Unexpected Sexual Encounter

I was in my junior year of high school when I was made assistant equipment manager for the baseball, football, track, and soccer teams.  I had dated like all high school boys and scored with the girls numerous times, but while I was having sex with them I was thinking  about some of the guys on the sports teams.

I had seen nearly all of them nude at one time or another and casually checked out their personal equipment.  Seeing them nude excited me and secretly, I wanted have sex with them.  After seeing them nude, I would secretly find a private place and while remembering what they looked like nude, I would jerk off.

On one of those occasions, I was a split second from climaxing, when I heard two of the coaches approaching.  To hide all evidence, I shot my load into my hand and to hide it, I quickly ate it, and to my amazement, I really liked it.  After that, every time I jerked off I ate all evidence, and began to wonder if everyone’s tasted the same, and what it would taste like shooting directly into my mouth.

It was half way through my junior year that I celebrated my seventeenth birthday. One of the star football players, Josh Calvert, the son of the local sheriff, had  entered the gym  one afternoon and caught me jerking off.  I tried to hide what I was doing, but he smiled and said, “Hey, Mark, it’s cool. I was coming in here to do the same thing.  All guys do it but some won’t admit it.  Mind if I join you?”

“Be my guest,” I replied, before he said, “You got to promise me you won’t tell anyone what we did.”  We swore to keep it secret.

He opened his jeans and after lowering them and his briefs, he took out his partially hard cock, and began stroking it all while facing me and giving me a perfect view.  My own cock returned to it’s former rock hard condition and I began stroking my own cock.

“Fuck, Mark, watching you jerk your cock is turning me on big time.  I can’t wait to watch you shoot your load,” he said. 

“I want to watch you shoot yours also,” I said.

Seconds later, we both climaxed and shot our huge thick loads out into the urinal.

As we put our deflating cocks away, he said, “You walk home don’t you?”

“Yea, why?” I asked.

“Why don’t you start riding with me. I have to be honest and say that I’ve noticed you doing the same thing I do in the showers.”

I could feel my face turning red when I asked, “And just what would that be?”

“Look, man, I check out the other guys cocks just like you do, and besides, if you ride with me we can jerk off together every day.”

“Fuck, Josh, you’re one of the star players on the team.  Why would you want to hang out with me?”

“Well, we both like doing the same thing, and besides, I like doing it with another guy, and I feel like I can trust you to keep it secret.”

“Well, getting a ride would be great,” I said.

“Great!” he exclaimed.  “Meet me out by my car after practice.”

I said I would and as he left, I looked forward to jerking off with him regularly.

That afternoon and every afternoon after classes, Josh drove us out to an old abandoned park  where we jerked off together. After about two weeks, he totally shocked me when he suggested that we jerk each other off.  

We noticed that on occasions, we would see other men drive further into the park and decided to see what they were doing.  One afternoon, instead of jerking off, we followed a trail to an old restroom and after climbing up on some benches behind the restroom, we peered in through the windows and watched as the men fondled each other, kissed and sucked each others cocks.  On rare occasions, one or two of the guys let others fuck them in the ass.

Of course, while we watched, we were vigorously jerking our own cocks off climaxing two and sometimes three times.  Then one afternoon as we watched one guy suck another, Josh asked, “Mark, can I do that to you?”

“You really want to suck me off?” I asked.

“I’ve done it with my cousin and like it, and I’d like to do it to you, but you have to promise that you keep it secret.”

“I promise and if you want to do it, go for it,” I said.

As he knelt down, he said, “I’ve been wanting to do this since the first time we jerked off together.”

I soon gasped as he took my hard cock in his mouth and began sucking me.  “Oh, fuck, yea,” I said as I rested my hands on the back of his head and slightly began fucking his hot wet mouth.  I heard him moan and soon I told him I was about to shoot my load.  He began sucking me faster, and when my cock exploded in his mouth, he hungrily began swallowing ever volley of my load.

“Well, how was it?” he asked.

“Fuck, Josh, you can do that any time you want.  I loved it.”

“I was hoping you would say that,” he replied.

The next afternoon, as we left the school parking lot, I suggested we go to my place instead.  I told him my dad wouldn’t be home until at least seven and we could be alone and get naked.  He immediately headed for my place.  Little did he know that he was going to be the first guy that I ever sucked off.

