Call-Boy Journal
5-25-98
Well, today's my 20th birthday, so I'm not a teenager any more. Ha, ha. I don't feel any older, though. In fact, that's why I decided to start keeping this journal. Because it's my birthday, I mean. In a year, I'll be able to get rid of my fake ID and use my real one.
Anyway, I got up around nine and my roommate Bobby was taking a shower. I had a gigantic piss hard-on and knew I wouldn't be able to aim it at the toilet. I just pulled back the shower door and got in with him. He hadn't heard me, and I think I scared him a little. I went ahead and pissed in the shower, which is what I usually do in the morning, anyway. I was in a playful mood, so I aimed some of the piss at Bobby. He didn't mind, though. I knew he wouldn't.
He told me happy birthday, and then he reached over for my cock with a big wad of soap on his hands. He started playing with it after I finished pissing, and that turned me on. It took a while, but eventually he made me cum.
I had an 11 o'clock class. I hate summer school because it's so fucking hot walking around on campus, but I had a chance to get a required course out of the way with a professor who is supposed to be easier than the guy who usually teaches it. It's an accounting class, and it's boring as shit.
I ate lunch at the Union, and my pager went off. It was Jack, the guy I work for. I called him right back because it pisses him off if I don't. Sometimes dates come up quick, and he wants me ready whenever I'm needed.
I'm glad I called him, too. He had a guy who wanted to see me this afternoon at two. Jack told me to wear blue jeans and a tank top. No underwear, of course. I went home and changed into the clothes he wanted me to wear. I did a few pushups and chin-ups to pump up my arms and shoulders. I like to do that whenever I wear a tank top.
When I went up to the guy's room, he was already naked, waiting for me. I asked him what he wanted to do, and he said he wanted to watch me jerk off.
"That's all," I asked.
"Yep. That'll be enough. Don't worry."
I wasn't hard or anything.
"You want to help me out," I asked him. He didn't. He just wanted to watch. I took off my shirt and started playing with my nipples. I've got a little gold ring in the left one, and he started getting hard when I played with it. I started getting hard, too, which was the whole point of what I was doing. Then I rubbed my crotch through my jeans. They were faded 501's, and you could really see my bulge through them. I kept that up until I got a wet spot in front. Then I unbuttoned them and let my cock spring out. I've got an 8-inch cut cock with this really big head on it, and the guy kind of gasped when he saw it.
There was some baby oil on the table, so I used some of that to lube myself up.
"Get all the way naked," he told me, so I did. I walked around a little, letting my cock bounce up and down. It was leaking pretty good, and a string of precum dripped down and hit the floor. The guy's cock twitched when that happened. He must have liked that, I guess.
Well, I went ahead and started stroking, rubbing my balls with one hand and stroking the shaft with the other. I could have kept that up for an hour or more, if I had wanted to, but the guy said he wanted to see me cum, and he wanted it on his chest. I concentrated, and I shot my load in, like, ten minutes. The guy popped off right at the same time, so we came together. He rubbed it all over his chest.
That was really about it. He thanked me, gave me a $20 tip, and told me to have a nice day. Shit, so far it was turning out great. That had only taken 45 minutes, but the guy had to pay for an hour, which was $125--$50 for me and $75 for Jack, plus my twenty dollar tip.
I was back in my car by 3 o'clock. I got another call from Jack. He said a guy wanted me to show him around town tonight. I told him it was my birthday, and Jack said, good, wear your birthday suit. The fucker.
He gave me the guy's number for me to call to make plans. I went ahead and called from my car phone. The guy said he had paid for six hours, which was $750, of which I would make $300, plus whatever tip he gave me. He said he wanted me at his place at 6 o'clock, so that meant I'd be done by midnight. That was kewl with me. He said to dress casual but sexy.
I went home and did school work for about an hour. Then I took a nap for another hour. I got up at five, showered, shaved, dressed, and left by 5:30. I wanted to be prompt.
The guy's name was Rory. He was about thirty, pretty nice looking, and, as he was quick to point out, married. He lived in Montgomery, Alabama, and he said he always enjoyed male company on business trips. "My wife's great, and I love her dearly, but I have some needs she can't meet." He said that with a kind of wink.
He offered me a drink, which I accepted. I figured he wanted to get acquainted, and the drink would help loosen things up. All he had was stuff to make martinis, so that's what I drank, too. We chatted about this and that, sports, politics, nothing important. Then he asked me to stand up so he could check me out.
"You're a handsome son of a bitch," he said. I said thanks, and he grinned. "I bet you're packing something nice in those jeans."
"You want to see," I asked, knowing he did.
"Yeah, I wouldn't mind. Why don't we both get these clothes off and get a little more comfortable. That way you can evaluate my attributes, as well." He had a real Southern accent, and I almost laughed at the way he put that.
He was nicely built, but his cock was kinda small. It was already starting to put on weight, too.
"Come over here," he said, and I did. He took my cock into his hand and examined it closely, like he was checking me for disease or something. Then he reached up for my nipple ring. "This feel good," he asked, as he played with it. I nodded and started getting hard. "I love your tattoo," he said. I have one of those primitive/celtic ones on my left bicep. It's high enough that a tee shirt covers it.
"You think you could get this monster up my tight ass," he asked, referring to my cock, of course. I told him I thought I could if he didn't mind a little pain and stretching.
He got on the bed on his back. I went down between his legs and worked on his hole a little. I licked it, and he shuddered. I got a jar of vaseline he had out and lubed it up for him. Then I put some on my cock.
"You ready for me," I asked. He said he was, so I didn't waste any time. His ass wasn't as tight as I thought it would be, and I went in with very little effort. He grunted when I got all the way in, but that was all. I guess it didn't hurt him any. I started fucking slow, like I usually do, and then I started doing it faster and harder. He squirmed and moaned, and I knew I was right on his prostate. I reached for his cock, but he brushed my hand away, indicating he didn't need help, I guess.
It didn't take long for him to reach the point of no return, and, pretty soon, he was coming all over his chest. I fucked in and out a couple of more times, and I shot my load inside him. I lowered his legs and got on the bed beside him. He was still breathing heavy. "Damn, you're good," he said. I licked some of the cum off his chest and kissed him with plenty of tongue. He liked that and wanted more, so I did it again.
When he got up, he washed the cum residue off his chest and got himself a cigarette. The rule is that if the client smokes, you can smoke. If he doesn't, you can't. I pulled my Marlboros out of my pants pocket and lit up. He made us another drink.
We didn't hang around the room long, though. He was staying at the Sheraton, so we took my car into the French Quarter. I parked at the Jackson Brewery, and we went in there to get something to eat.
After we ate, we did the rounds of the bars on Decatur Street. There are several gay places, including a leather bar, and Rory seemed to enjoy checking out the guys. Guys checked us out, too, and he seemed pleased to be with me.
We bar-hopped from 8 till around 10:45 when Rory said he thought we might like to go back to his room. Once there, we repeated the scene from earlier, only this time he sucked my cock before I fucked him. Promptly at midnight, I said goodbye and thanked him for the hundred dollar tip. Altogether I had made $470 that day, which wasn't bad for a week night.
5-26-98
I just got up and wrote the entry for yesterday. It's time for class.
