It was summer, my junior year in high school had just ended, and I wasn't looking forward to the next three months. Why? You may well ask. A one-word answer would be ‘relatives,' as in visiting relatives. I live with my mom in an old two-story house just a block off of the main drag running through our little southern town. Mom sleeps in the only bedroom on the first floor because she has knee problems and finds climbing stairs too painful. There are four large bedrooms on the second floor, but my digs are in what had once been the attic. Some long-ago owner of the house had converted the attic into a nice suite, consisting of living room, bedroom, and bath. Even with a lot of insulation and two good-sized window air conditioners, it still got a little warm in the summer. But I didn't mind, because I had total privacy - even when the house was full of visiting relatives, as it would be during most of June, July, and August.
My mother has five sisters, and every one of them would be coming to stay for a week or more - often bringing their offspring with them. Unfortunately for me, there were no male cousins near enough my age to provide adequate companionship. Still, I was expected to entertain, read: baby-sit in the case of the younger ones, any visiting cousins while they were in residence.
I was standing at the dormer window on the south side of the house, peering down through the leaves and branches of a huge, old oak tree into our neighbor's back yard. The house next door had recently been purchased by two men in their thirties, and the first thing they did after moving in was to install a six-foot privacy fence around the pool in their back yard.
Spying on them had become my favorite pastime, because they usually lounged around the pool naked, and I really like to watch naked men. I had even climbed the oak tree a couple of times to prune some of the branches, so I would have a better view. Stan, tall, muscular, black hair, huge dick, was a representative for a hardware distributor and traveled a lot, and his friend Ray, not quite so tall, brunette, average cock, managed a local Ace Hardware franchise. I had gotten sort of friendly with them while they were installing the privacy fence, and had taken the job of maintaining their yard and pool - in exchange for a small amount of money and pool privileges.
As I watched them through my binoculars, they jumped in the pool and began to horse around. This, of course, meant that I could no longer see their lower bodies, so I turned away from the window for a few minutes. Just before I went downstairs to run some errands for my mom, I decided to take one last look.... and what a look it was.
Just as I got my binoculars focused on them, Stan and Ray climbed out of the pool, embraced, and began to kiss. Then Stan lay on a chaise lounge on his back, and I could clearly see his erection pointing at the sky. What happened next was the most exciting thing I'd ever seen. Ray took a tube of something, rubbed it all over his erection, raised Stan's legs, and began to fuck him. At one point, he actually bent down and took Stan's erection in his mouth, all the while still pounding away. Eventually, they finished and jumped back in the pool.
I was stunned. When I finally put my binoculars down, I realized that my shorts were around my knees and there were some white splotches on the wall in front of me - I had jerked off while watching them without even realizing it.
After I cleaned everything up - myself and the wall - I went downstairs, picked up the list Mom had left for me, got on my bike and rode down the street. I could hardly keep my mind on the errands - all I could think of was the scene that I had just witnessed. More importantly, I tried to think of a way to let either Stan or Ray know that I was like them. The answer to that problem, when it finally landed in my head, came from a totally unexpected source.
My Aunt Linda arrived the day before the Fourth of July weekend, and was planning to stay several days. With her was her daughter, my cousin Sheila, who was eighteen and would start her first year in college in the fall. Sheila was a good-looking brunette, and was, as they say, ‘built like a brick shithouse.' As we sat around the dinner table late Friday evening - we hadn't begun to eat until seven, and as usual, Mom and my aunt had been on a marathon of talking - Sheila said, "Gosh, it sure is hot tonight."
"Yes, it is, dear," Mom said.
"If you folks will excuse me," I said, "I forgot to clean Stan and Ray's pool this afternoon, and I promised to take care of it by tomorrow."
"Why don't you take Sheila with you?" Mom said.
"Sure," I said, with a total lack of enthusiasm.
"Jeremy Carter," she said, "try to show some manners."
"Sorry, Mom."
Sheila followed me next door, and watched while I took care of all the little things one has to do in order to properly maintain a pool. I had just turned the lights off and suggested it was time to go home, when she said, "It's so hot, why don't we take a dip? Your neighbors won't mind, will they?"
"No, they won't, but we don't have suits."
"Who needs suits?"
She pulled off her clothes and dove in, giving me a quick glimpse of her butt as she did. In the pool, she splashed some water in my direction and dared me to join her, so I pulled off my shorts and underwear - I was already shirtless - and dove in.
We splashed around for a bit, and then she swam to the deep end of the pool, climbed out, and got on the diving board. There was enough ambient light from the streetlight in front of the house, not to mention moonlight, that I got a good look at her. Starting with her very generous breasts, my eyes wandered down her torso to her crotch. Shit, she's shaved her pussy bare. She dove in, swam over, and dared me to copy her.