Once in my bedroom, we quickly stripped and lay on the bed fondling each other.  After a few minutes, he slid down between my legs and swallowed my cock.  I lovingly placed my hands on the back of his head and began fucking his mouth.  After several minutes I stopped him and said I didn’t want to shoot yet. 

He came back up and lay beside me and as I grasped his cock, I did what we had seen guys in the restroom do.  I leaned over and kissed him offering him my tongue.  He immediately accepted it and offered his, as we were immediately kissing passionately.  

I pulled back and quickly got between his les and got my first taste of cock, which I loved.  I began sucking him and after a few minutes he said he was about to shoot and made me stop.

“Josh, I want it,” I said.

“Oh, you’re going to get it, but lets do each other at the same time.”

He  flipped around and soon we were sucking each other.  I climaxed first and after he had swallowed my load, he said, “I’m about to shoot, Mark.  Get ready.”

A second later, his cock exploded, filling my mouth with his huge thick creamy load of delicious cream.  Hungrily, I swallowed and after he pulled out of my mouth we kissed passionately.

After he pulled out, he asked, “Was that really your first time sucking another guys cock?”

“Yes , it was, but I’ve been eating my own cum for months. But I can guarantee it won’t be the last cock I suck.  How long you been sucking?” 

“I started with my cousin about a year ago. He is eighteen and does it all.  He loves me fucking him in his ass.”

“No shit?” I asked.

“Oh yea,”  he answered.  “Where the guys in the park bend over and take it, Jim loves getting in bed or on the floor on his back and raise his legs so I can go in him.  That way we can kiss while I fuck him, and his ass is better than any pussy I have ever fucked.”

“Do you get fucked?” I asked.

“You bet your hot cock I do, and I want you to fuck me tomorrow.  Dad has to go out of town to a state sheriffs conference and will be gone al weekend.  I was going to ask you if you wanted to come over and spend the weekend.”

“I’ll check with dad, but I don’t think it will be a problem,” I replied.

Sheriff Calvert and my dad had been friends for several years so I knew dad would probably let me stay the weekend with Josh.

Friday at school, Josh said he had asked his dad about me staying over for the weekend and he said it was okay but not to invite anyone else.

Immediately after class we headed for Josh’s place and  soon after arriving, his dad called and said that he had left money on the counter for us to order pizza or go get burgers to eat.  Little did his dad know I was sucking on Josh’s cock while they talked.

Later, as I talked with my dad, Josh was slowly and lovingly sucking on my cock and balls.  It was all I could do to keep from moaning in pleasure while talking to my dad.

Later in the evening, as Josh and I lat in his bed, he kissed me lovingly, then began gently licking his way down my neck to my chest.  Once there, he gently sucked on left nipple then my right.  I immediately realized just how sensitive to stimulation my nipples were.  Then, as he licked his way down to my cock and balls, I couldn’t resist tweaking my own nipples to get the sensations that drove me wild.

Then, I experienced something else that I loved.  After gently sucking on my balls and cock, Josh lifted my legs, and began licking and probing my ass with his hot wet tongue.  Out of control, I moaned loudly at the pleasure he was giving me and couldn’t wait to return the pleasure to him.  Never had I ever dreamed that something like that could feel so awesome and erotic.  

Soon, he returned to laying beside me and after we kissed agin, I began doing the same to him and when I began ‘eating his ass’, as he called it, my own cock grew even harder.

Then, he said something I never expected,

“Mark, please fuck me.  I want to feel your cock buried up my ass, and your load shooting in me.”

“Do what?” I asked, totally stunned.

“I want you to fuck me.  I love having a nice cock up my ass and feel it shoot off in me,” he replied.

“Hell, Josh, if that’s what you want, then I’ll do it.  Just tell me what to do,” I replied.

He gave me a quick kiss, before saying, “Thanks, man.”

He retrieved a tube of lube from his bedside cabinet and lay on his back.  After handing me the tube, he pulled his knees up to his chest and told me to coat my cock with the lube as he inserted some in his hole.

After directing me as to get in position he said, “Start sliding your cock into me.  Go slow until I tell you otherwise.”

