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Description
New entry for the continuous story by , this picture is a Patreon Reward.
Starring Jessica, several years after the previous picture, it seems like everyone else has grown back up, but now Jessi is a cute 8 years old girly boy, who still needs diapers O:

The pic is an ALT version of the following picture, with a different haircut:

It had been years since the group had been regressed, and unlike his friends, who were now more like sisters, Jessica hadn't grown up much at all. Most had now reached their late teens and early twenties while he was still around eight years of age. He had once been their age, before all of this began, they had all been of similar ages. But now, he was their 'little sister', and to make matters worse, his taste in clothes hadn't changed much either...

Despite watching his friends grow older without him, Jessica had grown to care a lot about his sisters, and they'd grown into the older sibling role well. They were much older and always had the responsibilities, and he had learned to behave as a younger sister should. They were very protective of Jessica, and often bought treats and read stories to the little one. The result of this was that Jessica is often in awe of the responsible older siblings.

Here we have Jessica, who has just picked a flower for one of his sisters as a gift after she read him a story last night before bed. He adores his 'sisters' but he's always a bit shy when he gives gifts so he's practicing and thinking about how happy it will make her!

Previous Chapter:

Next Chapter:

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If you're interested in getting rewards like these or just feel like supporting my work, go check my Patreon

Description
New entry for the continuous story by , this picture is a Patreon Reward.
Starring Jessica, several years after the previous picture, it seems like everyone else has grown back up, but now Jessi is a cute 8 years old girly boy, who still needs diapers O:

The pic is an ALT version of the following picture, with a different haircut:

It had been years since the group had been regressed, and unlike his friends, who were now more like sisters, Jessica hadn't grown up much at all. Most had now reached their late teens and early twenties while he was still around eight years of age. He had once been their age, before all of this began, they had all been of similar ages. But now, he was their 'little sister', and to make matters worse, his taste in clothes hadn't changed much either...

Despite watching his friends grow older without him, Jessica had grown to care a lot about his sisters, and they'd grown into the older sibling role well. They were much older and always had the responsibilities, and he had learned to behave as a younger sister should. They were very protective of Jessica, and often bought treats and read stories to the little one. The result of this was that Jessica is often in awe of the responsible older siblings.

Here we have Jessica, who has just picked a flower for one of his sisters as a gift after she read him a story last night before bed. He adores his 'sisters' but he's always a bit shy when he gives gifts so he's practicing and thinking about how happy it will make her!

Previous Chapter:

Next Chapter:

=====

If you're interested in getting rewards like these or just feel like supporting my work, go check my Patreon