But What If...

By His story, buff

The author prefers not to display any email address. Please direct any feedback to [email protected] and it will be forwarded

* * * * *
This story is intended for ADULTS ONLY. It contains explicit depictions of sexual activity involving minors. If you are not of a legal age in your locality to view such material or if such material does not appeal to you, do not read further, and do not save this story.
* * * * *

BUT WHAT IF...

by His story, buff

PROLOGUE:

This is a story in the genre 'What might have been, if only...' The first part of the tale, including background information, is totally true and leads up to one summer afternoon in 1955 when I was nine-going-on-ten years old.

On that day I made a decision I later came to regret and, ever since then, have wondered how things might have turned out had I submitted rather than resisted what was demanded of me. The second part of this story is but a fictional musing on what might have occurred had I acted differently.

What might have happened, had I said 'Yes' instead of 'No'?

PART ONE - WHAT ACTUALLY HAPPENED

My earliest encounters with nudity before girls was when I was a mere five years old playing 'Doctor' with Sally, who was in third grade I played the patient who had to strip for a physical exam. We mostly played this game alone in my bedroom which I shared with an older brother who was in the same class as Sally. Usually it was just Doctor Sally and me but sometimes she had another girl with her acting as her nurse.

But one day, my mommy caught us and that was the end of that. Sally never came back to play with me and I was told she'd been naughty but I wasn't old enough to know better. I think I knew it was naughty to take your clothes off, especially in front of girls, but 'naughty' just meant fun to me. It was all a game.

Two years later we moved across town and I made friends with my neighbor Gary, a boy eight years old, just one year my senior. We played a variety of 'getting stripped' games in a cold storage room attached to Gary’s house. No one hardly ever went in there.

At first, he and I shared the same enjoyment of getting the other fellow naked in make-believe forced stripping scenarios. We'd take turns at being the teacher or class bully making the other guy strip and stay naked while bossing him around and then giving him a spanking. Gary and I really got into these roles as only children's imaginations can.

But Gary was in third grade and I was only in second. At our age, one year makes a big difference in the pecking order. So in the games we played together, he was almost always the top dog and I the underdog ( or ‘his bitch’, as I much later came to think of it.) We loved it and considered it our secret fun.

I was aware of the fact that I preferred being the stripped and spanked boy and would get into that role while Gary played his dominant role. He never objected. They were make-believe games we played and my part was to pretend to be embarrassed about being forced to strip naked. But, in fact, I was giggling with glee all the time and loving it.

This went on for months, until one morning his older sister caught us running around; Gary in his shorts and T-shirt and me buck naked. Gary explained that we were just fooling around, which was exactly how we saw it. That didn't matter and we weren't allowed to play together after that.

With no one to share and explore my enjoyment of playing nude, I soon turned my attention elsewhere. For one thing, by third grade I was finding schoolwork too difficult. For another thing, I was being picked on by the older kids during recess. I wouldn't be playing naughty kid-games anymore and with no other friends, I only had my brother George to play with and he was reluctant to spend time with a kid who was more than two years younger. But I looked up to him and it hurt when he said I should stop being such a baby, that I had to start acting my age. So my stripping games were no more and I actually felt ashamed of them. They weren't the sort of things grown-up teenagers did. I still had years to go before being a teenager, but I figured I had to stop acting like a little kid.

Also, at school I found teachers and classmates were mean and not fun at all. That put me in a general funk and not pleasant to be around. I found myself becoming not only shy, but actually afraid of any social interaction with my kids, especially girls. I was a loner and felt I was a loser. By fourth grade I was known as a nine-year-old ninny. I was teased a lot and only escaped being bullied because I had an older brother who was tall, very popular and so smart he even skipped a grade in school. So George, who was 12 when I was just nine years old, was already in eighth grade. But that just meant his friends were much older than me, his kid-brother in fourth grade.

