First Time

Helpless for the Summer – Chapter 2

Boy/Woman Sex, Caliboy1991, First Time, Incest, Parent and Child, Straight, Tweens |

Helpless for the Summer – Chapter 2
By
Caliboy1991

Karen

The most stressful day of my life was when I found out I was pregnant at fifteen. Thirteen years ago. This was the second most stressful day of my life. My son, Kelly, is my moon and stars. And he gave me the scare of my life. He was racing his bike down the country road in front of our house when he hit a pothole and went flying off his bike. He tried to stop himself from hitting the ground too hard and ended up breaking both of his wrists.

I called his pediatrician, Dr. Peters, who was able to get us in right away. If we lived in a larger city, I’m not sure that would have happened. Thank God for country doctors. Anyway, the doctor x-rayed Kel and discovered that he’d fractured both wrists. My baby would have to wear wrist braces for six weeks.

Dr. Peters was direct and honest about Kel’s situation. It was going to be bad. My baby wouldn’t be able to do anything for himself for first six weeks of summer. That meant I’d have to spoon-feed him three times a day, help him with going to the bathroom, and even give him baths.

So, what’s a girl to do? The first thing was to go by Wally-world and pick up some diapers for my little man. But heaven help me, I’d forgotten how expensive they were. My job as a teacher’s aide at the local elementary school doesn’t pay much, but between public assistance and a housing voucher, we get by. A month’s supply of big boy diapers was going to put a real dent in our summer budget. Across the aisle from the disposable diapers, I saw some old-style cloth diapers, and I remembered I had never thrown out or given away the cloth diapers I’d used when Kelly was a toddler. I decided to pick up a single package of disposables and then see what I had available at the house.

When we got home, Kelly laid down for a bit while I climbed into the attic. I went through three boxes of baby clothes before I found a stack of cloth diapers. There must have been twenty or more thick white square towels that I’d folded up and wrapped around my baby when he was little. I picked one up and eyeballed it. Not really knowing what I was doing, I’d bought them larger than I’d needed to more than a decade ago and folded them down to his size. I might not have to fold it as many times as I had when he was two or three, but my little boy could still wear them, and that would save a lot of money this summer. Setting the towels aside, I also found baby powder, safety pins and a box of wipes I had never opened.

Even though I knew I would do lots of laundry, I felt better knowing I’d been down this road before and felt as though I could handle it again. After all, it would only be for a few weeks. After hauling all the stuff I’d need out of the attic and into my room, I fixed spaghetti and meat sauce, one of Kelly’s favorite meals, before going into his room and waking him up.

Imagine my surprise to find the front of my son’s shorts already wet. I hustled him into the bathroom and then undressed him, which had to be humiliating. After all, Kelly was just a couple of months short of his thirteenth birthday and already about three inches taller than me. And I’m the one who has to change his diapers! He was so embarrassed.

He sat down and finished what he’d started in his underwear. I figured the pain medication had to be affecting his bladder control when asleep. If that were the case, the next few weeks would be torture, changing wet diapers every morning or after naps.

I got the shock of my life after wiping the urine from around his groin. His penis sprang to life. I think the last time I have seen Kelly erect was when he was a toddler and I was still potty training him. What a difference a decade makes. Kelly was about halfway between four and five inches when erect. Seeing the long nail of flesh pointing into the air made my stomach flutter and left me feeling confused. Living in a small town, and staying away from the bars, I hadn’t been with a man since I got knocked up and pregnant with Kelly. It really had been too long since I saw my last erection.

I looked away and told my son to step into the pull-up. Maybe if I didn’t make anything out of this, Kelly wouldn’t either. It was embarrassing enough for the both of us. “Come on. Step into it and we’ll be finished in a jiffy.”

Kelly tried to hide his erection behind his wrists. The pleading look he sent my way left no doubt he still wasn’t sold on wearing the pull-ups. But what choice was there, if he had already peed on himself when he took a nap?

I swear, his erection quivered, hardly hidden behind his wrists. Ignoring the fluttering in my stomach, I repeated, “Come on, Kel. Step into the diaper and let’s get you dressed.”

Finally, he responded by stepping into the legs. I pulled the pull-ups up his legs and ignored the fleshy pole protruding from his groin. Until the waistband smacked it. “Ouch!”

I felt about two inches high when I realized I’d hurt Kelly’s penis. I grumbled, “Oh, shit!”

I didn’t know what to do. Panicking, I pulled the elastic band away from his skin and then, as gingerly as possible, pushed Kelly’s erection back inside the pull-up; I felt surprised at the warmth and steely softness of his skin. I was awash in self-doubt and shame as I stood and said, “Sorry about that, baby. Let’s go eat.”

Dinner proved to be a challenge. Spaghetti is the wrong first meal to spoon-feed someone else. I should have picked mashed potatoes. Anything but spaghetti. I twirled the noodles around a fork and had to feed Kelly every bite. I was uncomfortable with Kelly’s handicap. But he was embarrassed beyond words. We spent the entire meal with him sporting crimson cheeks even as he took every bite offered. I guess it was one of those things where his needs outweighed his shame.

After dinner, I let him join me in the living room where we watched one of my TV shows. He was almost asleep when I finally rousted him to bed. Usually, Kelly would be the last person to crawl onto the couch next to his momma and watch TV. But if the day had been tough for me, how much worse had it been for him? His wrists lay by his side and his head propped against my shoulder. I couldn’t help but study my son for the first time in I don’t know how long. Kelly was a boy of contrasts. Even though he was only a couple of months shy of turning thirteen, he still loved playing with his GI Joes, even though he had passed me by height-wise earlier in the year. His face had never had much baby fat, always being a bit angular. But it was more so now, not unlike a teenager’s.

I nudged him awake at the end of the show, “Time for bed, baby.”

“Alright.” His voice was clear and unbroken. He didn’t sing often, but when he did, he could melt my heart with his soprano voice. I knew the day was coming when that delightful voice would break, and it would fall in pitch. Part of me hoped that time was a long time coming.

I followed Kelly into his bedroom and helped him undress, pulling off a pair of shorts. When he refused anything but the pull-up, it was just another reminder of how close he was to leaving childhood behind. I visited with him for a bit before tucking him into bed. Before leaving for my bedroom, I gave him a kiss on the cheek, “Good night, Kel.”

When I turned off the light, he replied, “Good night, Mom.”

Once in my bedroom, I undressed, replacing the torture device called my bra with a loose fitting tank-top I got from school where I work. I was emotionally exhausted; All I wanted was to crawl into bed and pretend the day hadn’t happened. I guess Kelly wasn’t the only one who had given up on pajamas—at least tonight.