1:30 PM
I just got home from spending the evening with Rory again. I figured he'd want to get with me when he asked for my number. I was tempted to give it to him and keep all the money for myself, but I knew if I did that and Jack found out, my ass wouldn't be worth fucking when he got through with me.
This time I met Rory at 2 o'clock. He had had a successful business meeting and wanted to try lunch at a really nice restaurant. I had worn a dress shirt and tie, despite the heat, so we were able to get into Galatoire's. The lunch was very good, and I was surprised as hell at how many people were there for lunch that late. We started with drinks and finally finished around 4:30.
We went back to Rory's room, and this time he was a little more adventurous than he had been the night before. He sucked me off and even swallowed my cum. He let me suck him off, too, and I think that might have been his first blowjob. We lounged in bed for awhile, rubbing and kissing and cuddling. Then we went at it again, and, again, he wanted to be fucked. Since he had already come once, we were able to make it last longer that time. I'm a real good cocksman, or so I've been told, and I put everything I had into it. He came once but didn't get soft, so I kept fucking him until he came a second time. You would have thought I was some kind of sex god the way he praised me.
Neither one of us was hungry after the huge lunch we had eaten, and Rory said he had seen all of the Quarter he wanted to see. So, I took him out to West End to some of the gay places there. One place had a bar show with guy strippers. They all got down to bare skin and jerked off for the customers. Rory took my cock out of my pants and jerked me off under the table. I tried to reciprocate, but he didn't want me to. We made it back to his hotel around ten, and I fucked him again. This time he gave me a $200 tip. I made $650 today, which ain't hay.
5-29-98
Since I usually get home so late, I decided not to have an entry dated the day stuff happens. In this case, I skipped the 27th or the 28th. Instead, I'll just tell today the stuff that happened yesterday and the day before. It's about 12:30 PM on a Friday.
Yesterday Jack lined me up with a guy who really wanted me for his son. It was the kid's birthday, and he had just come out to his dad a week or so before, so the old man decided to give him his first sex for his 18th birthday. It was a little weird, but I ended up having a pretty good time.
The kid was named Andy, and I was supposed to go to his house to meet him. I guess he wanted to be on familiar territory. I got there about 3 o'clock in the afternoon. They live in a big fucking house in Metairie, and nobody was home but us. The guy met me at the door, and I could tell he was pretty nervous. I told him who I was, but he already knew all about it. This wasn't a surprise gift. He invited me in and asked me if I wanted something to drink. I didn't, but he said he "needed" a beer, so I had one with him.
We talked about school and who he knows that I might know (it turned out we didn't know anybody in common) and small-talk of that type. We finished our beers and started a second one. He saw the cigarettes in my pocket and asked for one, so I lit up with him.
After we smoked, he asked me if I'd like to go for a swim. I told him sure, but I'd have to be naked, if that was all right. His eyes got kind of big, and he grinned. We went outside. The pool was beautiful, just like the house, and we both shucked our clothes. I saw him sneaking peeks at me.
"Hey, man. Look all you want to," I said. "You can touch me anywhere you want to, too."
Well, he took a long, hard look at me, up and down. I looked at him, too. His cock was about half hard, and I knew he was hornier than hell. I walked over to him and put my hands on his hips. I moved in close so that my cock touched his, and his shot up like it was spring loaded.
"Touch my cock," I said, quietly. He stuck out his hand very tentatively. I could tell he wanted to touch me, but I could also see a slight tremble in his hand. I grabbed his hand and put it on my cock. "Rub it around a little," I whispered. He did, and I popped a boner, too. "Mmmmmm," I said, and I could tell he liked that.
Without asking permission, I took his cock in hand and started playing with it. I put a hand on his chest and started gently rubbing his nipple. In a few seconds, he started leaking precum in a major way. I moved him over to the grass and got down on my knees. I took the head of his cock into my mouth and sucked it gently. I figured he wouldn't last very long, and I was dead right. In less than two minutes, he came in my mouth, and I swallowed all of his cum. With that initial pressure off, I figured we could get down to some serious sex. I knew I was this boy's first sex of any kind with another person, and I wanted him to remember it till the day he died.
There were some extra-wide lounge chairs by the pool, so I led him over to one of those. I knew we could both fit, and that would be a good place to make out and, eventually, go further. I started kissing him gently on his lips. He must have done some kissing before because he knew how to do it pretty good. In no time, we were rubbing tongues and sucking face. I started exploring his body with my hands. He got hard again in no time at all, and we spent the next twenty minutes kissing and cuddling and caressing each other. I moved the lounge chair into the flat position, and I got down to suck his cock again. This put my cock in his face, and, to my surprise, he took it into his mouth like he was supposed to. We sixty-nined for a while, and he got real worked up again. Before he could blow another load, though, I worked his balls for him. Then I moved farther down and licked his asshole. It was spotlessly clean, and I could tell from his reaction on my cock he really liked my doing that.
"I want you to cum in my mouth," he said. No problem, I thought. I went back to work on his cock right then, and, in a couple of minutes, we came at more or less the same time. He was smart enough to only take part of me into his mouth, so he didn't choke when I blasted. His cum wasn't as much as the first time, and I got it all down. He swallowed about half of mine, which I thought was pretty good for a first-time cocksucker.
We smoked another cigarette and then finally got into the pool. We horsed around, and I showed off on the diving board. My cock was about 75% limp, and I made a big deal of jumping up and down so it slapped against my stomach as I got ready to dive.
We wrestled and generally had a pretty good time in the water. I made it a point of rubbing against his cock every chance I got. He was hard again, and I even rubbed against his leg to make myself hard. After an hour or so of horseplay, we got out to smoke and have another beer. We settled back into the same lounge chair, and, before long, we were back to kissing and hugging and playing with each other. He loved my nipple ring and tattoo. I played with his cock, squeezing it and getting him so hot he was getting ready for more action.
"I want you to fuck me," I told him. He grinned. I explained how I wanted it (on my back), and I got him into position. I used suntan oil to lube his cock, and he entered me with no pain and very little resistance. "I like it slow and easy at first, okay?" He nodded and started thrusting in and out. I started moving with him to establish a rhythm, and I don't think he realized that was part of fucking. Anyway, he picked up speed after a little while and started pumping into me pretty good. I wanted to cum so he could see what that feels like, so I started stroking my cock as he fucked me. I did a lot of moaning and groaning, in part to make him think he was really giving me pleasure and, in part, because he really was.
"Tell me when you're close," I said. He said he was real close right then. I pumped my cock harder and faster, and he pumped in and out faster and harder. In a minute or less, I felt his contraction start, and I was only seconds behind. I don't think he was ready for what was happening in my ass, but he sure looked like it felt good to him. It was over in just a few seconds, of course, and I held him in me until he started to soften up.
"Was it good," he asked.
"Hell, it was fabulous," I said, exaggerating quite a bit. "How about for you?"
"This has been the greatest experience of my life," he said, and I think I believed him.
After another cigarette, I asked him if he knew what time it was. Jack had been real vague about how much time they had paid for, so I thought I'd better call him and make sure I wasn't putting out more than we were getting paid for. We went into the house, still naked, for me to call Jack. Jack was still rather vague. He basically said they had a blank check and that I was to spend as much time as he wanted me to spend with him, all night, if necessary.