Even at the time, I knew I was being a really annoying brat as I tagged along, unwanted, wherever my big brother went. Our mom insisted George look after me and not leave me alone because I was, in her words, ' very delicate'. Of course, I understood why George had to tell his friends our mom was making him babysit me because I was too much of a ninny. He had to show them he was a tough guy and only let me tag along because he had to. To distance himself from me, he even went so far as rat one me, telling his pals how two years before I had enjoyed playing stripping and spanking games with a neighbor-boy. That hurt.

That summer, the one between fourth and fifth grades for me, George had already graduated from grammar school and was going into high school in September. For weeks I had tagged along with them on trips to the park where the guys played big boy games, like catch or touch-football, while I watched from the playground on the swings or the slide.

Twice they went downtown to the pool hall where mostly only high school boys hung out. I had to wait outside because my mom had told me never to go because of the bad language I'd hear. But most of the time I was just kind of invisible. I was there but not part of what they did, which looked to me like just talking, laughing and smoking. I was with the 'gang' most days but never on Saturdays. I was soon to find out why.

For weeks I had pestered George about what his gang did on Saturdays. I must have worn him down because one morning in mid-August George told me something that he made me swear to keep secret: he and his five buddies had formed a club, sort of a Freshman Fraternity for next month when they'd all be first year high school students. Official fraternities were not allowed, but George and his pals figured if they didn't make it official and kept it to themselves and maybe a few invited guests, they could get away with it.

They were meeting every Saturday to practice more grown-up stuff like Truth or Dare games, poker games with stakes more than plastic chips, even splitting a few cans of beer swiped from Fred's dad. Fred was the guy who supplied the group with cigarettes pinched from his mom's purse. George hinted at secret manhood rituals that they practiced together, stuff that was fun to do but that I was too young to handle. And when George said ‘handle’, he smiled and said “...if you know what I mean.” I didn’t really, but I immediately begged to be in the club.

George laughed and told me no way would they let a nine-year-old boy into their club and that they planned to do big-guy stuff, not little boy games. I was desperate to join and said I'd do anything if they'd just give me a chance. Also, I reminded him, it was just a couple of months before my tenth birthday. That seemed an important age level to me. He said he'd talk it over with the rest of the guys and let me know before their next secret meeting. That gave me something to hope for.

A few days later, George told me the group had relented as a special favor to him and, because I was so close to my tenth birthday, I could pledge to be an associate member of their club but only if I underwent an initiation ceremony that coming Saturday. I agreed immediately and said I'd do anything to get in. George patted my shoulder and said I better had, because his rep was on the line. He'd stuck his neck out for me and I better not disappoint him. I felt so grateful.

That Saturday the meeting took place at noon inside Fred's garage just a mile or so from our house. When George and I arrived the others were already there. Fred had already been voted club president a month before mainly because his garage was the safest place to hold a secret meeting. George had told me that secrecy was the most important thing about club membership and if I still wanted to be an associate member, I'd have to swear to keep quiet and tell no one about the club's rules and activities.

If I agreed to that, I could become an associate member of the club until I reached my tenth birthday and I could undergo my pledge initiation that afternoon. I didn't really know what an initiation would mean exactly, but I was so eager to join the club that I just nodded my head up and down and said, " Okay, what do I have to do? "

Fred was smoking a cigarette as he stepped forward and blew smoke in my face and then sniggered, " Well, just for starters, take off all your clothes."

I didn't take time to think. I had gone from excited and happy to afraid and uncertain. I just said 'no' and ran out of there trying hard not to cry.

PART TWO - WHAT IF I HAD SAID 'YES' INSTEAD?

I didn't really know what an initiation would mean exactly, but I was so eager to join the club that I just nodded my head up and down and said, " Okay, what do I have to do? "

Fred was smoking a cigarette as he stepped forward and blew smoke in my face and then sniggered, " Well, just for starters, take off all your clothes."

I paused for a second or two, head bowed looking at the floor and realized my heart was suddenly beating fast and I began to feel sweat in my hairless armpits and my mouth was dry. I looked up and Fred and the other boys were chuckling to themselves. I had to lick my lips and swallow hard before I answered, " Okay... But let's see if I got this right. I just have to take off my clothes and that's the initiation? Is that all?.... or is there more I have to do?"