Never one to resist a challenge, I swam to the deep end, got out, and stepped up onto the diving board. I stood at the end of the board; my body bathed in the dim light for a moment, and dove in.
As I surfaced near Sheila, she disappeared under the water. A minute later, I felt a hand brush my ass. Two can play that game, I thought, so I dove and went straight for her. I was about to feel her ass, when she spun around and my hand brushed across her crotch instead.
We played her little game for a bit, and she kept getting bolder and bolder, until finally, we were standing in four feet of water with her hand on my erection and my fingers exploring her depths.
"I just knew you'd have a big one," she said, giving my erection a squeeze.
"Do you think it's big?"
"Oh, yeah. At least as big as the biggest one I've ever felt. Come on, let's go lie down somewhere."
I followed her out of the pool, and watched while she took the cushions off two of the chaise lounges and laid them side by side on the cement. She then grabbed me by the hand and pulled me down onto the cushions. We began to kiss as our hands explored each other's bodies.
She broke off the kiss for a minute and said, "I don't suppose you have a condom in your cut-offs?"
"Sorry."
"That's okay. I have some in my purse, but it's in my room. We can finish this, go next door, and do it again."
"Finish it how?"
"With our mouths, silly."
"I.... I don't know what to do."
"Just put your tongue where your finger is right now."
I moved around until we were in a sixty-nine position, lowered my face to her crotch, and began to explore with my tongue. She tasted of chlorine, but I began to do my best to please her. Meanwhile, she was using my erection like an all-day sucker, and I was on the verge of shooting my load. I had difficulty focusing on the sensations of my impending orgasm, because she had spread her legs a bit, raised her knees, and clamped my head between her thighs. She began to spasm while I was filling her mouth.
Afterward we jumped in the pool to clean up. Then I located a couple of towels in the pool house, and we were able to dry off and get dressed. As I opened the back door to my house, Sheila said, "I'll slip up to your room around eleven, okay?"
"Sure."
How could I say no to that? I was anticipating a repeat of the blow-job I had just received, my very first, by the way.
I took a shower to soap the residue of chlorine from my body, pulled on a pair of boxers, and sat down at my computer. As the time display in the lower right-hand corner of my screen rolled over to 11:00, there was a light tap on my door.
I opened the door for her and she quickly slipped into my room.
"Close the door quietly," she said, "and be sure to lock it."
"Nobody comes up here."
"Lock it anyway."
I locked it, and turned to look at her. She was standing in the middle of my room, wearing a see-through shortie nightgown. She had a small zip-lock bag in her hand, and it looked as though she wasn't wearing panties.
"Aren't you glad to see me?"
"Sure."
"Then pull those shorts off and show me how glad."
I slipped out of my boxers, and my erection bounced a bit.
"That's better, but before I take care of that thing again, we have to get rid of all that hair."
"Excuse me?"
"I'm going to shave you, silly. I love giving blow-jobs, but I don't like to get pubic hair in my teeth. Which of those two doors is your bathroom?"
"The one on the right goes to my bedroom, the bathroom opens off of that. The other door is just a closet."
"In you go."
I led her into my bathroom and sat down on the counter as instructed.
"With that crew cut, you must have clippers."
"In the drawer to your left."
She proceeded to run the clippers all over my crotch, cock, and balls, using the very shortest accessory.
"That's better, now for the razor."
In no time at all, there wasn't a hair left on my body anywhere in the vicinity of my crotch.
"Now, we can go to bed," she said.
Following her instructions, I lay back on the bed. She crawled between my knees and began to work on my erection. It didn't take long for her to suck me dry, and she kept on working on me until I was, once again, hard as a rock. She reached over to the nightstand, retrieved the zip-lock bag and removed a condom from it. In one quick motion, she ripped the foil packet open with her teeth, took the condom and rolled it snugly over my dick.
She settled back on the other pillow, spread her legs and said, "Now, it's your turn to take care of me."
I rolled over on top of her, and she used her hand to guide my erection to its target. I pushed my erection into her until it hit bottom, and felt - ‘absolutely nothing.'
Here I am, doing what most guys would kill to do, and I don't feel anything. I wonder what all the fuss is about. Guess I really am gay.
"What are you waiting for? Fuck me now."
I did as she asked, and began to thrust in and out. She kept urging me to go faster, harder, and deeper. It didn't take long for her to begin to shudder and moan, and when she finally stopped, I was still pounding away. I began to replay in my head the scene I had witnessed between Stan and Ray, and that pushed me over the edge.
"Wow!" she said, when I was finished. "You have more staying power than anybody I know."
If only she knew why.
After that, Sheila came to my room every night - the girl was insatiable, but I somehow managed to live through it. I wanted to tell her about myself, but didn't know how. On the night before she and her mother were to leave, she must have sensed something, because she said, "You don't seem to be enjoying this as much as I thought you would."