Once under the bed covers, I couldn’t shut my mind off. It was still spinning a mile-a-minute. Even though I thought I’d done well ignoring certain things when I put Kelly in a pull-up, I had only delayed thinking about it. Now, with the light off and the house quiet, my mind wouldn’t turn loose of the smooth tube of flesh poking out from Kelly’s middle. Maybe if I hadn’t wiped the urine from his penis, Kelly wouldn’t have become erect.

But he had, and putting his penis from my memory was proving difficult. Kelly is tall for his age and I guess that makes his penis look small on his growing frame. I barely knew his father when he was Kelly’s age to know how my son compared. And his dad hadn’t been in the picture since making his little contribution, leaving me to raise my son alone. Still, as I closed my eyes and tried to sleep, I recalled a memory from my childhood.

I had been eleven. My older brother and his friends were going to the movies, and I wanted to go too. At first Jules told me there was no way I could go. But I was persistent and wore him down until he threw up his hands in frustration and said, “Fine, Karen. You can go. But only on one condition. You’ve gotta show us your pussy.”

I’m sure he thought I’d be too embarrassed to do what he wanted, or to tell our parents. And truth be told, I nearly refused. But I had an epiphany. I said, “Fine, but only if you boys show me your dicks.”

Growing up with an older brother, I knew the lingo. After all, Jules had a bit of a potty mouth. When I countered my older brother’s demand, I wasn’t sure what would happen. Would he refuse or tell me to forget it and let me come along anyway? At fourteen, my older brother was the oldest of his little clique of friends. Paul and Thomas were both twelve and followed my brother around like little puppies.

“Fine,” Jules said with a smirk, “You go first.”

I really wanted to hang out with them, so I dropped my shorts and panties and exposed my hairless slit. My brother shrugged and unfastened his belt and pulled the front of his pants down until his penis popped out. He was soft, perhaps three inches, although it was hard to tell because a thick bush of hair partially hid it. Paul went next. He was staring at my slit when he pulled his shorts down.

I gasped when his penis appeared. It sprang from his underwear, coming to attention, pointing toward the sky. He was somewhere between five and six inches long. Unlike my brother’s bush, Paul only had a smattering of pubes, leaving his erection fully exposed. My brother may not have reacted to my slit, but Paul’s erection made Jules’ penis spring to life. Fully erect, my brother was almost six inches. Last to go was the shortest, Thomas. He was a few inches below five feet tall. When he yanked his pants down, he was just as hard as Paul and Jules. But he was smaller. Not quite five inches long with a few stray strands of hair over his shaft.

My baby was older than two of those three boys from my childhood. I couldn’t help but remember how smooth Kelly was when I pulled his wet underwear down. Apart from the near-microscopic baby hairs he’d always had, there had been no other hair around his groin. Not a one.

Kelly had been just as erect as Jules and his friends had been all those years ago. His erection had been smaller than even the youngest of those boys from my childhood. I rolled over in my bed, pushing my sheets aside. As a mother, even though I would never talk about it, I’ve always hoped Kelly would be well endowed. What mother doesn’t want that for her son? But for now, at least, Kelly wasn’t.

It was a long time before I fell asleep. My mind kept replaying that moment after I cleaned him when Kelly’s penis swelled and became erect.

Copyright 2021 – Caliboy1991
All rights reserved

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Helpless for the Summer – Chapter 2 Read More »

Helpless for the Summer – Chapter 1

Boy/Woman Sex, Caliboy1991, First Time, Incest, Parent and Child, Straight, Tweens |

Helpless for the Summer – Chapter 1
By
Caliboy1991

Kelly

The doctor’s eyes stared at the back-lit x-ray image of my wrists and said, “Would you like the good news or bad news first?”

Leaning back against the uncomfortable reclining chair in the sterile exam room, I rested my head on my mom’s shoulder, tears streaking down my face. My wrists were in such pain I forgot I was twelve-year-old and that big boys don’t let their moms see them cry.  

I glanced up at my mom. She brushed a lock of brown hair from her face, clearly worried about me. She said, “How about the good news.”

The doctor pointed at the bones on the screen, “We’re not going to have to reset any broken bones. And that means that Kelly won’t have to spend the entire summer in a plaster cast.”

My effort to smile through the tears brought even more as the sharp pain shot through me from both wrists. My smile looked like a grimace. “W-, what about the bad?”

Doctor Peters had been my pediatrician my entire life. In the past, he’d always had a great sense of humor, and I hoped against hope the bad wouldn’t really be very bad.

He pointed at the image of one of my wrists. There was a line across the bone. “This is a hairline fracture. You’ll notice it on both wrists. When you fell off your bike and used your hands to brace your fall, as you can see, you broke both wrists. Luckily, your bones remained aligned. That means we don’t have to reset the bone or use a plaster cast.”

He opened a drawer and retrieved a couple of black wrist braces. “To give the bones time to heal, they still need to be immobilized. That’s why you’ll need to wear these braces for the next six weeks. But after that, you’ll be back to riding your bike and enjoying the rest of your summer. So, the bad news isn’t really all that bad.”

Despite the doctor’s soft and delicate touch, it still hurt when he put the braces on my wrists. He velcroed the brace over my right wrist and I tried wiggling my fingers. But if they moved, I couldn’t sense any movement through the incredible pain.

“Take it easy, Kelly. There’s a lot of bruising. That’ll keep your fingers from moving much for a while. But give it a week or so, and the swelling should be down enough for you to get a little bit of motion back in your fingers. Find a good book to read because your Gameboy is going to be next to impossible to play for a few weeks.”

Then he patted me on the head and turned to my mom, “Miss Jackson, a word, please.”

It irritated me Dr. Peters had patted me on my head. After all, I’d be thirteen around the time the braces could come off. Those thoughts flew from my mind when he and my mom stepped over to the door and lowered their voices. I had to strain to hear them.

“You still work over at Austin Elementary, Karen? You off for the summer?”

“Yeah.”

“Kelly’s going to be out of commission for a while. It’s good you’ll be able to take care of him while he’s recovering. Those splints need to stay on all the time, at least through the Fourth of July. Even when he’s sleeping.”

“All the time?” My mom’s voice was sharp, like she was surprised.

Dr. Peters glanced toward the x-ray, “I guess it’ll be okay if they come off when you give him a bath, but yeah, otherwise, all the time.”

Mom’s voice was low, but I still heard every word, “I haven’t given Kel a bath since he started grade school.”

Dr. Peters gave an apologetic smile, “I bet you haven’t spoon-fed him since he was a toddler either. But Kelly cannot dress or feed himself for a while. He’ll also need your help to go to the bathroom and with bathing too.”

Mom glanced at me and gave me a pensive smile. Then Dr. Peters lowered the boom, “You ought to swing by Walmart on the way home. You’ll need to pick up to pull-ups. Kelly’s going to need them.”

He picked up a clipboard and scribbled something on a sheet of paper, “Take this by the pharmacy. This’ll help with his pain.”

