Riley Gendreau
patreon
A Hole Lot of Problems (Uncensored)
🕑 Added 2025-10-27 23:00:46 +0000 UTCA commission for last_of_workers
Donte was walking home one night and stumbled upon a car accident that had the sidewalk and road blocked off. Meaning he had to cut through a nearby alleyway in order to continue making his way home.
He knew he could cut through it, but this was the first time he did it, so he was quite surprised to find there was an actual adult store on this path. Seeing as he was an adult, a curious one at that, he decided to take an additional detour and head inside.
The store seemed to be run by some cute woman about Donte’s age, one who had long blue hair in twin tails. She saw Donte and waved at him, telling him to feel free to ask any questions or for help if he needed it.
Donte nodded and just walked through the store, looking at all the kinky things they had for sale. They had everything a kinky person could dream of, from bondage suits and small dildos to massive cages and other sexual furniture.
Donte looked around for a bit but didn’t plan on buying anything, as he didn’t have a partner to use them with. So after looking for a while, Donte decided he had had enough and was going to leave but stopped when he saw a strange hole in the wall.
It seemed connected to a room in the back, which had a sign next to it saying that customers were welcome to come back there and enjoy some kinky experiences. Donte found himself aroused and decided to head back there and see what was up.
When he got back there, he didn’t find anything but a small room and the other side of the hole. Donte looked at the hole from this side and noticed another sign. This one suggested he climb through the hole and enjoy a world of pleasure.
It then had a warning that said anyone who climbs into the hole will get fucked. Donte laughed; there was no one but him and the woman running the place, so he didn’t believe it, but he wouldn’t complain if she decided to come in and fuck him once he’s climbed through.
Donte starts his climb through the hole. It was such a large hole that he thought he could climb right through it, but right when he was in the middle of the wall, the hole suddenly shrunk and all of Donte’s clothes disappeared.
Donte let out a nervous laugh as he sat there stuck, on one side his torso and head, and on the other side his legs, butt and manhood, all of which were completely exposed. Donte, a bit worried, called out to the woman running the store.
She came over quickly, and when she saw Donte, she let out a laugh. She said it’s been a while since someone climbed in the fuck wall. Donte let out an awkward laugh and then asked her what exactly that meant.
The woman smiled and said it was exactly as it sounded. She then explained that the way it worked was simple. Someone climbs inside, gets trapped and stripped, and then they get fucked over and over until the wall decides to let them go.
Donte gets a bit nervous and asks if he has to do that. The woman shakes her head and says no. She could put a sign on Donte’s ass telling people not to touch him, and eventually the wall will let go of him anyway.
The woman then mentioned that it might be more miserable that way, though, as the wall will make him hornier and hornier. She then said it was best to just give in and enjoy the pleasure, but again it was up to him. If he wanted the pleasure, she was more than happy to help him out.
Donte looked at her and well, he couldn’t possibly pass up having someone so cute fuck him, so he agreed. The woman smiled, turned around, grabbed a very large strap-on and a thing of lube and went into the back room.
Donte was stuck there for a moment waiting, but once the woman got everything ready, she grabbed his ass, spread his cheeks and shoved the strap-on inside him. Donte let out a loud moan as his ass was split apart and stuffed to the brim.
After that the woman thrust back and forth, making Donte move slightly and moan like crazy, all until his body couldn’t take it anymore and his cock burst. Cum shot out of him and all over the wall he was trapped in.
As the woman pulled the strap-on out, Donte felt the wall move a bit, and following that, his hair got longer. Donte was confused about that and asked the woman about it, and she ran her finger over her cheek and apologized for forgetting.
She told Donte that the wall sometimes makes changes to the person inside of it, but she assured Donte it was nothing to worry about. She then said she was going to help him out and call people to come and fuck him so he could get out of the wall quicker.
Donte let out an awkward laugh but thanked her. He then sat there messing around with his new long hair. As he waited around, he suddenly felt his cock pressing against the wall. Donte tried to look at it but couldn't, thanks to his top half being split away from his lower.
Despite that, it was clear what was going on. He was aroused, more so than normal. Following that, Donte felt his ass aching, and he found himself fantasizing about having it filled up again. Donte called out to the woman again and asked her if she was free to fuck him again.
She came over, this time with a couple of guys. She said she was a bit busy, but her friends were more than happy to help him out. Donte looked at them; each of them was tall, buff and quite handsome, but they were all men.
Donte had never been into men and never pictured himself wanting one inside of him, but right now for the first time, he was having those thoughts, and he wanted them. So he told them to hurry up and come back here and fuck him.
The three of them nodded and ran to the backroom. It wasn’t long before the first guy shoved his cock in Donte’s ass and started fucking him. Like with the woman, Donte moaned as it went in, and he continued to moan as the man thrust back and forth.
When the first man came inside of Donte and pulled out, Donte felt the wall loosen up some more, followed by another change. Donte couldn’t see it, but his face had gotten completely feminine, and that included his voice.
Had the second man not quickly shoved his cock in Donte’s ass, he might have noticed his new voice, but he was too busy moaning to notice. Sometime later the second man shot his load inside of Donte and again the wall opened up more, and another change occurred.
This time a pair of breasts grew out on Donte’s chest, which he noticed right away. He looked down at them and gasped. He grabbed them with his hands to see if they were what he thought they were. As he did, the last man pushed his cock inside Donte.
That caused Donte to squeeze his breasts, making the pleasure he felt in that moment skyrocket and making him cum on the spot, adding another layer of cum on the side of the wall where his cock and balls were.
The pleasure he got was too good, and he couldn’t stop playing with his new breasts as the last guy fucked his ass, even if it was embarrassing beyond belief. Several minutes later the last guy finished in Donte’s ass.
This time the change occurred first, which took Donte’s cock and balls and replaced it with a vagina, turning Donte into a woman. Once it did that, the hole opened up enough that she could easily climb out of it.
However, Donte’s thoughts were all over the place. She knew right away that she was now a woman, but strangely she didn’t care. Being fucked like this over and over again, the pleasure of her breasts, all of it was amazing.
It was unlike anything she’d ever done before, and she honestly didn’t want to stop. As the men came out of the backroom and the woman came over to check on Donte, Donte found herself wishing this wouldn’t end.
As if the wall was reading her thoughts, it suddenly closed up again, becoming tighter than before. The woman who ran the shop seemed confused and apologized, saying that wasn’t supposed to happen. She then said she’d contact the mage who set up the hole and ask for help.
Donte, in a panic, told her not to worry about it, that she was quite happy staying in this a bit longer. The woman seemed confused, but then it seemed to click. She chuckled and patted Donte on the head, telling her to have as much fun as she wants, and when she’s free again, she’ll come back over with the store’s specially made two-headed strap-on.
Comments
Riley
I'm glad to hear it came out well! It was definitely interesting, and this is only the second time I've done someone in a whole like this, and I sort of like it. I might do more stories on my own just to see what I come up with.
last_of_workers
I admit, the original idea was banal, the way I imagined the possible result was flat and tasteless like I don't know what... but you, Riley, managed to breathe life and soul into this story! Overall, I REALLY liked the result; you really managed to tell an interesting story!