"Can you keep a secret?" I asked.
"Sure."
"I think I might be gay."
"You think?"
"I've never actually ‘done it' with a guy, but I think about it all the time."
"I guess we'll have to do something about that, won't we?"
"We will?"
"Sure. Actually, I think we can help each other. Didn't you tell me your volleyball team begins practice a couple of weeks before school begins?"
"Yeah."
"Then I'll talk Mom into coming back for a ten day visit about that time, and I guarantee you you'll get laid."
"How?"
She told me in some detail, and I was flabbergasted at what she suggested.
"You'd do that?" I asked.
"Why not? You bring your teammates home, one at a time, to screw me, and I'll make sure you get some, too. Deal?"
"Deal."
I really didn't believe that what I had just agreed to would work, but Sheila didn't say anything else. She and her mother left the next morning without any further conversation, and I didn't spend any more time worrying about her plans, because I was formulating a plan of my own. I learned from Ray that Stan was going to be out of town until Sunday, so I spent Saturday morning in my room, keeping an eye on their pool. I knew that the pool area would be in full sun from about eleven o'clock on, so I became especially attentive about that time, and my vigilance was rewarded when I saw Ray settle down on a chaise lounge to get some sun - he was wearing only his birthday suit. The minute I saw him, I headed downstairs and out the door.
Phase one: here we go.
Ray looked up at me when I entered the pool area, and smiled when I asked if I was disturbing him.
"Not at all, Jeremy," he said. "Go ahead and take care of the pool, you're not bothering me at all."
"Thanks, Ray. I won't be long."
"Take as much time as you like."
He settled back down on the lounge, and I went to work. By the time I finished, I was sweating profusely - the filtration equipment was in a small room below ground, and the equipment generated a great deal of heat. I put my tools away, climbed the steps, and closed the manhole-type cover that allowed access to it. I walked over to a point near where Ray was lying, dropped my shorts, and dove into the pool. This was not unusual - I frequently skinny-dipped in the pool when its owners were present, and often skinny-dipping themselves.
I splashed around in the pool until I had cooled down sufficiently, then I swam over to the edge nearest Ray.
"Pool feels good," I said, "why don't you join me?"
"I'm comfortable right here."
Cupping my hands together, I dipped them into the water and sent a fair amount of it in his direction.
"Come on in, water's fine."
He yelled an obscenity, jumped up, and dove into the pool after me.
Phase two: here goes nothing, or everything?
We ducked each other a few times, then I swam underwater just as Sheila had done, and grabbed his ass briefly. He retaliated, just as I had done with Sheila, and the game accelerated until both of us were sporting wood.
"Are you sure you know what you're doing, Jeremy?" Ray asked as he felt me up.
"I've never done it before, but I know enough to know that I want to - more than anything."
"What made you think that I'd want to?"
"Because I can see the pool from my room, and I've seen you and Stan having sex by the pool."
"No shit?"
"Yeah. I know it wasn't nice to spy on you, but you guys were so hot."
"You think?"
"Oh, yeah. I jerked off watching you. That's when I knew for sure that I'm gay."
"Jeremy, I have a lover."
"Yeah."
"We don't cheat on each other."
"Then why is this so hard?" I gave his erection a squeeze for emphasis.
"It's hard because I'm human. That being said, my dick belongs to Stan."
"Does that matter?"
"Possibly, to Stan."
"Yeah?"
I was pulling gently on his erection, as he was mine.
"All right, I'll admit that Stan and I have an agreement. When he's out of town, we expect each other to be discrete, but not necessarily celibate."
"Good, then you can show me how to do it."
"Do what?"
"Have sex with another guy, of course."
"Okay," he said. "Let's go in the house."
We got out of the pool, he handed me one of the towels that had been thrown on the lounge chair next to his, and we toweled ourselves dry.
"What happened to your pubes?" he asked.
"My Cousin Sheila. She likes guys that way."
"Really?"
"Oh, yeah."
I told him about Sheila while he led me inside his house - it was only the second time I had been inside, and I had never been past the kitchen. In the bedroom, he pulled the covers back, lay down on the bed and said, "What are you waiting for, stud?"
I dropped down beside him on the bed, and we began to kiss and do other things. Eventually, he moved around so that we were face to crotch, and we began to sixty-nine. It felt so good - and I'm not referring to the blow-job he was giving me, even though he was ten times better at it than Sheila had been - I found that I loved sucking dick. It was wonderful, and when he shot his load in my mouth, I greedily swallowed every drop.
When we were again face-to-face, he said, "Well?"
"What do you think? I loved every second of it. Now, I want you to fuck me, and then I want to fuck you.... I want it all."
"Are you sure?"
"Are you kidding?"