After propping the door open, he smiled at me apologetically. “Sorry about your summer, Kelly. We’ll see you in about six weeks.”

My summer was ruined.

***

I was in too much pain to think about everything Mom and Dr. Peters had talked about. By the time we dropped off the script at the pharmacy and were walking the aisles at Walmart, it came back to me why we were looking at diapers. I was about to turn around when I saw Mom’s face getting longer and longer.

“Mom, what’s wrong?”

Morosely, she shook her head, “It’s been so long since I’ve needed to buy diapers, I’d forgotten how expensive they are.”

I looked at where she pointed her finger. The sticker on the shelf announced the price on the diapers was almost ten dollars. And that’s before tax. It was only for a package of a dozen. Even I knew that was expensive. The thing was, things have always been tight financially, as far back as I can remember. Mom was a teacher’s aide, and that didn’t pay much. Even though Mom tried to hide it, I knew why she made all those trips to the public assistance office. I’d never complained, after all, she got all the same holidays I did and that meant she has always been there for me.

For a moment, I forgot about the mortification of wearing diapers, “Ten bucks? That’s a lot of money. What’d you do when I was a baby?”

Mom picked up the box and looked at the back. “I used cloth diapers, kiddo. And did lots of laundry. As a matter of fact, I think I still have some of your things from when you were little. I’ll look into that when we get home.”

I wanted to crawl into a hole and pull it in on me. Big boy pull-ups and cloth diapers? I only thought my summer was ruined before. Now, it surely was. But seeing the look on Mom’s face, I blinked back the tears threatening to spill onto my cheeks, “Maybe we won’t need any of these things, Mom. Why can’t I try to keep things normal?”

She gave me one of those ‘we’ll see’ looks as she said, “I don’t know, Kel. Just to be on the safe side, we’ll get one package of these. But we’ll try it your way first. How does that sound?”

I returned the skeptical look. “I dunno, Mom. It’s a lot of money.”

Mom stuff the bag of pull-ups under her arm, “I think we can swing a package of twelve. If you decide to go to Timmy’s birthday next week, you might want some pullups. That way you can go without anyone needing to help.”

***

By the time Mom stopped at Sonic to order some ice cream, I had pushed aside any thoughts about how difficult my life was about to become. That was until Mom had to put the soft-serve on a spoon and feed it to me. What could I do? My hands were worse than useless. Until they’re gone, you don’t realize how much you do with your hands. Or, as was my case, out of action until the middle of the summer.

If mom had to help me every meal, that would be a lot of meals. My mind did the math; three times seven. That’s twenty-one meals per week. Times five if I get them off by the Fourth of July. That’s over a hundred meals Mom would have to spoon-feed me.

My mood turned even darker as we drove home. I realized Mom was going to have to get me dressed at least thirty-five times until the braces could come off. This was going to royally suck. Then I thought about how many times a day I had to go pee. That was four or five times a day. Holy crap, that’s like a hundred-twenty times! God, no wonder Mom wanted to get some diapers.

I was nearly in tears by the time we got home. Even if I only got a bath twice a week, that would be at least ten times she would have to undress and bathe me. I don’t know who felt worse when we got home. Me or Mom. It had to be a close thing.

By the time I walked in our front door, the medicine Dr. Peters had prescribed kicked in and my wrists weren’t hurting as much.

Our home wasn’t much to look at. We’d rented it when Mom started working for the school. It was an old farmhouse, at least a hundred years old. It was the last house on an old gravel road with a couple of other weathered houses and some cornfields. Still, it was home. After all, it was all I knew. In the spring or fall, I loved sitting next to my mom on the old swing hanging from the roof of the covered porch.

The living room was a mess. I had scattered my action figures across the floor. I felt awful about it when I saw them. Mom had told me before I went bike riding to clean my stuff up. Now, I couldn’t. Instead, I just followed Mom through the living room and through a formal dining room we seldom used and into the kitchen at the back of the house.

Mom glanced at me, “You want any more ice cream?”

I fought back an enormous yawn and wondered what was in the meds we had picked up from the pharmacy. I was dead on my feet, “No. I’m gonna lay down for a bit.”

My room was at the front of the house, just off the living room. But you could get to it by going through my mom’s bedroom and down a narrow hallway, off of which was our bathroom. It wasn’t much. I was too embarrassed to let my friends see it. But back when it was built in the first part of the twentieth century, I’m sure it was an enormous improvement over log houses and outhouses, or hauling water from a well.

I fell into my bed fully clothed and was out of it before Mom turned on the A/C window unit.

***

I was warm, floating on a bed of air when something reached from the sky, striking my shoulder. It didn’t hurt as much as I expected. Then it happened again.

My eyes fluttered open, realization flooding into me. I had been dreaming. Mom tapped my shoulder, “Hey baby, let’s wake up. Dinner’s ready.”

Two things assaulted my senses. The first was the incredible pain in my wrists. They felt as though they were on fire. Wave after wave of pain washed over me. Whatever meds Mom had given me had worn off, and reflexively I curled into a fetal position.

That’s when the second thing assaulted my senses. My lap was wet. Just as quickly as I had curled into a ball, I scampered out of bed and looked down. There was a dark spot slowly spreading from the zipper. I had felt nothing in my sleep, but now I was awake and my bladder wasted no time in letting me know it was full and overflowing.

As if my day could get any worse, Mom saw it too. She said, “Ah, let’s get you into the bathroom, quick.”

She ran her arm around my back and guided me toward our shared bathroom as tears overwhelmed me. I had pissed myself and felt utterly humiliated. She took me over to the toilet and turned me around, facing her as she knelt before me. With quick fingers, she unbuttoned and unzipped me. As tears flowed down my cheeks, she tugged my shorts down, revealing the yellow stain spreading across the front of my tighty-whities.

She glanced at my face, “I’m sorry, baby.”

Then she pulled my underwear down. I had leaked a little, having stopped when I awoke, otherwise, Mom might have gotten a bit of a shower. I don’t think I could have handled that shame. Still, my shame was almost overwhelming. Despite being taller than average for my age, part of me hadn’t caught up with the rest of me. My penis, cold from the urine soaking the front of my underwear, hug soft between my legs. It hadn’t caught up with the rest of me. I was a good three inches taller than Mom’s five feet, but down below, I still looked like a little kid, without even a hint of pubic hair. And now my mom had seen me in all my pathetic shame.

She didn’t waste any time, gently pushing me onto the toilet, “Oh, jeez, Kel. I’m so sorry. Go ahead and finish and we’ll get you changed.”

With Mom standing in front of me, my shy bladder refused to finish what it had started. After a moment of deep concern, she turned and said, “I’ll be back in a moment, sweetheart. We’ll get you cleaned up.”

