So yep, been wanting to see this. Glad that my friend was kind to try out different stuff, including this. I like how it turned out.
 
Anyway this serves as a tribute to Dolly. Here’s a backstory I’ve thought of for Bundle. I hope you enjoy it, Dolly, along with anyone else who reads this.
 
So Bundle was born into a nice family, and she was taught and raised well. By the age of ten, when she was in school, she had made numerous friends, but her best was a neighbor who lived not far away. Both had mutual good impressions with each other.
 
By the time Bundle was 13, she and her bestie were still getting along well, but one thing concerned her: she is yet to earn a cutie mark. One day, they both learnt about the birds and bees, so eventually, they decided to have fun with each other, but the poor teen stallion accidentally left a drop of stuff inside her. As a result, Bundle was confirmed to be pregnant, and a check revealed that she was conceived naturally with triplets. Both of their families were shocked at their children’s early doing, but Bundle doesn’t mind, for she herself had no idea that she was already naturally fertile. She also expressed determination that she wanted to be a good mother, and that she wanted to use her ability to help anypony who couldn’t bear children. Initially confused and reluctant but they eventually agreed. Her bestie, who was scared his relationship with her was over, was relieved when Bundle assured him that it wasn’t his fault, but it had helped her discover her ability, and hence, her cutie spark happened. The triplets were eventually born safe and sound, but just days after giving birth, Bundle suddenly had the urge to have babies again, so by seducing her bestie, she got preggo again, this time with quads.
 
For the next couple of years, several childless couples, upon hearing young Bundle’s super fertile ability, turned to Bundle for help. Bundle gladly accepted their offers for surrogacy, at the same time being paid accordingly. While preggo, she was able to pass time by baking and stuff, and she observed that she often carried two or more children, but very rarely more than six (the highest she ever birthed so far was 10). Her bestie, now her coltfriend, also supported her causes. On a year when no one asked help from her, they had their own children again. When the princesses heard about her and her good deeds she has done, they decided to summon her over once she had given birth to her current ones (sextuplets again). Shortly after giving birth, she was officially honored by the princesses and was also alicornified.
 
Bundle felt delighted at her new form, but still, she had never forgotten about her past, and still dedicated herself to being a surrogate mother. What’s more to Bundle now is that she found out she was finally able to carry higher multiples than before, and therefore, often giving birth to more than five, birthing sextuplets, septuplets, octuplets, nonuplets and decaplets. As time went by, Bundle kept growing, so did her fertility. The older she grew, the more she was able to carry, and eventually, she reached her maximum capacity of having 20 babies. In spite of this, she still remained on good terms with her coltfriend, although they had a long consideration of being married. Eventually, every time Princess Bundle would get impregnated, she will always be carrying 20 babies, so therefore, she had learnt a magic from the other princesses so that she could get several childless fathers to impregnate her at the same time without having to let one impregnate her, carry the babies to full term, birth them, and let another impregnate her. Her reproductive system was also unique that the ovaries could control its own ovulation, meaning how many ovums it wants to release, and the ovums themselves can also control their division (meaning depending on how many ovums were released, the ovum’s division also changes. For example, if one ovum is released, it could divide itself into 20, hence resulting all offspring to be identical. If 20 ovums were released, they will not divide at all. Any figure between 1 to 20 will see ovums dividing into different figures, like one will split twice, another will split into six and so on).
 
As more time went by, Bundle felt proud to be the princess of fertility, and has mentored a few other surrogates. She still kept her compassion, and would always look back to see her past, and remember what she went through.
 
Her age progression with respective pregnancies:  
13-y-o: Triplets  
21-y-o: Quintuplets  
25-y-o: Octuplets  
30+ y-o: Decaplets (10)  
???? y-o: 20
 
Compiled all of her drawings and edited them in PS