Very gently, I began to enter his tight hole and a moment later I felt the head of my cock  enter his cavern.  I continued slowly sliding in when he smiled and said, “Now, go in all the way. Bury your cock in me.”

In one quick move, I slid my cock deep in his hole, with my balls  against his ass cheeks.  

“Oh, fuck, yea. Fuck me like you would a date.”

I began to piston in and out of his hole and I had to admit, it was better than any pussy I had ever fucked.  He pulled my face to his and we kissed as I fucked my first man hole, and loved it.

He had me vary my speed and soon I told him I was getting close. He said he couldn’t wait to feel my cock explode in him and said when it started, go in all the way and hole it there before milking it dry deep in him.

I followed his instructions and had the best climax I had ever experienced.  As my cock exploded deep within him, his own cock suddenly exploded, sending huge thick volleys out onto his stomach.

“That was one of the best fucks I have ever had,” he told me. “You can fuck me anytime you want.”

“Well, I damn sure enjoyed it,” I said, smiling.

“When you pull out, your welcome to lick me clean if you want to.” he told me.

“You better know I want to,” I replied.

I slowly pulled out and after wiping off my cock, I leaned forward and licked Josh clean, devouring every drop of his thick creamy load.

We kissed and cuddled for a while before dozing off to sleep, with me wondering what it was like to get fucked.  I knew I had to find out.

At some point early the next morning I awoke to find Josh sucking on my rock hard cock.  When he noticed that I was awake, he said, “I hope you don’t mind.”

“Not at all,” I replied, but when you get through, I want you to take my cherry and fuck me.”

“I would love that,” he replied.

Before long I climaxed, filling his mouth with my thick cum load.  Then, without swallowing, he leaned forward and kissed me, sharing the thick nectar with me, and it was awesome.  

As out lips parted, I said, “Fuck me Josh.  I want to see what it’s like.”

“The main thing for you to remember is to relax.  Don’t tense up or it will hurt more.”

I said I understood and he soon had his cock and my hole well lubed.  With me on my back and legs raised, I felt him place the head of his rock hard cock against my hole.  Then, ever so gently, he began to press forward.  As his cock began its entry, I felt the pain grow.  I took a deep breath and relaxed.

Seconds later, the head popped in and I let out a gasp.  He kissed me and said, “The worst part is over.”

Slowly, he began to piston in and out of my virgin ass.  It was hurting some but I could tell by the pain easing up, that I was adjusting to having him in my ass.  Moments later he said he was all in.  I reached back and realized I had every inch of his cock buried in my hole.

Looking into his eyes, we kissed then I said, “Fuck me and give me that load.  I want to feel it shoot in me.”

Josh took his time and before long he began to fuck me faster.  After a hot wet tongue kiss, he said, “Mark, I’m getting close.”

“Shoot it, Josh.  Fill me up.”  

Suddenly he cried out and buried his cock in me and held it there.  I could feel it swell and explode as he collapsed on my chest.  Once he caught his breath, he pulled out then lifted my legs and sucked his own load out of me. 

After sharing it with me he smiled and asked, “Well, what did you think?”

“It was awesome and you can do it whenever you want,” I said, then asked,  “When did you first get fucked?”

“Like I said, I started sucking cock with my cousin then after a few weeks my brother came to my room and told me that my cousin told him we were sucking each other.  I was scared he would tell dad but he said that he also sucked our cousin an said he wanted sex with me.  He’s away at college now but when we talk he tells me about the cock he sucks and takes up his ass.’

Josh and I had sex for the rest of the school year and through the summer, with he and I spending a lot of time at their lake house quite often during the summer.

Then we started out senior year and after a few weeks, Josh said he had a surprise for me. I questioned him and he said I would have to wait and see. 

Then, one weekend when his dad was out of town for a conference, he asked if I was ready for my surprise.  I said yes, but he refused to tell me what it was.  He just said I would find out over the weekend.

We arrived at the lake house Friday afternoon, and immediately stripped naked.  The house and property were in the center of a clearing and completely hidden from all other houses.  We were able to enjoy the outdoors totally nude and not worry about being seen.

Saturday morning, as we prepared a simple breakfast, I heard a car drive up.  I mentioned it to Josh, saying that we needed to put something on.

Smiling, he said, “No we don’t.  That’s your surprise arriving.”