Alone in the bathroom, my bladder opened up, and I felt relief wash over me, despite the torrent of tears. By the time I glimpsed Mom by the door, I was finished. Whether it was from the hellish pain radiating from my wrists or from the complete shame I felt, I sobbed when I saw the pullup in Mom’s hand. “N-, no! N-, not that!”

She returned and knelt before me, “Hey baby, It’s okay. The meds probably made you too groggy to realize you needed to go. Let’s get you cleaned up.”

Then, to make the situation worse, she grabbed a washcloth and ran it under the sink until it was soaked in warm water. She said, “Stand up, baby. We’ll have you cleaned in no time.”

Once I was on my feet, Mom rubbed the warm, wet washrag over my junk, wiping the piss away. I’ve never felt anything like that before. Sure, I was almost thirteen and have been jacking off since before I was twelve. But the electrical shock of her hand, even through the wet rag on my flaccid penis, ran through my body. It also had an unfortunate side effect. No sooner had Mom taken the washrag away than my penis stirred. In a few heartbeats, my two flaccid inches stretched and grew until I was four and a half inches.

My wrists, enclosed in their black braces, flew to my crotch, too late for Mom to not see what I’m certain she didn’t want to see. How could it possibly get any worse? One thing I’d learned over the past few months in PE is that I was lagging behind the other boys in the seventh grade. Of course, with a July birthday, I was one of the youngest boys in my class and I guess that’s to be expected. But I was the only kid to not have even a little bit of hair downstairs. I’d even caught a couple of guys jacking off in the shower a few times. Those boys had easily sported five inches below a bush of pubes. I didn’t look much like those older boys aside from the fact we were all circumcised. I was shorter and lacked even a hint of pubic hair.

Mom had seen my penis. Worse yet, she had touched it with a washcloth and I had gotten hard. I was terribly embarrassed. Nothing was going to make this experience good. But at that moment, I wished I was more like those other boys in my PE class. I wished I was bigger, longer and had hair. At least then Mom would know I wasn’t still a little kid.

But Mom ignored my boner. She just held the pullup at my feet, “Come on. Step into it and we’ll be finished in a jiffy.”

I didn’t want to wear the diaper. They were for babies and I was almost thirteen. I sure didn’t want Mom seeing my little dick. God, what would she think of me? I must have dawdled. There was a note of exasperation in her voice, “Come on, Kel. Step into the diaper and let’s get you dressed.”

Wishing I could disappear, I put one foot, then the other, into the pullup’s legs. Mom tugged the pullups up my legs. I had no choice but to yank my wrist-brace encased hands away as she pulled my pullups to my waist, trapping my erection against the waistband. “Ouch!”

Mom’s cheeks turned a bright red, “Ah, shoot.”

She eyed the pullups, which did nothing for my erection. After too long a moment, with one hand she grabbed the elastic band and pulled it away from my waist. With the other, she gently pushed my stiffy down, trapping it inside the big-boy pullups.

She pursed her lips, “Sorry, baby. You hungry? I’ve got dinner ready.”

After dinner, she gave me another pill. That helped with the pain and I was able to join her in the living room where she put some kids’ show on the TV while she picked up my toys. Even as the pain abated, I felt terrible she was cleaning up something she had asked me to take care of before I got hurt.

After a while, I was nodding off and Mom eventually said, “Alright, kiddo, it’s bed time.”

She followed me into my room where she helped me take off my shirt and shorts. Then she said, “You dry?”

I nodded, “Yeah. I’d rather sleep in my underwear. These aren’t very comfortable.”

The truth of it was, they really weren’t uncomfortable either. It was just humiliating to be in something babies wore. I think Mom saw through it. She shook her head, “Let’s see how you handle tonight. I’m concerned the medicine may cause you to lose control of your bladder in your sleep.”

Then she went over to my chest of drawers, “Pajamas?”

I sat on my bed in a huff and shook my head. I stopped wearing t-shirts or pajama tops to bed more than a year before. I’ve slept in just my underwear since the beginning of the seventh grade.

She returned to my bed and knelt beside me, “I’m sorry about your wrists, Kel. Truly. The next few weeks are going to be tough on the two of us. I know twelve-year-olds don’t want to wear diapers and they sure as heck don’t want their moms changing those diapers or giving them baths or wiping their butts. And moms don’t really want to do those things for their boys, either. But you know what, baby? I love you more than you can ever imagine and if I have to do those things, then I’m going to do them because I love you.”

Copyright 2021 – Caliboy1991
All rights reserved

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Helpless for the Summer – Chapter 1 Read More »

Empress of the World – Epilogue

Caliboy1991, First Time, Gay, Incest, Siblings, Straight, Tweens |

Empress of the World – Epilogue
By
Caliboy1991

Jackie

That summer of my sixteenth year had started out so terribly. The plans I’d made had come to nothing because of that summer-long cruise. But what had started with so much anger, bitterness and resentment ended on a much higher note.

The time I spent aboard the Empress of the World was the best time of my life until that point. A couple of days after I watched my brother’s boyfriend plow his virgin ass, I finally had sex with Jake. It wasn’t bad, but it wasn’t as good as what I discovered with my brother. And, yes. Liz was right. Jake was small, barely any larger than Gavin. Still, Jake and I hooked up a few times over the course of the cruise.

I called it fucking. But what I discovered over the seventy-two days at sea, sharing that cabin with Orion, is that what started out as mind-numbing sex grew into mind-numbing love making. The only thing that came close to rivaling those incredible moments of intimacy between me and my brother at the end or beginning of each day at sea, were those moments in the day when Gavin joined us.

Although he said he was gay, Gavin never showed any revulsion or flagged in his performance with me, and I could see the look in his eyes that he loved every minute he spent inside me. Maybe not as much as when he was inside Orion, but it was close. I’m sure of it.

Before that summer, sex had been something to do to feel that powerful orgasm that I could never get on my own. My boyfriends had just been a means to an end. I learned to love on that cruise, and that’s something that can never be taken away.

Even Mom noticed. It was the day before the Empress was due in Christchurch, New Zealand. The four of us, me, Orion, Mom and Max were dining in the main dining room. Mom had been looking between me and my brother when she said, “Have you changed your mind about the cruise yet, Jackie?”

I shrugged. I wasn’t ready to admit to Mom that I had completely changed my mind or that I was having the best time ever.

Mom continued, “I’m really glad to see you getting along better with your brother. One day you’ll realize that friends come and go, but family is forever.”

Orion and I both blushed. Mom really had no idea how close we’d grown. She continued, “As you get older, the few years’ difference becomes unnoticeable. I really hope the two of you can become best friends.”

Still feeling the heat in my face, I leaned over to the chair next to mine and reached an arm around my brother’s shoulders and gave him a hug, “Yeah. I was kind of crappy to him before the cruise. And I am sorry for the way I behaved toward him over the past couple of years. If I have to be stuck on a ship away from my friends, I’m glad it’s with Orion.”