There was an awkward pause for a few seconds before George piped in with, " That's the general idea... to start with, anyway, like Fred said."

I still hadn't said 'yes' and I wanted to know more before I did. So I put up my hand, like I was in school to ask a question, and in a squeaky voice I asked, " Do I have to stay naked... like all afternoon?"

" Only for a couple hours," answered Fred before George could say anything. " It's warm enough in here. So that's not a problem for you, is it? Because if it is, we can call it all off."

"No, not a problem as long as I don't have to stay naked for more than say three hours. I'm just saying I have to get home for supper, you know. So, sure I don't mind taking my clothes off in front of you guys... after all, my brother tells me in ninth grade you'll all have to swim naked in the school pool and then shower together. So I guess it's no big deal. "

I was trying to sound more grown-up than I actually felt right then. I wanted to look cooperative and reasonable about it all, that I was prepared to act like a big kid. As I unlaced my sneakers I tried to make a joke of it and added, " But you can't keep my clothes." I laughed and so did a few of the guys. " I'm going to need something to wear home after this initiation. I'm not walking home stark naked." I laughed again as I shucked off my sneakers and pulled my socks off then handed the footwear to one of the guys.

"Here, you can have these... but just for now, okay?" I was making light of it all but I really wanted a guarantee.

More than a few seconds silence. Then George said, " Sure, strip now and don't worry. " Then Fred added, " We won't keep your clothes. We promise, right guys?"

"Oh, for sure..." "of course not!" " we won't make you go home buck naked, don't worry" plus other reassuring words to that effect from each boy in the group which made me relax as I continued to strip.

My t-shirt came off next and I handed it to George. I wanted them to know I wasn't just stripping, I was actually handing over all my clothes to them for safe keeping and that I trusted them because they gave me their word.

Next I undid my belt and handed it to Fred and said to him in a low whisper, " You probably know what to do with this," and I winked. I wanted to show him I knew a thing or two about fraternity initiations, although I didn’t really.

But the belt must have been okay as Fred grinned in approval and winked back at me. I just shrugged my shoulders and smiled. I was beginning to feel like one of the gang already.

Still I was feeling a bit unsure of myself and a little embarrassed as I unbuttoned, unzipped and pulled down by khaki shorts and let them fall to my feet. I stepped out of them and stood in just my white underpants.

I felt very exposed and for some reason, perhaps to lighten the mood and feel less embarrassed, I drew a deep breath and said, " Oh well, at least this is not in front of any girls." Before anyone could say a thing, I nervously asked " So, you want everything off, right? Stripped buck-naked, right?" I waited a few seconds and then Fred said 'Yup!' real loud.

I hooked my thumbs into the hem of my underpants and crouched, pulling them down until they reached my feet. Naked now, I slowly got up and placed my hands in front of my crotch as I stepped out of my tighty-whities.

Fred lit another cigarette and told me to pick up my underpants and hand them to him. I did but kept one hand cupped in front of me to hide my tiny penis and balls. That didn't last long. I was told to place my hands behind my head and spread my feet apart. I was told tp never 'cover up' during the initiation. Then my brother gave me a friendly smile as he instructed me on clubhouse protocol, the club rules for pledges.

" Today's initiation, should you pass it, Pledge Victor, only grants you associate privileges.” He went on to explain, “Wearing clothes is a privilege for full members only, not associates. Do you understand?"

A bit taken aback, I answered " Yes, at least I think so."

George gave an abrupt and loud, " Not 'yes', It's ' yes, Sir'. Let me be clear: as an associate member you must attend all our weekend meetings and must stay naked throughout the meeting, even if it goes on into the evening.”

Fred added, “ Also, you will address the five of us and indeed any male guest as 'Sir'. Also, should the club entertain some female club guests, you will address them as 'Ma'am'. Do you understand?'

