Despite the amazing sex, Bobby found his thoughts turning towards Jimmy. Even though some people might think he was a dumb teenager concerned with only sex and using his powerful rings to gain more sex, he actually did have feelings and a brain. And his brain was starting to re-think his attraction to Jennifer after how she'd treated her brother, and of his own part in it. Maybe it was just her hormones overpowering her reasoning, but Bobby was starting to think that as an impartial participant he should help Jimmy get his own back.
Quickly he took a shower and then, as he pulled back his underwear and jeans he asked Jennifer where she put her brother. "Oh I put him in an old crib I found. He's all bundled up like a good little boy," she said "That'll serve him right for thinking he can boss me around."
Bobby, making use of his slightly longer twenty one year old legs quickly walked to the parents' room. There he saw the baby Jimmy sleeping soundly in the crib, covered in a blanket and diapered. If he woke him up at the moment he might cry. "Let's see... I wish that Jimmy would become five years older," Bobby whispered.
Instantly Jimmy began to expand and grow and Bobby quickly lifted the now three year-old out of the crib and placed him on the bed before he became too big for it. As Bobby watched the boy grew another three years until he was six. Bobby had to admit, good looks were clearly in Jennifer's family; everything from Jimmy's slim body, already quite athletic for a six year old, to his swept brown hair and, currently closed, large brown eyes, to his shapely face and white teeth was absolutely adorable. "Hey Jimmy," Bobby said, shaking the boy gently.
"Huh, what?" Jimmy muttered, opening his eyes.
It took Jimmy a moment to remember what was going on, and why he felt smaller than normal. "What do you want?" he asked coldly as he remembered what happened.
"I want to help you get Jennifer back."
"You? You'll just betray me for your little sex toy I have to call a sister," Jimmy spat.
"How do you?"
"It's called the internet, I'm sure it was your best friend until my sister turned into a tramp."
"Well..." Bobby said, sounding almost sheepish, "That was sort of my fault."
"What?" Jimmy asked, not sure if he should be shocked or furious.
"It's these rings," Bobby said, pointing to the two rings he wore, "One ages people and one regresses them. I practiced them on your sister and her friend and it's kind of been a bunch of sex since then."
"Now I see, their rapid aging has left them unable to adjust to handling their emotions, and they've never been taught about that sort of thing," Jimmy muttered, "Can I give them a try please?"
"I don't know," Bobby said hesitantly.
"Just for a moment, I want personally get myself back to the right age."
"Alright... I guess," Bobby said, taking the rings off and handing them to Jimmy.
Jimmy placed the rings on his fingers and was surprised to see them shrink to fit his smaller fingers perfectly. 'Wow, no wonder he was so easily swayed,' Jimmy thought. "I wish for Bobby to be twenty years younger."
Jimmy watched with a grin as he saw Bobby begin to shrink, though he didn't notice it at first. It wasn't until his clothes began to become loose that he realized what was going on, and Jimmy for his part was glad to see it. Except by this time Bobby was about fourteen, and losing years with every second. "Jimmy! What did you do?" he cried, his voice beginning to crack as he dropped back through puberty.
"Payback's a bitch," Jimmy said, moving away from the older boy, keeping away from him.
Bobby grabbed him by the shoulders and tried to lift him, but his now ten year old arms didn't have the strength, "Give me those rings back!" he demanded.
"No," Jimmy replied simply, "You abused them, so you lose them. And I'll be sure to deal with my little sister and her little friend soon enough."
"You're still smaller than them," Bobby said, now about eight.
Jimmy smiled "I have these rings now. Oh and by the way," Jimmy said, grabbing Bobby's arms and flinging him off, "You can let go of me now.