With that, I leaned in and gave his cheek a quick peck, with turned Orion’s face an even deeper shade of red. Mom and Max laughed at my brother’s apparent discomfort.

Everything I said to Mom was true. By the end of the cruise, my best friend in the world was my then thirteen-year-old brother. When school started up again in the fall, even though we did our own things, I made sure that at least every couple of weeks, we would have our own date night, where we’d go out to eat, catch a movie and just hang out. Of course, living in Max’s large house, our bedrooms were on one side of it, while his and Mom’s was on the other. The only thing between our rooms was a shared bathroom. We made love to one another as often as possible, at least until I graduated and went away to college.

But that didn’t change how I felt about Orion, even as our lives sent us in different directions. And still now, even to this day, when I need a break from my husband or my kids, I know Orion is just a text message away.

***

Orion

The summer I turned thirteen was the best summer of my life. I discovered love for the first time. Also discovered, I could love more than one person the same way. Gavin got a reprieve from Nathan as his friend pursued and caught that Hispanic kid, Carlos. Even now, with the perspective that comes with years, I can’t say if I enjoyed more those moments of intimacy with Jackie each morning and night, or those moments when it was just me and Gavin, or those moments when it was all three of us. I suppose all were special in their own way.

I learned also that sometimes, love is an action verb, not an emotion. If you don’t work on it, you’ll lose it. Even though Gavin and I promised we’d stay in touch and try to get together the next summer, our best intentions weren’t enough. Sure, we facetimed and texted for a couple of months, but life happened and those text messages and facetime calls happened less often until they finally stopped. Gavin and I just grew apart.

I had a few sleepovers with friends and fooled around with a couple of the boys from school, but none of them held my attention like Gavin had. No, throughout the next couple of years, my one constant companion and friend was Jackie.

It was the summer before she went to College Station to attend A&M. I had just turned fifteen. Even though Mom seldom came over to our side of the house after bedtime, out of habit, I still locked my door. And as I made my way through the connecting bathroom, I locked the door to the hall in it too. Jackie’s lamp was still on as I opened the bathroom door to her bedroom. She closed the book in her lap and smiled at me. “I was wondering if you were going to come.”

I was wearing some red bikini briefs. With some help from Max, after the cruise, I had finally got Mom to stop buying those embarrassing white briefs. Jackie’s eyes lit up when she saw the bulge in the red fabric. The intervening two years had been good to me. I was five or six inches taller than her by then. I was still a grower rather than a shower, but Jackie knew how to make me feel good about my body even when I was a soft three inches. But at that moment, my erection pushed the fabric out, leaving a nice gap between my ripped abdomen and the front of my briefs, and once I reached her, she pulled the material down, freeing my five and a half-inches.

Over the previous years, we’d experimented with just about every position we could imagine. But that night, her last in the house before college, she wanted to ride me, and I was happy to oblige. I liked this position. Once she sank down on my shaft, she leaned forward, pressing her petite tits against my chest and kissed me. She shifted above me and I rocked my hips up and down and we settled into our comfortable and familiar lovemaking.

When you’re not-quite fifteen and horny as hell, you’ve got the stamina of Hercules. When I felt my balls start to bubble and I came inside Jackie, neither of us were satiated. Within a couple of minutes, I took her from behind. Before we fell asleep in each other’s arms, I lay on top of her and made love to her one last time.

The next morning, her alarm went off at five. That was part of our routine. Slip into her room, fuck like bunnies for a while, fall asleep next to each other, have the alarm go off, and slip back into my own bed where my alarm would eventually go off, officially starting a new day.

The next morning, she left for college and we didn’t have sex again.

Until she came home at Christmas. By the time I graduated from high school, I had been with a few boys. But only one girl–Jackie.

Going to UT during the mid-twenties was fun. Perhaps it was just the circles I ran in, but it seemed like there were more gay men than straight at college. But I didn’t find anyone. I was just settling into my first job after college, with a job Max had set up for me when my phone buzzed. I had a friend request on one of my social media apps. My heart pounded when I saw the image from the alert. Sure, it had been nearly ten years, and even though he had a blond mustache and goatee, I would recognize Gavin anywhere.

The End

Copyright 2021 – Caliboy1991
All rights reserved

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Empress of the World – Epilogue Read More »

Empress of the World – Part 6

Caliboy1991, First Time, Gay, Incest, Siblings, Straight, Tweens |

Empress of the World – Part 6
By
Caliboy1991

Jackie

I had never felt more conflicted than when I closed the door, leaving my brother and his friend alone again in our cabin. Orion looked so sexy in his tighty whities. Hell, even his friend Gavin looked hot in his red speedos. As I walked back toward the elevators, I wondered if he was really gay or just going through a phase. Then I wondered what I had interrupted.

My thoughts returned to my brother. I know it’s weird, but I want to be his first and I hoped that whatever he and Gavin were doing wouldn’t take that away from me. I know that’s selfish, given that I’ve been with several boys. Hell, even as I rode the elevator back to the Lido Deck, I was devising a way to get Jake to plow my furrow. But since the start of the cruise, I couldn’t deny the attraction I felt for Orion. I knew it should scare me. After all, incest was taboo for a reason. Still, I wasn’t worried Orion would knock me up. I’ve been on the pill since the eighth grade.

I ate lunch with Jake and his friends in the Buffet Court and let him rub my back, arms and legs with sunscreen before lying down in a lounge chair next to him. We talked, and I learned more about him and what he was like. I shared as much as I was comfortable sharing, given the glaring lie I’d told when we met on the first day of the cruise. One thing I’ve learned in my battle of wills with my mom is that lies are hard to maintain, so they need to stay as close to the truth as possible. So, aside from my lie about college, I stayed with the facts.

By the time dinner rolled around, I found Orion and his friend back in the pool. As things transpired, Jake, Allen and Liz joined me, Orion, and Gavin at one of the big, round tables in the Buffet Court. I was as nervous as a cat in a rocking chair factory for most of dinner; afraid Orion would say something that would give away my actual age. But I needn’t have worried.

We hung around the swimming pool until Movies Under the Stars came on a bit after twilight. There was a gigantic movie screen at the back of the Lido deck where they projected first-run movies most nights, weather permitting. And after that, it was almost ten, and I was ready to head back to our cabin. Orion fell in beside me as we made our way back to our room.

Once we were inside, he said, “I’m sorry about earlier. I didn’t mean to lock you out, it’s just…”

He trailed off. What would he have said? Sorry sis, I was fucking Gavin up the ass and didn’t want you to interrupt.

I sat down on the bed and sighed at the comfort, “You really like Gavin, don’t you?”

Orion flushed as he nodded, “Yeah. He’s really cool.”

I could see how he would find the other boy attractive. I certainly did. Even though it wasn’t right and it was completely irrational, I had to know. “So, did he take your virginity?”