Seconds later, Clay Turner stepped into the room, smiled and said, “What a beautiful sight you two are.”  Immediately, he began removing the few clothes he had on.

Clay had graduated the year before and had been the captain of the football team and our star quarterback.  He had been  given a full scholarship to the local university and was now the star of the team.  I had trouble believing tat he was into sex with other males.

Once he was naked his long, beautiful uncut cock began to steadily stiffen.  Stepping over to us he tongue kissed Josh then turned to me and did the same.  After the kiss, he looked at me and said, “After Josh told me about you and how hot you are, I’ve been looking forward to having sex with the two of you.”

Clay was only nineteen but looked older.  He stood six-three and weighed close to two-ten.  He was extremely muscular and had a nice patch of dark brown hair on his chest and when fully hard his uncut cock was a beautiful eight inched in length.

He joined us for breakfast and afterward said he wanted desert.  As Josh and I sat on a bench on the porch, Clay got on his knees and sucked us both off, devouring both of our loads.  I had to taste his uncut cock and insisted that he feed it to me, which he did and his load was huge and sweet.

Afterward, we sat on the porch and talked and I asked him when and how he got started.  He reminded us that his dad owned a construction company in town.  He said that his cousin was visiting the summer before his junior year of high school, and suggested that they jerk off together.  While they were jerking each other his dad walked in and caught them.  He said his dad smiled and said it was cool and that all guys did it and stripped and joined in.

Laughing, I said, “I just can’t picture my dad saying something like that then joining in.  What was it like watching your own dad jerk off?”

“Hot as hell.” Clay replied.  “And after that, dad and I jerked off together a couple times a week, sometimes jerking each other off.”

“Mother fuck!” I exclaimed.  “Does he know you suck cock?”

“Please keep it just between us, but he and I suck each other a couple times a week.”

“Holy shit!” I said.  “You and your dad? How the fuck did that start?”

“We were jerking each other one night when he started talking about people giving sexual pleasure to each other.  He said if a man and woman could do it then why couldn’t  a woman sexually satisfy another woman and a man sexually satisfy another male.  I said that it seemed only fair to me and he asked me if he could do something to sexually satisfy me.  I said sure, and the next thing I knew he was sucking my cock and I  was loving it. He got me off and swallowed and the next thing I knew I was sucking him off.  It became a normal thing for he and I to do when together.”

“Fucking unbelievable,” I replied.  “The idea of a dad and son sucking each other off sounds so fucking awesome.” 

“Hell, my dad and I even fuck each other,” Clay added.

“Damn, I’d just like to see my dad with a boner,” I replied.  “I’ve seen him naked and it looked nice, but I’d love to see it hard.”

“Would you suck it if you could?” Clay asked.

“Fuck yea,” I said.  “We all need to get our rocks off,” I added, laughing.

I noticed Clay and Josh glance at each other and smile, but I didn’t think anything of it.

The subject changed to Clay saying he wanted to get double fucked by Josh and I and I thought it would be exciting.  I couldn’t believe that someone could take two cocks in their ass at the same time.

Clay had me lay with my ass near the edge of the bed.  Once I was good and hard, he sat on my cock, facing me.  Then, leaning forward, he had Josh lube his cock good then step up and shove it in his ass with mine.  As Josh went into Clay’s ass, Clay and I kissed passionately.

Josh began to work in and out, rubbing the underside of his cock against mine and it was turning me on. Clay was moaning in pleasure as we kissed.  It wasn’t long before I told Josh that I was close to shooting my load.  He said he was approaching the point of no return himself.

A minute later he cried out and said, “Oh shit, I’m cumming.”

“So am I,” I cried out, as both our cocks exploded.

As our loads filled Clay’s ass, he exclaimed at how much he loved feeling two cock shoot in his ass at the same time, and he wanted it again the following day.

Josh and I then took turns sucking Clay to a climax and sharing his huge thick load.

The next morning, we again double fucked Clay and he said it was just as awesome as the night before.  The rest of the weekend was mainly just taking turns sucking each other dry, and some single fucking.

Then, on Tuesday, Josh called and said he had some news for me and would be by to pick me up in ten minutes.  When he arrived I asked him what news was so important.

“Have you ever been to Miller Park, out on the west side of town?” Josh asked when he picked me up.