Bobby was about seven now, and still a year older than Jimmy, but Jimmy was clearly the stronger and more athletic one. When Jimmy had backed away down the bed he'd shed the now ruined diaper and was currently nude, and as Bobby slipped down to the same physical age of six he realized that Jimmy, at four feet tall, was tall for his age. He could also see the boy's flat, toned stomach, ever so slightly toned pecs and arms that were larger than his own. Jimmy could see it too. "Not so much a little boy now am I?" he asked the now four year old Bobby.
"I-I sowwy," Bobby said as he aged backwards through three years and rapidly approached being unable to talk.
"Well you're pretty much out of the way," Jimmy said, putting the shredded diaper on the two-year old Bobby.
"Now to get back to my real age, plus a bit," Jimmy said, "I wish to become four years older."
Immediately he felt himself growing, gaining size and watching as the floor got further away. He also noticed the little muscle he'd earned through sports and martial arts come back. "You know Bobby," he said, now eight years old and looking at the baby Bobby, "I do gymnastics, and I know I'm tall, but that makes it more challenging."
Now he was nine and he waited just another couple minutes as he passed his original age by a year to leave him at ten. His brown hair was long and shaggy, a skater cut, which was appropriate because skateboarding was one sport he did. His face had lost any chubbiness, but was still clearly a child's face and as well-formed as ever, and his brown eyes looked as large as ever. His torso and legs had retained their definition, and increased as he'd aged. He was always particularly proud of his abs, which showed a little when he flexed them. For his age he was decently well muscled and very athletic. He was sure he was now about five-foot even.
Jimmy quickly put Bobby into the crib before running to his room and pulling on some boxers, jeans and a layered-sleeved shirt. They were ever so slightly small on him due to his one year age advancement, but he really didn't notice. "I wish Bobby were mentally one year old," he said suddenly, wanting to make sure it would be difficult to undo Bobby's change. "And while I'm at it I wish to be mentally ten."
What followed wasn't much of a change, but he could handle fourth grade with relative ease now. 'Now, to confront my sisters.'
Jimmy walked down to the living room to see Ashley and Jennifer watching TV naked and only wearing towels, at which he rolled his eyes. But the sight of towels and their wet, frizzy hair meant they had showered, which was good. He also, in spite of himself, felt his budding ten-year old hormones come to attention when he saw Ashley. 'Oh well Ashley, you're too young for me anyways,' he said. "Hey short stuff!" he called to them, entering the room, and whispered "I wish for Jennifer and Ashley to become fourteen years younger."
"What?" Jennifer said, sounding utterly confused, "Did my sexy Bobby-wobby make my little brother older?"
"Something like that, oh and it's big brother. Don't go forgetting that," Jimmy said calmly, seeing the women had already lost a little age and seemed to be around eighteen.
Jennifer burst out laughing and got to her feet "Even from her I can clearly see you're clearly the smaller one, and the younger one for that matter. I'll have to talk to Bobby about making my annoying little brother old enough to be a pesky kid."
"No Jenny, you're definitely my little sister," Jimmy said, heading into the kitchen and grabbing a root beer can and moving to the dining room, which looked into the living room, to drink it, sitting calmly at the table.
"You seem more composed than before," Jennifer said, "I feel like something's up."
Jimmy noticed she was adjusting her towel, she seemed to be about seventeen now, as did Ashley. They didn't seem to have noticed their breasts shrinking just yet. "Hey Jen, I'm going to go find our man and see if he's ready to go out," Ashley said.
"Oh yes," Jennifer replied, "I think I'm going to try and teach my little-"
"Big," Jimmy interrupted before whispering to himself "I wish to become one year older."
"My LITTLE brother some manners," Jennifer said, not noticing her brother grow a couple inches and his clothes fill out more.