I knew Andy's old man had money just from what the house looked like, but an all-nighter, plus an afternoon, can run as high as $2,000. I told Jack what we had done so far, and he congratulated me. Duh!
Andy said his dad was out of town and wouldn't be home until tomorrow night. His parents were divorced, he was an only child, and his mother lived in Houston, where she had remarried.
I asked him about his dad's reaction to his coming out and all, and he replied that he thought his dad was bisexual and had a boyfriend. "In fact, I know he has one," Andy said. He asked me if I had a boyfriend, and I fibbed and said I do. Actually, my roommate Bobby and I have been fuck-buddies since the tenth grade, but we don't consider ourselves "boyfriends." I didn't want Andy falling in love with me, which can easily happen with your first lay.
He showed me around the house, and we ended up in his room. He showed me his computer and his incredible collection of gay porn that he'd downloaded from the Internet. He even had some pictures of me that I had posed for when I was eighteen, pre-nipple ring and pre-tattoo.
We fooled around a while longer in his room. I noticed it was close to six o'clock, and my stomach was telling me it was time for a fueling. I asked Andy if he was hungry, and he was. We decided to order a couple of pizzas so we wouldn't have to dress.
"Will you spend the night with me," he asked. I could tell he really wanted me to.
"Sure," I said, and that was settled. I made a quick mental calculation and realized I would earn like nine hundred bucks for this gig, plus whatever tip might be forthcoming. On top of it all, I actually liked the guy.
The pizzas got there around seven. Andy slipped on a pair of Umbros and went down to pay the guy. I went down when I heard the pizza boy leave, and we ate out on the patio. It was hot as hell during the day, but it cooled off pretty nicely at night.
After we ate and smoked and drank more beer, I asked Andy what more he wanted to do. He said he wanted me to fuck him. I made sure he understood that my cock was pretty big and that it might hurt. He knew all of that, but he said he wanted me in him more than anything else. We agreed to wait a while, though, to let our dinner go down.
We went for another dip in the pool, played around some more on the lounge chair, and generally just had fun together. He had a great sense of humor, and I could tell he was smart as hell. He went to a private, all-boys school that was considered first rate, even nationally, and he had travelled in Europe twice. But he wasn't the least bit stuck up or high on himself. I honestly believe if I had told him to get on all fours and bark like a dog, he would have done it. I guess I'm what a lot of gay guys consider "rough trade," and this guy was just the opposite of me. He wasn't effeminate, but he wasn't the tough, macho type, either.
Around ten o'clock I suggested we go back inside. He grinned broadly when I said that. He wanted us to spend the night in his dad's room, not his. It had a great king-size bed, and the room looked like it had been decorated by an artist. Andy went around the room lighting candles. I wondered if those were there just for tonight or if they were always there.
We got in bed and did the usual foreplay stuff. I found a tube of KY, and I knew it would come in handy. We kissed and licked and sucked and cuddled and fondled. Then I went to work on his ass. I spent a good ten minutes licking and kissing his hole. Then I tongue-fucked him. Finally, I put a generous amount of KY on my middle finger and shoved it in gently. He obviously had never done that to himself because he reacted to the finger like it was an electric charge. I spent a whole lot of time getting him ready. I found his prostate and rubbed it. When he almost melted from the sensation, I explained what it was I was rubbing. He said he knew, but I don't think he really knew. After another twenty minutes of ass work, I got on my back and positioned him on top of me. I explained that he was in control and that he should take it as slow as he wanted to. I told him there might be a little pain but that it wouldn't last, and I explained about pushing out like he was taking a shit to relax his asshole.
Andy got on top of me, and I aligned my cock with his hole. I had evidently done a good job of loosening him up because the head of my cock slid past the sphincter with only a minor grimmace of pain on his face. In less than a minute, he was impaled on my cock, and I could tell he was loving it. After he pumped up and down a few times, I suggested we change positions and let him get on his back so I could really fuck him. He agreed that that's what he wanted, so he slipped off me to rearrange ourselves. When I entered him with his legs against my shoulders and me standing on the floor, I saw the look of exquisite pleasure on his face. I knew I was ready to really fuck this kid.
We both lasted a good while. Finally, Andy came from the pressure of me inside him, and his ass contractions made me come. I stayed inside him a long time, kissing and sucking his neck and nipples. It was real love-making, even if there was no love.
We both slept for a little while after that, and, before too long, we were at it again. Andy liked being fucked more than fucking, so I had him twice more that night before we finally crashed. I remember thinking just before I went to sleep how lucky I was to have the kind of job I did.
Saturday, May 30, 1998
I spent the rest of the day Saturday with Andy, swimming and playing and fucking and sucking. His dad came home around six. Andy introduced us, and the guy was really pretty kewl. He asked if we had had fun while he was gone, and Andy almost busted a gut grinning and saying what a fabulous weekend we had had.
The dad asked me if I could join them for dinner.
"I'd love to, but my own birthday was earlier this week, and some friends are taking me out tonight. This has been planned for a while."
He understood. When he walked me to my car, he gave me a thousand bucks as a tip!!! That was the biggest tip I had ever gotten, and I thanked him profusely.
I went home to clean up and dress to go out with James and Adam. We had a good time and got pretty drunk. Those guys are the best. We've been friends since freshman year of high school, and, even though they're straight, they accept me for what I am. I love those guys.
Monday, June 1, 1998
Since I was pretty wasted when I got home Saturday night, I slept late Sunday morning. In fact, I didn't get up till noon. Bobby had been up for a while, and he offered to cook me some breakfast when I finally rolled downstairs. I passed, settling for coffee, instead.
Bobby and I went outside to our patio and just kind of hung around for a couple of hours. I read the paper, drank coffee, and smoked cigarettes. Lucky for me, Bobby wasn't interested in talking, and I certainly didn't start any conversations.
Around two o'clock Jack called to see if I was interested in working. By then I was feeling pretty good, so I told him I was. He said he had a Japanese guy who wanted some ass. I asked when and where, and he told me La Pavillion Hotel, a real nice place on Poydras Street, around five.
I had plenty of time, of course, but I also had some school work to do. I got my book and my calculator, and I spent about an hour pouring over my accounting. At three o'clock I went inside to shower and shave and dress for the evening.
I had a bunch of money, so I wrote out a deposit slip and went to the night deposit window at my bank to put it in. I kept a couple of hundred in cash for necessities and emergencies and the like, but, altogether, I deposited close to $2,000.00. I put most of it in savings, and that put me right at the 40K mark. Not bad for a dumb kid, I thought.
I met the Japanese guy right on time. I expected somebody from Japan, but this guy was from Los Angeles, and his English was better than mine. In fact, he was like third generation American. He had an MBA from UCLA, and his software business was booming.
We had drinks in his room. Then he wanted me to fuck him, which I did cheerfully. We went out to dinner, and he wanted me to show him the French Quarter. No problem there. We went back to his room around eleven, and I fucked him again. He ended up giving me a $200 tip. Hats off to Californians.
June 3, 1998
I stayed home Monday night and did school work, and was I ever glad I did. My bastard teacher gave us a fucking quiz yesterday. I did okay on it, though. I hate that surprise shit.