"Yes, Sir." I replied after a full ten seconds shocked silence. I'm sure they noticed my stutter and dry-mouthed swallowing of air. I was brought out of my thoughts by George who concluded his Pledge rules instruction with a warning, " You have only one initiation rule that counts, 'Do exactly as you are told.' If you don't, you will have failed the pledge test, so we will keep all your clothes and you will be sent back home buck naked. Do you understand?"

"Yes, Sir," I calmly replied, but in my head I was panicking. I wondered what I had gotten myself into. I was naked, they had all my clothes and told me if I didn't do everything they told me to do, I'd been sent packing without a stitch. Running home buck naked for 12 blocks and I'd lose my one chance of joining the club.

But I needed to put on a brave face not only for them but to buck my spirits up too. So what I said to Fred was, " Sir, if you tell me my first Pledge task, I am ready to do it."

"Well, I figure you know what's coming,' said Fred who was doubling up my brown leather belt and began lightly tapping his palm with it."

"Yes, Sir." I nodded, "You're going to strap my ass now, yes?"

Fred chuckled and said, " Wrong, well sort of. You're going to do it. You are going to take your belt, with your legs tight together, bend over, arch your back, and give yourself a strapping until your buttocks is completely rosy pink. "

George took over the instructions, " You won't be able to see your butt, of course, but we will. And when it's pink, like Fred said, we'll take your belt and finish the job."

"And by finish it," added Fred, " We mean strap you until both your buttocks is fire engine red."

"Now turn around, Pledge," said my brother in a very serious sounding voice, " Bend from the waist far enough to see your bellybutton..." When I did, he went on, " now grab your cock and balls with your left hand and then pull your legs together. "

I obeyed and as he put my leather belt into my right hand, he said, " It's a bit awkward, I know. But smack your butt as hard as you can and try to even it out so you hit every inch of your bare ass."

Fred added, " We'll let you know when it's pink enough for us to take over the job."

It must have been four of five minutes of self-swatting before George said they'd take over from there. I was allowed to straighten up and peer over my left shoulder to see how pink my butt skin had gotten. I was sort of proud because it looked very evenly rouged with only a few deeper red spots.

"So much for the easy stuff, Pledge," snarled Fred. " Face that wall over there and stand two feet back. Good. Now lean in and put your palms to the wall.. right, and now arch your butt up and get ready for some man-size punishment."

"On more thing, Pledge," interrupted my brother, " Close your eyes and count out each strap whack really loud, in fact, you should shout."

Then it began with only a few seconds between each belt blow. My ass was burning by the time I shouted out ' 25 ' and they gave me about a minute's break before resuming. They continued for another fifteen hits before the next rest. Then another ten before they determined my ass was flaming red enough. But I still had to stay in what they called 'the discipline position' for a further four or five minutes with my eyes shut but now with my legs spread wide apart, which meant they could all see both my red butt and, dangling between my legs, my tiny balls and penis.

That's when I heard the laughter and giggling. Even with my eyes shut, I could tell the difference between boys' laughing and girls' giggling.

Fred ordered me to stand up straight and turn around so all their guests could get a good look at me and that I had to stay in the attention position with my hands clasped behind my head. I was not quite ten years old, buck naked and totally exposed without a single body hair. My ass cheeks were cherry red and so were the cheeks on my face when George told me to open my eyes.

By then I wasn’t surprised to find that there were girls in the garage. But that there were five girls I recognized from eighth grade and three girls my own age, two of them from my class last year, that I was not expecting. And my initiation humiliation had only begun.

George asked if I thought my ass had been given a good licking? And of course, I replied "Yes, Sir"

"Then we have to be fair," joined in Fred, " I gave your bare ass a good licking. Now you are going to give my bare ass a good licking.... with your tongue. Down on your knees, Pledge!"

As those girls looked on, I was helped to my knees by two of the guys as my hands were still clasped behind my head. As I knelt before Fred he turned around and loosened his jeans and dropped them and his boxer shorts to just above his knees as he spread his legs enough to keep this pants from dropping further. Another boy pushed my face right up against Fred's ass crack. The girls were laughing loudly now.