Orion blushed bright red as he sat down on his side of the bed and removed his sneakers. “You mean, like have him put his dick up my ass?”

I nodded, “Or you put yours up his ass.”

Mercifully, he shook his head. “Gavin’s fooled around with his friend Nathan like that. But we haven’t done anything like that.”

I murmured, “Yet.”

He flushed some more. Still beet red, he said, “Putting a dick up your ass sounds like it would hurt.”

It was my turn to feel the heat in my cheeks, “If he’s huge, probably. Is he?”

Orion gave me a ghost of a smile and shook his head, “Bigger than me, but not huge. Not like Demarcus.”

I turned more red. How my brother had learned about Demarcus was a mystery to me. But that football player wasn’t my finest moment. Cringing at the admission, I said, “Yeah, I wouldn’t let him fuck me. He would have split me in two.”

Orion’s face grew serious, “Um, Jackie, how big is too big?”

I did not know. I’ve always heard a girl’s vagina stretches a lot more than a boy’s ass. My eyes glanced toward Orion. He wore a pair of jeans shorts and a T-shirt. Even though the cruise was barely underway, his arms and legs had a light but healthy tan. I wanted to kiss him. As to his question, I shrugged, “I don’t know. Maybe Gavin wouldn’t be too big. But…”

I lost my train of thought as I imagined my brother taking the fourteen-year-old’s cock doggy style. Now, I was wet, thinking about Gavin deflowering my brother. I murmured, “If Gavin doesn’t mind, maybe I could watch the two of you. You know, make sure he’s not too big.”

I couldn’t believe my mouth. Orion’s jaw fell open, “You’d want to watch us, um, you know, fool around?”

Listening to Orion, all of twelve-years-old, try to avoid calling it sex or fucking was adorable. I leaned over and pulled him into a hug, “Nope, I want to watch the two of you fuck each other senseless.”

He giggled even as my lips found his. When the kiss ended, I crawled across his lap before leaning in and kissing him again. We were both gasping for air when the kiss ended. Part of me wanted to ask him if he wanted to go further, but my needs burned bright and I just reached down and tugged at his shirt until I pulled it off. His belly and chest were lightly tanned, just like his arms. I ran my hands over his chest, trailing upwards until I held his cheeks in my hands. And kissed him again.

Then, as my tongue explored Orion’s mouth, I felt his hands slip under my T-shirt until they bumped against the soft fabric of my bra. I was wet, I was horny. I broke the kiss long enough to pull my shirt off and throw it on the floor. A moment later, my bra joined it. And I moaned as Orion’s hands cupped my tits.

Once Orion’s tongue pushed mine back into my mouth, I knew he was as horny as me. My hands snaked down his torso until I found his zipper. I unbuttoned and then unzipped him before reaching in and gripped his erection through the fabric of his underwear.

Not to be outdone, my brother forgot about my tits long enough to unfasten my shorts. The problem we both discovered is that I was sitting on his lap. Neither of us could pull down the other’s shorts or underwear in that position. Orion didn’t seem to mind. His hands returned to massaging my boobs.

I was the first to grow frustrated by our clothing. I got onto my knees and scooted back far enough to expose all of Orion. Then I pulled his shorts down until they were below his knees. His four inches strained against the flimsy cotton fabric. A moment later I pulled his underwear down to his knees, liberating my brother’s delightful erection.

Orion said, “Come on, Sis. Let me see!”

His voice was pleasantly high pitched and convincing. I slid off him and stood next to the bed and stripped the rest of my clothing off. Once we were both naked, I moved between Orion’s legs. While I wanted to feel my brother’s cock inside me, I knew most boys had hair-triggers and I planned on enjoying myself for as long as possible. With that in mind, my lips found his hard-on, and I licked his little bit of pre-cum before taking his glans in my mouth.

Orion’s warbling moan was music to me and before long, my upper lip touched his bald pubic area. And from there, I was bobbing up and down as fast as I could manage. I figured he’d already cum at least once earlier with Gavin. If that were so, maybe this time in my mouth might take longer.

Orion’s hands gripped my hair as his moaning intensified. After a bit, he squealed, “I’m cumming!”

He barely spoke the words before my mouth tasted his sweet and salty semen as Orion’s cock spasmed between my lips.

When I pulled back, Orion grinned at me with a silly grin he hardly used anymore. But it was one he used all the time when he was little. I figured it was a way of saying what we have is special. Then I moved his legs together again and resumed my earlier position, sitting just below his lap, and leaned forward to kiss him again.

I wasn’t blind to the pressure of Orion’s still-erect penis pressed against my pubic mound as our lips touched.

The remnants of his grin still on his face, when the kiss ended my brother said, “Yummy, I taste pretty good.”

“Mm-hmm. One day soon, I’m going to get your opinion on how I taste,” I said as I felt my wetness between my legs.

Orion leaned up, “You want me to lick your pussy?”

I pushed him against his pillow, “Not now, lover-boy. The way you and Gavin are going at it, if we don’t have sex tonight, he’ll be the one to take your virginity, and I can’t have that.”

The priceless look on Orion’s face warmed my heart. It was a mixture of innocence and lust. “W-we’re going to do it?”

I nodded, “Say it, bro. Say ‘we’re going to fuck each other,’”

That silly grin returned, “We’re going to fuck each other!”

Even though Orion had cum just a couple of minutes before, he was still hard as a rock and when I scooted forward just a few inches, his erection slid against my labia. When I reached between us, his four inches were already coated in my juices. I lifted myself up high enough for him to poke against my vagina, and then I slowly sank down. His glans pierced me first, and I shivered at the feeling.

My brother wasn’t big, and I didn’t feel the painful stretching that came when the dick was bigger than my hole. Still, his glans made me tingle. That pleasurable tingle grew more pronounced as I sank lower, taking all of him inside me, until I rested on his smooth pubic area.

Orion’s mouth was shaped like an O, “Wow, I’m all the way inside you, Sis.”

I gasped at the implication. I was fucking my brother. My twelve-year-old brother! I should have felt dirty. Instead, I felt more complete than I had since Mom first told us about the cruise. I know it’s fucking weird, but Orion in me made me feel more whole and better than I can even begin to explain. As I lifted myself enough to feel him slide against my inner walls, I even contemplated stopping my birth control. I pushed back down and the tingling grew exponentially. Yeah, I thought, there couldn’t be anything sexier than carrying my younger brother’s child.

I glanced down between us as I moved up and down and I shuddered a little orgasm, watching my brother’s thin erection sliding in and out of me. Orion proved he wasn’t just going to lie there and be fucked. He reached up and pulled my face toward his even as my hips worked to keep his erection moving inside me. I let him kiss me and even had another small orgasm when he invaded my mouth with his tongue.