After class I went to work out at my gym. I hadn't been in a few days, so I took a long time to stretch and warm up. It felt good to sweat and pump some iron. I just wore shoes and a pair of lycra shorts, and I got a lot of looks from the other guys there. It's an all-male gym, and the swimming pool is suit-optional. I went in naked, of course, and swam twenty-five laps. I did some chin-ups on a diving board, and that felt good, too. When I left, I was really pumped.
Jack called me on my car phone. He said he had a guy who was interested in some "fetish" stuff. I wasn't real sure what he meant, so I asked him. He said the guy was into tying people up and shit like that. He asked me was I interested. We talked about the price, and he said he'd give me double the usual amount. Evidently, he charged double for that kind of stuff. When he said those magic words, I said "yes" immediately. I mean, I enjoy the sex, but I can get that anytime, any where. I couldn't get paid for it except through Jack.
The guy was a local, and I went to his house around eight. He met me at the door in tight black leather pants and a real tight white tee shirt. He was pretty handsome, and he had a thick moustache. He was probably around thirty. He didn't tell me his name. Instead, he said I had to call him Sir when I addressed him. That was fine with me. Hell, I didn't give a shit what he wanted me to do. He said he would refer to me as "Boy." Whatever.
He told me to take off my clothes in the living room. I did, and he asked me if that miserable little thing between my legs was what I called a penis. At first I didn't know what the hell he was talking about. I mean, I'm built pretty good, and soft, I'm like five-and-a-half or six inches. Then I realized this was all part of his fantasy. I said Yes, Sir. I'm sorry, Sir, and he told me he could make do. Then he said, You're a virgin, aren't you, Boy. I must have looked at him like he was nuts, but I covered it pretty quick and said Yes, Sir.
Good, he said. I like my boys to be virgins. I like to train them right. Whatever, I thought.
He took me through a hall into a room that was dark except for a few candles burning. Then he had me stand in the middle of the room and put my hands up over my head. He put cuffs on my wrists from some chains hanging from the ceiling. They weren't handcuffs like cops use. They were leather cuffs closed with velcro. Duh. Anyway, he had me stand there with my arms in the air. Then he started working on me. He seemed to really get off in my nipple ring, and he played with it and sucked it for a while. My cock got hard, and he said that's just what he wanted.
He teased me for a good while. My cock started leaking precum, and a long strand of it hit the floor. He really liked that. He kept asking me if his torture was effective. I kept saying Yes, Sir. I could see the bulge in his leather pants growing, so it must have been turning him on. Eventually, he took off his shirt and started rubbing his chest on mine. He licked my ears and neck. Then he unzipped the fly of his pants and took his cock out. He was hard, but he wasn't nearly as big as me. He must have had about five inches of hard meat on him.
He rubbed his cock against mine, and he kept saying he was gonna make me cum. He told me he had total control over me and that I would cum when he said so. I had no problem with that. I had been hard and dripping precum for about thirty minutes by that point, and I could pretty much cum on cue. And that's exactly what happened. He stood right in front of me, his cock rubbing mine, and screamed, "Come, goddamnit." And I came. It splashed all over his pants, and he seemed to love that. He came, too, squirting all over my cock. That felt pretty good.
Then he left the room. Shit, I thought, what am I supposed to do now? I just stood there, figuring he'd let me know what to do next.
He came back in in about ten minutes dressed in just a leather harness-like thing that ended with a metal ring around his cock and balls. He undid the cuffs on my wrist and told me to get on my knees. I did, and then he had me suck his cock. The whole thing fit into my mouth, and I worked it and his balls for a while until he was hard again. When he was fully hard, he made me lean over a kind of leather-covered thing that reminded me of a pommel horse, only lower. He cuffed my wrists to my ankles. My ass was in the air, so I figured he was going to fuck me. And, sure enough, that's what was next.
Before he stuck it in me, he greased my ass with some kind of lube, probably Vaseline. He kept talking about how he was going to take my cherry and fuck my virgin cunt, and shit like that. It didn't really turn me on, but I guess it turned him on. Whatever. When he finally stuck it in me, it went in without any trouble. He kept saying how tight I was and how he loved to fuck virgins. My cock got hard from the pressure inside and against the horse, and pretty soon he was fucking me pretty good. It didn't take him too long to come, though, and I came just about when he did. I'd had better orgasms, but I'd had worse ones, too.
After he pulled out, he turned me loose. Then he put his arm around my shoulders and walked me to a bathroom and told me to clean up. After I did, I went out into the living room. He was dressed by then in jeans and a regular tee shirt, and he was sitting on the sofa smoking a cigarette. He introduced himself as Stan Stewart and asked me my name. I told him. Then he offered me a drink. He complimented my body and my face, and told me to get dressed if I wanted to.
I thought the guy was a split personality or something. Now he was acting completely different than from before. Now he was like an ordinary guy. He brought me a bourbon and coke, and we talked for a while. He was a computer programmer for the telephone company. He asked all about me, and I mostly made up shit. I didn't want this guy to know my personal life. When I finished my drink, I told him I had to go. He asked me if I had had as much fun as he had, and I said, "Sure." Right. Anyway, I thought the whole thing was a little creepy, but he gave me a real good tip.
When I got home, Bobby was still up, so I told him about my evening's adventure. He said he thought he might like to try doing something like that someday.
June 4, 1998
I talked to Jack today about last night. I told him what the guy had done, and he asked me if I had liked it. I told the truth and said it wasn't bad. He told me the guy had called him earlier that day to say how wonderful it all was. I hadn't thought he had enjoyed it all that much, but apparently he had. Jack had a quick blowjob lined up for me that afternoon with a businessman visiting the city. Then he asked me if I would consider a weekend with Stan and some of his friends.
"What is this going to entail," I asked.
"Well, it's at a place across the lake. He wants you as his 'boy' for the weekend. Apparently all his friends have 'boys,' and he really liked you. You up for that?"
"How much am I gonna make," I asked.
He told me two thousand, plus tip, for the weekend. I immediately said yes.
June 8, 1998
Whoa! What a fucking weekend!
I met Stan at his place around five in the afternoon. He had just gotten home and was still dressed for work. He invited me into his bedroom while he changed.
"I want to talk to you about this weekend," he said. I was all ears.
"I've got these three friends, and we like to get together now and then for a weekend of sex. It's really a 'daddy-boy' weekend. Do you know what that means?"
"I'm not sure. Why don't you explain."
"Well, each of us older guys will have a younger guy with us as our 'boy.' The boys' job is to please the daddies in whatever way the daddies want to be pleased."
"Is this gonna involve, like, torture, or anything like that?" I didn't mind the odd swat on my ass now and then, but I wasn't interested in leaving there hurting or with any broken bones.
"Only pleasure-torture. In other words, somebody might keep you hard for a couple of hours without letting you cum. Or they might tie you up like I did the other night and fool around with you that way. We're not into S and M in any way, and nobody will hurt you. For one thing, you know where I live, and I'm not interested in your getting pissed off at me and working my ass over." He grinned a little when he said that, but the thought of having to fuck him up good if he hurt me had crossed my mind. "How does that sound to you?"
"I can handle that," I said. "I might even enjoy it." Then I grinned my boyish grin, which I knew most older guys loved. "Do I call you Sir, or Stan, or what?"
