according to the script. A nice long hard fuck in the dark. Sort of wham, bam, thank you ma'm without the thank you.
My routine did finally have a good change. Friday night I went out with friends and actually met someone. He was a cute little twenty three year old named Bobby. He was blond, maybe five foot four and slim. And from the way he kept grinding his butt back into my crotch he was definitely a bottom. It didn't take much to talk him into coming back to my place.
He turned out to be a horny aggressive little bottom, too, just what I needed. It had been a few months since I'd fucked a guy and after all of the nights with Greg I needed to reassure myself that I still could. And that I still liked it. I plowed Bobby in every position imaginable; on his back, on all fours, flat on his belly. I lay on my back and he straddled my hips, sat down and impaled himself on my fat six inches. It was an exhausting marathon fuck. By the time we finally collapsed and fell asleep we'd both cum twice.
We slept until after eleven, got up and showered together. We hadn't had much time to talk but I planned on asking him to spend the day to get to know one another a little. He was a sweet boy and so fucking hot. I definitely wanted to see more of him. And I wanted to spend a little more time up his ass as well. We were just toweling each other off when the phone rang. I let it go to the answering machine.
"If you're there, pick up the phone, Jeff. I mean it." Greg's voice came through loud and clear from the bedroom. Shit! I raced into the room and grabbed the phone.
"What do you want, Greg?"
"Your hole. I'm on my way over."
I checked to make sure Bobby was still in the bathroom and took the phone into the kitchen.
"Now isn't good, Greg. I've got someone here."
"It's a good time for me. Susan has an old college friend visiting her for the weekend so I didn't get any last night."
"But I had a date last night and he's still here. I can't just get rid of him."
"Then maybe he'll get off on watching me fuck you. I'll be there in thirty minutes." He hung up.
I went back into the bedroom where Bobby was lying naked on the bed looking so sexy.
"Damn, I hate to say this but you've got to go, Bobby. My brother's on his way over."
"Is he gonna be long? Maybe I could stay. I'd really like to pick up where we left off last night."
"So would I, babe, but he needs to talk to me about something. You'd better go."
I waited impatiently while he got dressed. He gave me his phone number and we made tentative plans to get together the next weekend. Less than two minutes after he left the doorman buzzed that Greg was here.
I opened the door for him.
"Was that pretty little blond boy in the lobby your date, Jeff? Man, I'll bet he's a great fuck. Or did he fuck you?"
"It's none of your business but I fucked him." Why was I telling him this? Maybe I just needed to let him know he hadn't turned me into a total bottom. Maybe I needed to hear that myself. "You can't just come over here without warning, you know, Greg. I do have a life."
"But I come first. Remember that, Jeffie. Now drop your pants and bend over the back of that couch."
Not very romantic but I could see that there was no point in talking to him. I was annoyed and just wanted him to be gone so I did as he demanded. As soon as I bent over he stepped up behind me. He parted my cheeks and pressed his head against my hole. No finger, no lube.
"Whoa, what are you doing? I need a little preparation."
"The condom's lubricated. That should be enough." With that he rammed his rod all the way into me in one hard thrust. The burning pain shot all through me. Tears ran down my cheeks. He didn't even give me a chance to get used to it, he just started fucking. He plowed into me, slamming his hips against my butt, burying his pole all the way up inside me. Fortunately he didn't last long. I don't know if it was his horny state or the tightness of my hole but he came in no time. He grunted and gave a sharp thrust into me with each spurt. As soon as he was done he pulled out, turned me around and dumped the contents of the condom in my mouth. He noticed the tears on my face.
"Don't tell me that hurt. It felt great from my end."
"If you want to keep using my hole you'd better not tear it up, Greg. It's to your advantage to take better care of it."
"I was in a hurry." He shrugged. "Next time I make an emergency visit you might want to lube yourself up before I get here. I gotta get going. I'm meeting Susan and her girlfriend for lunch."
With that he put his dick back in his pants, zipped up and left. No thank you, not even goodbye. I looked at the clock. He'd been there less than fifteen minutes.
I made up my mind that I had to talk to him, to try to make him be a little more reasonable in his demands.
Back at work he was his old self. A tad obnoxious but at least he didn't demand any more blowjobs. He and Susan joined the rest of us at the bar Monday afternoon and I had to admit we all had a good time. At least I could be sure he'd behave himself when she was around.