“No, why?” I asked.

“I was talking to a friend of mine that is into cock like us and he said that the restroom there has a glory hole and guys are their quite often to get sucked off.  He said most are married guys and horny as hell.  You don’t know who your sucking.  Let’s go check it out.”

“I’m game,” I said.  “Let’s go.”

We headed out and about forty-five minutes later we pulled into Miller Park.   There were families at the play ground but Josh pulled around the roadway toward the restrooms on the far side of the park.  We noticed several cars parked there and a couple of men sitting at two different tables nearby.

Josh said he wanted to go in first and see if anything was going on.  After several minutes he returned with a big smile on his face.

Walking up to me he said, “Hey, man, you gotta go in and go in the first stall.  The guy in the stall next to it has an awesome cock. We sucked on each other and he is awesome.”

I smiled and headed in to check things out. I was excited about the thought of sucking an anonymous cock and also about being sucked by a total stranger.

I entered and went into the stall, dropped my jeans to the floor and nervously sat down. I slowly leaned toward the hole and immediately saw the man leaning back stroking a huge thick hard cock.  I couldn’t see his face but he seemed to have a nice build.

I leaned back and began stroking my cock and saw his shadow on the floor lean forward and toward the hole.  A moment later, he placed his open mouth to the hole and I knew what he wanted.

Standing, I turned and slipped my hard cock through the hole and immediately he swallowed it and began sucking me.  It was obvious that he knew what he was doing.  After several moments, I pulled back and put my open mouth up to the hole.  

Almost instantly, I felt his cock coming through the hole and entering my mouth.  The head was large and it tasted delicious.  It was the first time I had sucked a grown man and I was loving it.  After a few moments, he pulled back and immediately slipped a note through the hole.

After unfolding the paper I began reading.

 ‘I love your cock.  I would love to suck it dry and taste your cream.  I’d love to feel you in my ass.  If you have some time, I have a place to go and will take you home afterward.  Have you ever been with an older man?’

I wrote back and said, ‘I’ve only been with two of my buds and they are close to my age but I love the idea of an older man maybe showing me something new.  I came with my friend but I could go with you for an hour or so.  I’d like to see what it’s like with an older more experienced man. Is that okay?’

He said it was perfect and for me to let him leave first then follow him out.  I did as instructed, and when I stepped out of the restroom there stood my dad, smiling.

I froze, not knowing what to do.  Josh was nowhere to be found.

Dad looked at me and said, “Mark, son, it’s cool.  Everything is okay and I think I owe you an explanation.”

“What the fuck is going on?” I spat out.

He began telling me that he had been into guys since his high school days and had regular sex with Sheriff Calvert, Ray, as he called him and with Ray Turner, Josh’s dad.  He said that they do it in private and totally enjoy it.

“But, son, I have a confession to make ad I hope you won’t get pissed with me,” he said as he began guiding me to the car.

“What is your confession?” I asked.

“It was all a set up when Josh caught you jerking off that first time.  I put him up to it to see if you might be interested in men.  When things really began to develop between you and Josh, he was the one that suggested that Clay join you two and mention that he even had sex with his dad. Mark, I’ve wanted sex with you for over a year, but I was afraid to suggest anything.”

“What all do you do?” I asked.

“You name it,” he said as we climbed into his car in the parking lot.

Once the door was closed and we were totally alone, he continued by saying, “I suck cock, eat ass, fuck ass, get fucked, drink piss and I love kissing.  Now that you know all that, do you hate me?”

“Hey, you’re my dad.  Regardless of what you do, I could never hate you, but I do have one question?”

“Ask anything you want,” he told me.

“Can we go home and get in our bed and finish what we started in the restroom?”

“You better believe we can,” he said with a big smile on his face.  
Seconds later, we were speeding home to get in dads bed and have sex.

Dad and I had talked and I found out a lot more about his sexual activities.

“Mark, I’ve been into both men an d women since my late teens.  I started while visiting my cousin one summer.  We were daring each other to do different things  and he dared me to suck him off.  I did but I got even.  I dared him to let me fuck him in the ass.  He agreed and we had sex all summer.”