"You call me Sir or Daddy. You call the other dads either Sir or Mister and then their first name, like Mr. Richard or Mr. Bill or Mr. David."
"Okay, Dad," I said. He grinned back at me.
Stan stripped out of his business clothes and put on a leather jock strap that had a zipper fly. Then he put on a pair or really tight leather shorts and a leather vest. I though he was going to be hot as hell in that get-up in the summer heat, but I didn't comment. Then he told me to take off my pants and underwear. I had on a pair of tight 501's and no underwear, a fact he seemed to like.
"I want to trim your bush a little, if you don't mind."
I must have had a look of reservation on my face because he immediately said, "Or you can do it. Either way, I want you to wear a cockring, and all that hair will just get in the way and pull and be uncomfortable."
"Okay. You do it, Dad." Again, he grinned.
He got down in front of me and carefully trimmed my pubic hair with a pair of scissors. He didn't take off a whole lot, but it was definitely shorter and neater looking when he finished.
"You're going to have a fucking ball this weekend," he said.
"Great. I'm looking forward to it."
Stan wanted me to ride over with him, but I insisted on taking my own car. I had no idea what to expect, and I wanted to be able to get the hell out of there if I had to. My car has one of those cypher locks on the door, so I left my keys in the car, just to make sure I would have them if I needed them. I also had a pair of shorts in the back seat in case I needed them to ride home.
When we got to the place, there was only one car parked in front. I parked next to Stan, locked up, and followed him around back. When I got there, we found a guy who was introduced to me as Mr. Dave and a young guy named Jordan. Jordan was naked, and his cock was about half hard. He was pretty cute looking, but his equipment was only average.
"Get undressed," Stan said to me. I said, "Yes, sir," and immediately complied. Mr. Dave and Jordan both looked me over pretty good, and Dave took my cock in his hand. I started to back away, but he said "stay still" in a real authoritarian voice, so I did. He played with my dick, rubbing it up and down. I started getting a little hard when he did that, and the veins on my cock swelled and stood out from the skin.
"See what I mean," Stan said to Dave.
"Yeah."
Dave told Jordan to get us all beers, and he complied in a second. The two dads sat in patio chairs, but they told us to sit on the ground. Dave and Stan lit up cigarettes, and Stan offered one to me. Dave didn't offer Jordan one, so I figured he didn't smoke.
"Sir, may I have a cigarette, too," Jordan ask in a rather pathetic sounding voice.
"Not now. Maybe later," Dave said. Whoooa, I thought, these two must really be into the dominance thing.
Jordan didn't ask again. I felt kind of guilty smoking in front of a guy who obviously wanted one real bad, but it didn't stop me.
Stan and Dave talked about work and sports and shit like that. Jordan and I didn't say anything for a while. Finally, I broke the silence between us.
"What do you do for a living, man," I asked Jordan.
"Shut the fuck up," Dave said loudly.
"Sorry, dude," I said without thinking. Dave reared back to slap me, but I moved back out of the way. This was getting heavy.
"I'll handle his discipline," Stan said to Dave. Then to me he said, "Think about what you just said, and say you're sorry again, but politely."
"Sorry, sir," I said. That seemed to be the right response.
"If you boys listen, you might learn something," Dave said to both of us. Yeah, I thought, I might learn just how psycho you are, but, of course, I said nothing.
In a little while another car pulled up. In a few seconds, two men in their 30's and a fucking awesome set of identical twins walked around the house to where we were. I followed Jordan's lead and jumped to my feet when they walked up. The two dads were Mr. Richard, a bald-headed guy with a close-cropped beard, and Mr. Bill, a short guy with dark hair and long, bushy eyebrows. Their "sons" were Reid and Derek, respectively. Fortunately, Reid had a gold stud in his left ear, and Derek didn't. That way I'd be able to tell them apart. I shook hands with all of them. The boys immediately undressed without having to be told to do so.
Twins have always fascinated me, and these two were stunning in their appearance. They were dirty blonds, with blue eyes, smooth bodies, and pretty nice muscle development. Their faces were gorgeous. Their dicks were no more than two or two-and-a-half inches long, but, of course, they were completely soft. Without being told, Jordan got the newcomers beers. He also got a second round for the four of us who had been there.
There was more small talk. I smoked another cigarette, but once again Jordan was denied one when he asked. The twins didn't ask, so I assumed they didn't smoke.
After a while, Jordan got more beers for everybody. I was starting to feel my bladder getting full, but it wasn't uncomfortable, and I could wait. The twins kept looking at my cock, and they both studied my nipple ring and tattoo pretty carefully, too. I was the only one of the eight of us who had any body decoration at all, at least as far as I could see. The other three dads might have had tats and piercings all over their bodies, but I couldn't see them through their clothes.
Slowly but surely, the twins started getting hard. Jordan noticed, and his cock started putting on weight, too. Never one to be left out of a crowd scene, I started getting erect, as well.
Mr. Bill noticed us first.
"Y'all, look at our boys. It seems they're getting horny on us."
The other men looked at us and laughed.
"Stand up, Reid," Mr. Richard said. "Let us see what you've got there, son."
Reid stood up, and I could tell he was kind of embarrassed. But instead of softening up, his cock got harder. It was a respectable six inches, at least, and I assumed Derek's was about the same.
Everybody admired Reid's erection, and Stan said he thought it was pretty nice. Duh. After a while, they let poor Reid sit down again. Again, Jordan got more beers for everybody.
"Dad, I really have to piss," Derek said.
"That's too damn bad. You should have pissed before the trip over."
"I did. You made me drink two bottles of water, though, and that, plus the beers, has me really needing to go."
"Don't be such a wimp, Derek. You'll piss later." Whooa, I thought. This Mr. Bill was a hard-ass.
After more small talk, Mr. Dave said the dads were going inside to make plans for the weekend.
"I don't think we can trust you guys out here by yourselves without supervision," Mr. Dave said. "Y'all are going to have to be restrained."
Oh, fuck, I thought. What the hell does that mean?
What it meant was they put handcuffs, real steel ones, around my balls and cock and the balls and cock of Reid. Then they put our hands behind each other and cuffed us again. We were facing each other, and the fronts of our bodies were in total contact with each other. Reid's hard-on was curved up against my belly, and my cock was nestled between his balls. They put a rope around our waists and tied us to a wall that had eye hooks in it. No doubt, the eye hooks were there for that purpose. Reid was next to the wall, and I was on the outside. We were as linked together as two guys could be without fucking. They did the same thing to Jordan and Derek a few feet down from us.
"You guys can really get to know each other now," Dave said. Then the four dads went inside.
After they were gone, I asked Reid if he liked this.
"Can't you feel my hard-on? Of course, I like it."
"You and Derek are twins, right?"
"What do you think?"
"Duh," was all I said.
Reid and I talked. He and Derek were both college students, and they lived with Richard and Bill, who were lovers. He and Derek had been fucking each other since they were thirteen, so it was no problem for them when their dads made them have sex with each other. Their real parents lived in Florida and had no idea of the kind of lives they led. They were twenty-two.
"Jason,"--that's the name I told them instead of Kevin--"I really have to piss, man. We had to drink two quarts of water on the way over, and that, plus the beer, has me about to pop. I hope you don't mind, but I'm just going to let it run."