Jimmy was surprised his sister and her friend still hadn't noticed that they were now sixteen. Their coveted breasts and booty had already lost much of their size, and they were starting to lose height. "You know Jenny," he said, "I know you're shrinking breasts and ass have swollen your ego to the size of a hippo, but let me remind you that despite being the annoying brat of a little sister you've always been able to get your way. Oh sure I get my sports stuff, but most of the time it's because my friends are kind enough to invite me to join in their lessons. Every time we eat out, it's your choice, every time we go somewhere, it's your choice, every time you do something bad like break mom's Etruscan vase, I get blamed for it. And you think I'M the brat? I'm your brother, your big brother, and if you can't learn respect the normal way, and I'm sure rapid growth turning you into a whore doesn't help, I'm going to try a different tactic."
"Excuse me little brother? Did you just call me a whore?" Jenny asked, "How about I teach you to respect your big sister?" she asked, angrily walking over to him."
"Maybe you should stop thinking about sex and humiliating me and look at yourself first," Jimmy said, looking at the now fourteen-year old Jennifer, while he wished to grow another year, becoming twelve.
Despite Jennifer being still physically older than him, Jimmy, standing now at five feet and five inches, was once again the taller. He was also beginning to feel a bit constricted in the clothes. They'd become noticeably tight on him now, and through them his lean, developed muscles showed all across his athletic body. He quickly pulled his shirt off to show a very decently cut torso, with obvious pecs and abs that, showed a little when unflexed and became a clear six-pack when flexed, and his arms were quite well-sized.
Meanwhile Jennifer shrieked at seeing her proud bust and booty reduced to young teenagehood. "What's going on!? Why would our sexy man do this?" she asked, her voice having lost all its womanly tone.
"Jen!" Ashley called, her voice just as girly "It's Bobby! He's a baby! And the rings are gone!"
"Jimmy!" Jennifer said loudly, looking at her brother as she reached twelve and shrank to four foot-ten, now several inches shorter than her brother.
"Yes, Jimmy," Jimmy said, "I have the rings now, got a problem with that little sister?"
Jenny was now only level with her brother's pecs as he stood, and when she dropped the towel, showing her curveless body, and reached for the rings he grabbed her wrist and pulled her over to the couch where he forced her to sit down. "Jenny, you've been a bad girl; whoring yourself out to your own babysitter in the middle of our living room. So your punishment for being such a slut is to regress back to your real age and I'll be bringing Ashley home."
"No you can't," Jenny said as she slipped back through ten.
"Oh, and go put something on please. You've been naked enough for one day."
Jenny didn't move and stared at him with a stink-eye. "Now!" he added loudly.
"But nothing will fit yet," Jenny replied, slipping into eight.
"I don't care. You'll fit into it soon," Jim said.
Jenny got to her feet huffily, her regressing stopping and leaving her seven years old and eye level with her brother's abs. She stomped up to her stairs while Jim said "I wish for Jenny and Ashley to become five years old."
"I wish to become two years older," Jimmy said.
Once again he felt himself grow and age, his jeans now definitely too small on him, forcing him to shed them. When the progressing stopped he was an athletic, decently muscled fourteen year old wearing skin-tight boxers that clearly showed his own round butt and decent bulge. "Damn, I'm becoming a hypocrit," he muttered, "What to do about it... oh I know!"
"I wish to become sixteen years old," he said as he dashed back to his parent's room.
By this time he was very well muscled, his pecs, abs, biceps and lats all clearly showing with excellent size and definition, giving him a v-shaped back over his firm round buttocks and toned legs. The bulge was decent too, and he quickly became too much for a nine-year old's boxers and they tore apart. He was hardly a bodybuilder, but he at least had a gymnast-swimmer body that made him look very much like a jock. He pulled on Bobby's old pants and boxers and found they fit snugly, but well enough. "I'll have to, woah, my voice changed, I'll have to remember to get some clothes for multiple ages."
He went to the bathroom then to look himself over. He was tall for his age, as usual, and well muscled, his good looks had remained, leaving him with a handsome face with a boyish charm, like a surfer, and his hair was still as skater looking as ever. By now Ashley and Jennifer's regressions would have stopped as well. So he had to find a shirt and take Ashley home, but he also would have to deal with Bobby.