The feeling of my tits pressed against his thin, boyish chest, our lips crushing against each other, and me rocking back and forth, I felt more alive than I can ever recall before. I kept rocking forward, as I lay on top of him, letting him have his way with my mouth while I had my way with his cock. I felt a familiar pressure building inside me. It felt like an itch and Orion’s dick was scratching it, making it feel good. The pressure grew, expanding within me until it was the only thing in my world. Well, except for my brother’s dick.

Then, it happened. The pressure grew, like water rising against a dam, until it crested and overflowed the barrier. I shook as I came. I cried out my brother’s name even as I kept riding his cock. Every jolt of my body slapping against Orion’s pelvis kept my orgasm alive. His reaction showed he was finally getting close, as his hips bucked under me. I came down as he thrust up, grinding our sex organs against each other. It only made me cum all the harder, as I couldn’t stop myself from moaning.

Then Orion grabbed my hips as he thrust upwards even harder than before and I felt him shudder inside me. Even though I knew he was putting his baby-makers in me, all I felt were the spasms of his erection as he came. And those shuddering spasms were enough for me to start on another orgasm, just as powerful as the one that had rocked me for the better part of a minute.

When Orion stopped thrusting, I collapsed on him. My legs were sore. My hips were sore. Hell, even my pussy was sore. And I had never felt better in all my sixteen years.

With his silly, loopy smile, Orion looks up at me, “Why’d we wait so long to do this?”

I had just taken my twelve-year-old brother’s virginity. And I loved every bit of it. I knew I should have felt guilty, but I just couldn’t. The only thing I regretted is that we didn’t have sex sooner. I kissed him and said, “We’ve got the rest of the cruise to make up for lost time, bro.”

He squeezed me in a hug before I slid off and lay beside him. A few minutes later, I heard Orion’s soft snores. I closed my eyes and rested my head against his chest as I fell asleep.

***

Orion

My fingers still dripped from the hand sanitizer as I waved at Gavin and Nathan. I could see the outline of their speedos underneath their board shorts as they approached the entry to the Buffet Court. I smiled. After breakfast, the three of us would hit the swimming pool.

Nathan bobbed his head as he led the way into the Buffet Court. He was trying to be nice for Gavin’s sake. Even though Gavin wasn’t his boyfriend, Nathan was still jealous of our friendship. I guess I could understand it. Even though I knew Jackie was angling to get into that college dude’s pants, I felt jealous of that too. God, I was such a hypocrite.

We were digging into our plates when Gavin said, “Tomorrow, when we reach Hilo, me and Nathan are doing the mountain bike adventure with his dad, while our moms are going shopping with our grandmas. Do you wanna come with?”

“Sure,” I blurted. But then I thought about Mom’s command that any excursion had to be either with her and Max or with Jackie. I back-peddled, “Well, I need to check with Jackie. If she wants, can she come?”

Gavin shrugged, “I don’t see why not. Nathan?”

The thirteen-year-old shrugged, “It’s a free country.”

On the way to the pool, I spotted Jackie lying on one of the lounge chairs close by the pool. Her chair was inches away from that college guy’s chair. When I reached her, I knelt, “Tomorrow, when we get to Hilo, Gavin and Nathan asked if I could go with them on a shore excursion. You have plans? You can come too.”

Jackie slid her eyes over to the college dude, “What’re you all doing?”

He said, “We’re taking a helicopter ride to see a volcano. If we had an open spot, you could come with us, but we had it booked before the cruise.”

Jackie shrugged, “What’s the excursion?”

Gavin knelt beside me. His bare legs brushed against mine, “Mountain bike adventure. Supposed to be fun, see some waterfalls.”

Jackie sighed, “Fine, but when we get to Honolulu, we’re going shopping, Orion. Got it?”

Elated, Gavin and I joined Nathan in the pool, after we liberally helped one another spray on some sun screen. Although after a week at sea, my tan was coming along nicely. Nathan was splashing water at another boy around my age by the time we were in the water, and as soon as Gavin and I joined in the fun, Nathan turned on us and splashed us, crying, “Come on, Carlos, these two pussies deserve a good dunking.”

The second time I’d gone under, it was pretty clear to me Nathan was seriously hitting on the black-haired boy. Of course, the kid seemed to like it. As I came up sputtering water, Carlos had casually tossed an arm around Nathan’s shoulders, “We showed your cabrones who’s the boss.”

They climbed onto the side of the pool and while I spoke with Gavin about our counter-attack, Nathan said, “I’ve got a PS five set up in my room, you wanna check it out, Carlos?”

And before either me or Gavin could respond, Nathan got up, gave Gavin a sultry wink and led his object of desire back toward the elevators. Once the two teens disappeared, I burst out laughing, “God, I hope that kid knows what he’s in for.”

Gavin eased himself deeper into the pool, “Carlos grabbed my ass a couple of times. Maybe it’s Nathan who doesn’t know. Either way, with that sweet cabin of yours, do you guys get free room service? We could eat lunch back there.”

He glanced away and lowered his voice, “I mean, if you want to.”

And that’s how fifteen minutes later, I found myself inserting the do not disturb card into the cabin door’s card reader. Once the door was closed, Gavin pushed me against the wall, and pressed his mouth against mine. His tongue slipped through my lips and I threw my arms around his neck and kissed him back. At just a few inches taller than me, I felt Gavin’s erection poking me just above my own stiffy and I pushed away from the wall, and guided us toward the bed, where the two of us collapsed on the unmade bed.

I reached between us and slid my fingers between his abdomen and speedos, past his curly pubes until I wrapped them around his hardening dick. Gavin let slip a low moan as he yanked his speedos down and let them fall on the floor next to the bed. I slid my hand up and down on his five inches even as he tugged my swimming suit down below my knees. I shifted just enough to get them off the rest of the way and settled in next to him as we masturbated each other.

We hadn’t been at it long when Gavin leaned over me. His warm, wet lips kissed me with as much passion as when we entered the room. He didn’t stop with that, but worked his mouth down my neck, planting light kisses on me until he reached my chest. His tongue flicked against my nipples, causing them to grow hard under his touch. From there, he practically ignored my belly button as he made his way down my bare pubic area.

I gasped when, starting from the base of my stiffy, he licked me all the way to the tip. Then he took my little helmet of a head in his mouth and lavished it with his tongue. I loved the way I felt in his mouth. I loved it even more as his lips slid down my stiffy until he had taken all of me in. That tingling I loved so much didn’t take long to start inside the base of my stiffy, especially as Gavin worked his tongue all over me. I closed my eyes as he bobbed up and down, bringing me closer.

Gavin’s log hair was easy to grab and even with my eyes closed, I enjoyed the rapidly building pressure. My fingers clamped onto his blond locks as I felt myself arrive, “Ahh, I’m cumming!”