Having said that, I started feeling a hot stream splashing onto my stomach and then running down my leg. Reid was pissing on me. Instead of disgusting me, as I might have otherwise thought it would, I found it a real turn-on. I had to go, too, so I let my own urine loose. After a few minutes, maybe three, maybe four, we were emptied, but our cocks were rock hard.
I decided to make something of the situation. I started rocking against Reid, rubbing my cock against his belly. He responded, and, before too long, we both came. Our cum splashed against our stomachs.
"Jason," Reid said in a minute. "Can I kiss you?"
I didn't answer. Instead, I planted my lips firmly on his, and our tongues played with each others' in our mouths. I glanced over at the other boys, and they were watching us kiss, and they were rubbing against one another as we had done. While we were still kissing, Reid started rubbing my butt. Then he got a finger up into my hole. I followed his lead as best I could with him up against the wall. We started humping again, only this time it took us longer to come. When we did, though, I jerked uncontrollably like I usually do when I jerk off. It was really powerful.
I leaned up against Reid for a few minutes. We were both softening a little, and I felt Reid unload another bladder-full of piss. I couldn't get over how good that felt.
After maybe forty-five minutes of being tied together, the dads came back outside.
"I see these boys are as big pigs as we are," Mr. Bill grinned. "Stand up straight so we can see how nasty y'all are."
We stood there drenched in cum and piss, and it was perfectly obvious what had happened. I thought we'd be punished or something. Instead, they announced the first game we'd play. It was to be one-on-one basketball. The guy who finally won would make the loser do anything sexual he wanted him to, and everybody else would watch. Each game would go to ten points, and there wouldn't be any free throws allowed. We would be allowed to wear shoes but no clothes.
I played Reid in the first game and won by two points. My cock flopped all around the place, and the dads commented on that fact several times. The next game was between Derek and Jordan. Neither guy was very good, but Derek finally beat him. Then it was Reid against Derek, and Derek won again. Next, I played Jordan and beat his ass by four points. Then Jordan played Reid and won. Last, it was me against Derek. He played better this time than he had before, but I still beat him by two points.
This took the better part of an hour, and all of us were sweaty and nasty. They let us rest up and drink a beer. I was allowed to smoke, but the others weren't. After a ten minute break, it was time for me to claim my prize as the winner and for Reid to do whatever I wanted him to do. I really wanted to fuck his ass, but I thought I'd give him the choice.
"Whatever you want, man," he said.
"He wants to fuck you," Mr. Richard said. "He's probably afraid of that horse cock of yours."
"Cool," I said. "I want you to fuck me, Reid."
The other six guys made a circle around us on the grass. I was a little self-conscious about this, but, hell, I was making a mint on the weekend.
"You guys really make love to one another," Stan said. "And don't be surprised if you see one or two of us jerking off." All the others laughed.
Reid and I got down on the ground and started kissing. I went for his nipple, as I ordinarily would, and the taste was a combination of sweat, piss, and cum that was an unbelievable turn on. He stroked me all over, and, in no time, we were both rock hard. I went down to his cock and took it into my mouth. I sucked it a little, but he pulled back. He got over me with his legs on either side of my chest, and I thought he wanted me to suck him that way. Instead, to my surprise and ultimate delight, he let loose a dribble of piss that splashed all over my chest. I pushed him back so he was sitting on the ground between my open legs, and his piss came splashing down on my cock and balls. I started pissing then, too, and it shot up onto his chest. The crowd went wild.
We did that until we were each pissed out. Then I got my legs up over his shoulders and moved him into position to fuck me. He entered me easily, and I groaned with the pleasure of having him in me. His cock wasn't more than six inches long and about four inches around, but he used it with superb skill. He knew right where my prostate was, and he was on it like flies on shit. He drew in and out of me slowly, and I matched his rhythm easily. I felt like I could fuck all night, and the two or three orgasms I had had earlier, plus the beer, made it easy for me to fuck long without coming. Reid must have been the same because he eased in and out of me with no hurry or urgency. We were both just enjoying the act of fucking, and the other guys were enjoying it, too.
I don't have any idea how long we pumped, but it seemed like a very long time. We brought each other to the edge several times and eased back, like experienced fuck-boys know how to do. Finally, by mutual consent, we gave into our bodies' need for orgasm, and we climaxed with skull-numbing intensity. As usual, I didn't have to touch myself to come, and Reid, sensing I wanted to be left along, didn't touch me, either. When the final wave of pleasure had ebbed, he slumped onto me and kissed me.
The other guys applauded when we came, and, I think, all six of them came at just about the same time. Some of their cum splashed onto Reid and me.
No sooner than Reid had pulled out of me and I had sprawled in the grass did Richard jump him and Stan jump me. They had our cocks in their mouths and were sucking hard in an instant. I wasn't fully soft, by any means, and neither was Reid. We both got hard again from the stimulation of the older guys' mouths, and, in ten minutes or less, we both had earth-moving orgasms. Our dads were right behind us, and they shot their loads on our filthy bodies.
When that was done, I was truly exhausted. Stan gave me a smoke, and I noticed Richard gave one to Reid. We lay propped up on our elbows, smoking and basking in the incredible afterglow of wonderful sex.
"You two are nastier than even I like it," Richard said. "Go hit the showers."
Reid and I took off into the pool house. I wasn't sure where we were going, but he had obviously been there before and knew the way.
We got into a double shower stall and turned the water on. It was cold at first, so we stood in the corner away from the spray to protect ourselves. It was a hot, humid night, but the water was even colder than we needed it to be.
Once the water temperature was right, we stood under the gigantic showerhead together.
"That was fucking awesome," Reid said. "Thank you."
"Thank you, man," I said. "I can't remember when I came so hard. And you've introduced me to something new."
"What," he asked, in all sincerity.
"The whole piss thing. I've never done that before."
He grinned when I said that. "I was hoping you'd like it," he said. "Our dads made us drink a whole bunch of water on the way over here so we'd have to piss like racehorses, and I'm now glad they did."
We squirted shampoo onto our hands and washed each other's hair. Then we lathered up our hands and went to work on each other's bodies. It really felt good having that hot stud rubbing all over me. He was real careful around my nipple ring, but I told him he didn't have to be so gentle.
"Of course, you may have to deal with the consequences," I said. I had no idea if I had a hard-on left in me that night after so much sex, but I was willing to try. He looked at me a little puzzled, and then he grinned. He started playing with it in good earnest, then, and, sure enough, my cock got hard.
He started getting a little hard, too, of course. I decided to do something I wasn't sure he'd ever done before. I took his cock in my hand and slid my foreskin over the head of it. Then I started jerking us both off inside my skin. At first Reid was confused and surprised, but it didn't take him long to get into it. I was able to get my skin down to about the half-way point on his cock, and we were like Siamese twins joined at the cock. I leaned over and shoved my tongue into his mouth and a finger up his ass. He did the same to me, and I stroked us for all I was worth. In five minutes or less, we both came in stupendous climaxes. The little cum we had left made a kind of balloon under my foreskin, and I held it there for a few seconds.
"Whooooa!" he said, obviously impressed. "What the hell was that?"
"That was docking. I guess you've never done that before."
"Never even heard of it, man. That was awesome."