Wednesday night it was the same old thing. As much as I loved having his huge pole filling my ass it was starting to get a little monotonous. After he had drained his condom into my mouth and started to get dressed I tried talking to him about it.
"Can we talk, Greg?"
"Again? What's with your need to talk so much?"
"I just think things would go smoother with more communication."
"Okay. Get dressed and fix us some drinks." He went out into the living room. I threw on shorts and a tee and followed him. I got the drinks and we sat down.
"So what's on your mind, Jeff?"
"I know you've got the upper hand here and I've resigned myself to our Wednesday nights, but we need to talk about the other things, the blowjob in the office, dropping in here with little warning."
"Resigned yourself? You love this as much as I do, Jeffie. Resign yourself to that. But I know what you mean about stuff in the office. I don't want to get caught there any more than you do. I'll try to keep it to a minimum. As far as dropping in here, it's gonna happen now and then. I'll try to give you as much notice as possible but I can't guarantee anything. Anything else?"
"Yeah. I know we both love the fucking we've been doing, but can't we vary the action a little, do more stuff, maybe add some foreplay?"
"Let's get one thing straight. I'm not gay like you. I love tits. I'm into pussy, fucking it or eating it. I'm not into dick. I don't suck cock and I don't kiss guys. Maybe you're right and we can make better use of your mouth but don't expect any reciprocation from me."
"But your ad said you were bi."
"I like to fuck a tight asshole. Most chicks aren't into that. Lots of gay guys are. That's about it."
"So that's all I am to you, a tight asshole?"
"Pretty much, but you say that like it's a bad thing. You're really a great hole."
"Well, aside from the sex, can't we at least try to be friends? It would be so much more comfortable all around if we could get along better."
"For months after I started in the department I tried to be friends but you weren't interested. Now I'm not interested. I'm getting what I want from you. Better get used to it."
I could see I wasn't going to get anywhere with him but had one more thing that was bothering me.
"Okay, I know where we stand now and I guess I'll have to deal with it. But can I ask you not to keep dumping your condoms down my throat? I know oral sex is fairly safe and I love cum when I know it's safe but I don't like to take any chances. I don't have any idea what else you're doing and with whom."
"You don't have anything to worry about. I wouldn't do that if it weren't safe. I get tested regularly, not that I have to. I don't ever take chances. I even use condoms with Susan. No way do I want to make babies with her right now. What about you? Have you been tested recently?"
"Yeah, at my physical last month."
'Then we have nothing to worry about. One more thing. Send me that video you shot a few weeks ago. I want to study my technique. Maybe I can find a way to make it even better for both of us."
He finished his drink with one gulp, got up and left. I felt a lot better about all of the cum he'd been feeding me but the rest wasn't very satisfactory. I viewed the video again before I sent it to him. I didn't have to worry about anything there. Between the camera angle and the blindfold there was no way to recognize my face, even when he was dumping the cum in my mouth. And I don't think that even my exes would have recognized my body in those positions.
Bobby and I went out Friday night and then spent half the night fucking. He didn't leave until Sunday afternoon. Fortunately, I didn't hear from Greg all weekend. He was right about Bobby, though; he was a hot fuck. We must have done it a half dozen times. As much as I loved it, by Sunday morning I was getting an itch in my ass and asked him if he wanted to fuck me.
"No way, Jeff. I'm all bottom. I want my men planted firmly up my ass. You mean you get off on getting fucked, too?"
"I haven't done it much but I thought that if you wanted to we could try it. It's no big deal."
I almost felt like I was two different people. On the weekend, I was a top fucking Bobby. On Wednesdays, I was a bottom getting fucked by Greg. Unfortunately, after a few weeks Bobby and I realized that other that a hot time in bed we had nothing in common and we decided there wasn't much point in trying to go any further so we called it quits. Of course, the same thing applied to me and Greg but I had no say in the matter so we kept right on. At least Greg did change our routine a bit. I didn't have to be face down on the bed in the dark when he arrived, although he did expect me to be naked and lubed.
As promised, he did make better use of my mouth. We usually preceded the fucking with me sucking his dick. He tried every angle imaginable trying to force the whole thing down my throat but it just wouldn't go. At first I took a little satisfaction in that in at least one area he found he couldn't have it all his way but then I surprised myself when I realized that I wanted to take it all. I felt like a failure because I couldn't accommodate all of that huge cock the way he wanted me to. I resolved to keep trying.