He rolled over, rummaged around in a drawer in the nightstand and found a condom.
"Stan and I don't use these any more, but you and I will have to - do you understand why?"
"You bet. STDs and all."
"Yeah. There was a time when penicillin would cure anything, but that was before even I was born. Promise me you'll never take any chances by not playing safe."
"I promise."
"One day, you may meet someone and decide you're in love. If and when you do, both of you have got to be tested before you throw away the condoms. And for good measure, do it again six months later."
"I understand."
"Okay. Looks like you're ready for this."
He opened the packet and rolled the condom over my erection.
"The key to making this as painless as possible is to go very slowly at first. Watch my face carefully. If I seem to be uncomfortable, stop and ask. Okay?"
"Okay."
"Now, when I raise my legs in the air, place one of my heels on each of your shoulders."
He raised his legs and I caught his feet, carefully resting his heels on my shoulders.
"Okay, stud. Go for it. But remember, slow and easy. Oops, I almost forgot, take a bit of KY and rub it around and inside my anus. The tube is right there on the night stand within reach."
I took the tube and squeezed a bit of the KY on my index finger, then I carefully inserted my finger and wiggled it around a bit.
"That should do it," he said.
Removing my finger, I replaced it with the tip of my dick, and slowly began to push inside of him, carefully watching his face as I did. Seeing no obvious signs of discomfort, I kept on pushing until I hit bottom.
"Are you okay?"
"Never better," he said. "Now fuck me as hard and fast as you like."
I needed no further encouragement, and began to thrust in and out of his ass rapidly. I'd never felt anything like it - my dick was gripped by a tight ring of flesh, and it felt oh, so good. The difference between what I had felt with my cousin, and what I was feeling now was the difference between night and day. Eventually, I began to fill the condom and, as I did so, I was barely able to contain myself - I wanted to shout with joy.
"Oh, man," I said, when we were again lying face to face on his bed. "That was amazing."
"Ready for round two?"
"Shit, yes."
He retrieved another condom, snugged it down over his erection, and placed the tube of KY where he could reach it. Then he raised my legs and, after a minute's pause, I felt a cold wet finger exploring my nether regions. I jumped a bit.
"Hurt?"
"Cold."
"It'll warm up in a hurry."
And so it did. The finger slipped further inside, eventually finding a spot that made me twitch with pleasure.
"What was that?"
"My finger just met your prostate. I'm going to insert a second finger now."
The finger withdrew for a second. When it returned, it felt larger, but it didn't really hurt.
"You're stretching open nicely. Let's go for three fingers."
I winced a bit at this larger invasion, so he paused.
"Everything all right?"
"Yeah."
"Okay."
I could feel his fingers exploring my anus and then withdraw.
"Let's go for the main event now," he said.
He shifted his position against me slightly, and I felt a momentary pressure, then a bit of pain.
"I know that hurt. When the head forces you open, it usually does. Ready for more?"
I nodded, and the pressure increased. I could actually feel him filling my insides with his shaft. The sensations were coming so hard and fast that I could hardly describe them. Then I felt his body bump against my ass.
"I just hit bottom. How're you doing?"
"Never better."
"All righty then, here we go."
With that, he began to slide his dick in and out of me, slowly at first, but picking up speed as he went. He was watching my face carefully for any sign of discomfort.
"I'm going to do it hard and fast for a minute."
The in and out sensations became a relentless pounding. Every time he hit bottom, a jolt of pleasure shot through me. My face must have reflected the pleasure.
"You like that, don't you?"
"Oh, yeah. Keep it up."
A minute later, he arched his back and a loud groan of pleasure escaped his mouth.
"I think we need a dip in the pool to cool off," Ray said, after he caught his breath.
"Yeah."
We splashed around in the pool for a while, climbed out, and settled down on chaise lounges.
"I don't have to ask you if it was all you hoped it would be, do I?" Ray said.
"It was all I hoped it would be - and much more besides."
"Yeah. I remember my first time - it was like that."
"How old were you?"
"Sixteen."
"Wow! You got an early start. Who was the other guy?"
"My best friend. We learned everything from each other, you might say."
"I have a couple of close friends, but I would never dare suggest doing anything with them."
"You mean when you sleep over, you don't even jerk off together?"
"I guess they're not as close as I think they are, and I was always too scared to suggest anything like that."
"Don't worry. You'll find somebody."
"Meanwhile, I've got you."
"No, kiddo, you don't. Stan has me.... and don't you forget it."
"Are you saying this is it?"
"Probably."
"Probably?" I parroted.
"Stan and I have occasionally joked around about doing a threesome. Let me talk to him tomorrow, and we'll see."
"Now, you're talking."
"Don't get your hopes up."
I got up somewhat reluctantly, pulled on my cut-offs, and went home to mow the yard and trim the hedges for Mom.