"That's just something a guy with an uncut cock can do that a cut guy can't. No biggie."
"Well, maybe not to you, but it was fucking awesome. I can't wait to tell Derek about it."
We finished our shower and got out of the stall. There were towels handy, and we used them. We went back outside, hair uncombed and skin still a little moist. The only one outside was Stan, and he was cooking steaks. It was probably close to eight o'clock, and my stomach was needing some food. The steaks smelled wonderful.
"You boys were about as hot as anybody I've ever seen," Stan said.
"Thanks, Dad," I said. He smiled.
"Make yourselves drinks and help yourselves to cigarettes, if you want 'em," he said. I made myself a scotch on the rocks and fired up a Marlboro. Reid poured some gin and tonic in his glass and took a cigarette, too.
"Can we help you," Reid asked.
"Naw. There's nothing to this. Richard and Bill are inside making salad and shit, and I think Dave is inside showering with Derek and Jordan. I can only imagine what that must be like." He gave an evil grin, and we both chuckled.
"Stan, er, Dad, help me to understand what the fuck's going on here," I said. Reid looked a little surprised at my use of his first name and at my profanity.
"Well, we four dads have been friends since high school, and I've known Reid and Derek since they were--what? eighteen?"
Reid nodded.
"We get together about four times a year for a dad-son weekend. Jordan lives with Dave, and Reid and Derek live with Richard and Bill, but not on the same terms. Jordan is a full-time son. These guys have lives of their own and just do the 'son' thing occasionally, am I right?"
"Yes, sir. That's right," Reid said.
"Richard and Bill have been lovers since they were eighteen, and they're now thirty-six. In fact, we're all thirty-six, give or take a few months. This is all an act. We all love young boys, and we like to pretend we're your fathers. Not that we're into incest or anything. I don't think any of us has ever done anything with our own dads, but it's just a fetish, a game."
"Well, so far it's been a hell of a lot of fun. I thought I was gonna have to deck Dave when he went to hit me earlier this afternoon, though."
"Yeah, I know. And you could have easily done it. That's why I stepped in. He and Jordan have a different kind of relationship than everyone else. They're more into the discipline thing. Don't worry, though. He got the message."
"Good, cause I'd hate to have to punch his fucking lights out, but I will if he touches me," I said.
"It won't happen. Don't worry."
Jordan came out just then with a tray full of cheese, crackers, nuts, and some hot munchies. He put them down, poured himself a drink, and lit a cigarette. I dove into the snacks, and so did Reid.
Dinner was served in a little while, and the conversation at table was among equals. We still called the "men" "sir" or "dad," but everybody got wine and all the rest of the stuff. We weren't treated like kids. After the meal, everybody, including Derek, lit up cigarettes.
"So what's next, Dad," Jordan asked Dave.
"I think we're gonna play a little sexual roulette. How does that sound?"
Jordan and the twins grinned. I wasn't sure what it meant, but I grinned, too.
It turned out to be a game where every son drew a sex act from one set of cards and a person's name from another. I got Dave's name, and the sex act was for me to fuck him. It was all to be done in public, of course, in the pool house game room.
Well, Derek had to suck off Stan, and Jordan had to let Richard fuck him. I fucked Dave with him on all fours, and, frankly, my heart wasn't in it. We both came and had a pretty good time, but I didn't like the guy, and I think I communicated that. Reid had to let his own "dad," Richard, fuck him, and they did it pretty well.
After that it was time for bed. Stan and I slept together, but we were both too tired to do anything. Hell, I had come like six times or more already that night, and I was tired. Stan was, too, so we just went to sleep. The next morning, we woke up around ten, and I plowed his ass for all I was worth. That seemed to satisfy him.
On Saturday we played more games, all sexual, of course. One game was called "cock duel," and it involved two sons rubbing their cocks together until one of them came. The dads bet money on who would come first, and the first one to come was the loser. I guess it was some kind of macho endurance test. The first pair were Derek and Reid, and you could really tell they knew each other's bodies as well as they knew their own. It took a good while, but finally Derek made Reid come, so Reid was the loser. Then it was my turn against Jordan. Cut guys are supposed to be less sensitive than uncut guys, but I had Jordan spouting sperm in ten minutes. They gave me a few minutes to cool down and lose my erection, so Derek and I would start on an even field. We got up to start, and I stared Derek deeply in the eyes. He didn't turn away, but he did smile at me. We squirmed together until we got hard, and then we went to town rubbing each other with just our cocks. That was supposed to be the only point of contact. So far, nobody had used any verbal stimulation, but I decided to give it a try.
"Come on, baby. Shoot for me," I said. "Let me see that big thick cock spurting. I want your cum all over me. Oh, soooooo hot. Let me see you come. Come, man. Come." I actually said a good bit more than that, and everyone else got hard and started jerking off. That hadn't happened in the other bouts, so I figure I must have turned everyone on.
Derek didn't show nearly the control with me that he had with his own twin. After no more than fifteen minutes of direct stimulation, his whole body stiffened, and he shot his load onto me. Cool. I was the winner. Stan was proud and collected on his bets.
During lunch Reid told everybody about docking, and, of course, they wanted a demonstration. I could pick my partner, so, naturally, I chose Stan. We went back outside, and Stan got naked. We started the way most sex sessions do with kissing and cuddling and stroking each other. When we were both hard, I stretched my skin over Stan's cock and went to town. Stan moaned a good bit, and pretty soon we both shot our loads. There was more cum this time than there had been with Reid, but I managed to hold on tight enough for most of it to stay in the little balloon my foreskin made. Everybody loved it.
When we were finished, Dave made Jordan clean our cocks for us with his mouth. He was a damn good cocksucker, and he worked his tongue up under my skin like he had done that before. I asked him about it later, and he said it was pure instinct. Pretty damn good instinct, I thought.
After our docking demo, we all went to our rooms for a "nap." Stan wanted to fuck me. Fine with me, I thought. We lay in the bed with me on my side and one leg crooked at the knee to give him a good shot at my hole. Stan was a pretty good fuck, and he made me come pretty intensely. He really did want to take a nap, so he pulled me to him without removing his dick from my ass. We both dozed. When I woke up, Stan was hard, so he fucked me again. With his cum from earlier still inside me, it was a nice, smooth event, and he lasted much longer than he had the first time.
We cleaned up with a towel, and Stan didn't bother putting his clothes on. We joined the others on the patio for more fun. The next game was a kind of race in which everyone participated. The boys got down on our hands and knees, and our dads stuck their cocks in our asses. A finish line was established, and the first pair across the line won. That seemed simple enough, but the hitch was that both dad and son had to come before they crossed the line to be the winners. Each team could use whatever strategy they chose. I suggested to Stan that we get as close to the line as possible before we did any serious fucking, and he agreed that was a good idea.
As soon as we heard "GO!" we crawled toward the line, stopping only inches before it. Then the serious fucking began. I grabbed hold of my cock with my left hand, and Stan started humping me fast and hard. I've got great control over my orgasms, and I came in less than two dozen strokes. When I did, the spasms in my ass set Stan off, and he loaded my ass full. I put my hand over the finish line and announced we had won. This had to be verified, of course. Everyone stopped fucking and came to check. I showed them the wad of fresh cum on the grass, and that satisfied them I had come. Stan's orgasm was another matter. They had to do a taste check of my ass to make sure there was cum up in it.