He also let me use my tongue on his ass. It drove me wild knowing that I was licking him where no guy ever had. He had such a hot firm hairless ass and it was all mine. Of course, he was incredibly tight so I could barely get the tip of my tongue inside him but I knew I could loosen him up eventually. No way would he ever let me get anything else up his ass but I was determined to get my whole tongue inside him.
Several weeks went by and I woke up one morning and realized that, when we were together anyway, I had become a complete slave to his body. I worshipped his body. He used mine. I sucked his nipples, his cock, his hole. He fucked my ass and my mouth. And I loved it all. So did he, apparently. He never missed a Wednesday and dropped by now and then on other days. He didn't interfere much with the rest of my life.
At first I had resented him and the way he was using me but after a while I began to see his point. We were filling a need for each other. There were plenty of times where I wondered where this was all going, though. This kind of life couldn't just go on forever. And there was still an emptiness inside me. I had a good life-a job I loved, good friends and a hot sex life- but it was disjointed. I still really wanted a relationship that was more than sex and was connected to the rest of my life. I shocked myself one day when I realized that as much as I got off on Greg using me, I also wanted him to love me. Did that mean I was falling in love with him? I hoped not.
One Thursday I had a dentist appointment in the afternoon so I took a half day and left work at noon. When I walked into the break room the next morning everyone was talking.
"You missed all of the excitement yesterday, Jeff"
"Excitement here, Tom? What happened, did the copier run out of toner again?"
"Susan broke off her engagement to Greg and they fired him."
"No way! I don't believe it." Although Greg and I didn't talk much, especially about Susan, I had just been with him Wednesday night and he gave no indication they were having any problems. "I'm no lawyer but I know they can't fire him just because of that."
"It's nice of you to defend him Jeff, especially when we all know you didn't like him much."
"I wasn't defending him, Marie, but this is a law firm. You'd think they would know better."
"Everything was done by the book, Jeff. Apparently, old man Farrell never liked him and only tolerated him because of Susan. He had taken the precaution of documenting every little screw-up Greg had so when the engagement ended they had enough on him to let him go."
"Well that sucks for him, Tom."
"Yeah, but you'll have to admit it couldn't happen to a nicer guy."
I knew I should have felt as satisfied as Tom but I couldn't. As much as I had resented Greg at times for the control he had over me I knew what he must be going through. I didn't understand him well but I knew he wasn't all bad.
Besides, I had no idea what this meant for me. I wasn't going to be seeing Greg every day at work but that didn't mean he still couldn't blackmail me. In fact, now he had nothing to lose if the people in the office found out about us. When I got home that night I sent him an email. I was concerned with how he was doing but was also worried about myself. When I checked before bed there was a brief reply.
"Fuck you, faggot!"
Obviously he wasn't handling it well. I left him alone for several days and didn't hear from him. I was beginning to think it was all over but Wednesday night found me naked in the living room with my ass lubed, just in case. Eight o'clock came and went and no Greg. At nine I got dressed and poured myself a drink. At ten o'clock the intercom buzzed.
"Your friend is here."
"Send him up."
I didn't bother to try to get undressed. There wasn't time anyway. Less than thirty seconds later there was another buzz.
"I just thought you should know he's been drinking-a lot."
"Thanks, Joe."
I heard a fumbling at the door. I'd locked it when he hadn't shown at eight. I opened the door and he practically fell into the room.
"You fuckin' faggot! You've ruined my life! You and that fuckin' hot hole of yours."
He actually took a swing at me but missed and fell on the floor. As I picked him up he gulped and I realized he was going to be sick. I half dragged him into the bathroom and got him to the bowl just in time. A half hour later I was pretty sure he was empty but we were both a sweaty mess. I stripped our clothes off and got him into the shower. With him propped up in the corner I washed us both. The water seemed to sober him up a bit.
"You do have a hot hole, you know." He smiled as he said it.
"Yeah, I know, Greg. You've mentioned it once or twice."