It was like the fourth of July behind my eyelids as it felt like fireworks going off inside my body. My stiffy jerked in Gavin’s mouth as I came. He didn’t bat an eye as he worked his mouth and swallowed my jizz. When I stopped spasming, Gavin released me and my dick slipped from his mouth.

“Ah-hem,” came a voice that caught me and Gavin by surprise.

My eyes shot open. Jackie leaned against the wall separating the bathroom from the rest of the cabin. She wore a smirk, “You might want to check the door to the bathroom before fooling around.”

Gavin’s hands flew to his midsection, too little and too late to cover his crotch. “What the fuck!”

Jackie’s smirk turned into a toothy grin, “Oh, did I miss that part? I thought that was what you two were planning next. How does it work? Do you get to put your dick up my little brother’s virgin asshole?”

I should have been livid. After all, Jackie had violated our privacy, catching Gavin sucking me off. Of course, that’s what she’d done the previous few nights. But my dick, which hadn’t really gone down after Gavin’s blowjob, was pointing toward my chest as I lay against my pillow. It twitched at the sight of my sister. She must have just woken up before going into the bathroom. She wore a pair of black panties and a white cami. Of course, when the two of us had fallen asleep the night before, she’d been wearing nothing.

As Gavin’s jaw worked in silence, I stretched my arms and rested them behind my head, “What if he was? Do you want to watch?”

Jackie sat on the edge of her side of the bed, “I don’t think you boys have the balls to fuck in front of me.”

That’s when I suspected the game she played. She wanted to watch me and Gavin do more stuff. And in truth, I liked the idea of the two of us fooling around in front of Jackie, although the idea of Gavin sticking his dick up my ass sounded painful. I gave a bored shrug and said, “Fine by me.”

With that, I bent over Gavin’s middle and took his five inches in my hand as my head centered above his erection. My tongue barely tasted his pre-cum when Jackie leaned forward and pulled my head away, “No. Not that. I already saw your boyfriend give you a blowjob. I want to see him fuck you, just like…”

Her voice faded away as I filled in the missing words. “Just like we were lovers?”

Gavin’s dick twitched between my fingers as he said, “Um, do you want me to, Orion. If not, I’d let you do me.”

The only thing I’d ever had up my ass before was my finger once in the shower. And that hurt like hell. Not because my butt was too tight for my little finger, but the shampoo made my ass feel like it was on fire. Still, the sultry look on Jackie’s face and the hesitant anticipation on Gavin’s overcame my fear of pain and I nodded.

Gavin, still hard as a rock, got onto his knees and climbed between my legs as Jackie said, “Orion, pull your knees to your chest.”

Then, as I felt Gavin’s dick brush against my ass, my sister said, “Just a sec, lover boys. I’ve got something that’ll make it easier.”

A moment later, she returned with a little pink tube, which she gave to Gavin, “Smear some of this in Orion’s ass and use some on yourself too.”

After a moment, I felt something cool touch my butt. Gavin’s finger was slick with whatever my sister had given him and without too much effort, he pierced the tight muscles of my sphincter, slickening my poop chute a few inches in. I liked the feel of his little digit in my backside. When I felt his last knuckle press against my hole, I gasped as a jolt of pleasure radiated out from inside my ass.

When Gavin pulled his finger out, I felt as though something needful had been taken from me. Until I felt something else pressing at my butthole. Gavin leaned forward and kissed me. Then he said, “When I push in, pretend like you’re taking a dump and push with the same muscles. It’ll help you take me in.”

I felt a sharp bit of pain when Gavin pushed, and my sphincter muscles reluctantly gave way. Then I remembered what he said, and I pushed back. The pain eased as I felt his flared head penetrate me. He was right. By pushing my muscles like I was trying to take a dump, Gavin felt only somewhat more uncomfortable than when I took a shit. And he kept on sinking into me. Then his dick rubbed against that spot his finger had touched, and the same intense pleasure washed over me like a wave.

My insides felt all mushy and weird when Gavin’s dark blond pubes tickled my balls. He had bottomed out inside me. His eyes were round as he murmured, “You okay, O?”

As he pulled back, Gavin’s dick slid over that magical place. It felt like an electrical current running from inside my rectum all the way to the tip of my stiffy. I think my eyes rolled back in my head as I let loose a loud moan.

Jackie giggled before she shushed me. Gavin sank back into me, eliciting another moan of pleasure. This time I grabbed one of the pillows and covered my mouth, muffling my bliss. Even though I pulled my legs up against my chest, every time Gavin moved in and out, I felt as though I was melting into the bed, my body a receptacle for his lust.

After a minute or two, Jackie patted Gavin on the back, “Faster, sweetie.”

Then, she surprised both me and my fourteen-year-old lover. She shoved the pillows off the bed and moved to the head of the bed, next to me and leaned over my head and chest until she took my aching stiffy into her mouth.

Gavin swore, “Holy fuck! Your sister!”

Me? I just groaned even louder as the electrical current in my ass connected perfectly with the sharp, tingling sensation Jackie caused.

Gavin arched his back, shoving himself even deeper into me. He grunted, “I’m c-cumming!”

He grew even harder inside me, hitting that special spot that drove me wild with passion. His dick kicked and spasmed and my insides grew even hotter as he emptied his cum deep inside me.

The thing about getting a blow job from Gavin before we realized Jackie was in the bathroom, the tingling in my dick was growing and the feelings were the best in my life. But I wasn’t quite there yet. I pulled the pillow from over my face, “Don’t stop. Keep fucking me!”

Although not intended for her, Jackie doubled down on licking and sucking me even as Gavin resumed pounding my ass. The fapping sound of his balls slamming into my ass was louder than the moans erupting from my throat.

Then it happened. Gavin’s dick pushed hard against that spot inside me and I felt a pop, a release inside me and my vision swam in front of me as stars filled it. Like an atomic bomb of lust-fueled energy going off inside me, every inch of my body convulsed as I came. This orgasm didn’t start in my balls, like the others. No. It came from deep inside me. In fact, my dick was slightly behind the rest of my body. I was already shaking when my stiffy twitched and erupted, sending my couple of watery bursts down Jackie’s throat.

Gavin kept pumping and Jackie continued to suck until I faded into oblivion. When I came to, something felt wrong. I felt empty inside. I opened my eyes and saw Gavin kneeling over me next to Jackie. My sister’s grin filled my vision as she said, “Damn, bro. You were out for five minutes. That was some orgasm.”

Leaning on my elbows, I sat up a bit. It surprised me to see my dick was still semi-hard. Gavin’s had returned to what I presumed was his normal size. Although it was, I think, the first time I had seen him soft. Still smiling, Jackie leaned over my face and gave me a kiss before turning to Gavin and shocking him with one too. Then, smiling, she said, “That was incredible. I’m so damned horny. So, who wants to fuck me first?”

Copyright 2021 – Caliboy1991
All rights reserved

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