“I continued with men because I totally enjoyed sex with another male.  Then, after moving here, I met Ray Calvert, but he wasn’t the sheriff then.  We met at an old park and sex became a regular thing between us.  Then one day we met Jake Turner and the three of us became extremely close.  We were all single dads that loved sex with another male.  We spent many times together when we could get sitters.”

“Then after Ray was elected sheriff, he had to be super discreet.  Because of that, we didn’t get together as often as we had been.  Josh and Clay were good friends but had no idea that their fathers were having sex together.  Then one Saturday, Ray went home unexpectedly, and caught the boys in bed together engaged in a sixty-nine.  That weekend both dads had talks with their sons and the five of us soon started playing.”

“I expressed my desire to have you enjoying our times together and Josh said he thought you might be interested by the way you checked out guys in the showers.  The day he walked in on you and joined in was all planned and the rest is history.”

Looking at dad, I smiled and said, “I’m glad things worked out the way they did.  Now I think it’s time for us to make up for some lost time.”

We had sex all weekend and having a hot sixty-nine with my own father was almost as good and feeling his cock shooting it’s load in my ass.  Our sexual activities brought dad and I closer than I thought possible.

He insisted that I start sharing his bed with him nightly and I was glad to oblige.  On Sunday evening, he called Sheriff Calvert and Jake Turner, and set things up for the three dads and sons to get together the following weekend for some sexual play and both men were in agreement.

All week, as soon as dad got in from work, we made love, sometimes in a sixty-nine  and sometimes lovingly fucking each other.  But I was really looking forward to having sex with the others and having my dad watch.

The weekend arrived, and Friday afternoon, dad and I headed out to meet the others at the sheriff’s lake house.  Josh and his dad were already there, and when we arrived, they greeted us totally naked.  After hello hugs and kisses, dad and I stripped  and being nude with three others was extremely hot.  I wanted to suck Ray’s big thick cock, but I didn’t want to appear greedy.

About half hour later Clay and his dad, Jake, arrived and quickly disrobed. After a short while of conversation, Ray, spoke up and said, “Jim, I want to get a taste of your boy’s equipment.”   Jake then spoke up and said, “I’m next.”  

A second later, the sheriff was hungrily sucking my hard throbbing cock as I sucked Jake, Clay’s dad.  I glanced over and dad was alternating between sucking Josh and Clay.

As Jake climaxed and fed me his load, I climaxed and fed the sheriff.  Moments later Josh and Clay fed my dad.  Josh, Ray, Clay, and Jake all wanted to watch me suck my dad dry and I was glad to do it for them.  As dad fed me his huge thick load, everyone welcomed me to the ‘club’ as they called themselves.

Before the weekend was over, everyone had been sucked and fucked by each of the others  I was especially turned on by fucking the county sheriff in his hot ass.  I told him my dream was to fuck him while he was on duty and in uniform.  He said I would get my chance.

A week later as I was returning home from visiting Clay and his dad, I suddenly noticed red and blue’s flashing behind me.  Immediately, I pulled to the side of the road.  Next thing I knew, Sheriff Calvert was standing nest to my car door.

“Mark, you do realize that you were speeding, don’t you?” he asked.

“I didn’t think I was, sir,” I replied.

“Well, you were. I think you better follow me.”

I did and a moment later he turned off onto a small hard to see side road and soon stopped. He got out of his patrol car and had me get out also.

“Drop those jeans, boy,” he said sternly.

I did as instructed, knowing I wasn’t in any trouble.  It was just his way.  Once my jeans were around my ankles, he dropped and began sucking my rising cock. Moments later he stood, removed his gun belt, and after laying it on the hood of his car, he dropped his pants, smiled and said, “Fuck the hell out of me, son, and don’t be gentle.”

I did as instructed with him telling me to be rougher.  Soon, my cock exploded and filled his ass with my load.  As we both pulled our pants up he smiled and said, “Your dad was right. You did give me the fucking of a lifetime.  I loved it, Mark.”  He pulled me to him and kissed me passionately.

Almost every weekend, Clay, Josh, and I, along with our dads got together for a six man orgy.  We all did each other and our dads loved watching us boys have a three way and we loved watching our dads suck fuck and get fucked.  I cracked everyone up one day after fucking the sheriff when I said, “You remember the song ‘I shot the sheriff?  Well, I can say I fucked the sheriff.” Everyone had a laugh.