I dried him off and helped him to the bed. By the time I'd cleaned up the bathroom a bit he was sound asleep. I got into bed next to him and eventually fell asleep myself. At some point in the night I awoke. I was lying on my side. He was behind me and had both arms around me. His dick was hard as a rock and was pressed between the cheeks of my ass. He wasn't really awake but he was humping against me. I reached into the drawer of the stand next to the bed and grabbed a condom and some lube. I fumbled around behind me getting the rubber on him. Once I had him ready I guided him to my hole and pressed back onto him. I felt my hole expand as he entered me. I don't know if he was awake by then but he began pumping into me, slowly and almost tenderly. He began longdicking me from the rear. I was shocked when he began to lightly kiss and nibble the back of my neck. He held me tight against his body as he thrust his dick deep inside me. It was so good having all of that physical contact. I stroked myself with my hand in rhythm to his fucking. We both came at the same time. With his last shot his whole body went limp and he was asleep again, his dick still planted in my ass.
We were still in the same position when the alarm went off in the morning. He was hard again and began humping as he woke up. He was a lot rougher this time but that was fine with me. He pushed me onto my stomach and rolled on top of me, fucking deep into me. Again, he didn't last long and I soon felt his dick swell and throb inside me. Again, he was asleep as soon as he came. I pulled myself out from underneath him and went into the bathroom. He might be unemployed but I still had to go to work. I decided to let him sleep and left for the office with him still in bed.
When I got home that night he was gone but he'd left a note.
"I'm sorry I was such a mess last night, Jeff. I haven't been handling all of this very well. It's my turn to say that we need to talk. I'll pick you up for dinner at seven."
It's a good thing I didn't have any other plans. He just naturally assumed I was free, or would make myself free for him. He was right. I wanted him and wanted him to want me. If only I could start to like him.
He arrived at seven on the dot and we went out to a small café nearby. We made small talk as we ate. Afterwards, we talked over coffee.
"So what happened with Susan?"
"I guess she had begun to wonder why I was never around on Wednesdays so she went over to my place to snoop last week. She probably thought she'd catch me with some chick. I was busy with you so she went through the place, first the apartment, then my computer. She came across that video of me fucking you. You may remember that you weren't recognizable on it but my face was on it at the end. She totally freaked out when she realized it was me with another guy."
"Yeah, she was always cool about me being gay but I guess it's one thing to have gay friends and another to find out your boyfriend is fucking guys. And what about work?"
"I really fucked up there. I haven't had the easy life all of you seemed to think I did, you know. My family had no money and I had to put myself through college and law school. I guess I always resented those who hadn't had to work as hard. Once I had the job with the firm and started going out with the boss' daughter, I thought I was one of them and could take it easy for a while. I was wrong."
"You shouldn't have a problem getting another job, Greg. You're a good lawyer."
"Yeah, I suppose I'm not really worried about that. I'm just pissed at myself for having fucked up. I'm harder on myself than I am on others, believe it or not."
"My ass has a hard time believing that but we'll take you word for it." I hesitated. "So what about us? I know I'm just one of many holes you've probably fucked through that ad of yours, but I'd like to be more than that if you'd consider it. I know you're not really into guys, but you are into at least part of me. Maybe we could start there."
I didn't hold out much hope and I didn't want to come off like I was begging him but he had come to mean so much more to me than just a big dick up my ass.
"Actually, Jeff, you're the only guy I ever met through that ad. Several guys sent me messages but no one else had the balls to go through with it like you did."
"So where does that leave us?"
"Maybe we could start over, Jeff. I've always liked you, you know. And I may be just a little more bi than I let on. That doesn't mean you're ever gonna fuck me or even that I'll be much of a cocksucker, but I'm willing to try if you are."
"You mean you're willing to try a relationship with me?"
"You're really hung up on that word, you know. But yeah, if that's what you want to call it. Just remember though, in bed I call all the shots. You're still gonna be a hole for me to use any way I want. That part of me I was totally upfront about. I get off on that and I know you do, too."
"I think I can handle that, Greg."
He picked up the check and walked me back to the condo. When we got to the lobby he stopped.
"As much as I'd love to come up and fuck you senseless, I should get home. It's time I got my resume and my life back together. Besides, that means we'll both be just a little hornier tomorrow night."
"Tomorrow night?"
"Yeah, eight o'clock. Be ready."
He quickly leaned toward me and gave me a brief kiss on the lips, then turned and walked out to the street. I stood there staring after him a good minute after he disappeared from sight.
'Well, it's a start.'
The End.