Whooa! What an experience. First, each dad had to satisfy himself that Stan had shot his load. Then each son had to do the same. I've always loved being rimmed, and I got a full bate of it that afternoon. When that was over, we rested with beers and smokes.
After another great dinner, we settled in for our evening games. I didn't know who had thought up all this shit, but, whoever it was, he had a hell of a good imagination. The first game that night was a kissing game among just the boys. We had to kiss another boy until one of us came. I got Reid as my partner. You could rub each other everywhere but on the cock, but that was all. It was like making out without going all the way. Derek and Jordan went first and put on a wonderful demonstration of how hot kissing can be. Jordan came after twenty minutes of intense lip action. Reid and I got on the floor together and went at it. Reid knew how sensitive my nipple with the ring in it was, and he used that to full advantage. In less than half the time it had taken the other two, I shot my load high into the air. That left the brothers to work on each other. That was really something hot to see. After thirty minutes, Reid finally got Derek to come, so he was declared the winner.
The usual bets had been made on that game, but nothing had been said about a prize. It turned out Reid had the sexual act of his choice with the person of his choice. Of course, he chose docking with me. So for the second time that day, I docked with a guy. Everyone cheered, and I had another stupendous orgasm.
The last activity of the night was a kind of free-form orgy. We could do anything with anybody, as long as we did it on the mat that was set out in the middle of the room. Dave, whose place we were using, asked if anyone minded if he taped the show. Nobody objected, so he set up four video cameras around the room and turned them on. The orgy was pretty much fun, and I was popular. I docked with Dave and Richard, Stan let me fuck him, and we spent a lot of time jerking each others' cocks. When it was over, everyone was pretty exhausted. That night we drew names to see who we slept with, and I got Reid.
When we went to bed, I assumed he would want to fuck me, but the opposite was the case.
"I've never had one as big as yours," he said. "Take it slow, okay?"
"Sure, buddy."
I lubed his asshole up really well, and I lubed my cock, too. I entered him slowly, but there was really no resistance to speak of. He took me all the way up to my pubes, and I fucked him in long, slow strokes. We changed positions several times, and we ended up with him on his back. I didn't want him to come on the sheets and have to sleep on a wet spot all night.
Old Reid was a good fuck, and we both lasted a long, long time. When we finally came, it was an earth-mover. After we caught our breath and lit cigarettes, Reid wanted to talk.
"You're a pro, aren't you," he asked.
"Yeah, but don't let on. I think Stan might be embarrassed he had to hire a son."
"Oh, he does that every time," Reid said. "That's how we knew."
"Does everyone know," I asked.
"Yeah. I think so."
I didn't say anything to that, but Reid had another question right away.
"Do you have, like, a boyfriend?"
I wasn't sure where this would lead, so I took my standard evasive route. "I have someone," I said, meaning Bobby.
"What about you," I asked Reid.
"Naw. I really like this one guy, but I think he's spoken for."
"Who is it? Maybe I know him," I said, innocently.
"It's you, man. I think you're just about the cutest thing I've ever seen. I could very easily fall in love with you."
I was truly flattered because I had been thinking pretty much the same thing about him.
"The fact is, I really don't have a boyfriend, as such. Just my roommate, and he's just a fuck-buddy. He dates all the time."
"So is there anyway you and I could see one another?"
I thought about it. "I'll tell you what. Give me your number tomorrow. Okay?"
"Okay," he said with a wide grin. We kissed and went to sleep.
Reid and I woke up around noon on Sunday, and I fucked him again. Then we took a shower together and we docked for the third time.
It was one o'clock by the time we joined the others. Richard and Bill were fishing; Dave, Derek, and Jordan were in the pool; and Stan was reading the newspaper. There was coffee, danish, and a pitcher of bloody Marys on the table. I got some coffee and lit a cigarette. After my smoke, I ate four pastries and had more coffee. Then I had a bloody Mary. Reid did about the same, only he ate before he smoked his first cigarette of the day.
"Did you boys have fun last night," Stan asked with a sheepish grin on his face.
"Yes, sir," Reid responded. "We sure did."
"It sounded like it," Stan replied, chuckling. Reid and I both grinned.
Just about then Stan's cell phone went off, and he answered it. I could tell by the tone of his voice it wasn't good news. When he hung up, he called to Dave to get out and come talk to him.
Stan and Dave worked together in the telephone company's data center. In fact, Stan was the head of it and, therefore, Dave's boss. Stan explained there had been a major breakdown of some kind and that both of them had to be there ASAP.
"I hate to break this up, fellas," he said to me and Reid, "but duty calls."
We said we understood.
Stan asked me to come with him to our room. I figured he wanted me to pack my meager belongings and haul ass when he did. Instead, he told me I had been wonderful and that he had had nothing but compliments about me since we had gotten there. He gave me a big, wet kiss and grabbed my cock.
"I wish I had time to put this to use one more time, but I really do have to go. You know, if I had a son, I'd want him to be you."
That really touched me, and I told him as much.
"Oh, and here's a little something for you," he said. "It's the money you won for me this weekend." When I counted it later, it was $650.00, the second biggest tip I had ever gotten. I thanked him, of course, kissed him again, and said goodbye. I had a feeling that wouldn't be the last time I saw Stan.
Dave and Jordan left after saying goodbye, and Stan was right behind them. Bill and Richard were off fishing, so that just left me and the twins.
"You're not going to leave, are you," Reid asked imploringly.
"Not unless you want me to," I replied.
"Fuck, no. Stay." This time Derek spoke.
We spent the rest of the afternoon getting to know one another. Both guys were smart as hell, and they confided that they only did this stuff with Bill and Richard because it gave them room, board, and spending money. They were both accounting majors and planned on opening a CPA practice together someday. I told them about my accounting course and how much I disliked it. They grinned but didn't otherwise comment.
We played a little basketball, swam, soaked up sun, and, oh yeah, fucked each other that afternoon. Actually, we did a three-stack fuck, with me in the middle. That was fun. Reid also asked me if I would dock with Derek, and I did. He was just as taken with it as Reid was. Around five Richard and Bill came up from fishing. We packed up, and I was home by 6:30. Before we left, Reid made sure I had both his phone and pager numbers.
Phew! What a weekend.
June 10, 1998
Jack called me last night after I had written my entry and asked me about the weekend. I told him it was great. He asked me to lunch today. I've got like thirty minutes to make it to class, and then I'm supposed to meet Jack an hour later. More tomorrow.
June 12, 1998
Jack and I had lunch on Tuesday, and I told him about the weekend. He seemed pleased that I had a good time. He gave me a check and $500 hundred in cash as a tip from the whole group. Apparently, I was a bigger hit than I thought I was. Altogether, I made more than $3,100.00 for having a wonderful time.
We discussed all sorts of possibilties. Jack said I was his most valuable "property," a term I found a little offensive, but what the hell. He said there were possible movie deals and still modeling in my future. Yeah, yeah. Anyway, I left that lunch happy to be a Callboy and happy to know Jack. I realize he doesn't give a rat's ass for me personally, anymore than I do for him, but it's a good business. I think I'll stay with it a while.
The End