Fred peered over his shoulders down at me and said, " I gave you 50 good hard licks and I expect at least that many tongue licks on both my ass cheeks from you. Do it pledge!"

In my head I counted out 25 licks on his left cheek and the same number on the right. And then I stopped. All the time, the guys chuckled and the girls giggled and guffawed. But Fred wasn't finished with me. He reached behind him and pulled his butt cheeks wide apart and told me to get my nose in his crack and start licking to make sure every square inch of his buttocks was wet from my saliva. As I was doing just that, I could feel his body tense and.... he farted right in my face. The laughter in the garage took several minutes to die down.

I'd been stripped, strapped, made to ass lick and got a face-fart and all of it in front of girls both older and of my own age. What could be more humiliating? What came next, that's what. The club's guests were asked what they'd like to see me do. The girls huddled for a few minutes before one of the older girls spoke for all of them.

" We were thinking your pledge is so young, he probably doesn't even play with himself." smirked Helen, " But maybe you older boys, with lots of experience I bet, could give him a lesson in masturbation. Show him the ropes, so to speak." She and a few of the older girls laughed along with the older boys. But I didn't get the joke at that point and neither, it seemed, did the younger girls.

George and Fred whispered to each other and then to the other guys for a couple of minutes, then Fred spoke, " The guys have talked it over, Helen. We'll give Victor his lesson and you'll see that we're doing it, but you girls do not get to see our dicks... just that we are jerking off and showing our Pledge here how to do it."

The girls grumbled but finally agreed it would be okay if they just watched the five guys standing in a circle with me kneeling in the middle and they'd be able to hear ( and smell ) what was going on ( or, rather, coming on ) and that I was getting a proper lesson in masturbating. But the girls insisted there would be proof that the lesson had, in fact, taken place. George laughed and said not to worry, that there would be plenty of prima facia evidence. I only got that joke later.

And that's when the girls moved back a few feet to allow a circle-jerk session with each boy demonstrating his jerk-off moves just inches from my face. Fred insisted I give close up attention to -quote- 'soak it all in'. The girls may or may not have heard all their under-the-breath jokes and nasty remarks, but their ribbing was constant as the guys wanted me to not only see and smell their talents at work, but also taste them.

They had me pucker my lips as cock after cock acted as a sex-lipstick, coating my lips with their pre-cum. None of the guys had me actually suck their cocks, but they did give the girls the evidence George spoke of. At least they let me close my eyes as, one after the other, their big-boy cocks ejaculated all over my little-boy face.

After the guys zipped up, they hauled me to my feet and, with my eyes still shut tight, they presented me to the girls. Loud laughs as well and giggles and some 'Eww' sounds from the younger girls filled the air as they gawked at my cum-facial.

I was not allowed to wipe my face, as George took my shoelaces and tied them together and then, with my hands held behind my back, bound my wrists with them, making sure the knots would not come undone without being cut. I was surprised and at first relieved, when they told me my initiation was almost over. But it turned out even more was yet to come.

Fred asked the eight girls to line up so they could have some mementos of today's club meeting. He then proceeded to give each of them a piece of my clothing: two socks, two sneakers, one belt, one pair of shorts, one t-shirt and one pair of underpants. Eight garment gifts for eight giggling girls.

"Here, girls," said Fred, " We're giving you all his clothes to remember our pledge and his club initiation.

"What?' I gasped, " You guys promised I could have my clothes back!"

"Not really, Victor," smiled George. " what we promised was that we wouldn't keep your clothes. And we won't because we've just given them all away."

I was crying now and blurted out, " But you promised I wouldn't have to run home naked."

"And you won't," said Fred " After all, you're wearing your shoelaces. So you're not really naked at all. But, of course, as your hands are tied behind your back, you won't be able to cover up all your naughty bits. Too bad."

The girls left the garage but hung around outside until I was kicked out and started to run. But not before I heard George shout out, " See you next Saturday, Victor. In fact, a lot of boys and girls will be seeing a lot of you!"

(End of File)